Dare (closed for glassfireflies)

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(OP by glassfireflies)

Her full chest heaved up and down as Jenny inhaled deeply. A light slick of sweat broke out over her body as her breathing rate increasing, letting the toned sun kissed skin glisten as if it were presently radiating in the heat of the sun. As her chest raised with each breath, her 34 D breasts continuously filled the cups of the pink lingerie teddy, the light pink chiffon fabric rubbing delicately across her erect nipples. Jenny’s fingers trailed down the taught stomach as they slipped beneath her matching panties, allowing her fingers to explore the warm depths of her pussy beneath her thin thighs. A blush of pleasure crossed her porcelain cheeks, biting down on her full red lips hard, shielding her blue eyes as she shut them in pleasure as her fingers delved further and further. She shook her head to free the smooth, volumized, raven coloured hair off of her shoulders, letting it cascade in lengths down her back. Moans of pleasure as sweet and sensual as sugar dripped out of her parted mouth. Her toes curled digging deeper into the rough carpet, her back arching at the tingling sensation coursing up her spine. Total bliss surrounded her as she-

BEEP BEEP. BEEP BEEP!

“Shit!” She muttered to herself as the timer one of her friends had set had gone off, signalling her dare was over. And Jenny was so certain she was close to an orgasm as well, now she was brought back to life and left unsatisfied craving more.

“You’re five minutes are up and you failed to give yourself an orgasm, resulting in an ultimate failure of your dare.” The one girl said, holding a high and mighty position, happy to see Jenny unsuccessful in her dare. Who knew what set this girl off, but she always thrived on knocking Jenny down a peg and seeing her humiliated. “So now not only do you still have a Truth to finish. But we also get to give you a punishment.” She finished, giving a satisfied smirk on her face.

Jenny simply shrugged her shoulders and let out a little laugh. She pulled her panties back into place and resumed her perfect posture, tossing her hair to one side as she plastered on that same fake smile. “Whatever,” Jenny began, “You girls know nothing is a punishment to me.” Jenny teased, and just for effect licked off her own juices from her fingers, before the group of girls erupted into a fit of giggles.

Of course Jenny assumed she wasn’t lying. But the teenage girl still hadn’t experienced everything. Though she sure as hell had done more than what normal girls her age did. She just found nothing wrong in exploring her sexuality. It was just plain fun and no one got hurt! It stumped her that people just weren’t always fooling around.

“Shhh!” The blonde girl of the group said, putting a finger to her lips. “Are you guys forgetting were practically sandwiched by Jenny’s whole family?” She said, her eyes widened though this just caused the girls to giggle more and more.

“Alright fine. Lay the Truth on me! There’s nothing I have to hide.” Jenny said, as she absentmindedly twirled at her hair. She acted carefree and open for anything but truthfully she did have some inhibitions, though that would be up to the girls to find out on their own.

“Would you ever cheat on your boyfriend?” One of the girls asked.

Jenny pretended to think for a minute. “Only if they were really cute!” Jenny said with a laugh though she didn’t want to appear completely heartless. “Just kidding.” She said quickly, effectively avoiding the Truth question like she was able to do with most questions they fired at her. She didn’t have anything she really wanted to hide. It was just more fun for her to be viewed as the mysterious one still. She didn’t like to be read like an open book.

“Now is anyone going to give me a punishment worthy of me actually doing?” Jenny asked with a raised eyebrow as she surveyed the group of girls, scattered amongst the room, decorated like royalty lived there with silk fabrics, a chandelier and various girly products scattered throughout. Who would think in actuality this room held some devilish girls with some very sexual minds.

 

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Jenny's "friends" were Annie and Betty. Annie was an Asian hottie, despite her A cup bra size. Her nickname was A-list Annie, because she seduced the male teachers for the A grades expected of an Asian student. Her other nickname was Anal-ist Annie, from the rumors in school that she loved men to give her anal sex. She neither confirmed nor denied. Annie originally knew Jenny through babysitting for Jenny and her brother, which was a bit odd since Jenny's brother was older than both of them. However, Annie's first experience with anal, with Jenny's father, Al, in the back seat of the car, made Annie and Jenny good "friends" through many a babysitting session. Al kept promising Annie he'd leave his wife for her, but he never did. If Annie could seduce Jenny or her brother away from her family, Annie would have her revenge. Annie wore a deep red teddy bear outfit, which she bought just for tonight.

Betty was an African-American kitten, with a larger B cup. She dyed her hair blonde and looked fantastic in it. Her nickname was Blondie the Bisexual Bitch. She seduced both the male and female teachers for her grades. "White meat turns me on" was her motto, and she loved both hard men and soft women. Betty also originally knew Jenhy through babysitting Jenny and her brother, except that it was Jenny's mother, Bitsy, who drove Betty drove home after babysitting, with a stop on the way for some chocolate pussy eating. Bitsy seduced Betty because she damn well knew Al was anally banging Annie and Bitsy couldn't resist Betty's tasty dark flesh. Bitsy promised she'd leave Al for Betty, but she didn't, either. Betty wasn't sure about Jenny's brother, but if she could seduce Jenny away from her family, she'd have her revenge. Betty wore a sexy black lacy bra and matching panties. Her blonde hair cascaded down her back like flowing water.

“Now is anyone going to give me a punishment worthy of me actually doing?” Jenny asked.

"Oh, yes, we certainly are," smiled Annie. Annie reached into her carryall, and pulled out a long necktie. She held it in her hand then gently licked it, remembering the teacher she seduced it from. She knelt to face Jenny, and lightly brushed the necktie on Jenny's wonderful bountiful breasts. Looking directly into Jenny's eyes, Annie smiled and brought the necktie just near Jenny's nose. "Smell it. Do you recognize that scent? I jacked off Mr. Albertson in Arithmatic to get my A in the Final. I took off his necktie and wrapped it around his small hard cock. My hands wrapped around his stiff member as I spat and blew on his cockhead, telling him to cum for me. Just before he was about to come, I mounted him, his necktie still around his cock, and fucked him for his dear life. He came in buckets, squirting inside of me, filling my hot young pussy with his old fucking sperm." Annie leaned over, to kiss Jenny deeply. "I kept this as a souvenier, letting his come harden with my juices on this necktie." She then stretched it out, and wrapped the necktie around Jenny's eyes, a blindfold of her punishment to come.

Two exploring hands, with hard-tipped fingernails, curved from behind Jenny's back to her bosom. Betty began to massage the chiffon fabric, stimulating Jenny's nipples indirectly. "God, you turned me on," breathed Betty into Jenny's ear. Betty then licked it, sliding her wet tongue carefully along Jenny's earlobe and down her neck to her collarbone. Betty returned to Jenny's ear. "I wanted your fingers inside of my panties, fucking me with your fingers in my slit." Betty then slipped one of her hands underneath Jenny's teddy, then palmed the underside of one of Jenny's breasts. "I wanted you fucking me, like this..." Betty's voice trailed off as her own fingers slipped under Jenny's panties, slowly finding Jenny's wet spot, as Betty's fingerips probed deeper and deeper.

Annie took Jenny's hands in hers, and gently placed Jenny's hands on the straps of her panties. Annie slowly stood up, allowing Jenny to pull Annie's panties to the floor. Annie held Jenny's cheeks in her hands, and bent forward, for another kiss. The kiss was deeper this time, as Annie swirled her tongue into Jenny's mouth, tasting Annie, and letting a low moan. Annie reluctantly broke the kiss and smiled to her blindfolded friend. She then guided Jenny's mouth to her pussy, Annie's pussy shaven, swollen, and wet.

"You have five minutes," smiled Annie.

 

[glassfireflies]

If this was considered a punishment to these girls, Jenny never wanted to be right as all her senses were elevated simultaneously by these two girls. With the necktie firmly shielding her vision, her only hope was to focus on the tasks at hand, all her visceral feelings coming forward. Betty was driving her mad with her dirty talk, her wandering hands exploring every inch of Jenny. Her nipples were harder than ever beneath the light fabric. She lifted her hips ever so slightly, so as to inch her panties to slide lower on her, giving Betty better access for the finger fucking she was currently recieving. Having been so close to an orgasm before, all this attention from Betty on her pussy made her want to scream out in pleasure.

But of course, her moans were muffled by her active tongue delving further between Annie's pussy lips. "Bring that pussy of your's closer. I want to taste every inch of you." Jenny said, before allowing herself to run her tongue from Annie's anus up to her clit, stopping for a moment there to get a reaction, her tongue dancing around Annie's most sensitive areas. She dared to nibble on her clit for a moment or too to really drive Annie up the wall, before kissing it gently and bringing her full smooth lips back to the opening, now digging her tongue further up Annie's pussy, careful to cover every inch of her. Without her vision she had to rely purely on animal instinct, allowing her tongue to have to explore every inch of Annie just to find her g-spot.

Jenny had never taken on two girls at once before, so this new experience turned her on inexplicably, her pussy now dripping all over with her juices, her clit protruding as her breathing rate increased. The scent of a man's cum on the necktie was strong with it so close to her nose as she sweat. She thought of the humiliation of being with a teacher, yet also how turned on it made her, wondering how both of these girls had done it yet she hadn't yet.

There was no time to think of that though as her orgasm was so close to coming now. She began to shake ever so slightly, bringing her hands forward to grab onto Annie's ass and bring her pussy closer to her for support. "Ohh!" Jenny exclaimed, not being able to control her volume in the silent house as Betty's fingers got the desired reaction from her, her legs extending as she came in relief all over. She wasn't finished yet though until she could get the same reaction from Annie. So mid orgasm, her body still sweating and cumming, she worked harder and harder on Annie, roughly eating her out now.

 

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"Oh! You dirty girl. Orgasming before Annie does? Bad girl..." Betty smiled as she lifted Jenny's ass. She moved Jenny from a kneeling position to Jenny on her hands an knees. '"I'm going to have to think of some nice and good punishment." Betty proceeded to pull down Jenny's panties, and gave her several nice swats on the ass. "Tell me you like it girl," Betty said, pushing Jenny's face into Annie's pussy. "Tell me you like it when I slap your white ass while you face-fuck Asian pussy!"

Annie, meanwhile, had backed onto Jenny's bed. Annie was laying down on it, her behind just on the edge of the bed. Her legs dangled off, spread wide so Jenny could get better access to the Asian woman's pussy. Annie could feel Jenny's slick tongue riding up and down her wet juicy slit. Annie pressed Jenny's face into her twat, Annies hands rubbing through Jenny's beautiful hair. "Oh, yes! Fuck me... fuck me with your tongue, you dirty fucking girl... fuck me..." Annie groaned. Honestly, watching Jenny play with herself, even for five minutes, had already turned the diminuitive Asian girl on. Annie's head thrashed on Jenny's bed. Annie's beautiful long black hair cascaded into a writhning mess, as Annie bit into one of Jenny's stuffed animals to suppress a scream. Annie then played with her tits, pinching her flat but sensitive chest. She wrapped her legs around Jenny's head, prompting her to tongue-fuck her even deeper.

Betty then turned on a smile. She dug out of her carryall a long black strap-on dildo. As the Asian girl wrapped her red-stockinged legs around Jenny's head, Betty spat on her fingers and rubbed them on Jenny's wet snatch. "So tell me," Betty said, as she stroked Jenny's pussy, "Have you ever thought about your brothers' cock? Have you ever wondered how good it would feel inside of you? Inside, deep, of your tight wonderful pussy?" Betty placed the tip of the strap-on at Jenny's entrance. "Have you wondered how it would fill you up, stretching your insides, filling you with his stiff hard meat?" Betty then slowly, but firmly, shoved the dildo of the strap-on into Jenny's hot snatch. "Your brother's cock feels SO FUCKING GOOD when it's inside my pussy..." With every word, Betty plunged the hard thing deep into Jenny's pussy. pushing Jenny's face into Annie's flesh. Annie moaned, wanting Jenny inside of her even deeper. "He just LOVES to take me doggy style, as he FUCKS that delicious dark meat. And you know how his cock tastes? It tastes just like"

BEEP BEEP. BEEP BEEP!

"OH FUCK... FUCK!!!" yelled Annie. "You did that on PURPOSE, you disgusting bitch! I haven't come yet!" she cried, shaking her head on the bed even faster. "Fuck... fuck... fuck..." she cried, her voice trailing.

"Shhhh!!!" Betty responded, suppressing a laugh. "It's time for *your* punishment."

"Huh?" replied Annie.

"I know how much you like white meat. I bet he's in his room now, jacking off, touching himself, just thinking of three sexy girls fucking themselves sillly not two feet away."

"Mmm..." said Annie, nodding just a little.

"So, since you didn't cum in five minutes, you're going to his room and fuck him silly. I'm sure he's gonna love it." Betty then turned to Jenny. "And since *you* didn't make Annie cum, you're going to have to pay a penalty as well. You're gonna watch Annie fuck your brother. And..." Betty's grin turned into a smile, "I'm gonna fuck *you* as hard as your brother fucks Annie."

 

[glassfireflies]

"Have you ever thought about your brothers' cock? Have you ever wondered how good it would feel inside of you?”

Jenny squirmed uncomfortably at these words. Truthfully she knew the answer was yes, though her cheeks flushed red at just the thought of it. It was only due to the fact that she had done some eavesdropping herself on his room late at night, and she knew Betty had been letting him fuck her any way he wanted. She didn’t have any time to think though as the dildo penetrated further, threatening her to come on to another orgasm. She almost got lost in her own pleasure, she forgot about giving Annie ultimate attention. With every thrust though her face was pushed farther into Annie’s cunt, licking up every inch of her.

The once again failure of the dare made Jenny mad though, since she was never won to deal with losing well. Though this time her loss came with a severe penalty. “No, this is gross!” Jenny said, peeling off the necktie and pulling back up her panties. Though she couldn’t deny there wetness. Sometimes she thought Betty purposely teased them to within an inch of an orgasm just so they would do as she said. Right now the dildo sure had set her off, and she was willing to do anything to get that orgasm.

Annie was no doubt feeling the same, as her pussy now, was not only wet but literally dripping down her leg as she propped herself up off the bed, readjusting the red teddy. She decided to kick her panties off on the floor, just so that when she walked into Jerry’s room, he would know exactly what she wanted. “Don’t be a prude Jenny, I need this!” Annie said, standing up now and inching towards the door.

“And I had better see your eyes on me, mimicking our every action. I am not getting another penalty just because of you.” Annie muttered, knowing she planned on letting Jerry fuck her hard and fuck her rough. She was A-list Annie afterall. When wouldn’t she let a guy fuck her hard? Besides, from Jenny ranting on about all the kinky shit she heard her brother do, she knew the both of them would be in for a treat.

“Oh Jerry…” Annie called out, knowing if he was listening he could hear her singsong voice call out through the halls. Before stepping into the hall, she slipped off her red camisole teddy, letting it fall like a feather to the floor. She wanted to be completely nude when she greeted Jerry, letting her perky, small breasts bounce along with her as she skipped down the hall. She opened the door to Jerry’s room without a moment’s hesitation, eager to reach that orgasm, looking back to make sure Jenny and Betty were following.

 

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Jerry had his bed next to the wall, the wall separating him from his sister. There was absolutely no way that he's miss hearing those three sensual squirming sluts bang, screw, and fuck each other this night. He lay in bed, stroking his big hard dick, spitting on his rosy palms, sliding his hands up his hard thick member. Jerry was part of the football team. It was well-known that he was screwing half the cheerleaders, not to mention any girl who came onto him. Asians... blacks... blondes... all pussy was wonderful to him, every sexy girl a nice fuck. And Betty was in that room next to his, no doubt giving Jenny the most wonderful fuck she'd had in her whole life. After all, he knew exactly how hard Betty could thrust with those black hips of hers, how well well she could suck cock, and how delicious her sexy gash tasted. He didn't hear the girls orgasm, so was quizzical when he heard them argue a bit. They paused, so he guessed they were going to fuck some more -- except he didn't realize they were going to fuck him as well.

“Oh Jerry…” he heard outside his door. What the -- his parents were still in the house. And was that Betty's voice? No, it didn't quite sound right. Unfortunately, by the time he realized what was happening, the door opened, and there stood Annie. Oh my fucking god, Annie. He heard rumors that she was one of the best fucks on campus, and here she was, entirely naked and ready for him. Before he could ask her what she was doing in here, in barged Betty -- and Jenny.

"What the fuck are you doing here?" Jerry asked.

"What the fuck?" mimicked Betty. "You're gonna be fucked!" she smiled. Betty was clothed in her black bra and panties, and pushed Jerry back into the bed. She grinned as she waved and shoved her tits in his startled face. "That's all the boobies you're going to get, cause Annie's an a-cup", Betty laughed. She then kneeled on the bed, waving around the strap-on she was still wearing. "Of course, if you had the boobies, you'd have to have the dick too!" she laughed. "But your sister's gonna have them both. Hey, Jenny!"

Betty crooked her finger to lead Jenny into the room. Betty ran her fingers through her blonde hair, and lay back on the bed, her head near Jerry's thighs, her feet on Jerry's pillow. Smacking Jerry's inner thighs, Betty said, "Okay, Annie. Why don't you use your mouth and pussy to make Jerry feel all comfortable and good?" Betty was still wagging her fake cock, not half a foot from Jerry's face. "And Jenny, you know exactly what you need to do..."

 

[glassfireflies]

((I’m very sorry for being MIA as of recently!! It has nothing to do with our roleplay though, just personal reasons but I’ll be back to replying regularly if you’re still up for it))

Annie giggled with anticipation as she watched Betty prance around Jerry, shoving her tits in his face and teasingly running her hand down his thighs. Annie’s eyes fell wide eyed on Jerry’s already thick and hard member, upright at full attention just ready for release.

So Annie full of glee tore the covers off the bed so she could get a full look at Jerry’s cock. “Jenny! Why didn’t you tell me your brother was this huge!” Annie said full of giggled, as she was so ready for a real cock rather than Betty’s strap on of Jenny’s tongue. The Asian beauty then jokingly stretched her arms, showing she was ready to be fucked, climbing onto the bed, on top of Jerry and next to Betty, who was already laying down in anticipation as well.
Leaning down to Jerry, Annie whispered, “You can fuck me any way you like.”

With a wink she straddled across him, her tongue dragging down across his nipples and down his stomach before licking along his cock and taking the full thing in her mouth, rubbing her perky A cup breasts across his thighs.

Jenny rolled her eyes as she could see Annie was hornier than ever and was going to go all the way with her brother. “This is a punishment Jerry, so just don’t look at me!” Jenny declared, not having expected Betty to have gotten on the bed with them. Though seeing as Annie was naked she knew she had to do the same otherwise she would get an even worse punishment. So she peeled off her underwear and chemise teddy, revealing her full breasts to the girls again, straddling across Betty’s thighs with her wet pussy. Following Annie’s lead, she licked Betty’s full tits till her nipples were hard and engorged, before getting to the strap on and taking it fully in her mouth.

“Better get ready Jenny.” Annie said, when she couldn’t hold off her need for an orgasm any longer, and brought her vagina right onto Jerry’s thick cock, letting her pussy take it in fully as she bounced up and down on it, her voice rising with moans of pleasure.

 

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The boy couldn't help it. His teenage cock was growing by the minute, as the three nymphomaniacs began to make his hard-on even harder. Betty's breasts didn't overwhelm him, but, damn, if he didn't enjoy the sight -- and feel -- of those big black titties smacking his face right and left. Sadly, he didn't have a chance to play with them, before Betty fell back onto the bed, her head at the foot of the bed, and her feet near his pillow. Suddenly, he felt the covers of the bed fly off, as the girls giggled at -- and complimented -- his nakedness. Before he had a chance to reply, Annie was on top of him. sucking his nipples, deep and hard. As she slid down his body to his cock, her flat stomach, pressed against his hard cock, slid as well, against the sensitive underside of his fucking raging cock. Jerry let out a groan of approval, as Annie's mouth engulfed his fucktool.

"Oh, god, Annie..." he groaned, his penis sliding deep within her mouth. His cock quickly began to become slick and glistening with her saliva, liberally applied to his hard stiff tool. Her delicious tongue slid up and down his thick organ, occasionally resting and sliding on top of his red-purple mushroom. The wonderful wet feeling made him moan with excitement -- especially since he knew the other girls would somehow be involved.

“This is a punishment Jerry, so just don’t look at me!” Jenny declared. Betty merely giggled. The whole thought of Jenny going down on a fake plastic cock while Annie was giving Jenny's own brother head gave her a quiet laugh. However, Jenny's sucking on Betty's massive breasts made her groan out loud.

"Murrr... that feels so good..." Betty moaned. She squirmed a bit, feeling that wonderful tingle from her titties to her pussy. "She sucks breasts just as good as you," she teased. "Must run in the family," she mused, only hinting of how Jenny's and Jerry's mother, Bitsy, tongue-teased Betty's marvelous breasts, then finger-fucked her wild in their own car. She wondered if Al banged Bitsy in that car, as they conceived two horny children of their own. "Yeah... suck that cock. Suck that motherfucking cock..." Betty cooed as Jenny went down on her. "I bet you sucked a good many cocks, you dirty little whore..." Betty caressed Jenny's beautiful silken hair with her chocolate fingertips. Betty turned to Annie and watched her suck Jerry. "Like that, Jerry? She fuck your cock as well as I do? Enjoy that, dirty little boy?" Jerry's intensifying groans were his only response. Betty then continued, "No fair that your naughty bits are the the only ones stimulated," Betty smiled, slowly inserting a finger into Annie's wet pussy. "You like that finger in your pussy, you naughty Asian girl? Hmmm?" Betty continued fingering her friend's wet slit. "Now, Jerry, you gotta follow the rules too. Stick those fingers into that pussy. I know you can do it..." Betty smiled, sliding her fingers a little faster.

Jerry started. He hesistated at first, but Annie's deep wonderful throating had him in a haze of lust and obeyance. He gradually slid a finger, then another, into his sister's pussy. Betty contineued. "I bet you like those fingers in your pussy. Tell me how much you like them." Alas, Annie was beginning to mount Jerry's member, leaving Betty to suck Annie's delicious pussy juices off her fingers. "You enjoy a little pussy juice too, Jenny dearie," said Betty, offering Annie's liquids to Jenny as Jenny mounted Betty's strap-on. Jerry, meanwhile, did the same, offering his fingers to Annie. Watching her, he marveled that this was the first time not only that he touched his sister's private parts, that some woman was now sucking Jenny's juices from his fingers! Annie's tight slit clamping down on his hard rigid cock returned him to slightly more pressing matters... Her rising and falling on his cock felt incredible. Her slick chambers made him groan, loudly, as she pounded her tight little Asian pussy on his thick fucking cock.

"Fuck me... god, fuck me..." he moaned, plunging his cock upward into Annie.

****

"Fuck! What are they doing?" cried Al. Jenny's room was between her brother's and her parent's. Now that Jenny and her friends were in her brother's room, the parents couldn't hear anything through the walls. Al and Bitsy's bed was against the wall between them and Jenny, with Bitsy closest to the wall. Feigning concern but mostly voyeur, Al and Bitsy "agreed" to give their daughter some freedom, but weren't above listen in to her lustful escapades. They would hear her fuck one of her young men (or young women) while screwing themselves silly in their own room.

Tonight was no exception, as Al's hardy stiff cock poked out of his boxers, sliding against the smooth silky nightie his wife wore when Jenny's "friends" were around. As the tip of his cock spread precome against his wife's thinkly closed ass, his own hands were groping her breasts, grasping and tweaking her firm hard bosom. As he turned her head to kiss and tongue her, it was evident that their concern for Jenny's welfare had to wait, called on account of some hard steamy parental fucking.