Smiles Crosses the Hudson

After a very successful date with Smiles, I was left wanting more. Of course I was on Cloud 9, but I couldn’t let my crazy flag fly quite yet. I had a great time with him and a connection was obviously there, but I had to check myself. And, I couldn’t put all my eggs in one basket.

Ironically, Smiles showed his hand well before I even had the chance to show mine. Somewhere in the confusion of emails, he replied to an old email I sent him eleven days prior. It was in reference to the first night I met him. I asked him, “How would you feel about meeting up Thurs. happy hourish??” He responded to that email saying, “Done.” He thought I was asking him out again, but in reality, I was asking him out for the first time (the first time we met at Employees Only). I can’t say I wasn’t thrilled with the response. It showed he was as interested in seeing me as I was in seeing him.

Once I realized what happened, I responded to his email, and now that I had his number, I sent him a text: “While I may jump the gun when it comes to emailing you, you’re the complete opposite. You ask yourself out and respond to emails a week old. I asked you to go out for happy hour 2 Thurs. ago, not this coming Thurs. I can’t meet up this Thurs. I have volleyball, but I’d love to meet up Fri. if you’re available.”

He laughed at the situation and told me we’d make plans for Friday after work. When Friday arrived, I texted him and said, “What’s the plan?”

He responded, “I was thinking it might be fun to go to the Standard Beer Garden for a drink and play ping-pong then go up to deem for new or since I haven’t really been to Hoboken, grab the PATH from the village afterward and find dinner somewhere over there. Thoughts? Preferences?”

Obviously autocorrect was hard at work here. I had no idea what “deem for new” was, however, that wasn’t what I was concentrating on. The fact that he offered to come to Hoboken spoke volumes to me. When I started dating guys in the city, I knew I was going to have to be the one to commute in. No guys in the city like to come out to Hoboken. They think it’s this far off land, when really it’s easier than going over to the East Side.

“Beer Garden and ping-pong sound great. Hope you bring your A game 😉 Don’t know what “deem for new” is, but we can hit up Hoboken too…” I responded.

He replied, “Harlem for bbq. I hate this autocorrect. Just give me my keyboard back.”

We met right after work and had a few beers. When the ping-pong tables opened up, we hopped on. I love an active guy. I have a short attention span and love being active, so when I find another guy who’s on the same page, I find it incredibly sexy. After about a half hour of rallying back n’ forth, we finished our beers and chatted a bit. When both our glasses were empty, we discussed where to head next for dinner. Since he offered to go to Hoboken, I capitalized on that opportunity.

As we walked to the Christopher Street PATH station, he pulled me aside and planted a kiss on me. This was starting to become a pattern, and I LOVED IT! I’m not big on PDA, but when you can sneak a kiss when no one is around on the street, I get incredibly turned on. I’m not gonna lie. When I knew we were going back to Hoboken, I had a pretty sure feeling we’d be visiting my apartment at some point in the night.

We took the PATH to Hoboken and joked about the many characters riding the train. This was a new experience for him. That’s what he was looking for, either in Hoboken or Harlem.

When we arrived in Hoboken, I showed him the amazing train station. He is big on photography and architecture, so I knew he’d appreciate it. Afterwards, we took a stroll along the waterfront as I pointed out the spectacular view of New York City. He reached out and grabbed my hand. This was a completely new thing for me. I’d never held a man’s hand in Hoboken. It’s not a homophobic society, but it’s also not a very open one. Regardless, I loved the sign of affection.

We decided to have dinner at Zylo, the steakhouse in the bottom of the W. Neither of us had been there, so we decided to give it a whirl.

While we sat at dinner we chatted. We ordered drinks; of course the same since we share drink tastes, but this time it was dirty martinis with bleu cheese olives. I was nearly floored when he brought up his birthday festivities and invited me. “I’m having my birthday on Wednesday with two of my friends at The Jimmy if you’re available and would like to come.” I told him as long as I didn’t have anything else going on, I would be thrilled. That was a huge step for me. The birthday invite is no small potatoes. It’s a big deal. It means introducing me to friends. I was impressed he felt that comfortable with me already. I wondered if I would get an invite since he first mentioned his birthday. I immediately became more attracted to him and started to let my guard down a bit. I didn’t need to put up such a front about my true feelings.

After dinner, we walked outside. I grabbed him and said, “Okay. So, I’m not going to let you come all the way out to Hoboken without coming to my apartment. You up for that?” He agreed, and we set off in the drizzling rain towards my apartment. Of course, he complained about the distance, but I assured him it would be worth it in the end.

When we got to my place, I showed him around, of course ending in my bedroom. It didn’t take long before animal instincts took over, and we were all over each other.

(Warning: Following paragraph may be too graphic for some) In the midst of passion, with the lights off, he said to me, “I want to f*ck you so bad. Are you okay with that?” I had a decision to make. All summer, I lived by the policy of strictly topping. I found I did not enjoy bottoming and declared that was something I would only do for a guy I truly liked once I was in a relationship. This policy worked quite well for me, but again, I had a decision to make. Without a word, I reach into my nightstand and took out a condom and bottle of lube. The decsion was made. I handed him the condom and warned him he’d have to go slow. It had been a long time for me since my last penetration. As I’ve experienced many times with guys, “condom syndrome” kicked in, and the heat was lost momentarily. However, we quickly recovered and some great sex ensued.

Afterwards, we showered and hopped into bed for the night. After a little cuddling, we both dozed off. In the morning, I woke and went into the kitchen to make us breakfast. Shortly thereafter, he woke and came out to join me. I loved seeing him walking around in my clothes.

I poured him a cup of coffee and went back to the stove to tend to the eggs and homemade pork and apple sausages. He came behind me and gave me a hug and kissed my neck. It was the perfect gesture at the perfect time. I was really falling for him every second I spent with him. This is what I’d been searching so long for. I was happy with where things were going, but that doesn’t mean there wasn’t still a little doubt in my mind. We weren’t dating yet. As my friend loves to point out, sex does not equal a relationship. She is right.

After we ate, I walked him back to the PATH. It was Saturday afternoon, and all of Hoboken was out getting ready for the football game. We stopped in front of the PATH station, right across from the prominent football bar, Texas Arizona, and we kissed each other goodbye. Again, this is not part of my comfort zone, but I went with it. I needed to be comfortable with these situations. There is no reason I should be embarrassed or ashamed.

Needless to say, I walked home with a grin on my face from ear-to-ear. I was so elated and blissfully happy. The date could not have gone better. However, there was a little voice in the back of my head telling me to calm down and not get overly excited…

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  1. #1 by K on November 2, 2011 - 8:23 PM

    Aww, seems like he really adores you. The guard you’ve put up is … Well, I hope Smiles cares enough to break it down and doesn’t run away. Though it seems like he’s the piece to your puzzle and pushes you a bit. I’ve always thought it best to enter with an open, unguarded heart (easier said than done of course). Wherever this goes Smiles is really opening you up to new experiences! I just hope you’re enjoying it and not overanalyzing it as so many do 😦 I hope you enjoy his party!

  2. #2 by tycurious on November 5, 2011 - 8:41 PM

    I am loving your blogs mister!

    • #3 by One Gay at a Time on November 7, 2011 - 10:09 AM

      Glad to hear you’re enjoying it so much! Keep reading and share with your friends!!!

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