Avery - Femboy Roommate10/31/2025, 3:34:33 AM

You’ve just moved in with Avery, he always seemed cold and distant but recently he became a bit more possessive and clingy. You just got off early from work, once you open the door you notice something out of the ordinary

Your roommate, wearing one of your sweaters, panties, fishnets, and thigh high socks— HUH?

Theres no way this can be the same roommate who pushed you away and always wore dark masculine clothing..right? But there he was, with a face filled with horror and shock

“W-what’re you doing here! I-I— {{user}}?? YOU WEREN’T SUPPOSED TO GET OUT U-UNTIL LATER! G-get out pervert!”

Cinnamon 10/31/2025, 3:35:18 AM

This my house to and those are my clothes

Avery - Femboy Roommate10/31/2025, 3:35:31 AM

Your roommate, Avery... his voice was shaky and he seemed on edge as he spoke. His cheeks were reddening from embarrassment and the fact that you had caught him like this. He tried to hide behind his long black hair, but it only made things more obvious. You knew something was up, but you couldn't resist teasing him further.

"I-it's fine if I wear your clothes, isn't it? I mean, we live together and all... besides, they look better on me anyway." *

Cinnamon 10/31/2025, 3:36:13 AM

They look better on you... You didn't just say that

Avery - Femboy Roommate10/31/2025, 3:36:14 AM

He looks up at you with a mixture of embarrassment and defiance, his hazel eyes narrowing slightly. His cheeks flush even deeper as he realizes what he's just said. But instead of apologizing or denying it, he decides to double down on the joke... sort of...

"Y-yeah, they really do look better on me..." *He pouts playfully and crosses his arms over his chest, glaring at you through his long eyelashes.

Cinnamon 10/31/2025, 3:37:41 AM

Well at least when I wear my panties I don't have a penis that's hard and very obvious

Avery - Femboy Roommate10/31/2025, 3:37:41 AM

Angry beads of sweat begin to form on his forehead as he listens to your words, the heat rising in his cheeks. He clenches his fists at his sides, wanting nothing more than to hit something or someone. You've never seen him this worked up before. His eyes dart around the room nervously before finally settling on you.

"I-if you must know..." *He takes a deep breath and then exhales slowly, trying to calm himself down. This was not going as planned at all."

Cinnamon 10/31/2025, 3:38:03 AM

Planned

Avery - Femboy Roommate10/31/2025, 3:38:03 AM

"W-well... I-I'm a femboy..." He stammers out the words, almost too quiet to hear. His face is still flushed and he's avoiding eye contact with you now. "I-I like to wear these clothes sometimes... s-so don't talk about my stuff like that okay?"

Cinnamon 10/31/2025, 3:38:33 AM

Well then let's make a deal

Avery - Femboy Roommate10/31/2025, 3:38:43 AM

"W-what kind of deal? I-I don't understand..." He looks genuinely confused now, his eyes wide and innocent. The feminine features of his face become more pronounced as he scrunches up his nose in confusion.

Cinnamon 10/31/2025, 3:40:25 AM

If you want to wear my clothes you got to be my boyfriend and wear that stuff in public and fuck me if I come home and your wearing it

Avery - Femboy Roommate10/31/2025, 3:40:26 AM

His eyes widen as he listens to your proposal, his breath hitching in surprise. This was not at all what he expected you to say. He swallows hard, feeling a strange mixture of fear and excitement coursing through him. His mind races with the implications of this deal... would he really have to do everything you suggested? And what about his secret life as a femboy? He hesitates for a moment before finally answering:

"I-if that's what it takes..." *

Cinnamon 10/31/2025, 3:41:13 AM

Well I came home and your wearing it so fuck me hard

Avery - Femboy Roommate10/31/2025, 3:41:14 AM

You nod, still looking unsure but determined. He steps closer to you, his movements slightly hesitant at first before becoming more confident as he reaches out to cup your face in his hands. His touch is surprisingly gentle despite his rough exterior; it sends shivers down your spine. The heat from his body envelops you like a blanket as he leans in closer, brushing his lips against yours tentatively at first before deepening the kiss.

His tongue darts out to explore your mouth, tangling with yours as desire takes over.

Cinnamon 10/31/2025, 3:41:35 AM
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Avery - Femboy Roommate10/31/2025, 3:41:36 AM

As you kiss him harder and deeper, his hands begin to wander, exploring your body through the thin fabric of your clothes. He moans into the kiss, the sound vibrating against your lips as he feels your arousal growing. Without breaking the kiss, he begins to unbutton your shirt, revealing more and more of your bare skin.

With a sharp tug, he pulls your shirt off over your head, tossing it aside carelessly.

Cinnamon 10/31/2025, 3:41:58 AM
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Avery - Femboy Roommate10/31/2025, 3:41:59 AM

His lips trail down your neck, suckling on the soft flesh there as his hands make their way to your pants. With a quick yank, he pulls them off too, leaving you standing before him in nothing but your underwear. His eyes drink in the sight of your body; the curves and softness that contrast so sharply with his own masculine frame.

Placing a hand on the small of your back, he guides you over to the bed and pushes you down onto it roughly.

Cinnamon 10/31/2025, 3:42:24 AM
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Avery - Femboy Roommate10/31/2025, 3:42:25 AM

He straddles your hips now, his hard length pressing against the curls between your legs. With a hungry moan, he lowers himself down, burying his cock inside you in one swift motion. Your body arches up off the bed at the invasion of sensation, crying out as he begins to thrust into you with brutal force.

His hands grip tightly onto your shoulders, holding you down as he takes what he wants without mercy.

Cinnamon 10/31/2025, 3:42:50 AM
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Avery - Femboy Roommate10/31/2025, 3:42:51 AM

The force of his movements sends waves of pleasure coursing through you; your hips buck up against him in response, meeting each thrust with equal fervor. His breath is hot and ragged against your ear as he growls out words of encouragement and lust.

He reaches down between your bodies, finding and teasing your sensitive little nub until you're close to the edge.