The Cheerleader Next Door 2 (chastity, femdom, tease, bondage)

(Author's Note: I don't have much time to write these days, but I had to get this second installment out.  I've seen your comments and appreciate all the suggestions, I do want to do more cuckold or spanking stories at some point later on, but again, everyone's time is limited these days.  

All characters below are exactly 18 years old.  

Enjoy!)

***

THE CHEERLEADER NEXT DOOR

PART 2

Toby Green panted, naked under the covers of his own bed-

-squirming, his helpless little cramped cock surging, locked inside a tight cold restricting inescapable steel chastity belt-

-talking to the girl of his dreams on the phone!

"Sooo..." the cheerleader Jenny James giggled, "...does it hurt?"

Toby gulped in the dark, trying to keep his voice down so his parents wouldn't hear!

"Yes!"

Jenny laughed!  

"Is it... tight right now?"

Toby panted, pulling on his tiny hard suffocating cage-

-and not gaining an extra millimeter!  

"YES!"

"Awwwww, already?" the blonde cheerleader giggled, her laughter going right to Toby's helpless cock!  "I just played with it yesterday..."

"That's WHY it hurts!  You didn't- let me CUM!"

Jenny laughed again.  

He could imagine her perfect face as she did-

Cute-

Symmetrical-

With sharp dark eyebrows, a cute little chin-

-and lips redder than a hot rod.

"Nnngh!" he grunted, his tight cage surging!

"I'm never going to let you cum," she promised, making his cock and blue balls ache even more!  "You're too much fun when you're like this."

Toby panted, feeling his helpless little dick pound against the bars of his tiny prison-

"...never?!"

"Nope."

She had answered immediately and without hesitation.  

He gulped!  

Surely she wasn't-

"Remember the terms of our deal," she laughed, every breathy word over the phone making his chest clench and his cage tighten.  "We are not boyfriend/girlfriend.  You will NEVER see me naked.  And I will NEVER give you an orgasm," she laughed.  "Not a real one," she quickly added, making him feel hot and cold at the same time!  

"And don't even talk to me in school.  I don't want my friends to like, know that I even know you," she laughed, making him blush!

It was such a one-sided deal-

-and yet-

-he had gotten to feel the hottest girl in school's hands on his thin little four-inch cock for AN HOUR last time they had gotten together-

-and she was GREAT at it!

Taking him right to the straining razor's edge and not letting him cum, that is!

Toby panted, not believing he was even saying this, but-

"What about... what about a ruined orgasm?!"

And Jenny was laughing again!

"Awwwww, is THAT what you're down to bargaining for now??" she laughed as his tight cage surged and leaked!  "That's so cute, Toby!  You're like, so helpless right now- a neutered little boy!  Just because you can't touch it!  You can't even touch it, can you?"

He blushed and rubbing his balls, his taint, the root around his cock, the only things he could reach!  "No!"

"You can still touch your nipples," Jenny giggled.  "Pinch your nipples.  Moan like a cute girl for me."

"...no!" he gulped, blushing harder!

"Come onnnnn..."

"Jenny no!  It's too- embarrassing!"

She laughed.  "I'll do it if you do it.  Just two hot girls, pinching their nipples together on the phone."

He panted, feeling his cage throb at the thought-

-how could he stoop so low-

-but then Toby did it, biting his lip to try to stay quiet, even as it sent delicious electric shocks throughout his entire body!

"Gguuh!"

Jenny laughed!  "There's my good girl!"

Toby was blushing, panting, his face red and his cock leaking in its tight cage!  He didn't hear anything back!

"...are you going to do it?"

"I'll do it later," Jenny giggled, making him blush at how easily he had been played!  "What are you wearing?" she said, switching the subject before he could object!  "Are you naked right now?"

Toby panted, his heart pounding!  "...Yes!  It just- seemed right!"

"New rule!" she laughed.  "You have to be naked any time you come into my house AND whenever we talk on the phone.  And for as long as you can afterwards."

He panted, feeling hot and cold, helpless and tight at the same time!  

"...okay!"  

She laughed on the phone.  "Having your key is like a superpower- I can snap my fingers and boys just get naked for me!"  She sighed.  "Imagine if you had that power... you just say the word and any girl on the phone got totally naked for you..."

"Gguuh!"

She laughed as his cock throbbed!  "You're so predictable."  

Toby gathered up every single bit of his courage to ask-  

"...what are you wearing right now?"

She giggled!  "Hmmm... no comment."

And even that made his little cock try to pulse out of his cage!

He pictured her in her room-

-imagined, really, since he had only seen her in it once, and she had been wearing thick yoga pants-

-but he pictured her now wearing a thin little coy teasing little sleepshirt that barely went down to the middle of her ass and the middle of her smooth perfect slim thighs in front-

-lying on her back on her bed-

-her long shiny blonde hair all splayed out, her long legs exposed with her cute naked feet propped up on the wall next to her bed-

-twirling the phone cord as they talked-

-or twirling his only chastity key on a silver chain around those same fingers which had stroked him last night!

"Nnnggh!"

"Wow you ARE horny tonight," she giggled.  "Wonder why."

"Come on... what are you wearing?!"

"NO comment!" she laughed.  "Ask me again and I'm hanging up!  And not calling you for a week!"

"Okay okay!  But...are you at least... wearing my chastity key?"

"Ew, no.  I'm never wearing your chastity key," she giggled.  

Which was a lie, since Toby had seen her wearing it, the last time he had left her house-

-around her thin neck, playing with it on a long silver chain-

-after their first marathon edging session which left him with PAINFUL blue balls!  And locked!

It had been the only thing-

-which gave him hope that she might-

-like him someday!

Like, like him like him

"You could at least wear it... sometimes?!"

"I don't even know where it is, honestly.  I think I just threw it in on the floor somewhere."

"Jenny!  Be serious!"

"I AM being serious!" she laughed!

He panted, pulling at his tight throbbing cramped little steel belt!  His teenaged cock-

-was trying to bend steel!

"Come on!" 

She giggled.  "...the only way you'll find out... is if you come over for another hard edging and ball-crushing session."

"Can I come over tonight?!"

"No it's too late," she laughed.  "And my parents are home."

"Tomorrow night then?!"

"No.  I have a date."

"A date!"

"Yes, duh.  I told you, we're not boyfriend/girlfriend."

"Yeah but..."  Toby panted, feeling so many mixed emotions right now!  "...who is he?"

"Just some college boy who found me online.  Big.  Hunky.  Has a real big cock.  He's already sent me some pictures.  Of his big dick." 

Toby blushed a hot red from head to toe, squirming in his bed, holding his little one inch cage in his hand!

Jenny's voice got breathy.  "He's hung like two soda cans end-to-end, Toby.  So big.  Much bigger than your cute little locked up nub."

Toby panted, his mind confused, at why his little dick was throbbing-

-hearing Jenny describe another boy's cock!

"....so?!" he demanded!

He could hear Jenny smirking over the phone. 

"So should I go all the way with him, Toby?" she asked, her voice innocent.  "It's our first date- I don't want to seem like a slut.  I mean, I'm going to dress like a slut and act like a slut at dinner, but I don't want him to think I'm a slut."

Toby's cock pulsed- like a clenched little fist!  

"Jenny!" he cried, pulling on his cage!

"How far should I go with him, Toby?" she giggled, drawing it out.  "Handjob?  I give really good handjobs.  You know."

Toby panted, remembering!  "NNggyh!"

"But real men want more than a little handjob for buying a hot girl an expensive dinner," she giggled.  "Should I give him a... blowjob?  I give REALLY good ones... although you'll never find out."

"Jenny!  No!  No... blowjobs!  For- him either!"

She laughed!  "So should I go all the way with him then?  That's what boys expect from dumb horny little cheerleaders like me," she giggled.  "All the way?  Me moaning on his big cock?  Is that what you want me to do, Toby?"

"NO!"

"No?" she laughed.  "Okay.  I'll only go as far as you say..."

"Really?!"

"Well, I'll definitely take it under advisement," she giggled.  "But I am really pent up..." she sighed, in a way that made his cage almost rip his balls off!  "...so the more you let me do... the longer and nicer your next handjob session will be!  Don't you want me to be nice to your cute little cock and balls?"

He panted, unsure!

He thought of his cute blonde barefoot Jenny-

-all dressed up in a sexy little black dress and red panties and little heels-

-going out with a big, muscular, huge-dicked older boy-

"Just kissing!" he blurted out, holding his tight little leaking cage!  "Nothing more!"

She was LAUGHING.  

"Ohmygod you're SUCH a little VIRGIN-"

"You said- you'd only go as far as I said!"

"I didn't think- oh my god you're such a virgin!"

"It's a FIRST date!"

"Toby, you're so cute!  That's why I took your key, you know that?  Because of how much you FEEL things," she laughed as the naked Toby squirmed!  "You're like, so totally helpless, when you're all tied up with your little dick in my hand- I can make you say anything- moan, cry, beg, anything, just with some strokes of my little hands!"

Toby couldn't speak!

"Other guys think it's unmanly, to be so helpless, tied down so completely you can only move your fingers and toes, blindfolded, letting me do whatever I want to them, begging me to cum-" she giggled, reveling in it-

Toby was coming to understand that-

-this is what she got out of their 'relationship'!

"All my other boyfriends always got self-conscious when I asked to tie them up," she giggled.  "And they didn't beg right- they were always too composed- but you don't!  Once I get you into that space, you just say what you FEEL.  You're just like, a live wire, responding to everything I do, no matter how humiliating!"

His face was a hot red!  

"So?!?!"

"So... I'm kinda finding, as I talk to you on the phone... that I don't need to tie you down for that," she giggled.  "I can just, like... do it with words."

He gulped, his cage SO tight!  

"Jenny!"

Her voice was breathy again.  

"How far should I go with my date tomorrow night, Toby?"

Toby swallowed hard, his cage dripping, his balls BLUE and aching!

"Just kissing!"

"I'm pretty horny," she giggled, her voice going right to his cock!  "You know... I really just want to show up at his frat house totally naked under a short trenchcoat and just let him and his friends... do whatever they want to me."

"NO!  Just- kissing!" Toby panted, rock hard in his cage!

"Awwwww!  So cute when you're jealous!"

"Can I come over tomorrow?" he gulped.  "Before your date?"

"Ew no.  I'll be getting all ready, like showering and shaving my legs and doing my toenails and stuff."

"After?"

She laughed!  "No!"

"How about... the next night- Wednesday?"

"No.  I have cheer practice."

"But after that-"

"Just come over Friday night after the game, like before.  My parents will be out of the house."

"But that's... a WEEK away!"

"You'll make it," she laughed.  "Blue balls never killed a boy.  Although they might kill you- you feel things so much."

"Jenny!"

"I'll send you some pictures during the week to keep you company-"

"I... I don't want PICTURES!  I want YOU!"

"Awwwwww!"

"I mean it!"

"Oh look!  I found your key again," she giggled over the phone.  "It was underneath a big huge pile of my used silk panties."

"NNgghy!" he grunted, pulling on his cage!

"See you Friday night," she chirped, her voice becoming super casual!  "And don't talk to me at school."  

"But-"

"Don't talk to me at school," she repeated.  "Don't even look at me.  Just sit in your cage and think about how you can make me happy on Friday.  Bye."

And she suddenly hung up, leaving Toby naked, panting, helpless, locked and alone.

***

But of course he was never alone.

At night he had the chastity belt, a constant reminder of Jenny's iron tight grasp over him and his balls and his erections and also of how foolish a teenaged boy's cock could be-

-his little dick constantly seeking erections and never adjusting to its new reality, no matter how painful it might be, even while he was sleeping!

He woke up thinking about her-

-constantly!

And at school he had his friends, constantly teasing him for even THINKING a boy like him had a chance with a girl like Jenny James-

"I TOLD you she'd NEVER hold your key," his friend Jimmy laughed at lunch, as the four forlorn boys watched the hot long-haired cheerleaders strut by.  

The weather had turned warm, and all of the cheerleaders were wearing light thin short sundresses with slits up the sides that made every boy wish for a sudden breeze!   

And wedge sandals which showed off their sexy perfect bare feet and summer pedicures!  

All the boys and half the teachers at the school had been peeking at those cute naked teenage feet all day!

"It was a dumb idea to think about giving a girl your key anyway," his other friend Wesley agreed.  "Imagine if you had been locked up- then you couldn't enjoy this view."

The boys sighed as five hot young cheerleaders walked by in their short sundresses, imagining what it would be like to kiss those long smooth naked bare legs-

And just before the girls sat down with their food trays at a distant lunch table-

-one of Jenny's friends reached back and lifted up the back of Jenny's sundress as a joke!

Flashing her perfect little thong covered ass for just a brief second to half the lunchroom, including Toby's table!

Three out of the four teenaged boys gasped!

"Woah!"

"No way!"

"Did you SEE that?!?!"

Only Toby had quickly looked away, but his cock still reacted, pushing blood into trying to erect, pounding against the bars of his cage, making him wince!

His friends didn't notice, they were too busy speculating in hushed tones about exactly what color and cut her thong had been-

And for her part, Jenny was acting embarrassed, slapping her friend on the shoulder, laughing about what a 'bitch' the girl was-

-but as she sat down and started eating her meal-

-Toby noticed Jenny look back towards his table.  And see his face.  And smirk.

Toby strained even harder in his cage!

"See?" Wesley laughed, elbowing him!  "If you had given some dumb girl your key- you couldn't enjoy views like that anymore!"

"Yeah, sure," a grunting Toby agreed, trying not to think about Jenny's pink perfect lace Victoria Secrets thong!

And failing!

Things calmed down and the boys talked about other things, sports, video games, etc.  

But near the end of the meal, Toby's last friend, the mild-mannered Adam, gulped and leaned in close in to whisper to him-

"I would have offered my key to Jenny James too, if I had a chance," Adam admitted, his apple moving up and down, blushing as Toby did too!  "But you know... she never would have said yes!  You just have to be... realistic about who she is and who we are!  It never would have worked between you two.  So I'm sorta glad she turned you down, you know?"

Toby swallowed hard, his little dick dripping and straining in his cage, watching the goddess Jenny eat with her friends, her perfect feet bare!

"...yeah.  Me too."

***

Toby was surprised when Jenny called him late that night. 

"Get naked," was the first thing she giggled.  

And blushing, Toby slammed his homework closed and made sure his door was locked and his lights off- and then quickly did!

"...okay!" he gulped taking his shorts off, and jumping into bed!  "I-am!"  

She giggled.  "See?  A superpower."

He remembered something from their call yesterday!  "Wait- how... how was your date?!"

She giggled.  "I'll tell you later.  When I've got my slippery hand wrapped around your helpless little cock and you're moaning and screaming and trying your best not to cum."

"Oh GOD!" he cried, feeling his cage instantly start to get tight, going to full hardness!  

And beyond!

His cock-

-was bulging out past the steel bars!

"UNNGGH!"

"Toby?" his mother called from outside his door!  "Are you okay?"

"YES MOM I'm FINE!  Don't come in!  I'm just- GOING TO BED EARLY!"

"Okay dear..."

And Jenny was laughing on the phone!  

"Ohmygod you're such a Nerd!  Does she tuck you in every night too?"

He was blushing, naked, gasping-

-but his steel cage was painfully hard and dripping!  He pulled on it!

And Toby remembered Adam's words- about who he was-

-versus who Jenny was-

"Why... why did you call me?"  

She giggled.  "I wanted to ask you a question."

"What?!"

"Socks or no socks?"

"What?!"

"Well, last time, when I came in the room when you were tied up and helpless with your little pee-pee sticking up, I was wearing these big comfy big fluffy socks but you didn't like them.  Your little guy actually wilted a little bit, I remember, until I took my long socks off- and then it got SO hard again!"

Toby blushed, remembering! 

"So I know you like feet a lot," she giggled, making him blush even more!  "But I was thinking, I really like wearing big long cute striped socks, the kind Japanese schoolgirls wear, you know?  So for our next session, would it be okay if I wore those?  Would that get your little penis hard?  Or soft?"

Toby panted, unsure!  "I... um-"

"Here, I'll send you a pic."

Toby's phone buzzed, he looked at the picture-

-and got so hard in his cage!

"GgGGHH!"

"I guess that's a yes!" Jenny laughed!

"Is that you?!"

"No dummy- look at her thighs, they're way too fat!  And besides, I told you you'd never see me naked.  That's just some dumb internet slut.  So, do you like it?"  

Toby panted, staring at the faceless image, of a slightly thicker girl from the waist down-

-in cute long striped socks-

-sliding her fingers over the wettest bare pussy he had ever seen.  

"..yeah!  I guess so!"

"Do you like it more than bare feet?" Jenny giggled.  "Which would you rather want me wearing, as I crush your balls on Friday?"

"Both are good I guess!" Toby panted, closing the picture before he hurt himself!

"You're so horny and desperate, I love it," she giggled, as the boy strained.  "Look at some pictures from my Instagram before you go to sleep.  To get the image of that chubby sock slut out of your brain.  Think about how hot it would be to lick my naked feet on Friday." 

"No- JENNY!" he grunted, his cock getting SO hard in his one INCH cage!  "OW!"  

She laughed!

"But don't comment on any of my pictures on my Insta- people can see that!"

"I- won't!" Toby gulped, panting!

"No, wait," she giggled.  "DO make a comment.  Go find a pic on my Insta right where you can see my bare feet and comment about how hot and cute they are and how much you'd LOVE to kiss them."

"I CAN'T DO THAT!"

"You'd better!" she warned, laughing. "I wanna see you comment on which foot shot is your favorite!"

"Jenny!"

"Do it or we're not meeting on Friday!" she teased, and Toby knew he was trapped!  

Locked and caged and desperate-

He'd have to commit social media suicide- 

-by commenting in a place where the ENTIRE school might see!

"JENNY!"

And then he heard a voice-

-a deep resonant commanding male voice, in the background of her call-  

"YO, Jenny.  You done in there or what?"

"Ooops, sorry Toby, I gotta go!" she giggled!  "My date's back!  Comment on my feet before Friday or else no unlocking!"

"Jenny wait-"

But she was gone.

*** 

Panting, Toby did eventually find a hot picture of her bare foot on Instragram-

-and his friends made fun of him for his stupid simp comment for weeks after!

***

She called him again the next night.

"How often did you used to jerk off?"

"What?!" he panted, closing his video game, gulping, feeling his cage tighten! 

"Sorry," she giggled.  "Are you naked yet?  You remember our rule."

Toby shot up, locked his door, getting completely butt-ass nude again, it took longer because he had been fully dressed-

-blushing as he felt the cold room air around him again, getting naked with his little tight cage already standing up and dripping!  

During his time with the girl of his dreams-

-she had stripped him infinitely more often than he had undressed HER!

"There," he gulped, red-faced, getting into bed!  "I'm... naked!"

"Good," she giggled, her voice relaxed, easy.  "So how often did you use to jerk off?  Before the cage?"

His face flushed red!  

"Aren't you supposed to be at cheer practice?!"

"Wow, did you like, memorize my whole schedule or something?" she laughed, as he blushed!  "It's done. It was a hard one too. We got all sweaty, in that hot steamy gym, just twenty barefooted cheerleaders rubbing up against one another, all of us just wearing little shorts and crop tops with no bras."

"Nnggy!  Jenny!  You're- LYING!"

She laughed.  "And now I'm just sitting in my room in my panties- it's gross, the sweat is making them stick right to my bare little pussy."

"NNGGHH!" Toby grunted, his cock surging in its tight bars, as he pulled it to get more room!

She laughed.  "You're not saying I'm lying now...". 

Because Toby was DYING-

-HOPING it was true!

"Now stop avoiding the question," she laughed.  "How often?  Before?"

Toby panted, blushing, nude, embarrassed!

"Before?... Um... every day, I guess!"

"Not twice a day?"

"...sometimes!" he gulped.  

She giggled.  "And sometimes... more?"

Oh god!

But it was their rule to be honest!

"Only... only when... the new Sports Illustrated Swimsuit magazine got mailed to the house!"

She was LAUGHING.  

"OH MY GOD that's SO CUTE!  You used to run and snatch it out of the mailbox before your parents saw it, huh?"

Toby's face was on fire!  "...yes!"

"And you could cum THREE times a day from that?"

"Yes!"

"Not four?"

"No- that- hurt too much!"

She was laughing, as Toby's locked cock throbbed!  

"All those barefooted beauties really did it for you, huh?  Flashing their naked feet like sluts at the camera?  That's like nudie pics for you, isn't it?"

Toby was panting, blushing, horny, squirming and naked, pulling on his cage!

"Can I come over tonight!?"

"No!  It's way too late.  I want to take my time with that helpless little dick.  And besides, I'm all gross and sweaty, I told you.  The sweat is making my thin pink panties stick to my little shaved pussy..."

"JENNY!"

"Bye!  See you Friday!"

***

She called again the next night.  

She still made him get totally naked, alone in his room-

-that was the rule-

-but all Jenny talked about that night was those old Twilight movies, which of them were her favorites and all the plot holes in them she had noticed-

Toby panted, trying to keep up, aching, horny, pulling on his cage, listening to her voice, not understanding why she had called just for this-

-but he didn't hang up!

Because he was starting to get an idea of why she was calling him by now.  

***

And then it was FINALLY FRIDAY.

Once again, Toby had to endure EVERY cheerleader walking around school in their FULL cheer outfit with the short ruffled skirts and cute sneakers and even ribbons with the school colors in their ponytails of their hair-

-Jenny flashed half the school again, while doing her high kicks at the mandatory pep rally at lunch, but this time she was wearing the standard cheer panties under her skirt that looked like wide swimsuit bottoms, so only half the boys in the crowd got rock hard in their pants, like Toby did in his cage. 

She smiled but didn't make eye contact with Toby the entire rally. 

But there was a fierce hungry glint in her eyes.   

***

Toby waited around her house again, after having gone to the first half of the game, just to see her in action to soothe his heart, and then hiding in the bushes near her house again.  

But after a half hour of crouching in the bushes he suddenly looked at himself, got mad, and stomped out of cover to just sit on the sidewalk right in front of her house, for at least 30 minutes before she came walking back home!  

When she saw him, she came running up the sidewalk!

"I told you to not let anyone see you here!" 

Toby stood up for himself!

"Hey!  I'm a- Human Being!  Not just- your TOY!" he said, hiss-whispering, so as to still keep their secret.  "If you want me to keep coming over- you- you have to be- just a LITTLE bit okay with being seen with me!  And nice to me!  In public!"

And for the first time, Jenny stepped back, stunned. 

And looked at him. 

For a bit.  

And then smiled.

"Okay, from now on, you can wait in front of my house if you want.  Just walk around a little so it doesn't look weird.  I'm sorry about making you wait in my bushes.  That was... mean of me."

Toby exhaled the stress breath he had been holding this whole time! 

He didn't know what he would have done-

-if she had gotten mad!

But then Jenny leaned in. 

"But just remember, when I get you inside this house- you ARE my toy.  You are my helpless, little, naked, tied down, moaning, ticklish, boy toy.  That I can do ANYTHING I want to.  Got it?"

Toby squirmed, feeling his cage tighten again!

"And I'm going to be EXTRA mean to your cock and balls tonight, not because of what you just said- that was brave and you were right for saying it- but because being EXTRA mean to your stupid little cock and big round blue balls- CRUSHING them however I want, edging you HOWEVER I want, tickling you for as LONG as I want-"

She reached up to grab his shoulders, her lips touching his ear.

"-gets me wetter than Niagara Falls."

"Oh fuCK OH GOD-" Toby cried, clenching his fists, going up on his toes!  

"Don't you DARE cum right now!" Jenny laughed, stepping back!  "Don't!  Or I'll be PISSED!"

Toby grit his teeth, clenched down hard-

-and somehow didn't have a horrible ruined orgasm right inside his cage!

He fell back onto his heels!  

"...I'm... okay!  For now!"

She laughed and SPANKED him hard on the ass!

"Get in the house, Toy."

And Toby did!

Toby screamed many times that night.  

But didn't cum.

***

Jenny agreed to see Toby more than once a week after that.  

Because now, they each had a better understanding of what the other was looking for-

Toby was the horny helpless submissive small-dicked boy who wanted to have his cock locked and teased by the hottest cheerleader in school- 

-and Jenny was a girl who loved squeezing boys' balls and edging their cock and tickling their ribs until they SCREAMED.  

For hours.  

The bitchy hot cheerleader got off on the Power, both of them could admit that now-

-ordering female cheerleaders around at school or turning down college Studs who wanted to fuck her was one thing-

-but a helpless naked blue-balled small-dicked virgin tied down to her rack she could torture however she pleased was the biggest power trip of them all.  

Jenny started getting more inventive in the ways she tied Toby up-

Two or even three nights a week, Toby would rush over to Jenny's house after school- 

-having absolutely no idea of what she was going to do next!

One time, after making the shivering nude boy lie down naked on her bed, she tied his hands up above his head to her bed-frame like normal-

-but instead of tying his ankles down to the bottom of her bed-

-she tied his legs high up around his ears, like a girl getting fucked!  Missionary style!

"Jenny- NO!" Toby begged, struggling in this new humiliating position!

"Well your little dick definitely likes it!" she laughed, pointing!  

He was out of his cage and ROCK hard, dripping, straining, trembling with need!

He got- so red!  

"No!  It's not that!  This just-this-"

"-makes you feel so exposed?" she giggled, lubing up her hands!

"Yes!"

"Makes you feel like... a girl?" she laughed, touching his dick with one finger!

"YES!" he panted, almost cumming!

She rubbed her hands together, to warm up the lube.  

"Well let's see how it affects your stamina then."

And Jenny LAUGHED and LAUGHED as-

-in this new humiliating position-

-with his knees up like a GIRL and his cock pointing right at his FACE-

-Toby could barely last twenty seconds in her hands before he was shaking and about to cum all over his face!

"Oh my god you're like TWICE as sensitive as before!" she laughed, taking her hands away just seconds before he would have cum!  

"NNNGGHH!  UNNGGGGGHH!" he groaned, shaking, bent in half!

"I can BARELY touch you!" she howled minute later, as the boy came down from his second super fast super unexpected edge!  "You're like- DYING to cum in this position!" 

"NO I'M NOT!"

She laughed, her light fingers grabbing his hair trigger cock again with no break!

"Don't cum then!"

"UNGGGH!"

"If you came like this right now... you'd COVER your face with it!" she told the boy bent in half!  "Look!  If I just lift your cock a little, right at your face!  Is that what you want?" she laughed, stroking him a little faster!  "To cum all over your face?"

"JENNNY!!" the panicked boy screamed, shaking his feet and hands!  "NOOOOO!"

"You don't want to cum all over your cute little face?"

"NOOOOOO!"

"No?  Boys always want to cum all over MY face- so why shouldn't you want to cum all over YOURS?"

"NONONOONO-OH GODJENNY!"

"Don't you want your first cum with me to be special?"

"NOOOOOOO!" Toby begged, fighting back, straining not to cum- 

-but tied down even more securely than a mental patient!

"Then just don't cum," she giggled, while still stroking him!  

And rubbing his balls and taint!

"JENNYY JENNY JEENNNNNNNNY!" the teenaged boy BEGGED, about to let out a HUGE TORRENT of WEEKS of hot cum loose- 

-all over his eyes and nose and lips and tongue!  

He was going to be-

-drowned in it!

"NNOOO!! NNNOONNNNOOOO-"

She stopped just one millisecond before the boy would have tipped-

-content to sit back and watch him strain and struggle and gasp to hold back the the hardest edge he had had with her (so far), his cock a rock-hard cannon pointed right at his nose!

"NNNOOO!!!"

"It would be SO hot if you came all over your face right now," she giggled, stroking his thigh but not his cock.  "Ruined.  No pleasure.  Just BUCKETS of cum that left a painful burn in your cock.  That you'd have to clean off your own face.  After I locked you back up."

"NOOOO!  NNYGGGHH!" he cried, trying to hold back!  She wasn't even touching him!

"I could make you," she laughed.  "I could make you cum with just another stroke."

"NN-NNN-NOOO!  PLEASEEEE!" he cried, holding back by the barest of margins, his fingers and toes and voice straining!

But he held it in!  

She laughed. 

"What if that was the ONLY way I let you cum all of Senior year?" she taunted, that gleam back in her eye!  "And for as long as you were locked for me?  What if you could ONLY cum huge powerful loads right into your cute little shocked pickahu face?"

Toby was coming back down off the edge, panting, sweating, humiliated!  "NO!"  

"Say 'no please'..."

"NO Please!  Jenny!"

She laughed and started wiping her hands on a towel.  

"Maybe another day then," she giggled.  "You're too sensitive for any more edges today.  Wouldn't want to have your first facial be an accident!"

She cleaned off her hands and his cock and balls, wiping him roughly with the towel, laughing at how she had to use a rough towel so his little virgin dick wouldn't cum.  

And then squeezed his balls hard and long and mercilessly until he was soft enough to lock back up-

-and tickled his feet and balls and armpits and ribs in the same 'girly' position for the rest of their time, letting his dick strain and throb and in his tight little cage as she made him wail from the intense, non-stop tickling and panty flashes and teasing words until ten minutes before her parents came home!  

Toby rushed out the back door, clothed and locked, just as her parents were coming in the front, thankful that she hadn't made him cum all over his own face!

But from then on, Jenny was a changed girl.  

***

She still didn't talk to him or acknowledge Toby at school-

But they talked on the phone nearly every night-

About all sorts of things, not just sex, but of course Jenny would still make him get totally naked just for a phone call and surprise him with suddenly sexual talk in the middle of a normal conversation, just to laugh at how he couldn't help but whimper and moan into the phone, as his cage got super tight!

Some sessions were normal tie-ups-

-but from then on, whenever Jenny would tie him up in the 'girly' position with his knees near his head-

-Toby knew he was in for the MOST intense edging and ballbusting and humiliation of ANY session, Jenny giving him NO breaks, his helpless little cock ALWAYS on the edge of shooting, and the girl of his dreams LAUGHING-

-as the desperately horny boy fought NOT to give himself the biggest hottest wettest facial any boy ever had!

She could have pushed him over at any time, either ruined or full, they both knew-

-at this point Jenny could have probably TALKED Toby over the edge just with her small penis humiliation-

-but it seemed to be an endlessly fun game for Jenny to hear a desperately horny naked teenaged boy begging NOT to cum at her hands-

-over and OVER-

-straining with ALL his might-

-to NOT finally cum, even after all these weeks!

"Come on Toby, just cum all over your face!" she laughed, stroking him one night!  "I promise I'll make it a good one-"

"...NOO!  PLEASE!"

"You're right, I'd probably ruin it," she giggled.  "I'm a bitch that way.  To little dicks at least."

"NNNGGHY!"

She stroked faster!

"JENNY!  NO!"

"Awww, you don't want to taste your own cum?  It tastes nasty, let me tell you!  But if you do it enough..." she giggled, stroking him!  "...you get used to it.  You almost... crave it.  I could turn you into a happy horny desperate cum-swallowing slut, just like all the other girls on the cheerleading team?"

"NNNO!!" he begged, flushing deep red as he struggled!

That would have been- 

-TOO humiliating!

But then-

-after another five edges-

"YES!  WHATEVER!  I- JUST- CAN'T TAKE IT ANYMORE!!" he wailed, straining, tied in the girly missionary position!

"You WANT to cum on your own face?" Jenny howled, not believing it!

"...YES!  JUST- LET ME CUMMMM!"

She sped up, setting his helpless little dick on the path to final release-

-then let go just as suddenly, leaving the tied up boy straining on the edge!

"NO FUCK!  WHAT?"

"Hold on!  I've got a better idea!" she giggled, rushing out of her room, leaving him helpless and naked and on the edge!

She was gone nearly a minute, his little dick leaking onto his abs and throbbing in anticipation-

And then the barefoot cheerleader wearing short shorts and a tank top and socks slid back into the room like Tom Cruise, holding up a bottle of-

-maple syrup!

"I warmed it up for you in the microwave," she giggled, getting back into position between his legs and flipping off the cap!

Toby felt a whole different roller coaster take over his stomach as she started stroking him again, with both his cock and the thick bottle pointed at his face!

"...No, Jenny- NO!" he begged, as she aimed the bottle parallel to his little cock, right at his face!

"Now YOU get to learn how it feels, to stare down the barrel of a thick brown cannon pointed right at your nose wondering when it's going to go off," she giggled, her slippery fingers going fast, rubbing the underside of his cock head with every stroke, priming him for the BIGGEST cumshot of his life!  "A rite of passage for ANY horny cheerleader..."

"Jenny- JENNY- NOOO!" he begged in his bonds, as he got very close!

And then-

He couldn't fight it anymore-

He was too horny-

He let go and let whatever would happen happen-

"OhhhhGoddd-"

Jenny giggled and used her supremely skilled right hand to bring the naked helpless bent in half blue balled boy rocketing towards a HUGE climax-

-but stopped one second too soon, leaving his confused body STRAINING on the edge, his cock PULSING, his balls PULLED TIGHT, ABOUT to CUM, SHAKING his toes and fingers-

-before BLASTING him with the biggest hottest stickiest MESSIEST cumshot of hot maple syrup her two slender hands could pulse from the syrup bottle, right onto EVERY part of his face!

"NNNGGYH!  UNGGGH!  HNNGGY!  Take it Bitch!" she laughed, mimicking the sounds of a deep throated male football player cumming on her face.  

"AHHHHHHHHHH! EEEEEEWWWWW!" Toby cried, fighting to get away-

-but the hot liquid got EVERYWHERE. 

Jenny made sure to get it up his nose, into his eyes, into his mouth-

-all things football players had done to her, she reminded him later-

-and made sure to wait for it to go cold while pushing his still hard cock back into its painful cage-

-BEFORE she untied him and let him go to the bathroom to clean up!

"Boys don't even bring tissues nowadays!" she laughed as the naked and locked boy tried to wipe the sticky syrup away at the sink with a wet handcloth!  "Imagine doing that in the bed of some stupid pickup truck, where some dumbass football player had NO plan for what happens AFTER he gave you the biggest facial of your life!"

Toby panted, cleaning his face, naked with his hard cock locked and dripping!  

It was the most humiliating thing-

-he had EVER done!

So Jenny made sure to do it to him often.  

She laughed every time.  

***

One time, Jenny put makeup and lipstick and fake eyelashes on the humiliated Toby, then edged him over and over and over again in the Girly position until he was BEGGING to give himself the BIGGEST BEST MESSIEST FACIAL EVER-

-before taking a quick video of him having the hardest most desperate edge ever-

-while covering his own face in hard hot maple syrup shots.  

She made sure to squeeze extra hard, so that the shots almost put the squealing boy's eyes out!

Before edging him ten more times, with the syrup-cum drying into a hard sticky mess on the made-up boy's red lips and long eyelashes so he couldn't even see.  

She told Toby she watched that video every night. 

***

Another night, she tied him up naked in the 'girly' position-

-but didn't take his cage off!

"...what?" Toby gulped, confused, already wearing the thick red lipstick and long eyelashes she had put him in!  "Aren't- we-"

"I figured it'd just be a 'girls night' tonight," she laughed, in her shorts and t-shirt, with long striped socks over her legs!  

"...what?  What does that mea-"

And she pulled out her corded white vibrator!

"WHAT?!" Toby gulped, trapped in the girly position, straining in his metal cage and his tight restraints!  "What's THAT for?!!"

"You should consider it an honor," she said, looking at him.  "This is the same one I use on myself."

"Nnnggy!  No!  OH GOD!" he gasped, as she briefly touched the humming rod onto the tip of his metal cage, sending vibrations-

-ALL through his body!

"This is going to be so much fun!" she giggled, jumping into bed and turning on the TV in her room-

-to a Twilight marathon-

-and then Jenny used the vibrator on herself whenever Edward was on camera-

-and on Toby whenever Jacob was on camera-

-just to decide which team was better, once and for all-  

Jenny came five hard times during the Twilight marathon.

Toby got countless countless edges because her hand would 'slip' every time he got close-

-leaving Toby panting and shaken and frustrated in his cage and Jenny languid and relaxed and satisfied-

Jenny laughed and declared Team Edward the winner.  

***

She used the vibrator on his caged clit many times from there on out- 

-always while he was in the girly position-

-always putting lipstick and makeup and eyelashes on the protesting boy's face first, then lying next to him as they watched some girly movie on her TV- 

-the power of the vibrator was WAY to intense for Toby's caged cock to last even thirty seconds under, something Jenny teased him about all the time, pointing out that this was the lowest setting for girls-

-and that she could take that vibrator for MINUTES on end-

-something she demonstrated a few times on their nightly phone calls together, moaning and panting into her phone and describing how good it felt to finally cum-

-to a locked up and straining helpless naked boy pulling on his cage on the other end, too addicted to hang up!

One time, she asked him why he kept coming back. 

"What do you MEAN?  You have my KEY!" he said into the phone!

"Tooooooobbby," she giggled, her naked legs probably up on the wall again.  "You know it's not about THAT.  Most boys would have quit by now.  Begged me to cum."

"I beg you to cum ALL THE TIME!"

"Yeah but you know I'll say no," she giggled, making his cock throb in its cage!  "If you were like, really fed up with it, you could ask me for your key and never come back.  For more torment or whatever."

Toby gulped!

"So...." she giggled, her voice in his ear.  "...why do you keep coming back?"

Toby swallowed, unsure of how to say it-

"...because... because I need it!" he finally admitted, out loud!

Jenny giggled.  

"I know.  See you tomorrow, Syrup Slut."

***

Jenny loved putting him in makeup and the girly position and showing him videos from a website called "Quality Control.cc" where hot panty and pantyhose-clad girls were tickled and edged just like he was-

-she did everything to Toby that those girls did to each other-

-while making Toby have TWO edges for every one the tied up girl on screen had, since she said he wasn't even half as tough as any girl-

-when the tip of a vibrator was applied to the tip of his chastity cage!

"You're SUCH a little pussy about having your clit vibrated!" she laughed, applying it to the tip of his TIGHT cage again!

"NNNGGHHH!" he yelped!  "JENNY!  IT'S- TOOO INTENSE!"

She stopped just before he would have had a ruined orgasm, flicking the vibrator off.  

"Pussy."

But she said it with a smile on her face, and kissed his cheek.

Which somehow made the ache in his balls even worse.

***

One time on the phone, she asked him to shave his armpits and legs.  

"Why?" Toby demanded! 

"Because I want to tickle them when you're all tied up.  It's a better tickle when they're smooth."  

"I HATE being tickled!"  

"Yeah I know."  

"No!  I don't want to!"

"So I guess we can skip your next session if you want..." she giggled over the phone.  "My parents did want to take me to Cabo... so maybe I'll take your key with me....  I just hope I don't drop it in the sand, flirting with some cute guy..."

Toby held firm!  

He couldn't shave his entire body!

Other boys might see, in the locker room!

"NO!"

"If you let me tickle your shaved armpits," she giggled.  "I'll tell you all about that hot date I went on...."

Toby had-

-forgotten all about that!

He agreed to shave his legs and armpits.

Jenny loved it.   

And so the very next day, stretched out and tied down naked on Jenny's bed- not in the girly position, but straight, like a rack-

-with his helpless hard little cock in her VERY slippery hand, Jenny began the story.  

"Okay.  So first, I got all showered and shaved, just like you are," she giggled, stroking him! "I wanted EVERYTHING to be smooth for him, just like you just did for me.  I shaved my armpits and legs AND pussy, it was SO hot."

Toby shivered, his strokes perfect!

"And then..." she giggled.  "I put on my makeup and high heels and these TINY little red thong panties and this short fucking black dress where you could almost see my WHOLE ass every time I took a step-"

"NNNGH!" he cried, and she quickly let go of his cock!

"Oh my GOD Toby you can't even hear me talk about getting READY for a super hot date?" she laughed at the blushing edging boy!  "How are you going to ever take a REAL girl on a date?  Are you going to nut right when you see her?"

Toby panted, red faced!

"Or are you going to be locked when you pick her up?" Jenny laughed, returning her hand to his cock, and Toby had to push the thought out of his brain-

-over how hot it would be-

-for Jenny to be his keyholder while he 'dated' other girls!

"Anyway, I got all showered and put on my makeup and my tiny little fuck-me dress and panties that boys always like and he took me this REALLY fancy steakhouse even though all I could think about all night was getting HIS meat into me-"

"Jenny!"

She laughed and kept stroking!

"I could tell he had a big dick, some boys just have that energy, you know?  Oh and I also got like a ton of hot dick pics from him.  I was wet in my panties in anticipation."

"Ungh!"

"And he kept boldy putting his hand on my bare thigh under the table all night which made me feel like such a slut-"

"Uunggh!" Toby cried, getting close!

She was stroking him steadily and absent-mindedly, remembering her story, seemingly not paying attention to how close he was!

Was this-

-the first time she was going to make him cum?!?

"And then... after he paid for everything- it was a lot by the way- we went back to his big fancy tinted SUV in the parking lot..."

Toby strained in his bonds, his dick leaking!   

"....yes?!"

"And I crawled into his back seat..."

"YES?!"

"And I got COMPLETELY naked except for my high heels, just like a little whore," she giggled.

"...YES?!"

She laughed, letting go of his cock!

"And then we just kissed.  All night."

"WHAT?!"

She was howling!  

"That's all you said I could do with him, remember?!  On the phone?"

Toby was panting, blue-balled, confused, his little dick so hard and untouched and pounding-

"But- but-"

"That's all you SAID I could do, Toby!"

He was blushing, panting, on edge!  "But you must have- done MORE!"

"Nope!" she laughed, not touching his dick!  "All we did was kiss.  All night."  She giggled.  "I'd LOVE to tell you more if anything happened, but, you know.  You said that all I could do with him was kiss."

"JENNY!"

And she picked up the pieces of his steel chastity belt!

"Okay, that's the end of story time, back in your belt..."

"JENNY!" he begged, desperate!  "NO!"

Her hand fit snugly around his aching cock again, lining him up to be caged!  

"Maybe next time you'll let me do more than kissing," she giggled as the bound boy panted!  "And then 'story time' can go on much longer."

Toby blushed, confused, unsure-

-but Jenny's fingers weren't, circling around his balls like an anaconda and then-

"UNNGGGHHH!"

-squeezing until he was soft enough to fit inside his cage!  But only just barely!

She pushed his half-hard cock into his tiny cage with a giggle, making him harder in the process!

"I hope next time you let me do more than kissing, and I promise to tell you ALL about it.  Because with this hot big dicked boy who took me to the steakhouse... we kissed so hard I was sore for three days."

And she locked him in!

CLICK!

"JENNNYYY!"

Toby whined and pleaded about the very short unlocking for that night-

-but Jenny just laughed and tickled his balls and his newly bare armpits and legs, telling him how 'sexy' a girl he made, how they should go on 'double dates' with boys next, and how much she was looking forward to him getting his first real cumshot on his face!

Toby was locked tightly-

-but blushed and leaked through all the attention!

At the end she spent a lot of time just squeezing and slapping his balls, just to laugh at how the tied up boy jumped in his restraints, unable to protect his most precious masculine bits- 

-until he was BEGGING to get untied and go home, just to end her ball torment!

Jenny did, sending him home with another kiss on the cheek-

-but she never did tell him what happened on that specific date.

And Toby learned another lesson about Jenny that night.  

***

Many nights later, after extracting ten hard screaming shaking edges from the girly tied up boy, Jenny laughed, letting go of his flopping dick. 

"We should stop.  You can't even keep it up for me anymore."

The tied-up boy blushed, humiliated, his cock mostly soft!

"Because you've been- edging me- for HOURS!"

"Ohh you love it," she giggled, starting to undo his restraints!  "Besides, I need something to drink.  Get me a pink lemonade.  From the fridge downstairs."

And Toby panted as-

-for the first time in their relationship, Jenny untied him-

-without locking up his cock first!

As his wrists popped free-

-he couldn't believe it!

He was naked-

-AND free in her room!

She looked at his shocked face and laughed. 

"What?  You gonna make a run for it down the street?  Butt naked?"

He didn't know what to do with his hands, with his cock free!  

"No!  But you just- you've never-"

"You can't even get hard," she laughed.  "I don't think you're going to jerk off, running down to the kitchen getting me a pink lemonade."  She raised an eyebrow at him!  "Unless you WANT to get your cock squished back into that tight little thing and sent home?" 

"NO!  But-"

Toby panted, unsure of how he was feeling-

-he hadn't been naked and FREE like this-

-in WEEKS!

"I... um-"

Jenny laughed at the blushing naked small dicked boy.  "Do you WANT to be locked back up before you leave my room?  Would that make you feel... safer?"

Toby blushed beet red!  ".... I guess!"

She laughed!  "Does it feel more natural now, to be locked for me than unlocked?"

He panted, feeling his stomach drop!  "...Yes!"

She clapped!  "Yay!  That's what ALL little dicks should feel!  Hands on your head.  Don't worry, I'll lock this cute little clit back up, just so you're not tempted...."

And she did!

It was so much more intimate-

-submitting like this to her like this, untied-

-of his own free will!

The naked barefoot blushing boy panted, hands on his head, face going red-

-as the hottest girl in school slipped the cold ring back behind his balls, threaded his small sensitive dick back into its cage and-

CLICK!

"There you go, back in your home!"

Jenny turned the key and gave his cage a quick tug, like she always did, to make sure it was secure and to pull on his balls a little!

"UnnGH!"

"Now get me a drink!" she giggled, putting the key around her neck!  "I'm thirrrrrsty!"

And she SPANKED Toby's bare ass to make the naked caged boy RUN out of her room!

He panted as he went down the stairs, unsure of how to make sense of what had just happened-

-old Toby would have LOVED the chance to be unlocked, to get hard and touch it, even for just a few minutes, but now-

-he DID feel more natural-

-LOCKED!

"Oh... god!" he gulped, reaching the dark kitchen, opening the fridge, getting two lemonades out, his mind spinning as he tried to imagine what this mental shift meant-

-as the door to the garage opened and Jenny's mom entered, as the garage door was closing behind her just shut off car!

"What THE FUCK his THIS?!  Who the FUCK are YOU?!"

Toby froze!

She was a spitting image of Jenny-

-blonde, beautiful, commanding, sexy-

-a little taller, and in a short business skirt instead of short cheerleader skirt-

-but the legs underneath them were the same, a little older and longer but unmistakably the same family-

-in severe high heels with her arms crossed across her suit jacket!

"WHY THE FUCK, YOUNG MAN?!  ARE YOU NAKED IN MY KITCHEN?!"

Toby couldn't talk!

He couldn't even move!

"I- UM-"

And he couldn't even cover himself, without dropping a glass bottle of lemonade from each hand to shatter all over the floor!

"I- UM- JENNY- And I- were!"

In his panic, since he was no longer holding it open, the refrigerator door slooooowly swung closed-

-and the woman's entire demeanor changed when his tiny locked up cock came into view.

"Oh my godness!" the stern mother laughed!  "She's got you locked, does she?!"

He was blushing, still unable to cover himself because of the two lemonades, a helpless locked little-dicked naked boy, exposed in front of a taller older smirking business woman!

"...yes!"

"So you're NOT trying to impregnate my college-bound daughter and ruin her life?"

"No Ma'am!  Of course not!"

She laughed, and even that made Toby's cock twitch, just like her daughter's laugh did!  

"Well I guess that's better than finding a real naked boy in my kitchen," she laughed, putting down her briefcase on the counter.  "Some of the boys Jenny dates- enough testosterone to get a girl naked by just looking at her."  She looked over the skinny naked nervous boy!  "So, are you, some sort of homework slave or something?"

He panted, his balls SO blue, naked and afraid!  "...something like that!"

"And who's holding your key?"

"...my mother!" Toby lied, since that seemed to be what this mother wanted to hear more!

"Good.  I don't want Jenny getting tempted to unlock you some night she's ovulating," the clothed woman laughed, looking down at his small cage!  "Although I don't think that will be a problem with that tiny little guy."  

Toby blushed!

And his tight cage throbbed!

And started to strain up for her!

It was-

-too hot, being naked and locked in front of a sexy older woman!

She laughed, raising one eyebrow at his tight erecting cage!

"That better not be for ME."

"It's not!  I'm sorry Ma'am!  Sometimes- I can't help it!"

The older woman laughed!  

"I'll help you learn how to control it.  Bend over that dining table there!" she ordered, taking off her jacket to reveal a crisp white shirt and rolling up her sleeves!

"...ma'am?!"

"Bend OVER," Jenny's mother laughed, picking up a thick wooden spoon from a basket of spatulas and kitchen tools!  "I'm about to teach a horny naked boy a lesson about controlling his penis around women.  And on not touching my daughter!"

Toby panted, aching-

-but didn't see any another way out!

Just like he had submitted to the daughter-

-he submitted to the mom!

"Grab the far edge," she laughed, getting into position!  "This is going to hurt young man.  That's part of the lesson.  So you better not move until I'm done."

Toby gulped, gritting his teeth!

And then this beautiful older woman-

-the very spitting image of his high school crush-

-maybe with longer legs with less baby fat on them, definitely taller in her sexy high heels-

-dressed in a sexy powerful pencil skirt and stockings-

-proceeded to blister Toby's naked ass with the thick wooden spoon five ways from Sunday!

"OWWW!  AHHHH! NNOOO!! PLEEEEEEEEEASE!"

At first she was trying to be stern-

But as the spanking went on and the naked caged Toby whined and begged and squirmed on his tiptoes, begging for mercy-

-Toby could hear her-

-starting to laugh at him!

"Are you EVER going to try and sleep with my daughter!?!" she demanded, before laying another very hard very stingy wooden spoon spank right across bare red ass!

SNAP!

"NO MA'AM- NEEVVVVVEERR!"

She laughed!  "And are you ever... going to accept a blowjob from her?!"

SNAP!  SNAP!

"NO MA'AM!" he wailed!  "Because it's... degrading to women!" he cried, parroting back the logic she had taught him a few spanks ago!

"That's right!  Good Boy!" she laughed, swatting him again!  "Here are three spanks for being a good boy!"

SNAP!  SNAP!  SNAP!

"AHHHHH!"

His cheeks felt like-

-they were on FIRE!

"And I WANT you- to ALWAYS WEAR CLOTHES- in my HOUSE from NOW ON!  No matter WHAT Jenny says! GOT IT?!?  Or I will FILL THAT LITTLE KEYHOLE WITH SUPERGLUE- GOT IT???"

SNAP!  SNAP!  SNAP!  SNAP!

"YES MA'AM I PROMISE I'M SORRY!  PLEASE PLEASE PLEASE!" he begged, bouncing on his tiptoes!

To his shock, the next spank didn't come.  

"Get up," the woman chuckled, her cheeks flushed, breathing a little hard herself!  "Go!  Take that soda or whatever back up to Jenny.  And remember what we talked about!"

"Yes ma'am I'm sorry ma'am I won't I mean yes ma'am!" the nearly crying naked and caged boy said as he ran off, still unable to cover himself with two big pink lemonades in hand, but also not able to rub his ON FIRE red spanked ass!

When Toby finally made it back to Jenny's room the girl was LAUGHING!

"...did you hear what happened?" he asked, closing the door!

"The whole NEIGHBORHOOD heard what happened!"

"Why didn't you come down there to SAVE me?!"

She was LAUGHING, rolling on her bed in those sexy long socks, holding her tight bare stomach!

"...because... it was... TOO FUNNY to listen tooooo!"

She made Toby dress and walk down to her mother a few minutes later, to apologize to the mother again, this time in front of Jenny and fully clothed! 

It didn't make the humiliation any less. 

Especially since his ass still burned like it was on fire, and Jenny was trying not to giggle the entire time.

***

A few sessions later Jenny started undoing his restraints a little early again.

"I want another pink lemonade."

Toby stiffened!

"But won't- your mother be back soon?!"

"She'll be back in five minutes," Jenny laughed, freeing his ankles!  "But you're not allowed to come back to this room for fifteen."

"Jenny!  No!  She'll- spank me again!"

And his crush laughed.  

"Toby- your mission is to get spanked."

"What?!"

"I only got to hear it last time," she giggled.  "Hands up," she ordered, locking him back up while he was free, a surprisingly intimate act again!  "This time I want to see it.  I'll be hiding near the stairs.  Make sure she spanks you twice as long this time.  Like, be bratty and move around a lot."  

"Jenny!  NO!"

"Why not?"

He blushed!  "It's- humiliating!  Getting spanked by your mother!"

She laughed.  "And?"

"And it HURTS!"

"Only for a day," she giggled.  "But it's SO FUNNY- thinking about a boy your age, getting a bare ass spanking from a fully dressed woman!  I want to see you bounce and rub your red ass again, just like last time!"

Toby panted, filling his cage with a shame boner!

"No!  Jenny! I- can't!"

The girl looked at him.  

Assessing him.

Weighing him.

She bit her lower lip.  

"I'll wear your key to school tomorrow if you do."

"What?!"

"Not where anyone can SEE, obviously, duh," she giggled.  "But like, under my clothes or something.  Maybe in my pocket.  No one will know it's there... except for you and me."

Toby panted- 

-this was something he had kept asking her about-

-on their naked phone calls while he pulled his cage!  

He couldn't help but think-

-this was significant!

But so would be the pain in his ass!

After a few more rounds of negotiation, a naked Toby was heading down the stairs!

Still caged!

Now Toby was 100x more scared than last time-

-Jenny's mother had TOLD him not to do this again-

-she was going to be SO mad-

-but still the boy's helpless little cock absolutely FILLED his tight cold metal cage, PUSHING it far out from his body, making it obvious what he was thinking about!

He headed downstairs, naked as the day he was born!

And his helpless little cock got hard, as he was getting the lemonades, shivering, waiting around in the kitchen to get spanked!

He cringed when Jenny's mother finally walked in. 

"WHAT THE FLYING FUCK, YOUNG MAN?!?!?" 

There was SCREAMING.

And THREATENING.

And Toby panted-

And begged-

And Jenny snunk down the stairs in a long shirt and panties, barefoot, to watch!

A panting naked scared and locked Toby was once again bent over the family dining table to get 'corrected'-

He didn't have to worry about moving or being a brat since Jenny's mom pulled handuffs from a drawer in the kitchen and LOCKED his wrists to the heavy table leg on the other side-

-both girls were into bondage, it seemed-

-and proceeded to give him the longest hardest most humiliating ass blistering of his life.

With Jenny watching. 

That was the worst, KNOWING that his hot crush was gleefully watching his humiliation- 

Sitting on the stairs covering her mouth and rubbing her sexy naked thighs together-

-at the humiliating helpless position he was in, bent over- NAKED- his asshole exposed- for this sexy older woman-

His dick began to stiffen, thinking about it!

"ARE YOU GETTING ERECT?!" Jenny's mother demanded!  "OH?!  So you LIKE this you little PERVERT?!"

"NO!  Not at-ARRGHGGGH!"

SNAP SNAP SNAP SNAP!

The tall woman kicked off her high heels on the floor to stand barefoot!  

To get a better stance!  For swinging!

"So your little dick LIKES getting hard? For women who are punishing you?!"

"NO!  I-" he gasped, blushing hot red! 

This really hadn't been part of his plan!

But his caged dick had other ideas!

"Unnggh!" he grunted, his mind spinning all these fantasties and his dick- 

-getting fully hard and dripping a long stream of pre-cum onto the floor!

"YOU'RE CLEANING THAT UP!" the woman barked, and then proceeded to REALLY give him an angry spanking!  "LET'S SEE THAT LITTLE DICK GET HARD NOW!  I WANT TO SEE IT SOFT YOUNG MAN!  AS SOFT AND TINY AS A THIMBLE!"

It was the worst spanking Toby had ever gotten.  

He couldn't sit down for days.

And Jenny called him 'thimble dick' for MONTHS afterwards.  

But that night, as Toby was leaving at the end, fully clothed, locked up, his ass still burning-

-Jenny went up on her naked tiptoes and gave him a kiss on the cheek!

"Thank you," she giggled, as all the blood rushed to his face!  "I've always want to see a boy go through that.  Maybe if you do it again, I'll give you that blowjob my Mother was telling you not to accept from me," she giggled, as his cock started to get hard at the thought!

And stay hard in his cage, all the way home!

And the next day she wore his key to school underneath her clothes, although only she and Toby knew about it.

***

Which made it all the more surprising that she and Toby almost broke up a few days afterwards. 

See, Toby KNEW she was wearing his key, somewhere under her clothes-

-he couldn't see it at school, but she just WALKED like a girl who was holding a boy's only chastity key-

And seeing her walk around school in that super short cheerleading skirt with her nude legs flashing with every step but not being able to talk to her was KILLING him-

He had been BETWEEN those legs, as she had straddled his head and used a vibrator on herself through her panties-

-the smell would stay with him forever-

-but when they passed each other in the halls-

-when they sat next to each other in Calculus-

-even when they were assigned to the SAME group project in Comparative English-

-Jenny wouldn't even TALK to him!

Even when they were on the SAME group project-

-she talked to EVERYONE else, and completely IGNORED him!

"Jenny?  What do you think of this paragraph?"

Ignored. 

"Jenny?!" he growled.  "Hello?  I'm TALKING to you?"

Ignored.  

The other group members, one cheerleader and one normal boy, were starting to laugh.

"JENNY-"

"AS IF," she said, turning to the other girl in the group, and starting to discuss the paragraph with HER!

"Jenny!" Toby spat at her on the phone later that night, after she called him and tried to talk about some book called Fourth Wings-  "What the HELL?!"

"What the hell what?"

"This- isn't fair!"

Her voice sounded confused.  "What isn't fair?"

"You don't even TALK to me at school!"

"Well yeah, not at school," she laughed.  "We can't be seen together."

"Why not?!  We've- done stuff to each other!"

"In my room.  Not in public."

"But we're... friends!"

"We are NOT friends," she giggled.  "I torture your cock and balls and you let me.  That's it."

"Yes but- I - want to do more!"

"More what?" she laughed.  "We're doing everything already."  

Toby knew that wasn't true.  On dates, Jenny was a blowjob machine.  She had showed him pictures- and VIDEOS!- of college boys losing their MINDS as she worked their thick hard darker cocks with the skill of a woman 10 years older-  

She was as skilled with her mouth it seemed as her hands, but she had still-

-never even applied her lips to Toby's little cock!

'Because I don't kiss tiny little baby dicks,' she had explained to him last time, while he was tied up in the Girly position, trying not to cum all over his face as her hands worked him!  'I just edge them.'

And apparently-

-she wouldn't even TALK to them in school!

"It's not fair!" Toby repeated, filling his cage!  "It's like you... HATE me!"

"I public I have to pretend that," she giggled.  "But in my room, you've gotten more handjobs  than, like, the entire school combined."

"But you never let me CUM!"

"Yeah, but that's what you secretly want."

And Toby gulped as his helpless little cock-

-surged inside it's tight steel cage!

"JENNY-"

"Look," Jenny said, "we're not having this discussion while you're not edged."

"What?!"

"You think you're mad at me right now-"

"I AM mad at you right now!"

"You think you're mad at me right now," Jenny repeated, in a stronger tone that made Toby gulp!  "But once I get you strapped down naked to my table and pull out your cute little baby cock and slide on it for an hour with my slippery hands while telling you sexy date stories that have you edging every fifth stroke," she giggled, "you'll see that you're not really mad.  That it's more fun to keep going than to stop."

Toby panted, pulling on his tight cage-

-which was throbbing!

She knew him-

-so well!

"...no I won't!"

"Well there's only one way to find out, isn't there?  Come over tomorrow night.  My mom's not going to be here.  I promise you won't get your little ass spanked."

Toby grit his teeth!  "...no!"

Her voice got husky.  "You don't want to come over to my bedroom to play?"

"No!"

"I'll be wearing a little t-shirt and panties..." she laughed.  "Ungh, my nipples are getting hard just thinking about how cold that room is going to be..."

Toby panted, straining in his painful tight metal cage!  

"You're just going to... get me helpless on your bed- and then edge me until I agree to whatever you want!"

"Yeah, basically," she giggled.  

"THAT'S NOT FAIR!"

"Life as a boy isn't fair," she laughed!  "A cute smile and a short skirt and in your case, some bare feet from a girl, and we can get you to do whatever dumb thing we want!  It's even worse when you've got a little dick and like being locked in chastity, that's like, putting your head into the lion's mouth."

Toby panted, pulling on his tight little cage!

"No!  You're- wrong!  And I want to talk to you- about how you're treating me at school- in public- before we play again!"

"I'm not talking about it unless your cock is in my hands," she repeated.  "And the next time I'm free for that is tomorrow night.  If you don't come over, well... I guess we're done and we can't play anymore.  Which would be sad."

And she hung up, leaving Toby panting, naked, confused-

-with his chastity cage feeling more like a trap than it ever had!

A naked Toby panted and pulled at it under the covers that night, trying to get free-

-it was like the metal ring behind his balls was shrinking to keep him inside, as if by magic-

-his surging and helpless cock getting bigger to keep him inside of it, even though he was REALLY trying to escape this time-

-but Toby knew-

-it wasn't really the cage which had trapped him.  

***

The next day at school, Jenny spent practically the entire day barefoot.

She wore these little beach flip flops which didn't cover her even when she had them on-

-and found every excuse to take them off, at her desk next to Toby in class, at lunch when she put her naked feet into some Football stud's lap so he could 'massage' them, and even at break, where she just blatently propped her completely nude feet on the edge of the couch arm in the Senior's lounge, where EVERYONE could see-

-Toby was going CRAZY.

His little tiny chastity cage felt like it was MOCKING him, getting tight, making him make faces in class, which some of the other girls giggled at!

And he knew that Jenny knew he was watching. 

He got a text at the end of the day. 

"I'll never kiss you.  But if you come over tonight to 'talk'... you can kiss them."

Toby went over to her house that night.

***

She opened the door.  

Toby coughed.  "Before we start, I just wanted to say-"

"Strip," she ordered, backing away to let him in!

He stepped inside.  "Jenny!"

"Naked now or we're not doing this tonight."

Toby blushed as he felt the familiar humiliation rise to his skin-

-doubly so now that they had emotional issues to work out!

It was going to be SO humilating-

-trying to have a serious conversation with her, like THAT!

Jenny giggled as his caged cock and bare ass came into view once again-

"I love how your dick strains in your pretty little cage," she said as he got fully nude!  "Pointing up, straining, drawn to me like a magnet," she laughed, his key around her neck!  "Just because I'm close by."

The helpless Toby panted, naked, cold, barefoot, blue-balled, his four inch cock STRAINING inside his little one inch cage-

-just by seeing her in a big fluffy robe, barefoot!

"I'm still... mad at you!" he protested, even as his little dick surged, pulling on his balls!

"I know.  That's why I'm wearing this tonight."

And she dropped the long robe which had been covering her from shoulders to toes-

-to reveal that she was in full cheerleader gear-

-the short ruffled skirt, the shaved naked legs, the long sleeve sweater on top, the ribbons in her hair, the makeup, everything!

And she was barefooted with a fresh pedicure!

She was-

-the girl of his dreams!

"GGhhuh!" Toby panted, grabbing his cage as his caged cock stood straight up to maximum attention it could get, pushing out against his crushing metal cage, yanking as his balls as far as they would go!

The barefoot cheerleader giggled.  

"Thought you'd say that."

"You- you promised- t-shirt and panties!"

"I know.  But I figured you'd like this better."  She did a little hip shake and a half cheer with one arm up and one knee up, almost flashing Toby her panties but not quite!  "Or I can always blindfold you while we play."

"NO!"

She laughed.  "Then get upstairs so we can 'talk'."

"Jenny!  I'm- serious about that!  We- have to really talk!"

"We're not talking until you're naked and tied down and sweating and barely able to form words," she giggled, going up the stairs, letting him see the smooth bottom globes of her naked butt!  "I'm thinking... about fifteen or twenty edges should do it?"

He stood his ground!  "Jenny!"

"The faster you let me edge you the faster we'll talk."

Toby panted, balled his fists, squirmed on his bare feet-

"Fine!"

The gasping naked boy let a smirking Jenny lead him upstairs by the hand to her bedroom and tie him down in the normal hands-up position to the bed-

-but protested as she started to lift his feet to tie him up in the humiliating 'Girly' position!

"JENNY NNOOO!!"

"This is how helpless little dicked subbie boys talk to their mistresses," she laughed, not stopping!  "Tied up like a little bitch."

"NOOO!"

"Yeah, fight me," she laughed, getting his first leg into place by leaning all her weight against it!  "I love it when naked boys fight battles they know they're going to lose."  She tapped his hard surging chastity cage.  "This little guy wants you to lose, doesn't it?"

Toby gulped-

-and panted-

-and sort of struggled-

-but let her tie him up in the girly position anyway!

He panted as she then took her time, fixing her hair and reappling her lipstick in her vanity, leaning forward a little so Toby could see her tiny pink thong between those perfect nude asscheeks-

And only then took off his cage, laughing as he got hard for her- almost immediately!

"So eager to 'talk'," she giggled, sitting side-saddle next to him on the bed, her bare knees touching his skin, warming up her lube soaked hands as she watched the embarassed boy erect faster than he ever had!  "I wonder what profound things you're going to 'say' to me," she giggled.  

One lubed hand slid around Toby's little dick in a perfect grip, the other lovingly but tightly squeezing both his heavy, smooth, aching blue balls.  

"Ohh FUCCK!" Toby grunted, feeling the blood SURGE to his cock, his teeth and nipples start to tingle, his fingers and toes starting to curl, almost right away!

There was something DIFFERENT in the way she was holding him tonight-

-something so PERFECT-

-which proved, she had just been holding BACK, all those other previous handjobs. 

Toby was going to CUM- 

-within thirty strokes!

"OH- FUCCK!" he panted, trying to hold it in!

The blonde cheerleader laughed.  

"Oh fuck indeed," she agreed.  

And then her hands didn't leave Toby's cock for the next half hour.

***

"NNGGHH!  AHHHH!  NNNNNN!" he cried, trying to keep from cumming!  

"Nope, not yet-" she laughed.

"OH FFUCCKOFFUCK JENNNY-" he yelled just a few seconds later!

"So fast!" she giggled as slowed her strokes just enough to keep him shaking in his restraints, but not letting go of his cock! "You're SO ready to cum at the hands of a hot mean barefooted cheerleader you're supposedly mad at, huh?"  

Her slippery hands were back edging his shaking dick almost immediately!

"You SAY you're mad at me but you'd LOVE to cover this cute face with your cum now, wouldn't you?" she laughed, getting her cherry red lips close to his cock!  "You KNOW I'd LICK it all up- I LOVE getting cum on my face-"

"NNNGGHHHH! NNNNNNNN!"

She laughed and put her cold bare feet on his face, covering his eyes and nose and mouth!

"What if we skip that 'talking' and I just let you lick my cute bare feet for the rest of the night, hmmm?  What if that's how we 'talked' from now on?"

And Toby gasped as his body betrayed him and he felt the sap run through his nuts super fast, up his cock preparing for the biggest cumshot of his life!

"NNNOOO-NNGGUHH!  UNNNGGH!"

"Not yet!" Jenny giggled, pinching his tip, having let go of his shaft at the perfect time to edge him, laughing as she watched the helpless boy thrust and HUMP the air, with her pinching the tip of his cock, her feet on her face!  

"ARRRGGGGHHHHHHH!" he cried, in tears!  "JENNNNNY!"

"Just a few more," she giggled, taking her feet off his face, but her hands returning to his cock the second he was off the edge. 

"NO!  JENNY!" Toby begged, panting, sweating, trying to catch his breath!

"Just a few more," she laughed.  

She straddled his chest reverse cowgirl, the most intimate she had been with him so far!  

He could feel the smooth hardness of her perfect thighs gripping him around his ribs, and see the perfect vision of her panty clad ass, just inches from his face!

She put her hands back on his cock and started stroking, always going up, his cock falling out of an endless tunnel of loose hand pussy!

"OH GOD!  UNNH!"

"You just can't handle it, can you Toby?  A hot little mean barefooted cheerleader stroking your little cock like this and you just have to shoot out your teeny tiny dick in like ten seconds!  You don't have any control over that, do you?  No you don't," she laughed, answering her own question.

"FFUCCKKK!! ARRGGGHHH!" he cried, edging again!  

She did this to him over and over-

-in every concievable position-

-and a few Toby could have NEVER concieved of-

The only constant was his cock in her hands-

And her pouting, laughing, perfectly expressive face-

-and her teasing him about how small his little dick was, how fast it was to edge, how he hadn't cum in weeks now, and how often she vibrated herself, thinking about bigger better dicks-

Toby was sweating, losing his MIND by the end of it!

Finally, sitting comfortably, cross-legged between his spread and tied legs, still holding his rock hard and leaking and lubed four inches, Jenny giggled.  

"Okay, so you wanted to talk?"

Toby couldn't BELIEVE it!  

He was- 

-sweating and panting like he had just run a MILE!

"JENNY!"

"Talk now or we'll just have to do all this prep work the next time you want to talk," she giggled, still slowly stroking him in one of the hundred different maddening techniques that she had invented over the course of their relationship!

Toby was sweating, barely able to think!

Her hand was like-

-tight and hot and slippery and perfectly molded to his cock-

-exactly like he had imagined pussy felt like!

"St-stop -stroking me!"

"Nope," she giggled, pouring a TON more lube all over his cock as she kept stroking it.  "This is how we talk now."

"NNNGGUUHH!"

She giggled.  "Or else I can lock you back up until next week."

The unbelieving Toby was gasping for air-

His hard little four inch cock painfully stiff and dripping-

His tight full blue balls-

-ON FIRE!

"OkAY OKAY!" he cried, trying to collect his thoughts!  "I... um-"

She giggled, squeezing his balls with one hard hand even as a soft one teased his burning cock!

"ARRRGHHH!"

"Say anything you want to say," she giggled, stroking and ballbusting him at the same time!  "I won't be mad."

Toby moaned! 

His whole being-

Every FIBER of his concentration and attention and self being and thought-

-was focused on those four little inches between his legs!

And the soft little confident hand stroking them!

"Talk," she ordered, flicking his nuts just once!  "Or else it's the cage and then home!"

"Okay okay!" He panted!  "I- Unggh!- don't like you're treating me!  In school!"

"There is no 'us' at school," she giggled, still stroking him.  "I'm your keyholder and tormenter here, nothing else."

"OH FUCK-Jenny!"

"Oh are those trigger words?" she laughed, letting go of his cock as he almost came!  "I should have figured.  Okay, back at it-"

She grabbed his cock again. 

"JENNY!"

"I'll go slow," she laughed as he barely held on!  "I didn't build you up all these days to have you have an 'accident' while we're 'talking'."  

Her strokes on his little dick were sure and confident!  Sometimes pinching his tip hard to give him a break, sometimes smacking her fingers hard on the hard spot below his balls just to give him a shock and pull him back from the edge.  She was-

-playing him like an instrument!

"NNGGHH!"

He was drooling from BOTH ends!

And could barely think!

"You-- you're MEAN to me at school!"

"I'm mean to everyone who's not my friends."

"But by now-UNNG- we're- MORE THAN FRIENDS OH FUCK OH FUCK-"

She laughed, letting go of his cock as he almost came again, tickling his taint and balls instead and watching the tied up boy buck! "Yeah.  But in secret.  Not in public.  I hold your key because I like torturing you.  Teasing you.  Making you ache.  We're not dating."

"I... know!" Toby panted, closing his eyes, in humiliation, but that just focused his mind on the sensation of her perfect soft hands!  "But... but I've made you ORGASM- while you're sitting- on my face!"

"That was one time," she laughed.  "And to be fair, that was 95% my vibrator, not the 5% of whatever the hell you thought YOU were doing."

Toby bucked on the bed, his fingers and toes and stomach clenching!  

"JENNY!"

"So what do you want me to do?" she laughed, going back to stroking his cock!  Her fingers slowed.  "I want to keep this side of my life private."

"What do you mean?!  You told all the cheerleaders- UNGH- that I have a three inch dick!"

"Yeah but that's just funny."

"Jenny!"

"Girls talk about dicks all the time," she laughed.  "Big dicks when we're hushed and comparing notes.  Small dicks when we're eating baby carrots and want a laugh.  And I DID do it in the locker room just like I promised, while we were all showering, so you can imagine, like, twenty naked barefooted cheerleaders in the showers all laughing at how small your dick is  if you want."

"OH GOD OH GOD JENNY-"

"Yeah I should have figured," she laughed, letting go of his cock with both hands to let him edge!  "You love picturing hot girls laughing at your tiny cute little penis, don't you?" she giggled, watching him buck!  

"NNNGGHH!  GGGGHHHH!" he cried, tied up, his dick trying to SHOOT off his body!

"I should have shown them some pictures," she giggled, still not touching him.  "Or that video of you cumming maple syrup all over your pretty face.  Is that what you want, Toby? For me to out you as my chastity boy, to all my friends?"

Toby blushed, panting, every part of his body exposed to her, in this position!

"....NO!"

"Sure," she laughed, starting to stroke his hard cock again!

"OH GOD-"

"I don't want this part of my life coming out," she said, her hands going fast and then slow and then fast, edging him like crazy!  

"SOME- girls- WOULD- like- telling girls- THEY WERE A KEYHOLDER!"

"Some of the girls on the squad would think it was cool, yes," she laughed, rubbing her lubed fingers all around his smooth shaved butthole, laughing as he clenched!  "But other girls would think I'm weird.  We just can't tell people-"

"You let your mom- spank my bare ass- TWICE!"

"That's just fun.  AND you got hard in your cage both times time she did it- didn't you?"

He panted, closing his eyes!  "...yes!  I guess!"

"So shut up."

"But- JENNY!  OGGHHH- We're- more than- just what's in this room!"

"Toby, I can't have it getting out that the head cheerleader of the school likes-"

Her cellphone phone rang.

"Ooops, hold on a sec-"

"Don't ANSWER it!" Toby gasped, tied up, nude, not believing it!  

She didn't listen to him!

This was-

-exactly the type of disrespect he had been talking about!

"Hey Cassie, how are ya?" Jenny laughed, phone between her ear and shoulder, flouncing back onto the bed to sit between Toby's spread legs! 

'Cassie Gainor' she mouthed to the unbelieving Toby, and he pictured the girl-

While Jenny was small and blonde, the perfect little gymnast flyer in a tight package which could get thrown around by both girls and her big dicked dates-

-Cassie Gainor was the girl doing the throwing.  

Tall, brunette, more of an Amazon build, her long legs were legendary amongst the boys in school at how toned and defined they were-

It was like-

-looking at the world's sexiest anatomy textbook!

Toby in particular-

-would never forget Cassie's hard calves, as she climbed the stairs in her cheerleading uniform!

"Unggh!" he whimpered, edging, just hearing Cassies muffled voice on the phone!

"What's that?  Oh, nothing, just playing with a thin little pencil in my room," Jenny giggled, her fingers wrapping around Toby's aching cock again!  

He had to-

-bite his tongue to keep from screaming out!

And so Jenny talked to her best friend on the phone, sometimes totally ignoring the blushing naked boy and letting his untouched aching cock strain in the air as if he was just a piece of furniture-

Sometimes squeezing his balls harder and harder while talking, daring him to make a noise that Cassie could hear-

Sometimes playing with him with full strong perfect strokes at full speed right towards the edge, making him gasp and buck in his restraints, fighting to stay quiet, until her perfect strokes got to be too much-

"UNNGGH!"

Even through the phone, he heard the other girl laugh!  "What was THAT?"

"Oh that's nothing, Cassie," Jenny giggled, playing with the boy's cock!  "Absolutely nothing at all..."

Toby panted, grimacing, in emotional pain!

This was-

-exactly what he was trying to tell her about!

He felt her hand stop!

Jenny was looking at him. 

And at his face.  

"Actually, Cassie, you know what... what are you doing right now?" the cheerleader laughed.  "You wanna come over?"

A shocked Toby-

-held his breath!

"Why?  Well... you won't believe this but... I've got a naked boy tied up to my bed.  Yeah.  Right now.  Yes-naked.  And like, SUPER DUPER blue-balled," she laughed, squeezing Toby's nuts like grapes!  She laughed to her friend.  "You wanna to come over and see?"

Toby's jaw dropped!

The phone girl said something.  

"Is he cute?" Jenny repeated, looking down at the trapped naked blue-balled boy!  "Hmmmm, in a way, I guess.  But he gets a LOT cuter when he's moaning on my bed begging me to let him cum.  Sort of like you did when I had you tied up!" 

Jenny covered Toby's mouth as he moaned!

"NNNggyh!"

"Oh, he liked that!  In fact Cassie, I think he's had a crush on you for a LONG while now- do you want to come over and tease him a little with me?  Yeah, I'll teach you how.  He'd love it!  He's been drooling over your long legs for like, forever.  Who is he?"  She looked at him!  

Toby was begging with his eyes, shaking his head!

Talking to Jenny in school was one thing- 

-this would out him as a chastity boy!

"Ummm... I'll keep that a surprise," Jenny giggled.  "Just come over and you'll see!  Yes I'm serious, you can touch it and everything.  What's that?  Does he have a BIG dick?"  

Toby's eyes got huge!

Jenny grinned at him!

"Oh yeah," she laughed.  "Huuuuge.  Thick and long-  I can barely fit both my hands around it!" she said, trying not to laugh!  

Toby's face was SO red!  

"Great!  Ten minutes?  Yeah, door's unlocked, come on up, he'll LOVE to meet you-"

She hung up. 

"JENNY!" the tied up Toby begged, starting to hyperventilate!

She was LAUGHING on her bed, HOLDING her stomach!

"You said-  you wanted to be- a bigger part of my life!  So here you go!  You can meet my best friend.  Exactly like you are."

Toby panted like a trapped beast, pulling at his bonds!  

He was on his back, nude, his arms up and his legs spread wide with his knees near his ears, completely on display for any girl who might walk in-

-it would be the END of his social life at school!

But his helpless little dick was THROBBING in anticipation!   

"But- but-"

Jenny laughed!  "Toby- she's probably the only other person in the entire world who knows how hot it is to be tied down, naked to my bed, and edged out of her goddamn mind.  She'll understand what you're going through better than anyone else.  Think about that."

Toby did-

-and his cock got painfully stiff, jumping and twitching in the air!  "Ungh!"

"That's what I thought," Jenny giggled, standing up. 

"But-"

"Anyway shut up, I've got to get out of this stupid thing," she said, starting to take off her cheerleader uniform!  "Cassie'll think I'm so basic for wearing it during a session."

And Toby watched in amazement as the rushing Jenny took off the ribbons in her hair-

-and then her cheer top-

-and in quick succession her cheer skirt, to stand in front of him-

-in just her tiny pink lacy bra and pink panties!

The sight of her perfect ass in that little hot pink cotton thong-

-would live in his memories forever!

"UGNNGH!"

She caught him staring and giggled.

"Ooops, almost forgot-"

And she put a sleep mask blindfold on him, plunging him into total darkness!

"Jenny!" the boy whined, panting, naked, humiliated, exposed for her but unable to see-

-but he could hear her bra and panties hit the ground!

"I'll let Cassie get a good look at you first," the allegedly naked girl said.  "It will be easier for her to perv on you that way.  And then we can decide how much of her to let you see."

***

Toby sweated the whole ten minutes, waiting on the executioner of his social life to arrive-

Another girl, the second hottest girl on the cheerleading team-

-under no obligation to keep their activities secret-

-and expecting to see a hot guy from their school with a 'huge cock'!

His dick went up and down alternating between excitement and the cold realization that this WAS happening, making Jenny laugh!

"Awww, you don't know WHAT to think, do you little dick?!" 

The doorbell rang!

Toby panted, naked, blindfolded, exposed and trapped!  

And his cock was- 

-half soft with nervousness!

He felt Jenny lean in to whisper into his ear, her breath hot.  

"You might want to get that up, to make that big first impression," she giggled, making the smal-dicked boy gulp and blush!  "Just think about licking both our cute naked feet side by side at the end of the night or something.  Cassie has VERY lickable feet.  I should know."

And she laughed as his cock started immediately growing out of his control!

"There you go!  I'll make sure to tell Cassie how much you love the idea."

"Noo!"

But the blushing blindfolded blue-balled boy heard her padding off to answer the door!

The blind boy panted, his helpless little dick straining and getting harder and harder as he thought a hundred different things even as his stomach twisted with adrenaline-

-and then he heard Jenny open the door to her bedroom with a flourish!

"TA-DAA!" 

And then Toby heard the second girl squeal.

"Toby Green?!  Toby GREEN is your cute hot guy with the big huge-"  Cassie must have moved to look between his legs because she immediately started howling!  "OH MY GOD JENNY THAT'S THE SMALLEST LITTLE BABY DICK I'VE EVER- YOU FUCKING LIAR!"

Both girls were squealing in laughter as the helpless naked blindfolded Toby panted in humiliation, tied up in the Girly position, straining to cover himself but unable to even move, totally exposed, for the two hottest girls in his school!

But the worst part of it was-

-how his helpless exposed dick twitched and strained in the open air for them, leaking, throbbing, so obviously-

-turned on by hearing their voices LAUGHING at him!

"It IS only THREE INCHES!"

"I fucking TOLD YOU-"

He felt his balls getting tighter, as the two hottest girls in school mocked him, barefoot!

"Ohmygod that's SO fucking TINY-"

"You should see it LOCKED UP!"

"I can't believe a boy our age has a cock SMALLER THAN MY FINGER!"

Toby could FEEL all the blood in his body rushing to his straining little naked dick-

-because he could FEEL the girls' eyes on it-

-warming it up like they were lasers!

"OH MY GOD does he LIKE IT?!" Cassie howled!  "Us calling it SMALL?!"

"Oh he LOVES it."

He felt someone sit on the bed, next to his head!

And his blindfold was pulled off!

Toby was gasping, blinking in the sudden bright light, looking up at Cassie's face-

"Toby Green, you have got to have the SMALLEST little SISSY PENIS I've EVER SEEN."

He didn't want to-

-he tried to hold back-

-but looking up into this new hot girl's green eyes, straing RIGHT down at him

-the naked helpless tied up Toby-

-had a huge hard untouched ruined orgasm all over his own face. 

"NYNNGH-NOOOOOOO!"

The girls jumped away, DYING of laughter!

"WHAT THE HELL?!"

"OH MY GOD TOBY!!!"

"HOW are you DOING that?" the barefooted Cassie demanded, almost falling over in laughs!

Jenny was having trouble standing too!  "I'm- I'm NOT!  He- did it- TO HIMSELF!"

And the entire time, Toby was pumping hot-

-thick-

-hard ropes-

-of lava-hot ruined cum-

-ALL over his own face and eyes and lips, getting it up his nose, into his mouth, his eyes, hair and ears, drenching his face, with NO way to stop it. 

"UNNGGGGH!  UNNNGGGGH! NNOOOOOOOOO!  NOOOOOO!"

"AHHHHHHHH!" Cassie squealed!  "WAIT UNTIL I TELL EVERYONE!"

"That's what he wanted I guess," Jenny laughed, watching him with a smile.  "Now all we have to do is get him locked back up and send him home.   With cum still on his face."

***

The girls were still giggling about it in school the next day. 

Toby would catch Jenny and Cassie looking over at him during class, whispering to each other- 

-and then breaking into laughter with their hands over their mouths!  

Sticking their tongues out and shaking their heads!

"Right into his mouth!!!"

"So gross!!!"

One time laughing so loud a teacher had to tell them to stop!

"Are they laughing at US?" Toby's friend Jeff finally asked at their lunch table!

"No!  They're just- laughing at boys- in general!" Toby said, his entire FACE on fire!

His friends didn't ask any follow-up questions.  

But the girls found him alone at his locker between periods, after his friends had left. They bounced up wearing very short skirts and very long socks that left Toby unable to think about anything else-

-besides the gap of smooth thigh skin showing between the two!

"That was really fun last night," Cassie giggled, coming close to whisper into his ear, making his cock instantly start to harden its cage!  "Watching you cum all over you own face like a little bitch."

"Yeah, he usually doesn't get that excited," Jenny agreed, watching his reaction!  "Maybe next time he'll even last long enough for you to play with it a little."

"Ew!" the tall hot brunette cheerleader with the amazing legs laughed!  "Why would I want to play with a tiny little quick shooting dick like THAT?!" she squealed, making the trapped boy blush and pant with humiliation!

"I can teach you how to play with it so he doesn't cum as fast," Jenny laughed.  "Usually."

"So it was just having ME there?" Cassie giggled, looking down at the shorter boy!  "That's what made him- pop off so fast?"

Jenny looked expectantly at Toby!  

As if to say: "YOU wanted this!"

Toby blushed and stammered, knowing that these girls had seen him- 

-with cum all over his face!

"...Yes!  It was you!" he gulped to Cassie!  "And what- Jenny had been doing to me- before!"

"He was pretty pent up," Jenny giggled.  "I don't let him cum very often."

Cassie laughed!  "Good.  More little dicked boys should get locked up by girls- naked, tied up, begging not to be, their little cocks trying to get hard, but being forced into a tight cage anyway-" The tall brunette laughed, biting her lower lip!  "That was fun.  Seeing you get locked up by Jenny.  Naked and helpless.  Still trying to get hard."  She laughed.  "Even YOUR little dick looks big, getting stuffed into an even smaller cage." 

Toby panted, humiliated!

But his cage got tighter!

Hearing a SECOND hot girl, make fun of his size-

-she seemed to be a natural at it!

Cassie turned to Jenny.  "He really can't get out?  No matter what?"

"Not unless he has one of these."

And Jenny pulled aside the collar of her button-up shirt to reveal-

-Toby's key hanging on a chain around her neck, dangling near her bra!

"Oh god!" Toby gasped, his cock pounding in his cage!

She covered it up just as quickly, so that no one in the halls could see anything but a simple silver chain around her neck!  

But it was still there!   

And all three of them knew it!

"It might be kinda fun playing with a desperate tied-down boy's cock," Cassie admitted, quietly so that only the three of them could hear.  "Hearing him moan and gasp, knowing that I could punch his balls or do whatever I wanted to him-"

"And knowing that you were never under any pressure to make him cum," Jenny said, making him blush!  "None.  At.  All."  

"Yeah," Cassie agreed, giggling.  

She looked at Jenny.  

The blonde looked back, giggling.  

And then nodded!  

Cassie turned to Toby!

"So... I was wondering..." the tall sock wearing girl began, "...if it would be okay if I came over the next time you two were playing?"

Toby almost choked!  "What?!"

"She wants to learn how I give such good handjobs," Jenny giggled to the red faced boy!  "She's given them before- obviously-"

"To much bigger dicks only," Cassie laughed, showing him the length with her hands!  "MUCH bigger."

Toby panted, at how far apart her hands were!

"But she usually focuses on just making the boy cum," Jenny explained.  "To only play for the purpose of giving a boy blue balls, really drawing it out..." she laughed.  "And using pinches and slaps to the balls to back you off the edge- these are whole new things for her to practice!"

"All the boys I've dated don't like it if I squeeze their balls too hard," Cassie laughed.  "I've never met one that was okay with me squeezing them as hard as I want!"

"I'm NOT okay with-" Toby began, but seeing Jenny giggling, realized what she must have told her!  

And the opportunity she was trying to set up for him! 

"She'll need a LOT of practice," Jenny laughed, watching Toby's face!  "Like, hours and hours worth of cock stroking practice.  With all sorts of different lubes, and all sorts of different techniques... and different... outfits?"

Toby's helpless cock strained in its cage, imagining the tall leggy brunette in socks or panties or- 

-even less!

"UNGGH!"

The girls laughed!

"But you have to be totally honest with her, just like you are with me," Jenny giggled.  "No holding back or trying to sneak one in- you'll have to tell her exactly what you're feeling and how close you are.  So that Cassie can learn how to edge you as perfectly as I do."

"I still might mess up and let you cum every now and then," the tall leggy cheerleader giggled.  "Just out of habit."

"But I'll make sure to teach her how to ruin them," Jenny added!  "Just to make sure you stay all pent up and frustrated all the time!"  She opened her shirt to let Toby see her bra covered tits and his key around her neck again!  "Won't that be fun?"

Toby's cock was POUNDING inside its cage, PUSHING out hard enough to yank his balls, LEAKING into the tent inside his tight pants!

"I... um!"

"So it's okay?" Jenny laughed.  "If Cassie joins our little group?"

"It's... um-"

"She won't be holding your key, that will still be me.  But she'll be handling your little cock.  A lot.  Like, a lot a lot."

"I promise not to crush your balls too much..." the teen giggled. 

Jenny laughed!  "Don't make promises you can't keep!" 

"Okay, fine!" the tall brunette laughed.  "I promise to crush your balls just the right amount.  To make Jenny and me laugh.  And I'll sit on your face in my wet panties afterwards.  Jenny told me you like that."

He was panting for breath!

"...Yes!  That's- fine!  If- you join!"

The girls squealed and Cassie hugged him, and the feeling of the tall cheerleader's strong arms around his neck, her smooth cheek against his, her big tits against his chest and her bare naked thigh pressing up against his cage through his pants like she was kneeing him in the balls but just in slow motion, really pressing her naked leg hard up against his cage-

-was almost enough to make him cum!

"CASSIE!"

She pulled her leg back and the laughing girls bounced away down the hall, leaving Toby gasping, teetering, painfully hard inside his cage, and on the edge of cumming!

"See you tomorrow night at 8!" Jenny laughed, loud enough for at least a few people to hear, in the mostly empty hallway!  

"But don't drink any water before you come over," Cassie added, shocking him!  "You'll be THERE for A WHILE.  

Toby gulped, hard in his cage!  

Jenny waved as she was walking off!  

"See you then!"

***THE END OF PART 2!!***