Posts Tagged Date

Caution

A recent article in the local morning paper has me a little worried and a little scared. Suddenly I’m reevaluating some life choices… See for yourself…

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

I need to be more careful. You never know who you are inviting into your home. Ugh, I can be stupid sometimes. I promise to be back on schedule come Monday (with some extra posts).

 

 

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Welcome Back?

Sorry for the late post… Had a very busy morning at work…

 

Since that fateful night on December 31st, 2011, I’ve had my eye on a certain someone. He was also attending the party I went to on New Year’s Eve.

Throughout the night, I talked to him a fair amount. He seemed like a really nice guy. For a solid twenty minutes, he and I were the only ones in the living room until more guests arrived. We got to know each other fairly well. My original thought on him was he was too young, but the more I got to know him, the more I learned how mature he was. Obviously age had nothing to do with maturity. I learned that the hard way with Smiles. I wasn’t going to rule him out just because he was 22. It also helped he was very attractive. He had both the jock look and the intelligent look about him. It was very sexy.

I didn’t want to jump the gun however. I somewhat embarrassed myself that night, and I wasn’t sure if he took notice. I decided to wait until the dust settled, especially since he knew Smiles though a mutual connection, the party’s host. Before my trip to San Francisco, I laid the groundwork. I informed him of my breakup with Smiles on Facebook. He sent his condolences.

Now that I was home, I was ready to dive in and see if I could ask him out on a date. I sent him a Facebook message that Tuesday: “Hey dude. I know this kinda comes out of left field, but I thought you were a pretty down-to-earth guy when I talked to you on NYE. I was wondering if you’d be interested in grabbing a drink sometime…?” I don’t know why, but I felt very vulnerable doing this. It’s crazy. He’s five years younger than me. Why was I so intimidated? All I could do was wait for an answer.

That night, he finally responded: “I am flattered, but I am kinda seeing someone. Happened right after New Years actually. Doesn’t mean we can’t chill as friends.” My hopes were dashed. I’d been plotting and planning this whole thing out over time to find out I missed the boat. I was kicking myself, but there was nothing I could do. It is what it is.

I needed to graciously respond, and secretly hoped I could meet him as friends, and he would realize how much of a catch I am. Maybe he’d let things fizzle out with the other guy. The door wasn’t closed, even though it was beginning to shut. There was still a glimmer of light — A glimmer of hope.

“All the good ones are… haha… but yes.. Chill as friends works for me too. Always lookin’ for friends as well. Shoot me your #, and maybe we can find a time to hang/grab a drink…” I responded.

Sadly, I wouldn’t hear back from him again. Three weeks later, I tried to see if he would be interested in meeting up, but I got no response. If he was truly interested, he would have responded. I was learning to stop pursuing men who didn’t return an interest in me. It never worked out in my favor, and it just caused me greater frustration. If there were interested, they’d be as excited as I was to message/call/text. It wouldn’t matter about waiting two days before calling. If someone is interested, they won’t care about any of that. They’ll just be thrilled you connected at all.

I was beginning to feel very disappointed and lonely. I had no promising prospects on the horizon. As time goes on, this dating thing is getting harder and harder. Everyone thinks gay dating in New York City is a cinch but far from it. It is so incredibly hard to date in this city. The gay men here certainly don’t do anything to make it any easier.

Warning: The following may be too graphic for some. In the meantime, I was back on local Grindr. I found a guy who lived very close to my apartment who wanted to be dominated and wanted to muscle worship me. I hardly think I’m the muscle worship worthy type, but if that was what he wanted, why not give it to him. I went over to his apartment. He was a bit awkward, but I wasn’t there to find love. I was simply there to satisfy a primal need. I thought I would be able to play the part. I thought I could say all the things a dominant top would say, but in the end, I think I sounded ridiculous. It’s not who I am. It wasn’t awful, but I don’t think either of us were getting out of it what we thought we would. It took me a long time to finish with him, as usual, which didn’t exactly make for a smooth evening. When I did, it was worth his wait. However, because of the nature of my climaxes, he had to run to the kitchen and grab a bottle of Resolve and a paper towel to clean up a spot on the carpet when I overshot his chest.

He came back to the bed and we laid next to each other chatting a bit. I learned he knew the other awkward hookup I had in the same building. Apparently they were friends. I specifically asked him not to mention me, which of course spurred a whole new line of questions. I knew this was going to come back to bite me in the a$s. It was only a matter of time before the 40 year-old started messaging me again.

With that, I got dressed and made my way home on my walk of shame. Luckily it was cold out and it helped me clear my head. What was I doing? This isn’t me. This isn’t what I’m looking for. Why am I doing this? Yes, we all have needs, but I should be putting more energy into finding the right guy instead of Mr. Right Now.

I thought about all the other guys floating around out there on my roster. Was it even worth it to revisit with long-time online friend after our failed date? Maybe the southern boy I was chatting with would finally find the time to meet up. The guy who came back on the roster after almost a year was still a possibility. I needed to plan drinks with him. My Asian neighbor friend from Grindr was still asking me to grab dinner sometime, but he doesn’t drink, so I didn’t see us being very compatible. There was the very sexy, very compatible guy I found on Adam, but he wasn’t responding to any of my messages anymore. I needed to cut him from the list.

I needed to get back in shape and concentrate on building a better me. Ironically enough, I was hitting the gym regularly again. For so unknown reason, I was looking for N there every time I went. I don’t know why, but something inside me wanted to see him there, even though I wanted nothing to do with him. I needed not only to close that chapter, but also to toss the book to someone else and forget about it.

I was spinning my wheels. I was constantly Grindring, and it was getting me nowhere. I was still feeling a little angry for letting Smiles take advantage of me. I thought back to all my relationships and realized how each of them let me down. N, San Francisco, Smiles… I didn’t need any of them anymore. They brought nothing positive to my life. It was time to drop that baggage. The only one I wanted to keep around was Broadway. Since we’ve broken up, we’ve managed to remain friends. I turn to him for advice, and he is always there for me. He’s a good friend and I truly appreciate him. I can’t understand why they all couldn’t be that way. I’m thrilled we’re still friends and want that with all my exs, but if they weren’t going to make that possible, so be it.

I needed to get to a better place. I wasn’t in a dark place, but I was certainly stuck in this constant gray area. I was walking around in a cloud. I was wasting my life away searching for a guy in all the wrong places. If I wasn’t happy, I wasn’t going to find anyone. I just needed to figure out how to change things. It wasn’t going to be easy…

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Goodbye to a Closer Long-Distance Friend

Today is another Fast Forward Friday!!!  

Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

On Friday, my last night in San Francisco, I made plans with Swinging D*ck to come to my hotel. We talked about grabbing dinner before staying in for the night. However, he casually invited me to come out with him and his friends when he realized he had to go out for a friend’s birthday. I was apprehensive since it was a torrential downpour outside. It hadn’t rained for three months prior, but now it was raining for three straight days. This trip was turning out to be an epic fail.

I graciously accepted his invitation and waited for his call to tell me where to meet them. Hours passed, and I didn’t hear from him. I was all dressed up with nowhere to go. I decided to run out to grab dinner at In-and-Out when dinnertime passed by. That’s when I finally got a text. He told me they were going to Lookout in a bit. He would text me when they were leaving, and I could meet them there.

I ate my burger in my hotel room and made my way outside to hail a cab. Luckily I wasn’t out in the rain too long.

When I arrived, I made my way to the second story bar and began looking for him. After two minutes, and noticing a lot of men scoping me out, I found him in the crowd on the other side of the bar. I walked over and said hi with a big hug. He introduced me to his friends. They were all very nice. I wasn’t sure exactly how much they knew about me.

I ordered a beer before I was told we would be moving on for the night. It was back out into the rain. Apparently, we were headed to a house party for the remainder of the night but not before popping into a liquor store for some beer. We hopped in a cab and made our way to the party.

It was slightly awkward because I was now a friend of a friend of the host. I was hoping everyone would be okay with my attendance. Luckily, only the entrance was slightly awkward. After that, I was in my element. I talked with my friend, his friend, and many other men at the party. It was the biggest sausage fest I’d ever been too. I think there may have been two women there versus the fifty gay men.

I met some interesting people and one very sexy man who looked a lot like Steve Pasquale (Sean Garrity) from Rescue Me. Swinging D*ck is a smoker, and when I drink I’ve been known to smoke the occasional cigarette, so those were nice breaks where we somewhat stepped away from the group and could talk more. He really was a sweet, intelligent guy. I learned a lot about him talking to him on Skype, and I only wanted to get to know more.

The night was beginning to draw to a close. For one, I had a flight to catch in the morning. Secondly, the birthday boy/host was ready to hit up the bars. Everyone was getting kicked out. S.D. told me he had to tell me something when we got outside. We walked away from the party to find a bodega to get him cigarettes. As we did, he took the opportunity to confide a big secret he’d been walking around with.

He pointed out to me how standoffish he was the previous night, how he had to leave early and how he changed plans from coming to my hotel that night. Then he told me all this wasn’t because he wasn’t attracted to me — Quite the opposite. The reason was because he was HIV positive.

My heart immediately sank, and not in a selfish way. The compassion I felt for him in that moment was so great, I can’t even begin to explain.

Apparently I know very little about HIV. He told me he’d been “positive undetectable” for a year and a half now. I never heard that term before, but deduced its meaning from its name. I also did the math in my head and realized he contacted it just after he started talking to me on Skype. I put two and two together and realized that’s why he was so depressed when I was talking to him. My heart was breaking for him.

He explained that he is on medication, and the doctor told him he would lead a very normal and full life for the remainder of his time on this planet. I was learning a lot about the treatment for HIV. I realized I needed some education, and I was happy I had someone so amazing to teach me.

A large part of me wanted to cry and give him a big hug because I couldn’t imagine what he was going through all this time since being diagnosed. The larger part of me was upset because he felt he couldn’t just tell me outright from the start.

He didn’t know how to tell me, nor did he want to. He thought I would treat him differently or stop being his friend. I told him he needed to give me more credit than that. He was an amazing guy, and nothing changed between us.

He started to explain his strange behaviors I wasn’t even noticing. When I asked him back to my room, he was very leery because of what might happen, but he still wanted to be with me. So, he agreed. When we were fooling around, he said he was purposely taking more time to please me so I wouldn’t even have a chance to please him. When I went for it, that’s when he really said he had to get going. It wasn’t because he wasn’t attracted to me. It wasn’t because he didn’t like me. “I think you’re amazing,” he added. It was because he was scared. I understood completely.

When I asked him to come to my room a second night, he talked to his friend about it. “I don’t know if I can tell him,” he told his friend. His friend told him to do whatever he felt comfortable with. He actually invited me to come out with them that night in an attempt to set me up with his friend. Looking back, I did feel as if I was being sized up as the night progressed. However, I was not feeling him in the slightest.

When we were at the party, he encouraged me to go with the guys who asked me to come with them for some fun because it would get him off the hook. I wasn’t the slightest bit interested in them either, however their compliments were always welcome. 🙂

I never noticed all this, but I jokingly reprimanded him for going through all those charades instead of just telling me as a friend. Of course I would understand. I told him about all my skeletons. I would have hoped he’d feel comfortable telling me his.

We continued to walk to the bar everyone was heading to. He told me about how he contracted it and how bad the situation was. He admitted that’s why he was so depressed when I first started talking to him. It all made sense now.

When we arrived at the bar, it was time for me to say goodbye. I had an early flight, and it was already two in the morning. We talked a little bit more, gave each other a big hug, and made out a little bit. It was hard saying goodbye. I felt we had so much more to talk about. But I needed to go. We kept coming back for just one more kiss before we finally parted ways.

As I walked towards my hotel searching for a cab, I thought about what just happened. My heart was still breaking for him that he had to go through that. I wish I’d known sooner so I could have been there more for him. I was so proud of him for finally finding the courage to tell me. I was starting to think he just wasn’t into me a little bit, but that’s not important. What is important is that I have a friend I love dearly and will always be there for, no matter what happened to him. I just hope he knows that!

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Finally, Someone Who Knows What They’re Doing!

So far my trip was turning out to be a flop. I had on traumatic experience and an ex who tried convince me to have sex. I needed my luck to turn around.

Last time I came to San Francisco, tried to meet up with a friend of mine I met a very long time ago on manroulette.com. I’d known him for almost as long as I’d known about the site — roughly two years. We exchanged Skype names and kept in touch. I can remember having conversations with him long ago. He was a great guy who had been through a lot. My heart always went out to him when he told me his story. On top of this, he was incredibly sexy. We’d fooled around on Skype numerous times, and every time I yearned for it to be the real thing with him.

I was hoping I would finally get to live out my fantasy. I made plans with him to grab a drink Thursday night after work. He asked if I’d like to meet in The Castro, but I asked if he wouldn’t mind coming to my neighborhood in the Wharf since I trekked up there the previous night. He agreed, and I asked the concierge for a good spot to grab a drink and chat with someone. He gave me a great spot to check out two blocks away — Parlor. It was perfect. We could easily head back to my hotel room after a few drinks.

While I waited for him to get ready, I excited myself with some porn. I wanted my libido revved when I met him because I wanted to live out my fantasy completely.

When he was nearby, I made my way to the bar. There weren’t many people there. It was perfect. Good music, but quiet enough for us to chat.

When he arrived, he came up to join me at the bar, and we exchanged hugs. I was very happy to see him, and I think he was equally happy to see me.

We sat and talked for hours. He’d been seeing a therapist over the past few months, and he’d really been having some breakthroughs. He has a tough time with his family as they’re not accepting of his lifestyle “choices.” I told him my coming out story, and he was very happy I for me that I had such a supporting family.

Three beers later for each of us, and the conversation was going strong. Our conversation hit the pause button when we both heard someone at the other end of the bar making a gay comment, not in reference to us in the slightest. Our ears perked up ready to be on the offensive but there was no need. When we finished our fourth round, I asked him if he would like to come back to my hotel room. He accepted my invitation, but said he couldn’t stay too long since he had to work early the next day.

He proposed we stop for wine along the way, and I agree. He paid for the wine — He was such a Texas gentleman, even if he hadn’t lived there for years. When we got back to the room, we each finish a large glass of wine before I pounced on him. We made out for a solid fifteen minutes. I was really enjoying him. He had a great body, amazing lips, and he was a spectacular kisser. One of the best I’d ever experienced. My fantasy was on its way to reality.

Warning: The following may be too graphic for some. One by one I peeled off his clothes until he was naked. I took it all in with a big grin on my face. From the first time I laid eyes on his “big swinging d*ck” as I called it, I couldn’t wait to get my hands on it. It was beautiful, and I sure as hell had some fun with it.

He immediately went for mine and started orally pleasing me, front and backside. He was very good, but also very loud, moaning as his head bobbed up and down. This wasn’t something I was used to. I wanted to finish for him. I wanted to show him the fireworks I could set off, but I just couldn’t concentrate. After some time passed, I went to return the favor, but he stopped me. He told me he had to go because he had to be at work early the next morning.

I was so disappointed. He was really good in bed, and I needed that. I also had been looking forward to that for years now. But, I completely understood. Around midnight, he got dressed to head home. As he was leaving, he told me how great I tasted and how he wasn’t going to wash his hands or face for days. This was very dirty and very sexy. I’d never had anyone respond to my body that way before. He kept coming back for more as he made his way to the door. I could tell he didn’t want to leave, which made me happy. I was also purposely teasing him with my body, as I lay naked on the bed. I didn’t want him to go, but I still had one more night in San Francisco, which means I had one more chance to take him to bed…

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It’s About Time

Today is a Fast Forward Monday!!!  

My apologies to those who have come to expect Fast Forward Fridays. I have been traveling for work/pleasure, and I got caught up in things. I haven’t had a chance to write the second post, so I’m making up for it today. Hope you are enjoying these. It will help bring the blog a little closer to real-time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!

Back to your special edition of One Gay At A Time…

After missing the opportunity to finally meet my online friend after almost a years time chasing each other around, the day finally arrived when I was scheduled to finally meet him in the flesh. This was well overdue, and I was quite excited. I wasn’t about to get ahead of myself, but the suspense had been building up for quite some time.

We discussed where we would go for drinks or dinner and finally settled on Charritos, a Mexican restaurant I’ve been to on numerous occasions. In fact, this wasn’t the first date I took there. We planned to meet at 7:30. I knew the place didn’t take reservations, but it was a Monday night on a holiday weekend. I figured everyone was home getting ready for the coming workweek. It also wasn’t the nicest night, as snow was in the forecast, so I thought we’d be alright.

When I arrived, I was immediately proved wrong. I stood in front waiting for him to arrive noticing every table (all 8 of them) filled with diners. Finally, he arrived, and we attempted to go inside out of the cold. Even this proved difficult since there was nowhere to go once we were in there. While we waited for a table to clear, we awkwardly chatted.

This was surprisingly difficult. He seemed so incredibly flirty online and charismatic, and the man standing in front of me was a very shy reserved individual. I couldn’t get over it. Where was the guy I’d been chatting about my body and sexual interests in detail? Where was the flirt?

We talked about work and the weather. It was a struggle to find a topic to discuss. Everything felt forced. It wasn’t awful, but it certainly wasn’t what I expected.

Finally we got a table and sat. After we ordered, we started to chat a bit more. I asked most of the questions. He always responded in detail, but he never asked a question in turn. That may have helped the conversation flow much more freely, but it wasn’t there. I had to volunteer all my information. I feel awkward talking about myself when I wasn’t asked to. It was as if I was interviewing him for a job.

One topic we got on was siblings. I don’t know why, but that topic has been coming up more and more frequently on my dates. I’ve actually noticed it and tried curbing it. I learned about his siblings as well. It was nice to hear he came from such a similar family dynamic.

We talked about his job as well. I was very intrigued by it. He told me all about his schooling, his specialty in the field relevant to the gay community, his boss, the clinical work he does… This was really shaping up to be quite the catch of a man. He was very sweet and thoughtful. However, our chemistry was not mixing AT ALL! It was so disappointing. On paper he looked so good. Online, he seemed a sexual match for my libido. In person, he was a mouse. Night and day from my expectations.

After quite a while, the waiter basically asked us to leave. There were people waiting for a table, so they kicked us out. I was more than a little p*ssed, because I thought it was very unprofessional and rude, however, it was time for the date to conclude.

We’d already talked about him coming over to my apartment before the date. I was still very sexually attracted to him. I wondered if he’d relax when he was out of the public eye. As we walked outside, I asked him where he parked and told him I’d walk him to his car. I was hoping for a signal along the way to show his interest. I thought he’d drive me to my apartment and come up.

When we got to the car, it was the complete opposite. I hope you can understand my explanation without a diagram:

I thought we’d at least say a proper goodbye. I was hoping for a kiss considering all I could think about during the meal was how good his lips would feel. When we got to the car, I stood on the sidewalk, and he walked to the front passengers panel in front of the rearview mirror. That would have been fine. I may have even used the car as a backboard for a strong kiss, BUT there was also a chopped off parking meter between him and myself. Yes. A metal pole about four feet tall was between the two of us. I don’t think he could have strategically showed his lack of interest any more other than to simply get in the car and drive away.

We said goodbye, and I told him it was nice meeting him. He said, “Likewise.” That’s when I grew some balls and took what I wanted. I moved forward, reached my long arm over the pole, hooked it under his arm around his back, and pulled him in for a kiss. It wasn’t a long kiss or a makeout session, but I certainly wasn’t going to be satisfied with a peck.

And with that, I turned and walked home in the flurries falling from the sky. I was still a little blown away by the lack of spark during the date. I wasn’t even ready to go home. I decided to stop by my friends’ place on the way home and say hi.

I came in and we caught up on what’s going on with each other before I told he and his wife about my awkward date. He was a little baffled by it as well. He couldn’t understand what was going on. He really loved the parking meter pole story as well. I was so nonplussed.

I sulked home after saying goodnight to my friends. When I got home, I was curious to see if he was back on a4a. Surprise! I was right. I wasn’t going to get past this immediately. I needed to ask him about what happened.

“Surprise, surprise. Look who’s on here,” I messaged him. We chatted a bit awkwardly about the date. He messaged me back: “I was waiting for you to ask me to come back.” He wanted to come back to my apartment. He even brought his c*ck ring and poppers with him. I was so confused, and I made that clear to him. He wasn’t aware of his mixed signals, nor was he aware of the pole. He just thought I wasn’t interested since I walked him to his car. It was all a big misunderstanding. “I had a good time. I thought the conversation was nice,” he added. That doesn’t make up for the awkward date however. That just cleared up the mixed signals at its close.

Just to satiate my curiosity, I told him we would have to try to fix what went wrong when I got back from my work trip to San Francisco. He agreed, so we kept in touch over the next week.

I decided to see what was going on with the southern guy. He texted me to see how my weekend was, so I picked up the phone and called him. Again, we talked for almost an hour while I packed. This completely made up for my awkward date. I was really looking forward to getting back so I could finally meet him. Hopefully this one wouldn’t be as big a disappointment.

In the morning, I had a message from my new southern gentleman caller. He was asking for a picture of my “morning excitement” we’d discussed previously. I denied his request and told him he’d have to wait to see the real thing. This was my way of getting him on the ball about meeting up with me.

I also got a text message from my friend and recent neighbor. It was very sweet of him to do so. I needed to make it a priority to hang out with him when I got back to New York.

All that would have to wait on the backburner… The following day, I was headed to San Francisco for the week for work. Waiting for me were two men. One I attempted a long distance relationship with whom I would meet for a cocktail. The other, a great confident and online friend whom I was extremely excited to meet in person, especially in the bedroom…

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Juggling Act

Over the course of time, I began talking to a guy who’d been in and out of my life for almost a year. I think I started talking to him on Grindr first. We then found each other on adam4adam.com. Finally, we became Facebook friends.

You would think with all this contact, we’d be best friends or lovers by now, but that wasn’t the case. Whenever I was between guys I was dating, I would once again hit him up. He was very attractive and seemed to have a very level head on his shoulders. I really wanted to get to know him better, but I got the feeling I was going to have to pursue this one. I wasn’t going to win him over overnight.

For some reason, this time around was a little different. He was much more receptive to my advances. When the conversation would die down, I would prod him about losing interest. He would deny it and pay a lot of attention to me. He was constantly asking for me to send him pictures of myself and sending me compliments. It was nice to have a man tell me I was attractive.

We spent many evenings chatting on a4a and Facebook. I got to know a lot about his sexual side through those conversations. They would start innocently enough about our typical lives and somehow they’d always segue into our sex lives/desires. I was okay with this because I wanted a good man with a healthy sexual appetite. This was something I’d come to learn as of late. I needed to stop sacrificing good sex for a decent guy. I needed both.

I was also trying to juggle him in with the other guys on my roster. It is always such a challenge to get gay men to commit to anything. They never seem to want to be locked down to anything. I would schedule a date, and sure enough they’d always cancel or postpone. I was really getting tired of flakes running my social life. When my Friday night date cancelled, I tried to see if he was free for a drink.

I wasn’t able to meet him when he was free. He already had plans to go to Sugarland, a gay club in Brooklyn with a friend. He reported to me about his night with texts and pictures. Apparently he wasn’t having the best time and told me it was “Indian night.” Not his cup of tea. Since we couldn’t meet on Friday, we agreed to try for Saturday night.

It was going to be tough however. I was supposed to be attending my sister’s birthday gathering at a local bar. He had plans to go into the city. We agreed to try to meet up later, but who knew if that would come to fruition. He said, “I may head into the city, but we’ll both probably be out late… Let’s keep in touch and see where we are at later.” Of course, we’d never find each other that night. He still insists he sent me text messages to meet up, but I never received them.

Instead, when I got home, I texted my new “friend with benefits” to come by. I even volunteered to let him spend the night so he wouldn’t have to walk in the cold. He agreed and came by.

We had a great night together. He was really a passionate lover. It’s too bad he was so old. Instead, we’d simply just take care of each other’s physical needs.

At 6am, we woke and fooled around some more. Again, we never had sex because we are both tops, but he did mention the possibly of bottoming for me in the future.

At 8:30, he left to go home to get ready for church. I stayed in my bed and went back to sleep.

When I woke up later, I told him and my new southern friend about my upcoming work trip and how I really wanted to meet them before I went away. The southerner had to pass because he was helping move a good friend into her apartment. We agreed to grab dinner Monday, Martin Luther King Day in the evening. Hopefully this date would finally come to fruition…

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Highs and Lows

I had been on OKCupid only a short while before I met Smiles. I met only one person from the site, LES, and that was already after I met Smiles. I have to say, I’m not that big a fan. Every search I did produced few candidates I was willing to entertain. No one was good-looking, and no one had exciting profiles. It reaffirmed for me why I originally was so against dating sites. I felt like it was full of desperate men.

Rarely would I receive a message for a worthy candidate, but when I did, I would quickly respond and dry to stir up some dialogue.

I started chatting with a nice southern boy from North Carolina who moved to the city in the previous few months. He seemed like a really genuine guy who wasn’t into the scene or fully out. I was very attracted to that. The southern boys always brought a little extra something I always liked. They were mannered and real men.

We messaged back and forth on OKCupid for some time before we exchanged phone numbers. One night, he asked if I could chat. I asked him for his gchat or AIM name. He responded, “No. I meant on the phone.” To which I responded, “Sure.” We spoke on the phone for an hour that night. I really got to learn a lot about him. He was volunteering a lot of information about his upbringing and his company and where he is today. He told me how he hates gay bars. He even took the time to tell me about his “hetero life partner.” That’s what he calls his best friend and roommate he left behind in North Carolina when he moved up here. Apparently they were completely best buds, however, nothing sexual ever transpired between the two of them. It was sexy to hear him speak about such a masculine love with his friend. I was really liking what I was hearing, and the fact that he wanted to call gave him so many bonus points in my book. I even told him that last bit of information, which I think he really appreciated.

In the morning, things switched to texting. He was horny and asked me to send him some more risqué pictures. I was onboard. I was all the more happy he asked actually. It proved to me he had a healthy libido, especially in the morning, which is when I’m at my horniest. We exchanged a few racier pictures and went to work. We made a commitment to each other to try to find some time to go out on a date in the near future. I couldn’t wait. He was not only sexy to look at and hopefully to touch, but he was also sexy and masculine in his personality.

In the meantime, I was also talking to a guy I met on adam4adam.com who I’d been messaging on and off for over a year. Between every relationship, this guy and I would exchanges flirty messages and pictures, but nothing would ever transpire. It was so frustrating because I found him to be very hot. He’d get very flirtatious, but never follow through or agree to meet me. Now I was making some ground. This time around, he seemed genuinely interested. I’m not sure what changed, but I was going with it. He was coming back home after a weekend away, and we were texting the entire ride back. When he got home, we continued the conversation on Facebook with a lot of banter and playfulness. He was really coming around on me. I continued to propose a date, but it wasn’t the easiest. He was open to the idea, but I couldn’t get him to lock down on a specific time and location.

A lot of our conversations revolved around sex. Again, after the dry spell I went through with Smiles, I was happy to hear it. I also knew he had a great job, as he had his doctorate and was using to teach at a college and work at a clinic. He really seemed like the full package. From looking at his Facebook pictures, I could tell he loved to travel and he loved to have a good time. He also lived close to me. I felt like this time, I had it in the bag.

That night, I found a guy on Grindr. He was visiting, and the host he was staying with was away. He knew no one and wanted to go out. I was already contemplating going out, so I convinced my roommate to join us at the bar for casual drinks. We met him on the walk to the bar, and when we did, I was shocked. He was tiny. I’m 6’2″, and he was easily 5’2″. My roommate immediately whispered a comment to me. Then he opened his mouth and the queeniest voice came out. I was so turned off, but I couldn’t be rude.

We awkwardly sat and chatted at my favorite bar that night. It was dead, so there wasn’t even anything to distract from the incompatibility. When my roommate and I had our fill, we decided to head home. The little munchkin followed us home. He asked if he could come over, and I agreed. It was a moment of weakness. I was horny, and I thought he could be fun.

BOY WAS I WRONG. He was beyond a stage five clinger. After some making out and heavy petting, he spent the night. The next morning, he told me the only way we could have sex is if I could see him the next night. Foolishly, I agreed. It was bad. No. Let me rephrase. It was awful! I couldn’t get rid of him fast enough. I kept laying it on thick how much I needed to get to work, and finally I scooted him out the door.

This was just gay karma coming back to bite me in the ass. I never should have led him on. From the bar, I should have had the balls to just send him home and take care of myself. This is where my penis gets me into trouble. Soon enough, he’ll learn his lesson…

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Keeping His Options Open

Well before I met Smiles, I had been chatting with a guy I met on Grindr for some time. He was a feisty one, and I had a hard time locking him down for a date.

One thing you should know about me. If you ever give me your number, count on me having it forever. I don’t delete anyone. Whenever I add someone new from Adam4adam.com, Grindr, Manhunt or OKCupid, I note in their name how I met them. I ask them immediately to send me a pic to attach to the profile so I can keep them straight. If I meet them and don’t think there is potential or I find they aren’t worth my time, I add an X in front of their name so they go to the bottom of my contact list. It’s a system I’ve developed, and it works quite well.

When I broke up with Smiles, I went back through all the guys I hadn’t Xed. It certainly wasn’t a long list, and I’m sure the guys had long forgotten about me. However, it was worth a shot. I had nothing to lose. I’d simply remind them who I was. If they were still interested, great! Mr. Feisty was among this company.

Surprisingly, when I reminded him of who I was, his tone was very different from the last we texted. He was much more open to meeting me and far more playful than three months prior. We got caught up on what was going on over the past three months over text.

I did learn that he met someone in December, and they’d been dating since. However, he was willing to meet up for a drink as friends.

Now, I know he said we’d meet as just friends, but that’s not what he really meant, I’m sure. He was keeping his options open. He wanted to manage my expectations going into our “date,” but he was also leaving himself the opportunity if he liked me to see me again. I was okay with all this and was certainly up for the challenge. My game face was on. Now we were introducing something into the dating game I’d missed from my life since I swam in college — Competition. I could put up a fight with the best of them. I was going to show him how great of a guy I was, and he was going to like it.

He’d been traveling that weekend, and I happened to catch him on his way back into the city in the car from south Jersey. We went back and forth for quite some time. I was once again shocked at the night-and-day difference in his correspondences from the last time we chatted. We figured out a night to grab a drink after work. I went down to meet him in the West Village at Jeffery’s Grocery.

When I arrived, he was wearing a baseball cap and no glasses. This was quite different from the picture he’d sent me. The reason I kept trying to talk to him so much was because the picture was very sexy. I found him very attractive. The man standing before me was attractive, but not like the picture.

We both ordered a beer. He’d chosen one of those odd places that has beers on tap I’d never heard of. I had no idea what color my beer was going to come in. The conversation was tough to break into. He wasn’t being very friendly. If anything, he was being combative. I got the feeling he was being defensive the whole time like he was getting a bad review at work. He never added much to the conversation. He would answer my question fully, but never sparked the next topic of conversation. It was very uncomfortable.

At one point the topic of Facebook came up. He went off! To say he hates it is an understatement. He loathes it, and made it quite known. But, somehow me managed to spare me from being a part of the idiots whining about their lives on there. Somehow I wasn’t one of the, and I wasn’t supposed to be insulted. I respected his opinion of the site, but he didn’t respect mine. He just seemed so angry. I was so turned off and couldn’t wait to leave.

We talked about the dating world. Usually on a date when you start to talk about the physical act of dating, you’ve reached the end. There’s nothing to talk about between you anymore. If you reach this topic, it’s because the only thing you have in common is that you’re doing this with many other people who it didn’t work with either. He told me about a few of his long-term partners. I was jealous he was able to find guys he could call his partner — and more than one. I told him about my worst date ever (until this one), and he couldn’t believe I didn’t leave. He told me he wouldn’t have had the patience to last five minutes with the guy.

However, it was obvious he wasn’t interested in me. That was evidently clear when the bartender asked if we’d like another, and he said he was done. This date wasn’t even entertaining. It was simply painful. I got absolutely nothing out of it beyond the knowledge I wanted nothing to do with this guy.

We paid our tab and left. We were heading in the same direction, so we walked together a block, said our goodbyes, and I walked away never looking back…

 

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Pretty Fly for a Brit Guy

Life was returning to normal. I went to work every day, and I managed to fit in some gym sessions over my lunch breaks. I was feeling good.

I was free. I was single. I had no rules. Or at least I could live by my own rules.

Sadly, my old friend Grindr and I were rejoined at the hip. I wasn’t thrilled to be pals again, but he was a necessary evil. If I was going to straight bars every weekend, I was destined to live a life of the third wheel forever. I needed to do something proactive.

Most days at work, Grindr would sit open on my phone in the background waiting for the right guy to come along. Periodically throughout the day, I’d check on it to see what I caught in my net or to periodically toss out a new line.

I try to take my “lunch” at the gym at least twice a week. This frees up my evenings and actually makes me more productive. When the endorphins are flowing, I’m a far better worker.

I was also back on Grindr full force. I was on the hunt for a man. Mainly I was looking for a relationship. But, if the right opportunity came up, and I was in the mood, I wasn’t going to turn them away.

Just as I said before, if I wanted sex, I would go for it. But, if I wasn’t interested, I would simply let the opportunity go by. There was no need to hold on to guys for future use. There are plenty to go around.

Monday, on my way to the gym for a workout, I pulled up Grindr and began chatting with a great looking torso. We exchanged a few messages before he told me to come to his hotel. I laughed to myself and told the guy, “Sorry buddy. I’m on my way to the gym for a workout. Good luck.”

Apparently, he wasn’t done with me. He continued to message me all the things he wanted to do to me. Now, I was at the gym, and I was turned on. Originally I had no interest, but his persistence peaked my interest.

I learned he was a flight attendant staying at the Radisson Hotel near my office. This certainly wasn’t the first flight attendant I had a chat with staying at that hotel. It was almost a daily occurrence in the past. This one was hungry. He really wanted to give me a blowjob. He sent me a few pictures, and my interest was peaked even more. However, I continued with my workout.

Smiles and I were no more. I had to do what I could to attract a new man. I was focused on my workout. I needed to whip my body back into shape. It didn’t matter if it was winter. I wasn’t going to use that as an excuse. I’d lost some weight since Smiles challenged me on that subject. However, it all returned when my relationship was coming to a close. I was simply feeling lazy. The breakup was the kick in the butt I needed to get back to the gym in a dedicated fashion.

I told him I would not be able to come by because I was at the gym, and I had to return to work. I did offer the possibility of stopping by on my way home after work. I asked him what his plan was exactly. He stated: “I leave the door open for you. You come in with the lights out, we make out and I suck you off.” That was quite a plan. I had very little heavy lifting, and I would go home a happy man. “And I don’t have to do anything to you?” I added. “No. I just really love sucking c*ck,” he replied. The pictures he sent certainly showed him to be a very attractive and fit man. I wasn’t completely sold, but the prospect was top of mind.

There was one catch. I wasn’t done work until at least 5:30, and he had to leave the hotel at 6:15. As my workday was coming to a close, I messaged him to see if our arrangement could work out. He said as long as I arrived quickly, there would be enough time for him to blow me.

Yes, I know how incredibly risky this situation sounds. I also know how incredibly disgusting it sounds. I was completely using another human being. I’m not proud of it, but we all have a sexual animal instinct. Mine was starved for nearly twenty-six years. After that, it fluctuated. I was in need of pleasure, so I wasn’t about to deny myself that. Feel free to judge away.

I left work and went to the hotel. I arrived at his room and knocked on the door. He answered in a pair of shorts. I came in, and he immediately began making out with me. He was hot. I was really enjoying myself.

Warning: The following may be too graphic for some. He then unbuttoned my pants and pulled them down. He did all this while one hand was lifting my polo up, and he was licking my nipples. This guy was good. Good kisser and sensual bedfellow.

We moved things to the bed, and I stripped off his shorts. He had a great body and an amazing d*ck and a$s. I was having a blast. I scoped out his body. I told him to join me up on the bed so I could play with his body. He had a spectacular a$$ and an amazing d*ck. I was having a blast treating parts of his body like an amusement park for my hands and fingers. I almost couldn’t get over how sexy this guy was. He could probably have any guy he wanted. Why was he offering to blow guys without receiving anything in return? He must really enjoy pleasing another man.

Finally, I finished just as he requested. I really enjoyed all of it. It was a blast. I know it’s not the most conventional thing, but I saw no harm in this. He aimed all over his face. This guy really had a kinky side. I know I wouldn’t be able to do what he did, but if that’s how he got his rocks off, more power to him.

I asked him if he had a towel. These were the first words exchanged between us. We walked to the bathroom to retrieve a towel to clean up. I finally got to see him in the light. He had an adorable face to match his hot body, and I took the opportunity to inform him of all of this. On top of that, I heard him speak for the first time. He had the cutest British accent I’d ever heard. I wanted to take this guy home immediately. Sexy, good in bed, British accent — He was the full package! And, if it couldn’t get any better, when I gave him all these compliments, his smile was incredible.

I talked to him about his plans for the rest of the evening. He had to run to catch a flight back to the U.K. He was working and overnight. He planned on finishing himself off before he showered and made his way to the airport. We talked a little about his job, and I wished him the best of luck. With that, I was off on my way home.

As I walked to the PATH, I messaged him on Grindr and asked him for his email. I told him we could meet up the next time he was in New York City. Maybe we could even do something crazy like grab a drink. I dunno why, but I wanted this guy to be a pen pal of sorts. I was thrilled to think I could make a friend in the U.K., and I was sure he’d be back in the states often. When I got to the other side of the Hudson, he’d replied with his email. I sent him another Grindr message a day later when he arrived home. He told me he was looking forward to seeing me again. I told him when he came back to New York, we’d grab a drink at the bar sometime, but I still have yet to send him an email to set up a meeting time…

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