There's always a surprise when you join this club though, and when Jenny hears not only her secret crush, Leon, and the captain of the football team, Todd, talking about how hot she is, but also Stella, she knows she's in for a wild night. We all better hope that her mom's husband, Paul, doesn't walk in on them.
Kinks/Sub-Genres
Sleep Sex, Pseudo-Incest, Dubious Consent, Group Sex, Rough Sex, Stepfather, Stepdaugther, Schoolgirl
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*****
I wouldn’t have wanted to sound ungrateful, but if I heard another teacher, student or parent compliment me about how smart I was, I thought I would scream. As if I didn’t work hard for my grades. Five years of straight A’s didn’t happen by luck alone, you know.
Don’t get me wrong, I always loved learning and I was downright happy with my nose buried in a book. Newton, Kepler, Einstein, I’d been reading them all since my tweens and I knew I’d have a career somewhere in physics. That was all fine.
However… my understanding of our universe came at a price. All my years spending every available moment in the library or studying had meant that now I was only a few weeks away from graduating and I’d never been touched by a man.
It was nice when people said I could do anything I put my mind to. It was nice when people said I was very gifted. It was nice when people said I’d go places. Just once though, I wished some guys would say they thought I’d look good with their cum on my face or that they bet I had a tight pussy.
Einstein taught us that everybody carries their own time with them and mine seemed to have really flown by. I could still remember the day my best friend Stella and I had stood at the noticeboard and signed ourselves up for very different futures. She’d been trialling for the cheerleaders, and I’d been going for the school mathlympics team.
Even though we made an odd pair, it still felt strange that we were going to be heading our separate ways after living so close for so long. The head cheerleader and the geek girl, a pair that wouldn’t have been friends in most schools, but we had stuck together.
Just lately, as we prepared for our final exams, I’d been helping Stella with her studies. As usual my aptitude for academic achievement was being somewhat more useful than her ability to spread her legs really far apart.
I never would have said something so derogatory about my friend’s chosen sport to her face, but the truth was I was deeply jealous of all the attention the cheerleaders got from the boys in our school. I was even jealous of Stella until late the previous week.
Stella and I never really talked about boys for some reason. I never brought it up because I didn’t have anything to talk about and I assumed Stella never brought it up because she was practically drowning in dicks and didn’t want to make me feel bad. Then on Friday morning Stella came to school and kissed the new girl, Laurel, full on the lips, practically weeping with happiness.
If she had done that in the 1950s it would have been one hell of a scandal, maybe the exorcists would have been called in too, but in our school there was just a moment of silence followed by enthusiastic cheering and the shutter-snap of cellphone cameras going off before people got on with their day.
When I asked her about it during lunch she’d told me the most incredible story about how she lost her virginity the previous night. Lost her anal virginity too. To who? Well, most of the football team took her up the ass, and her step-father, the football coach had been the only one to put his dick into her pussy.
To lose your virginity in a massive gangbang is one thing, but when she told me she’d taken a drug to make it seem like she was passed out, well, that was a whole other level of depravity. I’d listened with my jaw getting closer and closer to the floor.
All these years my jealousy of Stella had been misplaced but now I actually had a reason for it. Normally when presented with a problem I see the solution almost instantly, but this was a tough one, a problem far outside any of my areas of expertise. A social problem. A sexual problem.
I hardly even knew how to frame my question and I hated to think of the shade of red my face must have been when I asked Stella if she could help me do something similar before school ended. Stella was great about it though, a real friend.
She said not to worry about it, she’d get it all organised with Laurel, it was Laurel’s step-father who was making this miracle drug. All I had to do was tell Stella who I wanted, figure out where to do it and drink some hot chocolate.
The only place I could think of was the school library. It had plenty of space and my step-dad, Paul, was the head librarian. I’d often asked him for the keys to the library so I could go there after hours and do some extra study or look through a brand new book that had just been delivered, so it wouldn’t raise any suspicions.
By the time the following Friday rolled around, I was finding it difficult to concentrate on anything else besides sex. Stella had given me the name of her beautician, and had sent me in for a full makeover and Brazilian on Thursday after school. The tingly-sensitive feeling between my legs every time I moved was a massive distraction, but a welcome one.
All day people kept on complimenting me on my looks, I was practically glowing with pride after a few hours. I kept on wondering if they could somehow tell what I was feeling as my clean-shaven pussy sent random sparks of pleasure into my body while I walked around. It was enough to make a girl blush.
Even Leon, one of the stars of the football team and one of the guys I had mentioned to Stella, said hi and paid me a compliment. Had he been spoken to yet? I had no idea. I gave him an ear-to-ear smile and a wave, then bounced up and down on the spot with excitement when he disappeared around the corner.
The end of the day couldn’t come quick enough as far as I was concerned. I stayed in the library as Paul finished sorting everything out for closing time. I had lots of books spread out on the table in front of me, but I had only been glossing over them, my mind was definitely elsewhere.
“Time to go, pumpkin, you need a lift?” Paul asked.
“No, I’ve got a lot to get through. Um… could I have the keys to lock up after myself?”
Paul gave me a strange look, I really couldn’t read it. First his eyes widened, then he licked his lips and shook his head. For a heart-stopping moment I thought he was going to say no, but then he casually dropped the keys on to the open book closest to me and told me to have a good time.
I watched him leave with a raised eyebrow. He was a good man, since he married my mom he’d been nothing but a good influence in both of our lives. My mom had started as a secretary but with his support and encouragement had worked her way up the corporate ladder. He’d also been almost solely responsible for instilling my love of books into me.
I actually adored him in a not-quite-appropriate way. Sometimes at night when they thought I was asleep, him and my mom would have noisy sex and I wasn’t as diligent as I could have been about closing my door or wearing ear-plugs so I couldn’t hear. It sounded like my mom was having a real good time. I just wished he was as interested in me as Stella’s step-dad obviously was in her.
Still, that was a wish for another day perhaps. For now I had to ignore the library’s strict no-food-or-drink policy and pulled my thermos of hot chocolate out of my bag. I loved hot chocolate anyway, but whatever the secret ingredient for this one was made it even better.
As soon as I drank it I felt the warmth of the liquid spreading out to the very tips of my limbs. The ends of my fingers and toes began tingling like my pussy had been all day, making even tidying up my study materials a pleasurable experience.
By the time I was finished doing that I was having trouble staying on my feet, so I sat down at the table again and rested my head on my arms. I’d wanted to put myself in a ‘seductive’ position, but when I heard voices around me, I realised I’d been slumbering peacefully at the table for an unknown amou
nt of time.
“I can’t believe I’m finally going to get my dick in her,” said a voice I recognised as Leon.
“Been keen on her for a while or something?”
The second voice was Todd, and though I would never do it out loud, I was squealing like the schoolgirl I was on the inside. The captain of the football team was here! Here for me!
“Fuck yeah, ever since we partnered up that time in Mrs. Sergeant’s chemistry class. I was rock hard the whole time, had a great angle down her shirt every time she bent over to look at the test tubes.”
“Why didn’t you ask her out?”
“Ah well… she’s so smart and everything, didn’t think she’d be interested in me. Plus she never goes to parties or anything, so never got the chance to talk to her with a bit of Dutch courage.”
Oh my God… Leon was so sweet. I almost cried thinking about all the time we’d wasted, to think we maybe could have been a couple for the past year and a half was a bit gut wrenching.
I want you so fucking bad! I thought.
Strong arms carefully lifted me into the air and set me down directly on top of the table I had been snoozing at, my legs draped over the edge. Then, for the first time since a game of spin-the-bottle at Stella’s house many years back, I felt lips pressed against mine in a tender kiss. I wished I could kiss back, but I was completely unable to move, my body frozen by whatever had been added to that hot chocolate.
I was actually surprised by how soft the kiss was. I’d been expecting one of the boys to be giving me an absolute mauling with his lips but whichever one of them was kissing me was taking his time, slowly working my lips apart until the kiss was deep, but still so very gentle.
There was no hint of stubble either, Leon always liked to keep a pretty constant 5 o’clock shadow going, so I guessed it must have been Todd kissing me. I tried to imagine what it looked like, the captain of the football team kissing the passed out geek girl full on the lips and felt butterflies fluttering in my stomach.
“Fuck that’s hot,” said Leon.
Something struck me as ‘not quite right’ with the situation. Todd was giving me the most romantic kiss I’d ever had in my whole life and every breath I took was through my nose out of necessity, but his aftershave smelled familiar somehow. It didn’t smell... masculine at all.
Suddenly I felt the soft bump of a ponytail hit my neck and the kiss broke off. Whoever was kissing me, it couldn’t be Todd, began slowly planting small kisses along my cheek, leading towards my ear.
“I know you can hear me, Jenny. You’re my best friend and I’m going to make sure you cum so fucking hard. These boys are going to leave you in one hell of a mess, but don’t worry, I’ll clean you up and have you looking as good as new in no time.”
Stella! Oh my God! Stella was here too! My mind was reeling, she’d never given any indication that she was interested in me. Nor had she hinted that she was interested in girls at all, aside from that one huge kiss with Laurel the previous week. No wonder the kiss was so different than I had expected!
“I’m gonna get her ready for you, boys. Why don’t you have some fun with those sweet lips of hers while you wait?”
Stella walked around to the other side of the table and I heard a chair being pulled up at the same time as I felt her sit down where my legs hung over the side. She slowly slid her hands up my outer thighs until they disappeared under my skirt, reaching for the frilly waistband of my polka-dot panties.
At the same time Stella was seeking out my underwear, I heard the tantalising sounds of the hottest guys in school undressing. The clink of belt buckles, the unmistakeable sounds of zips, they were getting naked so they could take their pleasure from me. Me!
Somebody’s hand tugged my shirt out of my skirt and slid upwards over my tummy, heading slowly towards my breasts as somebody else bent down to kiss me. This time the kiss was exactly what I expected, urgent, powerful, masculine. A kiss that said ‘I’m going to fuck you hard and leave you panting for air’ and I couldn’t wait for the kisser to make good on that unspoken promise.
“I knew she was hiding a hot body under there,” said Leon, evidently the one who was running his fingers over my navel. “She’s in better shape than most of the cheerleaders.”
“Hey!” said Stella, who had just begun to tug at each side of my panties.
“It’s true, Stella, why didn’t you drag her out on the weekends with you? Any guy would be lucky to fuck her.”
“She’s always so busy…”
As my panties slid past my knees, I suddenly felt my shirt ripped apart, exposing my matching polka-dot bra. I couldn’t help but wonder what my step-dad would make of all the buttons on the floor when he came back on Monday. I also thought I was going to look like one hell of a slut when I finally ‘woke up’ and had to walk home with my shirt completely undone!
The two guys managed to lift my upper body up so they could get my shirt and bra off before laying me back down on the table. It was a moment of truth for me, I’d never been naked in front of a member of the opposite sex before, what would they say or do?
My pink nipples stood out almost painfully hard on the soft mounds of my breasts, I was so very turned on by what I hoped was about to happen, desperate for their touch. Stella had managed to free me of my panties by this time and was slowly kissing her way up my inner thighs, making me start to breathe harder and fuelling my lust even more.
“Look. At. How. Fucking. Hot. She. Is,” Leon said.
“No arguments here man, your geek girl is God damned spectacular,” said Todd.
Leon pressed his lips to mine and finally I felt that wonderfully prickly stubble as he worked the kiss deeper and deeper until he was caressing my tongue with his own. Even though I felt like I had waited my whole life for that kiss, all my attention was suddenly drawn between my legs, where Stella had finally traversed the length of my thighs and arrived at my pussy.
I could feel her gentle breaths directly on my sex as she stroked my thighs with the very tips of her fingers. If I had have been able to move, I would have squirmed away from the tickling, but I was maddeningly unable to even flinch and Stella was absolutely torturing me with how close her lips must have been to my pussy.
At last she ended my suffering and I let out a massive internal sigh as a tongue licked my pink outer lips for the first time. Stella’s tongue was hot and wet, it stroked slowly up one side and then down the other, making my petals moist with her saliva.
My heart rate climbed another dozen beats per minute just from that before Stella pulled my labia apart with her fingers and snaked her tongue into my virgin tunnel. As she did this, I felt Todd gently suck one of my nipples into his mouth, gently tugging at it with his lips and flicking it with his tongue. Leon continued to kiss me and groped my other breast with his hand.
I couldn’t believe it, I was the centre of attention. I felt like I was the centre of the universe, not that there is a centre of the universe according to modern physics of course. Either way, I’d never felt so special, so sexy and wanted, I could feel the first stirrings of my orgasm already in response to this incredible situation.
Stella was amazing, she seemed to know exactly what I needed to get my juices really flowing, her skilled tongue making sure every single part of my pussy felt like it was an utter treat to lick. I thought I couldn’t possibly feel any better but when my best friend’s tongue touched my clit, I saw how foolish that notion was.
Her tongue was well-coated in my slippery juices and felt so wonderful on my most sensitive little bud. She started slow but soon had her lips locked around it, sucking it into her mouth where her tongue was absolutely relentless.
I felt a warm flush rising, adding to the warmth from the hot chocolate, building up in my belly with every rapid stroke on my clit. My breathing became even more irregular than it had been, my pleasure proving to be just as much of a hindrance to consistent breaths as the deep kiss Leon was enjoying with me.
I h
ad the captain of the football team sucking my nipple, my secret crush groping my other tit and kissing me, and my best friend forever furiously licking my clit, I was on the brink of some abyss so deep, so big, it was almost scary. I was almost afraid to let myself cum, but when Stella slipped a finger inside my pussy as far as my hymen, that choice was taken from me and I was shoved over that edge into utter ecstasy.
My pussy muscles squeezed and released on Stella’s finger, and such was the intensity of my climax that my body even forced out a few quiet squeaks of pleasure in the midst of Leon’s kisses. I couldn’t see anything and the sheer bliss made me feel like I was floating in space with my most sensitive parts being stimulated to the full extent of my ability to bear it.
“You boys are in for a treat, Stella’s pussy is primed and ready to go.”
“Oh yeah, I’m gonna pop that…” began Leon.
“Not so fast.”
Holy fucking shit… that’s Daddy! I thought. Paul had obviously come back to do some random library task or to check up on me and had caught my three classmates supposedly taking advantage of my unconscious body. This couldn’t possibly end well…
“If there’s any cherry popping going on, it’s gonna be me doing it,” finished Paul.
If I had have been fully conscious and standing on my feet, you could have knocked me over with an unrolled condom. Like I said, my feelings for him were not-quite-appropriate, but I’d never even dreamed he might feel any kind of sexual attraction to me.
Stella stood up and, over the sounds of Todd’s continued and completely unconcerned slurping on my nipple, I heard my best friend making out with my step-dad. She sure had changed a lot since last week!
“There you go, Paul, now you’ve had your first taste of Jen’s pussy, how about you fuck her as hard as you can?”
“You don’t need to ask me twice,” said Paul.
I felt Leon’s strong hands under my armpits as he adjusted my position on the table slightly until my head was hanging off the edge backwards, my hair dangling down towards the ground. I wondered what he was doing, but I didn’t have to wonder for long as I soon felt the tip of his cock circling my wide open mouth.
Take All of It September 2019 Page 114
