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Chapter 19
by
orangeorangeorange
Does she?
She keeps going, but she's careful about it
"Yeah, but not if I'm split in half," Cassie answered with a grin, eyes still fixed on Kevin's rod as it bobbed in the open air. Absentmindedly unfastening her skirt, she said, "I'm gonna need to be on top, at least at first. I need to control how fast and how much of that monster I take in."
"Sounds good to me," Kevin replied as he stripped off his shirt with a cocky grin, ready to lay back and let the brunette do the work after all the effort he'd just put into pleasuring her.
"Alright, get on the floor," Cassie ordered, her apprehension from a moment ago replaced with perky eagerness.
Not one to argue with a willing and eager cheerleader, Kevin hurried to lay down on the floor of the classroom; it was hard and a bit cold, but he had the feeling he'd be too preoccupied to focus on that before long. He propped his head up on the clothes he had just discarded, and admired his member as it stood up proudly. Above him, Cassie slipped off her shoes and pulled down her soaked powder-blue panties to reveal her swollen slit.
Kevin had dreamed about seeing a woman up close, but the reality surpassed any fantasy. Cassie's mound was completely smooth and her appropriately petite pussy was flushed a dark pink with arousal from their earlier activities, her little nub just barely peeking out from under its hood in excitement. He was tempted to sit up and touch it, but decided that what Cassie was about to do with it would feel considerably better.
The petite brunette stepped over him and slowly lowered herself into a squatting position above his manhood, her flower spreading open beautifully as she did. Kevin shuddered as her small, soft hand grabbed him and guided him to her entrance. As Cassie slowly enveloped the tip of his cock, Kevin nearly lost it. He was overwhelmed by how wonderful she felt, wet and hot and tight. She was almost too tight, but not quite; like everything else about the petite girl's compact little body, the pressure was just perfect.
Luckily for Kevin, Cassie wanted to go slow, which gave him the opportunity to get used to the sensations without exploding. The cheerleader rested one hand on his now solid chest for balance, keeping the other on his member as she guided it into her. Throughout the whole thing, she kept her energetic sky-blue eyes locked on his.
Slowly, inch by inch, she took him inside of her; pausing at regular intervals to let herself adjust to his girth and letting out cute gasping moans each time she took in more. Once she had made it halfway down his length, Cassie took a deep breath and slowly let it out, exclaiming, "You're so thick! I was expecting the length, but, wow, you are stretching me like I've never been stretched."
Kevin actually felt a pang of guilt and hesitantly, going against every instinct his hormones were pushing on him, offered, "We can stop if you want."
"No!" Cassie nearly shouted, her eyes going wide. Her short blond-streaked hair went flying as she forcefully shook her head from side to side, words desperately tumbling out of her mouth, "No, no, no, no, no. I want you inside of me. Your cock is going to feel so good once I get used to it. I love it when a guy is big enough to stretch me out, and you've already stretched me way more than any other guy I've been with. I can’t even imagine what it will feel like once thus thing is pounding into me."
Kevin's eyebrows shot up and he threw his hands up in surrender. "Hey, it's fine. I want to fuck you; I just don't want to hurt you. If you're good, I'm good."
"Trust me, I'm definitely good," Cassie assured him, regaining some of her composure. As if to demonstrate, she let out a high-pitched moan as she slid herself further down Kevin's pole.
After a few more inches of sliding and moaning, Cassie finally fully enveloped Kevin. She placed both hands on his firm chest and leaned forward as she took a moment to fully adapt to Kevin's considerable size. Even though she had taken the time to adjust herself as she descended, she was still extremely tight. Through the slow process, however, Kevin had acclimated to her tightness, to the extent that any man could. He wasn't about to blow as soon as she started moving.
Which was good, because it was mind blowing when she did. The cheerleader kept her hands on Kevin's chest and slowly started to experimentally move up and down on his pole, lifting herself only a few inches off of it before lowering herself back down. The tightness Kevin had gotten used to wrapped and pulled at him as Cassie pumped the first few inches of his cock, bringing him more pleasure than he could remember ever feeling before.
The pleasure only increased as Cassie, apparently satisfied with her earlier experimentation, began to fuck Kevin in earnest. Her hands still on his chest to help her balance on the balls of her feat, she raised herself until only the his tip was inside of her and quickly dropped down to engulf his entire length. Both teens let out sudden moans at the incredible pleasure the abrupt movement brought. Their moans only increased as the petite brunette started to show her energetic nature again and began vigorously bouncing on Kevin's rod.
"God, you're tight," Kevin managed between moans, as he took in the wonderful things the movement was doing to the petite girl's breasts. Their firmness caused a tight sort of bouncing sway that looked fantastic.
"It's because you're so big," Cassie returned, letting out another high-pitched moan. "So big. Put your hands on my hips so I can sit up, baby."
Kevin complied and placed his hands on his partner's smooth hips. Her weight lifted off his chest and settled comfortably onto his hips. Upright, she ran a hand through her short hair, pushing it out of her face. Closing her eyes and bringing her hands to her chest, the brunette started to move even faster up and down his length.
Kevin struggled to keep the petite cheerleader upright, but thanks to his new body, he managed. The sight of Cassie bouncing on his cock while she massaged her perky breasts, occasionally reaching up to tweak a nipple, was more than worth it. The pleasure from the tight slippery friction as her rapidly moving pussy gripped his cock wasn't bad either.
"Oh, baby, I'm so close," Cassie moaned. "Just a little more."
Kevin had an idea, and thrust up the next time his partner was lowering herself. Cassie let out a high-pitched yelp and her breasts bounced pleasantly in her hands. Cassie leaned forward slightly and reached one hand down to play with her clit as she continued to rapidly bounce on Kevin's cock, now met by his own thrusts as she did.
"Oh, God. Oh, Jesus-fucking-Christ! Yes, yes, yes! Oh, baby, fuck me so good!" Cassie cried out rapid-fire, as Kevin continued to pound up into her. She lost her balance and fell onto his chest, her breasts mashed between them wonderfully. Kevin continued to lift his newly improved hips off the hard floor to slam them into his cheerleader of choice, her body beginning to tense up and her moans getting even higher pitched as she approached her second climax.
This time Kevin felt what was going on inside her, and had to focus all his mental energy into his movements to keep from blowing his load into Cassie's petite pussy. She tightened and convulsed around him, gripping and twisting, almost as if she was trying to wring his semen out of him. On top of him, she had completely lost control of herself. Kevin grabbed the brunette's tight little ass and thrust into her harder as she began to let out halting high-pitched moans, her whole body practically vibrating; all of her muscles clenched and unclenched in rapid succession, leaving her writhing atop Kevin's body.
Eventually, she began to relax, still quivering slightly with her head resting on Kevin's chest as he slowed his thrusts to a gentle stop. Looking down at the the small-framed girl, it almost seemed like she might have passed out, but after only a brief rest, Cassie stopped shaking entirely and propped herself up on Kevin's chest, staring into his face with her sky-blue eyes and ever energetic smile.
"That's two," the petite ball of energy said cheerily, raising a hand to hold up two fingers. Giving Kevin's still rock-hard erection a quick squeeze with her pussy, she added, "and you're still ready for more. Very impressive; you've definitely got more than a big cock over most guys."
Cassie leaned forward and gave Kevin a short, playful kiss; more than a peck, but much less than the aggressive **** earlier or even their kiss in the hall. It was teasing and promised something more. Pushing herself up off of his chest, Cassie carefully stood up, letting Kevin's rod slide out of her pussy and leaving it standing up proudly, stiff and slick.
Ready for round three?
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Help! I'm a Teenage Genie!
A high-school cheerleader discovers her true heritage
On her 18th birthday Jessica Edwards' perfect life is shattered when she discovers that she's really a wish-granting genie! It's a secret she hopes she can keep, but when the ring that controls her falls into the wrong hands she knows her whole world will never be the same again...
Updated on May 27, 2026
by NaughtyPixie
Created on Feb 9, 2019
by NaughtyPixie
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