Posts Tagged dating life

The One I’ve Been Waiting For

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!

Never before have I prefaced an entry by giving away some of the details of what’s to follow, however, I’ve received numerous comments from readers tired of reading my “sex journal.”

“Your blog used to be interesting when it was about your relationship with your ex bfs, but it turned me off when it became a sex journal,” wrote one reader.

We’re both on the same page here. I dislike writing about these trysts as much as you dislike reading about them. It’s bad enough I’ve lived them once, let alone having to live them all over again when I write them.

So, without further ado, I am pleased to present you a love story…

On a Wednesday morning in April, while on my way to work, I happened to poke around on Grindr a bit. There was a message from an interesting guy on there. We began to chat a bit while I walked. He seemed pretty cool. I was about to head underground, so I quickly asked him for his phone number so we could continue the conversation on the other side.

We chatted a bit over text, and I came to learn a few things about him. I explained to him I wasn’t looking for sex, so if this was his motive, he should move on now. I was there purely for dates and friends. He seemed okay with that sentiment, and the conversation continued for a bit. I tried to check his spontaneity and asked if he would be interested in drinks that evening. He couldn’t because he had to work late. That’s when I learned he worked in advertising. I explained to him, if anyone understood working late for a pitch, it was I. I explained I too worked in advertising. When he told me he worked downtown, I started guessing what agency. Ironically enough, he worked for my previous agency. He worked closely with one of my favorite ex-coworkers. We were really hitting it off and I was excited to meet him. We agreed to make plans in the near future.

Wednesday evening, I was on my way home from a mediocre date. I fired up Grindr on the bus ride home and noticed he was on. I messaged him to say hi. He and asked what I was up to. When I told him I was on my way home from work, he responded, “You’re kidding me! Let’s f*ck.” My heart sank immediately. I had such high hopes for him. I was crushed. “You don’t know who you’re talking to do you? This is [O.G.A.A.T.],” I shot back. He admitted to confusing me with someone else and began damage control. I think he immediately realized he lost any shot of anything with me, however, he still took the time to apologize profusely.

If you know me at all, you know I give second chances out fairly often. I decided to lay on the guilt a little bit, but also give him the opportunity to redeem himself. As I got off the bus, I picked up the phone and called him. His timing caught me at a vulnerable moment. I was turning my dating life around. I told him what he did wasn’t cool. Again he apologized. I told him I would turn a blind eye this once for one reason; a few days prior, I probably would have said the same thing on Grindr. I couldn’t hold it against him when I too had treated Grindr in this way. He fully comprehended what I was saying and promised not to let me down.

The following day, I asked him if he would be interested in drinks Friday for happy hour. He immediately agreed that would be a great idea. When Friday arrived, we made more definitive plans. Since I was done work before he was, I offered to come down to his neighborhood. I just told him to text me when I should start walking down there, and he did. I texted him when I got the bar, but he was still working. I told him I’d hang out by the bar for a bit. I walked a block to Starbucks, got a coffee and wrote a blog post. I needed a kick in the a$$, considering it was a Friday night after a long week. When nearly an hour passed, my patience was at its end. This guy was not winning me over by any means. I was a block away from the PATH and very tempted to just leave. Just as I was closing my laptop, I got a text from him. He was on his way.

We met on the street in front of Employees Only. He’d never been before, so I led us inside to order a round of drinks and find a wall to lean against. He apologized for taking so long and explained what was going through his head. He was working on something late and told the editor they’d need to pick it up again on Monday. He’d already used up one of his chances with me. If he messed this one up, there’d be no redemption. I thought it was cute, and I loved his honesty. We talked about our jobs and our shared favorite coworker. I told him about my coworkers and how we’d be excellent fodder for a reality show. (I really work with a circus of a crew, but I love them!)

We were really hitting it off. Everything just felt so easy. He was also incredibly easy on the eyes. I felt I was a bit out of my league here. He was five years my senior, gorgeous, smart, witty, well spoken, had a solid job, etc. Basically, he was the full package. I already knew he had a healthy libido as well, so we’d probably be fine there.

After two rounds of drinks, he took the opportunity to kiss me. I can’t tell you how much I loved that kiss. He was a real man, and he kissed me. I was crazy swooning. We decided to make moves. In our conversation, I was talking about what I do in my free time and mentioned the pier I lounge on directly across from the Christopher Street pier. He suggested we take a walk out there before grabbing a bite to eat somewhere.

We walked holding hands to the end of the pier. He took my bag, set it on the ground with his own, and we walked to the railing. He stood facing the water and pulled me in, wrapping my arms around him. It was incredibly romantic. While we talked, I nuzzled his neck. Things were so easy with him. There was no drama. There were no games. There was just us. I couldn’t believe an hour earlier I was ready to abandon our date and go home.

He turned around and hiked himself up so he was sitting on the railing dangling over the river. I was between his legs with my arms wrapped around him while we chatted. I decided to tell him how new to the game I was and tell him my coming out story. I figured I might as well get that out of the way, because if it was going to scare him off, I figured it was better sooner rather than later since I’d already grown so attached to him. He was totally cool about it. This is also when I learned our age difference of five years. Obviously I was fine with that considering Smiles was nine years my senior. He was cool with that as well.

As we walked to find dinner, he told me about his coming out story. It was interesting and not all that different from mine. I learned he was bisexual through college, which actually was reassuring to me. I liked men that had experience with women as well. It wasn’t a necessary skill I needed to see them utilize. I just liked knowing they’d experienced women as well and realized they were more attracted to men. It also generally proved to produce more masculine men, which I’m far more attracted to. I also learned in that conversation he was a cancer survivor. I didn’t know how this guy could get any better. He was like Superman.

The date was off to an amazing start. We were walking hand-in-hand to find dinner somewhere, and I didn’t want the date to end. I was on cloud nine. I think I floated the whole way. We finally arrived at a spot I was quite familiar with, Frankies 570. So familiar, in fact, I’d been there a few days prior. The date was just beginning. I couldn’t wait for the next course…

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How to Get Out of My Own Head

Rules are meant to be broken. Apparently, in my mind this is true. I said I wasn’t going to reach out to Smiles after our awkward night and breakfast the following morning, but that didn’t last long.

Wednesday afternoon, I got an email including two free tickets to a screening of a movie in the city. It was Friday afternoon at 12:30. I had absolutely nothing going on at work as we were leading into the holidays. I shot Smiles a text Thursday afternoon asking him if he wanted to come with me after I left him.

He told me he wouldn’t be able to join me because he had to be on site for a project he was working on. I didn’t get my hopes up, so I wasn’t all that disappointed. I knew I wouldn’t be seeing much of him that weekend, so it was an effort to mend that but a failed attempt at that.

In the middle of the day, he called to see how my day was going. I was a pleasant surprise. He’d done this in the past, but it was out of the blue. He told me about his project moving forward and the progress he was making. I told him how useless my day was turning out to be. Maybe he did care about me. Maybe he just wasn’t good and showing emotions or talking about them. I still had some figuring out to do.

I finished my workday early. When I got home, I called my other friends who were attending the birthday party that night. I coordinated with them, and made my way to my D’s apartment.

During the taxi ride with D and his girlfriend, she asked me when she was going to get to meet Smiles. She missed him at the holiday party. I couldn’t think of a scenario in which she was going to meet him. I realized he never really hung out with me and my friends in general. I never really hung out with his. I was repeating my relationship with Broadway all over again. The only difference was, Smiles had a better schedule than Broadway. In the back of my head, I knew things between us weren’t perfect. I told her I had no idea when she’d meet him. I then explained to her why he was absent from my side.

I had fun at the party. I was running into a lot of people I hadn’t seen in a long time — Some even years. I sat and talked with one of my old college teammates, and he asked him the dating life was going for me. I told him all about Smiles, and he was very happy for me. In the back of my mind, all I could think about was, “Am I truly happy with how things are shaping up?”

Out of nowhere, Smiles called. He was between parties in a cab. I guess he had time to kill so he thought he’d call me. I stepped away from the party and walked out onto the promenade overlooking the city. I appreciated the call. It was nice to have him call out of nowhere twice in one day. It showed he really was thinking about me. I was a little bitter though. He was telling me about all these parties in detail, and all I was hearing was stories of parties I wasn’t invited to. I kept the conversation on the shorter side of things. It was cold outside, and I wanted to get back to my friends. If I wasn’t good enough to be by his side, he wasn’t good enough to steal me away from the party. We said goodbye for the night since I knew that’d be the last time hearing from him for the night.

On the way home that night, I discussed brunch with D and his girlfriend. They expressed their desire to do it in the city. I agreed and mentioned maybe inviting Smiles to join us. I knew he had things going on, but maybe he’d be able to meet us for a little while.

I texted him at 3:00am to see if he would be onboard for brunch. I told him I didn’t have all the details, but I would get them to him in the morning. He told me he would try to make it. He was making an effort. I was expecting to be immediately brushed off for other plans, but it was nice to see him entertaining the idea at the very least. Maybe things were improving.

In the morning, D and his girlfriend were too tired to head into the city. I told Smiles brunch was off. He told me he wouldn’t have been able to make it anyway. He had to work. We texted a little bit the rest of the morning. That morning, there was a fire on my block that day that engulfed an entire building. I sent Smiles picture messages, and he expressed concern for my well-being.

That night, we spoke on the phone. We talked about our day, and he told me about the party he attended. Again, I was a little bitter considering I wasn’t invited. I asked him if he was available for dinner Monday night since I wasn’t getting to see him at all over the weekend. He told me he’d have to get back to me. As the conversation was coming to a close, I asked him if we were going to exchange Christmas presents.

I’d actually been thinking about it since Thursday, but hadn’t remembered to ask him. I was a little afraid too. I didn’t know how to pose it. This is so unlike me. I should have just said what I wanted to say. I didn’t have the chance to ask him where we stood yet, so I didn’t feel comfortable asking him about exchanging Christmas presents.

The day before this conversation, I bought him two cashmere hats he’d expressed interest in. I bought them from one of my favorite online stores, Bonobos (They have really amazing stuff by the way. I highly recommend them, especially for proper fitting pants!). It would work out well because they offer free shipping both ways, so if we weren’t doing presents, I could return them.

So, I said to him, “Do you want to do Christmas presents?” He paused a second and responded, “Let’s not over-think things. I don’t think we’re there yet.”

And with that, we said goodbye.

Not there yet? Okay. Then where are we? How do you feel about me. We’d been together three months at this point. I didn’t see why we couldn’t exchange some nice Christmas presents. I wasn’t buying him a Rolex.

This just further motivated my desire to have the relationship conversation…

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Breaking Through

Saturday night, we had a special celebration planned. Every year, to commemorate another year of my father being on the planet, my parents come visit, and we go out to dinner in New York City. Afterwards, we take in all the Christmas sights around town.

Even though I recently moved and invited my parents into town to help me move in, this year would be no different.

With a closet built and an entire chest of drawers assembled, we prepared to go out for dinner. My parents wanted to have dinner in Hoboken, so I decided to take them to my favorite restaurant I go to every year for my birthday, Piri Piri. I coordinated with my sister to meet her there to celebrate my father’s birthday.

We sat down for dinner and placed our appetizer orders. Somewhere along the way, we started to talk about me and the guy I was dating. For the first time, they didn’t change the subject to who my sister was dating at the time. I was shocked when my mother brought it up. I think they got the hint this was more than just a fling when I went into the city to spend the night. They were finally taking an interest in my dating life, and I loved it. They asked questions about what he did for a living and where he grew up. It was great. I was happy to talk about him.

Both my father and my mother were showing a vested interest. I wonder if my sister spoke to them about my unhappiness. It seems like a night-and-day shift from past history. I don’t care how the change came about. I’m just happy it happened. My dating life is a LARGE part of who I am, and for them to not share that with me was painful (However, I don’t share everything. I don’t quite know how to tell them I write a blog).

Our food arrived, and we had a very pleasant meal. My sister wasn’t feeling well, so when we were ready to make our way into the city, she went home instead to rest.

I took my parents to a cute shop in Hoboken, Michaelangela’s. They had the store decked out wall-to-wall with Christmas decorations and ornaments. We continued to the PATH as I asked them what they’d like to see. We have all grown tired of the standard Macy’s windows and the Rockefeller Christmas Tree. One of our favorite displays, the Sak’s snowflake window show, was discontinued. I proposed a new set of sights. We’d never done the Union Square shops, so I proposed we start there.

When we got off the PATH, we walked to Union Square. It wasn’t too cold out, so the walk wasn’t too bad. When we arrived, all the shops were closed for the night. I apologized, and we hopped into a cab to head uptown to Bloomingdale’s. This was another part of the city we never usually visited. The cab ride was cramped, and he was a very bad driver. I’ve never gotten so many red lights in the city in my life!

Bloomingdale’s was less than thrilling, so I suggested we head over towards Fifth Avenue. My mom kept commenting on how impressed she was. She couldn’t believe how quickly I could learn to navigate the city coming from a the farm life out in the country. I explained how easy it was. As I was showing them new landmarks they’d never visited before, my mother commented on how many she’d seen on her Sex in the City tour of New York City. (I found it ironic that subject came up. Even though I’ve only seen the show twice, I aspire to maintain my blog in the Sex in the City fashion).

She was finally piecing parts of the city she’d been to before together on a map in her mind. It was all starting to make sense to her. Who knew Sex in the City could teach you geography. We window shopped as we walked because many stores were closed. I took them to The Plaza Hotel. They were happy to see the inside since they’ve never been.

Afterwards, we walked past the Bergdorf Goodman window displays. These are some of my favorites since they are not childish and are often done tastefully. My parents took pictures in front of them and of each and every window. They really enjoyed them. I was happy to be sharing the joy with my parents after they spent the weekend substantially helping me settle in to my new apartment.

A small part of me wished Smiles joined us on our little adventure. It would have been nice for him to meet my parents and spend a little time with them, but we weren’t there yet. I also wanted him there because I love spending Christmas in the city with someone I care about. Last year, Broadway and I made a point to take in the Christmas sights. He even treated me The Plaza Hotel to my first drink ever bought for me by another man at. I wanted to share such happy times with someone else I cared about. However, this wasn’t possible or realistic. We weren’t at the meet the parents stage yet, and Smiles was home in bed recovering.

We continued to stroll down Fifth Avenue, but by this time, we were searching for some kind of dessert. We were striking out because it was around 11:00 at night. Most things had closed for the night. On top of that, I was walking around the city on a freshly sprained ankle — Probably not the best idea. My parents were starting to grow weary as well, so I suggested we head towards my office for a pit stop before hopping on the PATH home.

I realized we’d be passing McDonald’s, so I suggested we get hot fudge sundaes, cookies, and fries for dessert. My parents agreed. It would also eliminate the stop at my office because I could use the restrooms there.

I checked the PATH schedule. The next train was leaving in eight minutes, and the following one was another fifteen minutes after that. I urged them to hurry and bring our dessert with us. We hustled to the train, making it there with a little time to spare.

Luckily, we all got seats and relaxed on our ride home. I was really happy to do something nice for my parents in return for what they do for me. It was nice spending some quality time with them as well. I was also still on a high from their newfound interest in my love-life. It removed a big roadblock in our relationship. I could go to bed a happy man.

It was a long day, and we were all tuckered out. We would all surely sleep well the minute our heads touched the pillow.

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