College + Craigslist

It was 2012 and I was in college in Greensboro North Carolina. I just came in from a night out and didn’t have anyone to call so I got on Craigslist. I was high and had been drinking so I was extra horned up. I scrolled to a post that had a decent latina so I decided to write not thinking I would get a response. Well, I got the response. She said come over and told me her location. It was just a short walk off campus so I walked over to the apartments. When I got there she let me in and I walked to her room where I sat on the bed. It was candle lit so not much like but the flickering of that one candle. She wasted no time unzipping me and began sucking me as she lay beside me. Her ass was poking out of the little red and black night dress she had on and she moved my hand and placed it on her ass. She then asked can she give me a massage which I was down for, so she told me to get undressed. I lay face first on the bed and she used some oil and started to work my back and thighs. She rubbed my ass as well and make a few swipes of my ass hole which felt strange but good so I let it fly. This goes on for a few and I feel the effects of my night out which put me in a twilight zone. I was enjoying the massage figuring it would lead to sex eventually as I was drifting in and out. Then it all changed. She got up as I was still laid spread on my stomach I figured she was getting ready to flip me over and suck or ride me. Well that didn’t happen. She came back quickly and I heard what to me sounded like candy wrapper. Then it happened, it felt like a rock was being shoved in my ass. I started to move forward but the head board was there and I have nowhere to go. I turned around and I seen her looking down and pushing her very real dick in me breaking me in. I realized at that moment my ass was being taken. She/he was much smaller and looking back I could have stopped it but mentally I was defeated and couldn’t muster the strength. I just laid my head down and spaced as She/he opened me up and took me. It seemed like a while but it didn’t last long my head was against the head board at this time from running but it didn’t stop until She/he was done. Once it was over they got up and walked to the dresser without a word being spoke I pulled myself together closed my legs and slid to the edge of the bed grabbed my clothes got dressed and walked home with my ass as open as outside and never spoke of it again. Took 2 days to recover my leaking asshole. That was the day I got introduced to what a trans was, taken, and fucked