Jessica's Ken
Copyright© 2026 by CreepyUnclePete
Chapter 2
Coming of Age Sex Story: Chapter 2 - This is an alternate of the mostly true story "Ken's Jessica." In this version he picks the evil, illegal, super sexy option. Read "Ken's Jessica" first.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft Consensual Romantic Heterosexual Fiction First Oral Sex Petting Safe Sex Public Sex Smoking
The first thing I registered was heat - wet, insistent heat wrapped around my cock like a living thing. I blinked awake to find Jessica’s blonde curls bobbing between my thighs, her lips stretched obscenely around my shaft. Her tongue flicked under the crown every time she pulled back, her cheeks hollowing with each suck.
“Jesus - Jess - “ I gasped, my hips jerking involuntarily. She didn’t stop. If anything, she took me deeper, her throat flexing around the head of my dick as she swallowed me down. My hands tangled in her hair, not pushing, just anchoring myself. She worked my rod with skill that couldn’t belong to anyone but a hooker over 30, not a girl of fourteen!
She pulled off with a wet pop, grinning up at me, her bottom lip glistening. “Morning,” she purred, then dove back in, swallowing me whole again. Her nose pressed into my pelvis, her throat convulsing around me as she held it there - three seconds, ten, fifteen - before pulling back to gasp then swallow me again! Over and over, until my thighs trembled and my vision blurred at the edges.
I came with a groan, spilling on her tongue as her mouth milked me. She didn’t pull away until I was twitching and oversensitive, her tongue lapping up every last drop before she collapsed onto my chest, giggling against my skin.
“Breakfast of champions,” she murmured, tracing idle circles on my stomach.
“So good!” I stroked her hair with one hand and a nipple with the other. “My first class isn’t until noon, four hours. What would you like? I’ll eat you, too. Anything!”
Jess oddly requested, “Say nice things and hold me? Please?”
I wrapped an arm over her. “Of course! You’re great! Beautiful, sexy, amazing!”
Her smile seemed too big for her face. “You, too! Well ... not beautiful ... um ... handsome! Very handsome.” She kissed my lips.
“And how can I make you happy? Kiss your kitty?”
“This is nice, Ken. Really great! You can put it in me, if you want? But loving and touching is what I need most.”
I fondled a firm, perfectly round boob. “Sure. You’re great!” More sex would be better, but I needed to recover first. I kissed her cheek, the tip of her nose, then her luscious lips.
“I love this! Hold and kiss me a lot! Every day! Use condoms, and you can poke it in me any time. Just love me and never let me go!”
“Wha ... really?”
She joked, “Well, not in front of my mom! Hehehe! But whenever we’re alone. I like it with kind guys like you, and I love to be close! So much!”
“AWESOME! I’m so lucky!”
“Time for a smoke, before I have to deal with the dragonlady.”
“Hahaha! She’s not that bad. She let us be together.”
“Well ... she’ll freak out and scream if she sees me smoke. Or if I do anything her golden boy doesn’t like.”
I was confused, “Golden boy?”
“You’re the first one she didn’t hate. The only one, out of ... the guys I dated.” Blood rushed to her cheeks.
I shouldn’t have asked, “How many guys?”
She tensed up. “Does it matter? More than three.”
I knew she’d been with over thirty guys, and the names of at least seven, but let the issue drop.
Jess exhaled a long slow stream of smoke toward the ceiling, her lips pursing in a way that made my spent cock twitch with renewed interest. The morning light caught the curves of her bare breasts as she leaned back against the headboard, one knee drawn up lazily. She took another drag, the ember glowing bright between her fingers before she blew a perfect smoke ring toward me. It floated, distorted, then vanished just above my chest.
“Bet you didn’t know I could do that,” she murmured, her voice rough from last night’s screams and this morning’s deep throat encore. She traced the rim of my ear with her free hand, her nails scraping lightly enough to raise goosebumps. The cigarette dangled precariously between her fingers, ash trembling - until she suddenly leaned down and pressed the filter between my lips. “Your turn,” she whispered, her breath warm against my cheek.
I coughed like an idiot on the first inhale - menthol and something cloyingly sweet - while Jess giggled and stole it back. “Virgin,” she teased, taking a triumphant drag. But her smirk faltered when the bedroom door creaked open without warning.