Posts Tagged Breslin

Vintage Closet

Before my trip to Washington DC, I started chatting with a few guys on Grindr. It was bad timing for the trip to come right after “meeting” them, but it would have to do. On my way back home, I made plans with a few guys over text for dates to get to know them.

One of the guys I was talking to was a bit older. He seemed like a great guy, and he was very interested in me. Of all the guys I started talking to, he texted the most. He seemed sweet, caring and attentive. While away, he asked how the blossoms were. He genuinely took an interest in me. He was texting me like a high school girl. I wasn’t annoyed. I was flattered. We made plans to grab a drink Wednesday evening after work.

Since Southern Drawl didn’t want to go to The Breslin, I proposed he and I meet there for a drink. It wasn’t far from my office, and it was pretty centrally located in Manhattan. We set a time, and I stayed at the office to kill time until he could make it there.

He ended up arriving early, and he texted me to let me know. I quickly left my office and speed-walked the ten blocks to the bar to meet him.

I wasn’t sure what I’d be meeting that night. From his picture, he looked like a very mature man. He had white hair, and he told me he was possibly getting a haircut before we met. I encouraged him to keep his longer hair since I liked it, but it was his hair. I didn’t know which hairstyle I’d be meeting.

I walked in to find him standing leaning against the wall. It wasn’t too difficult to pick him out of the crowd, however, he looked much older than I originally expected. I invited him to follow me to the bar and ordered us drinks. I managed to snag two bar stools just as someone was getting up to walk away.

We dove right into conversation about work. We both worked in advertising at one point, so we discussed that for a while. The more we talked, the more relaxed the conversation became. I didn’t see this conversation growing into a relationship, but he was a really nice guy. There was no reason why I couldn’t share a few rounds with a nice guy. I really didn’t think we were compatible.

Somehow we got into philosophical conversation talking about life in general. He really liked my outlook on life. I wasn’t putting on a show or anything. I was just being myself. He really responded well to this.

During our conversation, he came clean on his age and informed me he was 36. That’s how old Smiles was, so it wasn’t the issue for me. He did, however, look more like he was 42. I wasn’t sure if I believed him about his age. I wondered if he was lowballing it.

We started talking about family and his family house in the Hamptons. We got on the topic of coming out, and I told him how fresh I was to the gay world. He responded well to this and told me he was new himself. He came out to a few of his high school friends, and apparently it didn’t go well. For them, it became a problem of an identity crisis. They didn’t know who he was anymore. I told him how positive my experience was coming out and conveyed my sympathy about his experience. He also told me his family didn’t know either. It appeared I was more gay mature than he was. This was a first. This was a 36 year-old man who was still living in the closet. I didn’t think I could handle that. If he couldn’t accept himself by that age, the road was only going to get rockier as we went along.

After three rounds, the time came to go home. He expressed his desire to go on a second date, and I let on that this was a possibility. I didn’t want to lead him on and seem overly zealous about it, but I didn’t want to break his spirit. We walked to the corner and said goodbye with a hug. We exchanged a few texts after that, but obviously nothing ever materialized.

It wasn’t that late, so I decided to text M.E. and see if he wanted to come over. He did, and when he arrived at my apartment, we immediately went to the bedroom. Warning: The following may be too graphic for some. We stripped each other naked and got right down to things. There was a bit of foreplay and a lot of making out before I reached for the condoms and lube. Since being with him, I had unprotected sex with someone else. I needed to keep his safety in mind. While in DC, my results came back with no STDs and HIV negative, but I didn’t want to take any chances. We had amazing protected sex that night and fell asleep in a spooning position.

When we woke in the morning, we fooled around until we hopped in the shower. There, we had sex once again. I’m always horny in the morning, so this was even better than the night before. When we finished showering, we went back to the bed and had sex there. At one point, I even turned over and let him penetrate me. I felt I owed it to him. He was incredibly excited about it. This didn’t last long because, as he told me, he had a hard time keeping an erection after he’d been penetrated. I was okay with this, being as it’d been a long time since I bottomed.

We laid with each other, and I tried to finish myself off but to no avail. I had a dentist appointment to get to that morning, so I could no longer dawdle. I was already late the way it was. This was going to be a rough day. How was I ever going to concentrate on anything!?

M.E. gave me a ride to the dentist, and I gave him a kiss goodbye.

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Southern Hospitality

After my lukewarm date with the doctor, I was ready to get back out there in search for a man.

I’m happy to report, which I’m sure some of you may have suspected otherwise, I was doing a great job of staying off Grindr. Granted, it was a short period of time, but I was thoroughly proud of myself. I felt like I’d joined GA. Every day not having meaningless sex was another day of Grindr sobriety.

Tuesday after work, I arranged another date with Southern Drawl. The last date was a bit crazy. Footsie under the table. Shenanigans in the bathroom. I was curious if he’d be able to behave this time or would he be looking for another quick trip to the bathroom.

We texted during the day to lock things down. I proposed The Breslin. I’d always loved their food, their drinks and their ambiance. He shot the idea down because he said the place was always full of hipsters. I had always been a fan of Sala 19 in the Flatiron District, so I proposed we go there for dinner. It worked out well because it was halfway between our offices. He agreed.

I had to wait at work for him to finish. When he did, I made my way south to meet him. I met him on the street corner, and we walked to the restaurant.

Dinner was very nice. He was well-behaved, and the conversation was good. I told him about my allergist appointment, and he told me about his day. We talked frankly about our last date. We discussed what went on. I learned he’d never done anything like that before. I was also learning about the guys he’d dated since living in New York City. When we originally spoke on the phone, I was under the impression he was new to the gay world. I thought he’d never really dated anyone before. Now, I was learning about all the guys he dated in NYC, as well as the guy he dated through college that he said I so strongly reminded him of and resembled. It was a bit unsettling.

In the middle of dinner, he told me he’d ended things with the guy he was seeing. He explained they’d only been seeing each other for two weeks, and things were never that strong. When I probed him to ask if he left the other guy because he met me or if he did it because he wasn’t satisfied with the previous guy, he told me it was the latter, but part of it was also due to meeting me. A big red flag went off in my head. Would he leave me for a better model?

I still wasn’t sure about him. I liked talking to him. I liked being with him. He was smart. He was nice. He wasn’t flamboyant, however, I wondered if maybe he was too “straight.” He was a bit homophobic. I’m not the most open about my sexuality. I’m not out to everyone at work. I don’t openly advertise my sexuality. However, if he wasn’t comfortable with himself, how could we be comfortable with each other. I couldn’t be sure about him. Was he right for me? I had no idea. Only more time could tell. I was keeping a distance as we moved forward. We had a connection, but was it strong enough to last? Was it what I wanted?

In our conversations, his southern entitlement shined through. It was an incredible turnoff. Where was the southern charm I’d seen so many times in movies. When I think of the ideal man, I think of Matthew McConaughey. He definitely has an ego and self-confidence, but he also exudes charm and sexuality. His confidence is not in your face, and he seems down-to-earth. Southern Drawl fit the other Hollywood archetype — The Southern plantation owner. He had an air or superiority that was hard to swallow. Many times, he laughed off these comments, making them seem like a joke, but I wondered if there was really something deep down that was more genuine. I wasn’t ready to date a snob. That $hit wouldn’t fly with me. I wasn’t going to let him get away with it, and I’d already started calling him on it.

When we finished eating, we split the bill and walked north to the PATH station. I said goodbye to him ont he street with barely a hug. He was uncomfortable exchanging a kiss with me in front of a city of strangers. I wasn’t thrilled by that.

On my ride home, I questioned why I was continuing to see Southern Drawl. He was definitely interested in me, and I was still intrigued by him. I wasn’t ready to write him off just yet, but I didn’t see a lot of promise or potential. I would continue to see other men and continue to see him until I was ready to make a definitive decision.

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Late Night Rendezvous

I nailed down plans to meet Connecticut Cutie after work that Tuesday night. He told me he’d be in my neighborhood, so it would work out well.

He ended up running late from dinner with friends, so I stayed in the office and did a little blogging until he was ready. When I go the call that he was on the corner, I went down to meet him.

My favorite date spot in the city lately has been The Breslin, so I suggested we go there. It’s a short walk from my office, and we had great flirtatious conversation on the walk there. He joked about going to a psychologist for mother issues, and I made more than a few Oedipal comments in jest. I told him I don’t go to a therapist nor need one because I have free therapy sessions all the time. I use my friends for that service. I’m sure they all just love to hear all about my problems and issues, but hell. What are friends for?

We also talked about our days at work. I had a very easy day involving a lot of personal work with just a little professional work.

When we got to The Breslin, it was very crowded. I couldn’t believe how many people were there on a Tuesday night. We had a hard time finding a seat, so he ordered drinks at the bar while I tried to hold some ground in the corner. I was standing next to some of the most obnoxious men I’d ever met. You could tell they were a real “boys’ club” type, making lewd comments. I knew it was only a matter of time before I heard the f@ggot term thrown out. I decided to move away from the group before they p*ssed me off more.

I ordered my usual dark and stormy, and he followed my lead. He’d never had it before, and I told him it was a good winter drink. He tasted it, and was happy with his selection.

FInally a table opened up, so we jumped on it. Space was limited, so we sat with our legs intertwined. This was good body language once again and made it easy for a little leg touching. Our conversation was going very well. We were both telling stories and laughing a lot. I told him about how much I get into Halloween and started showing him pictures from Facebook. He was shocked because he never got into the holiday. It was always something haphazard and last-minute for him.

Throughout the course of the night, there was a lot of leg touching. It was nice because we could flirt in this way without making a spectacle of ourselves. The only people who had a view of this were the bartenders, and I didn’t care if they noticed. It was mutual. As much as I was rubbing his legs, he was rubbing mine.

When he needed to use the facilities, I told him how to get there. I joked about the long journey he’d have to make through the basement of the hotel. He looked at me like I was insane. I equated it to backlot Disney. When he returned, he detailed his journey through the underground labyrinth he encountered. He detailed the myriad of characters he passed on his journey and joked about how strenuous it was. I liked his sense of humor. It was all something I would say. We were meshing well.

However, I was still having a hard time getting past the flamboyance. I had a feeling he was holding back some as well. I liked the guy quite a bit, but I also wanted a real man, not a man who acted in a feminine manner. The distance thing was still in the back of my mind. The vetting process was far from over. I’d have to continue to see where things went and evaluate if it was worth the extra effort.

I hadn’t eaten any dinner, so I ordered some fries from the bar. We joked about working out and my being fat as of late. I know I’m far from fat, but there is a certain level that is fat for me. I don’t like it, and it makes me want to eat better and work out more.

After three dark and stormies, when I brought it to his attention, he realized he needed to make his way to the train. If he missed it, he’d have to wait another hour for the next. I told him I’d walk him half way — Basically back to my office. He needed to stop at the bank along the way, but we also really needed to hustle. When we got to my office, I told him I’d walk him one more avenue before heading home. When we got to Fifth Avenue, we embraced on the corner. We started kissing, and this quickly turned into a bit of a makeout session. He was a great kisser, so I didn’t mind one bit. I was starting to worry he’d miss his train. We’d already joked about how his parents extended his curfew for the evening. I knew they’d be royally p*ssed if he made them pick him up at midnight.

It was comical as we both acknowledged the other’s hardon as we pulled back. We were both really enjoying each other’s company. I said goodbye, and he sped off to Grand Central Station.

I made my way home, and made it a point to text him and tell him how much I enjoyed myself that evening. I learned he did in fact make the train and would get home at a decent hour. He responded, and I could tell he was really into me. I needed to make a decision fast, or I would risk really hurting him. But, I still wasn’t sure. I had a lot to think about. I would be traveling to Chicago for work, so this would allow me time apart and time to think about what I really want.

We talked about possibly getting together over the weekend, possibly in Hoboken. I knew once that happened, things were going to escalate fast. I already knew he had a great body from his revealing pictures on a4a. I knew he had a healthy sex drive, so that wouldn’t be an issue. I just needed to decide if the flamboyance thing was something I could get over — Something I could either look past or fully embrace. It wasn’t my style, but after all, I was constantly expanding my horizons…

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Birthday Lunch

The official day arrived. Smiles was turning 36. He celebrated his birthday in conjunction with two friends a week earlier, which didn’t go so well for me. I wanted to rectify that situation.

I also wanted to dote on my new man for his birthday. I called him early in the afternoon to wish him a happy birthday and ask if I could take him out to lunch. The Ace Hotel is near my office and has two great restaurants and a bar adjoining it. Normally I’d let him choose, but I couldn’t wander too far from work on my lunch break.

I met him not far from the hotel on the street corner. I greeted him with a big ol’ kiss and a hug to say happy birthday. As we walked, he made comments about how casual my work attire was. He was under the impression people in advertising walked around in Mad Men suits all day. I explained how far off base he actually was.

As we walked, he reached down for my hand. I love it when he does that! We arrived at the first restaurant he chose, and after checking out the menus at John Dory, we decided to leave and hit up the other, The Breslin. I’d been there many times and absolutely love their lamb burger. I knew he’d be happier with the choice as well.

When the waiter asked if we’d like anything to drink, I declined, but encouraged Smiles to order a drink. He requested a dark and stormy. Without looking at the menu, I immediately knew what I wanted, and ironically enough, we both ordered the lamb burger. I also added another dark and stormy to the tab after seeing how refreshing his looked. Afterall, I work in advertising… It’s only natural to have a cocktail lunch, right?

Somehow the topic of conversation turned to religion. My mother was just telling me about a book a majority of my staunchly Catholic family read, Heaven is Real. We discussed the book and how we were brought up with religion. We even got as deep as to discuss our beliefs in a higher being. This is usually a risky subject for discussion, but the conversation remained casual and flowed while we ate. I think it actually brewed a stronger connection between us.

When the check came, I insisted on paying. He was pulling out his credit card, but I forced the server to walk away with just mine. There was no way in hell I was letting the birthday boy pay. “It’s your birthday. I told you I wanted to take you out to lunch for your birthday!” I exclaimed. After saying, “That’s an expensive birthday lunch. You really don’t have to,” he thanked me.

When we finished, he decided he wanted to grab a coffee. Since I met him, he has become addicted to the Starbucks salted caramel latte, or as he likes to call it, “his salty pretzel drink,” which I find adorable! While we waited for our concoctions to be made, he took the opportunity to lean his back against my chest. For me, the little things matter a lot. Those signs of affection really speak volumes. We got our coffees and walked towards my office a bit before saying goodbye. He was out of his downtown comfort zone, so I relished guiding him around to find a subway back home.

We said goodbye with a gentle kiss. I put him on the subway and made my way back to the office. Of course, I had a smile from ear to ear as I walked. It was a short encounter, but I was happy to get to see him. It was his birthday lunch, but I think I got more out of it than he did.

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2 Gay MadMen

Out of the entire roster I built before I went away, I had the highest hopes for one in particular. His picture on Grindr was of his face. What a nice change from the torsos that scattered my screen. And, not just any face. This man was sexy. He had dreamy eyes and perfect lips. I couldn’t wait to meet this man in person.

When we first started chatting on Grindr, I favorited him. I noticed one night he was very far away and asked where he traveled to. I learned he lives in my old neck of the woods in Pa. He explained he lived out there, worked in the city, and one or two nights a week, he would buy a hotel room so he didn’t have to commute. I suggested we grab a drink sometime. “Def man. I’m game for that,” he responded. And with that he gave me his phone number.

We were unable to set up a time for drinks before I went on vacation. He was polite enough to hit me up while down there to see how I was doing. One night, while texting each other, he decided to pick up the phone and call me. I couldn’t answer because I was riding in the car with my family, but he left a very sweet message. He gained a lot of points in my book for calling that night! It meant a lot to me.

When I returned to Hoboken, we finally set up a night to grab a small bite and drinks together. I already liked his style. He suggested tapas because if the date didn’t go well, we weren’t stuck together He booked a hotel room for Wednesday night, and I picked a restaurant. He was my fifth date in four days.

The night of our date, he was running late. He apologized and explained this was standard protocol for him. I told him not to worry about it because I was usually the one running late. To kill time while I waited for him, I strolled through Eatily. When the time for out date was approaching, I walked to the restaurant to get us a table. When I arrived at Boqueria in the Flatiron District, there were about fifteen people standing in the rain waiting to go inside. I didn’t panic. I tried the backup restaurant, Sala 19, but they had a 45 minute to hour wait. I called (Let’s call him “Pillow” since his lips looked like two little pillows I couldn’t wait to smooch), and told him of the predicament. I also explained I would be trying to find a new place and would meet him on the street corner. I did some research and found two other places. The first couldn’t seat us for another two hours. The second, Aldea, had no wait. We met and shook hands, I suggested we go there since it was two blocks away. He agreed.

When we arrived at the restaurant, I almost suggested we leave. It had awful ambiance, and NO ONE was there. It already made the date feel awkward. They sat us upstairs, and we both ordered drinks. When my sangria arrived, it was clear, served in a Tom Collins glass and topped only with green grapes. I don’t think it was sangria, but it was good, so I drank it. We both struggled to find anything on the menu we liked. I am NOT a picky eater, but this menu was a challenge! I suggested we just leave after the first drink and find a bar. He said we should stay and we ordered the almonds and olives plate, as well as a shrimp appetizer. We talked about the possibility of hitting up a bar after dinner as well.

The conversation started off dry and forced. This date I had such high hopes for started off on the wrong foot. I didn’t know how to rescue it. I never realized how much the setting could ruin a date, however, we were able to find some common ground. We both worked in advertising. I was happy I never asked him about it before, since it gave us something to talk about to break the tension.

When we finished, they brought us chocolates, we paid and went back out into the rain. We started walking up Broadway towards my office and somewhat towards the hotel he was staying at. As we passed the Ace Hotel, I stopped him and asked if he still wanted to get another drink or did he need to get back to his hotel. I was giving him an out. He said he’d be down for another drink, so I suggest the Breslin at the Ace Hotel. I had been there many times and really enjoyed the vibe there. I was also glad he wanted to continue hanging out with me.

There were no seats available at the bar, so we found a nice plot of space in the corner to lean against the wall. Once we had our drinks, things got a lot more relaxed. I said, “We should have just come straight here. That place was awful!” He told me I shouldn’t worry about it. We stood there for another round. With every drink, the mood got lighter, and I became more attracted to him. After the second round, he asked if I minded if he have a cigarette. I said, “Only if you don’t mind giving me one.” We stepped out into the rain and found a doorway to huddle in to smoke. We talked some more and the body language was very positive. I debated if I should have kissed him right then and there. But I didn’t of course.

We went back inside and managed to find two stools. We sat facing each other and he began to lean in much more when we spoke. His body language was becoming more and more provocative with each sip. After that round, we both had another cigarette. When we returned this time, the only space available was at the bar. I ordered us another round of drinks and an order of fries considering we basically had olives for dinner.

I was having a good time with him. He was charming, had a good job, family oriented, very good-looking, mature, etc. It was about time I finally had a good date. The whole date, all I could think about was how much I wanted to kiss him. Around 11:30pm, we finished our drinks and closed out the tab. We spent the last four hours together. I wasn’t sure we’d make it past the first forty minutes when we stepped into the first restaurant.

I told him I would walk him to his hotel since it wasn’t far from my office, and I had to return there to get my things. When we got to the front of the hotel, I expressed to him how much I enjoyed the night first verbally, and then physically. I leaned in for a kiss and got exactly what I was hoping for all night. I pulled back and said, “And a good kisser too. It’s a shame I waited til the end of the date for that!” With that, we started kissing and embracing more while the doorman stood watching us. Finally, we both pulled back. As I started to walk away, I turned back and said, “We do this again? Soon!?” He nodded in agreement.

I walked away with the biggest smile on my face. What started out bad, ended really well. I couldn’t have been happier. On my way home, I texted him telling him: “I had a great time with you tonight!” He responded, “More to be had. I had a great time and now that we met, I can loosen up a bit.” Then we got into the conversation of the compatibility of our astrological signs. Then he said, “Yea. I wanted to bring you up, but it’s a first date. I try to be reserved. LOL Did I want to? No. But, I was good.”

I was thrilled. This meant he was really attracted to me and wanted to start something real, not just a hookup. I didn’t want to get ahead of myself, nor did I want to put all my eggs in one basket, so I didn’t toss the roster out just yet. But, I certainly had a front-runner.

That weekend, I texted him a few times, but got no response. I wasn’t thrilled with that sign. I questioned if it was just the alcohol talking after our first date, but I didn’t panic. I would see if we could meet during the week again when Monday rolled around…

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