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My first time serving

Posted by a straight man:

June 8, 2026

By Jack Smith

I’d never subbed or been topped before, but when I get unbearably horny the idea of being fucked and made to serve a woman with a cock becomes the hottest thing in my mind. One night when I was out of town on work I decided to go for it. I bought myself an enema kit, lube, and the best anal you I could find on short notice. I cleaned myself out, put the toy in me, and sat naked in my hotel chair updating my dating app parameters. After a few hours, I matched with a gorgeous young dominant trans woman. She told me what she wanted and it made me hard as a rock. Later that night, she came to my hotel. I told her my room number, set the door slightly ajar, and waited on my knees for her, wearing nothing but that toy up in me. She came in, saw me, gave me a little wry smirk, and closed the door. She dropped her shorts, revealing her already semi-hard curved cock. It seemed to be about as big as mine (and I’m no shrimp), but may have been bigger, the curve made it hard to tell. I began to pleasure her with my tongue, mouth and throat, taking her as deep as I could. When she was finally ready, she took me to the bed. She played me on my back, legs in the air. She took out my toy, lubed herself up, and slowly penetrated me. My hole had been mostly unused and that toy was much smaller than her, so it took some time to get her all the way in, but when she did I finally understood the meaning of “feeling full” when being penetrated. She started fucking me slow, gradually picking up the pace. She put a pre lubed hand on my rock hard cock and began to stroke it while she fucked me. It didn’t take me long to finish, and it was probably the most volume over ever expelled at once. Most of it ended up on my chest and face, but some ended up on her. She continued to move in and out of me, until finally, she pulled out her cock and had me finish her off by rubbing the underside of her cock, spilling her seed into my hand. She had cum so much that it flowed out of my hand almost immediately and dribbled on my now semi-flaccid, leaking cock, my balls, and my inner thighs. She cleaned her self up and left, and I laid there for a moment, cover in sweat and both of our cum, regretting only that I didn’t get to experience her filling me with her hot seed instead.

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