After my ridiculously epic fight with Mark, I went out on a date with Jack. We decided to meet at Art Bar in the West Village. He was waiting for me outside and was looking pretty cute. We found a cozy spot on a couch in the back of the bar and ordered drinks. Jack ordered for me; he knew what my favorite drink was from our game of 20 questions. For the next 4 hours we sat and talked. We never hit a lull in conversation. Jack is smart, handsome, thoughtful, polite, and very funny. There’s something sort of quiet and shy about him, but he’s got great energy and a wonderful smile.
At some point during those 4 hours, Jack looked at me and leaned in for a kiss. He was a great kisser! We kissed nervously for a few minutes and then composed ourselves. We were still at a bar, after all. We continued to kiss like this throughout the night. Around 11 or so, he suggested we check out another bar, so we left and headed west to The Other Room. And again, we sat and talked and kissed for what seemed like 5 minutes, but another 2 hours had gone by and I was starting to realize that it was time for me to go to bed. When I told him that I thought it was time for me to go home, he turned to me and said: “Is it OK if I come with you?”
I had to think about it for a minute. On the one hand, I was having fun with him and definitely enjoying kissing him. On the other hand, I didn’t really know him that well (even if we had been pen pals for almost 2 weeks) and it was our first date. Ultimately, I said yes.
So we headed back to my apartment together. And Jack spent the night there. I was so not expecting that to happen! But we had alot of fun together. In the morning, Jack stayed in bed while I got ready for work and then we headed out to work together. I felt so comfortable with him, very at ease. We had a lovely conversation on the subway ride to work and when I had to get out at 14th Street, he kissed me goodbye and almost simultaneously we said “Talk to you soon” and we giggled.
All in all, I think it was a very successful first date. I’m not in love or anything, but I would like to see him again. And hopefully finish what we almost started in bed that night.
