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Boston Therapy
Posted by One Gay at a Time in Gay Dating on February 21, 2012
My relationship with Smiles had come to a close. We met. We discussed. I guess you could say we had closure.
I’d already moved on to other men and began rebuilding my roster. It’d been a while since I was in the game, and I was a little intimidated. Over the three months I dated Smiles I lost my edge. It was my sister who pointed out to me, “I didn’t like you with him. You weren’t yourself. You were much more reserved around him.” I didn’t like the sound of that. I pride myself on being open and myself all the time. Apparently, I lost that somewhere along the way. I needed to find it again.
I would do so with the help of my therapist, Boston. I really lucked out in my timing. Boston was on a break from his final year of school, which meant his services were available. I was going to take full advantage. He was a good friend, and I missed him. I was really disappointed we didn’t get to meet up when he came to visit New York for New Years. It really made me look forward to the day when he graduates, and I convince he to come to New York or Hoboken so I can have him around more often.
Monday night when I got home from work, I called Boston. I wanted to give him an update on how everything with Smiles went since we’d been chatting about it a bit. I told him how everything ended and how I was moving on.
Ironically enough, Boston had a few tales of his own. Apparently, a little of me was rubbing off on him. I was very happy to hear this news. Sometimes I think he puts his love life on the back burner too much. I think he loses hope at times and engulfs himself in other ventures. I want to see him happy. He’s a great guy and he deserves this.
So, when he told me about a straight friend of a friend coming to visit and the sub sequential hookup that ensued, I was downright proud. He managed to attract a “straight” man enough that this man took the opportunity to make out in the bathroom of a club.
I was so happy to have my friend back. I loved swapping stories with him!
I also took the time to explain to him how LES wouldn’t talk to me. For the life of me, I couldn’t figure out what I could have done to him to make him stop talking to me all of a sudden. We were building a strong friendship. I had the feeling he developed feelings for me, especially since he asked me, “So what’s the deal with [Smiles]?” He invited me to his birthday, and I missed it. I apologized, and he told me it was okay. I invited him to my holiday party, but he dropped off the face of the earth and never showed. Following, I attempted to reach out to him on numerous occasions. Okay, so maybe I’m under exaggerating. I tried to text or call almost every day for a while there. I thought I was being funny, but now looking back, I could easily see my actions being misconstrued. Maybe he thought I had stalker tendancies.
In the end, things got very suspicious. He would never respond to my Facebook messages, and he never showed up as online. However, he never unfriended me. As long as that didn’t happen, I didn’t think he was all the annoyed by me. I sent him another long apologetic message on Facebook asking him to please reach out to me. When I finished writing it, I thought I’d give him a call to see if I could get through. It’d been about a month since I last texted or called. When I did, I was shocked to find out the number was no longer in service. He either blocked my number or changed his.
I couldn’t believe it. Had I really taken it that far. Maybe he wasn’t mad at me. Maybe he was afraid of me. I hung up the phone and immediately sent another Facebook message: “I’m sorry if I’ve been bothering you. Don’t worry. It won’t happen anymore.” I was mortified. Did he really think I was that insane, or was he really that mad at me. I was really hurt that someone would ever be that mad or upset with me that they’d simply cut me off. My ego was seriously bruised.I also happened to be perusing my old messages on OKCupid, and it told me LES deleted his account. When I made a new OKCupid account shedding an identity I’d used since college, I came to realize he was still on there and had an updated and active account. He’d blocked me on there as well. He really wanted nothing to do with me, and there was nothing I could do about it.
“You can be a bit aggressive,” Boston told me. That really resonated with me. I did tend to be agressive. I’m a tenacious man. When I see something I want, I don’t give up until I attain it — This goes for everything.
The interesting part was that I simply wanted a good friend back. He was a really fun guy to be around, and I wanted to introduce him to Boston. I thought they’d make a GREAT pair. I would have loved to see the two of them together. But, I don’t think that will ever happen. New York is a big city, and I don’t know that we’ll ever cross paths again.
Boston and I talked more over the course of the week. We almost had a nightly check in for a while there. We’d chat on the phone for about an hour about our dating lives and the mistakes I made with Smiles. He told me more stories about another guy he was helping to introduce to the gay world. I hope I’m not blowing up Boston’s spot, but once again I was proud of him. He was facing new challenges and having new experiences. I was happy to see my friend experiencing more of life these days. I understood how busy school made him, but at least he was taking advantage of his time off.
I was building my roster and had a friend to gossip about all the new things going on in my life. Things were getting better, but I still wasn’t happy to be back out in the dating pool. I was anxious to land another man, but this time around, I wasn’t going to just settle for a guy who was willing to date me. I needed to “find a man who will worship you like you worship him,” as my friend A so eloquently put it. I needed a real man, not another little boy. A man who could express himself verbally, emotionally and physically. I was going to find a triple threat, and once again I had one of my closest friends in my corner.
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Posted by One Gay at a Time in Gay Dating on February 15, 2012
Things with Smiles had soured, and I was already getting back into the dating game. I found a guy who I thought I’d have a connection with on Grindr and set up a date. When the date didn’t go swimmingly, I made my way home.
I was horny — Really horny. Smiles and I had a sparse sex-life. This could quite possibly be a result of my inability to climax at the drop of the hat, or it could have been a result of something else. Regardless, I was hungry for some good sex. I’d come close a few nights earlier to succumbing to the temptation of a Grindr booty call, but in the end, I behaved myself. I hopped on the computer and managed to take care of myself.
Tonight I wouldn’t be so well behaved. I knew I could find a guy to selfishly pleasure me without much effort on my part, both in the search and in the bedroom. This may sound disgusting to some, but we are all animals when you get down to it. We have sexual desires and drives that need to be satiated. I held no loyalty to one man at the time, so I felt no guilt. The other guy would be quite aware of what he was getting into — A one-night-stand.
I didn’t always have this mindset. In fact, I can specifically remember a conversation I had with N about sex and relationships. At the time, I didn’t believe I could have sex without having an emotional attachment to. He didn’t have the same mentality. I found it ironic since I was further along the gay timeline than he was. I would have thought our positions would have been the opposite. Obviously, if you read my blog, you know my position has changed. I know I am capable of having sex outside a relationship.
I’m not proud of this, and this is far from and ideal situation for me. However, at times, my animal instincts take over and my libido craves for satisfaction.
On my walk home, I fired up Grindr. I began chatting with a few people, but there wasn’t much talent. One of the guys seemed decently cute, but I wasn’t sold just yet. I was still on the hunt. We talked a little bit, and I realized we’d spoken a bit on adam4adam.com.
I hit up a bunch of other guys. I was tempted to hit up one of the two friends with benefits I’d established over the summer, but better thinking kicked in. I didn’t want to open up that can of worms again.
When the night was drawing on, I decided to settle for the decent guy on Grindr. He was a really nice, genuine guy. I could tell he’d been judged for his smaller stature based on his adam4adam profile. I felt a connection in our current lack of self-esteem.
We talked a bit more about what the night would entail. It was getting quite late, and he wasn’t thrilled with having to trudge around Hoboken late in the night. I did the unthinkable. I told him to come over and said he could spend the night.
When he arrived, he came directly to my room. I was a little disappointed. He looked better in his pictures, and he was quite small, but I looked on the brighter side. I really enjoyed feeling strong in the bedroom, and it meant I could toss him around a little bit. We casually chatted while I sat on the bed, and he removed his coat and shoes. He joined me on the bed, and we began to make out.
We had protected sex and both of us rather enjoyed ourselves. I showered and then invited him to do the same before going to bed.
When I woke in the morning, it was a bit awkward. I had to go to work, but I also had to get rid of him so I could get ready. I woke with enough time to do both. I politely hinted it was time for him to go so I wouldn’t be late. He quickly got the hint, but he wasn’t going to leave immediately.
He decided to give a parting gift. He climbed down under the sheets and started pleasing me orally. He was good. He was very good. Surprisingly, it didn’t take long before I finished — For the second time in less than twelve hours. If this kid was more my type we surely would have started a thing that morning. He surely knew my libido and how to satiate it. Morning is when I am horniest, and the fact that he just went for it really got my engine revving.
I hopped in the shower while he got dressed. After my shower, I escorted him to the door. I was trying to avoid my roommate from seeing him, but I failed. I gave him a gentle kiss at the door and said goodbye. My roommate then said, “I guess the date went really well last night.” I didn’t feel the need to lie, but I didn’t want to get into it. “He wasn’t the one I went on the date with,” I added with a grin. And with that, I simply walked away.
I texted him that afternoon thanking him for coming by and telling him I had a good time. Later, he texted me saying, “Me too :). Do you wanna grab dinner or something sometime? If you aren’t interested or were just looking for a one-time thing, I’d totally respect that. Not trying to sound crazy. Haha. You just seem like a really nice guy, so thought I’d ask.” Apparently, I’d done it again. A guy who knew he was coming over for a hookup wanted more than just sex. I wasn’t interested in him for anything else, so I let him down gently. “Gonna be honest with you. You deserve at least that. Just ended a relationship this week, so I need to figure out me right now… Make sense?” He was quite classy and responded, “Absolutely man. Sorry to hear. Mine ended back in September. Dated over a year. It’s rough. Hit me up sometime :).”
I did need to figure myself out a bit. But, there was no reason I couldn’t do that while simultaneously playing with “Mr. Right Now” and searching for “Mr. Right.”
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
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Check That Off the List
Posted by One Gay at a Time in Gay Dating on April 24, 2012
Once again, another Friday arrived, and once again, I used up a carry-over vacation day to stay home and relax.
For some time, I’d been speaking to a few guys on Grindr who happened to be tops. When we both learned we were the same position, discussion turned to other options, such as bringing in a third. We were both really attracted to each other, but neither was willing to bottom for the other.
Many men dream about the threesome. Straight men fantasize about it constantly, and I assume it’s a big gay male fantasy as well. The only difference is gay men probably act on it and achieve it far more often. It certainly isn’t, however, easy to pull off. You have to organize three different mens’ schedules and also take into consideration their taste in other men. We all know how finicky gay men can be.
I woke up Friday with no agenda and morning wood. I wanted to take care of it, but I also wanted to act on my recent fantasy of a threesome. I started with one of the most promising guys who I’d discussed this with before. He wasn’t getting back to me. I began going through more than a few permutations trying to find 2 guys willing to participate who weren’t occupied with work.
After much discussion about who could host and who wouldn’t host, I managed to get my original group together, but not without issue. I had to ride my motorcycle into New York City to pick the bottom up. He wasn’t comfortable coming out to Hoboken alone, and the other guy wasn’t willing to host strangers. Strange to think he had no problem hopping into bed with strangers, just as long as it wasn’t his own. I rode in and picked him up. It was slightly awkward, but it all fell right into place. He hopped on the back of the bike, and we rode off to my place.
Warning: The following may be too graphic for some. We arrived before the other guy. I didn’t know the rules, but I was looking to wait for the vers guy to arrive before we got started. The bottom wasn’t so patient. He wasn’t the best looking man in the world, but he had a great body. He started kissing all over me until he undid my pants and started orally pleasuring me. He was quite good. He undid his pants as well and revealed a generous gift. He asked me if we could go to the bedroom until the other guy arrived. I encouraged him to wait since he was only a few blocks away.
When he arrived, the bottom walked to my bedroom and began to undress. I brought the vers guy into my room, and he and I began to undress. I wasn’t as thrilled with him. He looked much better in his pictures, but there certainly wasn’t anything wrong with him. You can’t win ‘em all. I laid on the bed in my boxer briefs while the other two joined me and began rubbing me all over and kissing me. I felt like a king. Everyone was there serving me, and it felt great!
This guy was incredibly awkward. He looked like he was having a seizure. His sex was spastic and crazy. On top of that, he was very particular and insisted I use the condoms and lube he brought. While he was inside the bottom, I climbed on top and penetrated the vers. This was not the easiest sex position by any means, and it did not last long. The logistics of three people getting the same rhythm are nearly impossible. It’s obvious in porn when this happens, they are doing it for the camera and certainly not for pleasure.
We swapped positions a few times and had already gone through a substantial amount of condoms. If one thing was certain, I was going to be wrapped up at all times! Finally, I suggested we move things to my shower.
We went through a few permutations of positions in the shower before I told them I simply wanted to watch them while I took care of myself. The bottom protested. I could tell he was very annoyed by the vers and wanted me more. When we ran out of warm water, we all toweled off. The bottom needed to excuse himself. He was feeling light-headed. He made his way out to the living room in his towel.
I was left with the spaz in my room, and I wasn’t thrilled. We tried a go at it for a short bit, but I was much more interested in the guy sitting in the living room. We stopped and moved things out to the living room after closing all the curtains. The bottom was feeling better, so he was eager for me again. He hopped on the chair and asked me to go again with him.
The vers guy almost immediately began to get dressed, noting he had to get back home to finish work. The bottom was going to head back in with him so he wouldn’t get lost, but the vers wasn’t willing to wait for him to get dressed. The bottom asked me to ride him back onto the city, but I told him I would give him a ride as far as the PATH. From there on, he was on his own.
We chatted a bit about how spastic the other guy was. Neither of us were thrilled with him, but it is what it is. The bottom got dressed and hopped on the back of my motorcycle. When we got to the PATH, I gave him directions for getting back home.
I sped off home. I was in need of a serious shower. Since the morning’s activities began, I felt incredibly dirty.
If you’re considering a threesome, I strongly encourage you to think it out first. Don’t just jump into it to satisfy some great fantasy you’ve seen many times in porn. If you have the constitution for it, then by all means, do what makes you happy. But, if you’re thinking twice, I strongly suggest you leave the fantasy to your mouse clicking.
There was nothing sexy about what happened. It did not live up to the fantasy I had originally dreamed of. It was awkward and at times laborious. I needed to wash away the shame and guilt I felt, but it was no use. Those would stick around for at least the remainder of the day.
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