Back in high school I dated this guy for a little less than a year. We never had sex, the most we ever did was hand stuff and then we broke up before college because we were going to different schools. Fast forward to yesterday, I got a message from him saying he was in town for a couple days and wanted to catch up.
I met him for some drinks and it was nice seeing him again after so many years. We began reminiscing about our time dating and he told to me that his biggest regret from our time together is that we never had sex. I put on my best flirty/sexy smirk and told him we could change that if he wants. I’ll admit, there have definitely been times when I’ve seen pictures of him online and had similar thoughts of wondering what it would be like to sleep with him.