Posts Tagged roommate
Finding the Piece of My Heart I Left in San Francisco
Posted by One Gay at a Time in Gay Dating on March 1, 2012
Wednesday night arrived. It was “date night” for San Francisco and I. We were meeting in the Castro to grab a drink and maybe some dinner together. It had been a while since I’d seen him last, and we were due for a catch up.
Since work was paying, and I was too lazy to learn the public transit system in San Francisco, I decided to take a cab. We arrive in The Castro neighborhood, and I witnessed the largest rainbow flag I’d ever seen in my life. The only thing I could compare it to (for the Americans in the room) is the giant American flags that adorn the poles in the parking lots of Perkins across the country. If you read my blog, you know how much I’m not a fan of the rainbow. However, I’m embarrassed to admit, the sheer size and presence of this thing actually made me a little proud.
I got out of the cab and met him on the street as we exchanged a hug and a kiss. We made our way to Badlands just up the street just in time for some happy hour specials. We caught up on the other’s dating life over the past few months. I learned San Francisco is currently casually dating someone. In the back of my mind, I’m very happy to hear this news. I didn’t want things to escalate beyond drinks for us, and this news was reassuring.
I told him the abbreviated story of Smiles and what I did on New Year’s Eve. He was a little surprised, but certainly didn’t judge.
As the alcohol flowed, his emotions escalated. He became much more affectionate, and even started to get a bit hot n’ heavy. I just went along with it. I had no emotions attached to these actions. I was fully over San Francisco. I tried changing the subject so he wouldn’t keep putting the moves on me.
He talked about the possibility of moving back to New York, but said it would be very different this time around. He’s a completely different person. Everything he was saying were basically the reasons why I ended things with him. It was as if he’d read the blog. (To my knowledge, he still does not know about the blog).
We started talking about his dream of opening a bar in Hawaii. We talked a great deal about even the smallest details in his dream. I suggested a name for his bar, and he immediately fell in love with it. He even went as far as to register the domain immediately from his BlackBerry. I told him how to do all this with my advertising background and knowledge and my recent experience of purchasing my own domain for this blog.
He then brought up the possibility of checking out a drag show that evening, but then he remembered it wasn’t my thing. Instead, he suggested we grab dinner at one of his favorite restaurants.
The meal was spectacular, and it wasn’t that expensive. I was also introduced to one of his friends who is a server there. As the night went on, San Francisco grew more and more inebriated. He wasn’t’ too much to handle yet, but he was drawing closer. He started growing louder and more indignant.
When the bill arrived, I think he thought I was going to take care of it. I think he thinks I have an unlimited expense account (which isn’t the case at all), when in reality I paid for his meal the last time I was out there because I wanted to thank him for hanging out with me that night. We split the check and made our way for the door.
The whole time, I was trying to send a pretty clear signal I wasn’t interested in hooking up that night. I was failing. He asked if we should go back to my hotel or hit up his apartment. Then he answered his own question when he realized how close to his place we were. Again, I just went with it. I’m not entirely sure why I didn’t just go home. I think I thought I could get him home and then say goodnight.
While we rode in a cab to his apartment, he asked me about the stuffed animals and orchids he sent me for my birthday. I explained that was over nine months ago. I was lucky I kept the orchids alive for six months. As far as the stuffed animals, I told him I gave the mistaken monkey away, but I still had the bear (of much more significance) at my parents’ house.
When we got to his place, I met his roommate for the first time. One had only seen me on Skype and heard lots about me, and the other had never met me. Ironically, the other share the same unique name as me and joined on as a roommate shortly following our breakup. I’m not going to lie; I thought it was a bit weird.
When we finished tormenting the roommates with S.F.’s drunken antics, we went into his room. It appeared I was spending the night. However, it was just going to be that. I was not having sex with him.
Of course the makeout session ensued. I thought to myself, “At least he’s a good kisser.” Then the makeout session morphed into more passionate actions, and I found myself with no clothes on. S.F. put me in a position to begin to penetrate me, but I wasn’t going to make it that easy for him. I kept casually squirming so it wouldn’t be possible. He kept gently trying, but I wasn’t going to give in. There was no way in hell I was going to have sex with him, but I also knew I was dealing with a drunk man. I gently whispered into his ear, “Let’s just spend the night together.”
With that, he rolled over into little spoon position. I curled up with him and went to bed. In the morning, when my alarm went off for me to head back to my hotel to go to work, I found myself with his mouth on my “morning excitement.” I had forgotten how good he is at that. It didn’t quite matter. I wasn’t in the mindset to finish with him, and we know how difficult that can be even when I am in the mindset.
I got dressed, and he remained in bed. I could tell he was disappointed, but I didn’t care. I was not going to revisit old territory.
I didn’t hear from him until much later the next day. He told me how hungover he was in the morning, proving to me how drunk he was. He asked what my plans were for the remainder of my trip, but we didn’t discuss meeting up again while I was there. I was happy to dodge that bullet.
I let things go further than I wanted, but at least I didn’t hurt his feelings too harshly in the meantime. In my mind things wouldn’t quite be the same for us going forward. No longer did I feel the urge to call him just to chat, which is sad. It appears I have collected what pieces of my heart I left in San Francisco…
Follow @onegayatatimeHighs and Lows
Posted by One Gay at a Time in Gay Dating on February 24, 2012
I had been on OKCupid only a short while before I met Smiles. I met only one person from the site, LES, and that was already after I met Smiles. I have to say, I’m not that big a fan. Every search I did produced few candidates I was willing to entertain. No one was good-looking, and no one had exciting profiles. It reaffirmed for me why I originally was so against dating sites. I felt like it was full of desperate men.
Rarely would I receive a message for a worthy candidate, but when I did, I would quickly respond and dry to stir up some dialogue.
I started chatting with a nice southern boy from North Carolina who moved to the city in the previous few months. He seemed like a really genuine guy who wasn’t into the scene or fully out. I was very attracted to that. The southern boys always brought a little extra something I always liked. They were mannered and real men.
We messaged back and forth on OKCupid for some time before we exchanged phone numbers. One night, he asked if I could chat. I asked him for his gchat or AIM name. He responded, “No. I meant on the phone.” To which I responded, “Sure.” We spoke on the phone for an hour that night. I really got to learn a lot about him. He was volunteering a lot of information about his upbringing and his company and where he is today. He told me how he hates gay bars. He even took the time to tell me about his “hetero life partner.” That’s what he calls his best friend and roommate he left behind in North Carolina when he moved up here. Apparently they were completely best buds, however, nothing sexual ever transpired between the two of them. It was sexy to hear him speak about such a masculine love with his friend. I was really liking what I was hearing, and the fact that he wanted to call gave him so many bonus points in my book. I even told him that last bit of information, which I think he really appreciated.
In the morning, things switched to texting. He was horny and asked me to send him some more risqué pictures. I was onboard. I was all the more happy he asked actually. It proved to me he had a healthy libido, especially in the morning, which is when I’m at my horniest. We exchanged a few racier pictures and went to work. We made a commitment to each other to try to find some time to go out on a date in the near future. I couldn’t wait. He was not only sexy to look at and hopefully to touch, but he was also sexy and masculine in his personality.
In the meantime, I was also talking to a guy I met on adam4adam.com who I’d been messaging on and off for over a year. Between every relationship, this guy and I would exchanges flirty messages and pictures, but nothing would ever transpire. It was so frustrating because I found him to be very hot. He’d get very flirtatious, but never follow through or agree to meet me. Now I was making some ground. This time around, he seemed genuinely interested. I’m not sure what changed, but I was going with it. He was coming back home after a weekend away, and we were texting the entire ride back. When he got home, we continued the conversation on Facebook with a lot of banter and playfulness. He was really coming around on me. I continued to propose a date, but it wasn’t the easiest. He was open to the idea, but I couldn’t get him to lock down on a specific time and location.
A lot of our conversations revolved around sex. Again, after the dry spell I went through with Smiles, I was happy to hear it. I also knew he had a great job, as he had his doctorate and was using to teach at a college and work at a clinic. He really seemed like the full package. From looking at his Facebook pictures, I could tell he loved to travel and he loved to have a good time. He also lived close to me. I felt like this time, I had it in the bag.
That night, I found a guy on Grindr. He was visiting, and the host he was staying with was away. He knew no one and wanted to go out. I was already contemplating going out, so I convinced my roommate to join us at the bar for casual drinks. We met him on the walk to the bar, and when we did, I was shocked. He was tiny. I’m 6’2″, and he was easily 5’2″. My roommate immediately whispered a comment to me. Then he opened his mouth and the queeniest voice came out. I was so turned off, but I couldn’t be rude.
We awkwardly sat and chatted at my favorite bar that night. It was dead, so there wasn’t even anything to distract from the incompatibility. When my roommate and I had our fill, we decided to head home. The little munchkin followed us home. He asked if he could come over, and I agreed. It was a moment of weakness. I was horny, and I thought he could be fun.
BOY WAS I WRONG. He was beyond a stage five clinger. After some making out and heavy petting, he spent the night. The next morning, he told me the only way we could have sex is if I could see him the next night. Foolishly, I agreed. It was bad. No. Let me rephrase. It was awful! I couldn’t get rid of him fast enough. I kept laying it on thick how much I needed to get to work, and finally I scooted him out the door.
This was just gay karma coming back to bite me in the ass. I never should have led him on. From the bar, I should have had the balls to just send him home and take care of myself. This is where my penis gets me into trouble. Soon enough, he’ll learn his lesson…
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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.”
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Posted by One Gay at a Time in Gay Dating on February 9, 2012
I continued my walk of shame north on Seventh Avenue. I was still dressed for a night out from New Year’s Eve the night before. I didn’t care if anyone judged me. I was in my own world. No one else existed that morning. I was utterly alone in a city of millions.
I continued to try to reach Boston through text and by phone, but no dice. Since I was going to be near his apartment, I thought I would reach out to Broadway. At the very least, I could kill time with a visit until Boston finally decided to get back to me. I called him, and he picked up after a few rings. I asked him what he was up to and told him I wanted to swing by for a visit. He was still in bed and said he needed a few minutes, but he told me to come by. I told him I was walking from the 20s, so there was no rush for him to get out of bed.
When I arrived, I walked right up to his apartment. It was like old times — A blast from the past. It’d been months since I’d been there, but it felt like yesterday. I knocked on the door, and he greeted me. I came in and sat while he finished getting ready for the day. We sat on the couch, and he asked how my New Years was. “Tell me stories. You always have good stories to tell me,” he added. I told him what I did the night before. I gave him the cliff notes because I didn’t want to belabor the point. The wound was still fresh and bleeding. He shrugged it off and suggested we go to the diner for breakfast. I kinda loved that about him. He knew how I felt about it, so he did his best to brush it under the rug.
I agreed to go to breakfast, but I told him I’d already eaten. I would keep him company, and we could catch up. It’d been since the summer since I’d seen him.
Breakfast was nice. He told me about the party he went to the night before and all the guys he was pursuing. As usual, he was very passive about it. “I dunno if I really want to see him again…” he’d say. He’d find something completely superficial to judge the guy about so he wouldn’t have to put in the effort.
Since Smiles’ birthday gathering, we gained a mutual friend. We learned this from Facebook. The guy who I palled around for the night had been at the party Broadway went to the night before. They interacted, but it wasn’t a positive interaction. Broadway was remotely interested in this guy, but apparently he gave him the cold shoulder. This really turned him off, but I assured him my birthday buddy was a really great guy. If I’d been single that night, I probably would have asked him for his number. Broadway wasn’t sold.
Ironically enough, Smiles and I were almost at this party. It wasn’t until Smiles learned of the over-priced charge to enter that he decided we were just going to the house party. It was crazy to realize Broadway, Smiles and I were all swimming in the same circles in New York City. Apparently the gay community was pretty tight, even in a big city. It put it all into perspective. It also made me realize the picture of myself I painted when I let a stranger suck on my neck and face in front of the guy I was dating.
I wasn’t feeling very talkative, so I did a lot of question asking and listening. When Broadway finished his breakfast, he asked for the check. He wasn’t feeling well, so he wanted to go back to bed. I checked my phone, and Boston still hadn’t gotten back to me. I guess I wouldn’t see him before he left the city.
I walked Broadway back to his apartment and said goodbye. Something I learned from him was it is okay to kiss an ex on the lips when you see them. When I first came out, I was fascinated by how often gay men kissed each other. This was completely foreign to me and not something I was comfortable with. Even if I travel in a big gay pack, I don’t think I would be kissing my gay male friends. But, I felt comfortable kissing a man who I had kissed over a hundred times. So we exchanged a kiss and a hearty hug before I made my way to Port Authority to snag a bus back to Hoboken.
While I walked to the bus, I texted Smiles: “Since I have the day off tomorrow, can we do something fun?” I was hoping I could do some damage control and get us back on a happy track.
It wasn’t long before I received a simple text in response: “I have to work tomorrow.” I was already picturing a Monday afternoon with me sinking deep into the couch by myself in front of the TV. I was very disappointed, but it’s not like I had anything to say. I was the one who royally messed up here. I was going to have to deal with the consequences.
Later that evening, I talked to Boston on Facebook. I told him what I did and how things played out. We didn’t talk long, but promised to come back to the topic when he had more time.
I had time all day to assess the situation. Why wasn’t Smiles mad? I realized I wasn’t happy about this. It hurt even more. It showed me quite clearly how little I meant to him. I didn’t see any way to recover from this. I was pretty sure our relationship was over. And, since I’m pretty much a high schooler in the gay dating world, I hopped back on adam4adam.com and Grindr that night to see what was out there. I wasn’t throwing my line into the sea, but I could at least swim around and see what kind of fish were out there…
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Posted by One Gay at a Time in Gay Dating on February 8, 2012
New Year’s Day, Smiles woke me in the morning. I was in a complete fog. I immediately began wracking my brain to remember how the night ended. I knew we had sex, and once again, I could only remember a tiny flash of the intimate moment we shared the night before but no more than a flash. I could remember being p*ssed at Smiles on the walk home for walking five paces in front of me. And, I could remember smoking on the balcony.
I had now realized I completely wiped my phone, so anyone who texted the night before would certainly not be receiving a response from me.
Smiles was up and about walking around the apartment. I searched the room for my briefs, but couldn’t locate them. He came in the room and retrieved them for me from deep within the sheets. I had a massive headache, so he gave me some pain killers and water. It was sweet of him to take care of me in my still inebriated/hungover state. I asked Smiles about leaving the party, and he recounted the details for me. It was clear he wasn’t thrilled about it, but he also wasn’t holding it against me. The he uttered, “And I haven’t even gotten to the fun part yet!” he added.
He was going to leave it at that. I told him he couldn’t do that to me. He had to tell me what else I did. He asked if I really wanted to know, and I insisted. This is the “fun” part:
Apparently, the advances made by the guy on the balcony didn’t end there. Clearly he was persistent, and clearly I was vulnerable and well intoxicated. Smiles recounted a scene for me that drained all the blood from my face. “[The guy who sang my praises to Smiles] came up to me and asked me if you were okay. When I told him you were fine, he replied, ‘Are you sure? Because he’s making out with someone else on the couch.” I nearly passed out. I couldn’t believe it. Was I really capable of that? Could I really do that to another person after witnessing N do that to me? Was I that heartless?
I racked my brain trying to remember any bit of a make-out session on the couch. A vague image came to mind of this man kissing all over my neck. I remember asking him to stop, but also couldn’t remember putting up a strong fight. I’m not sure if my mind was making this up or if it was reality. Either way, my actions were deplorable.
I froze. I didn’t know what to do. I didn’t know what to say. I couldn’t believe he was still speaking to me. I couldn’t believe he still had sex with me that night after that. I was mortified. What was going on? My head was spinning!
“What did you do? Did you come over and stop it?” I asked. He shook his head no.
“[Smiles], I don’t know how to apologize for that. I can’t believe I did that! I can’t believe your still speaking to me right now. I can’t believe you didn’t leave me there. I don’t have words for how sorry I am. I don’t remember any of that. At all!” I plead.
“It’s okay. You were drunk. It was New Year’s Eve. Don’t worry about it,” he said.
Don’t worry about it!? I made out with another guy in front of you, and you tell me don’t worry about it?! Should I be happy you’re not that upset about it, or should I be even more hurt that you’re not phased by it. “I still don’t know what to say. I can’t believe I did that,” I added. He just looked back at me with a face that said, “Yeah. You did that.” I wanted to slither away into darkness and forget the world.
We continued to get ready for brunch and walked out the door. As we walked, all I could think about was how disrespectful I was to the man I’d grown so fondly of. Sure we had our moments where I questioned our relationship, but what I did was unforgivable. I would not have been able to forgive myself for what I did. When N did it to me, it signaled the end of our relationship.
I did this in front of his friends — Many of which I told I was dating Smiles. I made myself look like a complete whore, and I made Smiles look like a fool. The man who was singing my praises was the man who witnessed my greatest downfall. This was one of the worst things I’ve ever done in my life, and there was no making up for it and no undoing it.
I continued to tell Smiles how bad I felt about the whole thing. He was trying to make conversation and ignore the subject, but it was all my mind could fixate on. “It’s fine. Stop worrying about it,” he kept saying. We ate breakfast and talked about a few things I can’t recall because my mind was completely elsewhere. I was crushed. I almost had to leave the restaurant, Extra Virgin — His favorite restaurant, so I could go outside and cry.
It was a gorgeous day, and Smiles told me he wanted to go for a bike ride. He asked what I had planned for the day. I couldn’t think. I had no plans. I was hoping to spend the day with Smiles, but clearly that wasn’t an option. I decided I was going to try to meet Boston before he left the city, even if it was at the bus stop. I had to tell him what I did. I knew he wouldn’t look favorably on me, but I also knew he wouldn’t judge me. I left Smiles with a kiss as he walked south, and I turned and walked north. I decided to walk off my disgrace.
As I pounded the pavement from 11th street to 43rd, I tried reaching Boston. He wasn’t answering the nearly twenty-five calls I made to him. I needed him. I needed someone to talk to. I decided to hit up my roommate and see what she was doing. Maybe we could curl up on the couch and watch a movie to help make the day pass by. I talked to her for a bit, but she had plans. I couldn’t bring myself to tell here what I did. I was too ashamed. I would tell her later.
I decided to call Smiles during my walk. I wanted to make sure he knew how broken up I was about it if we were to survive this. I reiterated how bad I felt and how wrong I was as I tried to choke back tears and a vocal quiver. “Listen. It’s okay. It’s in the past. It was New Year’s Eve. You were drunk. That was 2011. This is 2012. Don’t worry about it. It’s alright,” he assured me. I think he realized how upset this made me, and that was all I could do. My fate was in his hands…
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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?
Follow @onegayatatimeBack to Reality
Posted by One Gay at a Time in Gay Dating on February 2, 2012
Christmas day had passed. My time home was coming to an end. I was happy to be home, but I was also anxious to get back to normal life.
The morning after Christmas, my father and I decided to do a little shopping to see if we could land any special deals to kill time. I would also finally be in cell phone service, so I could text Smiles and wish him a safe flight. When I got into service, I got an influx of text and picture messages. He’d sent me quite a few, keeping me updated on what he was up to. I really was missing him and quite anxious to get back to see him. I proposed we do dinner at my apartment since he had to postpone it before the holidays. He texted back in agreement. I was finally going to get to make us the standing rib roast. I told him I missed him, and he responded, “I miss you too! 🙂 “ I could have melted into a puddle right there. This was so unlike him to express his emotions like this, but I was eating it up!
The day after Christmas is always spent with my father’s side of the family. We all gather together for a nice potluck meal that rotates from house to house year to year. This side of the family has also shrunk significantly. My grandparents have been gone since I was quite young. My father’s brother is in rough shape these days from his battles with diabetes. His sister died a few years ago and her husband is in a nursing home. I rarely see their daughter, my cousin since she moved away and got married. That left one sister whose husband also passed away a few years ago. But as that generation was shrinking, another was growing in leaps in bounds. The living sister has 5 children, all of which are married and have become baby making machines. They now outnumber the four of us five to one.
The gathering is always a lively one with many children running about. Christmas is one of the two times I spend with this side of the family each year (the other being an annual family reunion). We also have an annual tradition of a “Yankee gift swap” or “white elephant sale” depending where you come from. The tradition has lost a lot of its allure as my cousins have adopted a new tradition of buying crap at Wal-Mart and Big Lots the day after Christmas for half price.
My sister and I had to work the Tuesday after Christmas, so around 5:00 we hopped in the car and made our way back to Hoboken. When I got back to my apartment and unloaded all my presents from home, I picked up the phone and called Smiles. Sadly, it went straight to voicemail. I was hoping to relax after a long car ride with some time talking to him, but alas, that wouldn’t be the case.
My roommate arrived home, and we swapped all our holiday stories. We plopped down on the couch and started to catch up on the programs we saved on the DVR. After some time, Smiles called. I think if you were in New Jersey when the phone rang, you may have seen a beacon of light in the sky that was my smile.
He told me about his trip home and the ordeal he went through. When he got back to the city, he’d gone out with one of his female friends for dinner. He devised a new plan to work out of her apartment going forward so he would be more productive than he was working out of his apartment. He felt if he had a place to go to every day that wasn’t in line of sight of his bed, he would get more done. I told him I thought it was a great idea. Even though they wouldn’t be coworkers, they could keep each other on task. Either that, or it would be a complete disaster, and they would be a constant distraction for each other.
I told him about my time home, my family and how the gift swap has become a sham. He laughed and told me about the rest of his time home with the family.
It wasn’t a long phone conversation, as our phone calls never are, but it certainly satisfied my hunger for Smiles. It would satiate me until I got to see him the following night when he came over for dinner.
Follow @onegayatatimeCleaning Up
Posted by One Gay at a Time in Gay Dating on January 13, 2012
My night had gone pretty smoothly. I had a great time, there was minimal drama and I ended the night with a great guy, Smiles.
I did my best to put all the food away before heading to bed the night before. It was a fairly easy cleanup. However, that left all the dishes to be done and a lot of cleaning around the apartment.
I woke at a decent hour and didn’t even have a hint of hangover, which is surprising considering I drank sangria most of the night. My teammate from Maryland woke shortly after me. She needed to go into the city to catch a bus home, but was going to stick around for breakfast before she left. She asked if she could have some of the leftovers, and I prepared a few things for her.
In the meantime, Smiles emerged from my bed, and we made coffee for ourselves with my Keurig Elite Brewer coffee machine. It’s perfect because we can each pick our flavor of tasty Green Mountain Coffee, and we don’t have to wait for a whole pot to brew. It’s absolutely great! (Yes, I’m plugging them because I absolutely love that thing, and I’m hoping they read this and feel gracious enough to reach out to me… Wishful thinking…)
After she ate, my teammate asked for directions to the bus back into the city to Port Authority and was on her way. Smiles had made his way back to my bedroom and got dressed to head home. I was hoping he’d stick around for a little bit (I wasn’t expecting him to help clean), but I was mistaken. I would have liked to spend a lil more time with him, but he had plans.
I said goodbye to him with a kiss and a hug as I thanked him for everything from the night before.
My other roommate who was stuck in Canada arrived home in the meantime. He asked about the party. He was very disappointed he missed it. He’d been to three of the previous four even though we’d only been roommates six months.
Then, I was left with my mess. I did all the dishes and ran the dishwasher. I put all the wine in the wine fridge. I poured all the leftover sangria down the drain trying not to gag. I put all the liquor no one drank away. And then I swept the floors. They hadn’t been swept since we moved in.
I did all this while my roommates sat on the couch watching TV. My happy mood had soured. I didn’t expect them to help. I made it clear to them it was my party. Therefore it was my mess to clean up. However, after asking for permission, the roommate that was away had no problem scarfing down a plate of the food and leaving it in the sink for me to clean up. And, the other roommate, who attended the party and did nothing to help me prepare didn’t lift a finger. I didn’t resent that they weren’t helping me clean up. I more resented that I worked my ass off to get the apartment in shape, and they didn’t offer one iota of gratitude. Sure, it was out of selfish desires that I worked so hard and fast. But, they both greatly benefited from my efforts.
The cleaning was over surprisingly fast. When I finished, I planted myself on the couch for the remainder of the evening.
Later than evening, I witnessed my roommate come out of her room and heat up a plateful of the leftovers from the night before. I really resented this, purely because she didn’t take the two seconds to ask me if she could have it. I can be generous at times, but she didn’t pay one cent for it and did nothing to prepare it. The least she could do is ask.
So, I did what any mature roommate would do. When she went into her room, I left a passive aggressive post-it on the fridge saying, “If you didn’t lift a finger to purchase this food or make it, then don’t lift a finger to eat it.” I’m not sure why I was in such a p*ssy mood, but it really got under my skin. I think I was just feeling very under-appreciated overall, and I was taking it out on her.
Later she emerged once again from her room. As she passed the fridge, she read the note, made a noise of discontent and returned to her room.
I had the immediate satisfaction of getting under her skin as much as she did mine, but I would certainly have to deal with the ramifications of that later. I returned to watching TV and being in a cranky mood for the rest of the night. I wished I’d spent the day with Smiles. I was in such a good mood from spending time with him the night before. Hopefully tomorrow would bring happier times…
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 @onegayatatimeAt the ripe age of 26, I came to a life changing conclusion. I'm GAY!
It took me 26 years to realize this and come to terms with it, but coming out's been the best decision of my life.
This blog is about my dating life in NYC and what happens next...
One Gay at a Time 
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.
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