One Gay at a Time

My second date with Smiles was off to a great start! We already walked the entire High Line and grabbed sangria. Now we were on our way to an unplanned dinner.

As we walked, he reached down to grab my hand. I’m terrible at making those first moves, so when he did, I nearly melted into a puddle right there on the street. I loved every second of it. It also gave me the validation he was enjoying my company. We stopped to snap a few pictures of interesting things along the way. I was happy to see he was into photography since this was something I was truly interested in as well. We chatted more on the subject as we walked and stroked each other’s hands.

When we arrived at Extra Virgin, I learned why he warned me he was quite the regular. Immediately, the host made a killing fuss over him. He was a tall flamboyantly gay black man who had no qualms about jumping all over Smiles in front of me. I enjoyed the spectacle, especially since Smiles was getting quite embarrassed by the fiasco.

We took our seat at the bar and began to peruse the drink menu. Dark and Stormies have become one of my new favorite drinks, especially in a crisp fall day. The bartender asked Smiles what he wanted to drink, and much to my surprise, he replied, “I’ll have a Dark and Stormy.” Of course, when he turned to me, I replied, “I’ll have the same.” We commented to each other how much we like he drink and how perfect it is for this time of year. It was nice to see more and more commonality as the evening progressed.

As I was looking over the menu, I settled on the chicken with a mushroom sauce. He was looking over his menu and made the recommendation,  “The chicken is excellent.” I informed him I already decided on that and was looking forward to it. Once our orders were placed, we could return to our conversation. We found more and more commonality between us, and I was really enjoying the time I was spending with him. What was supposed to simply be coffee and a stroll on the High Line turned into an all day affair.

Shortly after we arrived, a coworker arrived and sat next to Smiles. We didn’t acknowledge each other, and I was okay with that. I wasn’t hiding anything, but I’m still not out at work. It made for some slight awkwardness, but it certainly didn’t taint my evening.

Our meals arrived, and we both enjoyed them thoroughly as the conversation continued. At one point, he stood to use the restroom. As he passed my chair, he put his arms around me from behind and gave me a hug. It was one of the sweetest things any man had done to me in a long time. When he returned, he sat with his hand on my thigh as we chatted. The bartender brought over the desert menu since the host offered it to us on the house. I then took my hand an placed it on his thigh, gently stroking his knee while we chatted. At one point, I removed my hand, and he reached up to the bar and placed my hand back on his leg. I liked his conviction and it sent a clear signal to me he was enjoying his night as much as I was.

Following our meal, we walked down the street. He again reached out and grabbed my hand. While walking down a darker street, he guided me across the sidewalk, pulled me in closer, and he planted a kiss on me. These are the little things that really win me over. I was really falling for this guy, which was very interesting since the first date didn’t go extremely well. We came upon a cellist on the street corner playing for all passersby. He took the hand he as holding and pulled it around his back. We stood and listened for a song while he played. It was very relaxing having him leaning against me with my arm around him. I was truly there in the moment and extremely happy. I’m sure I had a smile from ear to ear.

When we decided to continue on, we walked toward the PATH station. We made one quick pitstop in a sex shop on Christopher Street. We looked in the front window at some of the wares the store sold. I wondered if this was a test to see if I could roll with the punches and have fun. I think he wanted to see how I would react, and I performed superbly. We had so much fun talking about everything in the store. He even took pictures of a few things, and we had a good laugh.

We continued another block before we were at the PATH station. We stood facing each other talking about how much fun we had. We hugged, and I pulled him in for a few kisses. I wanted to ravage him, but it was neither the time or the place. We had a conversation earlier in the night about making people a priority and seeing the people you care about the most. I acknowledged that conversation by turning to him as he walked away and said, “Let’s do this again soon! Make me a priority.”

After the date, I shot him an email the following day. “So I tried not to jump the gun so much this time… Waited ’til I had some downtime this afternoon to hit you up… Better?? Hope the cold calling isn’t too painful! (Acknowledging his workday) Had a great time yesterday! Hope you negotiated good rates with everyone (the cellist, bartender, host, Joan Rivers, …) to play their parts. Would love to see you again, so let me know when you’re free, and we can get together. P.S. Do you think I’m I phone number worthy yet?”

Shortly after, he replied, “LOL! yes, ###.###.####. Glad you appreciate my unplanned dating Karma ;-)” It was great to hear back from him so soon. It showed he was still interested in seeing me. I couldn’t have been happier. It was just a question of when I would get to see him again…