[M]y time in [F]lorida

To start out, I used to coach a women's college sports team. To keep it private, I will say that it was a softball team. This one girl and I hit it off right away. She was a senior so 21-22 and I was 23. We had had sex a few times before, but we knew it was a bad idea so we stopped even communicating for a while. The season came and we were in Florida for a tournament. I had my own hotel room. The girl, we'll call her Sarah for now, texted me asking me what I was doing. When I told her I was just relaxing (we had games that day and the girls were all at the beach), I almost instantly heard a knock on my door. When I opened the door, there Sarah was. I let her in (probably not a good idea) and I jumped back on the bed. No sooner did I do this than a condom landed on my chest. Instincts took over right away and all of a sudden she was underneath me in just her bra and gym shorts. When she asked me what I wanted to do, I told her and within 30 seconds we were in reverse cowgirl. This girl was pretty good looking, not the hottest girl ever, but she had this tattoo on her chest that sort of wrapped back to her back and it was a huge turn on for me. When reverse cowgirl wasn't working for her, I flipped her over and took her from behind. She was just the right level of tight to make this incredible hot. I pulled her hair back (in was in a sloppy pony) and just enjoyed the ride. We would have sex a few more times but eventually I left the job (obviously) and we haven't talked since. I still think about her sometimes and how hot that time was.

My unexpected threesome

If you've read my first post, you'll know that last summer I experimented with my sexuality. About a month after my first hookup with a guy, I was back on grindr and looking for more.

After about a half hour of pointless conversations, I wound up talking to two separate profiles who later told me that they were partners and both wanted me to come over. I talked to one of them a bit longer (just made it easier to discuss instead of going back and forth) and he told me that one of them was more a top and one more a bottom. I had been wanting to try bottoming ever since I began to play with my own prostate.

I headed over to their house – a pretty nice place. It creeped me out that they had some sort of security cam set up with monitors, but I thought nothing of it. Their bedroom was tiny and barely fit a bed and a tv inside, but on that tv was some really hot gay porn.

(M)y male on male experience

I have always considered myself a straight male. Before last summer, I had been with a total of 5 girls. My last girlfriend and I were together for a few years, and she wanted to wait until marriage to have sex.

After we broke up, I was in a huge funk, not knowing where I was in life. A few months passed and a few tinder dates with girls, and I had heard jokingly about this app called Grindr. At first I was tentative – I had experimented with my prostate alone before, but never really went further than a plug.

After a few conversations, I met up with this guy at his house. I am 6'4", and he was maybe 5'2". We began slowly, just making out. I found that he was a bit aggressive, so I took his hand and put it on my crotch. I was just wearing some gym shorts, so he could tell that I was hard as a rock.

He slid me to the edge of his bed and got on his knees. After stroking me for a while, he started using his mouth on me. To this day it's the best blowjob I've ever had. Men just know what men want!