Posts Tagged casual encounters

Turning Over a New Leaf

With the passing of Labor Day, summer officially ended in my book. I was sad to see it go. Like always, it flew by in no time. Its passing wasn’t all sadness, however. My favorite season was right around the corner. The changing of the leaves, the crisp air, the smell of fireplaces… all things I loved about the fall.

Just as the seasons were transforming, so too was I. Since I broke up with N, I went off the deep end. Part of this is because I never had my wild time. While everyone else was hooking up and experimenting in high school and college, I was being a good boy. I sat there and watched everyone else experience relationships and casual sex. I was asexual. Sure, I had my fair share of hookups with women, but nothing worth writing home about.

When I finally accepted myself and came to terms with my homosexuality, I found myself in a relationship right off the bat. I never had a chance to meet new guys and discover new things. Following my breakup with Broadway, I had a short window of wild time, but it was mainly filled with dates that ended with me going home alone. Then came San Francisco, shortly followed by N. This summer was the first time I was single and gay. Did I live it up? Yes. Am I proud of everything I did? Hell no, but I also have no regrets. Everything was an experience, whether it was something I learned from or something that made me a better person.

I began to look back and examine my summer. I wasn’t being true to who I am — True to myself. I don’t have casual sex. I’m a monogamist. I crave a meaningful relationship with a special guy who appreciates me, body and soul. If I kept sleeping around, I was never going to find this. I need to make a change. I thought I would be able to ease into it when I returned from Martha’s Vineyard, but I was wrong. I needed to be more drastic. I was going to be a good boy, even if it meant the palm of my hand would be raw.

I had two friends with benefits. I needed to cut them off completely. Closet was still messaging me since we last hooked up. “Hey man, haven’t talked to you on a while. Hope all is well. Don’t want to sound insecure or anything(too late), and I know you said its not a bother to text/email you, but just FYI in case that ever changes just let me know you’re lookin for something different or you’re seeing someone else. Lol feel free to lie to me, just would rather know if you’d rather me step back… I don’t want to become one of those creepers that I keep hearing about haha. Anyway hope to see you sometime, even to meet out for a drink or something.  Later man.”

I originally found both my friends with benefits on adam4adam.com, so I sent them both messages on there. I lied and told them I was seeing someone, and I wouldn’t be able to see either of them anymore: “Hey dude. Sorry I haven’t hit you up. Everything is fine. I have started seeing someone, and I decided I need to stop with hookups outside a relationship regardless of that person. I think you’re a great guy, and I had a great time with you! Don’t doubt that. I just need to find a serious relationship right now, so I’m concentrating on that. I hope you understand!!!”

While the muscular weekend hookup simply replied, “No worries,”

Closet had a few more things to say: “Hey bro, its cool. No hard feelings.  I mean can’t say I’m not disappointed, cause putting the physical aside, you really seem like a great guy, and I’m glad we met.  Honestly, I felt weird saying it to you before, but now what the hell hehe…you’re the first guy I was with that made me think I wanna come out(not to mention my first for a few other things, lol).  Obviously not saying I was in love after a few hookups lol, but I felt something more than just empty sex. I’m considering it after the holidays this year (you know, one last Christmas where the family likes me, hehe), but I’ll revisit that one later. Anyways, you’re a great catch, and I hope you find a great guy – and my offer remains open if you wanna grab a beer, just as a friend, hit me up. Thanks again dude, and I hope our paths cross again sometime. P.s. Two more things… 1. Thanks for being so patient with me in bed and all that, even though I still need to loosen up a little (pun intended), you really made me feel comfortable. 2. If you ever run into me while out at bars or whatever, cuz I’ve been in Hoboken quite a bit lately, feel free to say hi.  I’m trying to gradually cut back on the paranoia part of all this.”

I felt pretty bad about the situation with Closet. It was obvious he was starting to fall for me, but I had no interest in pursuing anything with him. I knew I was right to cut it off when I did.

Outside of my regulars, I gave up Grindr cold turkey. I knew it would be too tempting to fall into something if they were hot and looking to hookup.

I joined OKCupid, was checking ManHunt and adam4adam.com regularly to see if there were any guys reaching out to me I’d be interested in meeting. It wasn’t easy finding a man up ’til now. I couldn’t expect it to get any easier just because I stopped hooking up with random men. None of the men I went on dates with previously showed any interest in seeing me again. Pillow and The Trainer kept giving me the runaround, so I had to learn when to simply give up and move on.

I started to wonder what was wrong with me. What was I doing wrong? Without the sex and without the happy feeling I get when I have a prospective guy I’m seeing, I started getting cranky. This was going to be a learning experience for me. I needed to not only find a man, but also to find myself. In the meantime, everyone around me would to have to watch out. I was not a happy camper…


			

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Booty Call

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…

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