Posts Tagged Connecticut

Creating a Diversion

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…”

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Hoboken Seconds

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.

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Chelsea Early

Saturday morning I woke up at a decent hour. It wasn’t easy sleeping with Chelsea. He thrashed constantly.

We quietly chatted for a few minutes lying face-to-face before I told him to go back to sleep while I made breakfast. I whipped up some of my famous homemade pork and apple sausage, scrambled eggs and sliced up an avocado. I brewed him coffee and went back into my room to rouse him. I slowly slid into bed and nuzzled with him to gently wake him. He was really cute, and I enjoyed doting on him a little.

When I finally woke him, we embraced and flirted a bit. I was feeling a bit randy and naughty, and I was trying to get a little frisky with him — Nothing serious… just a little heavy petting. He was quietly protesting, but he was enjoying it. When I finally managed to sneak his briefs down to his knees, he gave in. It was better than I expected. We had a little fun, but again, nothing serious — Just a lot of groping. I didn’t want to make him uncomfortable. After a bit, I made my way to the kitchen, and he joined me. He was very grateful for the breakfast spread and raved about how good it was.

After we finished eating, we moved to the couch to relax in front of the TV. My female roommate woke up and came into the living room. I introduced her to Chelsea, and they hit it off immediately. We had our laptops out, and we were playing on Facebook. My roommate was telling him all about her dating life, and Chelsea was trying to think of guys he could set her up with. I became a non-participant observer at this point while the two of them had girl talk. She apologized for monopolizing our time, but I didn’t really mind. It was nice to see him interacting with her. I always put prospective men through a litmus test. They must meet my friends and get along with them before I will fully accept them.

The time came for him to head back into the city. He needed to do a bunch of things before he started his new position in Connecticut. He was also looking to find a sublet for his apartment while he was traveling for work Monday through Thursday. I told him I’d talk to my friends about renting it out, but I wasn’t thrilled he was about to start a job that would have him traveling far away. This would most likely mean I wouldn’t see very much of him. He would only be around on the weekends. If I went away for the weekend, I wouldn’t see him for a long time. It was a tough obstacle I could see in the near future.

When he got back to the city, he texted me about his conversation with his friend. He was talking about where he was the previous night, and the friend asked him how we met. He was embarrassed we met on Grindr and lied. I texted him back telling him he need not lie in the future. He should simply tell people we met through a mutual friend. He also realized he forgot his toothbrush. We made plans to go out again on Tuesday, and I told him I could either bring it to him, or he could leave it at my apartment until the next time he spent the night. I was being slightly presumptuous, but he decided to leave it at my place.

That night, I went to one of my best friend (and avid blog reader), J’s surprise birthday parties hosted by his fiancée (another avid blog reader). It was still March and still cold outside, but there was no way I was taking the train out to where he lived. Every time I took the train there, I ended up sitting at the train station for roughly and hour or so, and then spent over an hour on the moving train. He lived a 40 minute drive away, so I decided if I bundled up, I could brave the cold and ride the motorcycle out there. Boy was I way off.

I froze my a$$ off. I was incredibly cold the entire ride. I couldn’t wait for it to be over, but my friend, J is well worth it. I also got to hang out with one of my other college teammates who just moved back from California. I hadn’t seen him since I went out there for a trip with friends and met up with him for an afternoon.

J was so surprised to see both myself and our other teammate. He didn’t even know he came back from CA. I was thrilled to see him so happy and glad I made it out there to witness it. When everyone was packing up to head home or off to the bowling alley for some more fun, I decided to split. It was already nearly midnight, and it was only getting colder. I said goodbye and sped off for home trying to avoid hypothermia in the process.

When I got home, my roommate and I chatted about how much she loved Chelsea. She thought he was a good fit for me and thought he was a really great guy. It was nice to hear her glowing review. I had nothing but positive reviews as well, but only time would tell if this was meant for the long haul.

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My Life Got Flipped, Turned Upside Down

Once again, today is another double post to make up for lost time. If you are just visiting for the first time today, scroll down to the previous story to keep up with the timeline. Enjoy!

 

Connecticut Cutie wasn’t the only guy I’d been after for quite some time. There was a man I met on ManHunt I’d been trying to lock down for a date for some time.

The night following my date with C.C., Wed, I got home from work and felt extra motivated by the mild weather. I went for a run, and I had an amazing workout. It’d been a while since I ran, and I ran hard and far. I was feeling good. Mood was good. Body was improving slowly but surely. Things were going well. Following my run, I was texting this guy. He’d sent me a text telling me to call him earlier that day, but I was working and never got a chance.

Interestingly enough, he was just getting home from work, so he started texting back. Then he picked up the phone and called. We chatted for quite a bit. I learned how close he lived to me. I was enjoying our conversation. I learned all about what he does for a living and he learned about my job.

When I told him about my upcoming work trip, he told me about his recent vacation to Paris. I was uber jealous because that is somewhere I’ve always wanted to travel. He went alone and stayed a week. he loved every minute of it. He also started telling me a tip to get better service on the plane. If you buy the flight attendants a box of chocolates, you have a good chance of being upgraded. This wasn’t the first time hearing this.

We were chatting about flight attendants when I mentioned knowing a few. My mind immediately went to the flight attendant who cooked me dinner and whom I shared a great night with. He lived a few blocks away from this guy as well. I mentioned him, but I was drawing a blank on the name. That’s when this guy blurted it out. “You know him?” I asked.

“Well, I know his husband,” he responded.

His what!!!?? He has a husband. “Well, not husband husband,” he added before I could say anything. “How do you know him?” he asked. I told him we were acquaintances. There was an awkward pause. I could tell he was a bit suspicious. I tried to change the subject immediately, but he continued on about him. “He just had lipo actually. He went to Brazil to his family friend to get it done,” he added. I knew he had the friend and was getting Botox from him, but had no idea he’d go as far as getting lipo. Someone had more money than they knew what to do with. He did come from a very wealthy upbringing after all.

I was still in shock. I just got my confirmation I was the “other man” that night. It all made complete sense with all the sneaking around, the guest room, etc. I wasn’t oblivious to what was going on, but it was still shocking nonetheless to get a confirmation.

Finally, we changed the subject. We started talking about his dog. He loves his dog very much and dotes on him a lot. It’s very cute. I like a man who can show a lot of love. It’s a very admirable quality I seek out.

I really liked this guy. He seemed very mature, level-headed, sweet, relaxed, etc. What’s not to like? We agreed to try to grab lunch that Saturday, and we hung up the phone.

I no sooner put the phone down before I was all over Facebook scouring the pilot’s page to see if he indeed was married. I immediately noticed a ring on his hand (however, I’m oblivious and had to google which hand a wedding ring goes on — It was on the wrong hand). I noticed it in more pix. I saw all his pictures on cruises with both sets of parents. Even if they weren’t married, things were serious. I felt so dirty. I liked him so much. I thought he was such a sweet guy. This completely changed my perception of him. Now, I just thought he was a creep. It would have been one thing if he just wanted me to come over for sex. It was a whole other thing that he romanced me so much beforehand. I realized I had sex with a married man, for all intents and purposes.

I felt guilty, but I couldn’t take the blame. I had no idea what was going on. I decided to put it from my mind and not think about it anymore. It was in the past, and there was nothing I could do to change it.

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Late Night Rendezvous

I nailed down plans to meet Connecticut Cutie after work that Tuesday night. He told me he’d be in my neighborhood, so it would work out well.

He ended up running late from dinner with friends, so I stayed in the office and did a little blogging until he was ready. When I go the call that he was on the corner, I went down to meet him.

My favorite date spot in the city lately has been The Breslin, so I suggested we go there. It’s a short walk from my office, and we had great flirtatious conversation on the walk there. He joked about going to a psychologist for mother issues, and I made more than a few Oedipal comments in jest. I told him I don’t go to a therapist nor need one because I have free therapy sessions all the time. I use my friends for that service. I’m sure they all just love to hear all about my problems and issues, but hell. What are friends for?

We also talked about our days at work. I had a very easy day involving a lot of personal work with just a little professional work.

When we got to The Breslin, it was very crowded. I couldn’t believe how many people were there on a Tuesday night. We had a hard time finding a seat, so he ordered drinks at the bar while I tried to hold some ground in the corner. I was standing next to some of the most obnoxious men I’d ever met. You could tell they were a real “boys’ club” type, making lewd comments. I knew it was only a matter of time before I heard the f@ggot term thrown out. I decided to move away from the group before they p*ssed me off more.

I ordered my usual dark and stormy, and he followed my lead. He’d never had it before, and I told him it was a good winter drink. He tasted it, and was happy with his selection.

FInally a table opened up, so we jumped on it. Space was limited, so we sat with our legs intertwined. This was good body language once again and made it easy for a little leg touching. Our conversation was going very well. We were both telling stories and laughing a lot. I told him about how much I get into Halloween and started showing him pictures from Facebook. He was shocked because he never got into the holiday. It was always something haphazard and last-minute for him.

Throughout the course of the night, there was a lot of leg touching. It was nice because we could flirt in this way without making a spectacle of ourselves. The only people who had a view of this were the bartenders, and I didn’t care if they noticed. It was mutual. As much as I was rubbing his legs, he was rubbing mine.

When he needed to use the facilities, I told him how to get there. I joked about the long journey he’d have to make through the basement of the hotel. He looked at me like I was insane. I equated it to backlot Disney. When he returned, he detailed his journey through the underground labyrinth he encountered. He detailed the myriad of characters he passed on his journey and joked about how strenuous it was. I liked his sense of humor. It was all something I would say. We were meshing well.

However, I was still having a hard time getting past the flamboyance. I had a feeling he was holding back some as well. I liked the guy quite a bit, but I also wanted a real man, not a man who acted in a feminine manner. The distance thing was still in the back of my mind. The vetting process was far from over. I’d have to continue to see where things went and evaluate if it was worth the extra effort.

I hadn’t eaten any dinner, so I ordered some fries from the bar. We joked about working out and my being fat as of late. I know I’m far from fat, but there is a certain level that is fat for me. I don’t like it, and it makes me want to eat better and work out more.

After three dark and stormies, when I brought it to his attention, he realized he needed to make his way to the train. If he missed it, he’d have to wait another hour for the next. I told him I’d walk him half way — Basically back to my office. He needed to stop at the bank along the way, but we also really needed to hustle. When we got to my office, I told him I’d walk him one more avenue before heading home. When we got to Fifth Avenue, we embraced on the corner. We started kissing, and this quickly turned into a bit of a makeout session. He was a great kisser, so I didn’t mind one bit. I was starting to worry he’d miss his train. We’d already joked about how his parents extended his curfew for the evening. I knew they’d be royally p*ssed if he made them pick him up at midnight.

It was comical as we both acknowledged the other’s hardon as we pulled back. We were both really enjoying each other’s company. I said goodbye, and he sped off to Grand Central Station.

I made my way home, and made it a point to text him and tell him how much I enjoyed myself that evening. I learned he did in fact make the train and would get home at a decent hour. He responded, and I could tell he was really into me. I needed to make a decision fast, or I would risk really hurting him. But, I still wasn’t sure. I had a lot to think about. I would be traveling to Chicago for work, so this would allow me time apart and time to think about what I really want.

We talked about possibly getting together over the weekend, possibly in Hoboken. I knew once that happened, things were going to escalate fast. I already knew he had a great body from his revealing pictures on a4a. I knew he had a healthy sex drive, so that wouldn’t be an issue. I just needed to decide if the flamboyance thing was something I could get over — Something I could either look past or fully embrace. It wasn’t my style, but after all, I was constantly expanding my horizons…

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Let’s Do Lunch

A few days after my date with Connecticut Cutie, we made plans to grab lunch.

Apparently, he had a very laxed work schedule, and he was able to come down to my neighborhood to meet me for a bite. It was nice to have a lunch date. Most days, I eat my lunch at my desk so I can go to the gym in the afternoon. It’d been some time since my last lunch date was well.

I rearranged my day so I could make this happen. I did not want to cancel on him last minute. Of course right when I was getting ready to walk out the door, people started coming to me with work. I told them I had a meeting to run to, and I snuck out of the office.

He had chosen to meet me at Cafe Rustico. It’s a small pizza place around the corner. Since I was a little late, he went to scope the place out.

When I met him on the corner by my office, he told me he wasn’t thrilled with it and asked if I knew of any good places in the neighborhood we could go. I picked a spot, Lena, and ran it by him. He was fine with it, so we decided on that. We ordered our food, and I picked up the tab. We found a small table to eat and chat. He told me more about his getting locked in the bathroom on the train going home after leaving me from our last date. He was quite a goofball. I loved it.

This time, we spent a lot of time talking about my roommates and his. Mine being my current lot, and his being his parents. Both had their positives, but they also had some big negatives as well. We also talked about our coworkers and bosses and our different situations at work. It was nice learning about his job. Last we spoke, it was left a little vague. However, overall, I think I monopolized most of the conversation.

I was enjoying spending time with him. I wasn’t completely sold on him yet. Only time would tell. But, he was certainly a nice guy and was winning me over slowly. My main hesitation was that maybe he was a little “too gay” for me. I wondered if he’d get along with my friends. My other hesitation was that he was living in Connecticut. How often were we going to be able to see each other?

We talked about what each of us had planned for the weekend. I had nothing special going on, and he was helping his dad remodel their bathroom at home. He joked about his “manly DIY project.”

After we each finished, we made our way to the door. I had to get back to work, and he needed to visit one of his stores and check on the merchandising.

We stood outside the restaurant to say our goodbyes. We exchanged a very nice hug, and then he went in for the big kiss. We pulled back, and he went in again for another, like he just couldn’t get enough. He was a good kisser. I liked it. It was a good sign for him.

I was slightly uncomfortable knowing any one of my coworkers could walk by at any second, but another part of me just didn’t care. Let them see. I’m not hiding anymore. I’m not going to walk around the office broadcasting my sexuality, but I also am not going to hide it.

I walked in the other direction with a smile from ear to ear. It’d been a while since a man kissed me like that. Lately, I’d been the one to initiate. Smiles was never particularly affectionate either.

I was heading to Chicago again for work, and I wanted to see him again before I left. When I got back to my desk, I texted him to thank him for meeting me and told him we’d get together again soon…

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Connecticut Cutie

Since I’ve been slacking, I’m going to make it up to you this week. Hope you don’t have a busy week, because you’ve got a lot of content coming your way!

For as long as I can remember, I was trying to nail down a date with a specific guy I met on adam4adam.com. He had the cutest smile that could light up a room (in case you haven’t noticed — and I’m just coming to this realization — I’m a sucker for smiles). He messaged a few times on a4a, but nothing ever materialized.

Months passed, but I could never seem to get him to meet me. He’d show a lot of interest, and then he’d disappear for a bit. Like the ocean, it was a constant ebb and flow with him. Finally, I just flat out gave up on him, and I didn’t hear from him again. When I broke up with Smiles, I went back through my saved messages and decided to hit him up and see if this time would be different.

Ironically enough, I learned he moved out of the city. He was originally from Connecticut, and he moved back home with his parents to save a little money. It seemed now he was interested in finally meeting me, just when it would be most difficult. We discussed many evenings as possibilities to grab a drink before we finally found a good day to grab lunch. Even then, we were playing things by ear.

Of course, this didn’t happen. He had to cancel on me. However, he proposed raincheck options. He agreed to meet me for a drink one night after work on his way to Grand Central to hop on Metro North to CT. I did some research to find a bar that would be convenient for both of us. We set a time, and I told him to meet me at Annie Moran’s by Grand Central Station.

I was already having reservations about this guy. Was this how it was going to be all the time. Quick rendezvous before he went home? I finished work before him, so I decided to walk there instead of taking a subway or cab. It was raining lightly, so I broke out my umbrella, however I wasn’t walking alone. I had Grindr to keep me company while I walked. I’m such a whore. I was already looking for the next date before this one even got off the ground. But, it’s what you gotta do if you have an aversion to gay clubs. I stood outside the bar paging through profiles while I waited for him to arrive. He too was walking from work, and he worked about fifteen blocks away.

Just before he walked up, he gave me a call. I told him where I was, and when he saw me he hung up. As he walked towards me, he wasn’t quite what I was expecting. It wasn’t a bad thing; he was just smaller than I originally thought. We greeted each other with a handshake, and with that made our way into the bar. He offered to buy me a drink since I’d been waiting for him. I was in charge of watching our bags and trying to find a piece of real estate to stand/sit and chat.

He came back with the beers, and we dove into conversation. It was slow going at first, going through the standard order of questions. As he talked about his job in fashion, I noticed a bit of flamboyance coming through. I wasn’t thrilled, but it was far from a deal breaker. He was certainly cute (although he looked much cuter in his pictures before he cut his hair shorter).

We talked about family, work, his moving back home, where I live and grew up, commuting nightmares, etc. It was nice. I couldn’t quite tell if he was all that into me. I was starting to think he thought I was too “straight” for him. But, as the conversation progressed, his body language began to change. I realized he may have just been nervous. Once he relaxed, I could tell, he was flirting a little heavier. After the first beer, he asked if I wanted another. I gladly accepted. I figured he was going to dictate the end of the date since he was the one who had to catch a train. He told me all about his curfew and how he’d have to take a taxi if it got past a certain hour; his parents would no longer pick him up.

We talked about watching sports on TV and participating in them. Somehow skiing came up, and I told him my story about the first time I skied and how well I did. When the group next to us lef their table I snatched it, while he got us a third round of drinks. The date was going well, or at least I thought so.

While we sat, he took the opportunity to touch my leg periodically. I love that. It’s a surefire sign of interest. I returned the favor as well. I could tell there was a lot of sexual energy between us as well. We were both feeling it. We talked more about what we do for fun when we’er not working. He told me about his old apartment and how he still comes back into the city to do rotating dinner with friends at their respectful apartments. There were slight awkward pauses, but that can be warranted on a first date.

When he finished his third beer, he told me he had to be running for his train. I thanked him for picking up the tab, and I told him I would pay next time. “If there can be a next time,” I added. I walked him to the doors of Grand Central and said goodbye. He was lingering, and I could tell he wanted a kiss. I wasn’t sure his position on PDA, but I decided to go for it. I wanted a kiss, so I was going to get one. I leaned in with my arm behind his back and gave him a nice quick kiss goodbye. We agreed to find time to see each other again soon as we parted ways.

On my ride home, I took the opportunity to text him and let him know I thought he was cute. He told he had a great time, but also told me how he’d locked himself in the bathroom on the train. It was a really funny story, and I was happy to hear he had such a great sense of humor and easy-going personality. He told me he wanted to grab lunch later in the week, and I agreed. We would figure out a time that worked for us both. I was already looking forward to it…

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Gray Hairs

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…

That night following my breakup with Smiles, I went home feeling some freedom. I’d already gone on a date and hooked up before breaking up with Smiles. But, now that it was official, I felt I could do whatever I wanted.

It’d been a while since I had some good, wild, crazy sex. I was horny. I had three months go by with only a little bit of lovin’ in the bedroom. I was hungry for a good man and a good time.

I was very cautious of history not repeating itself. I was not going to let myself go wild like I had after breaking things off with N. I didn’t need to do it now like I needed to do it then. But, that didn’t mean I couldn’t have a little fun.

I pulled out Grindr and began my talent search for the night. I wanted to find a good time one-night stand type. Any guy who wanted to hook up with me the first night he met me would not be a guy I wanted to date. Yes! That is exceptionally hypocritical of me, but it’s my love life, and I make the rules.

I found an old friend on Grindr while I was searching. He was a guy who came over to my apartment one rainy night shortly after breaking up with N. We were both staunch tops at the time, so we just fooled around a bit, but he had a great body and was a lot of fun. Even though we didn’t have penetration, we managed to find other creative ways to ensure the other fully enjoyed himself.

We chatted a bit, and he told me he missed me. I explained why I hadn’t been around as he told me he was hoping I’d hit him up again for a fun night. I told him to come by, and I would surely show him another good time. He tried to convince me to come to his place, but I insisted on hosting. I just felt more comfortable in my own bed.

He came by, and we laid in my bed just talking for a little bit. He had on many layers, and I slowly stripped a few off so he would be more comfortable while we laid there. Eventually, we started making out, and I rolled him on top of me.

Warning: The following may be too graphic for some: I stripped him down to his briefs and fully appreciated his body. He was an older gentleman, but he certainly kept in shape. Everything was still tight and sexy. I hoped I would be in such good shape when I was older. Ironically it was that night I learned he was in his last year of his forties. I had no idea he was so old. I was shocked in fact. It didn’t change the fact that he was a sexy specimen of a man, but it kinda flipped my mentality on end. Up until this point, I thought the forty-year-old was the oldest I’d been with. He looked a lot like Ulrich Alexander Fox.

Regardless, he had a great d*ck and an amazing ass. I was ready to have some fun. I recalled his position as a top only, so I knew there would be not penetration again, but ironically enough, he volunteered, “Maybe sometime I’ll let you inside me.”

I was completely caught off guard. I replied, “Really!? Why’s that?” “Because you’re sexy, and I really feel comfortable with you. Maybe some day.” I asked if he ever bottomed, and he told me it’d been many many years since he’d last done it. I felt privileged. I was getting the ego boost I needed to get me back on my feet. It couldn’t have come at a better time. Here was a guy who was looking forward to another romp in the sheets with me, and we’d never even had full intercourse. Maybe I was better in the sack than I gave myself credit for :).

I had a lot of fun with him that night. He went down on me, and I finished like a pro. He commented on how he wished he still got as hard as I did and was able to shoot like I can. I then, with jello legs, helped him finish as well. He certainly deserved that after the fun night I was having.

Afterwards, we laid next to each other and just talked for a while. It was then I learned he was actually black. I’d noticed he wasn’t a white guy, but I wasn’t sure what his background was. I had nothing against this at all. I’d just thought maybe he was of Middle Eastern descent or possibly Egyptian. I also learned he was adopted by what seemed like a picturesque white family in Connecticut. He was very happy explaining his upbringing. I could tell there was a lot of love in that family. I was happy I had a real man in my bed and not just a body to hook up with. I’d never start a relationship with him, but at least this friend with benefits was an interesting guy with a big heart.

He again told me how much he missed me and being with me. He also told me he hoped we could find time to meet up again in the future. He encouraged me to come to his place some time since he lived alone and had a nice apartment. I told him I would certainly come to him next time. I learned he really wasn’t a creep, but a decent guy with a decent libido.

I once again took the opportunity to admire his body and tell him how hot he is. He was embarrassed by my compliments and talked about his need to take more care of his body. I insisted it was pretty amazing, and he directed the attention toward mine. He told me in detail how hot I was and how thrilled he was to have fun with me.

We continued to talk as her got dressed. I walked him to the door and gave him a kiss goodnight.

It was exactly what I needed right when I needed it. I had fun. I got an ego boost. And, I had a smile on my face for at least the rest of the night. I would sleep a very happy man that night!

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A Pointless Cancellation

When Smiles and I spoke on the phone Sunday night on his way home from a party in Connecticut, I asked him to come to my apartment for a special dinner Monday night. He told me he had to work, but he was going to leave early and we’d just eat a little later. I told him this was perfect since it would take some time to cook the roast after work.

I’d told Smiles about my standing rib roast before, and he didn’t quite get what it was. I explained to him the similarity of it what one might be served at a carving station at a wedding reception. He got a clearer picture, but it still wasn’t crystal clear.

I had a rib roast in my freezer with our name on it. I finally had a chance to cook it for us, and he was on-board. I was excited. It was a plan.

Monday morning, before work, I took the roast out of the freezer to thaw for that night. I planned out the accoutrements as well. I was very excited for our romantic night. It’d been a while since we spent time together. I wanted a night of beef, wine, couch, and bed. The thought sounded spectacular to me!

What excited me even more was the idea of my sanity back. I planned to ask Smiles that night where we stood. I didn’t need a title. I didn’t need to be his boyfriend. I just wanted to know where his head was at.

I know I probably sound like a broken record at this point, but that’s what my inner dialogue is. I get fixated on something, and it exhausts me until I get some closure on the issue.

Much to my chagrin, at 1:00 that afternoon, Smiles sent me a text with some bad news. “Looks like I have people coming tonight so I’m not going to be able to sneak out. I don’t think dinner at 11:00 would be the bet. Do you want to have an early dinner here in the city before he show?” Very disappointed, I agreed with a “Sure.”

I was p*ssed. It wasn’t his fault, but I was a little crushed since I was taking so much care to plan out the evening, and it all went to sh*t. He suggested we do it another night, but came up with a consolation prize. He suggested I come over to his apartment for dinner instead before the screening. I begrudgingly agreed to the idea since it’d been so long since I’d seen him, and I sent my roommate a text asking him to put the roast back in the freezer.

When I finished work, I made my way downtown to his apartment. When I arrived, I was shocked to be received with a nice big kiss. Maybe he missed me. Maybe I wasn’t just a seat warmer in this relationship. There was actually emotion behind that kiss. I was happy.

I was a little anxious because I was still planning to ask him where we stood that evening.

He told me he had food in the fridge to make and suggested we cook that instead of going out for dinner. He preferred that since he wasn’t feeling well, and he was exhausted. It made no difference to me. Asking him my question in the privacy of his apartment sounded like such a better idea than in a restaurant anyway.

I ended up cooking the pork chops and asparagus for the two of us since Smiles wasn’t quite himself. We sat and ate — Him at his computer chair working while he ate and me on the couch. Not nearly the romantic meal I planned for the evening. When we finished, I helped him clean up and put the leftovers away. He started getting ready for the rest of his night, and we talked about my plans. He asked if I was planning to spend the night. “Well, I guess the first question I should ask is if you were planning to come to the screening tonight,” he added.

This was the first I was hearing this. I was quite open to the idea, but I told him, “I have nothing for work tomorrow. You were supposed to be coming out to Hoboken, remember.” “Right,” he responded. I reminded him I’d seen the movie twice now, but if he wanted company, I would come with him. I asked if he actually watches the movie, or if he does other things during the film. He told me he usually watches most of it. Things remained unsettled as he made his way over to the couch to take a quick nap on me.

That was my opportunity to ask him my burning question. Every moment I tried to open my mouth, I froze. Nothing would come out. I was suddenly transported back to when I sat on the couch trying to tell my parents I was gay. The anxiety was making my heart pound out of my chest. I tried over and over to ask him, but I couldn’t muster the courage. I’m not sure what I was afraid of, but it was driving me insane.

After a half hour of this, it was time for him to get up. I asked him if he wanted me to sleep over, or did he want to get some rest alone. We made a final decision. It was better he get some uninterrupted rest that night since he was so exhausted as much as I wanted to spend the night with him. He told me, “It’s very sweet of you to offer to see the film again to spend the night with me.” I liked hearing that. He recognized the sacrifice I was willing to make to spend time with him.

With that, I said goodbye, and he made his way to the screening while I made my way to the PATH — Without my answer.

I was so p*ssed at myself for getting so worked up about a stupid question. What was wrong with me?! Obviously, I needed someone to talk to. I tried Boston, my therapist. I needed him to talk me off the ledge and help me make sense of the situation. I couldn’t do it on my own. We talked it over for over a half hour and he convinced me I had no choice but to blatantly ask him where we stood. We even helped me nail down the phrasing.

When I got to the other side of the tunnel in Hoboken, I got a text from Smiles telling me he was on his way home. His friends never showed. My blood was boiling. We cancelled our dinner plans for NOTHING. I still had no closure on where I stood with Smiles. It certainly was going to be a toss-n-turn kinda night…

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Late Night Check-In

Sunday morning, I woke up alone. It’d been a few days since I saw Smiles. I wished he’d been with me that night, but he was at a party in the city — God knows what he was up to.

I was feeling a little down. I wasn’t happy with how things were looking between us. Every time I seriously doubted his investment in our relationship, he would do something to show he still cared, but shortly after, I’d step back and wonder if it was worth it.

I had a few errands to run that I put off the day before — Mainly getting food for the week at the grocery store. I wanted to be as efficient as possible, so I took the motorcycle out to run my errands. When I finished, I came home and crashed on the couch with my laptop and a few movies.

I stayed there until the sun went down. I got up only to get food and use the facilities. I wasn’t in a funk, but I was feeling rather lonely.

Shockingly, Smiles called me late that night. It was around 10:30, and he was making his was back from the final party. It was in Connecticut, and he decided to take the Mustang out. He was just making his way back to the garage when he called. It was sweet of him. He wanted to hear all about my weekend and wanted to tell me a little about the party. I was still a little sour grapes having to hear about a party I wasn’t invited to. I knew if the shoe was on the other foot, I wouldn’t have thought twice about inviting him. I would have wanted to spend the time with him.

He also told me he was beginning to get sick. It was no wonder considering he was up until 4:00am three nights straight. He’s no spring chicken and he certainly can’t party and hang. I told him my concern, especially since it wasn’t that long ago he had surgery. Suggested a few remedies to help him feel better.

However, I still found it sweet of him to call just to chat. I was very pleasant and cordial, but I was also in the middle of a movie. When the conversation hit a lull, I told him I was going to get back to the movie I was watching. It was something he’d done when I’d called him before, so I didn’t feel guilty. I started to get the feeling he called because he was lonely and bored on his way home. He’d probably made all his business and friendly calls for the night on the drive, and he thought to circle back with me before the weekend was over. I was annoyed at the thought, and I didn’t want that to come across on the phone.

He detailed for me the long journey home ahead of him. All I could think in the back of my head was, “Well… You could have had company if you’d just asked.” He was making me feel like a complete “woman.” I hate feeling like that. It wasn’t that I was being emotional, but I felt clingy and like I was chasing him — Not a good feeling.

We said goodbye. I went back to my movie, and he made his way to the subway to head home.

When he got home, he sent me a text to let me know he made it home. Here is a clear indication something is wrong in your relationship — When you get that message, and you think to yourself, “Who cares?”

Things needed to change. I didn’t like what I was becoming or what was happening. Change was inevitable…

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