Posts Tagged happy hour

The Walls Closing In

One weekday, CK and I woke at my apartment, and I dragged him out of bed to toss around the medicine ball while we watched TV before work. I was motivated and a bit stressed, so I wanted to work out. We talked about working together to get our bodies back in shape before summer ended. It was miraculous I got him out of bed so quickly.

The planets aligned for us on the TV too. His favorite talking head, Rachel Maddow, was on my favorite talking head’s show, Real Time with Bill Maher. That was something we could both agree on.

When we were done working out, I made us some very healthy and delicious eggs for breakfast, if I do say so myself. Of course, because of our morning workout, we were a little delayed. We showered and got dressed quickly. On the way to the PATH, I wanted to grab a coffee, but CK was running later than he’d liked. He protested, and when I saw a long line, I passed. When we passed a second Dunkin Donuts, I told him I wanted to swing through. He’d apparently had enough and said goodbye on the spot. He wasn’t going to wait for me, and rightfully so. Better judgment kicked in, and I accompanied him to the PATH instead, where we rode together to his stop and gave each other a kiss goodbye.

Not only was I motivated to get my body in shape but also motivated to get my career in shape. Work was evolving drastically for me. I’d just taken on a new role I created for myself after chatting with my boss a few weeks prior. I pointed out our missed opportunity in the social media department and described how I could fill the void. After all, I had some experience in the social world (even though I couldn’t exactly show him my “portfolio”). I thought this could be the ticket to my future. Finally, I found something I could turn into a career instead of a job that generated me a paycheck. Something more than where work was just something I did between my time off. It wasn’t going to be easy, and there were bound to be a lot of speed bumps. However, it wasn’t anything I couldn’t handle.

That morning, I was really thrown a curveball I wasn’t expecting. I was called in for my review, and it was less than stellar. I had anticipated this, and it’s the main reason I approached my boss with the social media proposition in the first place.

Just when I didn’t think it could get any worse, I learned my boss was altering his role at the company as well. He was taking a far less active role, and it didn’t bode well for me. My day was heading downhill fast. Little did I know, but it was about to turn kamikaze. Not only was my boss taking on a lesser role, but we were also merging with another company.

My heart was in my throat for the remainder of the day. My first reaction was fear. Would I be a redundancy? Would I be laid off? As much as this was just a job for me, I needed it very much. I couldn’t even bring myself to text CK or call my family. I was very afraid, ashamed, embarrassed, the list goes one…

After that day came to a close, I woke the next day with some clarity. My next reaction was motivation. The fear began to wane, and I realized I needed to put all my efforts into my new venture. It wasn’t easy to get there, however, it was much easier to get through with the support of my man. I’d told him everything that was going on. He talked me down off the ledge when I was worried I’d lose my job and made me feel much better about the situation.

The fear wasn’t completely gone, and I needed an outlet for my stress. The coworker who left to work at CK’s company asked us to meet her for happy hour at the Standard Biergarten. I had been texting CK that afternoon and asked him to join us. He was being cryptic about what he wanted to do, and told me he may have to work late. I could tell he wasn’t really feeling it, but I really wanted to introduce him to my coworkers. He missed her going away drinks a few weeks earlier, so when this opportunity finally rose again to meet my coworkers, I was pretty persistent. He wasn’t digging it. He had a long day, and he wanted to go home and relax. I was really disappointed, but I also understood. We made plans for him to come to my place for the night when I got home.

Shortly after hearing he was heading home, we decided to leave the biergarten. I tried calling and texting CK, but I got radio silence for two hours. I wasn’t quite sure what was going on, so I decided to lace up and head out for a run. I needed to clear my head and work on my body again. I still couldn’t figure out why he wasn’t responding to me at all.

After my run, I finally got a text telling me he was heading my way. I started to make dinner, and when he texted me asking for a ride, I decided to go radio silent. Sure, I know it was petty, but I was in the middle of making dinner. I also didn’t appreciate him not getting back me when we’d discussed I’d call him when I was heading home.

When he arrived all that no longer mattered. We were both in good spirits because we were there to hug and comfort each other. That’s what it really comes down to at the end of the day, literally. I loved him, and he made me happy.

We sat and ate dinner together, but when I put my hand on his thigh, I felt something sticky/slimy. I pointed it out to him, and he didn’t have an explanation for it. My overactive mind immediately went to work connecting dots. Was it lube? Was that where he was for the two hours I couldn’t get ahold of him? I could go on for hours.

In turn, I got quiet. I was deep in thought and wasn’t quite sure what to say. After we ate, we sat on the couch watching TV. After some time, I suggested we head to bed. I was exhausted, and my head was spinning, but he wasn’t tired. Of course, we both fell asleep on the couch, waking up around three o’clock in the morning, finally moving to my bed.

I tried to put all doubt out of my head. Worrying about it would do no good, and I realized I was making quite a bit of a leap. There was a bigger picture here. I loved him. I won’t say that I squashed all doubt in my mind, but I managed to push it deep down so it wouldn’t continue bubbling up…

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The One I’ve Been Waiting For

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!

Never before have I prefaced an entry by giving away some of the details of what’s to follow, however, I’ve received numerous comments from readers tired of reading my “sex journal.”

“Your blog used to be interesting when it was about your relationship with your ex bfs, but it turned me off when it became a sex journal,” wrote one reader.

We’re both on the same page here. I dislike writing about these trysts as much as you dislike reading about them. It’s bad enough I’ve lived them once, let alone having to live them all over again when I write them.

So, without further ado, I am pleased to present you a love story…

On a Wednesday morning in April, while on my way to work, I happened to poke around on Grindr a bit. There was a message from an interesting guy on there. We began to chat a bit while I walked. He seemed pretty cool. I was about to head underground, so I quickly asked him for his phone number so we could continue the conversation on the other side.

We chatted a bit over text, and I came to learn a few things about him. I explained to him I wasn’t looking for sex, so if this was his motive, he should move on now. I was there purely for dates and friends. He seemed okay with that sentiment, and the conversation continued for a bit. I tried to check his spontaneity and asked if he would be interested in drinks that evening. He couldn’t because he had to work late. That’s when I learned he worked in advertising. I explained to him, if anyone understood working late for a pitch, it was I. I explained I too worked in advertising. When he told me he worked downtown, I started guessing what agency. Ironically enough, he worked for my previous agency. He worked closely with one of my favorite ex-coworkers. We were really hitting it off and I was excited to meet him. We agreed to make plans in the near future.

Wednesday evening, I was on my way home from a mediocre date. I fired up Grindr on the bus ride home and noticed he was on. I messaged him to say hi. He and asked what I was up to. When I told him I was on my way home from work, he responded, “You’re kidding me! Let’s f*ck.” My heart sank immediately. I had such high hopes for him. I was crushed. “You don’t know who you’re talking to do you? This is [O.G.A.A.T.],” I shot back. He admitted to confusing me with someone else and began damage control. I think he immediately realized he lost any shot of anything with me, however, he still took the time to apologize profusely.

If you know me at all, you know I give second chances out fairly often. I decided to lay on the guilt a little bit, but also give him the opportunity to redeem himself. As I got off the bus, I picked up the phone and called him. His timing caught me at a vulnerable moment. I was turning my dating life around. I told him what he did wasn’t cool. Again he apologized. I told him I would turn a blind eye this once for one reason; a few days prior, I probably would have said the same thing on Grindr. I couldn’t hold it against him when I too had treated Grindr in this way. He fully comprehended what I was saying and promised not to let me down.

The following day, I asked him if he would be interested in drinks Friday for happy hour. He immediately agreed that would be a great idea. When Friday arrived, we made more definitive plans. Since I was done work before he was, I offered to come down to his neighborhood. I just told him to text me when I should start walking down there, and he did. I texted him when I got the bar, but he was still working. I told him I’d hang out by the bar for a bit. I walked a block to Starbucks, got a coffee and wrote a blog post. I needed a kick in the a$$, considering it was a Friday night after a long week. When nearly an hour passed, my patience was at its end. This guy was not winning me over by any means. I was a block away from the PATH and very tempted to just leave. Just as I was closing my laptop, I got a text from him. He was on his way.

We met on the street in front of Employees Only. He’d never been before, so I led us inside to order a round of drinks and find a wall to lean against. He apologized for taking so long and explained what was going through his head. He was working on something late and told the editor they’d need to pick it up again on Monday. He’d already used up one of his chances with me. If he messed this one up, there’d be no redemption. I thought it was cute, and I loved his honesty. We talked about our jobs and our shared favorite coworker. I told him about my coworkers and how we’d be excellent fodder for a reality show. (I really work with a circus of a crew, but I love them!)

We were really hitting it off. Everything just felt so easy. He was also incredibly easy on the eyes. I felt I was a bit out of my league here. He was five years my senior, gorgeous, smart, witty, well spoken, had a solid job, etc. Basically, he was the full package. I already knew he had a healthy libido as well, so we’d probably be fine there.

After two rounds of drinks, he took the opportunity to kiss me. I can’t tell you how much I loved that kiss. He was a real man, and he kissed me. I was crazy swooning. We decided to make moves. In our conversation, I was talking about what I do in my free time and mentioned the pier I lounge on directly across from the Christopher Street pier. He suggested we take a walk out there before grabbing a bite to eat somewhere.

We walked holding hands to the end of the pier. He took my bag, set it on the ground with his own, and we walked to the railing. He stood facing the water and pulled me in, wrapping my arms around him. It was incredibly romantic. While we talked, I nuzzled his neck. Things were so easy with him. There was no drama. There were no games. There was just us. I couldn’t believe an hour earlier I was ready to abandon our date and go home.

He turned around and hiked himself up so he was sitting on the railing dangling over the river. I was between his legs with my arms wrapped around him while we chatted. I decided to tell him how new to the game I was and tell him my coming out story. I figured I might as well get that out of the way, because if it was going to scare him off, I figured it was better sooner rather than later since I’d already grown so attached to him. He was totally cool about it. This is also when I learned our age difference of five years. Obviously I was fine with that considering Smiles was nine years my senior. He was cool with that as well.

As we walked to find dinner, he told me about his coming out story. It was interesting and not all that different from mine. I learned he was bisexual through college, which actually was reassuring to me. I liked men that had experience with women as well. It wasn’t a necessary skill I needed to see them utilize. I just liked knowing they’d experienced women as well and realized they were more attracted to men. It also generally proved to produce more masculine men, which I’m far more attracted to. I also learned in that conversation he was a cancer survivor. I didn’t know how this guy could get any better. He was like Superman.

The date was off to an amazing start. We were walking hand-in-hand to find dinner somewhere, and I didn’t want the date to end. I was on cloud nine. I think I floated the whole way. We finally arrived at a spot I was quite familiar with, Frankies 570. So familiar, in fact, I’d been there a few days prior. The date was just beginning. I couldn’t wait for the next course…

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Another Boring Date

Tuesday night, I was happy to be home. My date with S.D. wasn’t bad, but it helped me realize he wasn’t the guy for me. We had too many differences of opinion.

I noticed on my calendar Broadway‘s birthday had arrived. I made sure to call him to wish him a happy birthday, but he didn’t answer. If I recalled correctly, he was in California for a vacation. I left him a message and told him to call me when he had a free second. I didn’t hear back from him for over a week. I was a little disappointed, however, we still maintain a friendship. His friendship is important to me.

On my walk to work Wednesday morning, I checked my Grindr messages. I began to chat with one guy, but that’s another story for another day…

I had a date planned that Wednesday with a guy I chatted with on OKCupid, but he ended up bailing on me at the last-minute. This time, I had no one waiting in the wings. I debated just lying low and going home after work, but another part of me didn’t want to waste a free night. I thought I’d reach out to my current roster to see if any of the guys were free to meet. I figured I might as well get a first date out of the way while I had the time. I was really looking at dating like a job. This was bad policy, but with someone like me who has a busy schedule, you gotta do what you gotta do. I sent out feelers to the guys to see who was available to grab a drink after work.

Ironically, two of the guys responded. One was in Hell’s Kitchen and the other lived in Jersey City. I wondered if I could schedule them both in the same night. Hell’s Kitchen would work out because I could just take the bus home, and Jersey City could work if he came to Hoboken to grab a coffee or a drink when I got home later. I wasn’t all that psyched about the guy from Hell’s Kitchen, so I assumed it would be a short date and work out.

The first guy picked a nice restaurant, Pier 9, at the north end of Hell’s Kitchen to grab a drink and maybe an appetizer. It just so happened to be right across the street from his apartment. We met just inside the restaurant. I wasn’t excited by what I saw. He wasn’t unattractive, but he wasn’t attractive either. That being said, I wasn’t writing him off based on looks.

He was a regular here. He knew a lot of the wait staff, and they took good care of him. We grabbed a seat and began to chat.

The conversation was pretty relaxed. We both decided to order wine, and since it was happy hour, we split a bottle at half price. We also noticed a great edamame appetizer on the table next to us and ordered that to split while we got to know each other. It was a very nice place, and the wait staff was super sweet to us. They could tell we were on a date and treated us as such.

We talked about our jobs, our families, life in the city, etc. It was nice conversation. Nothing was forced or awkward, but there was no spark either. He seemed like a really nice guy, and we agreed on a lot of things. I could see us getting along really well, but more in a friendship capacity than a dating one. I could see him being a good date for Sunday morning brunch to talk about the weekend and talk about guys.

We were there for a decent chunk of time. The date lasted about an hour all said and done. We finished the bottle and the appetizer and decided it was time to head out. I could tell he didn’t find a strong connection there either. I had to initiate the goodbye hug, and there certainly was no feeling behind it. This would make things easier. We left with the same expectations of not hearing from the other much after we parted ways.

As I walked to the bus, I started texting the guy from Jersey City. We’d talked more than a few times before. We’d become Facebook friends, and I was supposed to see him on Hoboken St. Patty’s when he was attending the gay party across the street from my apartment, but he never made it. I asked him to an unconventional date. I lined it up for him to come to my place and just relax with a glass of wine. He agreed that sounded like a great idea, so he came over shortly after I came home. We were finally making time to meet up in person…

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Meeting the Hatfields

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…

Southern Drawl was very anxious to see me. Before our last date ended, he asked me, “So, when do you get to see me again?” It was a bit egotistical, but it was also a little cute.

I had plans with other guys for the rest of the week with the exception of my volleyball game on Thursday. We agreed to do happy hour after work on Friday to get the weekend started off right. He was going to the Frying Pan, a permanently parked barge on the Hudson River that doubles as a restaurant/outdoor bar, with a group of his coworkers. Apparently, he was comfortable enough to introduce me to them.

He was already there when I made my way across town to meet him. He worked right across the street, so there was a solid crowd present from work. I found them in the crowd and pulled up a chair to the table. Everyone was very welcoming and nice. They immediately offered me a cup of sangria, and I settled in. I joined the big conversation, and Southern Drawl and I had a few side conversations not meant for the table.

I wasn’t sure to what extent he was out to his coworkers, so I played a vague roll. I didn’t show any signs of affection or do anything that would be a severe tell. I had a good time.

When everyone was ready to go, we started walking. We were heading to his apartment, but we walked with the others until they peeled off to head in separate directions. It was then I was informed that this was a big deal. None of the other guys he dated had met his coworkers. Only one or two of them knew he was gay, so this was somewhat of a public coming out. I’m sure his coworkers would put two and two together if he was inviting a man to join them for drinks. It was flattering he was willing to do that with me.

Since before I met S.D. in person, I’d learned of his incredibly flamboyant and promiscuous roommate. We talked about him to quite an extent on the walk.

I could not have been prepared for his apartment when I walked in there. It was an utter dump! His roommate was lounging on the couch when we arrived. S.D. needed to change before we went out for the rest of the evening. I chatted a bit with his roommate, and he certainly had a strong unwarranted air of superiority. We didn’t get along, but we didn’t clash either. He was a non-entity to me.

Meanwhile, I made a comment about S.D.’s shoes, and I was ripped a new one. He went off on me how expensive they were and how dare I downplay them. I was dying to get out of that apartment, and S.D. was dragging his feet.

He told me his friends from back home in the south were going to be out on the Lower East Side since one of them worked at Brother Jimmy’s. We decided to pick a place in the neighborhood to grab dinner before drinking our faces off. We found a nice Italian restaurant, Pete’s Tavern and shared a delicious pleasant meal. Things were starting to feel comfortable with him. All the awkwardness melted away. We had great conversation and kept each other on our toes. The conversation was great, but I began to wonder if I was sexually attracted to him. When he sent pictures to me, I found him to be quite attractive, but since being with him, I didn’t get excited or aroused by him. We hadn’t crossed that bridge yet, but I wondered if when I came to that bridge, would I even want to cross it. On top of that, we hadn’t discussed positions since we first spoke on the phone. He told me he didn’t have much experience in the bedroom originally. He said he never really bottomed, but he may be willing to experience it. Since then, I got a different picture learning about the long-term relationships he’d been in. I wondered if they were sexless, or was he lying. We were two tops, and that was going to pose a problem as some point.

After we finished dinner, we walked to Brother Jimmy’s to meet his friends. He was excited to introduce me to them. They’d already seen pictures of me and predicted I was a far better man for him to date than the one he just let go. They already loved me before even meeting them, so it was my game to lose.

S.D. introduced me to them, and we hit it off pretty swimmingly. His best friend, a female, pulled me aside to talk and gossip. We chatted, and she expressed how much she liked me. “You’re just the right amount of gay,” I was told. I’d always thought that about myself, but it was still interesting hearing someone say this to me. Even the friend, the girl who was working behind the bar planted a kiss on me, right on the lips. It was a pleasant surprise. I was a hit!

S.D. also told me his friend from work, “his little buddy,” was joining us. This kid was gay and even lived with S.D. on the couch for a period. They were very close and best friends of sorts. When this kid arrived, I was introduced to him. He seemed very nice, and we exchanged small talk. Almost immediately, S.D. and he separated from the group and began chatting the night away. It was obvious to me S.D. had a crush on him. I wondered if the little guy just wasn’t interested in S.D. and that was the hangup for why they weren’t together. I felt incredibly neglected. I was getting quite drunk, and that usually peaks my emotional state. I was very close to walking out the door and going home without a word but better judgment kicked in.

After we watched someone who looked like Snookie do an amazing rendition of Adele for karaoke, I was ready to go home. I was drunk, and I was trying to see past how he ignored me. Even after all I drank, the bartender charged me seven dollars.  I’m still not 100% sure why, but I asked S.D. if he wanted to come back to my place and spend the night. I think I wanted to test our sexual chemistry. I wasn’t looking for sex. Clearly that wasn’t possible in the state I was in. I just wanted to get somewhat physical with him.

We made out way back to my place and quietly made our way to my room. We climbed into bed to spoon, and I passed out quickly.

Warning: The following may be too graphic for some. When we woke up in the morning, we started spooning and fooling around. There was a lot of heavy petting and oral pleasuring. It wasn’t long before he was straddling my chest fondling himself. It also wasn’t long before he excited himself so much he finished right on my chest. He asked for my permission, but I wasn’t expecting it to happen almost immediately.

We lounged in bed for some time before I made us breakfast. There was a bit of a schedule for the morning, however. My parents were coming into town for Easter weekend. I needed to get him out of there before they arrived. Just as we finished eating, I got a call from my parents. They were downstairs. I told S.D. to quickly get dressed and make his way down the back stairwell. He was fine with this, and we agreed we’d chat later on the phone. I hustled him out the door and kissed him goodbye.

One minute later, I threw on flip-flops and went down to greet my parents. They didn’t make a single comment about the guy leaving my building. I had yet another celibate weekend in front of me, and this was a good thing.

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Sticking to the Plan

I had a Friday to myself, and I wasted it on hookups. I could have been doing something productive like going to the gym or grocery shopping, but instead, I spent the day inside trying to line up sex.

There was one man in particular who I’d exchanged messages with on adam4adam.com. He was a well-built guy with a sexy body. He had a nice amount of body hair, great muscles and a spectacular behind. We’d talked about hooking up a few times, but we’d never seemed to line our schedules up. I messaged him, but he didn’t respond.

I continued to search for other guys on the computer when he finally responded. He didn’t read my message until it was too late. We exchanged phone numbers, and he called and told me he had a lot of errands to run before his mother’s birthday the following day. He wasn’t able to see me until later, but suggested we Skype in the meantime. I had nothing to do, so I agreed.

He was even good-looking with bed head on the computer. I couldn’t imagine how sexy he was in person. Seeing him on the computer was just making me hornier, if that’s even possible. I tried so hard to convince him to come by before his errands and do them later. All he needed to do was time-shift his day. He kept telling me the only way it would work is if I came to his apartment. I couldn’t because it was raining, and I don’t ride the motorcycle in the rain. We pushed back and forth for some time to no avail. Of course there was some teasing with body parts on camera while all this was going on. I couldn’t wait to feel his sexy body. Alas, he had to go, so I said goodbye and we made tentative plans for later. I told him when I came by, he’d certainly have to wear his jockstrap for me. He gave me a disclaimer. He was up for almost anything, but he was not up for full penetration the first time meeting me. I was a little disappointed, but understandable.

That’s when I turned to the Mexican guy in the previous post. He was willing to come by right then, and I needed a release. I had immediate regret after that encounter.

Later in the day, my old roommate texted and asked if I was interested in meeting up for happy hour. After being cooped up in my apartment all day, I thought that sounded like a spectacular idea. No one ever invites me out for drinks either. It’s usually me doing the inviting, so it was a special treat. I texted the burly man from my morning Skype session to tell him I’d have to postpone. He called immediately protesting. I told him other things came up, and I wouldn’t be able to come by. He didn’t stop persisting to try to persuade me otherwise. I told him he could have solved the whole thing had he come by earlier in the day.

The clock reached 6:00, and I hadn’t heard from my old roommate. I reached out to burly man to see if he was still available. Indeed he was. I agreed to come to his place a few miles from my apartment. He told me he would be waiting for me in bed wearing nothing but a jock and would leave the door unlocked for me to just walk in.

I drove over there and texted him when I got to his neighborhood. I tried the door, but it was locked. I called him to tell him, and he said his upstairs renter must have left and locked the door behind him. He told me to back away so he could unlock the door. I did as I was told and gave him a minute to get back to his bed.

Warning: The following may be too graphic for some. I came in, undressed down to my boxer briefs and began kissing his back while pressing my body against his. It was as great as I imagined. His a$$ looked incredible in that jockstrap! I could barely resist him. We had a lot of fun together. There was a lot of groping, heavy petting, kissing, sucking, licking, biting, rubbing, etc. It was great. I was really enjoying the jockstrap as well. I was grinding on his backside, almost penetrating him, but never fully entering him. He really enjoyed it and was pushing me further, but in the end, he stopped himself.

He was begging for me to finish, and he brought me to the edge many times. He started orally pleasuring me. He thoroughly enjoyed this, and it was turning me on since he was enjoying it so much. Eventually, I finished in his mouth and all over my abdomen, and he loved it. He began to use his hand to pleasure himself. I helped by applying pressure to different areas until he finished all over his abdomen. We’d chatted about how each of us shoots on Skype, and it was interesting how different and how similar we were. His description was pretty spot on for what actually happened.

We both just laid there a minute and enjoyed the feeling pulsing through our bodies. I still couldn’t get over how amazing his a$$ was. I wanted to penetrate him so bad, but I knew that would have to wait for another day. He hopped out of bed and handed me a towel to clean up. While I stood there, I met two of his cats. They were very cool. This guy was quite into animals. He had a huge saltwater fish tank as well. He ran to the restroom while I got dressed. I also took the opportunity to snap two pictures. He came back and got dressed as well.

He walked me outside and chatted a bit while he smoked a cigarette. He didn’t live in the best of neighborhoods. An old woman so strung out on something walked by, and he engaged her in conversation for quite some time before finally offering her one of his cigarettes and sending her on her way. He told me about how his mother lived next door and his family’s ties with the city. He was a really nice guy. I could see myself seeing this guy again some time. He told me he was also kinda seeing some guy, but it was very casual and nothing serious. He mentioned the desire to see me again sometime, but we didn’t set up anything concrete.

I sped off on the motorcycle back home to shower and get ready to go out and meet up with friends. The only friend interested in going out was P. We agreed to hit up one of my favorite local spots where I know the owner, and he takes good care of me, Cooper’s Union in Hoboken. We had a relaxing night drinking and sitting at the bar. I told her about how I was getting out of control, and it was then I decided I was going on a Grindr diet. This had gone on far too long. I was realistic enough to know I couldn’t quit it cold turkey, but I also knew it was a great temptation for me. I was going to try to steer clear. I would only go on to see if someone messaged me. I would no longer cast out a net and would no longer have it running on my phone all day. I needed a break. I was addicted, and it was time for me to ween myself off the drug…

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Gym Hottie

Since my breakup with Smiles, I’ve been making greater efforts to spend more time with friends. I didn’t neglect them while I was dating him, but I certainly didn’t shower them with attention either. They’re very important to me, and I wanted to make sure they knew they were appreciated. Of course, I also just loved hanging out with them, otherwise they wouldn’t be my friends.

One of my old roommates asked me if I wanted to go out to the bar. It’d been a long time since he’d done this. It came quite out of the blue, but I was very happy for the invitation. Since we don’t live together, we get along much better. It wasn’t that we fought all the time while we lived together or anything. It’s just much simpler now. I look forward to bar nights with him.

At the same time, one of the girls who I know from my annual Martha’s Vineyard trips was planning a birthday gathering the same night a block from my office. I asked my old roommate if he minded going there for happy hour. I thought it would make things convenient so I could spend time with both. It’d been a long time since I caught up with both friends.

My old roommate and I arrived at the bar early. We made our way through the crowd at Gingerman to the bar to order some beers. I offered to pick up the first round, as I generally do. I handed him his beer and we cheersed. It was at that moment I learned it was his birthday. I had no idea until he said something. I felt like such a sh*t. He was a close friend, and I was usually up on that sort of thing. I have everyone’s birthday in my phone, so I checked to see how I missed the date. It turned out I didn’t have his birthday in there, but with more investigation, I had scheduled it a month later on the same date. I told him how bad I felt, but also added, “At least I offered to buy the round! Haha.” He laughed and quickly forgave my mistake. I thought about it for a second, and realized I was the only one meeting him for drinks. I was the one he wanted to spend his birthday with. I was touched and happy.

We stood by the door because it was the only place we could stand, drink and have a discussion. He told me his plans to go to Atlantic City that weekend for his birthday with a busload of people. I wished him luck since it sounded like such a complicated situation.

After some time, the birthday girl arrived. She came in and gave me a big hug. I introduced her to my old roommate, and we quickly caught up. She decided to make her way to the back of the bar to see if she could grab a table when the bouncer chased us away from the front door. My old roommate and I had already been back there and knew there were no tables, so I let her find out for herself after telling her that. He and I made our way to the front corner of the bar. Just as we did, a couch opened up. I texted the birthday girl to come join us. About ten minutes later, she finally did and brought the rest of her group over.

I talked with my old roommate as more and more people filtered in. It was becoming an intimate little circle. I introduced him to everyone that joined that I knew. When the evening was dragging on, I decided I was read to head home. I had to take equipment home from work, so I was going to book a car service from my office. I invited my old roommate to join me since he still lives in Hoboken as well, and he accepted. I pointed out how I bought all his drinks and provided him a ride home, proving I wasn’t a bad friend who forgot his birthday after all.

We said goodbye to the birthday girl and the rest of the group. She pulled me aside and told me how cute he was. I explained to her he wasn’t a love interest. I pointed out how she’d met him at my Christmas parties, as well as his girlfriend. She was so confused, but I realized what happened. He was guilty by association. Because he was sitting on the couch with me, and because of my status as a gay man, everyone who knew this bit of information also assumed he was gay as well.

As we walked to the car, I pointed out to him what happened. Even though there was nothing I could have done to prevent it, I apologized to him for it. He was oblivious to it, and he laughed it off.

That night, I also had to say goodbye to another ex-roommate. He was still a good friend and tennis partner. He was moving to San Francisco for work, which meant I would probably see him once a year like my other San Francisco friends. I was very sad to see another friend go. Slowly but surely, all my friends were moving away or pairing up and falling off the face of the earth. I know this is part of getting older, but that doesn’t make it any less painful.

My sister and I went to the bar where he and his friends were gathering. It was nice to get to see him since it had been so long. He’d been quite busy with his new job, but now I’d see even less of him. After I got to chat with him for a bit, I texted my other friends, D and his girlfriend and asked what they were up to. They wanted to meet up for drinks, so we decided to go to Cooper’s Union, where I know the owner and bartender.

We met them there, and the whole lot of us wasn’t charged for a single drink the entire night. He always took great care of me and my friends when he worked at my usual watering hole. Now that he branched off and opened his own bar, the attention only got better.

I had a great time with everyone that night. I got to see so many of my friends. Normally I’m too lazy to do any of these things. I always bail last minute out of selfishness, but I was trying to be better about it. It was already paying off. I had a really great time.

In the middle of all this, a gorgeous man walked into the bar. I’d seen him many times before. I’d actually seen quite a bit of him as well. He was a usual at my favorite bar, and he was a usual at my gym in the city. Apparently we both lived in Hoboken, and we both worked in the same neighborhood. I’d had a crush on him for a looonnnggg time, but had a very strong feeling he was straight. He was still gorgeous and fun to look at.

At the same time, I noticed he caught my sister’s eye as well. It’s ironic, but we have the same taste in men periodically. We both acknowledged shared interest in him, but I pointed out to her it wasn’t even worth a battle. She’d already won. There was almost no question in my mind he was straight “How do you know?” she asked. “I can just tell. But, I can also tell you he looks great with no clothes on — At least from the backside anyway,” I added. We both laughed and she continued to ogle him from afar. I did as well, but I was much more discreet about it.

When I was tired and it was time to go home, I gathered everyone to make our way home. Of course I wasn’t going to walk out without paying. I gathered cash from everyone and handed him a wad of cash before walking out the door.

I had a great night. I saw a lot of my friends in one night, I got to scope out a hottie I’ve had my eye on, and I had cheap drinks. Maybe single life was working out well for me. Maybe it was time I tried that for a while… Maybe not…

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Surprise Ending

When I got home from my dinner date with Smiles, I sent him a text asking if I could spend the following night with him at his place. I wasn’t sure if he’d already passed out, but I never got a response. I was hoping he’d answer me before I left for work in the morning so I knew if I should bring clothes for work the next day.

My office party was that Wednesday night at the Greenwich Village Country Club. We weren’t able to bring guests, but I was hoping I could see Smiles following the party. I wasn’t all that into it and was willing to leave early if need be.

Wednesday morning arrived, and I still had no answer. I decided to be on the safe side and bring clothes regardless. Maybe he’d answer me midday. When I didn’t get an answer, I asked the question again in a text.

He responded with an apology. He didn’t realize he didn’t respond the night before. “Yes. You can spend the night.” I explained the party, and he told me he had happy hour plans with his wealthy client friend and his partner.

For me, the office party was not all fun. Every year I get wrangled in to help with a few elements of the night. I performed my duties and then had fun drinking and dancing with my coworkers. It was a really good time — Better than I expected. However, I was more looking forward to seeing Smiles.

I texted him to see what he was up to. If he was still out, I was going to meet up with him. He told me he was wrapping up drinks and heading home shortly. I told him I would be leaving the party shortly as well and would come by.

I said my goodbyes and collected my coat. I wasn’t that far from his apartment, so I decided to walk. While I walked, I called his phone just to make sure he was home. I called about 10 times in a row with no answer. I sent text messages and heard nothing back as well. I wasn’t sure what to do, but I decided to continue on to his place. Finally, just as I was nearing his block, he picked up. His phone was on silent in the other room, but he was home.

He buzzed me in, and I came upstairs. I gave him a big kiss hello. I wasn’t drunk, but I was properly tipsy.

We talked about happy hour and the party while we hopped into bed. I undressed and hopped on “my side” of the bed, and he slid into his side.

Just recently, I made the switch back to briefs periodically. I decided I looked good in them since they showed off my legs — The same legs Smiles loved to compliment. So I knew what I was doing when I laid on my back in just briefs while talking to him. We chatted a bit before he made a big move. My seduction worked.

Warning: The following may be too graphic for some… As I laid on my back in my briefs, he started groping my crotch as he rolled over partially on top of me to make out. This was a bit out of character for Smiles, but I like it. Apparently he liked what he saw and went for it. I could get used to that.

Things got more heated and passionate and the clothes came off. I thought this was going to be the extent of our romp in the sheets, but apparently he was ready to escalate things. He proposed sex. I was a little apprehensive because he was still recovering from surgery. I didn’t want to further injure him. He detailed his limitations; he couldn’t top and he couldn’t put his legs up. I was still worried I may hurt him, but if he was good for it, I was game.

With that, he put a condom on me, and he climbed on top. It didn’t take long before I lost it. I’d been drinking the better portion of the night, and that really wasn’t helping at the moment. “I always lose you in this position,” he said. I found that ironic, because that was the position Broadway and I so often found ourselves in.

“Have you ever done poppers? he asked. I told him I’d never done them myself, but I’d witnessed them used. He told me it increased blood-flow and would produce one of two effects. Either it would make the problem worse or it would solve it. I figured it was worth a shot, so I agreed to partake.

He opened his nightstand drawer and pulled out a small vial. He held it up to my nose as I inhaled. Sadly, it had a negative effect.

“Let’s try one more thing. Stand up. It may help the circulation,” he told me. So I did what I was told. Magically, it worked. He turned, and I pressed my chest against his back. He lubed me up and bent over the bed, and we went at it. Finally, we were having great sex, even if it did get off to a rocky start. Apparently, he also was enjoying it as he finished on the floor. Just as he did, he turned around and said, “I wish I could make you cum.”

And it was over… I was close to finishing, but him pointing that out to me made me lose it immediately. My mind switched over immediately.

He walked to the shower, and I laid in the bed. I wanted to hop in the shower, but that wasn’t physically possible based on his setup. I thought we could have more fun and maybe I would finish. When he came back, I took off his towel and pulled him into the bed. I told him not to say things like that because it was a sure fire way to make sure I didn’t finish with him.

We cuddled for a bit, just laying in each others’ arms. Just as he was about to get up to go brush his teeth, I asked him if I could ask another question. I wanted to ask him where we stood. I wanted to know what I was to him. However, as he walked away, he responded, “No.”

I was a little crushed. I went from being so happy to finally be having great sex to utter disappointment. How was I supposed to be in a relationship with him if I couldn’t express how I was feeling.

He came back, and I was already prepped for bed. I curled up facing the wall ready for sleep. I wanted him to read my body language and realize how much I closed off, but I don’t know if he got the hint.

That night I had a dream about Smiles. I specifically remember him in the dream saying to me, “You know I like you, right?” It was the reassurance I wanted in reality, but this was a figment of my imagination. It was just that – A dream.

For the rest of the night, I didn’t sleep well. I tossed and turned like the inner turmoil I so wanted to release.

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Every One But the One I Want

Friday arrived, and I was starting to nail down plans with Smiles for the night. He had things to do all day, so we planned to grab dinner and then head to his friend’s birthday party.

This meant I had time to kill after work. My good friend A asked me to grab happy hour drinks with her. She recently moved our of Hoboken into the city with her boyfriend, so I was already seeing a lot less of her. We were due for a catch-up.

She picked a place in the Flatiron District that’s known for their happy hour. We cozied up to a spot at the bar and chatted about our new situations. It had been a while since I caught her up on the status between Smiles and I. I took her for a ride on the roller-coaster ride of emotions I’d been through. She gave me advice on how I should proceed and things I should watch out for. After five years, she knows me quite well and can predict a lot about me, so I’ve come to listen intently to what she says.

She also took the time to talk about the new challenges she faced moving in with her boyfriend. I tried to give her my two cents for what it was worth. My biggest advice to her was to pick her battles. On the things she could let go, she should, but on the things she really cared about, she should make a stink. That way, he would realize with more poignancy when he was doing things that got under her skin.

In the middle of our conversation, Smiles called to discuss dinner. He chose a place about two blocks from where we were drinking, and we agreed to meet in a half hour. When the time came, and A and I had our fill of cocktails, we walked to the restaurant Smiles chose. I coerced her into coming along to meet him since none of my friends had the opportunity yet.

I introduced them to each other, and Smiles invited her to join us for dinner. A had plans to meet her boyfriend for dinner, and I could tell she was looking for a quick exit, so she agreed to sit with us for a few minutes. She was already running late. I appreciated her making the extra effort, and gave her the out she needed. I told her to get on her way.

After she left, the conversation with Smiles was slightly forced and awkward. I was having a hard time breaking through and there were periods of silence. I learned he was feeling very sick and his stomach was bothering him. He had issues with his appendix, and it was inflamed and bothering him again.

Now, I was worried. I genuinely cared for him and my paternal instincts kicked in. I was worried for his safety and said, “Don’t be a hero on me here. If you aren’t feeling well, we can go at any time. Don’t soldier on on my account.”

“Thank you for your concern, but I’ll be fine,” he replied.

The rest of the meal was pleasant, but quiet. I reached my hand under the table to rub his knee to try to make a better connection while we chatted. That, and I was still worried about his condition.

When we finished dinner and desert, we had some time to kill. Smiles walked around the neighborhood looking for a massage parlor (legit, not sexual) in which to kill time before the birthday party. We couldn’t find one still open to take advantage of, so we hopped in a cab and made our way to the party.

When we arrived at the party, I was slightly overwhelmed by the crowd. I’d never been to a party so heavily skewed male in my life. I learned the birthday boy was gay, which answered a lot of questions for me.

We found a comfortable spot to plant ourselves and each grabbed a drink and something to nosh on. We made a friend and chatted with him a bit. He was an extremely jacked and cut black man who is an interior decorator. It was interesting hearing him talk about his occupation, all while looking at someone who looked like a personal trainer.

After some time, this man turned to us and said, “Oh. Are you two together?”

Both their eyes focused on me. The pressure was on. I didn’t know what answer Smiles was looking for, but I saw this as an opportunity to gauge his reaction. I tilted my head slightly to the side nodding and said, “Yeah.”

Our new friend called attention to and questioned my head tilt heavily. I pointed out we didn’t know each other all that long. I still look back and wonder if Smiles was actually looking for me to say yes. I still wonder if he was being distant because he thought I wasn’t fully invested in our budding relationship. Of course I wanted to say yes, we were dating, but I didn’t know where his head was at the time. I didn’t want to scare him off by being overzealous.

We were nearing the time to head out for the night, but I needed to use the facilities first. That was particularly a challenge because the bathroom was being used by a few to sign a birthday book photo album. Finally, I gave up and assumed I could go when I got back to Smiles’ apartment.

We went downstairs and hopped in a shared cab with one of the female guests from the party. As we progressed, I learned I would not be going back to Smiles’ apartment. My destination was the PATH to go home. I was slightly shocked and annoyed. It was a Friday night. Why wasn’t I being invited back to his place. I know I’d never been there before, but this was a bit ridiculous. It was around midnight, and I was dreading my trek back to Hoboken.

He hopped out of the cab with me. We said goodbye on the street with a quick kiss, and I was on my way home. I’m not gonna lie. I was hurt. I felt rejected. There was only so much rejection I could take.

As I walked, I pulled out my phone. I called Boston, but of course, he was still ignoring my calls. I left him yet another voicemail. I also called my new friend to see what he’s been up to. No answer either. Finally, I texted the Principal. It’d been a while since we chatted, so I thought I’d given him enough space. We began texting, but I told him I’d have to continue the conversation on the other side of the river.

While waiting for the PATH, I nearly p*ssed my pants. The train going into the city dropped off a tranny who felt the need to flirtatiously wave at me and say hi. When it finally arrived, I leaned my back against the wall and closed me eyes to concentrate on something other than my bladder. Two women were in front of me on the crowded train, and around a turn, one fell into me. They started arguing with each other and engaged me in conversation. Though not stated outright, I learned they were a lesbian couple, and they were hot. We had a long conversation, and when we arrived at the Hoboken stop, they invited me to come hang out with them. They had no idea my preferences fall in the men category, and they were inviting me back to their place. I used my bladder as an excuse and said goodbye. It was early enough, but I  was not in the mood to play.

While speed walking home, a very large black girl grabbed my arm, pulled me towards her, and shouted, “TAKE ME HOME WITH YOU!” I ripped my arm free and continued to walk home, all the while texting with the Principal. I was flirting slightly, but not to the point of crossing the line with him. I missed talking to him and our flirtations. I really did like the guy, but the distance was still killer.

When I got home, I relieved myself and hopped into bed. I was disappointed I was there alone, but I opened up a whole new can of worms with the Principal. He still wasn’t over me, and I just scratched open that scab again. I even went as far as to pull up Grindr again for the first time in over a month.

It was just my luck. The one I wanted to be spending my night with just sent me on my way, while everyone I didn’t want anything to do with seemed interested in me.

Furthermore, I wouldn’t be seeing Smiles the following day. Originally I was planning to go to a horse race in New Jersey and invited him to join. When the day was approaching I was no longer interested in going and sold my ticket. I was hoping to spend the day with Smiles, but I learned he was going to Six Flags with friends — without me. I understand he has a life of his own, and I don’t have to spend every waking moment with him. But at this stage in our relationship, I wanted to spend more and more time with him. I certainly would have invited him on a fun trip such as the one he was going on. Apparently, he didn’t feel as strongly for me. A clearer picture was being painted for me. Maybe he just wasn’t that into me.

I realized things weren’t going as smooth as I would have liked, so I set myself on entertaining other ideas…

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