Posts Tagged gay sex
Central Park Loop
Posted by One Gay at a Time in Gay Dating on November 11, 2011
After my amazing date with Smiles Saturday into Sunday, I was in heaven. Of course that only means I couldn’t wait to see him again! I had to keep cool. I couldn’t get all mushy on him already.
Before it arrived, I knew Monday would be hell for me. We had a pitch early Tuesday morning, so I would be working straight into the night on Monday to finish preparing. I was right. I barely had time to shoot him a text. Smiles also had a busy day, as a friend was in town with whom he needed to talk business. I typed, “Hey sexy man… Any chance I can interest you in dinner tomorrow or Wed night?” He responded, “Working out my schedule. [My friend] hasn’t told me what his is yet…” I told him to keep me posted. My schedule was fluid.
Following the pitch Tuesday morning, my team came back into the city and went out to lunch at Keen’s. I ate a whole lot more than I needed to.
After lunch, I went back to the office, and called it an early day. My boss told me to go home, but I had other ideas. I called Smiles to see if he’d be interested in a run in Central Park. We’d talked about running together once before, and I rather liked the idea. It worked out well when I called. I explained I was finished work for the day. He happened to be free and was up for the idea. We planned to meet at Columbus Circle in a half hour.
I ran up to the park from my office rather than taking the subway because I thought it might be quicker. I was already regretting such a big lunch. When he arrived, I walked up to him and gave him a light kiss. We walked into the park as we talked about the time passed since we last saw each other. I liked this conversation. He seemed to be opening up, and the relationship seemed to continue to grow.
Once we got to a running path, we picked up the pace. We chatted as we ran. I know it’s not the most romantic thing for two men to do together, but we both are very active. He runs triathlons regularly, and being a division I college swimmer, I try to stay in shape every chance I get.
I learned a lot about his plans with the visiting friend. I gave him some of my thoughts on his proposal, but he clearly knew what he was doing. He’s a very smart and entrepreneurial guy. I love that about him.
As we ran, the connection seemed to drop off. The conversation started to feel a bit forced. There were awkward pauses, and periods of silence, searching for something to talk about. Looking back, I feel like he was distracted. I don’t think he was fully present since he had so much on his mind.
We ran a good distance, but we clocked only an average pace. Neither of us had run in a few weeks. At one point, we needed to stop so he could take a phone call. That phone call turned into three because he had to take care of something from one of his projects. We were walking again while he talked. I didn’t feel it was rude, because he was working. It wasn’t even 5:00 yet. I had to respect that. But, it wasn’t what I had in mind when I called him to get out for a run.
When he finished his calls, we began to run again. As we neared where we entered the park, we cooled down by walking. Somehow we got on the topic of my size 14 feet. He was gibing me and poking fun at them. “There will be no drag for you! Not unless you are G.I. Jane.” I laughed. The thought of size 14 high heels was hilarious.
I suggested we go into the Time Warner Center so I could relieve myself. He agreed as we joked about the fat naked statues that adorn the lobby. He told me he wanted to take a picture of me molesting it. I declined, but we still joked about it for some time.
Smiles hadn’t had lunch, so after the bathroom, he was looking to grab a quick bite. We descended into Whole Foods and he whipped up a salad. We found a table so he could eat and I could sip on my iced tea to rehydrate. I was enjoying sitting there just watching him. He caught me a few times, and we exchanged flirtatious glances. Since he made fun of my feet, I found a gentle way to make fun of his hair, or lack thereof. He shaves his head, and he took my jokes with a smile. I didn’t have room to talk however, as my hair is receding as well. I’ve just done a good job of hiding it. We were having fun poking fun at each other.

He looked wiped out. He was supposed to be meeting his friend that evening for dinner. He got a text to come to his friend’s hotel for drinks before they went out. He was torn. He was entertaining the idea of going back into the park to take a nap. I told him he needed real rest before he went out, or he’d be no fun. I suggested he decline drinks at the hotel with his friend so he could take a nap and be more of a human being for the rest of the night. (By the way, I wasn’t worried at all about this friend. I’d seen pictures, and he certainly was not the type one hooks up with). Smiles agreed with me, and we made a move for the door.
When we got upstairs, we were heading in separate directions. I asked him for more details about his upcoming film screening in the Hamptons in conjunction with the film festival. I was heading out there for a wedding that same weekend, so I contemplated supporting him by attending the screening of a feature film he worked on. I was still feeling him out to see if he actually wanted me there, or if I was going to be in the way or a distraction. We exchanged a quick kiss, and I said goodbye.
The run hadn’t gone exactly as I planned, but it was still nice to get to spend time with him again. I always relish getting to see him and his smile. It never fails to brighten my day.
Follow @onegayatatimeBirthday Smiles
Posted by One Gay at a Time in Gay Dating on November 8, 2011
I’m not gonna lie. I was nervous. I don’t get nervous very often, but I wasn’t quite sure the situation I was walking into.
Smiles had his birthday at The Jimmy, a rooftop bar at the James Hotel in lower New York City. As nervous as I was, I set no expectations going in. I didn’t want to concoct all these crazy scenarios in my head, only to not see them play out.
The morning of his birthday party, I put A LOT of thought into what I was going to wear. I care about what I look like on a daily basis, but there was so much more going on here. I was nine years his junior, which meant many of his friends would also be a fair amount older than I am. I wanted to make sure I didn’t look like “who brought the child.” I tried on numerous permutations of clothing until I finally settled on one I felt comfortable with. I even consulted with my female roommate who works in the fashion industry. I wanted to look mature and smart, but I also didn’t want to look like I was trying too hard. (I’d like anyone to argue against me that I don’t over-think things too much).
I finished work that day at 5:00. Smiles and I had tentative plans to grab dinner before his party if I got out of work at a decent hour. When that time came, he was unable to keep those plans. He had a lot of things he still needed to do before the party, so he told me we would grab dinner with one or two others following the birthday gathering. I found something to snack on, and when the time came, I leisurely walked downtown to the hotel.
I had never been to there before. When I arrived I had no idea where I was going, which only heightened my anxiety. Finally I reached the rooftop bar and was able to find Smiles standing out on the deck by the pool. I walked up to him and was welcomed by an embrace, no kiss. Still early in our “relationship,” and not fully knowing the situation I was walking into, I didn’t initiate a kiss myself.
After a minute of small talk, I walked to the bar to grab an adult beverage for myself and a soda water for Smiles. I learned the night before he was not going to be able to participate in the libations due to the cleanse he was going through for his Ayawaska ceremony.
When I returned, he had a glass of champagne, which he felt obligated to sip since someone purchased it for him. I held on to his soda water for him until he needed it. He began introducing me to the friends he was speaking to at the time. He simply introduced me by my name, or a few times, “This is my friend,” and then my name. I had no expectations, but I was curious how I would be introduced. Certainly not boyfriend, but maybe as the guy he’s been seeing? No dice.
Early in the night, Smiles introduced me to one of his friends. This guy was younger than the majority of the crowd, and I made him buddy for the night. We hit it off and shared similar senses of humor. I knew Smiles would be preoccupied all night with his guests, so I prepared myself to be more social than I normally am. I didn’t want to be a wallflower or that creepy guy that lurks around and talks to no one. I was happy to have found someone to pal around with for the night.
Then the question I was dreading all night came up. My buddy asked me, “So how do you know [Smiles]?” I simply replied, “Recent friends.” We both smiled big, and he looked at me with a perplexed look. “That’s all I’m going to get?” he asked. I took a second, cocked my head to the side as I thought about it, and simply replied, “Yup.”
I then turned the question on him. Apparently they met on Fire Island and were just casual friends now. I wasn’t sure of the timing of this, but my instincts told me they hooked up at one point. To any normal guy, these things don’t pop in their head, but Smiles and I did meet on Grindr.
As more friends of the younger sect (all probably about five years older than me still) started showing up, my buddy and I began chatting with them. The question came up many more times asking how I knew Smiles. When others answered, there were a few “mutual friends,” but there was also a, “the old school way — Craigslist.” My brain was in motion. In my mind, my stock plummeted right then and there. Obviously he was still close with these guys if they were coming to his birthday party. Was he still seeing any of them. We were by no means exclusive. But, seeing these guys in person made me uncomfortable. However, I soldiered on.
It had been a while since I saw Smiles, so I circled back to him. He was starving. I offered to grab him something to eat just as he was simultaneously asking me to (keeping in mind his special dietary needs on top of the new ones for the cleanse). He pointed out “his” waitress for the night. He handed me his credit card, and I ordered him some tuna tartar tacos. When they arrived, he scarfed them down as to not miss a minute of his party. I was happy I was the one to which he turned to take care of him. He enjoyed them so much, he went back for seconds.
When I returned to my conversation circle, my buddy had departed. I was very disappointed because I wasn’t thrilled with anyone that was left. However, I continued to make small talk for the remainder of the night.
The time came to grab dinner. Smiles gathered a small group of about seven of us. We walked across the street to Cafe Noir and grabbed a table. Smiles sat at the head of the table, and I made sure I snagged the chair to his right.
The whole time at the restaurant, Smiles felt a little distant. I began to read far too much into that. I wondered if he was doing that because someone else would be offended if they saw him being affectionate towards me. Was there another “me” at the table? I was shocked I got an invite to his birthday gathering so early on. Who’s to say there wasn’t someone else in the exact same position?
I had my hand casually under the table and was rubbing his knee periodically. I wanted to see how he’d react. Nothing. I was a little hurt and confused.
I wanted to make a good impression on his friends in front of him. I was able to contribute greatly to the conversation over dinner. I attentively watch the news and stay up on current events, so I was actually the local authority on the topic of conversation. I wanted to prove to him I could hold my own.
When dinner ended, we walked outside in a large group. Many of his friends were going to smoke and invited him to join. He declined (the cleanse) and said he was going home. They also specifically asked me if I would come, but I too declined. I was hoping I was going home with Smiles. We split from the group and walked towards his place.
We weren’t a block away before he said, “Do you mind if I throw you in a cab instead of walking you up to the PATH since I don’t have a jacket and I’m freezing?” Apparently I would not be going home with him that night. I assumed he would invite me back to his place considering it was 1:30am. I even brought a spare shirt to work that morning for the following day should I be spending the night in the city. That wasn’t going to be the case.
At that point, I said goodbye to him on the street and began my trek up to the PATH. I was dreading my commute home since everything runs on a sparse schedule at that hour of the morning.
It also turned into a very long solemn walk because I was very disappointed with how the night played out. I felt so far away from him. A few nights prior, I thought I made so much excellent headway with him when I got an invite, but after the event, I had a very different picture in my head.
I tried not to let it get to me, but I can’t lie. It ate away at me for the rest of the night and into the next few days. I’m sure the fact that I had about six Johnnie Walkers didn’t help. At dinner the night before, he casually mentioned taking me to the opera that Saturday, so it was planned I’d see him again, and soon. But, it was mentioned so flippantly, I wasn’t sure I was officially invited. So many crazy ideas were floating through my head.
I was trying to follow friends’ advice to make myself a little less available to him. I was told I should make him seek me out, instead of the usual me seeking him out.
With that, I attempted to go about the rest of my week without driving myself insane, but that wasn’t going to be easy…
Follow @onegayatatimeMom & Dad Turn a Deaf Ear
Posted by One Gay at a Time in Gay Dating on November 3, 2011
Mother’s Day crept up on me this year so quickly I didn’t get a chance to buy Mom a present. It should be easy. It’s always my birthday weekend. I decided quickly, I would take her out to dinner in New York City. I also thought ahead to Father’s Day and suggested they both come stay with me for a weekend. I would take them both out to dinner for Mather’s Day whenever they could find the time to visit. They always look forward to visiting my sister and I in Hoboken and venturing into the city, so I thought it was a perfect gift. I told them to check their calendar and get back to me.
That never really came to fruition. Weeks passed , and they never picked a day. That was the case, until they were coming into the city on a bus trip my aunt was running to see Rent. Every time they come to visit for a show, they go to Carmine’s. I always get an invite to join for dinner or lunch even though I’m not going to the show. This time, my parents wanted nothing to do with Carmine’s. They have a lot of complaints about how my aunt orders a lot of family style pasta dishes. “If we’re coming into New York City, I want something better than pasta, especially at that price,” my mother exclaimed over the phone. I didn’t blame her. The city had a plethora of great restaurants to offer. No one should be going back to the same place every time they visit, no matter how convenient.
I agreed to take them out for dinner following the show and asked them to pick a place. Once again, this was a whole ordeal. I helped them out by picking a few great restaurants in the area to choose from. Even that was like pulling teeth. Finally, they left the decision up to me, so I chose City Lobster and Steak. In the days leading up to the visit, I learned my sister would also be joining us.
I met my sister in Hoboken and rode the bus into the city together. We met my parents at the restaurant and got a nice table by the window. It had been some time since I caught up with my parents, even though I call several times a week just to chat when I’m bored and walking somewhere.
We talked a bit about the show before the topic of conversation shifted elsewhere. At one point, my mother asked me what I’d done over the weekend. I explained my successful date with Smiles and discussed how I finally had a successful third date. “What does that mean?” she replied. I said, “I have had a lot of unsuccessful first dates, but I finally found a guy I liked. In reply, she said, “Oh,” and smiled.
After the ten seconds we spent talking about my love life, she immediately turned to my sister and asked if she was still dating the doctor she had been seeing. I was a little infuriated. This was at least the fourth time she’d done this to me. Every time I brought up a guy I was “dating,” she changed the subject to the guy my sister was dating. She still wasn’t comfortable talking about my dating men. I don’t know why this is. She has gay friends. She’s very accepting of them. Why isn’t she comfortable with mine? I know these things take time. Trust me, I’m not taking that for granted. However, I came out to my parents over a year ago, and they still weren’t quite okay with it. I know I’ve concentrated on my mother’s reaction to this and not my father’s. He didn’t really react much at all. Just head nods. I only single out my mother because this is something I would talk to her about and rarely my father, even if I was dating a woman. I wanted to be able to talk about it with them. It is an exciting part of my life at times. Maybe I need to change that. Maybe I’m not giving him a fair shot. Maybe he could become an ally to bring my mother to terms with my sexuality. Only time will tell.
I discussed this exact exchange with my sister on the bus on the ride into the city. I predicted this would happen when I told her I was going to mention how things were going with Smiles. She suggested I not cause a commotion for dinner considering it was a gift. I explained I wasn’t going to attack them or anything, but I wasn’t going to shy away from the issue anymore. I was going to bring it up, whether they liked it or not.
After dinner, my sister and I went to the bar to meet some of her friends. As we walked, I told her how p*ssed I was. She conveyed I was probably hurt, but I corrected her in that I was p*ssed. She understood. She tried to keep the conversation going when I was talking about Smiles, accentuating the fact that I had gone on so many unsuccessful first dates, and this was a big deal. But, it didn’t exactly work. I asked her to go to bat for me a little. I asked her to tell my parents how disappointed and p*ssed I was about the issue and to ask them why it was happening. It wasn’t an easy conversation to have with them, but I was hoping they’d be a little more forthcoming with my sister, since it wasn’t her feelings they’d be hurting.
Those test results have yet to come back from the lab. In the end, I understand they’re going to have a hard time with it. I would have a hard time if my son came to me and told me he was gay. My heart would go out to him because it’s not an easy lifestyle to live. However, I know it’s not a choice one makes, and I would accept my son completely as the person he is. I would be thrilled he found the confidence to be himself, and I would fully support him and the man he chooses to stand by. I’m not looking for miracles. I just want them to take an interest in my love life. Growing up, they always pressured me to find someone. In a twist of irony, when I finally did, they want nothing to do with it. Only time will tell how this plays out, but when the time comes when I want to bring someone home for a holiday, it’s going to be like ripping off a band-aid, when it could have been an evolving process…
Follow @onegayatatimeSmiles Crosses the Hudson
Posted by One Gay at a Time in Gay Dating on November 2, 2011
After a very successful date with Smiles, I was left wanting more. Of course I was on Cloud 9, but I couldn’t let my crazy flag fly quite yet. I had a great time with him and a connection was obviously there, but I had to check myself. And, I couldn’t put all my eggs in one basket.
Ironically, Smiles showed his hand well before I even had the chance to show mine. Somewhere in the confusion of emails, he replied to an old email I sent him eleven days prior. It was in reference to the first night I met him. I asked him, “How would you feel about meeting up Thurs. happy hourish??” He responded to that email saying, “Done.” He thought I was asking him out again, but in reality, I was asking him out for the first time (the first time we met at Employees Only). I can’t say I wasn’t thrilled with the response. It showed he was as interested in seeing me as I was in seeing him.
Once I realized what happened, I responded to his email, and now that I had his number, I sent him a text: “While I may jump the gun when it comes to emailing you, you’re the complete opposite. You ask yourself out and respond to emails a week old. I asked you to go out for happy hour 2 Thurs. ago, not this coming Thurs. I can’t meet up this Thurs. I have volleyball, but I’d love to meet up Fri. if you’re available.”
He laughed at the situation and told me we’d make plans for Friday after work. When Friday arrived, I texted him and said, “What’s the plan?”
He responded, “I was thinking it might be fun to go to the Standard Beer Garden for a drink and play ping-pong then go up to deem for new or since I haven’t really been to Hoboken, grab the PATH from the village afterward and find dinner somewhere over there. Thoughts? Preferences?”
Obviously autocorrect was hard at work here. I had no idea what “deem for new” was, however, that wasn’t what I was concentrating on. The fact that he offered to come to Hoboken spoke volumes to me. When I started dating guys in the city, I knew I was going to have to be the one to commute in. No guys in the city like to come out to Hoboken. They think it’s this far off land, when really it’s easier than going over to the East Side.
“Beer Garden and ping-pong sound great. Hope you bring your A game 😉 Don’t know what “deem for new” is, but we can hit up Hoboken too…” I responded.
He replied, “Harlem for bbq. I hate this autocorrect. Just give me my keyboard back.”
We met right after work and had a few beers. When the ping-pong tables opened up, we hopped on. I love an active guy. I have a short attention span and love being active, so when I find another guy who’s on the same page, I find it incredibly sexy. After about a half hour of rallying back n’ forth, we finished our beers and chatted a bit. When both our glasses were empty, we discussed where to head next for dinner. Since he offered to go to Hoboken, I capitalized on that opportunity.
As we walked to the Christopher Street PATH station, he pulled me aside and planted a kiss on me. This was starting to become a pattern, and I LOVED IT! I’m not big on PDA, but when you can sneak a kiss when no one is around on the street, I get incredibly turned on. I’m not gonna lie. When I knew we were going back to Hoboken, I had a pretty sure feeling we’d be visiting my apartment at some point in the night.
We took the PATH to Hoboken and joked about the many characters riding the train. This was a new experience for him. That’s what he was looking for, either in Hoboken or Harlem.
When we arrived in Hoboken, I showed him the amazing train station. He is big on photography and architecture, so I knew he’d appreciate it. Afterwards, we took a stroll along the waterfront as I pointed out the spectacular view of New York City. He reached out and grabbed my hand. This was a completely new thing for me. I’d never held a man’s hand in Hoboken. It’s not a homophobic society, but it’s also not a very open one. Regardless, I loved the sign of affection.
We decided to have dinner at Zylo, the steakhouse in the bottom of the W. Neither of us had been there, so we decided to give it a whirl.
While we sat at dinner we chatted. We ordered drinks; of course the same since we share drink tastes, but this time it was dirty martinis with bleu cheese olives. I was nearly floored when he brought up his birthday festivities and invited me. “I’m having my birthday on Wednesday with two of my friends at The Jimmy if you’re available and would like to come.” I told him as long as I didn’t have anything else going on, I would be thrilled. That was a huge step for me. The birthday invite is no small potatoes. It’s a big deal. It means introducing me to friends. I was impressed he felt that comfortable with me already. I wondered if I would get an invite since he first mentioned his birthday. I immediately became more attracted to him and started to let my guard down a bit. I didn’t need to put up such a front about my true feelings.

After dinner, we walked outside. I grabbed him and said, “Okay. So, I’m not going to let you come all the way out to Hoboken without coming to my apartment. You up for that?” He agreed, and we set off in the drizzling rain towards my apartment. Of course, he complained about the distance, but I assured him it would be worth it in the end.
When we got to my place, I showed him around, of course ending in my bedroom. It didn’t take long before animal instincts took over, and we were all over each other.
(Warning: Following paragraph may be too graphic for some) In the midst of passion, with the lights off, he said to me, “I want to f*ck you so bad. Are you okay with that?” I had a decision to make. All summer, I lived by the policy of strictly topping. I found I did not enjoy bottoming and declared that was something I would only do for a guy I truly liked once I was in a relationship. This policy worked quite well for me, but again, I had a decision to make. Without a word, I reach into my nightstand and took out a condom and bottle of lube. The decsion was made. I handed him the condom and warned him he’d have to go slow. It had been a long time for me since my last penetration. As I’ve experienced many times with guys, “condom syndrome” kicked in, and the heat was lost momentarily. However, we quickly recovered and some great sex ensued.
Afterwards, we showered and hopped into bed for the night. After a little cuddling, we both dozed off. In the morning, I woke and went into the kitchen to make us breakfast. Shortly thereafter, he woke and came out to join me. I loved seeing him walking around in my clothes.
I poured him a cup of coffee and went back to the stove to tend to the eggs and homemade pork and apple sausages. He came behind me and gave me a hug and kissed my neck. It was the perfect gesture at the perfect time. I was really falling for him every second I spent with him. This is what I’d been searching so long for. I was happy with where things were going, but that doesn’t mean there wasn’t still a little doubt in my mind. We weren’t dating yet. As my friend loves to point out, sex does not equal a relationship. She is right.
After we ate, I walked him back to the PATH. It was Saturday afternoon, and all of Hoboken was out getting ready for the football game. We stopped in front of the PATH station, right across from the prominent football bar, Texas Arizona, and we kissed each other goodbye. Again, this is not part of my comfort zone, but I went with it. I needed to be comfortable with these situations. There is no reason I should be embarrassed or ashamed.
Needless to say, I walked home with a grin on my face from ear-to-ear. I was so elated and blissfully happy. The date could not have gone better. However, there was a little voice in the back of my head telling me to calm down and not get overly excited…
Follow @onegayatatimeHIV Testing Hassle
Posted by One Gay at a Time in Gay Dating on November 1, 2011
After I had unprotected sex with San Francisco, I came home and marched myself straight to the local clinic for the free OraSure HIV test. I couldn’t believe how quick, easy and painless the process was. And, I had the results in twenty minutes — There was no waiting around worrying.
After that, I made a promise to myself to get tested on a regular basis. It didn’t matter if I was having unprotected sex or not, I wanted to get into a routine. I entered a new world when I came out, and that new world comes with different risks. I needed to do everything I could to protect not only myself, but also others I come in contact with.
I marked my calendar back then for six months later. That day arrived, and I went back to the same clinic. When they called my name, I went into the back room and sat with the woman who administered my first test. I didn’t have any reason to be worried, but I was still nervous and anxious. She asked me what brought me in to the clinic that day for the test. I explained to her I had unprotected sex six months ago, and I came in to get tested to make sure I was still negative. I told her I wanted to make it a regular habit to get tested, so I was back again six months later.
That’s when she started to scold me. She said, “That’s not what this test is meant for. Part of the reason we give this test is also educational. If you are having unprotected sex, then the test is warranted, but you shouldn’t be having unprotected sex, especially with people you are unsure of their status. You may be having unprotected oral sex, but again, part of this program is we educate you about the consequences of that. Unless you have an open cut in your mouth, you don’t need the test.” She went on and on almost berating me for coming in to know my status. I explained to her while “I’m having protected sex, you can never be 100% sure of anyone else’s status at any given time, even if you are in a committed relationship. I wanted to start a routine of testing for my own peace-of-mind.”
She replied, “That’s not what this test is for. We’ll give it to you today, but that’s not what the test is meant for.”
I was flabbergasted. She was harassing me for being overly cautious. I was having protected penetration sex, but no one has protected oral sex these days. What’s the point. Let’s be realistic here. And, who monitors open cuts in their mouth on a daily basis. Maybe I brushed my tongue a little too rough that day. That’s not going to be top of mind when I’m getting physical with a man.
I couldn’t believe she was giving me a hard time for going above and beyond the norm. If I told her I had unprotected sex a year ago and just decided to come in, she had every right to educate me on my shortcomings, but I felt very insulted she was telling me I was wrong for being sure of my status.
Twenty minutes later, she came out to the waiting room and brought me back into the testing room. She told me my status was negative and asked if I would like a copy of the paperwork. I graciously accepted and went on with my day.
When I told friends what happened, they were shocked. I arrived at work and told coworkers about what happened, and they couldn’t believe it. My coworkers and I had actually been working on trying to win business from the company who administers the test, so we are all very versed in the product and its benefits. Many of my straight coworkers were interested in getting tested following the pitch just because it was so easy and convenient. Everyone should know his or her status — After all, knowing is love.
I could understand if the woman gave me a hard time on a financial basis. If she told me the free test was meant for those less fortunate who couldn’t afford it or felt strongly they needed the test due to exposure to and HIV positive individual, I would have understood. That wasn’t the case. She wasn’t telling me I didn’t need a free test. She was telling me I didn’t need the test at all. I felt she was doing people a disservice if this is her policy with all those who came in for routine testing. Peace-of-mind is a wonderful thing, and no one should be denied that. I had mine for the next six months, but I would certainly have to find a new location to have the test administered six months from now.
Follow @onegayatatimeWall Street Dining
Posted by One Gay at a Time in Gay Dating on October 31, 2011
My apologies. After a short hiatus, I’m back…
In the days following my date with Smiles, I was very happy. I felt I finally met a guy I was really interested in who was genuinely interested in me. The possibilities seemed endless.
That being said, we weren’t dating yet — Not even in my warped head. There was no reason why I shouldn’t still be seeing other guys. Before I met Smiles, there were a few guys I was trying to set up dates with while I was building up the roster.
One in particular worked in a different part of town than I worked in. He was down in the financial district on Wall Street working as a consultant. While New York City isn’t exactly long distance dating, I definitely have a predilection for guys who live/work near where I live and work. It just makes it more convenient to see each other.
If you recall, my only real relationship that had two legs to stand on was with Broadway, and we rarely saw each other outside the bedroom based on work schedules. I know myself well enough to know I need a guy who will be around and able to spend time with me.
That being said, this new guy wasn’t eliminated because he was a subway ride away. Like I always say, I’m an equal opportunity dater. I don’t discriminate, even based on location.
We finally found an evening to meet up for dinner after I was done work. When the day arrived, he had quite a busy schedule, but he was still able to step away from the office to grab a quick bite. He picked a restaurant near his office, Plein Sud. It was convenient for me because it was a few blocks away from the World Trade Center PATH station for me to scoot home. I arrived slightly early and waited for him to arrive. He was running a little behind. I didn’t mind because usually I am the one running late.

When he arrived, we went in and sat. It was a nice French restaurant. I was expecting something a little more casual, but I went with it.
We met on OKCupid. He checked out my profile and messaged me. We went back-and-forth a few times before deciding to try to meet up. We had an active lifestyle in common, so I was willing to meet him without first getting to know each other in-depth over the computer. I wanted to make sure we had plenty to talk about on the first date, even if it wasn’t going very well.
We sat and chatted a bit about our jobs. To be honest, I didn’t remember a whole lot about him, but he didn’t recall everything about me either. After discussing what we did to pay the bills, we moved on to where we grew up and where we went to school. He was from Mexico/Texas and still had a thick accent. We had quite a different upbringing and studied very different fields in college. He was a nice enough guy, but we didn’t share all that much in common after all. We talked shortly about what we do for fun before he asked the waiter for the check. Throughout the meal, he kept apologizing for having to make it so quick, but I understood he had to go back to work. There weren’t exactly fireworks between us, so he wasn’t preventing a good thing from continuing.
I can’t know what was going on in his head, but he seemed interested in me and asked if we could meet up again. I told him, “I’m sure we can work something out.” I knew in the back of my head I was never going to see this guy again. He was a nice guy, but I could already tell it would be laborious to find time to get together. Finding friends/lovers shouldn’t be that hard.
I said goodbye to him at the corner as he walked back to work, and I walked to the PATH.
I was okay the date didn’t go spectacularly. I had my sights set on Smiles. However, I know myself well enough, and I still needed a distraction so I wouldn’t smother him with attention. I continued to look to my roster for dates, but that’s also where The Principal came in. We continued to talk on the phone, text and chat. I needed an outlet, and we already had a budding relationship. I would continue to foster things with him while I investigated the furthering of a relationship with Smiles.
Follow @onegayatatimeSkype with Massachusetts Mainlander
Posted by One Gay at a Time in Gay Dating on October 21, 2011
Since I left the island of Martha’s Vineyard, not a day went by I didn’t talk to the Massachusetts Mainlander.
Every day, we either texted or talked on the phone. One of us would text the other to say good morning, and throughout the day, we’d call each other to talk on the phone.

I liked chatting with him. I wasn’t sure where things would go between us. We live six hours apart. I tried the long-distance relationship thing with San Francisco, and we could have made it work — He just wasn’t completely compatible with me. I always have my doubts about long-distance relationships, especially with me, but I was willing to give this a shot if nothing else was coming my way. I’m the kind of guy who needs someone present. I like coming home to a man or going to a movie or laying together on the couch. Distance is not something I welcome with open arms.
I never met The Principal, so that threw in a whole other element. Face-time was important to me. If I couldn’t be with him physically, I needed the next best thing – Skype.
It wasn’t easy to convince him to come on Skype. It took a lot of arm twisting. When we started, I could tell he was very self-conscious. He was constantly adjusting and fixing himself. He wouldn’t even speak on Skype. He insisted on typing and blamed it on his roommate being home. I kept telling him to relax. “It’s just me,” I told him. Afterall, we developed quite a bond over the phone over the past couple weeks.
Our conversation was pretty standard (abridged of course), but would need to build to grow into a full relationship:
P: I’m all warm and horny now. LOL
Me: Haha. Oh really?
P: Def. LOL It’s this really cute guy in front of me.
Me: You look so snuggly right now. Like I could nestle in the armpit and watch TV with you. The real thing would be so much better, but this will do for now 😉
P: Pizza with roomie coming soon.
Me: I’m making pizza tonight from scratch.
P: When you cooking for me?
Me: As soon as you come stay with me for a weekend 🙂
P: All weekend?
Me: Yes. You come straight from work Friday and leave Sunday afternoon, so you can get home and relax before work on Monday. We can snuggle all weekend. Maybe I’ll show you New York for 5 min, and then, we’ll come right back here.
P: LOL You’ll hate me after that weekend.
Me: Why do you say that? You know it’s not true!
P: Too much of me. LOL
Me: No such thing! What… You’d come down for the day!? THAT’S DEF NOT ENOUGH TIME TO SPEND WITH YOU!
We were both laying it on pretty thick. Maybe I was getting a little carried away, but I really did like him. He seemed like a great guy. Had he lived in the same state, I’m sure we’d have been on many dates by then.
Me: See my room?
P: I dont konw what to do with you!
Me: My big bed…
P: It looks really comfortable.
Me: There’s a whole side with your name on it.
P: You are so awesome!
Me: You are too!!
P: Think about you alot… Potential of where to take this…. Never thought it would come to this level you know?
Me: I know. You’re quite the skeptic.
P: Well, I mean it was Grindr.
Me: Grindr is just the medium. The vessel.
P: I know but… Just mesh with you.
Me: You get out of it what you put into it. Doesn’t matter where you meet someone. Still think you should have hopped on the ferry and had dinner and drinks with me.
P: That time is done though.
Me: I know. I konw. So, now you should hop in the car. and have dinner with me. 🙂
P: That’s a long drive for dinner. LOL
Me: Dinner doesn’t end at the restaurant.
I also really enjoyed flirting with him. He responded very well to it, and I could tell he was very attracted to me. I was curious if he talked to anyone else about me. I didn’t broadcast to my friends I was talking to someone in upstate Massachusettes, but I did discuss it with my roommate.
Me: Have you mentioned me to ur roommate at all? Told my roommate about you. She comes home from work… “How’s Steve?”
P: I haven’t talked to anyone about you.
P: Def. takes it to another level — Seeing you and conversation. I want to feel close to you, smell you, nuzzle… I’ve only been with 3-4 guys (full intercourse), and I def def want to be connected with you bad.
Me: I love the way you describe it — Makes it romantic, sensual, passionate. I want to toss you down on my bed and treat you right!
P: I want to be tossed. 😉
The pillow talk died down a bit, and we talked more about relationship desires.
P: I want to rub you.
Me: A shoulder rub from my sexy man when I get home from work, and he tells me all about his day.
P: And, the back of your head.
Then the conversation took a turn I wasn’t thrilled with.
P: You need a great guy close to you.
Me: First, we figure out us.
P: You’re incredible.
Me: Then, we figure out the distance. Can’t let that be an obstacle.
P: Not what I meant.
Me: I need you close to me.
P: You should be dating someone close to you.
Me: STOP TRYING TO PUSH ME AWAY!
P: I want you to be happy.
Me: I really dont like when you do this!
P: K. I’ll stop.
Me: Good.
After that short detour, we got back on track:
P: Obviously I want you for me. I’ve been wrecked by you. Not even into talking to guys right now. You fulfill so much already. OMG — You are killing me. We touch base all day every day…
Me: I want you to be my man!
P: Care about you… This.
Me: You’re adorable. I just want to hug you all night.
P: Def could get lost in those arms.
Me: This could all be yours!!! For the low low price of a car ride 😛 I don’t want to pressure you though.
P: It would be the prize of the century.
P: I just feel really good with you.
Me: And, I with you.
P: And, the sexual is like beyond crazy. LOL I can’t imagine the chemistry.
Me: We can do this again soon. Now that you enjoy it.
P: K… I really like you! 😉 Bye.
The Principal was a really great guy. I really liked him. He didn’t know it, but he was also providing me an invaluable service. He was distracting me from Smiles. I have a tendency to dive in full force, even when I barely know a guy. The Principal was giving me an outlet for this so I didn’t scare off Smiles. I wasn’t exactly using him. I did enjoy conversing with him, and I really did think he was a great guy. But, only time would tell if this relationship had two legs to stand on…














