
Training a Boy
Jenna is training her step brother
Chapter 1
by ManRayMansker
Jenna sauntered through the house her long auburn hair flowing behind her. Her emerald eyes glowed with mischief as she made her way towards Jake's room. It was his 18th birthday and the perfect opportunity to ratchet up her flirtations to the next level. She knew Jake was putty in her hands, his lingering glances and obvious arousal whenever she "accidentally" flashed him told her everything she needed.
She cracked open his door, peeking her head in with a playful smile. "Happy birthday Jakey! I made your favorite breakfast - chocolate chip pancakes!"
Jake nearly spit out his coffee, eyes bulging at the sight of Jenna wearing nothing but a sheer babydoll nightie that left little to the imagination. His cock throbbed in his boxers as he took in her perky tits and the way her pert nipples poked against the thin fabric.
"Uh thanks Jen, that's so sweet of you," he stammered, averting his eyes and blushing furiously as he tried to hide his stiffening erection. Jenna giggled and sashayed over, setting the tray down on his lap. An action that caused her nightie to ride up and expose her bare pussy.
"Oopsie! Silly me, keeps forgetting to wear panties," she tittered, not bothering to correct herself as she perched on the edge of his bed. She leaned forward, giving Jake an eyeful of her cleavage as she poured his coffee. "So any big plans for the day? I'm freeee if you want to hang out..."
Jake gulped, throat suddenly dry. He nodded vigorously, unable to tear his gaze away from her full tits practically spilling out of her top. "Y-yeah that sounds awesome. We could, um, go swimming later?"
"Mmm I like the way you think," Jenna purred, reaching over to trail a finger along his thigh. "And don't forget, you're sooo welcome to stare. I'm legal now so none of that hands off bullshit, 'kay? I know you want to touch..."
With a wink she slid off the bed, giving him a perfect view of her round ass and glistening slit before flouncing out the door. Jake let out a shaky breath, palming his diamond hard cock through his boxers. Fuck did his step sis have no shame! She was his father's wife's daughter but they'd always been close, her flirtations steadily increasing since she moved in last year. Now that he was 18, it seemed she was done playing games...
An hour later, Jake stood back and admired his reflection. He looked decent in his swim trunks, thinking he didn't look half bad for a scrawny dork. Jenna wolf whistled as he entered the kitchen.
"Well damn, look at you!" She grinned, looking him up and down hungrily. "All man now! C'mon, let's christen your birthday."
Jenna grabbed two beers from the fridge and tossed one to Jake. She cracked hers open and chugged it in one go, slamming it back down with a satisfied "Ahh". Beer slid down her throat, a stray drop escaping to roll between her lurking breasts barely contained by her red bikini top.
"Mmm, refreshing! Now, race you to the hot tub!"
She took off with a squeal, Jake stumbling after her in surprise and grudging arousal. Jenna was bent over the hot tub, delectable ass on full display as she fiddled with the jets. Jake swallowed hard, painful erection tenting his trunks as she looked back at him.
"Take your time bro, I'll wait," Jenna sing-songed, voice dripping with mocking amusement.
Jake flushed and quickly shimmied out of his trunks, diving under the water before she could comment on his full mast. He surfaced with a gasp, the warm water soothing his burning cheeks. Jenna slipped in across from him, the waterline disappearing into her crotch.
"Doesn't that feel nice," she sighed, leaning back and closing her eyes. "Mmm yeah, I needed this."
Jake agreed, letting the heat seep into his muscles. He chanced a look at Jenna, admiring how she practically glowed, face serene and tits bobbing on the surface. She cracked one eye open and smirked at him.
"See something you like back there? Take a picture it'll last longer," she teased.
"J-just admiring your, um, relaxation technique," Jake stammered, sinking lower in the water. His eyes were drawn to her jiggly tits like a magnet.
"Heh, I bet! You're too much Jakey, I'm just chilling here."
She sighed and stood up, water cascading down her body. Jake's mouth went dry at the sight of her nude form, his dick pulsing needily against his stomach. Jenna patted herself dry before hiking up her bikini bottoms. They were taut over her mound, leaving nothing to the imagination.
She caught him staring and smirked wider. "Like what you see? It's all yours now... if you think you can handle me."
And with that abortive promise, she sauntered off, Jake gaping after her and cursing his traitorous body. Fuck his step sis was going to be the **** of him...
Over the next few weeks, Jenna couldn't seem to stop teasing Jake. She'd bend over in front of him, give him a flash of her tits or ass, then simply laugh and tease him for popping a boner. Jake was in a constant state of blue balls and frustration, cock weeping and **** for action.
He began to tune her out, ignoring her "accidents" as she did yoga in the living room. Jake focused on his own stretches, groaning as he bent to touch his toes. Jenna looked up from her downward dog, eyes zeroing in on his tentpole straining against his sweats.
"Triiiing to ignore me are you? Rude!" she huffed, switching to a headstand against the wall. Her ass pointed right at him, barely covered by her yoga shorts.
"Jenna c'mon," Jake whined, fighting not to stare at her jiggly cheeks. "A guy can only take so much..."
"Yea but you love it," she purred, wiggling her butt. She slowly walked her hands back until her face was level with his crotch, nose nearly brushing his straining cock. Jake shuddered as her warm breath wafted over him.
"Fuck Jenna, please..." he groaned through gritted teeth.
"Hmm that's more like it! Now hurry up and finish your workout."
She flipped back to her feet and strolled off, leaving Jake to flail in her wake. He finished his stretches and stomped off to his room before he did something stupid like bend her over the couch. God she was a fucking tease! And he both loved and hated it...
That night, Jake lay in bed staring at his ceiling, cock throbbing as his mind replayed all of Jenna's teasing. He palmed himself with a quiet groan, imagining it was her tight cunt instead. Would she really let him fuck her? She seemed to want it...
He was so lost in his fantasy he didn't hear his door creak open. A figure slid into his bed and he nearly jumped out of his skin to see Jenna crawling towards him, clad in a sheer nightie that left nothing to the imagination.
"Shhhh it's just me," she cooed, eyes roving over his body. "Saw your light on and thought you could use some help with that."
Jake nodded dumbly as she wrapped a small hand around his shaft, jacking him slowly. "Fuck Jenna..."
"Hmmm you're so fucking big," she sighed, licking her lips.
What's next?
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Jenna is using her body to influence her step brother to be the putty in her hands she wants him to be.
Updated on May 19, 2025
by ManRayMansker
Created on Dec 27, 2024
by ManRayMansker
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