Posts Tagged OKCupid

Things Are Starting to Look Up

Wednesday afternoon, I went from having no dates to having two. I managed to schedule seeing two guys in the span of a few hours. I was being efficient at my “job.”

On my way home from a purely average date in Hell’s Kitchen, I once again checked Grindr for messages. The guy who I spoke to that morning happened to be on. We chatted a bit, but again, that’s another story for another day.

I already lined up a date with the guy I’ve been talking to for about a month. We texted a few times about meeting up but nothing ever materialized. I Facebook stalked him and found him very curious. He was VERY athletic, which I liked a lot, but we didn’t share a lot of the same athletic interests. He’s into skiing and cycling. I am not. It seemed we would get along, but I just wasn’t quite sure about him. The night could go either way.

He agreed to come over and share a bottle of wine. It was a little unconventional, but it was getting a bit late for a coffee shop, and this was a much easier solution. He was fully onboard.

He drove over and found parking rather quickly, which is a miracle in Hoboken. When he arrived, I buzzed him in and greeted him at the door with a hug. We went into the kitchen and sat at the counter to chat a bit. While we talked, I opened a bottle of wine, opened a box of wheat thins and cut up some cheese.

The conversation began with my neighbors. He used to live with one of the gay men my roommate and I spotted across the street in another apartment. I detailed for him how we watch them periodically since they’ve peaked our curiosity. I told him about the St. Patty’s party he missed and how we tried to get their attention.

Then we started talking about work. I learned he pretty much did exactly what Smiles did. It was that moment I noticed how he somewhat resembled Smiles in stature and look. He too had a shaved head. On top of that, there was the commonality of the excessive training and triathlons. It didn’t bother me because there were distinct differences, but it caught my attention. They were similar in job, lifestyle, legal problems, look, hobbies, etc. It was uncanny.

Through our conversation I immediately noticed his sense of humor. He seemed like a really great guy. I was consistently laughing with him about things, and we were hitting it off pretty swimmingly. I loved his sense of humor. We got each other pretty well.

When my roommate came home, he jumped right in with her, chatting her up while she navigated the kitchen. I found this very attractive. He could start a conversation with someone on the fly well. It was kind of a turn on.

We talked for hours, and I was really shocked how well we were hitting it off. He had to teach a spin class in the morning, and it was nearing midnight, so he told me he had to be going soon.

After a long awkward pause, we both went in for a kiss. I liked that I wasn’t kissing him. We were kissing each other. We both came to the same thought at the same time. We kissed passionately on my bar stools for some time before we stopped. He said, “We should have done that sooner.” I agreed through my smile. With that, we continued kissing each other. He was a decent kisser. I wished he was better because I was really enjoying his company. I just wished I could teach him to open his mouth more when he kissed. We kept kissing for a long time before it was finally time for him to go home. I kissed him goodbye and said goodnight. After he left, he gave me his phone number. Apparently, the number I’d been given was his “office” line through Google. I told him I had a really great time and apologized for keeping him past his curfew. He responded, “Me too. Looking forward to getting to know you.” I responded, “Likewise. Still smiling.” He told me he was as well, until his class in five hours. “Goodnight handsome,” he added.

In the morning, he was up early for spin class. I texted him when I woke to see if he made it through spin class. Not only that, he made it to yoga as well. We texted back and forth and discussed when we’d see each other again. We made tentative plans for the following week. Finally, I met someone who got my blood flowing — Someone who got me excited!

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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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Is This Really Working?

Since my last date with Southern Drawl, he had been bothering me for another date. I was trying to take things slow with him. I wasn’t gaga for him by any means. He was growing on me a little, but he still left a lot to be desired.

We made plans to make plans after work Tuesday evening. I left work when he was about finished after trying to bang out a blog entry and made my way downtown to his office. I waited for him on the street corner to finish work for about ten minutes when it began to drizzle. I had not expected rain at all and had no umbrella. I was growing impatient. I called him, but he didn’t answer. Finally, I noticed him walking up to me at a very slow pace with his headphones attached to his phone.

Normally, I would greet someone I’d gone on this many dates with a kiss, but not him. He was too self-conscious. He was not out and was not comfortable with public displays of affection. This bothered me. I needed someone who could love himself enough to not care about everyone else.

We decided to walk downtown on the High Line. I climbed the stairs, and he walked behind me. We took a nice stroll south to find a place to grab dinner. We didn’t have a place in mind, but we had a neighborhood — the West Village. We talked about our days while we walked. Once again, he made a crack, and I didn’t respond well. It was always hard to gauge his sense of humor. We never seemed to be on the same page. If I joked back, he would tell me I was getting defensive and loud. It was insulting. He obviously didn’t get my sarcastic sense of humor.

When we reached the end of the High Line, we descended the stairwell and walked to find food. We passed more than a few places that looked good, but they didn’t have any available tables. They were either too crowded or they appeared non-desirable. We finally came to Frankies 570. I had been there, and the food is amazing. I hesitated going there for a solid second because I already had memories with Smiles there. We shared a really nice meal there one night after work. Then I thought about it, and it made more sense for me to expunge those memories. I could overwrite them with new ones. I didn’t exactly have positive associations with him. I felt used by him as a meal companion.

I suggested it to S.D., and we perused menu before going in. He agreed on the spot and was seated by the front widow at a nice table for two. We ordered drinks and chatted casually. It was nice to sit and relax and just talk about things and my day. We discussed his coming trip home. He was very excited. This would be the last time I saw him before he left. He told me he’d be sending me a lot of pictures from home and would call periodically.

Throughout dinner, he was much more demur than usual. There were no overtly sexual comments and no innuendoes. It was kinda nice. He asked a lot of questions as well. Usually, he was just talking away. It was nice to talk about our upbringings and his home, however, his sense of entitlement was still shining through. He spoke about politics and slavery. He told me stories of his family and how they basically still had slaves. He certainly wasn’t winning me over. I was never all that thrilled with the South’s way of doing things, and he was certainly perpetuating the stereotype in my mind. I also learned how important money is to him, and it was a real turnoff.

Slowly but surely, I was realizing this guy really wasn’t right for me. We had so little in common. I was simply enamored by someone paying attention to me and being interested in me. We were in a downward spiral.

On the positive side, my meal was spectacular. I ordered the rabbit ragu and enjoyed every bite. My drinks was pretty amazing as well.

When we finished eating, we sat there talking a bit more before heading out. When we finished our drinks, he accidentally spilled his water all over me. It was a bit humorous because we were just joking about it, and it embarrassed him immensely. The table next to us took notice of the large commotion this caused, as did the wait staff. We paid our tab and made our way out into the street.

He walked me to the corner to say goodbye. I could tell he was very uncomfortable. I was a block from the PATH and ready to head home. I was not going to a second location, and I was not going home with him. I think he was itching to hang out more, but I wasn’t interested. Just as I was about to go in for a kiss, he turned his head. I was partially p*ssed and partially happy. This was creating an out for me. I scoffed at him and began to walk across the street to go home. He chased me and stopped me on the other side of the street. I told him what he did was not cool at all. As he went in for a kiss, I played along, and at the last second, I too turned my head. Just then, a man was crossing the street and witnessed this. He began to chuckle to himself, and I pointed this out to S.D. He was embarrassed. It served him right. If he thought he had a chance with me, he’d have to sack up. I wasn’t about to date a closet case. I’d moved past that.

We said our goodbyes, and we finally did share a kiss. There was nothing magical. He was still self-conscious. He may have made a good friend, but I couldn’t see myself with him in a relationship. I finally came to see the light. I said goodnight and hailed him a cab. I put him in the cab and said goodbye. I wouldn’t see him for over a week. This would give time for things to settle and fizzle out. I wasn’t going to end things over the phone across state lines, but I wasn’t going to make myself available while he was gone.

After all, I was back out there searching for a real prospect. I needed a real man who could make me happy. I didn’t need to settle on a guy like this. I live in NYC. I fired up Grindr to check my messages on my walk home. There are great gay men everywhere. Now, they just needed to find me…

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Southern Drawl

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…

During my week off from work, I was laying in my bed on Grindr on my tablet. Much to my surprise, the southern guy from OKCupid I connected so well with over the phone popped up. Last I heard from him, he was seeing some guy. That was the reason he gave me for never following through to meet up with me. I wasn’t exactly thrilled with how it all went down. I left a really bad taste in my mouth. I really didn’t want to ever give him a chance, but I was constantly drawn to how well we hit it off when we talked on the phone.

I messaged him, “Well, look who it is!” He responded, and we began chatting a bit. He asked how I was and started getting a bit flirtatious. I told him I was well and pointed out his flirting would not work on me. He’d already turned me off by shooting me down. I detailed for him all the advances I made on him and pointed out how he never even took the time to meet me.

He pulled out the excuse that he wasn’t looking to meet someone else — It just happened. He kept trying to get pictures out of me. I told him I was not looking for sex, especially from him. I pointed out that if he wanted to grab a drink as friends, I would be down, but I wasn’t going to send him pix and do the whole Grindr flirting thing.

I’m not proud of this, but I had an internal conflict in my head. Part of me wanted to steal him away from the guy he was currently seeing. Another part of me wanted to make him fall for me and then dump him. I’m not that kind of vindictive guy, but I have to admit, the thought crossed my mind.

I decided then and there to form a game-plan. I was going to present myself as I am. I wasn’t going to try too hard or be someone I wasn’t, i.e. someone he wanted. I was just going to display my best self. If he happened to choose to go on a date with me, that was his choice, not mine. We exchanged pictures, none of which showed the goods. This is what really seemed to reel him in. He was certainly responding to visual stimuli. He really started getting chatty. I’d already learned he was still seeing someone, but he let it slip that it wasn’t the person he was going on the date with when he dropped me like a bad habit. I called him out for not calling me when things ended with the first guy. I put it all on him. I was running him through a guilt gauntlet. I made myself quite a prize for him to attain. Now, I had his attention. I wasn’t going to chase him. I set the bait, and he was going to chase me.

After more flirting and exchanging of pictures, we made plans to grab drinks after work Monday evening. We agreed upon Chelsea Manor, but when I arrived there, it was closed. He met me shortly thereafter, and we began to walk to find a bar to go to. I met him on the street with a very awkward handshake. He seemed very aloof. I had a feeling this was going to be an awful date!

We found a bar nearby, The Guilty Goose, and sat in the front window drinking a few rounds of beers. I quickly learned how homophobic he was. I’m a fan of guys who aren’t into the scene, but he was so far removed. It was alarming. He wouldn’t even walk through the “gay part” of Chelsea. I wasn’t asking him to go to a gay bar, but that was the neighborhood between his office and mine. There were plenty of places to go that weren’t gay bars.

We chatted over our beers and kinda hit it off once again. After three rounds, he asked if I was hungry, and we decided to grab dinner together. He knew of a good Thai place nearby, so we went there. We ordered a bottle of wine and our food. We didn’t need the bottle of wine. I could tell he was getting quite intoxicated. I was still pretty lucid, but I didn’t want to be drinking that much on a Monday night.

He started getting very flirtatious and sexual. At one point he removed his shoe and began massaging my crotch. I was wondering how the guy he was dating would feel about this. I wasn’t going to move things across the line, but if he did, I wasn’t going to stop him. Some other guy stole him away from me when I was trying to court him. It wouldn’t be my fault if he came to me while seeing someone else. I will say, I egged him on a little by unzipping my pants and offering a challenge to his dexterity. He wasn’t able to maneuver his foot into the opening. Then he tried using his hand, reaching far under the table. When I felt the waitress noticed the under the table horseplay, I got embarrassed and told him to put his shoe back on.

We paid our bill and made our way toward the PATH for me to go home. Apparently, he wasn’t done with me. “I’m really enjoying hanging out with you. Let’s grab another drink.” My goal for the first night was to set the bait, not to win him over. I was very cautious with him. He seemed like a wanderer. I didn’t want to take things too fast with him. He was going to have some decisions to make, and I didn’t want to force his hand with excitement. I wanted him to have the time to choose.

We plopped down at the bar at Jake’s Saloon and ordered a round. He placed his hand in my crotch and began groping me a little. I was getting drunk, so I upped the ante slightly. I put my hand down his pants and began groping him as well. He was making an attempt to do the same with me when I stopped him. He wasn’t very good at not being obvious. That’s when my mind began to develop a plan. I suggested we casually use the bathroom. I would go, and he would follow one minute behind. I wasn’t looking to have sex. I was simply thinking a little making out with some heavy petting.

I went into the bathroom stall, and he followed close behind. He began kissing me and unzipped my pants. He suggested “you show me yours, I’ll show you mine.” We both stood there with our manhood in our hands when he bent down and began licking the tip of mine. It was time to go. I did not want the bartender walking in on us. We put the boys away, zipped up and casually walked back to the bar.

We finished our beers and made our way for the door. I was saying goodbye to him outside the bar because we would be heading in separate directions. I brought up how he was seeing someone else, and I didn’t want to get involved with someone who was involved with someone else. Better judgment was kicking in. I was noticing how his wandering eye would be a problem. If he was willing to dump his current guy for a better model, who’s to say he wouldn’t do the same to me. I was proceeding very cautiously. He assured me things with the other guy were already on their way out. He’d had doubts before even meeting up with me. He wasn’t willing to really kiss me, and when I called him on it, his inhibitions dropped a bit. We kissed a lot. I told him he needs to shape up if he wanted to pursue anything with me. Outside all the sexual flirtations, we really did click. We shared a lot in common and the conversation was good. I wasn’t thrilled he was so southern, but I’m sure that would be something I could get over.

There was potential here, but like I said, I was proceeding with caution. He was far from perfect, but I did like him. This wasn’t simply a game of cat and mouse. This was the first time I truly played the game with purpose, but he was the end goal. Only time would tell if anything meaningful would blossom…

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Two Hours

After coming to the realization Middle Eastern was not dating material, I began my search for a boyfriend once again. I thought I’d give him a second chance, and he proved to me he wasn’t worthy of that.

I went back to my matchmaker once again – Grindr. I was a little addicted. I found myself spending hours out of my day on the app. I was searching with great fervor. When I woke in the morning, the first thing I did was reach for my phone and fire up Grindr. The next thing I did was grab my tablet and fire up Grindr on that. It was even better on my tablet. The pictures were bigger, I could multitask with my phone, etc. I fully realized how much time I was spending searching for a man. I saw how much of my day was stolen from me. It was like a second job.

On a few occasions, I would strike up a conversation with a guy I thought worthy of my time. One such man lived nearby in Jersey City. We started chatting on Grindr, and I did what I always do. I asked him for his number so I could take things out of the Grindr app and start a conversation over text. I always asked for a picture from the start so I could keep the guys straight in my phone contact list. I kid you not when I tell you I have around 100 contacts from Grindr, Adam4adam.com, ManHunt and OKCupid. I had a system in place as well. Everyone’s name began with where I met them. I was cataloging these guys in theory. Some I never spoke to on the phone, let alone met them in person, but they were saved no less.

After getting this guy’s number, We texted about chatting on the phone some night. He picked up the phone and called me. This earned him a lot of brownie points in my book.

We started with the superficial things – Where we lived. He told me all about his building. I was quite familiar with it. I’d run past it on many occasions. This morphed into a discussion about where we grew up. He was fascinated to learn I grew up out in the country on a farm. Through texting, I’d already learned he was from Canada. I told him how surprised I was he didn’t have a Canadian accent. It popped up a few times, but quite infrequently for someone who grew up there.

I quickly learned he certainly fit the Canadian nice guy stereotype. Everything he said was sweet and polite.

I learned he was slightly older than me. This wasn’t an issue for either of us. I had always liked slightly older men, but I am always leery that older men aren’t thrilled with dating a younger man. I’m quite mature for my age, so I hope my personality can make up for the age gap.

We chatted about our jobs, and I learned he worked in the travel industry. He jetted around the country and internationally quite frequently. He even mentioned the possibility of taking someone like me with him on said trips. I wasn’t getting ahead of myself, but I did enjoy the idea of traveling with my boyfriend to far off locations. He detailed many of the perks, which I really enjoyed, but I didn’t want to let that cloud my perception of him. On the flip side, I told him one of my most embarrassing secrets. I told him I’d never left the country with the exception of Windsor Canada from Detroit. He told me it wasn’t a big deal, and he would help me remedy that issue.

Somehow we got on to the topic of dating and being single and previous lovers. He wasn’t very forthcoming with the information of his major heartbreak, but all it took was one question for him to tell me the overarching story. It seemed it was a sensitive subject, but he was willing to tell me the story. He was dating a man for seven years. This was before he was traveling for work. He was scheduled to go away for work, and at the last-minute, his trip was cancelled. He came home to their shared residence to find his boyfriend in their bed with another man. I expressed my grave sympathy. After seven years with someone he must have been crushed. My heart broke for him. He told me he simply told his boyfriend he needed to move out and that was the end of them.

I tried to lighten the mood and asked him what he likes to drink. Ironically, our lists shared a lot of the same drinks. It was uncanny how similar our pallets are. I learned he too is a fan of Malbec. We discussed how it would need to be present on our first date. I was happy we were on the topic of meeting for a date. He seemed like a great guy. Maybe he was the ship I was searching for in the storm.

I asked him what he was looking for, and he described his ideal situation. Amazingly, our perfect pictures lined up quite impressively. I was really excited to meet him. I only had one picture, and he appeared to be an attractive man. I was more excited to meet him to see how strong the chemistry would be. It was already pretty strong considering we spoke on the phone for two hours.

Only time would tell, and we made tentative plans to grab a drink or dinner in the near future.

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Meeting Chelsea

It was another day at work and another day on Grindr. I was back to work after my relaxing and fun day off. It’s not easy jumping right back in the grind after a four-day weekend, but I still have to pay the bills.

I decided to pull up Grindr when I went to the gym on my lunch break. I started talking to a few guys, but I was more enamored with some of the hotties live in front of me picking up heavy things. They were very motivating in an “I could look like that” kind of way. Every once in a while I checked to see who messaged.

One of the guys who responded to my message was absolutely jacked. I knew messaging him was a shot in the dark. I never expected a response from him. We chatted a bit before he asked for my picture. I wasn’t able to send it through, so I asked for his cell phone number. I sent him the picture, and he blocked me on Grindr. I was very disappointed, because in the little time we chatted, he seemed like a really nice guy. I texted him and asked if he blocked me. He apologized and said I wasn’t his type. He explained he was really just looking for steroids. I told him I couldn’t help him there. “They are illegal in my country,” he added. I told him they are illegal here as well.  This was news to him. I told him if he was looking for them, his best bet was at the gyms.

We chatted a bit more, and I told him he seemed like a really nice guy. He returned the compliment. Since I wasn’t really able to help him with what he needed, and that was really all he was looking for, the conversation ended.

That night, I went home alone. I was okay with that. I’d been having more than my fair share of sex lately. In the meantime there was another man I met on Grindr. This one seemed like a really good guy. We hit it off almost immediately, and a strong connection grew between us. We were both there for the right reasons. Ideally, we each really wanted a boyfriend. We both had our transgressions in the past on Grindr. Part of me was leery about that. Another part of me was quite happy. It meant he wasn’t a wet noodle, like many of the guys from OKCupid.

We made plans to go out Wednesday night after work. When I had finished work I walked his apartment. We didn’t have real concrete plans, but we were going to go out for a drink. He apologized because he was still doing laundry, and he invited me inside until he finished. It would only be a few minutes. He greeted me at the lobby, and we went up to his apartment with a pit stop in the laundry room to pick up his clothes. I was pleasantly surprised how nice is one-bedroom apartment was. I knew he had a good job but I didn’t know it was that good.

Since we didn’t have a game plan, I defaulted to him. We were in his neighborhood after all. We agreed on Mexican and margaritas. Salsa Y Salsa was nearby, and he knew some of the wait staff, so we headed there.

We had a cute table in the middle of the restaurant. It was very crowded for a weeknight. We chatted a bit before deciding on the flavor of margaritas we wanted. It was nice conversation. We got along swimmingly. He was a little flamboyant, but no more than I imagine I really am. It was nice because there were no awkward pauses. We both very much enjoyed our drinks and our meals. We decided to order a few things to share as appetizers and then shared a few bites of our meal choices with each other. It was romantic and comfortable. The more he drank, the more flirty he became. I didn’t have a problem with this, but it was interesting to watch the slow transformation. We had ordered quite a few rounds of drinks before we were both stuffed and ready to head out.

Early in the night he told me he may be having a few people over to watch the premier of Happily Divorced. He wanted to make sure he got home before it aired. He also invited me to join.

When we got the bill, I was shocked to learn we were each only charged for one drink. Chelsea was friends with the Brazilian waiter who served us. Over dinner, I came to learn he had quite a few Brazilian friends. Of course, we left him a very generous tip.

When we got outside, there was an awkward moment of “now what?” I offered to walk him home since we weren’t far from the PATH. When we got to his apartment building, a girl was standing outside smoking. We chatted with her for a few minutes before she went back inside. He paused awkwardly for a minute before finally asking me up to his apartment. His plan of having friends over for the premier went by the wayside.

He was excited for Happily Divorced, so we sat on the couch watching the episode. I decided to hang out for one episode before making my way home. A short bit into the show, I put my arm around him, and he nuzzled in the crook of my arm. It was nice cuddling with him. When a commercial finally came, we kissed — Slow at first, but then passionately. He was a good kisser. I appreciated his skills. When the show ended, we began making out a bit. He pulled me to the bed, and we spooned a bit. He already laid down the ground-rules that there would be no sex until the appropriate time. I was happy with this. He invited me to stay the night, but I graciously declined. I needed to go home before work the next day, and I liked taking things a little slower than I had in the past.

With that, he kiddingly kicked me out so he could go to bed before a crazy workday the following day. I decided to head over to my office three blocks away and take a car home.

It was a good night, and I thoroughly enjoyed myself. I was looking forward to seeing him again and the possibilities the future may hold.

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Winding Down

Although things didn’t exactly end the way I would have hoped, I had a really great time with my new uptown Grindr friend. He was a very down-to-earth, sexy man whose body I found irresistible.

I made my way home on my motorcycle only to find my apartment full of my friends and my roommates’ friends. They apparently noticed my Irish exit, but I was shocked to find none of them texted me to find out where I’d gone. They didn’t seem to care much. They were all drunk and about to smoke.

I put my helmet in my room and joined in the fun. D pulled me aside and asked if I’d gone to hook up, and I didn’t lie. I nodded my head in agreement, and he said, “I knew it!” with a smile.

My roommate immediately mentioned breaking my glass planter that sits in the window, but failed to apologize for the act. She simply pushed it into a pile, plants and all, and left it there on the floor. After sitting in the room a solid ten minutes, my friend K announces, “Where’s [One Gay At A Time]?” I responded, “Really K! How many have you had!?” We all laughed.

The previous night, I talked to a guy on OKCupid who was quite an athlete. He seemed like a really fun guy, and I was anxious to meet him. We’d emailed a few times back and forth, and I learned he would be coming to Hoboken for the festivities in the evening. Ironically enough, he would be in the apartment across the street. The same apartment my roommate and I scoped out on numerous occasions, noticing a gay couple lives there. I texted him to see if he was there, but he told me he decided to stay home after not feeling well.

This, of course turned my attention to the apartment across the way. My roommate and I had scoped out this apartment many times starting on New Year’s Eve when we presumed two mo’s lived there. This night, they were having a party. We noticed many men, and we tried to make a sign with a sharpie and the inside of a paper bag. It was no use. Anyone’s attention that was looking out the window was drawn to our neighbors upstairs. They too were having a raucous party.

I decided to use technology to find a way to make friends with the mo’s across the street. I pulled up Grindr and tried to find anyone very close. When I finally got in touch with someone nearby and asked him if they were at that address, I came to learn that person had left the party already. I made many more futile attempts to reach out to the party. A few of us watched with curiosity when people moved into the bedroom, but nothing exciting happened. Our front window became a version of “Rear Window.”

When I grew tired of my new entertainment, I made my way to bed. It was a long day, but a fun day. I was beat.

The next day, I returned the favor of a friend for helping me move. I rode my motorcycle over to his new apartment and dug in moving bags and boxes. When we drove to his old place, I realized we were in the same neighborhood as Indiana Jones lived. I pulled out my phone and texted him to see if he was around. It’d been months since I last saw him, and I was anxious to see him again. We were due for a catch-up. I didn’t hear back from him that day, but I wouldn’t give up at that.

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Settling In

Yesterday I was shocked to receive a comment telling me I’ve been nominated for the TMI Award. I was pleasantly surprised from this great honor.

Id like to thank sensiboutique.com for blowing my mind with this great award.

The TMI Blog Award honors those blogs that discuss everything in detail and do it well. These bloggers aren’t afraid to discuss their most awkward, embarrassing and intimate experiences with honesty, humor and little to no filter.

Here are the rules

  • Thank the person who presented you with the award.
  • Link back to the blogger who presented the award to you.
  • Share an awkward, embarrassing and intimate story in 250 words or less.
  • Copy and paste the blog award on your blog.
  • Present the TMI Blog Award to 5 – 10 deserving blogs.
  • Let them know they have been chosen by leaving a comment at their blog.

 

Back to your regularly scheduled (oversharing) program…

After yet another failed date, I tried to see what other fish I could snag. It’d been a few months since my last relationship, and I was hungry for something real. It’d been even longer than a few months since I had that.

I was spending a lot of time on Grindr, Manhunt, Adam4adam.com, and OKCupid searching for Mr. Right while trying to convince myself to ignore Mr. Right Now.

I started to chat with a few guys, but work had other plans for me. I was being sent out to L.A. for a few days. I’m certainly not complaining, because this is one of the best places I’ve been sent to date. I even decided to extend my stay while I was out there. I told my boss I would be staying through Sunday night and coming back on the redeye (on my own dollar of course). The few guys whose interest I peaked would have to be patient and wait until I returned to the East Coast.

I chatted with my roommate before I left for L.A. I was debating how to spend my time out there. I knew I wanted to bask in the sun end get a head start on some color. But, would I be consulting Grindr while out there, or would I be using the time to find my center once again? A big part of me noticed I was getting out of control again, but another part of me asked, why not? I was single I could live it up. I decided I would make a game-time decision.

I landed a few hours ahead of the rest of my team. This was by my own design so I could relax by the pool for a few hours before digging in. It was one of my better ideas recently, because when I landed, the weather was gorgeous. After two short hours, I got a text from the team they’d arrived. I met them at the conference room, and they all commented on how I’d already gotten some color.

I continued to work the rest of the evening, and we went out for dinner after a longs day’s work. I had fun with this team. It wasn’t the usual stuffy crowd. This crew had level heads on their shoulders.

The next day, we presented like rock stars. I told my team how great they did and how I was going to use them as a case study going forward with all my other teams.

After we all went out for a spectacular lunch, I said goodbye as they all jetted off to the airport. For me, it was back to the pool.

While I laid there, of course I pulled out my friend Grindr. I wanted to see the talent in the Glendale area (where my hotel was). I managed to find a decent amount of guys and even started chatting with a few of them. Of course, against my better judgment, I decided to have some fun. I found a guy who was looking for fun as well, and I told him to come by. He happened to be driving through the neighborhood, so he obliged.

I made my way back to my room and waited for him to arrive. When I heard a knock at the door, I greeted a man who I can only guess was some sort of Armenian type. I really had no clue though. He had a decent body, and we got right down to business.

Warning: The following may be too graphic for some. We made out a bit until he laid back on the bed with his legs in the air. I pulled out a condom and gave him what he was asking for. He certainly liked it — I could tell because he continued to tell me how much he enjoyed it. He was a good bottom, and I had a good time. After some time, he finished all over his chest. Shortly after, I added to the fun as a smile crossed both our faces. I handed him a towel and he cleaned up in my bathroom.

As he dressed himself, he mentioned how nice it was to have a good top around. Apparently, the Glendale area had too many bottoms and not enough tops. I wasn’t sure if this was a good thing or a bad thing for me concerning the remainder of my trip.

He was also very realistic about what transpired. We both treated it very transactional. He didn’t stick around afterwards or linger. He realized we were both there to satiate the animal within, and when we’d had our fill, he peaced out. He was a body, and I was a body. That’s all. I never knew his name. I didn’t even have his phone number.

I never would have thought I could have this mentality when I think back a year ago. I was telling N nearly a year before this how I don’t think I could ever have emotionless sex. I always thought I would only have sex with passion and love back then. I wasn’t thrilled with my transformation. I would have preferred to stay the same, but I’d already realized how enjoyable sex can be.

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Hard Candle Shell

After realizing PR wasn’t the one for me, I was ready to move on. I liked him a lot, but I felt we’d be sacrificing ourselves to stay together, and that’s not fair to either of us.

I had been talking to a cutie with glasses on OKCupid for a little while before finally asking him for his number and ultimately to go out for a drink.

Wednesday night after work, we made plans to meet down near his neighborhood for some cocktails. I let him pick the place, and he told me where to meet him. When I arrived to the corner where he was, he immediately came off as shy. We shook hands and introduced ourselves, which always feels forced and awkward for me. I sometimes wonder if a hug may be more appropriate considering we’re about to embark on a date, but I never have the guts to go in for it from the start.

We walked towards the bar he had in mind while we struggled to make small talk. I asked him about his day and how work was. In turn he asked the same questions, and I detailed my boring day at the office.

Finally, we arrived at the establishment, The Dove Parlour and took our seats on two bar stools on the corner of the bar. We ordered our drinks and returned to our awkwardly forced conversation. Again, we returned to the topic of work. Every question I asked him was returned with a quick short response. It was like pulling teeth to keep the conversation going. There were long periods of silence I wasn’t sure how to deal with.

When we finished our second drink, the bartender approached and asked if we’d like another. This is where I failed miserably. This is why I’m too nice. I defaulted to him, expecting him to have felt as awkward as I did, but instead, he asked for another round. I was shocked. Did he think this date was going well? How could he?

I sat there and struggled to find a subject to continue to talk about over the next round of drinks. I was ready to leave, but I felt I’d be rude. I was in for another night of wasting my own time due to my lack of confidence to say, “I’m sorry, but I think I’m going to go.”

I ended up staying for two more rounds — Four in total. Things were slowly improving. As the drinks passed his lips more words finally came out the opposite direction. He was finally starting to hold a real conversation. The topics were nothing exciting, but at least it was bearable.

By the end of our fourth round, he wanted a kiss. He moved in to make a move, and I allowed it. It’d been a while since a man kissed me, but I wasn’t entirely weak in the knees from it. He really did have soft lips and was a good kisser, but that didn’t negate the fact that our date was not going well.

He beckoned me to change stools so we weren’t straddling the corner. He wanted me to be closer. At this point, he wanted a makeout session. I wasn’t having any of that. I don’t make out in bars (not unless I’m hammered and don’t know any better, and the last time I did that was with a woman).

I told him I thought it was bad manners to make out at the bar. I pointed out how it always turns into a spectacle, especially when it’s two men kissing each other. He pointed out the lack of people in the bar and asked if I wasn’t comfortable with my sexuality in public. I pointed out if he was a woman, I’d feel the same way. There’s never a need to make out at the bar. Take it outside. This was going to be a point we differed on, because he did not stop attempting to convince me to lock lips. This is when I basically told him to back off. It wasn’t going to happen.

When we were ready to leave, he decided to walk me to the PATH — The complete opposite direction of his apartment. He was going to take a cab home and mentioned something about his supervisor paying for it.

When we got to the PATH station, he took the opportunity to pin me against the fence so he could have his makeout session. Again, I’m too nice and too accommodating, but at least he was a good kisser. It was an amazing change of pace from the night before, in which my “date” tried to eat my face.

Finally, I pulled back and said goodbye. He mentioned his desire to meet again in the near future, and I left that door open for possibility (seeing the too nice trend beginning here). When I got to the other side of the Hudson, I had a text waiting for me: “In spite of being terrified, I had a really good time! Hope to see you soon!” I simply responded, “Terrified?” “Oh, I have panic attacks before dates,” he added.

I didn’t respond, but in the morning, I had another text waiting for me: “Those French Lavenders (the drinks he was having) pack a punch. Sorry :/” I simply put his mind at ease and said, “No worries.” That would be the last I would hear from him. I was happy to skip all the awkward texts and requests. He simply took the hint I wasn’t interested and moved on…

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Valentine’s Letdown

Valentine’s Day had arrived. I managed to find myself single once again. I have yet to celebrate a Valentine’s Day. The one year it came while I was dating Broadway, we couldn’t be together because I got shipped off for work to the Midwest.

I ended my intense weeklong relationship with PR just the night before. I knew it was bad form to stick to our plans to go out for a romantic evening if I was just going to be faking it.

Just because I wasn’t going out for a romantic dinner doesn’t mean I wasn’t looking forward to the company of a man. For some unknown reason, I was exceptionally horny that day. Granted this has become the norm, and I’m starting to wonder if I may have a problem. However, I wasn’t stopping myself from exploring possibilities that day. I was single and ready to mingle.

I was all over Grindr and even pulled up the OKCupid app to see who was around my area. When this produced little results, I began to filter through all my previous Grindr, Adam4dam.com, OKCupid, and Manhunt contacts to see if there maybe something I missed or someone I wanted to revisit.

I messaged a few guys and asked what they were up to. The ones who I hadn’t spoken to in quite a while I asked how they’d been since we last spoke.

One guy hit me up on Grindr. I was pretty horny, so I wasn’t being picky. He was just offering to come over and give me a blowj*b.  I at the very least had a fallback. I was really looking to get it in, but I would settle for him if no candidates produced themselves.

I wasn’t happy with who I was becoming. Once again, I was letting myself get out of control. I needed to reign in my sex life, but that day, I just wanted to get it in. Tomorrow is another day.

I started chatting with the guy I’d gone on an awkward date with. We’d already talked about trying to figure something out about getting together again. I could tell he was more interested in sex than a relationship, but there was also still a glimmer of hope there for something to bud. I don’t claim to be a pro in the bedroom, but I do think, based on previous feedback, I am pretty damn good between the sheets. Maybe I could win him over that way.

We went back and forth for some time about him coming over. He wanted to go to the gym and hadn’t left work yet. Apparently I didn’t give him enough notice, but I could tell he was very interested. We talked about the logistics, and I made some great progress imploring him to come over. He told me he’d try to get his errands done and then he’d be in touch.

In the meantime, I had the blowjob on hold. I told him I had some work to do, and I would get back to him. He wasn’t thrilled, but he accepted my proposal of postponement. I told him I’d reach out to him as soon as I finished my work.

Finally, I got a text message. It appeared we were going to have our “second date” after all. He was wrapping up a few things and then he’d be over. He informed me he was bringing his c*ckring and poppers. I told him that was fine, but I wouldn’t be partaking in the poppers.

I immediately hopped in the shower to clean up, shave and prep for his arrival. I also opened a bottle of wine so we could relax before just jumping in the sack. I wanted to seduce him a little.

When he arrived, he was slightly awkward. I poured him a glass of wine and we sat on the couch chatting and drinking. When I felt the moment was right, I made a move. I was all but on his lap kissing him. And that’s when I learned why he was still single.

He was the worst kisser I’d ever been with. I thought he was going to eat my face. All that time I spent staring longingly at his lips, and that’s how he chose to use them. It was a very sad Valentine’s Day. I tried to soldier on past it. I tried to lead him and make-do the best I could.

Finally, I stood up to take a break, took him by the hand and led him to my bedroom. We slowly undressed each other. I was enjoying peeling his clothes off one by one. As I did, I was groping his entire body. He had a very sexy body and great skin. I couldn’t stop feeling him up.

Warning: The following may be too graphic for some. We laid head to toe and began orally pleasing each other. Eventually, he stopped to put on his c*ckring and grab his poppers from his jeans pocket.

When he came back to the bed, I began orally pleasing his bottom. He had a great a$s and manscaped very well. I was enjoying myself, but it didn’t seem I was doing the best job for him. That’s when I learned he doesn’t really get anything out of it, he told me apologetically. I didn’t understand because long ago he told me he was a bottom. I also recalled how much stimulation he got from his nipples, so I concentrated on them. He went wild.

A short time later, we laid next to each other stimulating ourselves. It didn’t take long before I finished all over his chest per his request. For once it didn’t take me forever to climax. As soon as I finished, he too exploded on his chest.

After giving him a towel and we both cleaned up, we laid next to each other in bed. I wanted to cuddle, but he didn’t seem the type to I just put my hand on his inner thigh. We chatted about the most random things. He was staring at my bookcase, and we talked about some of the books on the shelf. I pointed out my only gay book on the shelf, Beaches. It’s a picture book I like to page through periodically. He told me all the gay books on his bookshelf deal with barebacking. A huge red flag went off in my brain! Was he into barebacking? I didn’t ask him to elaborate, but I wish I did.

That’s when I hopped on his back and began to give him a massage. I have very large and very strong hands. I like to put them to good use. Apparently he was a little more delicate that I anticipated. He asked me to lighten up a bit, but he was enjoying what I was doing. I noticed how he analyzed everything. He really was a headshrinker.

When I stopped, he started inspecting my skin. I recalled on our date how he wished he was a dermatologist. He was very complimentary of my skin and complexion. I appreciated the compliment, but the delivery was incredibly awkward. He was not an easygoing guy, and I started to realize how little I was attracted to him. On top of that, I was starting to get an irritation on my neck from where he was trying to eat it. I knew then this would not be a repeat offender.

With that, he got dressed, collected his things, and we said goodbye at the door. He left very unceremoniously. I had no plans to reach out to him again after that. We’d had such a long history, making it weird, but we’d only really known each other a short while. He too had no plans to reach out to me.

Ironically enough, he messaged me on Grindr the other night, but of course this went nowhere.

Now, the only question is when and if I unfriend him on Facebook and what are the consequences?

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