About 4 years ago I rented out rooms in my house to help pay the bills. I was recently divorced and needed the money. Even through hundreds of guests that stayed with me I had never done anything sexual with any of them.

However, one time I had a really cute guest who was in town for one night that was competing in some sports thing. While we were chatting that night in the shared living room he shared it was also his birthday. As a good host does, I offered to watch a movie with him. I sat with him on my large couch and in about 30 minutes he had closed the distance. When he got really close to me, against my better judgement, I let him put his hand on my thigh. Naturally, this led to a flurry of kissing and heavy touching and we went to his room.

In what I can only remember now as a haze of hormones and sexual tension, we fell onto his bed kissing and pulling each other’s clothes off. Again, against my better judgement, I let him inside me bare. We had sex for a couple minutes like that and we switched with me on top. I had never done this before or since, but while I was on top I came really hard. He came inside me. When we rolled over to cuddle for a minute or two I told him, “Happy Birthday!”

That was some of the best sex I’ve ever had. To this day, I feel a little guilt about crossing that boundary and I worry I was unprofessional by letting that happen so I’ve tried really hard to keep this story a secret.