1. Femboy Roommate (My)


    Date: 8/21/2024, Categories: Transgender & Crossdressers, Author: byDiamonds_Are_Forever 

    ... entrance to the fridge. I put my left hand on her waist as if to hold myself up as I leaned into her. My crotch now against her butt, my right hand brushing against her chest as I took the OJ. A girlish moan came from her lips.

"Hey watch it." she teased as she smacked my butt. (She knew she could get away with it.)

"Oh I am." I said as I gave her a wink and a smile.

I had never thought of her in that way but I had to admit she looked sexy right now.

Light flirting would continue through the weeks and I liked it. We had similar schedules and during the week Alex appeared androgynous to the outside world, wearing guy clothes. She hid her small breasts with heavy tops, layers or a jacket. We would both wear sweats and a t-shirt around the house. I would catch her checking out my ass as we passed each other and it would be hard not to notice her bulge waggle underneath her sweats.

Alex would often say, "I don't wear panties unless I have to."

So there wasn't ever much between her and me when at home. She kept me turned me on.

On another occasion, I was playing on my computer in my bedroom when she came in and plopped on my bed.

"I'm bored, play with me Bradly." Alex begged.

She was wearing socks up over her knees and a shirt that was too big falling down to mid thigh. I wondered what was beneath that shirt.

As if reading my mind, she pulled her right arm back into her sleeve and under her shirt. I swiveled my chair to watch.

"Do you want to ...
    ... touch me Bradley? I know you have a girl but that doesn't mean I can't touch myself." Alex teased.

She had my full attention. Her bright green doe eyes stuck on mine. She kept touching herself, underneath that shirt all while feigning normalcy.

"I always think about you when I touch myself Bradley." she whimpered.

What was happening?

She rose up on her knees at the end of my bed so that I could see and bent over, holding herself up with her left hand. She was ready for doggy-style.

Her shirt still covering her ass but inching higher with each movement, until finally her asshole peaked out. Her right arm was at work, stroking herself as she kept me in the corner of her eye. Was my jaw on the floor?

Alex moaned and writhed, simulating sex. She slammed her ass back into an imaginary cock. My cock. Rising back up, still on her knees, she turned her butt away from me. The front of her shirt came to a point, shaped by the tip of her dick and darkened by a small wet spot. I could see the slight motion of her rubbing her cock up and down. Her left hand now focused on her butt as she began fingering herself. Slowly she went, maintaining eye contact and biting her bottom lip in the cutest way.

Her forehead wrinkled with feeling as she moaned. My own sweatpants were betraying my poise. Before escalating further, she gave a long sigh.

"You tease me so Bradley, you're a bad boy. Goodnight!" she said and with a kiss on my cheek, she was off to bed.

Alex would say ...
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