My First Tranny ExperienceSo to start off this whole thing, I have aways though of myself and a straight man. I've never been attracted to guys. So it was a couple years ago and I was doing a hospital rotation in Tampa. It was a lot of hours and not a ton of time off. One night we got off work early and we all decided to see what Tampa had to offer. We went to a couple bars first, and they were ok before we finally found a decent one with live music. Not long after we got there I started flirting with a group of girls that were nearby. It didn't take long before I was moving in on a short brunette named Erica. She was about 5'3", 120lbs and had a dark complexion. We ended up spending most of the night together until my friend wanted to go to a ***** club, the girls weren't down so I ended up getting her number and a nice little kiss on the cheek.
The next day I had to work for awhile but I started texting her early. I asked if she would like to meet me for dinner and some drinks later that night, and she agreed. We kept talking for awhile, and then I got an awkward message saying "Do you like TS's?" I had no idea what that was, so I politely asked her and she said that she was a girl, that had a man parts below. It kind of took me for a shock at first, but It didn't phase me. I told her I never had but I didn't really look at her that way. So later that night we went out and had some great dinner and drinks, and she looked so good. She wore a small, blue sundress, and some cute saddles. As the night kept on I started to really start liking Erica and putting some moves on her. That didn't last long before she invited me back to her place for some more drinks.
We got back to her pad and she asked me to make some drinks. We sat around talking for a bit before she invited me into her bedroom to show me some of the beauty pageants she had one, I was impressed. I couldn't take it anymore. I leaned in and kissed her. Immediately we fell to the bed and start passionately kissing and touching each other. She started pulling off my shirt as I unbuttoned hers. I removed her bra and there in front of me were the most gorgeous set of breasts I had seen in a long time. I slowly kissed down her next and she lifted my shirt of and I started sucking on her ****. She moaned so loud, and started attacking my pants. She got them off quick, and I kiss down her body to her panties and slowly slipped them off, as I pulled them down a sexy little, neatly trimmed **** sprung into my face. I stopped for less than a sec looking at it then grabbed it firm with my hand and slid it into my mouth. I was amazing...MY FIRST TIME. I slowly sucked on Ericas **** which continued to make me more and more turned on.
Erica flipped me on my back and returned the favor....but she was defenitley the champ. It felt so good to have her suck on me while I played with her ****. Then she asked me something that completely took me by surprise. She asked if she could put it in? I paused and ask "in me", she giggled and said yes, I won't hurt you i'm gentle and not that big. I completely agreed, and watch as she bent over me to get a condom and some lube. Let me tell you, I was nervous. Erica slipped the condom on and rubbed some lube on herself and a little on my ***. She push it against me and ask if I was ready, I told her as ready as I'll ever be and she slow started pushing it in. I won't lie, it hurt at first by Erica knew what she was doing. I started to relax and it slipped right in. WOW, it felt AMAZING. It felt so good I though I was going to *** right there. Erica continued to slowly slide her **** in and out of me, I told her to go faster. The faster she got the harder I got, I thought I was going to explode. Erica started moaning really loud and reached down and grabbed my ****, she started stroking it as she pushed inside of me. Moments later we both exploded, I cummed all over myself and Erica bust inside of me.
It was amazing!!! Erica went out and saw each other a couple more times before I had to leave. She was an amazing girl and I hope to see her again sometime.
zlal22 26-30, M 9 Responses 5 Jun 12, 2012