Meet Boat Cruise Guy

I met BCG back in July (on a boat cruise! shocking! and actually the day before I met Wedding Guy, but that is beside the point). He and his friend were in close proximity to my friend Julia and I and at one point randomly struck up a conversation with us. He seemed really into me. I mean, when I told him about the wedding (which was in a town almost two hours away), he said, “I’d drive down just for one dance.” (Although in hindsight he didn’t say he’d be dancing specifically with me as there was no subject assigned to the verb), which I laughed at because I didn’t know if he was kidding (but not in a mean way). He and his friend eventually wandered off and found Julia and I later on in the evening so he could ask for my number. He wound up texting me the night after the wedding asking how it was but left it at that. I wasn’t attracted to him, but he was so funny that I thought it would be fun to hang out again so I asked him to have drinks with me the following week.

We met at a restaurant by my office with the intention of eating up on the roof top deck to enjoy the view but it was pouring, so we just camped out at the bar.

Mistake One: He asked me about previous guys I’d dated and I answered him honestly. I NEVER do that on the first date, or even in general, because I don’t always come out looking good (i.e. RARELY) but since I felt so comfortable around him due to my lack of physical attraction, I figured I could just be myself and have an honest conversation with him. When I think back to this night, and how much fun I thought we were having, I do cringe at how honest I was. On the other hand, if I ever wind up with someone they’re going to have to accept me AND my series of very bad decisions. If they can’t, then they can quite literally go fuck themselves.

Once it stopped raining we went to the roof and got a couple appetizers. Then we both had to go as we were meeting our respective groups of friends out. I had such a good time that I sent him a text thanking him for a nice evening but left it at that. I didn’t hear from him again until weeks later, when he emailed me something fairly asinine but didn’t suggest us getting together again. Three months pass until last week when we made plans (Mistake Two — second chances are fine but within a reasonable window of time, which is not three months). I didn’t really consider it a date (I mean, I did, I wasn’t sure if HE did). We weren’t friends or romantically involved so it was awkward for sure. At one point, I told him about an upcoming trip I have to Mexico. I’m going with one of my friends and we’re staying at an all inclusive resort. Instead of telling me to have fun, etc, like a NORMAL PERSON, he told me that would be a great place to meet guys. Ummm, I’m on a date with you?

Throughout the rest of the evening (drinks + dinner) he made references to me hooking up with other people (future, not past) so I realized given our conversation from date #1 he probably thought very little of me and I would never see him again. Especially because at no point did he ever reference the two of us ever hooking up or hanging out again. It was so odd — he was chivalrous to the extent that he opened doors and paid for everything but extremely passive aggressive about how he expressed the fact that he had no interest in me. Example: after drinks, when I deduced it really wasn’t going well, he was the one to suggest dinner, thereby prolonging the date unnecessarily. But then at dinner made equally horrible comments. I suppose I could have/should have cut the date short, but was starving and tipsy after two hours of wine and really WANTED dinner.

I not surprisingly have not heard from him since. I can write this one off as well. I guess honesty really ISN’T the best policy.