I Was Turned

My whole life i was straight as it gets. Since 15 I always had a girlfriend but as always girls come and go. One unique relationship that I had was in college - freshman year. I met this one cool girl and we just clicked. We started dating and it was more or less normal relationship. One year into the relationship she told me she really into punishment and butt stuff. So I started spanking her and started putting stuff in her butt - carrot, ginger, banana. Anything you can think of basically. I dint really enjoy punishing her nor all that butt stuff she asked me to do. So one day she got upset about that. After a big fight she told me since I'm not going to do that to her she will start doing it to me.

I remember first time after that conversation she told me to get undressed and to lay down on my stomach. Once I was in the position she started grabbing my butt. And I ain't going to lie it felt good. She start smacking my butt over and over again and asked me in commanding voice if I was a bad boy. Then she made me count every smack. That dint feel so good. Eventually she stopped and told me to pull my legs and to arc my back. Once I did that she started licking my butthole. Now that felt so good. Shortly after that she put one finger in my butt and then two and eventually started thrusting it into my butt in and out. It hurted in the beginning and felt so weird but after about 3 minutes of constant thrusting motion it actually started to feel good. Like really good. Of course I dint admit that to her and after we were done I told her it's whatever and I'll do anything for her. After that everytime we had sex she always fingered my butthole. That became literally one thing I looked forward to when we had sex. Eventually we broke up. I did miss her but that butt play is what I missed the most. I started using my own fingers to play with my butt but it was just not enough.

So one day I got on the Amazon and bought lube and different sizes of dildos and thrusting machine. Once I got my package I drank a lot of alcohol, put porn on, and said f it basically. The tip of the dildo was painful to insert and I wanted to stop. But once it was in it felt like so amazing. I couldn't stop. I spend whole day thrusting dildo up my butt. I was able to put 8 inch dildo all the way in me and it felt so satisfying. I came hands free. It felt like I accomplished my mission. Less than a week later I started thinking about that thrusting machine. Once again I got drunk, put porn on, and set everything up. With thrusting machine, I put tip inside and clicked start and thrusting started. The joy was sooo great that I just laid there for hours while machine did it thing.

After playing with my toys day after day I started watching lady boys and sissies porn. I actually wanted to be like them. I started to shave and slim down and work on my legs. I bought a cage, skirts, wig, heals, silk night gown, stockings, female lingerie, bra, lipstick. Once i put everything on and looked in the mirror I looked so good. Just like the lady boys in the videos. I started recording my self playing with the toys and then watching them afterwards. I got really good at riding dildos and really good at feminine poses - arcing your back and whatnot. Eventually I wanted to try a real thing.

To try real thing was the hardest part. I downloaded grinder and posted my pictures. To see so many likes and messages felt so good. I did got involved in conversations via messages but always chickened out to go through it. What if someone sees me and recognizes me. But the urge was very strong to go through it. Most of the messages I got was straight to the point with a dick picture which was super hot. Few messages were very nice and made me feel safe. After talking to few guys for over a week via constant messages I picked one and we set up meeting in the hotel. I arrived first, took shower, doll up, put my dress on, heals, lube, and waited while drinking vodka. Then I heard knock on the door. I was so nervous so so nervous. When I opened door he said hi nice to meet you. We shook hands. He stepped inside the hotel and started grabbing my butt. I immediately dropped down to my knees and unzipped his pants and finally had the real thing in my hands. It was about 6 inch. I started kissing it and sucking it. It felt kk. Not bad and not good. Eventually I got up and he bended me over and straight up put it all inside of me. We spend whole night fucking. And it felt so good. To have another man use me and cum in me felt so satisfying. After that day I fully accepted that I'm gay.

Now that was couple of years ago. After that experience I wasn't scared anymore. I do require negative test and condom. I been having sex with various men 3-4 times a week. It just that feeling of pleasing men and having them use me brings me greatest satisfaction ever.