Rising To The Top (TF)

Kenny had his arms wrapped around Claire's body, one hand resting on the small of her back and the other gently resting on the back of her head. Kenny did his best to match Claire's far more experienced tongue and lips, but he knew he simply couldn't compare. He wasn't about to admit to Claire that on top of her taking his virginity, she also had been the one to give him his first real kiss. Not that he feared Claire's ridicule, she'd already proved herself enough to show that wasn't her style. He just didn't want to admit how well he was starting to fit that "nerdy" title she had playfully given him.

Claire briefly broke the kiss, and the blonde girl trilled, letting out a few heavy breaths before diving right back in. This was by far the biggest thing that had Kenny's mind still turning. Claire may have been sweet and nice, but Kenny wasn't prepared for her to show him something beyond base-level lust. The way she's kissing me, though...it's like she's yearning for more. I know she wants to have more sex, but...why the hell does this feel like so much more right now? I don't know Claire; she doesn't know me. She definitely doesn't have a crush on me. This just doesn't make sense. Kenny's kisses were beginning to slow and weaken the more and more he tried to work things out in his head.

Claire let out a small whine, attempting to pull him back into it with a few gyrations of her hips and a teasing swirl of her tongue around his. Kenny lowly hummed; even the hold he had on her was turning limp and hesitant. Claire broke away briefly, "Stop doing that," She huskily whispered, hungrily planting another kiss,

Kenny half-heartedly kissed back, his attention now utterly shifted. His focus now on Claire in another, less appealing way, "Stop what?"

Claire let out a little whine, "That," She gave her eyes a little toss, "I can see you thinking and thinking. It's messing this all up. You need to stop,"

"Thinking?" Kenny raised and brow, and Claire shook her head. Stop thinking, yeah, Claire, like that's so easy. I only have a blonde cheerleader on top of me, I just fucked her, and she wants a round two. How am I not supposed to think about that? Or about how I have no idea what she really thinks about me. If I'm being played like an idiot. If I --

"Stoooooop," Claire whined, bouncing a few quick times, physically shaking Kenny out of his thoughts, "This is supposed to be fun, and you're not being fun if you're thinking the whole time..."

Kenny sank down a bit, "Sorry, I just -- It's hard not to, Claire. I mean, I still don't know why you're doing this with me. I'm not trying to kill the mood but I can't not think. I want to know what this all means. I know I'm not much to look at or --"

"You do this a lot don't you?" Claire blankly interrupted, and Kenny sheepishly stared back at her, "Can I tell you something that I think all you smart people really need to hear?" Claire confidently sat up, "The reason you're so confused and unhappy is because you never stop trying to figure things out. Even right now when you have a girl sitting on your lap wanting more, you're trying to figure out how this is a bad thing,"

Kenny grimaced, "I don't want it to be a bad thing."

Claire leaned forward, towering right over Kenny's face, "Then; Stop thinking," The blonde ordered in a playful tone and Kenny let out an uncertain chuckle, his tension starting to break,

"Alright. You've made your point," Kenny agreed, "I'll try and stop,"

Despite the genuinely honest tone of his voice, that answer was enough for Claire, "How about you answer this question, smart guy," Claire reached down, taking Kenny's hands and bringing them right to her tits, "Do you like me?" Kenny dryly swallowed, his hands cupping her small breasts, and he nodded. Claire grinned, she began to rock her hips again, the half stiff cock still in her cunt began to twitch and grow, "Do you like how this is feels?" Kenny groaned and nodded again, "Can you think of anything you'd want to do to me right now?" The teen below her all but shuddered, "Then why don't you focus on that instead of anything else, smart guy,"

Kenny's eyes filled with a deep desire, and Claire felt that firm confident hold returning to her hips, "Okay..." She let out a gleeful giggle as Kenny abruptly rolled, switching positions and pressing Claire into the bed. "I want to do this --" Kenny grunted, slamming his hips forward and Claire let out a gasping moan that matched a shaky, deep groan from Kenny.

Kenny didn't move for a moment, only shuddering as he felt intense wet heat wrapping around his cock before spreading through his body. This was different from the first time, maybe it was because he was on top now, or hell, maybe Claire was right and it was because he wasn't thinking about anything else anymore. The teen softly moaned when Claire moved her arms to his lower back and pulled him closer to her body, making his cock sink further into her. "Don't stop," She breathlessly begged.

Kenny began to pull back out all the way to his head before sliding right back into her in a long stroke, not stopping until their flesh collided causing an audible slap. "Fuck Claire..." The teen repeated the action a bit faster and Claire purred in approval, "You feel so fucking good..." Kenny's eyes shut as he began to thrust in a rhythm, letting his whole shaft be massaged with each push and pull.

"T-That's better," Claire snaked her arms under Kenny's wrapping them over his shoulder's, clinging onto him, "K-Keep going, Kenny -- Oh God, please don't stop. You're doing so much fucking better this time." Maybe at one point that phrase might have put Kenny off but at this point he was already starting to understand Claire's way of talking. So with a grin, he slid his knees up, pushing Claire's body up while his hips bucked sharper. Her cunt tightened and the blonde girl loudly gasped into his ear digging her nails into his flesh.

Looking up, Claire locked her eyes onto Kenny's for a moment; their two bodies shook and bounced with each thrust from him. Claire was enamored, fifteen minutes ago she was riding this quiet, shy, virgin who wasn't able to keep his head but now when as she looked into his deep brown eyes, all she could see was confidence and focus. She ended her gaze by quickly pressing her lips against his, pushing her tongue deep into his mouth. Kenny kissed back fully as his speed started to increase, his thrusts remained long and deep, but the sound of their slapping flesh began to grow louder and rougher.

Kenny knew he wasn't an expert by any means, but following his instincts and feeding off of what Claire was giving him was working better than he anticipated. "Oh fuck, Ken, just like that...oh fuck, yes," Claire whined with the breaks of their kiss, each one turning hungrier and more fervent. The blonde's body shuddered and tightened as each thrusts was still sending Kenny's cock in sharp and deep. A pressure began to build inside her and on instinct, Claire's legs lifted, wrapping right around Kenny's thrusting hips, "Faster...faster...oh fuck, Kenny, you're going to make me cum -- Fuck! You're going to make me cum!"

Without warning, Kenny pushed his body up and roughly slammed down, driving his prick directly down into Claire's cunt, grinding right along her clit. Her brown eyes sprung open and her whole body all but lifted off the bed. She let out a joyous crying moan and she felt her body release. However, with each clench and spasm of her cunt, Kenny grew closer and closer to his edge, his inexperienced cock still couldn't last against the heavenly sensation of Claire's cumming cunt.

Kenny tried to fight back against his closing in orgasm, not wanting this moment to end but with Claire's continued moans, incoherent babbles, and even the occasional kiss working in perfect time with her divine cunt, he knew he didn't have a chance. Still, the teen tried, he squeezed his eyes shut, trying to **** away every noise and sensation so he could calm himself, but Claire as he should have expected, had other plans, "Do you w-want to -- Mhm, fuck -- Want to cum on my face?" Kenny's eyes sprang open and Claire felt his cock swell inside of her, "Yes! Yes, oh god, cum on my face, Kenny! Cum on my face!" The blonde needfully begged and Kenny was spent.

At once Kenny pulled his hips back, yanking himself free from Claire's soaked hole. Claire knew exactly what she was doing when she immediately slid herself down between Kenny's legs until he was now straddled right over her upper chest. Her smaller hands were wrapped around his throbbing cock in an instant. Orgasmic bliss overcame Kenny and his head dropped back; Claire's hands wildly stroked him and she even suckled at his tip until finally, a thick stream of cum rocketed out from his tip.

Half of the shot caught Claire in the mouth before driving up over the bridge of her nose. With a giggle, Claire aimed Kenny's firing hose left and right, keeping her swift milking strokes as an impressive second load of the night was worked out from him. Streams of thick jizz coated her face, and she occasionally gave her lips a lick when a stream ran down over them. It was after the sixth, final dribbling shot, that Kenny collapsed, and Claire released his spent and now sensitive cock.

"H-Holy fucking shit, Claire...fucking wow," Kenny was smiling like an idiot as he blankly stared up at the ceiling, "That was..."

"Fun," Claire finished with another giggle, "You came a lot! I was worried you weren't going to like that idea,"

"Claire...any idea you have I'm sure I'm gonna love," Kenny jokingly replied with a few heavy breaths,

"Going to love? Like...you want to do this more?" Claire sat right up.

Kenny lifted his head, "If you...wanted to..." His words trailed as he couldn't help but marvel at the naked cheerleader currently covered in his cum staring back at him with eager eyes,

"I do! Oh this is going to be so much fun this summer!" Claire bounced with a clap of her hands. She scooted out of bed, all but skipping to the bathroom, "Hang on, let me wash my face, be right back!"

Kenny watched her swaying ass until it was out of sight. He then fell back flat on the bed, a wide smile returning to his face, "Holy shit...what the hell is happening and how am I so fucking lucky?"