Posts Tagged Date
Sexy Eyes Pt 2
Posted by One Gay at a Time in Gay Dating on October 17, 2011
Things were finally starting to look up for me. I met Sexy Eyes for coffee, and we really hit it off. On top of that, I spent the night in his bed. The compatibility was there on both the emotional and the physical. We both shared active lifestyles and had a lot in common. I was really enjoying the idea of dating him. He seemed like a great guy. Aside from Sexy Eyes, Smiles also showed an interest in continuing to get to know me. We only met for a short period of time over a drink, but he was willing to take more time to learn more about me.
Even though I saw Sexy Eyes twice that Thursday, they were both unplanned dates. We had a planned date that Friday, and I saw no reason to cancel it.
I spoke to him throughout the day to make sure we were still on. He had volleyball again that evening. He invited me to join. In fact, he strongly encouraged me to do it. It was open gym play, and he wanted to play with me. I was very intimidated because he had been playing the better portion of his life. I’m good, but I’m completely amateur. I’ve never had any formal training and have only played recreationally. That doesn’t go to say I wouldn’t play with him in the future, but I wasn’t thrilled with the idea of jumping into that just yet. I’d only just met him (I say that as I am now thinking in my head about how we already had sex).
After work, I went home and relaxed for a bit. He was occupied until about 10:00, so I watched some TV until it was time to shower and get ready. I hopped on a bus into the city to meet him for dinner and was running a little late. I thought since I was late he’d be ready by the time I got into the city. That wasn’t the case. When I texted him to tell him I was at Port Authority, he told me to come up to his apartment until he finished getting ready. I walked up to his apartment and arrived just as he was finishing up.
He answered the door, and we exchanged a kiss. He pulled back quickly and scolded me for not having a close enough shave. I get irritated if I shave every day, and that day was an off day. He complained about his face being sensitive and fear of breaking out. I partially understood, but a larger part of me recognized he was just being a prima donna.
I sat casually on the couch which he finished up. I felt very relaxed and comfortable with him. I was constantly joking with him and making witty comments. It was fun verbally sparring with him. That is alway something I enjoy.
Finally, it was time to go to dinner. We talked about the different options since it was already 11:30. I defaulted to him since it was his neighborhood, and I didn’t even know what would be open at that hour.
We ended up at the Renaissance Diner in Hell’s Kitchen. We sat outside the restaurant and chatted while we waited for our food.
I noticed a trend with him. Every time we had a conversation, it was monopolized by him. He was interesting to listen to, but he was also 75% of the conversation. It wasn’t easy to get a word in edgewise. The conversation was also heavily interrupted by the judgmental comments he made at every passerby. If he wasn’t ripping their outfit to shreds or looking indignant because someone glanced at him, he was ripping apart their walk or the way they looked. He was being entirely over judgmental, and it didn’t look good on him. He even made a comment about how I dress “straight.” He informed me my polo was a bit too loose. “You have a nice body. You should show it off more with a tighter shirt,” he noted. I thought my shirt was actually quite small, and I had no interest in dressing “gayer.”
The meal drug on for some time. It was getting late, and I either needed to go home following dinner, or I needed to get up early the next morning because I was going back to my college for alumni weekend. Finally, after dinner and the endless cup of tea he ordered, we got the check and walked back to his place.
When he told me to get comfortable and ready for bed, I determined I was spending the night. We hopped into bed under the covers, each in our underwear, and turned out the lights. We started kissing and cuddling until he pulled me over and rolled me on top of him.
At that moment, he informed me “tonight it’s your turn,” meaning, I was going to bottom for him since he bottomed for me the previous night. I made a hard stance and informed him that would not be happening. I told him I don’t do that just for anyone, and I have to be dating a guy for some time before I’m going to give that up (since I really get nothing out of it on my end).
He was NOT a happy camper. He even got out his phone to go over the semantics of what I originally said on the subject. Apparently, in a text, I said, “I only bottom for a guy I’m dating.” I guess in his mind, after coffee and two dates, we were dating — Not the case with me.
He started to pout and was getting very combative and confrontational because I wouldn’t bottom for him. “Whatever. It is what it is,” he exclaimed. I laid there for a minute, and finally said, “Do you want me to go?” He replied, “Where are you going to go? It’s 2:00 in the morning.” I told him I would go wait in Port Authority for the next bus back to Hoboken. He said, “If you want to go, go, but I’m not asking you to leave.” That was a clear indicator I should have gotten dressed and left, but selfishly I needed sleep. I had alumni events the next day, and spending the night standing in Port Authority was not something I was interested in. Instead, I curled into a ball and laid as far to the edge of the bed as possible with my back facing him.
When I woke in the morning, it was a half hour before my alarm was set to go off. I quietly got dressed and was ready to walk out the door. I wasn’t sure if he was awake, and I didn’t know how to address our current situation. I was willing to give him a second chance if he was willing to be understanding on the topic. I stood over him to see if he was awake until finally I reached out and touched his leg. He jumped up and I said goodbye. He picked his head up to give me a kiss and said, “I’ll talk to you later.”
With that, I left. There was no way in hell I was going to be the one to make first contact. He treated me like a common hookup and demanded I give it up to him when he knew I wasn’t comfortable with that. Granted he was willing to do it for me the night before, but that was a choice he made. I did not force anything upon him.
On my walk to the bus, I played around on Grindr, answering my messages and seeing who was awake to pass the time. Ironically, this is the last time I would be on Grindr for some time, but I needed something to distract myself from the sh*t-show I was living.
Of course he never called or texted after that morning. It just proved to me it wouldn’t have been a good relationship, and I was happy to get out when I did. I didn’t need that kind of drama in my life, and I certainly wouldn’t miss it. Over the course of twenty-four hours, the relationship between us completely soured, and I would have to go back to the roster to find a more suitable candidate…
Follow @onegayatatimeA Smile That Makes Me Melt
Posted by One Gay at a Time in Gay Dating on October 14, 2011
After meeting Sexy Eyes for coffee, I continued on to my planned date that evening. I picked up a guy on Grindr one morning taking the car service to work. It was complete chance this happened. Normally, my driver takes the Lincoln Tunnel, but because of traffic, he took the Holland. I was particularly bored that morning, so I pulled up Grindr to see what would pop up. Once I was in New York City, I noticed a guy who had a great smile. I messaged him my standard, “Hey stud,” but I also added “Great smile!”
We began chatting a bit after that and he quickly found a spot amongst my favorites. Over the course of a week, we would chat in the evenings. Many times he’d be walking home from being out somewhere and pull up Grindr to pass the time.
He seemed like a very level-headed guy and I enjoyed our chats. We had a few things in common, but our conversations were never very in-depth. In my typical fashion, I asked him to go out for a drink sometime. He graciously obliged. When I asked him for his phone number, instead I got his email. He wasn’t comfortable giving me his number before we met. I assured him I wouldn’t stalk him, and he could trust me. But, I wasn’t going to pressure him into giving it to me.
On a Saturday evening, I sent him an email: “Not to be too forward, but would you have any interest in coffee or brunch tomorrow? Like meeting new people… Pretty chill… No expectations. You just seem, like a cool down to earth guy…” He replied back, “Normally I would say yes, but I actually have a full day tomorrow starting at 10 until late night. Sometime during the week would be better, this is an unusually packed Sunday. ” The response was promising, so I would just have to be patient.
We managed to figure out a time to meet the following Thursday. He picked a bar in the West Village and we agreed to meet at 8:00.
I was running a few minutes late for the date, so I sent him an email telling him I would arrive about five minutes late. I got to the bar at 8:05 and sent another email letting him know I was standing outside with an umbrella and a blue shirt. After twenty minutes and no word from him, my patience was waning. I began to wonder if I was stood up. I texted the guy who cancelled my OKCupid friend date earlier that evening to see if his interview was over and to see if he wanted to hang out since I was still in the city. I was about a minute from walking the block to the PATH to head home. I also had the prospect of meeting Sexy Eyes again that evening in the back of my head.
Just then, a man with an amazing smile emerged from the bar to greet me. I had no idea he was inside this whole time. He apologized for the confusion and told me he could explain. While he was standing at the bar, a man approached him and began chatting with him. All “Smiles” could think of was how much this guy didn’t look like his Grindr pictures (thinking he was talking to me). The guy happened to be there on a match.com date and confused Smiles for his date. After chatting for about ten – fifteen minutes, they realized they were talking to the wrong guy. Smiles hadn’t wanted to be rude while they were talking, so he wasn’t checking his phone. At this point he saw my emails, and he came outside to retrieve me.
I grabbed a drink, and we stood in the corner chatting a bit. The conversation started off VERY rocky. I didn’t know what to say, so I said, “So how was work today?” He replied, “That’s what’s going to break the conversation. Haha. Work was good,” jokingly. The conversation was much easier after that. I learned he was against Grindr in the beginning. His friend encouraged him to download it and use it. His response was, “If I want to take a guy home for a hookup, I can just go to the bar and get one. That way I can see him and feel him up (as he reached out his hand to feel up my chest) before I take him home. Why would I need a digital version of that? That’s not what I’m looking for.” I couldn’t agree more with his sentiments. He told me after begrudgingly downloading the app, he actually had gone on a few dates from Grindr. None were spectacular, but they were adequate enough to keep him on it.
While we were talking, he warned me he had to leave at 9:00 because he had dinner plans with a friend. I wasn’t sure if this was the real deal or if he was using it as an out because he thought the date was going so poorly. “I originally thought an hour would be enough time for us to meet for the first time,” he said. I barely had a chance to meet him, let alone get to know him in the half hour we spent together. I was very disappointed. He was very cute, smart, established, successful, funny, active… Everything I look for in a man. I wanted more.
After we awkwardly closed our tabs, we walked outside. The date ended with an awkward hug, and I said we should definitely try to meet up again sometime soon. He seemed a bit nonplused, but he certainly didn’t shoot me down. I left the date wondering if I made a bad first impression and if there was anything I could do to repair that.
Later that evening around 11:00, I sent him an email stating: “Let me start off by saying your smile pays off even more in person! But anyway… Great meeting you tonight. Hope we can meet up again some time soon…” And in a follow-up email, I sent, “And my number’s ###. Use it.” He seemed to be very good about checking his email, but I wanted his phone number. It offered the option to call. I would get it if he chose to text or call me.
The next afternoon, I heard nothing from Smiles. I wasn’t angry. I was disappointed. I thought I’d give it that one last stitch effort. I sent an email saying, “Or I take it you’re not interested…”
That’s when I finally got a response. “Easy big guy. Good morning. Haven’t had a chance to get into email yet today. Enjoyed meeting you last night, maybe Sunday we can catch up again for a little longer?”
I felt like a fool. I immediately replied, “Sh*t! I knew I jumped the gun! haha Sorry bout that. I should be around Sunday. Hit me up and we’ll figure something out…”
I was elated. Apparently I didn’t make that bad of a first impression after all. He was interested, and now I had something to look forward to. Who knew what Sunday would bring?…
Follow @onegayatatimeSexy Eyes
Posted by One Gay at a Time in Gay Dating on October 13, 2011
After seeing Sexy Eyes on the street with my roommate, I decided to make him a priority. He not only impressed me, but also my roommate. She wanted to date him . He was charming and funny and had a smile and sexy green eyes that gave me butterflies.
On my way home that night, I began texting immediately. He was all but begging me to stay in the city that night with him, but I insisted I would not let my roommate walk home alone at that hour of the night. He heavily respected my decision, but also attempted to persuade me to come back on another bus after I walked her home.
Instead, I promised we would go out the following Friday. That still didn’t satiate him. He wanted to know why we couldn’t meet Thursday. I explained I had my volleyball league Thursday nights, so I would be unable to meet up. I figured he would understand being quite the volleyball player himself.
That of course was a lie. I scheduled a meeting with a guy from OKCupid. It was an interesting scenario. The guy reached out to me originally, but after chatting a bit, I came to learn he was seeing someone. He was just looking for friends. I didn’t buy it of course, but if that’s what he really wanted, I was game. I need gay friends. We scheduled happy hour drinks for Thursday evening after work.
On top of that, I scheduled another date with a guy I met on Grindr a week prior. Between these two, there would be no time to meet Sexy Eyes.
When the OKCupid friend had to bail because of a follow-up job interview, I decided to see if Sexy Eyes was available for after work coffee. I figured we could sit and chat and get to know each other a little better.
He bit. He was extremely excited to see me. Immediately following work, I walked down to the Starbucks closest to his office. He works at a financial law firm and would not be finished for the evening. He was, however, able to step out for about an hour to chat.
The conversation was mainly dominated by him, but it was good nonetheless. We talked for about an hour before I told him I needed to head home for volleyball (my other date). Our date ended with a few smooches and a hug. I was really feeling this guy. We shared a lot in common, he was older and had a respectable job, he was very good looking, he was fun to be around… The list goes on. As I walked away, he texted me telling me he wanted to kiss me more, but didn’t want to make a scene near his office. He begged me to come back into the city after my “volleyball game.” I entertained the idea in my head, but I made no promises. Who knew how my next date would go?
I met the next guy at a bar near the Christopher Street PATH station, but that will have to be tomorrow’s blog entry, because as you may have suspected, I wasn’t quite done seeing Sexy Eyes that evening. After my second date, I went home, showered and changed, and hopped on a bus back to the city. Sexy Eyes was just finishing up his own volleyball workout as I was getting to Port Authority.
We agreed we’d go out somewhere, but made no plans. When I arrived at Port Authority, I called him to find out the plan. He told me he just got out of the shower and needed to finish getting ready. He gave me his address and told me to come to his apartment. We would make a decision where to go from there.
When I arrived, I told the doorman who I was there to see, and he let me up to the apartment. I was greeted at the door with a very nice kiss, and we chatted while he finished getting ready.
Somehow, we both ended up in his bedroom just as he finished getting ready. He sat on the bed in front of me, lifted my shirt and began kissing and licking my entire torso. It felt amazing.
Between kisses, he asked if I wanted to go out or just stay in. I didn’t need to verbally answer because I was already removing his shirt. I hadn’t had sex since Labor Day. I won’t say I was a big ball of horny, but he was a very attractive and seemed very interested in me and not just my body. I wanted him. Bad.
(Warning: The following may be graphic for some) Shortly after, he was undoing my belt and unzipping my pants. He was thrilled to learn I submitted to his request to wear briefs. I never wear them, but if a man requests it and thinks I look sexy in them, who am I to disagree? He then pulled down my briefs and opened his mouth and felt amazing. It had been a while since anyone did anything with my body besides my own two hands, so I was completely enjoying the moment.
Things got hotter, and we both ended up on the bed in numerous positions. Throughout the course of our time in bed, he started playfully biting me. I’m not gonna lie. It hurt! I went along with it because they were quick, and I have a high pain threshold. But, I wasn’t entirely into it. This was something that may have to be resolved down the road. At the peak of the passion, I was inside him, and we were both thoroughly enjoying ourselves. He finished during the act, and shortly after, I finished myself off. As per usual with the guys I’ve been with, he was impressed with my finale. Something I’ve learned to take pride in based on the reception it usually gets.
He beckoned me to come join him in the shower to clean up so we could snuggle in bed. After the shower, we laid in bed together and watched the late night news. It was getting very late, and I was constantly dozing off. After realizing this, he suggested we turn off the TV and go to bed. After all, we both had work in the morning, and he had to be up earlier than I did.
The next morning, we woke at the same time. He hopped in the shower while I read over emails from his bed. When he got out, I hopped in for my turn. He told me he would probably be gone by the time I got out. I was instructed to take my time and just pull the door shut behind me on my way out. I thanked him and kissed him goodbye.
That evening, it was affirmed for me the biting had gone too far. All day at work, my chest was sore where he bit me, and when I came home and got undressed, I looked like I was abused in certain spots.
That morning, I walked to work with a smile on my face. It was a good night, and I met a good man who seemed to be interested in me. Over the few months I’ve been out and single, I’ve learned my lesson not to count my chickens before they’ve hatched. Maybe I’ve become slightly jaded in the process, and this bothered me. But, this was something I needed to start doing so I wouldn’t get my hopes up and get hurt in the end.
Follow @onegayatatimeIndiana Jone’s Charity
Posted by One Gay at a Time in Gay Dating on October 12, 2011
Indiana Jones didn’t arrive in my life in the most conventional way, however, he is a great guy — A great guy I want in my life.
As he was leaving my apartment the night he came over for a bottle of wine, he casually invited me to attend his next charity event. I was thrilled. He described the two upcoming events and told me he would send me an invitation. One such invitation arrived while I was out at the bar with my sister and my friend, K. I took the opportunity to tell them about this man. They couldn’t fathom how I managed to befriend this man, but both wanted to know how they could also access him.
I told them they were more than welcome to attend the charity event with me. The next day, I forwarded them the invitation, as well as to another friend and my roommate. My sister and one of my friends told me they were onboard to attend, even with the $50 donation requested during RSVP.
As we drew closer to the night of the event, everyone backed out except my roommate, who agreed to go the day of the event. I was thoroughly annoyed. I told my Indiana I would be there, so I couldn’t back out, but I did not want to attend alone. It would have been one thing if they never agreed to go, but that wasn’t the case.
My roommate and I walked to the Chelsea art gallery where the event was being hosted. We checked in and looked for Indiana Jones. He was standing in the center of the room greeting all the guests. We patiently waited until he wasn’t preoccupied before we moved in to chat him up. He was very happy to see us (He met my roommate briefly when he was at my apartment). He detailed some of the very important people who were in attendance. It was impressive. That’s as far as the conversation went. Too many people were waiting to talk to him — Understandably so.
It was impressive to see some of the results of his work. One of the walls was covered with artwork from some of the students in the school he built in India. It was touching. In the back of the event space, a video was being projected. Much of it was footage from the hospitals and schools and women’s cooperatives he built, but some footage was of him working in the field.
My roommate and I found a spot to sit and chat. We weren’t doing the best job mingling and networking. It’s tough to do without an introduction or ice breaker. Eventually, we made our own fun playing “Guess the Price of this Piece of Artwork.”
When the evening was coming to a close, we found an opportunity to steal Indiana away for a moment. He apologized for not being able to chat with us more. I assured him it was okay. It comes with the territory of hosting an event. He mentioned coming over for another night and another bottle. I insisted we would have to have him over for dinner some night. He detailed his busy schedule over the coming days, but we agreed we’d touch base and find time.
I had a very nice time supporting a very worthwhile cause. It was nice to get to see my new friend again, and I looked forward to seeing him again as well.
After leaving the event, my roommate and I went to Bamboo 52 to burn up a Groupon. We had a blast — Lots of sushi and a great dj. When dinner was coming to a close, I texted the sexy Grindr guy who invited me to cuddle a few nights earlier when I was leaving the city. I knew he lived in the vicinity of Bamboo 52, so I told him to swing by and say hi. It took him some time to get back to me, and by then we were ready to go after closing our tab. I told him we’d pass him on the street as we walked to Penn Station to take the bus home.
We ran into him half way to the bus. He was coming back from tennis. This was the first time meeting him, and I have to say, I was impressed. He looked great and seemed like a very nice guy. He complimented my roommate while still flirting with me. It was a quick ten minute interaction, but it certainly left me wanting more…
Follow @onegayatatimeNew Friends
Posted by One Gay at a Time in Gay Dating on October 11, 2011
While walking back to the PATH from a date with one of the rudest guys I’ve ever encountered, I texted another guy I had been chatting with on Grindr over the past week. He seemed like a great guy, so I thought I’d see if he was available to grab a drink since I was in the city, and it was still early. After not being able to reach him, I began texting and calling other friends to see if they were interested in going out to the bar in Hoboken. I reached one of my friends who was out on a date with her boyfriend in the city. She was headed to the PATH train herself, so we agreed to hit up the bar when we arrived back in Hoboken.
Just as I was about to hop on the PATH, I got a phone call from the sexy man I had been talking to on Grindr. He was available and inviting me to come cuddle, but I told him we’d pick another night. I already made plans.
I met my friend and her boyfriend outside the PATH on the other side of the Hudson River, and the three of us walked to 1Republik. My usual bartender was working, so I said hello and ordered us drinks. I had a Johnnie Walker, and she looked at me with a confused look. She said, “Since when?” I told her I often drink it, but definitely needed it tonight after my failed date (that’s the understatement of the year). I recounted my date to my friend and her boyfriend. She was shocked and couldn’t believe I went on the date at all.
In the meantime, another friend arrived, just about the time the happy couple was ready to head to bed. I told her of my date from hell as well, as she looked at me with wide eyes and asked how I didn’t throw my drink on him and stiff him with the bill.
I felt the need to circle back to the guy who chatted with me earlier. He helped pass the time while I waited for the a$shole with whom I was supposed to be on a date. I told him I was back in Hoboken, and he should come grab a beer at 1Republik. It was already understood, at least on my end, this was not a romantic interest. We had spoken before on Grindr and exchanged pictures. He was almost half my height, so nothing of a dating relationship would ensue. However, I was alway looking to make new friends, especially gay ones, since I was very lacking in that department.
He and his friend arrived at the bar to find the line about twenty-five people deep. They weren’t interested in waiting in line and rightfully so. I told him we would come out and hit up a different bar.
When we got outside, I was met by the odd couple. There was this tiny rough, tough guy standing next to this well built tall blondie who was a big ball of fluff. They made for an interesting match. We introduced ourselves to each other and walked to a quiet bar to sit and chat.
At the bar, Court Street, I came to learn the blonde has a boyfriend in the city of about four months. We talked about their dynamic and Blondie made a comment about how he gets emotional at times, showing his feminine side. I barked at him to stop speaking that way. It is what perpetuates the stereotypes. Showing your emotions is not a feminine thing. If anything, its even more masculine when a real man is confident enough show his emotions. There’s nothing feminine about it. He saw my point, but I don’t think he fully agreed. This guy wasn’t extremely effeminate, but after a conversation with him, you could certainly tell he was gay.
The other guy had been a little quieter, and has been single for some time. He is very masculine and loves football and baseball. From the look of him and a full conversation, you’d never know he was gay. I always find these encounters interesting. I find that quality very attractive. I look for it in all the men I date. However, there was no attraction to this man.
We had a great conversation and my female friend asked a lot of questions. I always love having those types of conversations and educating heterosexuals about the other side of the spectrum. Then the time came for last call. We finished our beers and made our way to the door.
The little guy and I were heading in the same direction, while the other two went the opposite direction.
I chatted with the little guy as we walked towards my apartment. I had a few suspicions he may have been attracted to me and hoping for something at the end of the walk, but I was much more interested in making new friends.
In the end, we shook hands and parted ways. He suggested we get together again soon for beers, and I agreed. Writing this has just reminded me, we’re due for a beer, and I need to drop him a line…
Follow @onegayatatimeRude Can’t Begin to Describe
Posted by One Gay at a Time in Gay Dating on October 10, 2011
When I joined OKCupid, I had high hopes for the site. My ex, Broadway, told me to check it out. I had never heard of it before, but I was certainly willing to give it a shot.
When I joined, I made a profile and began poking around. I was very disappointed with the talent on the site. I found it very hard to find someone I wanted to send a message. I decided to take a passive role. As people viewed my profile and sent me messages, I sorted through the interested men to see if there was mutual interest on my end.
One guy started messaging and seemed to be compatible with me. He wasn’t the best looking guy, but he certainly had something different going for him. I decided to give him a shot. We started chatting on OKCupid, and quickly moved the conversation to the phone. He texted periodically, but mostly, he called at night before going to bed. We sparred playfully quite a bit. Our exchanges were fun, but periodically, he would push the envelope too far, and I would simply shoot him down.
As time passed, I wondered why he continued to call. I learned he wrote a Broadway show to be released in the spring and was contacting some very big names to be the female lead. He was in line for a lot of success, but at the time, he was working out of his apartment and living a below average lifestyle. We talked a little about me and what I do, but we didn’t get much into hobbies and what we do for fun. He was being elusive on those details.
I enjoyed the phone calls and the attention, but every time I hung up the phone, I would say to myself, “Why is he still calling me?” There were a few things we had in common, but I didn’t feel I was really what he was looking for. It seemed he was looking for a guy who would roll over at the snap of his fingers. I certainly wasn’t filling that position. I was actually beginning to look at him as great practice to be more confident and demand more from a man who was interested in me. When the conversation switched to sex, we discovered we were both tops. Even with that knowledge, he took every opportunity to ask me for a picture of my a$shole. I adamantly declined to fulfill that request. I made myself perfectly clear that was not something he would be receiving from me.
When he didn’t drop the request in every phone conversation following, I got quite heated. I told him if that was all he was interested in, he was barking up the wrong tree. I wasn’t on OKCupid to find a guy to have sex with. I was looking for more substance. If that was all the substance he had, he needed to move on. I think he finally got it. But, I also think he thought he was just being playful, and I was overreacting.
It was also getting to the point where I needed to meet this guy. We talked for over a week, and I wasn’t going to invest any more time if he wasn’t worth it. He was already on the fence in my mind — 50/50. But, I was willing to give him a chance, even though the odds were not in his favor.
We planned to go out on Saturday for drinks and a bite to eat to celebrate the casting of his lead female. Over text and phone conversations Saturday morning, I told him I would head into the city and meet him at 6:30. When he responded at 5:15 requesting we do 6:00, I sprang into action to get ready. On the walk to the PATH, I texted and called constantly. He wasn’t responding. I wasn’t about to get on the PATH until I knew where I was going and where I should get off.
I stopped at Starbucks and ordered a latte. Luckily, I grabbed my coat before I left my apartment, because I would be sitting on a park bench outside the PATH station for the next 45 minutes. I continued to call, until finally, he picked up the phone. He shouted, “Geez! I’ll call you back! Give it a rest!”
I was so insulted. No man was going to speak to me that way and get away with it. I was already passing the time by talking to guys on Grindr, and one even went on to invite me out for a beer. I should have abandoned my original plans at that point and had the beer. The fact that he continuously pursued me boosted my ego so much it became the only thing keeping me to those plans. Sad, I know.
Instead of grabbing the beer with the guy on Grindr, I went to The Melting Pot, where my friend is a bartender. I figured I’d grab a glass of wine and give this as$hole a few minutes to get back to me about our plans for that evening. I was going to give him a second chance, but I wasn’t going to let him get away with talking to me like that.
When he finally called, he didn’t acknowledge the time passed since we planned to meet. He also didn’t acknowledge barking at me over the phone. I was very short with him and called him on it. He didn’t apologize. His response: “Well, you can either come buy me a glass of sangria to celebrate my casting, or you can go home and cry about it.” I was flabbergasted! He had some nerve! Now, I was going on this date out of spite. I was going to be spectacular and then shoot him down.
When I arrived, he stood to greet me with a hug. He commented on how attractive I am — better than my pictures — and how he would have put more effort in if he only knew. He was laying it on thick. I could tell he was very attracted to me. I thrived on it. With every word, he gave me more power. He was actually less attractive than his pictures. I wasn’t interested in the slightest, but that doesn’t mean I couldn’t use the date as target practice. I shot him down at every attempt. He made a few lewd comments, and I made my disgust apparent. When he made a cavalier comment about hitting the restrooms as a joke, I went off on him. I asked if that sort of thing normally worked for him. I pointed out how much of a negative effect it had on me. This guy was truly a creep. Ironically, I was having so much fun shooting down a guy who was pursuing me, when I should have been looking forward to the date’s end.
I found out he was late for the date because he was arguing with someone on the phone. He claimed he barked at me not knowing who it was and apologized. If he wasn’t rude enough, he spent 70% of the date texting on the phone. The argument wasn’t over. He didn’t even have the decency to give me his undivided attention.
When the date ended, we began to walk towards his apartment and the PATH train. When we reached a crossroad, he pulled me in for a close hug. Luckily, I didn’t have to kiss him, as he was recovering from a cold. That doesn’t mean he wasn’t trying to pull me closer than is comfortable. He started to make a comment about my being arouse, but I pointed out to him how much that wasn’t the case. I was blunt. “I could not be less aroused right now.” And, after a little more conversation, we parted ways.
I was shocked when he followed up with a text stating his desire to meet again. I responded, “That most likely will not be happening. We have very different priorities, and you were exceptionally rude.” He questioned how he was rude, and I decided it wasn’t even worth my time to recount the scenarios. He truly was an as$hole.
The best part of this was that I walked away unscathed. I actually had fun being blunt yet dignified. I wanted him to want me so badly, so when I shot him down, he’d realize what he was missing. I think I was successful considering the texts continued for some time…
Follow @onegayatatimeMiami Vice
Posted by One Gay at a Time in Gay Dating on October 7, 2011
Roughly one block away from my date with Dr. Nice, I began texting another guy I had on standby for a date that evening. I wanted to see if I could use my time wisely and see two guys on my free Friday evening. It would help cut down the roster if they weren’t quality guys. The story I told him was that I was out to dinner with clients, and I would get in touch with him as the dinner was ending.
We found each other a few days earlier, and we agreed to meet in Hell’s Kitchen, but never picked a specific location. As I walked south on 9th Avenue after my first date, I found out he wasn’t far. I told him to head north on 9th Avenue, and we would meet in the middle. We could pick somewhere in the neighborhood to grab a drink.
As I was walking, I realized how bad that idea was. We never met before, and there was a good chance we would walk right past each other. I picked a bar, Nizza, and told him to meet me in front of it.
He walked up with a smile from ear to ear. He was somewhat attractive, and when he opened his mouth, his Latino background was screaming at me. I have nothing against it, but I also don’t have much in common with the typical culture.
We grabbed a seat at the bar and ordered a few cocktails. I ordered a Dark and Stormy Float. It was a very interesting drink with the twist of Rum Raisin ice cream. I love Dark and Stormys, but I wasn’t thrilled with this concoction. My date insisted I order something else, but I insisted I would finish it. He enjoyed his drink while we talked about what brought him from Miami to New York. He was working as a producer on a Hispanic television news show, and was looking for a change. He wanted to move to New York and was afforded a job transfer.
It was interesting to learn he was in the city only four months, so he hadn’t yet experienced the changing of the seasons. He wasn’t quite used to the phrase “the end of summer.” As we talked, the conversation began to take shape as me giving him advice on how to adapt to New York City and less about us and any future we may have.
He told me all about being brought up in Miami and how he is going to miss being so close to his family. However, he was thinking about his career and needed to move up in this world. Surprisingly, he was living in New Jersey as well. I knew this bit of information earlier and asked him to meet on the other side of the river, but he explained where he lived and how it would be difficult to meet over there since he had no car.
The date was very pleasant, just as my date earlier that evening, but I wasn’t feeling a spark. When this date ended, I would not have a burning desire to see him again.
We closed our tab, and I agreed to walk him to Port Authority. I was heading there myself to go back to Hoboken for the night. Before he hopped on one of the shuttles, we exchanged hugs. He suggested we find the time to meet up again. I told him we would be in touch and manage to figure something out in the near future.
Of course, he was yet another man who would fall by the wayside due to lack of interest on my part. He was a nice enough guy, but there was nothing there to really draw me in.
It seemed I was back to my old ways of serial unsuccessful dating. I needed my luck to change, or my self-esteem was really going to land in the crapper…
Follow @onegayatatimeDr. Nice
Posted by One Gay at a Time in Gay Dating on October 6, 2011
Since ending my slew of hookups, I decided to put full effort behind building up a new roster of guys. This time it would be for meaningful dates, not meaningless sex.
Over the course of a month or so, I corresponded with a guy on adam4adam.com. He seemed like a really nice guy — Almost too nice. But, what the hell? I hadn’t done the nice guy thing yet, so why not give it a shot?
He wasn’t the most attractive guy on the site, but he certainly wasn’t unattractive. I also like him because he seemed eager to meet me. I hit him up and asked if he had time to meet.
We agreed to meet up for drinks and maybe a bite on Friday after work. This was my first non-half-day Friday in two months, so it wasn’t a hassle to schedule something that evening. I wouldn’t need to commute back into the city for the date. He lived on the Upper West Side, so we agreed on a spot at the northern end of Hell’s Kitchen.
I arrived at the bar before him and waited for him to arrive. When he did, we decided the bar was a little packed to be able to hold a conversation. We crossed the street and sat outside a Mexican bar/restaurant.
We ordered chips and guacamole and beers and chatted a bit. I asked him to remind me what he did again. I went into the date very blind. I should have at least looked back over his messages on a4a, but I had a hard enough time scheduling the date in the first place. Maybe I wasn’t putting a full effort into finding a guy this time around after all.
He explained he was working his way towards becoming an anesthesiologist. I was very impressed, but a big red flag popped up in the back of my head. I have never been thrilled with the idea of dating a doctor because they don’t keep regular hours, which makes it difficult to spend time together or plan getaways. I began to ask about his schedule and what he does with his time off.
I was very surprised to hear how much free time he has. He talked about hiking trips not only in upstate New York, but also in other countries. He explained he had mainly regular hours with the occasional outlier.
The conversation started getting more relaxed, and we were really finding common ground. I kinda thought about this guy as a wildcard, but he was really surprising me. There was still something holding me back. I was realizing that I wasn’t truly an equal opportunity dater. I was actually quite shallow. I saw this guy in front of me with a lot of things in common with myself, but I just wasn’t physically attracted to him. He was kinda cute in his own way, but it just wasn’t doing it for me. He was a lot shorter than me as well.
As we chatted, I thought in the back of my head how great he would be as a friend, but that’s a tough transition when you’ve asked someone out on a date. How do you tell them you just want to be their friend? That says, “You’re fun to hang out with, and we can do a lot of things together. But, I just don’t want to sleep with you because I don’t find you attractive.” Not the nicest impression to make on someone.
When we finished our beers and the temperature dropped below a comfortable level to remain sitting outside in short-sleeved shirts, we parted ways. It didn’t end with a hug or a kiss. We simply just said goodbye and went our separate ways. I felt a little guilty, and I wasn’t ready to cut him from the roster, so I sent a followup text: “Very nice meeting you tonight.” He responded with the same sentiments and suggested we find time to meet up again. I agreed. In the end we never communicated again. What is meant to be will be, and what isn’t, won’t.
After saying goodbye to him, I went on with the rest of my night — Another date I was meeting down the street…
Follow @onegayatatimeTurning Over a New Leaf
Posted by One Gay at a Time in Gay Dating on October 5, 2011
With the passing of Labor Day, summer officially ended in my book. I was sad to see it go. Like always, it flew by in no time. Its passing wasn’t all sadness, however. My favorite season was right around the corner. The changing of the leaves, the crisp air, the smell of fireplaces… all things I loved about the fall.
Just as the seasons were transforming, so too was I. Since I broke up with N, I went off the deep end. Part of this is because I never had my wild time. While everyone else was hooking up and experimenting in high school and college, I was being a good boy. I sat there and watched everyone else experience relationships and casual sex. I was asexual. Sure, I had my fair share of hookups with women, but nothing worth writing home about.
When I finally accepted myself and came to terms with my homosexuality, I found myself in a relationship right off the bat. I never had a chance to meet new guys and discover new things. Following my breakup with Broadway, I had a short window of wild time, but it was mainly filled with dates that ended with me going home alone. Then came San Francisco, shortly followed by N. This summer was the first time I was single and gay. Did I live it up? Yes. Am I proud of everything I did? Hell no, but I also have no regrets. Everything was an experience, whether it was something I learned from or something that made me a better person.
I began to look back and examine my summer. I wasn’t being true to who I am — True to myself. I don’t have casual sex. I’m a monogamist. I crave a meaningful relationship with a special guy who appreciates me, body and soul. If I kept sleeping around, I was never going to find this. I need to make a change. I thought I would be able to ease into it when I returned from Martha’s Vineyard, but I was wrong. I needed to be more drastic. I was going to be a good boy, even if it meant the palm of my hand would be raw.
I had two friends with benefits. I needed to cut them off completely. Closet was still messaging me since we last hooked up. “Hey man, haven’t talked to you on a while. Hope all is well. Don’t want to sound insecure or anything(too late), and I know you said its not a bother to text/email you, but just FYI in case that ever changes just let me know you’re lookin for something different or you’re seeing someone else. Lol feel free to lie to me, just would rather know if you’d rather me step back… I don’t want to become one of those creepers that I keep hearing about haha. Anyway hope to see you sometime, even to meet out for a drink or something. Later man.”
I originally found both my friends with benefits on adam4adam.com, so I sent them both messages on there. I lied and told them I was seeing someone, and I wouldn’t be able to see either of them anymore: “Hey dude. Sorry I haven’t hit you up. Everything is fine. I have started seeing someone, and I decided I need to stop with hookups outside a relationship regardless of that person. I think you’re a great guy, and I had a great time with you! Don’t doubt that. I just need to find a serious relationship right now, so I’m concentrating on that. I hope you understand!!!”
While the muscular weekend hookup simply replied, “No worries,”
Closet had a few more things to say: “Hey bro, its cool. No hard feelings. I mean can’t say I’m not disappointed, cause putting the physical aside, you really seem like a great guy, and I’m glad we met. Honestly, I felt weird saying it to you before, but now what the hell hehe…you’re the first guy I was with that made me think I wanna come out(not to mention my first for a few other things, lol). Obviously not saying I was in love after a few hookups lol, but I felt something more than just empty sex. I’m considering it after the holidays this year (you know, one last Christmas where the family likes me, hehe), but I’ll revisit that one later. Anyways, you’re a great catch, and I hope you find a great guy – and my offer remains open if you wanna grab a beer, just as a friend, hit me up. Thanks again dude, and I hope our paths cross again sometime. P.s. Two more things… 1. Thanks for being so patient with me in bed and all that, even though I still need to loosen up a little (pun intended), you really made me feel comfortable. 2. If you ever run into me while out at bars or whatever, cuz I’ve been in Hoboken quite a bit lately, feel free to say hi. I’m trying to gradually cut back on the paranoia part of all this.”
I felt pretty bad about the situation with Closet. It was obvious he was starting to fall for me, but I had no interest in pursuing anything with him. I knew I was right to cut it off when I did.
Outside of my regulars, I gave up Grindr cold turkey. I knew it would be too tempting to fall into something if they were hot and looking to hookup.
I joined OKCupid, was checking ManHunt and adam4adam.com regularly to see if there were any guys reaching out to me I’d be interested in meeting. It wasn’t easy finding a man up ’til now. I couldn’t expect it to get any easier just because I stopped hooking up with random men. None of the men I went on dates with previously showed any interest in seeing me again. Pillow and The Trainer kept giving me the runaround, so I had to learn when to simply give up and move on.
I started to wonder what was wrong with me. What was I doing wrong? Without the sex and without the happy feeling I get when I have a prospective guy I’m seeing, I started getting cranky. This was going to be a learning experience for me. I needed to not only find a man, but also to find myself. In the meantime, everyone around me would to have to watch out. I was not a happy camper…
Follow @onegayatatimePrincipal’s Office
Posted by One Gay at a Time in Gay Dating on October 4, 2011
Starting the final Friday of my vacation, I began talking to a very interesting man on the mainland of Massachusetts. Right off the bat we clicked. Of course, I found him on Grindr, but that doesn’t mean he isn’t a man of quality.
I tried my hardest to convince him to visit me. I suggested we grab a drink and/or dinner. We went back-and-forth on the issue, and of course, I ultimately lost. No matter how hard I tried, he would not get on a ferry. Even after offering my bed following his question of where he would sleep, there was no convincing him. I went as far as to pull a shirtless picrture out of my arsenal. No dice.
But that didn’t deter me. We spoke every day of the rest of my trip. I enjoyed his messages. I enjoyed the cat-and-mouse game we played. When the time came to drive home, I turned to him to entertain me for the long car ride. We started messaging each other the second I hopped on that ferry. Had I been in charge of my own transportation, I would have made a detour on the way home, but that wasn’t an option for me.
Instead we took the oppotunity to get to know each other over five-and-a-half hours. I learned about his job as an elementary school principal. I enjoyed picturing him with a myriad of children circling around him. I remembered how much respect I had for my principal growing up. It was fun to picture the little tykes looking up to him. I learned he swam in high school and coached a team as well, but he had to give it up when he left the classroom for the principal’s office.
When we stopped at a gas station, I surprised him by calling for the first time. It was great to hear his voice. He never expected me to pick up the phone and call, but after talking to him for three days, I thought it was time to speak to him instead of just texting. The conversation was short, but it was special.
Once we got back on the road, it was back to texting. Periodically, I would switch back to some of the other guys on Grindr, but I didn’t have much interest in them. They lived in Rhode Island, Connecticut, etc. It was crazy enough I was trying to continue the conversation with someone in northern Massachusetts.
However, I learned one thing when I was working things out with San Francisco from across the U.S. You can find ways to make a long distance relationship work, but certain understandings need to be met. Both parties need to be willing to put in great effort to make it work, and an end game needs to be discussed at some point.
My mainlander continued to point out how ridiculous it was for us to be talking. He was very skeptical of the whole thing. I tried my hardest to get him to open up. I told him, “I’m not thinking about that bridge until I come to it. Right now I’m just enjoying chatting with you. Does it make sense to do this? No. But could it be something special? Only time would tell. But, it’s sure to fail if you don’t give it a chance to even begin.”
With every word, I found myself falling for what I pictured this man to be. I proceeded with caution, but I was also diving in full force to explore the possibilities of where our conversation could go.
When I arrived home, the conversation ended for the day. I was preoccupied with other men, but that doesn’t mean the conversation between us ended at that moment. I liked everything I was discovering thus far, but there was much more digging to be done…
Follow @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 