Posts Tagged disappointed
Boston Therapy
Posted by One Gay at a Time in Gay Dating on February 21, 2012
My relationship with Smiles had come to a close. We met. We discussed. I guess you could say we had closure.
I’d already moved on to other men and began rebuilding my roster. It’d been a while since I was in the game, and I was a little intimidated. Over the three months I dated Smiles I lost my edge. It was my sister who pointed out to me, “I didn’t like you with him. You weren’t yourself. You were much more reserved around him.” I didn’t like the sound of that. I pride myself on being open and myself all the time. Apparently, I lost that somewhere along the way. I needed to find it again.
I would do so with the help of my therapist, Boston. I really lucked out in my timing. Boston was on a break from his final year of school, which meant his services were available. I was going to take full advantage. He was a good friend, and I missed him. I was really disappointed we didn’t get to meet up when he came to visit New York for New Years. It really made me look forward to the day when he graduates, and I convince he to come to New York or Hoboken so I can have him around more often.
Monday night when I got home from work, I called Boston. I wanted to give him an update on how everything with Smiles went since we’d been chatting about it a bit. I told him how everything ended and how I was moving on.
Ironically enough, Boston had a few tales of his own. Apparently, a little of me was rubbing off on him. I was very happy to hear this news. Sometimes I think he puts his love life on the back burner too much. I think he loses hope at times and engulfs himself in other ventures. I want to see him happy. He’s a great guy and he deserves this.
So, when he told me about a straight friend of a friend coming to visit and the sub sequential hookup that ensued, I was downright proud. He managed to attract a “straight” man enough that this man took the opportunity to make out in the bathroom of a club.
I was so happy to have my friend back. I loved swapping stories with him!
I also took the time to explain to him how LES wouldn’t talk to me. For the life of me, I couldn’t figure out what I could have done to him to make him stop talking to me all of a sudden. We were building a strong friendship. I had the feeling he developed feelings for me, especially since he asked me, “So what’s the deal with [Smiles]?” He invited me to his birthday, and I missed it. I apologized, and he told me it was okay. I invited him to my holiday party, but he dropped off the face of the earth and never showed. Following, I attempted to reach out to him on numerous occasions. Okay, so maybe I’m under exaggerating. I tried to text or call almost every day for a while there. I thought I was being funny, but now looking back, I could easily see my actions being misconstrued. Maybe he thought I had stalker tendancies.
In the end, things got very suspicious. He would never respond to my Facebook messages, and he never showed up as online. However, he never unfriended me. As long as that didn’t happen, I didn’t think he was all the annoyed by me. I sent him another long apologetic message on Facebook asking him to please reach out to me. When I finished writing it, I thought I’d give him a call to see if I could get through. It’d been about a month since I last texted or called. When I did, I was shocked to find out the number was no longer in service. He either blocked my number or changed his.
I couldn’t believe it. Had I really taken it that far. Maybe he wasn’t mad at me. Maybe he was afraid of me. I hung up the phone and immediately sent another Facebook message: “I’m sorry if I’ve been bothering you. Don’t worry. It won’t happen anymore.” I was mortified. Did he really think I was that insane, or was he really that mad at me. I was really hurt that someone would ever be that mad or upset with me that they’d simply cut me off. My ego was seriously bruised.I also happened to be perusing my old messages on OKCupid, and it told me LES deleted his account. When I made a new OKCupid account shedding an identity I’d used since college, I came to realize he was still on there and had an updated and active account. He’d blocked me on there as well. He really wanted nothing to do with me, and there was nothing I could do about it.
“You can be a bit aggressive,” Boston told me. That really resonated with me. I did tend to be agressive. I’m a tenacious man. When I see something I want, I don’t give up until I attain it — This goes for everything.
The interesting part was that I simply wanted a good friend back. He was a really fun guy to be around, and I wanted to introduce him to Boston. I thought they’d make a GREAT pair. I would have loved to see the two of them together. But, I don’t think that will ever happen. New York is a big city, and I don’t know that we’ll ever cross paths again.
Boston and I talked more over the course of the week. We almost had a nightly check in for a while there. We’d chat on the phone for about an hour about our dating lives and the mistakes I made with Smiles. He told me more stories about another guy he was helping to introduce to the gay world. I hope I’m not blowing up Boston’s spot, but once again I was proud of him. He was facing new challenges and having new experiences. I was happy to see my friend experiencing more of life these days. I understood how busy school made him, but at least he was taking advantage of his time off.
I was building my roster and had a friend to gossip about all the new things going on in my life. Things were getting better, but I still wasn’t happy to be back out in the dating pool. I was anxious to land another man, but this time around, I wasn’t going to just settle for a guy who was willing to date me. I needed to “find a man who will worship you like you worship him,” as my friend A so eloquently put it. I needed a real man, not another little boy. A man who could express himself verbally, emotionally and physically. I was going to find a triple threat, and once again I had one of my closest friends in my corner.
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Posted by One Gay at a Time in Gay Dating on February 17, 2012
Saturday finally arrived. Smiles so graciously found time in his busy schedule to meet with me to discuss “us.” I wasn’t in a combative mood, but I was resolved in the notion that I wouldn’t be a doormat for him anymore. I had a lot of things I wanted to say to him, but I didn’t rehearse them in my head. I wanted my emotions to speak for me.
I knew how I felt, and I knew how he let me down. I was so disappointed in him for simply trying to back away from our three-month relationship instead of just speaking to me like a man. I was embarrassed for him.
We decided to meet at Doma Coffee Shop. Ironically, it’s pretty much where our relationship started (after a failed date at Employees Only). I had a few places to go in the city that day, so I took the motorcycle in. It was a nice enough day I could get away with it with a few layers.
After I parked my bike and walked toward the shop, I noticed Smiles was just arriving. We shared an awkward hello. I think he may have been going in for a kiss, but I gently turned and just gave him a hug. I had no interest in giving him any more of my affections. I’d already given him enough.
We went inside, and he ordered his coffee and began to pay. I wasn’t expecting him to buy my coffee, but it was interesting he didn’t even offer. He found a table for us to sit at while I ordered my coffee.
I joined him at the table, and we awkwardly chatted about work for a bit. Surprise, surprise — Our conversation revolved around his job once again. I was trying not to enter this meeting bitter or with a superior attitude. After all, it was a week earlier I was kissing another man in front of him. I wasn’t above him in any respect.
He talked about his business partner who was in the news at the time. Because I stay well-informed, I knew a lot of the story about the man’s current situation that Smiles did not. So when he was complaining about the man not getting back to him, I informed him of the news of the day and his new partner’s involvement in it. He was shocked to learn some of the details I knew. We were about to break up, and I was still keeping Smiles up-to-date on the goings on in the world at the time.
When that conversation got stale, Smiles kicked off the “us” conversation. He led with his thinking on the “situation.” He told me he recognized he wasn’t putting as much of himself into the relationship as he could have and how that wasn’t fair to me. He pointed out his priority of focusing on his career currently, and his schedule didn’t allow for a relationship. He acknowledged the possibility of his being partly responsible for my actions on New Year’s Eve. Over more conversation, I realized he thought I might have been acting out or doing it on a subconscious level.
I reiterated for him how little of the end of the night I remembered. I was on the verge of tears as I explained this to him. I told him I never would have done it had I been sober. I told him I didn’t initiate the kissing, but I also didn’t stop it immediately. I told him that I would like to think I stopped it relatively quickly, but I have no idea because I don’t remember a single moment of it. I think Smiles wanted to know the motivation for the make-out session. He half asked a question and then stopped when he again realized I didn’t recall any of the end of that night. I apologized emphatically and acknowledged how horrible what I did was. I choked up as I told him it was one of the worst things I’d ever done in my life. I could see that it did in fact bother him. The morning after, he told me he was okay with it, but now, I knew he wasn’t.
Sadly, it made me feel a little better knowing it upset him. It showed that maybe he, on some level, actually did care about me, even if just a little bit. At least I knew he felt something toward me.
I transitioned into more conversation of how we would move forward. I told him I was pretty much on the same page as him as far as ending our relationship. I told him I wasn’t getting enough of what I was looking for from him, and it was a direct result of his priorities.
I told him how hurt I was that he would just drop me after three months. I really stressed that point. I told him I felt so disrespected that he would just stop texting and calling like a switch, as if I wouldn’t notice or I would be okay with it. It really did hurt, because in my mind it nullified our relationship. It showed he didn’t respect it enough to give it the attention it needed, even if it was coming to a close. He told me it was because he needed time to think about what he really wanted and how he wanted to proceed. I told him he didn’t need to cut me off while he thought about it, and he acknowledged his fault.
In the end, we were fine. The whole conversation lasted roughly a half hour. He was on task and had things to do, so when the conversation was winding down, he stood and said, “Shall we go?”
We walked outside and began to part ways. I turned back and said goodbye. I also told him to call me to grab dinner sometime. Just because we weren’t dating didn’t mean we couldn’t be friends. He responded, “Sure thing sir.” I thought that was an odd response, but I’ll take it.
It was an amicable breakup. I’m not sure if I got the closure I needed. I still felt like he used me and doubted if he ever really cared for me. I never got an answer if my suspicions were true. I wondered if he’d been with other men while dating me. I wondered if he met someone else. All questions I would never get answers to. I think that is the hardest part about a breakup — The blow to the ego. We take fault and feel there is a flaw in ourselves, even if that’s not the case at all.
I would recover from this breakup relatively quickly, but I certainly would walk away with a few new scars and a few pieces of luggage to my baggage pile. I would try not to let it affect me too greatly, but then again, you can only control your emotions so much.
Hopefully, as one door was closing, another would soon be opening…
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Posted by One Gay at a Time in Gay Dating on February 15, 2012
Things with Smiles had soured, and I was already getting back into the dating game. I found a guy who I thought I’d have a connection with on Grindr and set up a date. When the date didn’t go swimmingly, I made my way home.
I was horny — Really horny. Smiles and I had a sparse sex-life. This could quite possibly be a result of my inability to climax at the drop of the hat, or it could have been a result of something else. Regardless, I was hungry for some good sex. I’d come close a few nights earlier to succumbing to the temptation of a Grindr booty call, but in the end, I behaved myself. I hopped on the computer and managed to take care of myself.
Tonight I wouldn’t be so well behaved. I knew I could find a guy to selfishly pleasure me without much effort on my part, both in the search and in the bedroom. This may sound disgusting to some, but we are all animals when you get down to it. We have sexual desires and drives that need to be satiated. I held no loyalty to one man at the time, so I felt no guilt. The other guy would be quite aware of what he was getting into — A one-night-stand.
I didn’t always have this mindset. In fact, I can specifically remember a conversation I had with N about sex and relationships. At the time, I didn’t believe I could have sex without having an emotional attachment to. He didn’t have the same mentality. I found it ironic since I was further along the gay timeline than he was. I would have thought our positions would have been the opposite. Obviously, if you read my blog, you know my position has changed. I know I am capable of having sex outside a relationship.
I’m not proud of this, and this is far from and ideal situation for me. However, at times, my animal instincts take over and my libido craves for satisfaction.
On my walk home, I fired up Grindr. I began chatting with a few people, but there wasn’t much talent. One of the guys seemed decently cute, but I wasn’t sold just yet. I was still on the hunt. We talked a little bit, and I realized we’d spoken a bit on adam4adam.com.
I hit up a bunch of other guys. I was tempted to hit up one of the two friends with benefits I’d established over the summer, but better thinking kicked in. I didn’t want to open up that can of worms again.
When the night was drawing on, I decided to settle for the decent guy on Grindr. He was a really nice, genuine guy. I could tell he’d been judged for his smaller stature based on his adam4adam profile. I felt a connection in our current lack of self-esteem.
We talked a bit more about what the night would entail. It was getting quite late, and he wasn’t thrilled with having to trudge around Hoboken late in the night. I did the unthinkable. I told him to come over and said he could spend the night.
When he arrived, he came directly to my room. I was a little disappointed. He looked better in his pictures, and he was quite small, but I looked on the brighter side. I really enjoyed feeling strong in the bedroom, and it meant I could toss him around a little bit. We casually chatted while I sat on the bed, and he removed his coat and shoes. He joined me on the bed, and we began to make out.
We had protected sex and both of us rather enjoyed ourselves. I showered and then invited him to do the same before going to bed.
When I woke in the morning, it was a bit awkward. I had to go to work, but I also had to get rid of him so I could get ready. I woke with enough time to do both. I politely hinted it was time for him to go so I wouldn’t be late. He quickly got the hint, but he wasn’t going to leave immediately.
He decided to give a parting gift. He climbed down under the sheets and started pleasing me orally. He was good. He was very good. Surprisingly, it didn’t take long before I finished — For the second time in less than twelve hours. If this kid was more my type we surely would have started a thing that morning. He surely knew my libido and how to satiate it. Morning is when I am horniest, and the fact that he just went for it really got my engine revving.
I hopped in the shower while he got dressed. After my shower, I escorted him to the door. I was trying to avoid my roommate from seeing him, but I failed. I gave him a gentle kiss at the door and said goodbye. My roommate then said, “I guess the date went really well last night.” I didn’t feel the need to lie, but I didn’t want to get into it. “He wasn’t the one I went on the date with,” I added with a grin. And with that, I simply walked away.
I texted him that afternoon thanking him for coming by and telling him I had a good time. Later, he texted me saying, “Me too 
. Do you wanna grab dinner or something sometime? If you aren’t interested or were just looking for a one-time thing, I’d totally respect that. Not trying to sound crazy. Haha. You just seem like a really nice guy, so thought I’d ask.” Apparently, I’d done it again. A guy who knew he was coming over for a hookup wanted more than just sex. I wasn’t interested in him for anything else, so I let him down gently. “Gonna be honest with you. You deserve at least that. Just ended a relationship this week, so I need to figure out me right now… Make sense?” He was quite classy and responded, “Absolutely man. Sorry to hear. Mine ended back in September. Dated over a year. It’s rough. Hit me up sometime .”
I did need to figure myself out a bit. But, there was no reason I couldn’t do that while simultaneously playing with “Mr. Right Now” and searching for “Mr. Right.”
Follow @onegayatatimeNot Every Day is Eventful
Posted by One Gay at a Time in Gay Dating on February 6, 2012
After I learned my lesson with cheap haircuts and learned how much more I can spend on top of the original cost to have them fixed, I decided to pay more attention to who was cutting my hair.
The opportunity arose for me to purchase a Living Social for the New York Shaving Company for a haircut, a shave and free shaving cream for $36. I jumped at it because I was about due for a cut. My hair had grown in considerably since Smiles and I had the barber fix it in Brooklyn. The location of this establishment was also an added bonus — Not far from Smiles’ apartment.
I decided to get a new cut before New Year’s Eve, so I made an appointment for Wednesday night following work. I figured I would get cleaned up and then visit Smiles before heading home for the night. We’d texted during the day and I told him of my plan to get a cut and shave and told him I would try to swing by after since I was in the neighborhood.
I have to say, I was really impressed with the place and they did a great job. I was quite uneasy with the cut immediately following because it was so short. It was shorter than the last time, which was a bit of a change for me to get used to. Now I was going even further. It also made me realize the chill outside since I was far less insulated from the bitter cold that night.
As I walked through the streets of SoHo carrying a side table in a large box I’d ordered and shipped to work, I pulled out my cellphone and called Smiles to see if he was home. My hand and face froze in the bitter cold as we I waited for the phone to ring, but I got no answer. After two short rings, it went to voicemail. I knew he’d “sidebarred” me.
However, I was upset for not, because a minute later, he called me back. He apologized for hitting the wrong button when picking up the phone. He was trying to run around to get ready because he was meeting a friend for drinks. I tried to see if he’d be home for another five minutes, even if all I got to do was say hi and give him a kiss, but alas, he was already running late. I was disappointed I wouldn’t get to see him. He did promise to call me later that night before going to bed.
I course corrected for the PATH and made my way back to Hoboken, but not before texting a few other friends to see if they’d meet me for dinner at the Village Pourhouse in Hoboken. I had a Groupon I needed to use up, and it was late. I didn’t want to go home and cook dinner. I also didn’t want to be alone. After not getting to see Smiles, I felt a little lonely.
I quickly stopped home and dropped off the table. I said hello and goodbye to my roommates and made my way to the Pourhouse. D and K decided to come meet me for dinner. It was nice to see them and catch up. I hadn’t seen them in some time.
After dinner, I went home and watched TV. The time came for me to go to bed, but it would be without a phone call from Smiles.
I went to work the next day and learned Smiles was attending the opera that morning from his Facebook status. Considering he took me to the opera a few weeks earlier, I was curious who he was there with. I started to become suspicious, but I had no grounds.
Then I felt quite guilty when he called me during intermission to see if I was available to step away from “work” to grab lunch. I was thrilled. He never did this sort of unplanned thing. I told him it wouldn’t be an issue at all, and we picked a place to meet. It looked like my prayers of him finally asking me on a date were answered.
I decided to take him to Kyo Chon. I’d gone there before on a friendly lunch with a guy I’d met on Grindr and rather enjoyed it. It wasn’t that great this time around. I could tell Smiles wasn’t all that happy with it either. His wings were a little hotter than he could handle. He started sweating in front of me.
After we finished out lunch, Smiles was on the lookout for ice cream. He pulled out his phone to search for it. We walked to a Baskin Robins, but he wasn’t thrilled with the idea. I told him about the Ben & Jerry’s in Macy’s Herald Square, and he was much more content with the idea of that as long as time allowed for me to continue to be away from work.
I took him on a mini tour of Macy’s after we got ice cream to scope out some of the areas. I’d always liked the 1½ floor there. It’s the “designer” floor, and the people there have always taken great care of me, acting almost as a personal shopper. He was turning his nose up at the commercialism of it as if they weren’t “real” designers. I don’t buy all my clothes there, but to me, all I needed was the Ralph Lauren section to keep me happy.
Smiles was talking about his need to revisit his energy specialist, but he was debating whether to go home and go later because he needed a nap. He called to see the hours and learned he’d have to kill an hour somewhere or come back up to midtown later. I invited him to come up to my office to kill time. I wanted to show him our penthouse in the shadow of the Empire State Building, but he had decided on the nap.
I said goodbye to him and he hopped on the subway south.
That night I went out with friends. I thought about Smiles while at the bar and decided to text him, but got no response. I was being a good wingman to a friend that night, so I concentrated my efforts on that.
He texted me back in the am to tell me he stayed in for the night studying. He planned to go shopping for the day, and I didn’t hear from him for the rest of the day. I called him because I wanted to discuss our plans for New Years, but I got no answer. We messaged each other on Facebook briefly that night to tell me he was going out with a friend. I still didn’t know quite what we were going to be doing to close 2011. I didn’t need to know for any reason, but I was curious what was in the plans.
This was another night he’d be going out with his friends and I mine. I started to think about that. He’d never invited me out for his boys’ night out. He never asked about my nights out in Hoboken with my friends. If we were in a relationship, we’d be meeting each other’s friends at this point, but that wasn’t the case. It seems we weren’t in a relationship at all. All the pieces were coming together, but I wouldn’t get the final piece until New Year’s Eve. That would be my gauge on how to proceed. It appeared my timeline had a new distinct end. Or would it be a beginning?
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Posted by One Gay at a Time in Gay Dating on January 27, 2012
Welcome to Fast-Forward Fridays!!!
For a limited time only, I’m trying something new. After receiving many requests to bring the blog closer to real-time, I have decided to start releasing two posts on Friday. I hope you like the new addition. Scroll to the previous post below to keep up to date with the story. Keep your eyes open for new and exciting things to come…
On with this special edition of One Gay At A Time…
Wednesday morning I dropped Smiles off at the airport. I felt like a chauffeur considering the goodbye I received at the curb.
After running my errands, I was home alone with my thoughts. My good friend, A proposed we hang out, and I jumped at the opportunity. She was passing through Hoboken to the city since a coworker was giving her a ride. It would be a great distraction, and I needed to catch her up since the last time we chatted, I was in need of the “where are we” conversation.
She arrived at my apartment, and I made us dirty martinis because we were both due for a good stiff drink. She proposed we go out for dinner, and I agreed since I wasn’t in the mood to cook food. A suggested we go there to Cucharamama. I’d never been, but I’d heard some great things, so I was on-board.
We walked the few blocks to the restaurant in the drizzling rain and got a nice table in the back of the restaurant. It was cozy and warm, and I was happy to be out of the bad weather. We sat and she told me about how things are with her boyfriend.
A month or so ago, she’d told me about the communication problems they had shortly after moving in together. Apparently, things had greatly improved and they seemed to be finding their groove. I was happy for her.
My relationship was taking a different direction. I told her about the conversation we had the night before. I told her everything he said when I asked him where we stood as a couple. A was already skeptical going in. When I last told her how I was feeling about things, she told me it was time to move on. She didn’t think he was right for me. She told me, “You need someone who will worship you. You need someone who is as into you as you are them because you as so giving in a relationship.”
She was kinda right, but I was still going to give him a chance. It wasn’t like I was blissfully unaware of our issues, but I wasn’t willing to turn my back on him because of it.
After I told her my feelings and thoughts on my current situation with Smiles, she agreed with my plans to proceed. I told her I was going to continue to date him, but I wasn’t going to close myself off to other possibilities should they come my way. I wasn’t going to completely throw myself out there and jump back on adam4adam.com or Grindr, but I also was going to be open to possibilities. I knew I deserved better, and so did she. I was going to give him a short window of time to prove he was going to treat me better, but if that window closed, I was ready to move on. There was no reason for me to immediately drop Smiles. I had no other prospects lined up. Why not give him a chance.
Then the conversation switched to men and women in general. We talked about emotions and dating. The topics of masculinity and femininity came up, and we exchanged our opinions on both. It was a very friendly debate, and I really enjoyed and appreciated the time with her. If there was a time I needed her, it was then. We ordered glasses of wine and a few appetizers and main courses and shared all of them. All the food was great, but the company really made the night. I needed someone to talk to about what was going on in my love-life, but I also needed someone who wouldn’t let me dwell on it and change the subject after we’d discussed it at length.
I wasn’t even thinking about Smiles by the time the check came. And, because my friend A is overly generous, she would not let me pay for dinner. She paid the entire bill. She wouldn’t even let me pay the tip. If anything, I should have been paying for it since she was helping me and giving me what I needed. She gave me the confidence boost I needed to realize what is best for me and seek it out.
I needed to return my friend’s keys since I borrowed his car to take Smiles to the airport, so I said goodbye to A at the restaurant with a hearty hug and went in the other direction towards his apartment. I returned his keys and stayed to chat a bit before heading home for the night.
My roommate was at trivia that night, and it was a block from my friend’s apartment. So, I joined him for the close of the night. Ironically, the host of trivia was Adam from Big Brother. I’m quite a fan of the show, so I chatted him up a bit about what it was like to live in the house. I’d love to be on that show, and I think I’d clean up.
When I got home, I was bored and a little horny. I decided to hop on manroulette.com. It was usually a good go-to for casual fun and an ego boost. The talent on their wasn’t exactly great, but I managed to find a decent guy to chat with and have some camera fun. He paid me numerous compliments, and I ate them up. He told me I looked great. Over the three months I dated Smiles, I think I got maybe five compliments from him. This guy paid me five in five minutes. I needed it. I often need validation. It’s a defect, but it’s who I am.
When the guy told me I looked like Bradley Cooper, I questioned him. I thought he was just stroking my ego to keep me interested in him, but when I questioned him on it, he insisted. I’d heard that in the past, but for some reason he made me start to believe it. I really needed that.
The time came to end my chat with my new online friend and get ready for bed. I realized I hadn’t heard from Smiles all day. He was probably settling in with his family, but he also told me he’d call me later that night when I dropped him at the airport. I was disappointed. He wasn’t exactly winning my affections already. I laid there as my mind struggled with what to do. I wasn’t sure how to proceed, but it certainly would be with caution.
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Posted by One Gay at a Time in Gay Dating on January 27, 2012
Waking up with the feeling of dread is never a good thing. Upon opening my eyes, I immediately knew something was wrong. It all came crashing back. I remember the conversation I had with Smiles the night before in my bed. It didn’t go as well as I would have liked it.
I needed to reassess the situation and make a decision before proceeding. One thing was for sure; I was going to proceed with caution. No longer was I going to invest so much of myself into a one-sided relationship. Smiles was still interested, and I had optimism the relationship could still progress towards something good. However, I could no longer devote so much of myself to someone who wasn’t doing the same for me.
I had that day off, but I had to wake very early. I needed to get my friend’s car keys before he went to work so I could take Smiles to the airport. When I volunteered to take the day off from work, I thought it would be a perfect way to see him off. I wanted to be both helpful and selfish. I wasn’t going to get to see him for a week, let alone on Christmas. The next best thing I could get was sending him off at the airport.
I climbed out of bed, put on clothes and rode my motorcycle over to my friend’s place. I swapped the bike for his car and drove back to my apartment. When I got back to my room, there were a few minutes left before Smiles was supposed to wake to get ready for his flight. I undressed and climbed back into bed.
Since we went to see the stage-show the night before, and he was working through the day before, he wasn’t able to pack yet. When my alarm went off, we woke and got ready to make our way into the city so he could pack.
I drove him through the Holland Tunnel and stopped in front of his apartment. There were no legal spots available, so I had to sit in the car while he got ready. When he got out of the car, Smiles checked out another street and texted me from his apartment: “If you wait another five minutes, you can park on the other street at the meters.” It was nice of him to check that out so I wouldn’t have to sit in the car alone the whole time.
I joined him upstairs and tried my best to assist. When he was ready, we got back into the car and set off for the airport.
My question from the night before was still in the back of my head. The car ride was rather quiet. It was as if we were both searching for something to talk about. I had yet another question burning a hole in the back of my mind. I had no New Year’s Eve plans, and all my friends did. I didn’t want to spend it alone, but Smiles hadn’t mentioned it to me. I had no idea what his plans were, but I wanted to spend it with him. The conversation from the night before didn’t change that. I was about to ask him if we could spend it together, but as we neared the airport, things got hectic because he wasn’t sure which terminal he was flying out of. That question would have to wait until later.
Once we had that settled, I found a space at curbside and helped him unload. We exchanged a very quick hug and kiss as he set off for home for the holidays. It was very unceremonious. I don’t know if he was self-conscious because we were in public or if it was because he still felt awkward, but I was very disappointed. That was not the way I wanted to be kissed by the man I was dating but not seeing on Christmas. That was not a proper goodbye.
As he walked away, he turned back and said, “I’ll call you later tonight.”
Since I had my friend’s car and the rest of the day off, I decided to run an errand I’d been neglecting. I took a route home that allowed me to stop by Michael’s to pick up a large panoramic photo I had framed. All that alone time is NOT good for me. It’s a sure to produce over-thinking and slight depression. I really didn’t know how to proceed. There was a fork in the road, and I wasn’t sure which road to take.
I decided to make a stronger effort to engulf myself with my friends. I wasn’t going to give so much of myself to Smiles, and in turn, I would fill that void with friendship. After I ran my errand, I went home and watched TV on the couch. I needed to distract myself with some form of entertainment, but it wasn’t working. I was still thinking about what I was going to do. I hopped on Facebook while watching TV and got a message from N: “I miss you buddy.” I hadn’t hung out with him since we broke up with the exception of my holiday party. Maybe it was time to give friendship with him another chance. I hit him up to see what he was up to. He was going out that night and told me he would keep me in the loop regarding his plans so we could hang out.
I know Smiles was settling in the with family, and I wouldn’t expect him to call. But, it would be nice if he called, even if just to let me know he landed safely. That night, I never heard from Smiles…
Follow @onegayatatimeHow to Get Out of My Own Head
Posted by One Gay at a Time in Gay Dating on January 23, 2012
Rules are meant to be broken. Apparently, in my mind this is true. I said I wasn’t going to reach out to Smiles after our awkward night and breakfast the following morning, but that didn’t last long.
Wednesday afternoon, I got an email including two free tickets to a screening of a movie in the city. It was Friday afternoon at 12:30. I had absolutely nothing going on at work as we were leading into the holidays. I shot Smiles a text Thursday afternoon asking him if he wanted to come with me after I left him.
He told me he wouldn’t be able to join me because he had to be on site for a project he was working on. I didn’t get my hopes up, so I wasn’t all that disappointed. I knew I wouldn’t be seeing much of him that weekend, so it was an effort to mend that but a failed attempt at that.
In the middle of the day, he called to see how my day was going. I was a pleasant surprise. He’d done this in the past, but it was out of the blue. He told me about his project moving forward and the progress he was making. I told him how useless my day was turning out to be. Maybe he did care about me. Maybe he just wasn’t good and showing emotions or talking about them. I still had some figuring out to do.
I finished my workday early. When I got home, I called my other friends who were attending the birthday party that night. I coordinated with them, and made my way to my D’s apartment.
During the taxi ride with D and his girlfriend, she asked me when she was going to get to meet Smiles. She missed him at the holiday party. I couldn’t think of a scenario in which she was going to meet him. I realized he never really hung out with me and my friends in general. I never really hung out with his. I was repeating my relationship with Broadway all over again. The only difference was, Smiles had a better schedule than Broadway. In the back of my head, I knew things between us weren’t perfect. I told her I had no idea when she’d meet him. I then explained to her why he was absent from my side.
I had fun at the party. I was running into a lot of people I hadn’t seen in a long time — Some even years. I sat and talked with one of my old college teammates, and he asked him the dating life was going for me. I told him all about Smiles, and he was very happy for me. In the back of my mind, all I could think about was, “Am I truly happy with how things are shaping up?”
Out of nowhere, Smiles called. He was between parties in a cab. I guess he had time to kill so he thought he’d call me. I stepped away from the party and walked out onto the promenade overlooking the city. I appreciated the call. It was nice to have him call out of nowhere twice in one day. It showed he really was thinking about me. I was a little bitter though. He was telling me about all these parties in detail, and all I was hearing was stories of parties I wasn’t invited to. I kept the conversation on the shorter side of things. It was cold outside, and I wanted to get back to my friends. If I wasn’t good enough to be by his side, he wasn’t good enough to steal me away from the party. We said goodbye for the night since I knew that’d be the last time hearing from him for the night.
On the way home that night, I discussed brunch with D and his girlfriend. They expressed their desire to do it in the city. I agreed and mentioned maybe inviting Smiles to join us. I knew he had things going on, but maybe he’d be able to meet us for a little while.
I texted him at 3:00am to see if he would be onboard for brunch. I told him I didn’t have all the details, but I would get them to him in the morning. He told me he would try to make it. He was making an effort. I was expecting to be immediately brushed off for other plans, but it was nice to see him entertaining the idea at the very least. Maybe things were improving.
In the morning, D and his girlfriend were too tired to head into the city. I told Smiles brunch was off. He told me he wouldn’t have been able to make it anyway. He had to work. We texted a little bit the rest of the morning. That morning, there was a fire on my block that day that engulfed an entire building. I sent Smiles picture messages, and he expressed concern for my well-being.
That night, we spoke on the phone. We talked about our day, and he told me about the party he attended. Again, I was a little bitter considering I wasn’t invited. I asked him if he was available for dinner Monday night since I wasn’t getting to see him at all over the weekend. He told me he’d have to get back to me. As the conversation was coming to a close, I asked him if we were going to exchange Christmas presents.
I’d actually been thinking about it since Thursday, but hadn’t remembered to ask him. I was a little afraid too. I didn’t know how to pose it. This is so unlike me. I should have just said what I wanted to say. I didn’t have the chance to ask him where we stood yet, so I didn’t feel comfortable asking him about exchanging Christmas presents.
The day before this conversation, I bought him two cashmere hats he’d expressed interest in. I bought them from one of my favorite online stores, Bonobos (They have really amazing stuff by the way. I highly recommend them, especially for proper fitting pants!). It would work out well because they offer free shipping both ways, so if we weren’t doing presents, I could return them.
So, I said to him, “Do you want to do Christmas presents?” He paused a second and responded, “Let’s not over-think things. I don’t think we’re there yet.”
And with that, we said goodbye.
Not there yet? Okay. Then where are we? How do you feel about me. We’d been together three months at this point. I didn’t see why we couldn’t exchange some nice Christmas presents. I wasn’t buying him a Rolex.
This just further motivated my desire to have the relationship conversation…
Follow @onegayatatime5th Annual Holiday Bash
Posted by One Gay at a Time in Gay Dating on January 12, 2012
The day of the party finally arrived. Something I start planning a year in advance was coming to fruition.
I was a little bummed however. A few of my best friends weren’t going to be able to make the party. D and his girlfriend were attending a wedding. J and his girlfriend couldn’t make it since she had finals and needed to study. A and her boyfriend were traveling out-of-state. There were still about 35 other people coming, but it wasn’t going to be the same without them. I was even more disappointed because many of them hadn’t met Smiles. I wanted to introduce him to my closest friends. Apparently my holiday parties have also developed a reputation as being my new “boyfriend” unveiling.
I was crazy all day preparing. In an act of desperation, I asked P to come over early and help with the final touches. She hauled ass and rescued me. My college teammate was also visiting from Maryland, and she pitched in to help finish things up. It would have been a mess without them.
When 7:30 rolled around, guests were supposed to be arriving. Instead, I was just hopping in the shower. (Next year I really need to hire someone to help me work the event.)
After I showered and dressed, I came out to the kitchen to find no one had arrived yet. Everyone’s late arrival was working to my advantage. People began to trickle in. Smiles was one of the earlier guests to arrive. He showed up with a bottle of wine and a very neatly decorated present. We exchanged a very nice kiss, and one of my old roommates shouted from across the room, “Oh. So that’s the new boyfriend!”
I cringed. He used the “B-word.” I should have looked at Smiles’ face to see his reaction.
I took Smiles into my bedroom to put his coat down and thanked him for the present. I unwrapped it, and it was a very cute tree ornament — Such a sweet gesture, especially for him! I gave him another big kiss to thank him.
More guests arrived, and the night was progressing pretty smoothly. Someone was commenting on Smiles helping me with some of the party maintenance and how he was so much “better than the last one,” referring to N. Just then, the door opened, and N arrived. The room got pretty quiet and everyone turned to me to see my reaction.
I walked over and gave him a hug. It was slightly awkward. Luckily, I was in the middle of things, so I didn’t have to linger on the awkwardness. When I finished, I walked over to him and pointed out all the food. He was overwhelmed by it all, and told me he was going to sample one of everything and let me know what he liked best.
I felt torn all night, and this happens every year. I feel like I never get to spend that much time with everyone because there are so many people there to talk to. There wasn’t even much work to be done during the party. I do a good job of planning ahead of time so that doesn’t happen.
My sister continued to give me dirty looks since N gravitated to her, being one of the few guests he knew.
I was having fun, and I was maintaining a good level of inebriation. Things were going well.
After a while, N was leaving to meet up with some friends. I was talking to Smiles at the time, so I introduced them, and they began to chat a bit. After he left, I told Smiles he was the ex. “Oh. He’s really nice.” I told him how he hasn’t made the effort to be a friend since things ended, and Smiles scolded me for being bitchy. I was being ever so slightly bitchy, but I thought it was humorous this was the stance he was taking. In reality, I didn’t want to be bitchy. I wanted my friend back…
As the night progressed, I received numerous praises for the food and the apartment. They couldn’t believe I whipped it into shape in the amount of time I had. Comments were also made looking forward to next years party and the food I prepare. I warned them an invite is no guarantee for the following year. It’s my way of making sure I maintain friends 
. Two comments were repeated a lot throughout the night I really appreciated. First, everyone told me how skinny I looked. That’s never a bad thing to hear. Secondly, they all told me how great Smiles is.
When things died down a bit, I took the opportunity to go out on the balcony with some friends and smoke a little. I think it put me over the edge a bit on top of all the alcohol I drank. I switched over to water to regain my composure.
We never did make it to the bar. Part of that was Smiles’ doing. I was game to move things to a local pub I frequent, especially after the continued insistence of my sister. However, Smiles was ready to call it a night. I’d already drank a lot, and it was getting late, so I gave into his desires. I said goodnight to the last guests as they left and got my teammate from Maryland settled for the night since she was staying over.
Smiles was a superstar for me that night. He took care of me and made sure I wasn’t getting too drunk. He helped clean up all night and remove trash. He schmoozed and chatted with my friends. I was very proud to be standing next to him at the end of the night. I was finally getting support from him the way I tried to support him. It felt really great.
That night, I fell asleep relatively quickly in his arms. It felt perfect. I was happy, and the only thing on my mind after that was sweet dreams…
Follow @onegayatatimeBusy, Busy, Busy
Posted by One Gay at a Time in Gay Dating on January 11, 2012
I was having one hell of a busy week. I was running errands all over New Jersey. I was cooking. I was cleaning. I was unpacking boxes… The list goes on…
The party was one day away. I was making good progress. Now, I’m not trumping up how much I had to do with gay drama either. The list was really a mountain to conquer.
I’ve had my holiday party four years now, and the fifth was not about to fall short of the other four. I strive to make each year better than the last, and I think I’ve been quite successful.
I had my day quite planned out, but plans changed. Smiles volunteered to help me out with the party planning. He spent the night, but come late morning, he was ready to go home. I didn’t say anything to him about staying, but I was a little disappointed. It wasn’t that I needed the help. My friend P was arriving shortly. I wanted to spend the day with him. I had the day off from work and there was no reason in my mind we couldn’t be together.
I also told P he would be there, and I was excited for her to meet him. Not many of my friends had met him before, and I knew that would be a familiar face for him come the night of the party if he met her ahead of time — Not to be the case.
P and I had a fun work-filled day. We watched TV while we prepared fried hot wing dip balls. When those were done, we moved onto rolling the bacon and onion cream cheese crescent rolls. Next, we were on to preparing the mini PBJs, cheesecake filled strawberries, crab rangoons, Swedish meatballs, pierogies, popcorn turkey bites, cheddar garlic biscuits… The list goes on (As you can see I don’t mess around).
The sun was setting, so we broke to grab dinner. I bought us take-out since we were both tired of cooking. After we ate, I decided we should call it a night on the cooking. I thanked P graciously for all her help. She really saved my ass, and she made the day go by much faster.
I tried to tackle some of the cleaning that night before crashing on the couch. I couldn’t do too much because I’d prob get it dirty again the next day. When I felt I’d made enough progress, I called it a night.
Smiles had been texting me throughout the evening to see how things were going. I decided to call him to see how his day was. We had a very nice chat on the phone, and he was very supportive of my party preparations. It was nice to see him in this role, as usually the roles were the reverse. I was usually there supporting him.
We finished our pleasant phone conversation, and I went to bed. I had a lot of work to do before the forty guests arrived the following evening.
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, come to terms with it and admit it to myself, but it's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
Lazy Morning
Posted by One Gay at a Time in Gay Dating on February 3, 2012
Today is another Fast Forward Friday!!!
Hope you are enjoying these. It will help bring the blog a little closer to real time. If you’re keeping up with the stories chronologically, please skip down to this morning’s post first, then read this one. I think it’s a good one! Enjoy!
Back to your special edition of One Gay At A Time…
Smiles and I had a very special night together sharing dinner in my apartment. We went to be happily in each other’s arms after being away from each other for some time. I’m not entirely sure why, but I felt he’d finally come around to me.
The massage didn’t last long and the seduction failed to the grumbles of Smiles’ stomach. I should have remembered that was his first priority in the morning.
We sat at the kitchen counter and ate while we chatted a bit about what we had to do the rest of the day. I also caught Smiles up on some of the events going on around the world since he didn’t have cable and wasn’t the best at staying informed.
After breakfast, we returned to my room. I needed to get ready for the office, and Smiles needed to get dressed to head home to begin his workday. We started to make out a bit until I pulled him towards the bed. “Do you want to have sex?” he asked. I giggled with a big grin and replied, “Of course. Why do you think I was trying to seduce you before? I always want sex.” That was also my subtle way of letting him know I wanted to have more sex.
Warning: The following may be too graphic for some. I was already on my back with him on top of me, so I could only assume he wanted to top this time around. I topped the last time, so I only thought it fair to receive this time. I slipped the condom on him as he made a comment questioning whether I was doing it right. “[Smiles]. This isn’t my first condom, obviously,” I quipped.
I was getting very close as I pleasured myself while he penetrated me. Just as I was about to climax, he said, “I going to cum.” I quickly responded, “Me too.” And with that, as close as I was, I was a mile away from finishing. In that split second of him distracting me, I lost it. I could feel my muscles quivering just before he said anything, but it was gone. Now, it was top of mind, and I knew it wasn’t going to happen.
Smiles would have been so happy. He’d wanted to make me finish for so long, and he would have been the first to do so from topping me. Alas, it wasn’t meant to be. When it didn’t, I could see him looking into my eyes with compassion. The sex was great. There was no pain or awkwardness. I wanted to show him how much I enjoyed it, but I couldn’t. My mental block got in the way once again.
After we relaxed and kissed a bit, he suggested we clean up in the shower. He was getting ready to hop in, and I told him I was coming in with him. My shower has two shower heads and a seat. Everyone that has seen my shower has made sexual comments about it, and I was going to finally get some use out of them.
I wanted to have some more sensual time together, and when I hopped in, Smiles began to wash me. I was very turned on by this. When he finished, I tried to do the same for him, but he wasn’t interested. He rinsed off and hopped out of the shower to dry off. I watched him as he toweled off, and immediately got extremely aroused. He put lotion on his face with his towel on the floor while I pleasured myself in the shower at the sight. When he left my bathroom, I beckoned him to come back in the shower and help me finish. I wanted him to be a part of it. He climbed in and I pressed myself against his back while I tried to finish. Once again, failure.
When we ran out of hot water, we hopped out. He finished applying lotion and brushing his teeth while I masturbated on my bed. I needed to finish somehow or work was going to be hell for me! He came and joined me in the crook of one my arms while I pleasured myself. FINALLY, it came. I thought of him dropping the towel in the bathroom, and it set me off. I was disappointed it wasn’t a direct reaction to something Smiles did, but I was relieved he was there to witness that it was possible and that my climax was something pretty special
.
We quickly finished getting ready and walked to the PATH with my roommate chatting the whole way. The conversation wasn’t as free-flowing between us as much as when it was just the two of us. I wondered if Smiles had issues with PDA and public discussion. It just felt a little awkward.
When we got to his stop, I gave him a peck on the lips to say goodbye. I thought about that morning all day. I was happy to finally finish with him in the room, but I wished it came at Smiles’ hand. I think it would have been an ego boost for him and a big step forward for the two of us. However, it was progress — Baby steps. This something I was going to conquer, hopefully with Smiles’ assistance.
Follow @onegayatatimeGay, Coming Out, Hooking Up, Sex, Homosexual, Gay dating, relationship, Dating, Date, Penetration, gay sex, top, bottom, PDA, Friendship, love, New York City, Facebook, lube, grindr, kiss, Hoboken, New York, dinner, roommate, PATH, confidence, work, breakfast, peck, conversation, awkward, condoms, late, coffee, lips, apartment, relaxed, make out, eyes, hug, smiles, finish, bathroom, cook, shower, disappointed, kitchen, relax, fair, progress, grin, goodbye, masturbate, climax, pleasure, cable, sensual, eggs, seduce, home, speak my mind, aroused, pain, beef, clean up, ego boost, workload, woke, frisky, back rub, massaging, big hands, pecs, grumbles, stomach, priority, steak, stove, informed, dressed, workday, giggle, nightstand, economical, intimidate, on my back, receive, inability, technique, quivering, dtstracting, muscles, compassion, awkwardness, mental block, sexual comments, rinsed off, dry off, hot water, public discussion, step forward, conquer, baby steps, assistance
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