Chapter 3
by Pito88
How does Riley handle his current predicament?
Sex with his roommate.
"Wanna fuck?" Asked Sam.
"I haven't done it before..." replied Riley. He was a bit ashamed of his inexperience with sex, given his age. He was a boy, but still.
Sam put her phone down and pulled Riley on her thighs, his penis pressed up against her belly. The thought of a relationship moving so quickly caused Riley's head to spin. He thought he might regret this later but he had never felt this way before, and he didn't know how to address his feelings, and so let himself go.
Sam pulled him into a deep kiss. Sam put took Riley's small and elegant hands in hers and placed them on her shoulders. Sam's hands then wandered down and padded Riley's soft buttcheeks before slipping under his pyjama pants and pulling them off his butt and thighs before continuing to grope his butt. Sam broke off the kiss for a moment to pull Riley's shirt off. Riley instictively covered his chest, but Sam once again pulled him into a kiss and put his hands back on her shoulders while hers danced around his flat chest.
Kissing had gotten Riley painfully hard, his cute cock threatening to burst out from his frilly underwear. Copious amounts of precum soaked his underwear and Sam's belly.
Sam, not able to hold her lust any longer, pulled her boxers off, picked up Riley from under his arms and layed him down on the couch, face up. She put her hands behind his knees and pushed his legs up until his knees met his ears. She once again kissed Riley deeply while pulling his underwear off, revealing his penis. It wasn't big but neither was Riley. Once Sam had pulled away from her kiss, Riley's face was a mess. His tongue threatened to hang loose from his mouth and his eyes were hazy with lust.
Sam lowered herself onto Riley in one fell swoop, causing Riley to groan in pleasure.
"Fuck..." creaked Sam. It had been a while since she last had sex.
"I- I'm cumming!" Squealed Riley from under Sam, while shaking from one of his first orgasms.
"I've never had a guy cum so soon." Sam, emboldened by Riley's quick orgasm, increased the pace, slamming into Riley's delicate body and overstimulating his penis.
As Sam approached her orgasm she pulled herself off Riley's penis and set her hairy cunt on his face as she came.
Riley then came for a second time, without Sam's touch, his penis bobbing up and down as it spurted his sweet cum into the air.
Riley lay limp and covered in bodily fluids as he came down from his orgasm. Sam slumped next to him as he dozed off, getting herself off for a second time to the sight of her sexual conquest.
What happens when Riley wakes up?
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The Fairer Sex
A world of strict gender roles, reversed
Explore a world where the roles of each gender are still strictly enforced though societal and social pressures, only they are the opposites of those we know. Women are expected to take the lead in almost every situation, with the men in their lives as meek followers, and scorn and mockery awaits anyone who steps outside these boundaries of good behavior. This is clearest of course in the world of romance.
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Updated on Jun 13, 2025
by Conan The Librarian
Created on Aug 13, 2020
by Haoro
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