One Gay at a Time

After my first date with Pillow, I was very excited to see him again. However, I would have to wait a week. When the day finally arrived, I was very excited. I tried my best all day to get my work done to ensure a timely exit. After the debacle of picking restaurants last time, I put the burden on him to choose where we would go. We talked a few times during the day about him stressing to pick a location. We finally planned to grab dinner at Dos Caminos at 7:30.

At 7:30 on the dot, I got a text from him saying, “Hey. I need to reschedule for tonight. My sinuses are acting up, and I’m not feeling all that great. I just need to relax and hit the bed. So sorry for the late notice, but just not up for drinks or dinner tonight.” Needless to say, I was very disappointed, but also slightly annoyed. I sat around work with nothing to do for two hours. I could have gone home or made other plans. I responded with the only thing I knew to say, “Ok. Feel better!” I have to admit, I was very suspect of the last-minute cancellation. It seemed odd. If he wasn’t feeling well, I imagine he didn’t feel well all day long, not just that evening. But I didn’t want my imagination to run away since I have a habit of letting that happen. He mentioned hitting me up the following day to figure out a time to reschedule. Later that night, he suggested Friday for lunch, so I was reassured he wasn’t just blowing me off completely.

That Friday, we went to Dos Caminos for lunch. It was a very nice lunch, and we had good conversation. It wasn’t 100% fluid, but it was getting better. He had a hard shell to crack. We talked a lot more about his home and his living situation. I learned about his cat and a bit more about his relationship with his mother. It was nice getting to know him better. When we finished, I suggested we hit up the High Line as we had spoken about before. It was a gorgeous day, so he agreed it was a perfect idea, especially since he’d never been.

We made our way across town and walked to the bottom end of the High Line. He was really enjoying it, and I was enjoying watching his pleasure. We had nice casual conversation the whole length. When we go to the bottom end, we took a break in the shade against the railing. Through our conversation, there were about fifteen moments I wanted to just grab him and kiss him. Every time there was a pause, I wanted to go for it. However, there was an audience. There was never n instance when there wasn’t a crowd of people around to sneak a private moment. I think he wanted me to kiss him as well, or at least his body language suggested it. After a while, we decided to make our way north again to the other end of the High Line.

The whole walk back, I looked for a quiet corner to sneak into — No dice. I had experienced those pillow lips once before, and I wanted more. It had been too long! I was really starting to feel comfortable with him. The nerves ended and the conversation was much easier. We both really enjoyed our time up there. From start to finish the date lasted four hours. We walked the entire High Line, and it ended at Penn Station where he would grab his train home to Pennsylvania. As I said goodbye, he grabbed my hand. I pulled him in for a kiss. And then another. And then another. All short kisses, but nice ones nonetheless.

On my walk back to the PATH, I texted him, “Soooo…. I wanted to kiss you about 15 times on the High Line today. I just don’t do well with audiences…” He responded, “Had a great day!! Um, I’m with you. I’m not totally into an audience, but I was so relaxed at the end of the High Line in the Meat Packing District. I could have stayed and talked a while longer with you. ;)” It was nice to hear we were on the same page. He was a great guy who I still needed to get to know better, but a great guy nonetheless. I was looking forward to our next date and wanted to move things along a bit.

I took the liberty of inviting him to join me at my friend’s lake the following day. He told me he needed to see what he needed to get done the next day and wanted to check out Musikfest, but he would get back to me in the morning. That night, I followed up with a late night text, “I had a really great time with you today. Hope I get to see you again tomorrow. i.e. Come to the lake in the am and then head back for Musikfest in the evening.”

The next morning I went to the lake with my friends D, K and D’s girlfriend. I spent the day on the water and went waterskiing for the first time in my life. It was fun, but I was a little disappointed I never heard from Pillow. I went on with my day and tried not to let it phase me. I was unsuccessful. That night I went out with my friends, but it was very hard to have a good time…