On Labor Day, we began our journey home early in the morning. It was a fun week in Martha’s Vineyard. It wasn’t quite the same as other years. Outside my dalliances, the week seemed very tame. I wondered if it was because some of the group are now paired up, or if it was because we are getting older. Either way it was a great way to end the summer, even if I’m not exactly proud of how I behaved this summer.

I spent the five and a half hour ride in the back of the car. While I was on the island I found a guy on Grindr who lives on the mainland. I tried my hardest to get him to come visit for dinner/drinks/more, but no bites. I talked to him the entire ride home, but that’s another post for another day.

I knew I’d arrive home mid-afternoon. I didn’t want to waste the day unpacking and lounging in front of the TV, so I tried to lay some groundwork for an evening date with some of the candidates still on the roster. When none of them replied, I was quite disappointed — And, horny. After chatting and exchanging pictures with my Massachusetts mainlander and other random Grindr men I encountered on the road home, I was in the mood for some action. I didn’t want to pull in another random from Grindr or adam4adam.com. I was trying to curb sex with strangers. I did however have two friends with benefits still in my back pocket. They were itching to hop in the sack with me as much, if not more than I was with them. They both messaged me numerous times while I was in Martha’s Vineyard to inquire about my return home.

I called up Closet Guy and told him to come over. He jumped at the opportunity, but needed to run home and shower before he could come over. And, just my luck, one of the guys on my roster took that moment to respond about meeting up that evening. He had been on the roster for MONTHS. He was one of the first guys I talked to, and we had been trying to meet up ever since. I wasn’t going to turn down the opportunity to finally meet up, but I also had to deal with Closet. So I did what any horny, selfish guy would do — I scheduled both back-to-back. I told Closet to hurry because I needed to go into the city to meet up with a coworker to discuss everything I missed over the week before heading back the next morning. It was perfect. He would come over, have sex and leave without any of the post sex chatter.

(Warning: The following may be too graphic for some)  When he arrived, I brought him straight to my bedroom. He stripped, and I threw him down on the bed. We made out like we hadn’t seen each other in months. Hands all over each other. It wasn’t long before he was begging for me to be inside him. He hopped on top of me and went to town. It was just what I needed after a long car ride. Shortly after, I rolled him over and we tried a few other positions, ending with him on his back. That’s when things got slightly messy. It’s always unfortunate when that happens, but it happens. It’s the nature of the beast. It’s quite a mood killer, but I always try to be dignified about it. I’m sure it was a learning experience for him, as I was the only one to penetrate him. I asked him if he wanted to move things to the shower and conveniently laid the hand towel I had at my bedside over the spot on my comforter as to not draw attention and embarrass him further.

Once in the shower, we lathered up and continued the fun until we were both fully satisfied. It actually worked out quite well because I love shower sex, and I needed to shower before heading into the city to meet the long-haired hunk I texted earlier. It was both fun and a time saver.

We toweled off and got dressed. I kissed him goodbye at the door and continued to get ready for my date. I thought things would change when I arrived home from vacation. I thought I would get back to my old self where I could only have sex with someone I truly had feelings for, but I was wrong…