Posts Tagged Chelsea
Closing Ceremonies
Posted by One Gay at a Time in Gay Dating on August 23, 2012
This year was the first time I was fully participating in Pride Weekend, and I have to say, it was certainly starting out to be an interesting one to say the least. Going into the weekend, I was petrified my relationship with CK wouldn’t survive. A lot of that due to the baggage I was still carrying around from my previous relationships. The guys from my past didn’t appreciate me, and I didn’t want to go through that again. That wasn’t helped by a few comments CK had made to me in full disclosure. Let me point out, he never gave me a reason not to trust him, however, he never gave me a reason to trust him either. It would take time, but eventually I would learn to trust him.
Overall, I had a good time at Matinee. I may not have been able to realize that at the time because I was so stressed throughout the night, but looking back from a relaxed state, I am able to recognize I was having a good time. When we got home that night, we had an even better time. I wasn’t entirely comfortable with everything that went on that night, but I was thrilled to be in the arms of the man I loved. We had amazing sex that night. It seemed to be a turning into a trend. Our sex life was indescribable. The passion was without parallel. We were both strong men, so tossing each other around came easy and provided fun and excitement. We even pulled out a reverse cowgirl or two. To put it succinctly, it was epic.
We slept in the following morning. We both had a long day. My exhaustion came at my own hand from mental anguish. CK’s exhaustion came more from hip gyrations on the dance floor. I was happy to relax for a bit with some light pillow talk. Before the weekend began, CK mentioned going to Alegria Sunday night. I told him right off the bat, I would not be able to do that. I had to go to work Monday morning, so that was not something I would participate in. Again, I didn’t really want him to go without me, but I wasn’t going to stop him.
We got a really slow start, and it took a long time for us to get out of the apartment. A part of me wanted to see the parade since I’d still never quite seen it before, but once again, I was going to miss it. In the big picture takeaway, I was alright with that as well. We walked from Hell’s Kitchen down to the Village to see what was still going on. Along the way, I spotted Hunter Parrish of Weeds fame coming out of Starbucks and pointed him out to CK. Once we got down to the Village, we came upon some of CK’s friends from Miami and stopped to chat with them for a bit. They were headed to Alegria that night and encouraged us to join them. CK turned to me and asked how I felt about the idea.
I was ready to kill him. The part of that interaction that bothered me the most was the hypocrisy. When I had done something of a similar fashion, CK was sure to point out how unfair that was and how uncomfortable it made him. Now, he was doing the same thing after we had a long conversation about avoiding putting each other in that exact situation. I gave him such a look. I think he picked up on it rather quickly and told them he wasn’t sure what we were doing yet. He told them he’d hit them up and try to go. They commented, “Yea… You’re not going to show up,” through a chuckle.
After that, we reached out to Hip to see how his day was going. The night before, he met a cute Aussie, and they were heading to the unofficial after-party at Work. CK and I were anxious to get the details on how the night went. He wasn’t far from us, so we stayed put while he made his way toward us. He greeted us with big hugs and began detailing his night. We were all feeling quite peckish, so we decided to grab a bite to eat a few blocks away. On the walk there, CK literally almost trampled an incognito 
Matthew Broderick, looking quite disheveled I might add. We sat outside Cowgirl and ordered food while we talked and took in the sights passing us by. We were right at the end of the parade route, so it was quite the sh*tshow. Apparently, the day was also full of celebrity sightings. While we ate, Hip noticed Colin Farrell walking up the street away from the parade. This of course spurred a whole new conversation about Colin’s sexuality and prowess.
It was a fun day, and I couldn’t have thought of a better way to end Pride Weekend than with my boys. It was the perfect cherry on top to a long weekend. We had a gay ol’ time joking, laughing and judging the sh*t out of the people who passed by. I drank my fill of people watching while I chased it down with fried chicken.
Overall, I had a good time at all the Pride events. Granted, the weekend stressed me out so much I probably should have been put on anti-anxiety medication, but I still had a good time. I opened me up to trying similar experiences down the road I wouldn’t have before the weekend. I was slowly coming out of my shell and finally beginning to bear some of that gay pride, and it was only going to grow from there.
The Calm Before the Storm
Posted by One Gay at a Time in Gay Dating on August 7, 2012
CK and I had a rocky night, but before we laid our heads on the pillows, we reconciled our differences. There’s no fight we couldn’t get over. We were truly in love.
The next morning, I woke up early to work out with CK in his rooftop gym. It was our first time up there, and we were finally going to workout together, or at least we both thought so. It turned out, we had different ideas of working out. While CK was on his cleanse, I too was trying to lose weight. That was only going to happen for me if I did cardio workouts. Lifting wasn’t going to help me shed any pounds, and that was the priority over bulking up. He wasn’t willing to join me for cardio, and I wasn’t willing to lift, so we worked out at the same time on opposite ends of the gym. When he finished, I was nearly done my three-mile run, sweating profusely from head to toe. I wanted to take off my shirt and use it as a sweat rag, but I wasn’t sure if that was P.C. in his gym, and there were others working out as well. When I finished, we rode the elevator back down to his place so we could shower and get ready for work.
As per usual, we showered together. This had become a regular thing for us. We rarely showered alone anymore. We weren’t always making out or having sex in there: It just seemed a better use of both our time to shower together. We were beginning to work out a system between us. Our routine was falling into place.
The one thing I slightly resented when sleeping over at his apartment was the lack of breakfast. It was getting expensive for me to continuously purchase breakfast every time I slept there. I made sure to provide him with the necessary items for breakfast, but we hadn’t seemed to get to that stage at CK’s apartment. I wasn’t going to make a stink about that. One thing at a time. I was happy he finally had all his boxes unpacked and a bed to be honest. Breakfast could be dealt with down the road.
We got ready and were out the door. We’d also managed to figure out we could commute together to work. Originally, he was walking to a different subway than I was, but after further investigation, I learned we could both catch the necessary subways from the same station, and it would be the same distance for CK. Every morning we walked together and said goodbye with a kiss on the platform. It was a simple routine, but I was already thoroughly enjoying our morning walk to work together.
That night, CK had to work late. I went home and went to free outdoor yoga on the pier in Hoboken with my roommate instead of CK. We were spending the night apart. He had to be at work early the following morning for a pitch. When I got home from yoga, I made dinner, watched TV and fell asleep in my bed alone after chatting with CK about his day.
I woke up early the next morning feeling lost. The man I loved wasn’t there. It was shocking how much of a difference it made having him in my bed. I didn’t sleep nearly as well as I did when he was present. It was like I was an infant all over again missing my mother’s heartbeat. I needed to feel him close to me to get a good night’s sleep. I forced myself to get out of bed and motivated myself for a nice morning run along the Hudson. I stopped to take pictures for Instagram of the city where I knew my boyfriend was still soundly sleeping.
I ran back home, finished getting ready and stopped by the allergist for my shot before heading to work. I was really committing to getting in shape and losing weight, so that afternoon, I took lunch at the gym. I wanted a six-pack again, and I wanted shoulders, arms and pecs I could be proud of again. When I finished, I was in a spectacular mood. I shot CK a text to remind him how much I love him. I was also horny from the endorphins running through my veins. I started to sext him, telling him all the things I wished I could do to him in the gym shower.
Warning: The following may be too graphic for some. That’s always been a fantasy of mine, however, I never had any desire to do it with complete strangers. In an ideal world, CK and I would go to the same gym. We’d walk in together, but not acknowledge each other while we were in the gym working out. When he was finished, he would head into to the lockers to shower. He’d strip down in front of me, not acknowledging my existence before strutting to the shower of his choice. I would follow just behind and slip into his shower stall and close the curtain behind me. We’d have sex under the hot water without causing too much commotion to attract attention from others. After finishing inside him, I would rinse off and leave the shower like nothing happened. He would finished washing up and recovering from our tryst while I got dressed and headed home like nothing happened to start making dinner. He would follow a few minutes behind, and the first time we would acknowledge each other would be at the door where I’d welcome him home from a hard day’s work at the office with a big kiss. We’d eat our dinner with big smiles knowing we have an epic sex-life. Some day…
So in shorter terms, I described this situation to him over text. When I first began, he thought I meant to text someone else. He must have thought I was cheating on him with someone at the gym. I assured him the texts were for him and reminded him how the conversation begane explaining that this was my fantasy. I also pointed out the irony of the situation and detailed how he was the one who sexted the wrong person, not me (just like the first day we started chatting and he wanted me to come over for sex).
That night, I had plans to see Porgy and Bess with my coworker, so I didn’t see him again. I think he felt a bit left out, but I’d been coworkers with this girl for over five years, and the two of us had never hung out outside work together. I also had to head to our Chelsea office to work early in the morning. I took the opportunity of being off the radar a bit to hit the gym again that afternoon, this time for a run on the treadmill. I began thinking about CK and I in the gym once again, but it would remain a fantasy.
When I finished work, I went to my volleyball game, came home to shower and made my way into the city to spend the night in CK’s bed. We’d spent a decent amount of time apart considering we’d been spending every waking minute together outside our workdays. I was thrilled to see him and even more ecstatic I was sleeping with him that night. After a late-night romp, we dozed off in each other’s arms. When we woke in the morning, we hit the gym once again. Alas, we worked out on opposites sides of the gym once again.
When we finished, we continued our routine of getting ready for work and were out the door. That night, after work, I ran home and grabbed my things for the weekend. We had a big weekend coming up, and I had to pack for many different options. It was EXTREMELY frustrating because I wasn’t sure what we’d be doing, I wasn’t going to be home again until Sunday at the earliest, and it was Pride Weekend. I asked CK for help on what to pack, and he was of no use. The fight was quickly escalating over the phone, and my frustration level was at its peak. I wasn’t used to going to gay events and circuit parties, and I was feeling a lot of pressure. This was a burden I’d been carrying around for weeks, and the moment of truth was arriving. This was going to be my first full Pride Weekend, and I had no idea what I was about to get myself into. I was scared sh*tless!…
Creating a Diversion
Posted by One Gay at a Time in Gay Dating on July 27, 2012
In this day and age, it’s nearly impossible to surprise someone. Everyone is far too connected through so much social media. It’s even more difficult to surprise someone you love because you spend so much time with them.
For the longest time, I’ve had two things on my life’s to-do list regarding surprises — To throw a surprise party and to have one thrown for me. Since I’ve shared this list with CK, he’s well aware of these two items. So, when he birthday arrived, he would have a heightened sensitivity regarding a surprise party. Over the years, I’ve learned to not celebrate my birthday because in the end, if you don’t celebrate it, you can’t be disappointed by the turnout. CK is a bit different. He loves a big party and certainly loves to be the center of attention ;). Nothing was going to stop him.
I knew from the start if I was going to pull off a surprise for CK’s birthday, I wasn’t able to do it alone. I needed to recruit help. Since one of his friends wasn’t particularly thrilled with me after The Prometheus Debacle of twenty ought twelve, I decided to hit up his other close friend for help. It was the day before his birthday which fell on a Friday. I quickly shot him a message on Facebook and told him my plan to surprise CK the following day. I had one big problem. I was swamped at work. We were in the middle of a pitch, and I knew his friend has much more time on his hands as he was recovering from surgery. I asked him to pick a place, set a time, and invite the friends who were still bitter about the movie tickets, as well as any others I didn’t know about. He was onboard.
When he suggested we go to this cute little Thai restaurant in CK’s neighborhood because they also served alcohol, I immediately knew what he was talking about. “That’s perfect!” I responded. I used to order from Q2 when I worked in that neighborhood, and CK and I ate there the day he moved into his new place. I was thrilled, and it would work out well because it was close. It was never easy getting CK moving and out the door. Proximity was prime.
We also decided to create a diversion. I told him to have everyone involved feed a story to CK. The friend I was planning with was going to tell him he would meet him up for a drink later in the night, but he had dinner plans already (which partially was true). The other friends were going to be going out of town to Connecticut until Sunday, but would make it up to him and take him out to dinner Sunday night.
I told him I would take care of CK. That night, I made plans with CK for the following day. I was going to be working down in our Chelsea office, which is relatively closer to his office. I asked him if we could grab lunch together since I was in the middle of a pitch, and I wasn’t sure what time I would be done work that evening. He was thrilled, particularly after no one hit him up to make plans for his birthday.
In the middle of the afternoon, I called CK to make sure we were still on for lunch. We agreed to meet in Chelsea Market (probably a huge mistake). I figured we could get food there and take it up on the Highline to eat it.
I went in one side of Chelsea Market, and he went in the other. Of course, we didn’t find each other in the middle. When I reached the far door without seeing him, I called him. And I called him. And I called him. The phone rang in my hand about one hundred times before he finally picked up the phone. I was getting extremely frustrated since I had limited time to eat with him, and that time was shrinking. But, I took a deep breath and remembered it was his birthday. I needed to keep cool.
We both grabbed some crab/lobster sandwiches and made our way outside to the Highline to find seats for our “picnic.” As we walked, he told me about his friends and how they had plans. He was asking them all to come out for the night, but found only disappointment. I apologized and told him I was still unaware what time I would be released from work (and sadly, that was the truth). In reality, we had plans/reservations for 9:00, and I was desperately hoping we would make that time. I could tell he was a little upset no one would be around for his birthday.
He was very skeptical and asked if I was up to something and planning something, but I denied it over and over. I told him how one friend would meet us for drinks around 10:00, and how he told me the other friends had to head out of town for the night. One last time, he questioned me, and I replied, “Babe, I tried to do something, but it’s not working out. I’m not even sure I can spend your birthday with you. What makes you think I can plan something with others? I’m really sorry! Can I take you out for dinner tonight? A quiet night with just the two of us?” He agreed, but I could tell he was a little upset. I told him I had the perfect restaurant, but I wanted to surprise him with that since I wasn’t able to surprise him with anything else. He looked like someone shot his puppy, but his demeanor also changed. It was almost as if, “Well, if they don’t want to spend my birthday with me, then f*ck them.”
He no longer suspected a thing. We finished our meal, and he walked me back to my office. I gave him a big kiss goodbye and told him I would keep him posted on what time I could get out of work. My diversion worked. I completely threw him off the scent, and we both went back to work.
As soon as I got back to my office, I called his friend. “He was suspicious, but I think I broke his spirits a bit, and now he doesn’t suspect a thing. He thinks it will be a quiet night out to dinner for just the two of us. He has no idea what’s coming…”
Southern Drawl
Posted by One Gay at a Time in Gay Dating on May 11, 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…
During my week off from work, I was laying in my bed on Grindr on my tablet. Much to my surprise, the southern guy from OKCupid I connected so well with over the phone popped up. Last I heard from him, he was seeing some guy. That was the reason he gave me for never following through to meet up with me. I wasn’t exactly thrilled with how it all went down. I left a really bad taste in my mouth. I really didn’t want to ever give him a chance, but I was constantly drawn to how well we hit it off when we talked on the phone.
I messaged him, “Well, look who it is!” He responded, and we began chatting a bit. He asked how I was and started getting a bit flirtatious. I told him I was well and pointed out his flirting would not work on me. He’d already turned me off by shooting me down. I detailed for him all the advances I made on him and pointed out how he never even took the time to meet me.
He pulled out the excuse that he wasn’t looking to meet someone else — It just happened. He kept trying to get pictures out of me. I told him I was not looking for sex, especially from him. I pointed out that if he wanted to grab a drink as friends, I would be down, but I wasn’t going to send him pix and do the whole Grindr flirting thing.
I’m not proud of this, but I had an internal conflict in my head. Part of me wanted to steal him away from the guy he was currently seeing. Another part of me wanted to make him fall for me and then dump him. I’m not that kind of vindictive guy, but I have to admit, the thought crossed my mind.
I decided then and there to form a game-plan. I was going to present myself as I am. I wasn’t going to try too hard or be someone I wasn’t, i.e. someone he wanted. I was just going to display my best self. If he happened to choose to go on a date with me, that was his choice, not mine. We exchanged pictures, none of which showed the goods. This is what really seemed to reel him in. He was certainly responding to visual stimuli. He really started getting chatty. I’d already learned he was still seeing someone, but he let it slip that it wasn’t the person he was going on the date with when he dropped me like a bad habit. I called him out for not calling me when things ended with the first guy. I put it all on him. I was running him through a guilt gauntlet. I made myself quite a prize for him to attain. Now, I had his attention. I wasn’t going to chase him. I set the bait, and he was going to chase me.
After more flirting and exchanging of pictures, we made plans to grab drinks after work Monday evening. We agreed upon Chelsea Manor, but when I arrived there, it was closed. He met me shortly thereafter, and we began to walk to find a bar to go to. I met him on the street with a very awkward handshake. He seemed very aloof. I had a feeling this was going to be an awful date!
We found a bar nearby, The Guilty Goose, and sat in the front window drinking a few rounds of beers. I quickly learned how homophobic he was. I’m a fan of guys who aren’t into the scene, but he was so far removed. It was alarming. He wouldn’t even walk through the “gay part” of Chelsea. I wasn’t asking him to go to a gay bar, but that was the neighborhood between his office and mine. There were plenty of places to go that weren’t gay bars.
We chatted over our beers and kinda hit it off once again. After three rounds, he asked if I was hungry, and we decided to grab dinner together. He knew of a good Thai place nearby, so we went there. We ordered a bottle of wine and our food. We didn’t need the bottle of wine. I could tell he was getting quite intoxicated. I was still pretty lucid, but I didn’t want to be drinking that much on a Monday night.
He started getting very flirtatious and sexual. At one point he removed his shoe and began massaging my crotch. I was wondering how the guy he was dating would feel about this. I wasn’t going to move things across the line, but if he did, I wasn’t going to stop him. Some other guy stole him away from me when I was trying to court him. It wouldn’t be my fault if he came to me while seeing someone else. I will say, I egged him on a little by unzipping my pants and offering a challenge to his dexterity. He wasn’t able to maneuver his foot into the opening. Then he tried using his hand, reaching far under the table. When I felt the waitress noticed the under the table horseplay, I got embarrassed and told him to put his shoe back on.
We paid our bill and made our way toward the PATH for me to go home. Apparently, he wasn’t done with me. “I’m really enjoying hanging out with you. Let’s grab another drink.” My goal for the first night was to set the bait, not to win him over. I was very cautious with him. He seemed like a wanderer. I didn’t want to take things too fast with him. He was going to have some decisions to make, and I didn’t want to force his hand with excitement. I wanted him to have the time to choose.
We plopped down at the bar at Jake’s Saloon and ordered a round. He placed his hand in my crotch and began groping me a little. I was getting drunk, so I upped the ante slightly. I put my hand down his pants and began groping him as well. He was making an attempt to do the same with me when I stopped him. He wasn’t very good at not being obvious. That’s when my mind began to develop a plan. I suggested we casually use the bathroom. I would go, and he would follow one minute behind. I wasn’t looking to have sex. I was simply thinking a little making out with some heavy petting.
I went into the bathroom stall, and he followed close behind. He began kissing me and unzipped my pants. He suggested “you show me yours, I’ll show you mine.” We both stood there with our manhood in our hands when he bent down and began licking the tip of mine. It was time to go. I did not want the bartender walking in on us. We put the boys away, zipped up and casually walked back to the bar.
We finished our beers and made our way for the door. I was saying goodbye to him outside the bar because we would be heading in separate directions. I brought up how he was seeing someone else, and I didn’t want to get involved with someone who was involved with someone else. Better judgment was kicking in. I was noticing how his wandering eye would be a problem. If he was willing to dump his current guy for a better model, who’s to say he wouldn’t do the same to me. I was proceeding very cautiously. He assured me things with the other guy were already on their way out. He’d had doubts before even meeting up with me. He wasn’t willing to really kiss me, and when I called him on it, his inhibitions dropped a bit. We kissed a lot. I told him he needs to shape up if he wanted to pursue anything with me. Outside all the sexual flirtations, we really did click. We shared a lot in common and the conversation was good. I wasn’t thrilled he was so southern, but I’m sure that would be something I could get over.
There was potential here, but like I said, I was proceeding with caution. He was far from perfect, but I did like him. This wasn’t simply a game of cat and mouse. This was the first time I truly played the game with purpose, but he was the end goal. Only time would tell if anything meaningful would blossom…
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Posted by One Gay at a Time in Gay Dating on April 30, 2012
With things gently crumbling between Chelsea and I, I decided to give Middle Eastern another chance. I enjoyed spending time with him, and he certainly was a nice kid. I wasn’t sure if I could see myself dating a guy still in college, but I figured it certainly couldn’t hurt to give it a shot.
Wednesday morning while I was on my run, I did a lot of thinking. I was trying to clear my head. I realized I wasn’t all that into Chelsea after all. There were a few things about him I liked, but there was nothing there that got me truly excited to see him again. I didn’t want to waste either of our time, so I decided it was best to tell him how I felt.
While at work Wednesday afternoon I thought about him a M.E. He was such a sweet guy, he was quite interested in me, he was smart… There were a lot of great qualities there. The big question — Is he mature enough for me. I’d never dated someone that much younger than me before. I wasn’t basing this on a number. I was basing it more on his personality.
The other side of the coin was how great he was in bed. I really enjoyed being with him the first time. I fantasized about he and I having sex in the locker room shower of my gym.
When I got home that evening, I told him to come over. He didn’t hesitate. He finished what he needed to do, and he made his way to Hoboken.
Warning: The following may be too graphic for some. When he arrived, we immediately went to my bedroom. He was hungry for sex. We quickly stripped each other until we were naked and enjoyed kissing, groping, sucking, etc. It was nice to be with a man who was so passionate once again. He loved to kiss and was good at it. I didn’t have a single complaint about him. After ample foreplay, we had sex. It appeared I created a bottom. He was all about it now, even begging for it this time. It was hot. I really like how masculine he was, but also how much he was willing to bottom for me. This was an unusual combination from my experience. [I actually had to walk away from the computer for a minute because I was thinking about the fun we had and getting a bit too excited while writing this].
Afterwards, I went into the bathroom to relieve myself. I came back to my bedroom to find M.E. on his phone. He was doing a lot of typing. I encouraged him to come to the living room with me to watch TV and be somewhat social with my roommates, but he told me he’d be out in a minute. He had a few messages he needed to reply to.
Since I last saw him, he sprained his ankle. I’d been giving him some advice, having sprained both mine multiple times and being related to a physical therapist and someone who teaches athletic training. As a result of this sprain, he wasn’t able to go on his planned spring break. He told me he was working out the logistics of rescheduling the trip for another time.
I left the room and went to the living room. I’m not 100% sure why this idea popped in my head, but I wondered if he might be on Grindr. I had my phone and tablet with me, so I pulled up the app and checked it out. He didn’t show up on either. Maybe he wasn’t on there, but my suspicions weren’t fully satisfied. When about ten minutes passed, I went back to the room to see if he was coming. He put some of my clothes on and joined me. We watched another episode of Modern Family together.
While he watched, he sat behind me in the chair, and I laid between his legs watching the show. We both laughed a lot. By the time the show was over, it was late. I suggested we go to bed, and he agreed. I asked him what he’d told his roommates about where he was going. He told them he was heading home for the night.
While he was brushing his teeth, he left his phone on my night stand. My mind shot back to the chance I had to look at N‘s phone the night I witnessed him kissing another man in front of me. Boston convinced me it was a bad idea. I wasn’t going to make that mistake again. I had no problem if he was using Grindr. We were not exclusive. I was seeing other people. I just found it incredibly offensive if he was cruising Grindr from the comfort of my apartment. That was not okay in my book. I needed to know. I turned his iPhone on, and sure enough, at the top of the screen was an icon for Grindr showing he had 23 messages. I placed the phone back down on the night stand and processed what I just learned. Not only did he have messages, but he blocked me on both my accounts so I couldn’t see that he was cruising Grindr.
It was that exact moment I decided M.E. and I wouldn’t date after all. It was fine if we spent time together and enjoyed having sex, but I wasn’t going to date him long-term. I couldn’t trust him. I wasn’t mad he may be seeing other guys or even having sex with them. I was mad he was attempting to line up other guys from my bedroom. I decided not to say anything right then and there. It would simply form my future behavior.
He came back to the bedroom, and we both climbed into bed. I wrapped my arms around him and he climbed into the natural crevice I created as big spoon until we dozed off.
When we woke in the morning, we fooled around a bit. I had to go to work, but I made sure to set an extra early alarm to allow for a little fun in the bed followed by a shower with each other. It was sexy and a nice way to start my day.
We left together, and he gave me a ride to the PATH. Since he told me last time he wished I kissed him when he dropped me off, I decided to oblige that request. I gave him a nice smooch before heading into the city to start my workday. I liked M.E., but not enough to make him my boyfriend — Not after what I learned. But, it would be nice to have someone around regularly to share affection and pleasure with on occasion. Maybe this was the start of a beautiful friendship…
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Posted by One Gay at a Time in Gay Dating on April 27, 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…
After our date on Monday, I wasn’t sure when I’d see Chelsea again. Things were moving forward at a nice pace, but I still wasn’t diving in like I normally do. What was holding me back? Was I finally going about things the right way? Was I not fully interested in him?
That Tuesday was his last day in his current role at his job. He went out celebrating with coworkers, and when they were nearing the end of their evening of drinks and fun, he texted to ask if he could come by. Two days in a row. I certainly didn’t have a problem with that. He obviously wanted to see me, and I was very happy about that. One of his coworkers lives across the street from me, and they were able to share a car. I told him I’d be thrilled if he came over.
When he arrived, I could tell he was quite tipsy. It was cute how he couldn’t hold his liquor. Alcohol gets him quite lubricated. He was very flirtatious once again, as he was at the end of our first date. Everyone was buying him drinks since he was no longer be working out of that office. His new territory was Massachusetts, Connecticut, New Hampshire, etc.
We started with some kissing when he walked in the door. I took his hand and led him to my bedroom. He was wearing a full suit, so I found him some more comfortable clothes. In the middle of changing, we began to fool around. It was fun. He was a good kisser, and we were making out all over my bed. I liked having someone of the same size to hold, kiss and roll around with. This time around, he certainly wasn’t shy about being in just his briefs. We had a lot of fun with each other and still no sex. And, I was fine with this. I knew things would progress slowly, and I was quite happy about that. ( I was missing sex a little).
He was a sweet guy, but that night was a little different. I saw a side of him I hadn’t only caught a glimpse of. A lot of his drama started pouring out, and I realized he had just been trying to keep it all down in an attempt to not scare me off. Now, I was getting to see the real Chelsea. I went to bed with a different picture in my head. Was this what was holding me back? Did I think maybe he was a bit too gay for me?
We watched TV and ate some dinner. a lot of the little things I ignored previously were bothering me that night. We went to bed at a reasonable hour. After sleeping together twice and it not ending well, I made a suggestion at the risk of sounding cold. I told him there was no need for us to snuggle while we slept. I tried to be honest and realistic about it. I said, “We can cuddle and snuggle, and when we’re ready to fall asleep, we can curl up on opposite sides of the bed. That way you will get a good night’s rest.” I also took this as the opportunity to tell him I wanted to go for a run the following morning. I was finally getting into a workout groove, and I didn’t want to throw it off. I could sneak out while he was still sleeping, and when I returned we could get ready to head into the city together. With that, we both went to sleep on opposite sides of my California King bed.
I woke in the morning and quietly snuck out to pound the pavement. I had a good run. I needed to clear my head, and the run was just the ticket. When I returned, I hopped in the shower. When I came out of the shower, I gently woke Chelsea. Normally, I would have slipped back into bed with him to cuddle, but I wasn’t feeling it. It was then I realized I wasn’t particularly sexually attracted to him. He was very shy about his body, and while I enjoyed the slower timeline and waiting, a part of me knew it was an important part of the relationship I couldn’t ignore. I’d sacrificed that in the past too many times. I wouldn’t make that mistake again.
I continued to get ready. I was pretty quiet, but then again, I usually am after I work out. I’m also not a morning person to begin with. I either get quiet or I become combative, as my mother learned many a time riding home from swim practice in high school. There was little talk and discussion as we got ready for work/for him to head back home. When we emerged from my room, I found a mess left by my roommate. I detailed to him why I was so annoyed and how this was a common occurrence.
The walk to the PATH wasn’t exactly full of chatter either. I struggled to think about things to talk about. I fixated on his new job and asking the questions about how he was going to handle it. Subconsciously, I was noticing all the things in the back of my head I’d brushed aside once again. Now, my cons list was growing.
When we got to his stop, I gave him a quick peck on the lips. I could tell it made him uncomfortable, but I was trying to force myself to stop being ashamed of being gay. If he were a woman, I’d have had no problem kissing her to say goodbye on the PATH. Why should I censor myself just because he was a man?
Later that day, I received a text from him asking me if everything was okay, or was it my roommate. I blamed my quietness on being annoyed with my roommate, but in reality, I was no longer looking at him as a prospect.
That weekend, I went shopping with my friend, P. While at the Woodbury Common Outlets, I got a text from Chelsea asking, “Will I see you at the end of the week?” I didn’t want to drag this out. I decided in my mind I was no longer interested. It was going to be tough to convince myself otherwise. I replied, “[Chelsea], I don’t want to lead you on or anything, but I’ve been giving it some thought. I just don’t know if we’re a strong match. You’re a really nice guy, I just don’t know you’re the guy for me. I want someone who is going to be around more… That’s important to me. Hope you understand.” Immediately, he responded, “Yup. I feel the same way :). Anyways, all good here. Please do me a favor and put me in touch with your friend about subletting my apartment, and I’ll see you sometimes in the city :).” I don’t know if that was his way of protecting himself emotionally or if it is how he truly felt. Either way, it was a clean break. All was good, and we could still be friends if we ran into each other in the future.
Chelsea Lately
Posted by One Gay at a Time in Gay Dating on April 27, 2012
Since we saw each other over the weekend, I had tentative plans to see Chelsea again on Monday after work.
I texted him during the day to figure out somewhat of a game plan. When I finished work, I walked to his apartment in Chelsea. He buzzed me in, and greeted me at his apartment door with a kiss. I got caught up on his day a lil’ while we sprawled on the couch a bit. He was in a good mood and was very talkative. After we lounged a bit, we started talking about what we wanted to do for the evening. Between the two of us, we couldn’t really come up with a game plan other than to find drinks and food somewhere.
He finally suggested Sushi Samba. I had never been, but I had their food before. It was amazing. I knew it was a little pricey, but I wasn’t really under a budget these days. As long as he was cool with it, I was game. We walked through the West Village, my favorite neighborhood in the city. We talked as we walked and had great conversation.
We sat at a table on the upper terrace of Sushi Samba since it was an unseasonably nice day, so we decided to order summery, fruity drinks. I ordered a melon drink and he ordered something with passion fruit. Both drinks were excellent, but ironically we enjoyed the other’s drink far more. For the next round we ordered the same, but swapped. We also decided to order a few small appetizers. Everything was great, and I was having a really nice time with Chelsea. We were both relaxed and enjoying the night. It just felt easy. Nothing was forced. I was liking him more and more. He was masculine enough. He was tall, good-looking, a sweetheart… There was little I could find to complain about.
On top of all this, he insisted on picking up the tab when it arrived. No matter how much I protested, he wouldn’t let me split the bill. Finally, I gave up. I was a bit shocked as well, because the tab came to $130 for drinks and apps. We hadn’t even gone to dinner yet — That was next.
One of his friends worked at a Brazilian restaurant nearby, Berimbau, and after trying to get ahold of him, he finally got the address. We made our way three blocks to the restaurant and were seated at a cute, romantic table for two. We decided what to order and both enjoyed our meals. The conversation continued to flow while we ate and even a little under the table leg stroking occurred. I was happy. This guy was turning out to be quite a catch.
While I was rubbing his knee, we started talking about PDA, and I came to learn he wasn’t very big on it. I find myself being a bit shy with PDA as well, but if the right guy gets me out of my shell, I go with it. I’m still building up that comfort level. He, however, did tell me he certainly had no problem with the leg rubbing. He was rather enjoying that, and so was I.
We shared dessert, and I insisted on paying the tab. He didn’t put up a fight.
We walked back to his place. It was a really nice night, and we enjoyed ourselves. Everything felt easy and casual. I liked that a lot. Things were going well, but for some reason, something was still holding me back.
I was pretty tired by the time we arrived back at his place. We hopped into bed and fooled around for a bit. I still had no idea if he was a top or bottom. I wasn’t looking for sex, but I was curious if I could find out the answer. I began to slowly inch my finger toward his bottom until I was “knocking at the door,” but he rather quickly jerked my hand away and stated, “I’m going to have to mentally prepare before that’s going to happen.” I laughed, and we both shrugged it off. That told me he didn’t normally bottom, but he wouldn’t be opposed to it after we got a little more comfortable. After another bit of time, we snuggled up and dozed off.
Once again, we both slept poorly. I was up every five minutes throughout the night. I woke up exhausted. To make matters worse, it was incredibly gloomy and rainy, and he didn’t have to go to work. I did. He sprawled out on the couch in his briefs. He certainly didn’t have a problem stripping down in front of me anymore. He sat there visually teasing me while I got dressed. I came over and joined him on the couch for the little time I had left before I needed to make my way to work. I needed to get a little before I left. The teasing was a little too much for me. I stood, gave him a kiss, gave his package a gentle little squeeze and made my way across town.
Follow @onegayatatimeChelsea Comes to Hoboken
Posted by One Gay at a Time in Gay Dating on April 25, 2012
My Friday off was certainly an eventful one. I spent the better portion of the afternoon planning and participating in my first real threesome. I was already starting to judge myself and question all my recent behavior. A large part of me knew this was not who I was. I was completely acting out, but another part of me realized these were my gay “formidable years.” I never hooked up with guys in college while all my male friends were taking girls home from the bar. This was my wild time. Basically, I was giving myself license to have emotionless sex for sport.
That being said, I was still searching for the guy who would get me off Grindr and be the reason to settle down. I’d already gone on one good date with Chelsea. He asked what my plans were for the evening. I told him I had none since I had the day off, and he asked if we could do something together. I didn’t feel like doing anything crazy or going out, so I requested a lazy night in and suggested he come to my place. “Cuddle night?” he replied. “Definitely,” I said.
I still felt a little disgusted with myself for my afternoon behavior, but I also hoped maybe he could help distract me. He would certainly be something to get my mind off it. I took all my sheets off my bed and threw them in the washing machine. I hopped in the shower once again. I needed a cleanse.
I texted him back and told him I would make us dinner, and we could watch a movie. He agreed that sounded like a great idea, but he told me he’d already eaten. I made myself something quick before he came over.
“Do I have to come back to NYC late by myself?” he added. I told him he could certainly spend the night. In fact, I would very much enjoy that. He tried to convince me to come into the city, but I wasn’t about to budge. I’d already done one date in his neighborhood. I didn’t want to go into the city that evening since I wasn’t already there for work. He painted a better picture of what I was asking him to do: “Mind you, I don’t even go see my friends in Brooklyn. So this better be scoring me some hefty points! Haha! LMAO. You can ask my friends how much of a NYC snob I am. I’m like who? What? Why? Do I need a passport? And does Jet Blue fly there?” I quickly responded, “This isn’t my first rodeo. You’re not the first guy I’ve stolen out of the city.” Every guy I’ve convinced to come over to Hoboken has fallen in love with it and become an advocate. I am slowly introducing the NYC gay community to the great city of Hoboken one gay at a time :).
He agreed to stay over, as long as we agreed to behave. I told him I had no problem with that, and I appreciated him wanting to take things slow. I was very surprised by this, considering we met on Grindr, and I learned he’d done the hookup thing more than a handful of times.
When he arrived, I got him some comfortable clothes to wear, and we settled in on the couch with a few refreshments. We went through the guide trying to find a movie to watch. Finally, we settled on Drive, with Ryan Gosling. We laid on the couch with him in my arms the entire film. It was nice to snuggle with a man. It was very romantic. We both thoroughly enjoyed the movie, and when it was over, it was decently late. We decided to head to bed.
I found it adorable he didn’t take his shorts and shirt off when we went to bed. I don’t exactly sleep naked, but I have a hard time sleeping with clothes on. I find them restricting. I stripped down to my boxer briefs and encouraged (playfully removed the shorts I lent him) him to get comfortable before spooning with him a little. He warned me about getting too fresh, but I told him to relax. “I’m just trying to cuddle, not rape you. Stop fussing,” I jokingly stated. He did relax, and we got into a comfortable spooning position before finally dozing off for the night.
That night, neither of us slept very well. He was a thrasher and constantly woke up. I didn’t mind too much because I didn’t have anything to do the next day but lounge around. It was nice change to be sharing my bed with such a sweet guy. This had potential, and we certainly weren’t rushing things…
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Posted by One Gay at a Time in Gay News on March 9, 2012
A recent article in the local morning paper has me a little worried and a little scared. Suddenly I’m reevaluating some life choices… See for yourself…
I need to be more careful. You never know who you are inviting into your home. Ugh, I can be stupid sometimes. I promise to be back on schedule come Monday (with some extra posts).
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At 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 
Superman Returns
Posted by One Gay at a Time in Gay Dating on May 30, 2012
Sunday, I made plans with my Superman — My Clark Kent. I was very excited and could hardly wait.
I texted him and invited him to come over to Hoboken. We would take the motorcycle out for a ride before the movie. I ran a lot of errands that morning in anticipation of his arrival later in the afternoon. As the day progressed, the weather looked like it would cooperate less and less. The sky was covered with clouds and the wind picked up significantly. It looked like it would rain any minute.
I texted CK and suggested we hold off on the ride, and I just come into the city to see the movie. It would make things less complicated, and it would give him something to look forward to in the future.
He agreed with the new plan. I met him at his apartment with plenty of time to catch the movie. He suggested we hit up the rooftop since I didn’t get to see it the first time I was there. How could I say no to that? When I got to his apartment, we went directly up to the roof. We spent time checking out the sights, cuddling and taking pictures like we’ve been a couple for a year already. I was crushing hard!
We sat and talked, and he suggested we catch a later showing so we could relax and not have to rush to the theater. I wasn’t going to object to anything at this point. I was so happy. I was just going to go with the flow.
We finally made our way to the theater. He insisted on buying my ticket. I protested since there was no reason I couldn’t pay for myself, but he continued to insist. He wanted this to be his treat. I relented, but was sure to pick up the tab for the pretzel bites and soda.
We made our way into the theater and got great seats. Almost immediately, the PDA began between us. It wasn’t gag yourself PDA. We were simply holding hands or caressing each other’s arms. It was my kind of PDA. I was quite enjoying myself!
We held hands while we walked and at times put our arms around each other. I could hear a lot of people making comments, and some even began to shout or hoot and holler at us. A few of the comments were jeers and a few were shouts of support. This was not something I was used to, but it was something I would have to learn to shrug off. I’d walked through the city being affectionate with other guys before, but it never gathered this type of reaction. At one point, CK acknowledged the comments, asking, “Are they still honking at us?” I told him I thought so, and we kept walking. Frankly, I was a little surprised by it all. We were in midtown west — Smack dab between Chelsea and HK, two of the gayest neighborhoods in NYC. I had a feeling a lot of the commenters were out-of-towners, and many of them were young guys.
When we got away from the crowds, he commented how he liked how I was into the hand holding. “Not all guys are into it. I’m glad you like it,” he added. I told him I liked little signs of affection, but I wasn’t into the far more obvious public displays. I told him I’m not much for making out in public.
He also mentioned the idea that had we planned better, I could have brought clothes to wear to work the next day and spent the night, however, he was happy we weren’t taking things for granted. He was happy with the pace of things, even though he wouldn’t have been opposed to sharing his bed with me.
We laid on one of the outdoor couches together and got comfortable while we ate our ice cream. We talked for a while before we ended up making out. Things stepped up to the next level when he undid my belt and began orally pleasuring me with one eye on the door. It was risky but I wasn’t fully exposed. I liked his passion and excitement. I’d finally met my match in terms of a decent, normal guy with a healthy sexual appetite.
After some time, he asked, “You wanna continue this downstairs in my apartment?” I told him I was totally game, and we descended the stairs.
Warning: The following may be too graphic for some. It wasn’t long before we were both naked in his bed. There was significant foreplay before he asked if I wanted to penetrate him. I was completely engulfed in our passionate romp and nodded my head in definitive agreement. “Yes! Like no other!” I added.
Then, I’m not sure how things switched so quickly, but as I was grinding on his backside, and stopped to put on a condom, he turned to me and said, “Can I f*ck you?” A long time ago, I made a rule for myself I would not bottom for a guy unless we were in a relationship. It wasn’t something I really enjoyed, so only special guys would receive the privilege. I had very strong feelings for him. I wanted to share something special with him already. I could hear A’s voice in my head telling me no sex until the third date, but that voice in my head was no comparison to the passion of my other head. After all that thinking, I said, “Yes.”
Like that, he started making out with me, and he had me on my back. While we were making out, I set the open condom down on the bed. He was already putting it on. I thought he was going to top me after I topped him. I didn’t realize I was giving up my position first. I was a little disappointed, but I let it happen anyway.
This time was much easier. He slid in with no problem, and began gyrating. It’d been some time since my prostate was stimulated like that, so part of it was discomfort and part was unexplainable pleasure. I never finish from bottoming, but I always have a full-body experience. I rarely can walk afterwards — Not because I’m so sore but more so because my legs go limp.
He continued until he was close, pulled out, ripped off the condom and shot all over my chest. It was very hot to watch him explode with gratification. He expressed how great everything felt, and we both laid there incapacitated. He told me how awesome he thought it was that I would flip so readily and let him top me. I told him I thought it was the best way for any healthy relationship. Both partners get to experience it all. Even though I didn’t always enjoy bottoming, I found it to be the ideal situation.
We cuddled for hours after that. We even dozed off for a period. When I woke, it was two am. I checked the schedule for the next PATH and made sure I was on it at 2:30. I said goodbye to him with a very passionate kiss, and we talked about when we’d get to see each other next. It was clear I couldn’t get enough of him. Now, the question was, did he feel the same way about me?
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