Author: 185Throwaway57

[MT] Didn’t know she was trans until she told me, and it ended up turning me on even more

A little about me. I’m a 22-year-old American guy. I’m on the slim/toned side, and stand at 6′ 3″. I’d say I’m decent looking, people (girls/sexual partners) call me “cute” a lot because I still have the face of a 14 year old kid and my skin is soft and smooth. I consider myself very open-minded sexually, but wouldn’t really consider myself bisexual since I’m only interested in relationships with women.

I’m typing this on my couch about 8 hours after I met up with my first Tinder date, Jessica, in my new city. I matched with her about a week ago, and thought she looked pretty hot. She was a latina with insanely long black curly hair and smooth caramel skin. She had an athletic body and a face that reminded me a lot of Penelope Cruz.

When I intially looked at her profile I assumed she was a cisgender woman. There was nothing about her that resembled a trans person or any traces of masculinity. So suffice to say when she told me she was trans I was pretty blown away. Read more »

[MF] How the awkward shy kid [22 M] lost his virginity, part 2 (Very Long)

Before I start, just wanna say I’m not much of a writer, so any and all constructive criticism is appreciated! I should also mention that I sadly was only able to spend a few more days with Katie after the events in this story, since I was moving to another state to start my new job. Nevertheless, it was a week I’ll never forget. Ok, here we go.

“What would your roommates think if they knew what you were doing–uuuggghhhfff!”, moaned Katie as I once again thrust my throbbing dick into her beautiful wet pussy.

My roommates. Hm. My 3 roommates, Jim, Melvin, and Mike were more or less the only real friends I had at school. They knew I got nervous around others and that I didn’t really have much of a social life. They were often kind enough to invite me to social events involving their friend groups. Most of the events I went to with Jim and Melvin were church events, since they were both fiercely Catholic. Even though I was no longer religious, I still went because the people there were always so nice and friendly. However, if they knew that I was currently fucking someone senseless on my bed right now, they would likely express righteous disapproval. It was for this reason that I never talked to them about sex or intimacy in general, because they always related it back to Catholicism. Read more »

[MF] How the awkward shy kid [22M] lost his virginity, part 1 (Long)

This is the first of several stories I’ll probably post. All of the following is true. Since this story, I’ve embarked on a journey of sexual exploration and I’ve got lots more to talk about. I’ve always had a high libido and this is when I was finally able to release all that pent-up sexual energy.

This story is also sappy and emotional as well as hot and steamy, so if you’re looking for a quick wank over the toilet, go somewhere else.

College wasn’t amazing for me. It wasn’t bad, just not amazing. I went to a large SEC school with 33,000 students. My social anxiety, it turned out, was not bound to my high school as I thought. It was a parasite that lived within me that I couldn’t get rid of. I was too shy and closed off to make many meaningful friends, and didn’t really have any wild times. That is, until the end of the Summer of 2019, which is where our story begins.

I had spent most of my senior year studying and in therapy, seeing a psychologist upon the reccomendation of family and friends. It wasn’t a cure-all, but my therapist was really helping me figure out what it was that prevented me from getting close to people. I’ll spare you all that experience. Read more »