Dating Disaster: He Said I Looked Like …

I had known Billy for five years through mutual friends, and at some point we started hanging out independently. I was still sailing on the friend boat when Billy indicated his winds were now blowing from a different direction. I wasn’t interested in him romantically then, but we did seem to get on quite well. And so ensued several months of friendly, flirty hangouts, during which I grew more and more fond of the fellow.We spent one Friday night playing pool with friends, drinking beer and chatting on the front steps of a house party. We talked about the benefits of therapy and shared our respective “here’s what made me need therapy” stories (dutiful New Yorkers that we are). And then we kissed. We went to his apartment to walk his dog and, inevitably, kissed again. It was exciting, after the months of build-up. That is, until he suddenly pulled away and said, “I can’t do this.” Read more

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