Archive for September, 2011
Day off
Posted by One Gay at a Time in Gay News on September 16, 2011
I apologize to all my readers today, but I need a day off. I’m sure I’m going to get flack with this one. Sometimes life gets in the way.
In the meantime, take the opportunity to check out some of my favorite sites and favorite bloggers who write about similar topics:
http://angelsofsodom.blogspot.com/p/coming-out-stories.html
http://collegerelationships.wordpress.com/
http://nymag.com/tags/sex%20diaries/
http://freshlygay.blogspot.com/
http://whatgaymeans.wordpress.com/
http://www.facebook.com/people/OneGay-AtaTime/100002631498868
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Those Eyes, Eyes, Eyes
Posted by One Gay at a Time in Gay Dating on September 15, 2011
Since before I went away to OCMD, I was chatting with a guy on Grindr. I picked him up in my Grindr deck of cards when I was traveling home to my parents’ before heading to Maryland. He too was in PA, but home was NYC.
I struck up a conversation with him after noticing his picture and his gorgeous eyes and lips. He is a very pretty man with great features, but also had a slight thug look about him. I found it very intriguing.
After chatting, I came to realize he was a really nice guy. Quite the sweetheart. My heart really went out to him because the purpose of his visit home was the funeral of his uncle. I’d like to think I have a really big heart, and when someone is going through something like that, I want to do anything I can to console them. He appreciated my sentiments, and we continued to chat. I tried my best to cheer him up and distract him from what he was going through.
We seemed to have a fair amount in common, but I wasn’t thrilled with the fact that he was so young and still in college. He had been interning over the summer at a hedge fund, so he was looking towards the future, but I worried the age gap may get in the way. However, that didn’t stop me from continuing our conversations.
Days passed and the chatter continued. We talked many times about meeting up when we were both back in the city. The only problem was, he took a few more weeks to make his way back. He had the summer off, so he spent more time at home. Then, when his aunt was heading back to Philly, he drove her. His character was really showing here. He was a really good guy deep down who cared about other people. I find this incredibly sexy! I wanted him to come back to NY so we could go out, but I strongly admired his reason for not being back. He stayed a little while longer to help his aunt get back to her daily life before finally coming back to NYC.
Finally, we found a day we could meet. I suggested he meet me in midtown for lunch since he had an open schedule. I wanted to save my evenings for the working men since it was harder to schedule them in. Yes, I realize how messed up that statement sounds – scheduling men in. Anyway, I told him to meet me at the Soup Man at 1:00. Only problem – my job is very unpredictable. Sure enough, at 12:50, someone came by my desk for a “quick” meeting and needed me to do something for them. I apologized to him for running late, but didn’t feel the need to cancel yet.
I arrived only fifteen minutes late. We shook hands, and I nearly melted from his smile. Meeting him, I realized he was basically a kid, and this would never work, but something about his smile made me weak in the knees. Those eyes were just so enticing.
We ordered our lunch and ate it outside in the small seating area they provide. We talked about my vacation, his time at home, college, internships, etc. It was a nice conversation, but I felt like I just took one of my interns out for lunch. I knew there was no relationship potential there. When we nearly finished, he took a phone call from someone while I just sat there. I understand if it’s an important call, but it didn’t appear to be. I wouldn’t have taken the call with someone sitting there.

After I cleared our trays, I pointed in the direction of my office and asked which way he was headed. I agreed to walk him as far as my office. When we got to the curb across the street from my office, I gave him a hug goodbye and told him we’d be in touch. He eagerly suggested we meet up again soon, and I told him to text me so we could figure it out. I knew he wouldn’t text, so it was a sure way to end it without awkwardness.
Just as soon as I was adding new potential men to the roster, I was knocking them off the other end. Maybe I would need to find a new strategy, but only time will tell…
Unexpected Lovin’
Posted by One Gay at a Time in Gay Dating on September 14, 2011
All week long, I was still reeling from my date with Prince Charming. He was really everything I was looking for in a man. Mature, driven, sexy, interesting, masculine… the list goes on. However, I couldn’t limit myself to just him. I needed a distraction or I would end up driving him away. Pillow seemed to have fallen by the wayside. Not sure what went wrong there, but I wasn’t going to put any more effort into chasing him down. After coffee with the midtown trainer, I realized the potential we had for compatibility. He seemed like a really great guy. On top of that, he was texting me asking when we were going to finally go out again, which is always a good sign. Apparently I made a good first impression.
We agreed to go out for dinner that Wednesday. He chose an Italian restaurant, Il Melagrano in the neighborhood between his gym and apartment. When I arrived, he was already sitting at a cozy table at the back of the establishment. I apologized for being slightly tardy, and we got to it.
We chatted a bit about what we were going to order, and then turned the conversation to our days so far. He had a very busy morning, while I had a day mainly filled with surfing the internet. When that conversation got stale, I brought the conversation back to something we spoke about on our first “date” — His skydiving trip. He was very excited, and we joked about all the possibilities of things going wrong and what he could do about it. When age came up, I could see he was uncomfortable with how much younger I was — Seven years. I told him not to think about it and to judge me on my actions and words and not my years on the planet. We changed topics of conversation periodically from working out, to work attire, to the Tough Mudder, to Fire Island, his dog and so on…
When our meal arrived, we continued the conversation. I feel as if I was doing a lot of the talking because he finished his food much sooner than I. When I realized this, I started asking more questions and did less of the talking myself. The conversation flowed well over our single glasses of wine, but it wasn’t 100% fluid. At one point during the conversation he mentioned his studio apartment: “Well, you’ll see it some day when it’s not a complete mess.” It was nice to hear, because it showed promise of another date and signaled to me he was a gentleman.
After coffee and desert, I walked him home. The conversation on the walk was much more jovial and relaxed. I felt very at ease with him. When we got to his apartment, I was ready to say goodbye on the street, but he invited me in to his lobby. We started making out and things began to get heavy. He backed himself up against the wall and pulled me in closer. His hands were all over my body, including down my pants, and I was seconds away from him having my shirt completely off. At that point, he paused long enough to hit the elevator button, signaling an invitation upstairs.
From the look of him, he was tipsy off the one drink we had at dinner. I wasn’t expecting to move this fast, so I was a little caught off-guard. I liked this guy and debated if I should be doing this with him already, but I just went with the flow like I usually do. When we entered the apartment, I got to meet his dog. She was very cute and friendly. He put her in the bathroom so she wouldn’t bother us while we got busy.
Seconds after I sat on the couch, he ripped my shirt off. At least I knew he was attracted to my body. Him being a personal trainer, I was self-conscious about my body. His was nothing short of spectacular, so I was hoping I’d live up to his standards.
We moved things to the bed, and both of us had our pants around our ankles. We were doing some heavy petting and grinding. It was a good time, but once again, I was having second thoughts about this. After some more fooling around, he finished. I wasn’t able to join in the fun as my head was a bit distracted. And then, on top of that, I was worried he’d wonder if there was something wrong with me or if I wasn’t attracted to him. Neither was the case. It’s just something that has always been adversely affected by mental distraction.
While he went to clean up, I began to put my pants back on. He already established he was getting up around 5:00am to go for a run and had a 6:00am client. I knew he wouldn’t want me to linger for small-talk. He came back and sat next to me with the dog at our feet. She already took a shining to me after I gave her an extensive belly rub, but when he went to give me a kiss, she started making noise. At this point, he made a game of it and started testing her, scolding her between every kiss until she didn’t make a sound.
At that, I gathered my things and said goodbye with a kiss. I walked down to Port Authority to take the bus home. Normally, my MO. was to text immediately and tell him how much I enjoyed the date, but this time I waited to see if he texted me the next day to see if he was interested, especially since the night didn’t end exactly smoothly. Only time would tell…
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Posted by One Gay at a Time in Gay Dating on September 13, 2011
Saturday morning, I woke up without an alarm and laid in my bed. I picked up my tablet and began checking my emails, Twitter, Facebook, and finally, my adam4adam.com profile. I received numerous messages, as usual, but mainly from old men and thugs. However, there was a message from one guy in particular. He started off by telling me I had a great body, which is always a plus in my book.
His messages had a certain sass about them. I really liked it. I can really appreciate a man who knows how to verbally spar. There was also some heavy flirting going on. He said, “Can you drop that towel?” I replied, “Haha. Do you know how many people have said that to me?” To which he responded, “Yeah, but do they also ask you to turn around and pick it right back up? I wanna see it all! 😉 “He pointed out we chatted before on Grindr. The conversation never went anywhere, but there was nothing that showed it to be a failure. We chatted earlier in the month about where we lived and where we went to the gym.

In one of my pictures on a4a, I am seated on my motorcycle. He was very turned on by this and told me he wanted to go for a ride sometime. Through the course of the conversation, I also learned he taught flight lessons at a nearby airport. I made a deal with him that he could ride on the back of my motorcycle if I got a ride in his airplane. I told him I would drive him to the hanger at the airport, and we could reenact some scenes from Top Gun.
He did one better than that. He offered to fly me to mid-state New York for lunch, with the possibility of handing over the controls. Learning to fly has always been on my life’s to-do list. I was thrilled! I assured him I wasn’t just attracted to him for his flying abilities. He suggested we go out for a drink sometime and suggested a biergarten in Jersey City. He told me to check it out online and let him know if it was my speed. When I told him I’d been many times, he was elated because many of his friends felt it was “too straight.” I explained to him how “straight” I was, and assured him the biergarten was not a problem. He added, “Even if no attraction you are someone I think I can hang out with ;)”
After chatting more, I realized I really liked this guy. He had great energy, and he was a complete gentleman. I was excited to meet him, so, although it was raining, I suggested we grab a drink that day. He had a lot he needed to do, but agreed to meet up later. He conveyed to me on a miserable day such as we were having, he would stay home and cook dinner. He offered to cook me dinner at his apartment, but suggested we grab the drink first to make sure we’re comfortable with each other. I happily agreed.
Later that evening, he picked me up in his car to go to the bar. We weren’t even a block before he turned to me and asked, “So do you feel comfortable with me?” I loved his honesty and candor. It was just my speed.
We arrived at one of my local bars, O’Nieal’s, and each ordered a beer. Over small talk, we both gulped our beers. It was obvious we were attracted to each other, and I thought he was a great guy. He was definitely worthy of making me dinner; especially after learning he also went to culinary school. Over beers, I also learned he is a flight attendant, but is only a few short months away from becoming a pilot for a major airline. I liked his sense of initiative and goals. It was a turn-on.
I paid the tab, and we drove to the liquor store to get beer and wine. On the way, he turned to me and said, “Just to be up-front and honest, I want to tell you I live with my ex-partner. Is that an issue for you?” I told him it wasn’t. If there was something going on there, I doubt he would have brought it up. Once again, his honesty and candor were rather refreshing. At the liquor store, he wouldn’t allow me to purchase anything. “You bought everything for dinner. The least you can do is let me buy the booze!” I insisted. He refused
When we arrived at his apartment, first, I was shocked by how close in proximity we were to my apartment, and second, his apartment was gorgeous. He slipped into something more comfortable and quickly gave me a tour while we talked about his job and his roommates.
We made our way to the kitchen to start on dinner. I love to cook, so I asked if there was anything I could do to help. He told me, “Just sit there and keep me company. I’m really enjoying having you here.” He told me the menu, and I was duly impressed. Fillet mignon, lobster tails, spinach and bacon, grilled onions and caesar salad with dressing made from scratch. I was really enjoying watching someone else who enjoyed themselves so thoroughly in the kitchen. I was happy we both shared a passion for food and cooking. I could watch him cook for hours. I was becoming more and more attracted to him by the second.
The conversation while he cooked was very special as well. I learned a few things about his previous relationship with his roommate and his feelings on monogamy. As I got to know him, I realized there are good gay men out there. He gave me hope. Just when I thought he couldn’t get any better, he walked towards me with a beckoning finger so he could give me a kiss. It was, to say the least, magical. He was a great kisser and the gesture was perfect. I was swooning. Already, this was the best date I’ve ever been on, and we weren’t even half way through it.
After going out to the grill to flip the steaks, he came back in and sat on my lap. We made out a little bit, and I truly learned how good and passionate a kisser he was. I didn’t want to stop.
When he finished making the meal, we took our plates and made our way into the living room to eat. Everything was DELICIOUS, including him. I couldn’t thank him enough. No man ever treated me this way before. It made me realize the potential of a real relationship with a man.
When we finished eating, we moved on to desert. We started making out on the couch and really began to enjoy ourselves. When we were down to our underwear, we took a quick break for him to ask me which position I was. When we discovered our compatibility, we made our way down the hall to his bedroom. He stripped off his briefs as we walked, so I followed suit. He was super sexy, and I was excited to be heading to his bed. I was really into this guy on so many levels.
That night, we had great sex! I was impressed with myself by how easily I made him climax. The chemistry was there both in the bedroom and out. I was head-over-heels for this guy with each passing minute. When we had our fill, we set an alarm for me and fell asleep spooning.
The next morning, when we woke, I was feeling particularly horny and frisky. I wanted to go for a second round, but I don’t think he was on the same page. After a short make-out session, he offered to make coffee and breakfast. He had already done enough. There was no way in hell I was allowing him to make me breakfast, but I would take a cup of coffee. After we cuddled on the couch a bit and he showed me some videos from his flight classes, he drove me home so I could get ready for work. Of course, I went to work late that day, and it was worth every second.
That day at work, we texted a bit. When the time came, I said goodbye and told him to be safe on his flight that evening. I couldn’t wait for his return and the possibility of seeing him again. I wasn’t completely sure where his head was, but it seemed like he was equally excited as I was at the prospect of a second date. This was just what I needed to help me forget about Pillow. Even if I never saw him again, I learned that the type of guy I am looking for really does exist out there. I was just hoping there were more like him our there. Either that, or I really hoped I finally wrangled my unicorn!
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Posted by One Gay at a Time in Gay Dating on September 9, 2011
After my first date with Pillow, I was very excited to see him again. However, I would have to wait a week. When the day finally arrived, I was very excited. I tried my best all day to get my work done to ensure a timely exit. After the debacle of picking restaurants last time, I put the burden on him to choose where we would go. We talked a few times during the day about him stressing to pick a location. We finally planned to grab dinner at Dos Caminos at 7:30.
At 7:30 on the dot, I got a text from him saying, “Hey. I need to reschedule for tonight. My sinuses are acting up, and I’m not feeling all that great. I just need to relax and hit the bed. So sorry for the late notice, but just not up for drinks or dinner tonight.” Needless to say, I was very disappointed, but also slightly annoyed. I sat around work with nothing to do for two hours. I could have gone home or made other plans. I responded with the only thing I knew to say, “Ok. Feel better!” I have to admit, I was very suspect of the last-minute cancellation. It seemed odd. If he wasn’t feeling well, I imagine he didn’t feel well all day long, not just that evening. But I didn’t want my imagination to run away since I have a habit of letting that happen. He mentioned hitting me up the following day to figure out a time to reschedule. Later that night, he suggested Friday for lunch, so I was reassured he wasn’t just blowing me off completely.
That Friday, we went to Dos Caminos for lunch. It was a very nice lunch, and we had good conversation. It wasn’t 100% fluid, but it was getting better. He had a hard shell to crack. We talked a lot more about his home and his living situation. I learned about his cat and a bit more about his relationship with his mother. It was nice getting to know him better. When we finished, I suggested we hit up the High Line as we had spoken about before. It was a gorgeous day, so he agreed it was a perfect idea, especially since he’d never been.
We made our way across town and walked to the bottom end of the High Line. He was really enjoying it, and I was enjoying watching his pleasure. We had nice casual conversation the whole length. When we go to the bottom end, we took a break in the shade against the railing. Through our conversation, there were about fifteen moments I wanted to just grab him and kiss him. Every time there was a pause, I wanted to go for it. However, there was an audience. There was never n instance when there wasn’t a crowd of people around to sneak a private moment. I think he wanted me to kiss him as well, or at least his body language suggested it. After a while, we decided to make our way north again to the other end of the High Line.
The whole walk back, I looked for a quiet corner to sneak into — No dice. I had experienced those pillow lips once before, and I wanted more. It had been too long! I was really starting to feel comfortable with him. The nerves ended and the conversation was much easier. We both really enjoyed our time up there. From start to finish the date lasted four hours. We walked the entire High Line, and it ended at Penn Station where he would grab his train home to Pennsylvania. As I said goodbye, he grabbed my hand. I pulled him in for a kiss. And then another. And then another. All short kisses, but nice ones nonetheless.
On my walk back to the PATH, I texted him, “Soooo…. I wanted to kiss you about 15 times on the High Line today. I just don’t do well with audiences…” He responded, “Had a great day!! Um, I’m with you. I’m not totally into an audience, but I was so relaxed at the end of the High Line in the Meat Packing District. I could have stayed and talked a while longer with you. ;)” It was nice to hear we were on the same page. He was a great guy who I still needed to get to know better, but a great guy nonetheless. I was looking forward to our next date and wanted to move things along a bit.
I took the liberty of inviting him to join me at my friend’s lake the following day. He told me he needed to see what he needed to get done the next day and wanted to check out Musikfest, but he would get back to me in the morning. That night, I followed up with a late night text, “I had a really great time with you today. Hope I get to see you again tomorrow. i.e. Come to the lake in the am and then head back for Musikfest in the evening.”
The next morning I went to the lake with my friends D, K and D’s girlfriend. I spent the day on the water and went waterskiing for the first time in my life. It was fun, but I was a little disappointed I never heard from Pillow. I went on with my day and tried not to let it phase me. I was unsuccessful. That night I went out with my friends, but it was very hard to have a good time…
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Posted by One Gay at a Time in Gay Dating on September 7, 2011
Just as I was whittling the roster down, I felt the need to continue to build it up. Out of all the candidates, I only found one worth revisiting, Pillow. After what started as a bad date, I was happy with how it ended.
I still needed other options and distractions. I have a problem of diving in head first when I find a guy I like. If I have a few distractions, the chances of me doing that are far less.
I started talking to a very attractive man. He was very responsive, and we got into a great conversation. He’s a 34 year-old trainer in Manhattan who lives in Hell’s Kitchen — All pluses in my book. I also noticed his distinctive tattoos and found them very attractive. Strangely enough, he reminds me a lot of the first guy I dated, Broadway. And, in another twist of irony, his gym was a block from Broadway’s apartment. I walked past it hundreds of times. He mentioned his workout regime and how intimidated most guys were by it. I said, “They’re just weak!” He replied, “Oh. I like you! And, you’re my just type!” We talked about meeting after we were comfortable with each other.
Earlier that day, my boss had a meeting with my department and told us he wanted us to meet a new hire at 2:30. This was right about the time I was talking to the trainer about meeting for coffee. I suggested we meet at Starbucks to say hi, but it would have to wait until I met the new guy. When 3:30 rolled around, and he was still in my boss’s office, I decided I wasn’t going to wait around any longer. It was pouring that day, so we picked a Starbucks half way between us. I grabbed my umbrella and made my way towards him after postponing coffee almost an hour and a half. When I arrived, it was a packed house. It was a small Starbucks to begin with, but everyone was trying to escape the rain, customer or not.

I managed to find him in the crowd. We chatted while waiting for our coffees. I liked him. I felt very relaxed around him. We talked about work, family, what we did for fun, vacation, travel, etc. He was going skydiving in a week, so we had an interesting conversation about that. I told him about all the traveling I’d done so far this year, and he told me about his trip to Fire Island that coming weekend.
The only snag in the whole conversation was age. He wasn’t thrilled I was only 27. “I find myself being attracted to younger men lately though,” he said. He kinda shrugged it off as if to say, “I’ll give you a chance.”
The time came when I needed to head back to the office. He was disappointed I had to cut it short, but I promised him we’d hang out when he got back from Fire Island. With that, I gave him a hug and said goodbye. He said he’d text later that evening. I was thrilled.
He seemed like a really great guy. On top of that, he was very masculine and very sexy. I was looking forward to seeing him again. I had two dates in a week’s time that ended in success! This may have made all the bad dates worth it. That evening, we texted each other. It was a fun and playful conversation — All progress towards a real date.
The next evening, when I was heading home earlier than expected (see Friday’s post), I called to see if he wanted to grab dinner. When he picked up the phone, he said, “Hey, I’m about to grab dinner with some friends.” Can I call you back later?” And, like a true man, he called me that night. We had a great conversation, and once again, we talked about a second date upon his return to Manhattan…
Weekend Hookups
Posted by One Gay at a Time in Gay Dating on September 6, 2011
Just when I was doing well and turning my back on my whorish ways, I got sucked back in. At work Friday I received another one of N‘s annoying, yet typical messages that pushed my buttons. I was still coming off the high from Wednesday’s successful date. He always knew just the right moment when I wasn’t thinking about him at all to poke his finger in my face with a sarcastic comment I was just expected to slosh off as a joke. On Thursday, through my blog, he managed to figure out who I had sex with while we were dating. He sent me a screen grab of his Grindr and asked if I recognized him. On Friday, he apparently wasn’t done talking about it and felt the need to bring it up again.
I had a half day, and I wanted to do something with it. N p*ssed me off, and I was in the mood for sex. I sat in Herald Square on my Grindr to see if I could stir something up. No dice. It was time to go home and pull up some porn.
When I got home, I went thought my daily routine of checking my messages on adam4adam.com. I had quite a few. One in particular was a very muscular man who lived nearby and happened to be online. We chatted a bit and unlocked our pictures for each other. He seemed like a really nice guy, and we were thoroughly horny at this point. So, I invited him over later that evening when my roommate would be out.
I can remember around the time I came out when I was talking to a guy in San Francisco. He used to have random guys come over for sex periodically. This blew my mind. It was inconceivable to me. I’m sure to some of my readers feel the same way. But now I was that guy. I’m not saying I’m not ashamed of it by any means. But it has become an easy way for me to get off, and it’s something I need to stop doing. Just not that day.
After my roommate went out to dinner, the guy from a4a came over. He came into my room, took his shoes off and hopped into bed with me. We were making out until both our shirts came off and our naked chests were pressed together. He felt so good. He was an older guy, but he was in great shape and everything was tight and muscular. We pleased each other orally and then moved on to penetration. I pulled out a condom and he begged for me to enter him. It was great sex. His smooth body was better than I expected. I was able to make him finish without even touching himself. We both really enjoyed ourselves.
Afterwards, he hopped in my shower and washed up. When he was getting dressed, he commented on how great he thought my body was. He was pleasantly surprised I lived up to my pictures, and suggested we make this a regular thing. I wasn’t opposed to the idea, but I was still making an effort to turn over a new leaf. At least with him, it wouldn’t constantly be a new or random guy.

The next day, I went to the beach. He started texting me, “Damn bro. Don’t usually text next day, but in the shower fully hard thinking about yesterday. HOT!” It was just the ego boost I needed. He added, “Anytime you want a repeat. So close n convenient too!” This was also followed up with a myriad of sexy pictures. I scolded him for getting me excited on the beach when there was nothing I could do to alleviate the hormones.
When Sunday morning rolled around, my roommate went out with my sister for brunch, leaving me home alone. I texted my new friend with some amazing benefits to come over for another visit. Of course, he obliged. We were having yet another sexy romp when we were interrupted by the sound of my roommate coming into the apartment. He was fully aware of what I was doing, but I didn’t exactly feel comfortable with him hearing us. I suggested we move to the shower, and Mr. Smooth agreed heavily.
We turned on the hot water and had a hot wet time. We both finished with fireworks in the shower. When I toweled off, I checked my messages and noticed my roommate tried to call numerous times and left a text message. He just left to go surfing at the beach without me. I managed to call him and convince him to come back to get me. He was only ten blocks away. I started to rush Mr. Smooth. I felt bad, but we both knew what this was. I got dressed for the beach in one minute flat, and he quickly put his clothes back on.
As we walked down the stairs, he grumbled about the walk of shame in front my roommate, but was over it right away. As I drove to the beach, I sent a text message apologizing for the circus, but also complimented him for yet another hot time in bed. He was fine with it all.
Maybe I would keep this one around for lonely times, but I would also try to find the strength to find a real man to be my boyfriend and stop with the hookups altogether…
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Posted by One Gay at a Time in Uncategorized on September 5, 2011








