Posts Tagged PATH
Breaking Through
Posted by One Gay at a Time in Gay Dating on January 6, 2012
Saturday night, we had a special celebration planned. Every year, to commemorate another year of my father being on the planet, my parents come visit, and we go out to dinner in New York City. Afterwards, we take in all the Christmas sights around town.
Even though I recently moved and invited my parents into town to help me move in, this year would be no different.
With a closet built and an entire chest of drawers assembled, we prepared to go out for dinner. My parents wanted to have dinner in Hoboken, so I decided to take them to my favorite restaurant I go to every year for my birthday, Piri Piri. I coordinated with my sister to meet her there to celebrate my father’s birthday.
We sat down for dinner and placed our appetizer orders. Somewhere along the way, we started to talk about me and the guy I was dating. For the first time, they didn’t change the subject to who my sister was dating at the time. I was shocked when my mother brought it up. I think they got the hint this was more than just a fling when I went into the city to spend the night. They were finally taking an interest in my dating life, and I loved it. They asked questions about what he did for a living and where he grew up. It was great. I was happy to talk about him.
Both my father and my mother were showing a vested interest. I wonder if my sister spoke to them about my unhappiness. It seems like a night-and-day shift from past history. I don’t care how the change came about. I’m just happy it happened. My dating life is a LARGE part of who I am, and for them to not share that with me was painful (However, I don’t share everything. I don’t quite know how to tell them I write a blog).
Our food arrived, and we had a very pleasant meal. My sister wasn’t feeling well, so when we were ready to make our way into the city, she went home instead to rest.
I took my parents to a cute shop in Hoboken, Michaelangela’s. They had the store decked out wall-to-wall with Christmas decorations and ornaments. We continued to the PATH as I asked them what they’d like to see. We have all grown tired of the standard Macy’s windows and the Rockefeller Christmas Tree. One of our favorite displays, the Sak’s snowflake window show, was discontinued. I proposed a new set of sights. We’d never done the Union Square shops, so I proposed we start there.
When we got off the PATH, we walked to Union Square. It wasn’t too cold out, so the walk wasn’t too bad. When we arrived, all the shops were closed for the night. I apologized, and we hopped into a cab to head uptown to Bloomingdale’s. This was another part of the city we never usually visited. The cab ride was cramped, and he was a very bad driver. I’ve never gotten so many red lights in the city in my life!
Bloomingdale’s was less than thrilling, so I suggested we head over towards Fifth Avenue. My mom kept commenting on how impressed she was. She couldn’t believe how quickly I could learn to navigate the city coming from a the farm life out in the country. I explained how easy it was. As I was showing them new landmarks they’d never visited before, my mother commented on how many she’d seen on her Sex in the City tour of New York City. (I found it ironic that subject came up. Even though I’ve only seen the show twice, I aspire to maintain my blog in the Sex in the City fashion).
She was finally piecing parts of the city she’d been to before together on a map in her mind. It was all starting to make sense to her. Who knew Sex in the City could teach you geography. We window shopped as we walked because many stores were closed. I took them to The Plaza Hotel. They were happy to see the inside since they’ve never been.
Afterwards, we walked past the Bergdorf Goodman window displays. These are some of my favorites since they are not childish and are often done tastefully. My parents took pictures in front of them and of each and every window. They really enjoyed them. I was happy to be sharing the joy with my parents after they spent the weekend substantially helping me settle in to my new apartment.
A small part of me wished Smiles joined us on our little adventure. It would have been nice for him to meet my parents and spend a little time with them, but we weren’t there yet. I also wanted him there because I love spending Christmas in the city with someone I care about. Last year, Broadway and I made a point to take in the Christmas sights. He even treated me The Plaza Hotel to my first drink ever bought for me by another man at. I wanted to share such happy times with someone else I cared about. However, this wasn’t possible or realistic. We weren’t at the meet the parents stage yet, and Smiles was home in bed recovering.
We continued to stroll down Fifth Avenue, but by this time, we were searching for some kind of dessert. We were striking out because it was around 11:00 at night. Most things had closed for the night. On top of that, I was walking around the city on a freshly sprained ankle — Probably not the best idea. My parents were starting to grow weary as well, so I suggested we head towards my office for a pit stop before hopping on the PATH home.
I realized we’d be passing McDonald’s, so I suggested we get hot fudge sundaes, cookies, and fries for dessert. My parents agreed. It would also eliminate the stop at my office because I could use the restrooms there.
I checked the PATH schedule. The next train was leaving in eight minutes, and the following one was another fifteen minutes after that. I urged them to hurry and bring our dessert with us. We hustled to the train, making it there with a little time to spare.
Luckily, we all got seats and relaxed on our ride home. I was really happy to do something nice for my parents in return for what they do for me. It was nice spending some quality time with them as well. I was also still on a high from their newfound interest in my love-life. It removed a big roadblock in our relationship. I could go to bed a happy man.
It was a long day, and we were all tuckered out. We would all surely sleep well the minute our heads touched the pillow.
Follow @onegayatatimeNight of Surprises
Posted by One Gay at a Time in Gay Dating on December 29, 2011
After an attempt to make lunch plans, Smiles and I were striking out to find time to get together after a week apart.
I told him I was heading home for the night and was about to leave work. However, I was pleasantly surprised to get the text, “Meet me for a drink at Extra Virgin. I haven’t heard from [my friend] confirming dinner yet, so I’m guessing it will be closer to 8:00 or he will flake.” I wasn’t thrilled with being second choice/fall-back, but I knew this was a friend he hadn’t seen in years who was in the city from L.A., so I was understanding.
I agreed to meet him and texted him when I arrived at the restaurant. “Oh goodness. I’ll be there in 10. Btw, I forgot I have a call from 6:00 – 6:30. My life is a pain-in-the-ass sometimes,” was the response I received. It didn’t help I was already feeling like an afterthought. Now I was learning the little time I had to spend with him was going to be interrupted by a half hour phone call.
I’d already been waiting for him for 15 minutes before he arrived. We exchanged a quick peck and a hug, and he suggested I could go inside while he made the call. I told him I could occupy myself outside while he took care of business.
While he talked with his movie team about next steps with their film, I sat on my phone playing with every app I could think of to pass the time. I checked my WordPress stats. I answered emails. I read everyone’s Twitter post that day. Anything I could do to keep busy.
When he finished his call, we grabbed a seat at the bar. The bartender was struggling to harvest a pomegranate, so I offered to help her. Smiles pointed out my culinary experience and told her she was in for a real treat. She was all too happy to receive my advice, as this was one chore she abhorred. After running to the restroom to wash my hands, I demonstrated for her how she could save herself some time and energy. She was very appreciative of my advice and thanked me.
Smiles and I placed our drink orders. We chatted over drinks on the spinning stools. I made it a point to turn my stool so I was facing him and our legs were interlocked. I heard all about his holiday on Long Island and the craziness he went through upon his return with his client. I told him about my relaxing trip home, my dysfunctional family, my Black Friday adventures, and my slow day at work.
At one point he had my his arms extended with his hands on my thighs rubbing them. He flippantly made the comment, “I love your big manly legs.” This was the first time he’d ever complimented my physically, so I took notice. He continued to rub them and massage them, and I continued to melt inside.
At that moment, he checked his phone and learned his friend wouldn’t be able to do dinner that evening, so they agreed upon breakfast the following morning.
With that, he turned to me and asked if I’d like to get dinner somewhere. Surprised, I told him, “Well. We’re already here. Why don’t we just eat here.” I was expecting to get the boot at any moment throughout the course of the evening, but instead I was extended a dinner invitation. Once again, I was happy to get to spend time with him.
We quickly placed our dinner orders and continued our conversation. Our dinner was very pleasant, and our meals were excellent. After we finished eating, we split the bill and began to walk down the street.
As per usual, when we reached the crossroad between his place and the PATH, we said goodbye. And, as per usual, it was said with a simple kiss and a gentle squeeze. I pulled him back in for another kiss and made it more than a peck. He smiled, and we said goodbye.
When I got back to Hoboken, on my walk to my apartment, I texted, “Mmmmmmm. I like you. You make me happy… Just felt the need to say that…” He responded twenty minutes later, “Awwww. 🙂 Thank you.” Clearly, he didn’t feel confident to reciprocate the sentiment just yet, which stung slightly, but then again, I already knew I was ready to move faster than was…
Follow @onegayatatimeYou Make Me Smile
Posted by One Gay at a Time in Gay Dating on December 16, 2011
Over the next few days, I thought a lot about my relationship with Smiles. It was a constant roller-coaster. As far as relationships go, I am an infant. I’ve had all of five real relationships in my life, including this one. I was still learning how to be in one.
I needed to clear my head. For three days straight, I woke up early to run. It was the perfect way to start my day, I allowed me time to think without really being distracted, and I was able to work towards my spiteful goal of losing my pudge as Smiles so gently pointed out.
It was also beginning to be quite a busy week for me at work. Tuesday I worked until midnight. I talked to Smiles that night when I had a break to make dinner plans with him for the following night. Since I started dating him, I purchased a lot of Groupons for restaurants, so I thought it was time to start using them up. I was eating out at restaurants a lot more than I would have if I weren’t dating Smiles. This was the perfect way to lighten the blow to my wallet. As I left work, I texted, “Dinner tomorrow night maybe? Just leaving work (12:00) :(”
It wasn’t until the morning when I got a response: “Morning! Just getting this. I went to bed early last night. Dinner tonight works.” I explained the Groupon I purchased for Philip Marie in the West Village and asked him if he was okay with the choice. “Sounds good if you get off before 12!” he replied.
Later that Wednesday afternoon, Smiles called to make sure I was still getting out on time, otherwise he was going to grab dinner with some of his friends. I got where he was coming from, but it also felt a little like he was trying to get out of our date. I assured him I would not be working late. As the afternoon progressed, he asked about what time we’d meet, joking about “a blue plate special at 6:30” when I told him I’d be done around 6:30/7:00. We made plans to grab dinner at 7:30. I took the opportunity to slip a joke in there about his grandpa status and his ability to make it until 7:30, and he retorted by saying, “I’m stressed. It makes me sleepy. I’ll bring my cane.”
We sat in the front window of the restaurant, and after we ordered drinks, we dove into conversation. We talked about family and career goals among other things. He talked about his desire to be beyond financially stable so he could spend more time with his family. He is not originally from the Northeast, so spending time with his family isn’t the easiest or most convenient. He also talked about his desire to build an empire. He is very passionate about a lot of different business ventures, many of which are sound ideas. However, sometimes I worry he tries to take too much on his plate at once.
The conversation was great. It was a conversation two people in a relationship would have, not two people who were just dating. I joked with him, “You’re going to be the next Nate Berkus.”
Oooooo, did I get a look! Apparently, Smiles met him in the past, and isn’t the biggest fan of him as a person. “Okay. Note to self: Don’t equate you to Nate Berkus ever again,” I said with a smile.
When the waiter came to ask us about desert, Smiles started a conversation with him like he always does. He asked if we were his only table, and the waiter described his other table. It was a man and a woman who he suspected were on a first date. We joked about our date. While we weren’t on a first date, he was learning all kinds of new things about me, such as my penchant for Black Friday shopping. He took the opportunity to take a few playful jabs at my sanity while we all had a good laugh.
After we paid our bill, we started to walk the five blocks towards the PATH. Instead, we walked about eight blocks. That was about the time Smiles realized we’d gone too far. He questioned the situation, but I explained how I was enjoying the conversation and was willing to walk back up to the PATH if I needed to. We were standing in front of a liquor store while he finished the story he was telling. When he finished, I grabbed his jacket and pulled him in closer so I could kiss him. For the first time, I felt like we were really kissing. We exchanged many affectionate kisses before finally pulling away from each other.
At that point, he said, “Why don’t you live in the city?” I laughed and replied, “Was that a subtle hint? I’m not that far!” And with that, I walked away with a smile from ear to ear. I finally felt like we had moved beyond going on dates with each other. We were dating. We were in a relationship, and I was very happy!
When I got back to Hoboken, I sent a text, “You make me smile 🙂 .” Shortly following he responded, “That’s a good thing cause I ain’t so easy to like all the time!”
I was REALLY HAPPY with everything that night. I was getting the validation I needed. I was also looking forward to Friday. That was the first time I’d be able to see him next since I play volleyball every Thursday. That would also be when I would once again attempt to seduce him and attempt to roll around with him in bed…
Follow @onegayatatimeAwkward Silence
Posted by One Gay at a Time in Gay Dating on December 8, 2011
Yet another video I’d like to share. This one is a music video for one of my new favorite groups, Duck Sauce. Great song and love the sexual connotations, but may not be safe for work depending on what you do. Enjoy!
On with the story…
Every Tuesday in Hoboken is free movie night if you have Cablevision’s triple play. I do not, but I have some very generous friends who do, and they lend me their card when they’re not using it.
I asked Smiles if he wanted to catch a movie and dinner. He told me he could possibly do dinner, but there was no way he could do the movie. He had to be up at 6:30 the following morning for a work meeting, so spending the night in my bed was off the table.
While I was finishing up work, he was moving his final boxes into his storage unit from Harlem. I agreed to help him when I arrived downtown, but when I got there, he was already finished.
I walked him back to his apartment. We talked about his day on the walk. I waited while he showered and changed after loading and unloading all those boxes to go to dinner.
While he was moving the boxes, both his parents called, separately. He was a little worried, so on the way to the restaurant, he dialed his mother. Smiles said he needed to walk a while, so we kinda just went for a stroll. We talked a little about work and how he got to where he is today. We stopped in a few stores on the way. We were walking for over a half hour before we settled on a spot to grab some grub.
We settled on Peels. When he returned to the table after washing his hands, the conversation was very dry. There were many long awkward pauses throughout the night. I struggled to think about anything we could to talk about. Nothing. I didn’t know what to do. We continued to eat in silence. It was incredibly awkward. I was so worried we’d hit that point already where we had nothing to talk about. I was petrified.
Was he distracted by the phone calls? Did something happen? Who knows?
When we finished eating, we paid the bill and began walking back toward his place and the PATH. We ran into a friend along the way, and Smiles chatted with him for a short while after barely introducing me. After we left the friend, he explained who he was and how close a friend he is. I was a little surprised. If he was such a good friend, then why was he so casual when introducing me. Maybe I didn’t mean as much to him as he did to me. Maybe I was putting too much of myself out there too soon. We’d been dating for a month and a half. I thought we’d be closer knit at this point, but maybe I was wrong. Maybe I had different expectations.
As we walked, he told me he was tired and a bit out of it. This wasn’t news to me after the awkward dinner we just had. He walked me to a crossroad and said goodbye. When I went in for a kiss, I barely received anything in return. It was almost like a child begrudgingly accepting a kiss from a grandparent. I felt like a piece of sh*t.
As I walked by myself to the PATH, I wondered if this thing had run its course. How much longer were we going to go before he fully opened up to me? — Before I didn’t have to wonder where I stood with him? I was tired of the uncertainty. It was dragging me down.
I needed to talk to someone, so I called Boston. No answer as usual. College always gets in the way of our friendship!
Next, I called LES to see what he was up to. No answer, so I left a message.
Then I texted the Principal just to say hi and see how he was doing. When I came above ground on the other side of the Hudson River, I received a response from him. We texted back-n-forth for the remainder of my walk home. When I got to my apartment, I immediately climbed into bed. I was depressed. This relationship was looking pretty bleak. Silence at dinner and an awkward kiss goodnight. Once again, maybe he just wasn’t into me.
The Principal and I continued to text over the next hour while I watched some TV. I explained to him I still had some feelings for him, however, the distance thing just wouldn’t work out for me. Apparently, I opened up a can of worms there. He really did miss me. I’m not sure why I felt the need to reach out to the Prinicpal that night. I thought I passed that chapter in the story. I think I did it for selfish reasons because I needed to feel wanted again. I knew the Principal would provide that for me. Looking back, I never should have done that.
In my mode of depression, I also responded to one of the guys who had hit me up on OKCupid. I asked him if he wanted to grab a drink sometime. I was taking my friends’ advice. I wasn’t going to put all my eggs in one basket. The guy responded, and we scheduled a date for the following night…
Follow @onegayatatimeQuite a Cast of Characters
Posted by One Gay at a Time in Gay Dating on December 1, 2011
Yesterday’s video got great reception, so I decided to include another video I came across lately thanks to Smiles. I think it’s amazing shots and a very emotional piece. On top of it, the music is spectacular! Hope you like it!
On with the story…
Monday came, and I had a very light day at work. I was hoping Smiles would ask me to grab dinner, but alas, nothing. I was always the one to initiate dates, and I needed to see if he would take the initiative for once.
I gave up all hope and went home without hearing from him. Surprisingly, while lounging on the couch in front of the TV, I received an email from Smiles. He wanted to know what I was up to for the night. I logged onto Facebook to chat with him. “They are partying in the streets below me. I’m getting cage crazy,” he typed. I forgot about the Halloween parade that was happening in his neighborhood since I didn’t partake in the Halloween festivities this year.
I responded to him, “What do you propose?” He suggested coming to me since it was so crazy where he lived. I explained I was already home, but I would come back into the city to meet him for dinner. When he learned this, he said, “Oh, no don’t do that. I thought you were still at work.” I suggested he could also come out to Hoboken, which prompted the response, “I’ll get [my friend] and keep myself entertained.” That’s not the response I was looking for. I told him I was bored and really didn’t mind coming back into the city (So much for playing hard-to-get). He told me he felt bad, but I assured him I was as close as I’d be if I were still at work.
We picked a convenient place where we could find each other in the melee of the Halloween parade. We walked around the West Village and found a cute spot to grab dinner, Hudson Corner Cafe. There was a slight wait, so we hit up the bar. Once again, I was a little taken aback by the charisma he showed everyone at the restaurant. From the host to the bar tender to the waitress. He always made it a point to be personal with them, and I found it incredibly sexy.
We ordered drinks outside our comfort zones at the bar until a table was made ready. I wasn’t 100% sure, but I thought he switched the drinks when the bartender served them. Interestingly enough, we tried the drinks the other was served. I didn’t like his, and he wasn’t thrilled with mine. When we sat at the table, we ordered another round, and the waitress clarified the confusion. It worked out well considering we liked the other’s drink better.
We ordered our food and chatted while we waited. I was surprised the conversation was flowing so easily since I’d just seen Smiles the day before. When the food arrived, he commented on how little food I received. We split a brussel sprout salad, and he encouraged me to take a much larger portion. It was a very sweet gesture. We talked a lot about work and his aspirations. I was being very encouraging, but I also gave him my strong opinion on the situation. He was trying to find a typical office job while struggling to reinvigorate and old company he started years earlier. I knew that was his passion, and he would be very unhappy with a desk job. I told him he was at a great advantage. He didn’t have a comfortable job he wasn’t thrilled with that he was stuck with because it was a paycheck. He had the freedom to do whatever he wanted. He should just take a job to have a job. He took my advice to heart, which I really appreciated.
After dinner, we walked the streets. We passed someone in an amazing E.T. costume like I’d never seen before. We decided to grab desert at Magnolia’s Bakery before more walking. I made friends with a few British pigs in a blanket while waiting in line. We ate as we walked, and when we finished, we were near the PATH station. He asked, “What do you want to do now?” I was under the impression he was dropping me off, but that wasn’t the case. I didn’t think very quickly, but I suggested we head over to the parade and check it out.
Smiles had his camera, so we snapped a lot of pictures of some special characters along the way. We finally arrived at the parade and watched for a short while. When we had our fill, we continued on. Smiles suggested we go into a bar. This sounded like a great idea to me considering I already thought our night was going to end a while ago.
When we walked into the bar, Julius’, Smiles needed to use the facilities, so I attempted to order us drinks. For some reason I had no luck with this task. Usually this is my forte since I’m 6′ 2″. While standing there, an old man was creepily eyeing me up. He wasn’t being nonchalant about it at all. His eyes were burning a hole in me. I made NO eye contact with him, even though he was standing two feet away from me. When Smiles returned, he magically had no problem getting service. He commented I wasn’t smiling, and that’s why I wasn’t getting service. (Probably cause I felt uncomfortable).
We drank our beers and had a chat about weight. I joked about the Magnolia’s stop and the beer and how it would affect my waist. He casually made a comment about my weight. This wasn’t the first time he alluded to my size. Over the summer, I was extremely confident about my body, but once fall arrived, I put on a few pounds. By no means was I fat, but I wasn’t as sexy as I was over the summer. I asked him,”What’s your waist size?” He told me and was shocked to learn mine, 32″, was only one inch larger than his. He couldn’t believe it. I wanted to point out to him we share similar body shapes, even though I think he thought I was heftier. I made a lot of jokes about losing weight not for him, but in spite of him. I was making it a serious goal to lose weight just to prove it to Smiles I could. He looked at me with skepticism. I still couldn’t believe he was basically calling me fat, even if it was playful.
After we finished our beers, we continued to a bar he frequented, Diablo Royale. He knew the bartender quite well. We found a nice corner to stand in and chat. We took in all the costumes around the room. I remember specifically realizing I didn’t feel 100% comfortable with Smiles yet. I questioned this. We’d been dating for some time, and while I enjoyed his company, I felt I couldn’t completely relax. It was as if I was on a constant audition.
When we had our fill of the night, he walked me to the waterfront. Even more than usual, there was quite a cast of characters walking around. He pointed out a piece or property he’s had his eye on for some time he’d like to develop. I agreed with him about the possibilities for the property. That night, he was opening up to me more about work. I liked learning about that side of his life. I shared a lot of the passions he had in that respect. Finally, he walked me back to the PATH. It was 12:30, and I knew I would be heading home. This was one time I wasn’t hoping/expecting to go home with him. I had to work the next day. I was still shocked and very pleasantly surprised the date didn’t end after dinner. He gave me a kiss, and I hopped on the PATH.
He was quite sweet and affectionate that night, but we still hadn’t completely clicked. Something was still missing, and I couldn’t quite put my finger on it…
Follow @onegayatatimeBack On Top
Posted by One Gay at a Time in Gay Dating on November 30, 2011
In unrelated news, I came across this video from my fellow blogger, http://www.ty-curious.com/. He shared it with me, and I think it’s spectacular. Totally safe for work! Hope you like it! Take the time to check out his blog too. Great guy!
On with the story…
After my ride back to Hoboken, Smiles and I chatted on Facebook.
He described his drunken night involving too much Patron and a lost iPhone. He hadn’t had a chance to track it down, so I offered my assistance to make some phone calls for him. He was grateful, but had it under control. While he described his night, I described my time out in the sticks with no power or technology. “Yeah… It was a real Amish paradise,” I said.
Once again, I had to facilitate plans with him. He typed, “Okay. Off to go get food. I’m starved.” I quickly replied, “What are you doing later?” I knew it would be difficult getting ahold of him the second he signed off for the day. It’d been a while since I’d seen him, and I was anxious to do so. “No plans, although I may go back to the bar tonight for a Halloween thing,” he declared. I wish he had the same desire to see me to invite me without provocation, but I’ll take what I can get. “Wanna try to get together later?” I asked.
“Jump on the bike and come over and have brunch with me,” he finally stated. I explained the bike was snowed in with a dead battery, but I told him I’d meet him for brunch. I quickly made my way into the city to meet him at the Christopher Street PATH station. I arrived well before him and waited for him to show. I couldn’t call to find out what was keeping him, so I tried to occupy myself with my phone.
When he finally arrived, I wasn’t greeted with a kiss. I could have initiated the situation myself, but again, I was still in the mindset to play a little hard-to-get. We walked to a nice brunch spot neither of us have tried before, Barbuto. It was great. We got a nice seat next to the kitchen, which in most situations is a bad thing, but in this case, was entertaining.
Smiles ordered a beer after wavering between that and a bloody mary to help cure his hangover, and I ordered a glass of red wine. We took the time waiting for the food to arrive to catch up with each other. He was a little quiet, but I had plenty of stories to tell from my time home. We talked a bit about his family as well, and I started to get a better picture of the dynamic going on there.
Our food arrived, and we were both very pleased with the results. After we paid our tab, we decided to walk around a bit since the weather was so gorgeous. We walked to Doma Coffee Shop to grab coffees while we walked around. We had no plan for our day. After we grabbed caffeine, he turned to me and asked what I wanted to do. I told him I was just happy to be out, and it didn’t matter to me what we did. We started to walk around aimlessly. When we came upon Pleasure Chest sex shop, he suggested we pop in. This wasn’t the first time walking into a sex shop with him. I was game.
We looked at all the toys in the place and even asked one of the workers there to explain one of the feminine toys to us. We had more than a few laughs as we perused the store.
We spent the rest of the afternoon walking around SoHo looking for hats to replace the one he lost. I was happy to spend the day with him. We did some shopping for other things while we searched for hats. While I was checking out to pay for the flannel shirt I picked up, I could see in his eyes he was exhausted. He was fading fast. He suggested we go back to his place to take a nap. I myself wasn’t feeling very sleepy, but I rather liked the idea of napping with him.
We got back to his place and climbed into bed. I put on my new flannel and got comfortable. Surprisingly, I passed out rather quickly. He, on the other hand had a hard time falling asleep.
Warning: The following may be too graphic for some. After about an hour, we were both awake. He turned to face away from me, so I decided to make a move. I engulfed him in my arms and spooned with him. After some time passed, I gently began caressing him all over and slid my hand between his thighs. I began massaging him until he turned his head back to kiss me. It was on — FINALLY! Things only got more passionate from there. It wasn’t long before he pulled out a condom, put it on me, and climbed on top. I was finally getting my turn as top dog (even though I was on the bottom). The sex was good, and I enjoyed having sex facing him with the lights on. However, once again, he finished, and I wasn’t able to.
Embarrassment came flooding in. I was very attracted to him, and I enjoyed the sex, but something underlying wasn’t allowing me to relax and fully enjoy the moment. I was very close, but I just couldn’t get over that last hump (no pun intended). This wasn’t the first time this happened, but it certainly didn’t make it any easier to deal with.
After sex, we both showered and cleaned up. He had plans to meet friends at his favorite restaurant to say goodbye to a bartender friend who was leaving for another restaurant. I was a little curious why he didn’t extend an invitation, but I didn’t want to dwell on it. We made some progress, and I wanted to concentrate on the positive. I was doing my best to play hard-to-get, but I really liked him. I wanted this to continue. I wanted to get to know him more. I wanted to be closer to him physically. I wanted him.
We got dressed and walked towards the PATH and Extra Virgin, where he was headed. When we reached a crossroads, we said goodbye with a quick kiss and went on our separate ways.
Later that night, I got a message from him complaining about having to go to the bar to see if his phone was found. I sympathized with him and wished him luck.
When he got back from the bar, he messaged again to tell me he had no luck. I felt bad for him, but selfishly, all I could think about was how hard it was going to be to get ahold of him without a phone. The next couple of days would pose an interesting challenge.
Follow @onegayatatimeThe Game — Hard To Get
Posted by One Gay at a Time in Gay Dating on November 29, 2011
As predicted, Monday was the day from hell. We had a huge pitch on Tuesday morning, so it was constant work until the end.
There was already no chance Smiles and I would see each other. However, we did get to chat on the phone briefly. He had to do work with his film, and I would be working until the wee hours of the morning to finalize the content for the pitch. I didn’t end up leaving my office until 1:30am.
I really wanted to see him Tuesday. I wasn’t going to be around the rest of the week, and whenever I have a long work pitch or long work trip, I look forward to decompressing with a sexy guy, even if it doesn’t involve sex. I asked him if we could do something, but he already made plans.
I was heading home Wednesday for my grandfather’s funeral. It was going to be a while before I got to see him again, and I was really disappointed. Things were really getting strained between us, at least on my end. We weren’t having sex as often as I’d like, and I was constantly on a roller-coaster of emotions. Smiles would pay a lot of attention to me and make me feel great, and then retract and shy away from me. I didn’t know how much more I could take it.
I decided I was going to play hard-to-get. I wasn’t going to text or call at all. If he still wanted to see me, he was going to have to put in the effort. I was at my emotional breaking point.
This was no easy task for me. I struggled with it. I carried my phone with me everywhere I went in case he tried to call or text, but it was silent. Part of me wondered if he thought it was a very personal family time, and he just didn’t want to bother me. But, the bigger part of me thought he had other things with which he was preoccupied.
Finally, Thursday he texted me to see how I was doing. It was progress. He was texting to check up on me, and I appreciated it. I texted him back after some time passed.
When Friday came about, he called and left a message. It was impeccable timing. I was just about to walk into the funeral parlor when my phone began ringing. After the viewing, I stepped out from the family gathering and called him back. We had a nice conversation.
The following day, I went to the funeral. Afterwards, I came home. I have awful cell service at my parents’ house. I finally managed to get signal by using the Wi-Fi. Ironically, right after I texted him, we lost power in the snow storm, so if he responded, I couldn’t read it if I tried.
I was home with no power, no internet, no phone and no TV. It had snowed about a foot outside, so we were trapped. On top of it, I was missing the Halloween festivities with my friends back in Hoboken. I wasn’t heartbroken about that, but I was disappointed. Instead, I spent the day shaking snow off trees so the branches wouldn’t break.
I was really feeling ignored overall by Smiles. The time away wasn’t a good thing for me. It was making me realize how little attention he was paying to me. I started to think about some of the other prospects I had spoken to. I could have pursued LES, but he was young and lived in an inconvenient part of town. There were a few guys who were still sending me messages on OKCupid. While I wasn’t seeking out anyone new, I maintained communication with them. I was now beginning to think about them as prospects. All I knew was I deserved better. Was I just jumping the gun? Was it still early with him? I personally thought we should have been over that hump, and if he was interested in me, he’d want to spend more time with me.
When Sunday arrived, my sister and I made our way back to Hoboken. It was a bit of an adventure with the snowfall and trees laying across the road. Once I got back to Hoboken, I hopped on Facebook. Smiles messaged me, and I learned he lost his phone. He told me about going out for Halloween and how he lost it. We made plans to grab brunch, and I made my way into the city. I didn’t forget about the lack of attention he paid me, but I tried to concentrate on the moment at hand. I was going to proceed with skeptical optimism. It was the only way I was going to keep my sanity.
Follow @onegayatatimeMovie, No Booty
Posted by One Gay at a Time in Gay Dating on November 28, 2011
If having to work on a Sunday isn’t bad enough, following a night of heavy drinking only makes things worse. My coworkers noticed my less than human state and offered to get me things to ease my pain, but I explained I just wanted to finish work and go back to bed.
The day was long and arduous. Many of my coworkers were dragging their feet, and it was all I could do to light a fire under their asses. I was trying to be as time efficient as possible, but it was no use unless everyone else was onboard.
When I didn’t think my day could get any worse, my mother called to tell me my grandfather passed away. I was expecting the news, but I had no idea when the call would come. He had very advanced cancer, so it was only a matter of time. I know he was more than ready to go, at times basically asking the hospital to give him the “black pill,” but no one likes to see a loved one go.
I soldiered on through my day not mentioning it to anyone until I was about to leave. I needed to tell my boss I would out at the end of the week to go home for the funeral. He was very sympathetic and supportive.
Really, after such a long day at the office, I wanted nothing more than to see Smiles. He could make me happy, no matter what physical state I was in. I hadn’t seen him since Friday night, and I didn’t get to spend the night in his apartment. I was itching for more time with him.
When I was nearing the end of my workday, I texted Smiles to ask him if he wanted to grab dinner. After some time passed, he responded apologizing, “Ah shoot! Just seeing this now. I ordered pizza and I’m starring at the mess I have to clean up here.” I was a little disappointed, but I wasn’t giving up that easily.
“Mind a little company for an hour or so? Not going to be around this week really…” I texted. We had a very big pitch coming up that week, and I knew I would be working late most nights. This was my last stitch effort to see him for a while. He replied, “Come eat this pizza and hang out. It’s not like the mess is going to get any worse.”
This was my first time venturing to his apartment. I knew the general neighborhood, but not the exact location. After work, I took a cab to his apartment. I was very excited to see him and happy I was finally getting the invite to his place, even if I had to invite myself.
His apartment was not what I expected other than the mess he was describing. He was in the process of moving and office worth of things into a storage unit. I didn’t care about any of that. I just wanted to cuddle up next to him in bed.
He offered me pizza, but I explained I already ate. He suggested we watch a movie, and I agreed. We went into his bedroom and chatted while he picked a movie. I told him about my grandfather, and he lent me his sympathetic ear. We’d already talked about how he was ready to go when we discussed religion at his birthday lunch, so he was already quite versed in the situation.
In the meantime, he selected All Good Things while I snuggled up next to him. I have a thing with constantly petting guys I date. I don’t know why, but I just crave the physical connection. I was constantly stroking him gently with my finger tips throughout the movie, switching my hand positions periodically. It was all I could do to refrain from jumping his bones. It wasn’t the most romantic movie of the year, but I’d already seen it and had sex on the brain. It’d been a while since we last had sex, and I wanted more.
Sadly, that wouldn’t happen once again. When the movie ended, it was 11:00pm. He gently hinted at my departure, even going to the bathroom to brush his teeth. Yet another sexless night. I was really beginning to wonder why he didn’t want to have sex with me. I wondered if it was my issues coming between us or if he wasn’t attracted to me. He never gave me any compliments about my body even thought I made a point of complimenting his. Maybe he just didn’t find me attractive.
Regardless, I gave him a kiss goodnight and walked all the way back to the PATH station to head back to Hoboken. The whole walk, thoughts flew through my head like lightning. I was hurt and worried. Hard to admit, but I almost wanted to cry.
That wouldn’t be the worst part of my night however. In the middle of the night I was woken by violent stomach cramps. I ran to the bathroom and destroyed my toilet. At times, I had to debate which end was more priority to face the toilet. I got almost no sleep and had a full day of work ahead of me. There was no way I could take a sick day.
In the morning I was greeted with a text from Smiles: “Maybe a stomach flu? Up all night with cramps and still hurting 😦 .” I finally nailed the source. I caught some bug from him. “I shared your pain! Still sharing… Was trying to figure out what I could have eaten yesterday… And I have to work all day today… 😦 ,” I responded. To which he replied, “This is the worst!”
Karma was coming back at me something fierce. I don’t know who I p*ssed off royally to deserve such a bad weekend, but the only thing keeping me going was it couldn’t get any worse than it already was.
Follow @onegayatatimeSaturday Bar Crawl With a New Friend
Posted by One Gay at a Time in Gay Dating on November 23, 2011
After being rejected yet again by Smiles, I became quite depressed about my situation. The guy I was dating just didn’t seem all that interested in me. I was always chasing him, but it never seemed to go the other way. I needed to do something to distract myself.
After chatting with my roommate about it, I decided to turn on a movie. It wasn’t really working, so I texted many of my friends to see what they were up to.
One was headed to the car dealership to pick up some paperwork for his new car. He invited me to tag along, and I jumped at the opportunity. Anything to get me out of the apartment and distracted from my own misery was welcome.
We drove around for a while and the distraction was working for the most part, but my mind would periodically wander back to thoughts of Smiles. I knew he was at Six Flags, but had no idea who he was with. I was a little suspect, but I definitely needed to get out of that mentality. I WAS NOT going to have a repeat of the N situation!
While at the dealership, I got a text from one of my other friends who wanted to go to the mall. I told him I’d go as soon as I got back to Hoboken from the dealership. We drove back, and I switched cars.
The mall proved to be a decent distraction. I didn’t need to buy anything, but shopping and browsing gave me something to concentrate on. I tried to be a good friend and help my buddy pick out new clothes, but he’s not the easiest to shop with.
While walking around, my new friend in the city (we’ll call him LES for Lower East Side from here on out) texted back. He wasn’t doing anything and was looking to do a little day drinking. I told him I would join him, but I was at the mall. “People still do that?” he responded.
I had a little fun while shopping, texting LES about the random sh*t I encountered and sending him some picture messages. After my friend had his fill of the mall, we grabbed lunch and went home.
I showered and changed and made my way into the city. We met up at the 14th Street PATH station and walked down to the Village. I knew of a few fun bars near the NYU campus I thought we could hit up. I was forcing LES to get out of the Lower East Side and start venturing west. As we walked, we swapped a few fun stories. The first bar we went to was Off The Wagon, and staple in my old bar routine. We grabbed beers and chatted. After some time, LES proposed we do shots of Jäger. Jägermeister always gets me in trouble cause I get crazy, but I obliged.
The plan was to hit up a birthday gathering at the Standard Biergarten later that night, but we would drink our way through the city until then.
After Off the Wagon, LES wanted to go to a gay bar. The problem is, I don’t know where any of them are, and he was in a neighborhood he was not familiar with. I know there are a fair amount on Christopher Street, so we headed in that direction. We came upon a few gay bars, but they all seemed to be packed with daddies and bears. Neither of us were thrilled with the clientele so we continued on. The good news was we were heading towards the Standard the whole time.
We passed Employees Only, the bar I met Smiles in, and decided to stop in. LES was intrigued by its mysterious look. From the outside, it looks like a psychic’s parlor, not a bar – This is done on purpose. Being there made me think of Smiles, but I was really enjoying my time with LES. There was no drama, and we were having a lot of fun.
After grabbing one drink there, we started to make our way into Chelsea. LES wanted to stop into Gym, a slightly clubbish gay bar. He hit up the bar to grab us drinks, and I made my way to the restrooms. When I returned, he had four gigantic shots of Jäger waiting for us. I asked he what he was trying to do, and he explained there was a credit card minimum. He tried to give two of the shots away, but no one was interested. We each threw back two, and I prepared for a crazy night. LES wasn’t thrilled with the scene, so he proposed we move on.
It was time to hit up the Standard Biergarten, so we walked the last few blocks and bought our beer tickets. We found LES’s roommates and friends and made our way to the ping-pong table with our large beers. I liked his friends, and it appeared they all really liked me. We played a bit and had a really good time. The Standard also reminded me of Smiles, but I was having too good of a time to get depressed about it. LES was doing a great job of keeping me in the present.
Shortly after arriving, a strange black man came up to us wearing a letterman’s jacket and started talking to LES. It appeared LES made a new friend. We chatted with him about his jacket and took pictures with him. Apparently it was this guy’s birthday, and he was there alone. LES felt bad for him and bought him a beer, but I knew this guy was a stage-five clinger. He wasn’t gay (wedding ring) and wasn’t hitting on LES, but I could tell he was lonely and needed friends. I didn’t want to get stuck with him for the night. Somehow, LES managed to ditch him.
At one point, we discovered a photo booth near the restrooms. I told LES we had to hop in and take pix. We took some of the pumpkins that were lying around in with us and had a blast.
After all that drinking and not eating, I was starving. I wasn’t the only one. We all came up with a plan to distract the baker and steal one of the large soft pretzels they sell there. Everyone had a role, and we executed the plan flawlessly. I was having a lot of fun. I felt like I was back in college again, mainly because I was hanging out with a lot of fresh college graduates.
We scarfed down that pretzel like a pack of hyenas over a fresh kill and washed it down with yet another beer. While we ate, LES turned to me and said, “So, what’s the deal with this other guy?” I explained how we’d been dating for some time, but was honest about the uncertainty. I told him about Six Flags, and LES immediately replied, “You need to drop him!” I have a feeling he had ulterior motives, but maybe he was just looking out for me. It was flattering for him to ask about the “other guy.” I took that to show he was interested in me.
I was drunk. All the Jäger and all the beer finally caught up with me. LES was ready to go and proposed we head back to his place and smoke.
We took a cab to his apartment and smoked while we watched an episode of Archer. All of a sudden, I felt incredibly nauseous. LES looked at me and suggested we go for a walk outside because I had “pukey face.” I knew I did, so I agreed. I know myself, and I knew I would never give up to the urge to puke in his apartment. But, I also hoped the fresh air would help make me feel better. It did. LES was happy, and we went back inside.
It was around 2:00am, so LES invited me to just spend the night, and I climbed into his bed. I wanted to make out with him. It was all I could do to fight the urge to make out. I was drunk and not of sane mind, but I managed to realize how messed up that would be. As mad as I was about the Smiles situation, I still really liked him. I couldn’t lead LES on like that. He was too nice of a guy, and I liked him too much to do that to him. As much as I wanted to get at it, I behaved. Not a thing transpired the entire night.
When I woke early in the morning, I needed to make a quick exit. I had to get into work that Sunday morning, but there was no way I could go into work in the condition I was. I said goodbye, walked all the way across town to the PATH and went home to shower and change.
It was going to be a loooonnnggg day at the office. I was incredibly hungover, but had no regrets about anything from the day before.
Follow @onegayatatimeEvery One But the One I Want
Posted by One Gay at a Time in Gay Dating on November 22, 2011
Friday arrived, and I was starting to nail down plans with Smiles for the night. He had things to do all day, so we planned to grab dinner and then head to his friend’s birthday party.
This meant I had time to kill after work. My good friend A asked me to grab happy hour drinks with her. She recently moved our of Hoboken into the city with her boyfriend, so I was already seeing a lot less of her. We were due for a catch-up.
She picked a place in the Flatiron District that’s known for their happy hour. We cozied up to a spot at the bar and chatted about our new situations. It had been a while since I caught her up on the status between Smiles and I. I took her for a ride on the roller-coaster ride of emotions I’d been through. She gave me advice on how I should proceed and things I should watch out for. After five years, she knows me quite well and can predict a lot about me, so I’ve come to listen intently to what she says.
She also took the time to talk about the new challenges she faced moving in with her boyfriend. I tried to give her my two cents for what it was worth. My biggest advice to her was to pick her battles. On the things she could let go, she should, but on the things she really cared about, she should make a stink. That way, he would realize with more poignancy when he was doing things that got under her skin.
In the middle of our conversation, Smiles called to discuss dinner. He chose a place about two blocks from where we were drinking, and we agreed to meet in a half hour. When the time came, and A and I had our fill of cocktails, we walked to the restaurant Smiles chose. I coerced her into coming along to meet him since none of my friends had the opportunity yet.
I introduced them to each other, and Smiles invited her to join us for dinner. A had plans to meet her boyfriend for dinner, and I could tell she was looking for a quick exit, so she agreed to sit with us for a few minutes. She was already running late. I appreciated her making the extra effort, and gave her the out she needed. I told her to get on her way.
After she left, the conversation with Smiles was slightly forced and awkward. I was having a hard time breaking through and there were periods of silence. I learned he was feeling very sick and his stomach was bothering him. He had issues with his appendix, and it was inflamed and bothering him again.
Now, I was worried. I genuinely cared for him and my paternal instincts kicked in. I was worried for his safety and said, “Don’t be a hero on me here. If you aren’t feeling well, we can go at any time. Don’t soldier on on my account.”
“Thank you for your concern, but I’ll be fine,” he replied.
The rest of the meal was pleasant, but quiet. I reached my hand under the table to rub his knee to try to make a better connection while we chatted. That, and I was still worried about his condition.
When we finished dinner and desert, we had some time to kill. Smiles walked around the neighborhood looking for a massage parlor (legit, not sexual) in which to kill time before the birthday party. We couldn’t find one still open to take advantage of, so we hopped in a cab and made our way to the party.
When we arrived at the party, I was slightly overwhelmed by the crowd. I’d never been to a party so heavily skewed male in my life. I learned the birthday boy was gay, which answered a lot of questions for me.
We found a comfortable spot to plant ourselves and each grabbed a drink and something to nosh on. We made a friend and chatted with him a bit. He was an extremely jacked and cut black man who is an interior decorator. It was interesting hearing him talk about his occupation, all while looking at someone who looked like a personal trainer.
After some time, this man turned to us and said, “Oh. Are you two together?”
Both their eyes focused on me. The pressure was on. I didn’t know what answer Smiles was looking for, but I saw this as an opportunity to gauge his reaction. I tilted my head slightly to the side nodding and said, “Yeah.”
Our new friend called attention to and questioned my head tilt heavily. I pointed out we didn’t know each other all that long. I still look back and wonder if Smiles was actually looking for me to say yes. I still wonder if he was being distant because he thought I wasn’t fully invested in our budding relationship. Of course I wanted to say yes, we were dating, but I didn’t know where his head was at the time. I didn’t want to scare him off by being overzealous.
We were nearing the time to head out for the night, but I needed to use the facilities first. That was particularly a challenge because the bathroom was being used by a few to sign a birthday book photo album. Finally, I gave up and assumed I could go when I got back to Smiles’ apartment.
We went downstairs and hopped in a shared cab with one of the female guests from the party. As we progressed, I learned I would not be going back to Smiles’ apartment. My destination was the PATH to go home. I was slightly shocked and annoyed. It was a Friday night. Why wasn’t I being invited back to his place. I know I’d never been there before, but this was a bit ridiculous. It was around midnight, and I was dreading my trek back to Hoboken.
He hopped out of the cab with me. We said goodbye on the street with a quick kiss, and I was on my way home. I’m not gonna lie. I was hurt. I felt rejected. There was only so much rejection I could take.
As I walked, I pulled out my phone. I called Boston, but of course, he was still ignoring my calls. I left him yet another voicemail. I also called my new friend to see what he’s been up to. No answer either. Finally, I texted the Principal. It’d been a while since we chatted, so I thought I’d given him enough space. We began texting, but I told him I’d have to continue the conversation on the other side of the river.
While waiting for the PATH, I nearly p*ssed my pants. The train going into the city dropped off a tranny who felt the need to flirtatiously wave at me and say hi. When it finally arrived, I leaned my back against the wall and closed me eyes to concentrate on something other than my bladder. Two women were in front of me on the crowded train, and around a turn, one fell into me. They started arguing with each other and engaged me in conversation. Though not stated outright, I learned they were a lesbian couple, and they were hot. We had a long conversation, and when we arrived at the Hoboken stop, they invited me to come hang out with them. They had no idea my preferences fall in the men category, and they were inviting me back to their place. I used my bladder as an excuse and said goodbye. It was early enough, but I was not in the mood to play.
While speed walking home, a very large black girl grabbed my arm, pulled me towards her, and shouted, “TAKE ME HOME WITH YOU!” I ripped my arm free and continued to walk home, all the while texting with the Principal. I was flirting slightly, but not to the point of crossing the line with him. I missed talking to him and our flirtations. I really did like the guy, but the distance was still killer.
When I got home, I relieved myself and hopped into bed. I was disappointed I was there alone, but I opened up a whole new can of worms with the Principal. He still wasn’t over me, and I just scratched open that scab again. I even went as far as to pull up Grindr again for the first time in over a month.
It was just my luck. The one I wanted to be spending my night with just sent me on my way, while everyone I didn’t want anything to do with seemed interested in me.
Furthermore, I wouldn’t be seeing Smiles the following day. Originally I was planning to go to a horse race in New Jersey and invited him to join. When the day was approaching I was no longer interested in going and sold my ticket. I was hoping to spend the day with Smiles, but I learned he was going to Six Flags with friends — without me. I understand he has a life of his own, and I don’t have to spend every waking moment with him. But at this stage in our relationship, I wanted to spend more and more time with him. I certainly would have invited him on a fun trip such as the one he was going on. Apparently, he didn’t feel as strongly for me. A clearer picture was being painted for me. Maybe he just wasn’t that into me.
I realized things weren’t going as smooth as I would have liked, so I set myself on entertaining other ideas…
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 