Dear Prudence,
One of my closest friends in high school recently organized our 10-year reunion. I wasn’t able to attend, but the night of the event, he sent me a text saying, “We all miss you.” That was immediately followed by an extremely crude request for me to describe features of my genitals. I was shocked and upset. A friend says he was probably drunk and I should laugh it off. I’m not ready to, and I don’t think being drunk is an excuse. He had a chance to back off but persisted, even after I texted back “WTF?” He also hasn’t apologized in the days since. I feel that we don’t have a rapport where he could ask me that out of the blue, especially since we’ve drifted apart in the last decade. And I don’t feel that the fact we are both men makes it OK—I feel harassed and demeaned. I can’t let it go. Should I confront him about it or just continue to let our friendship fall by the wayside naturally?
—Old Friend Crossed New Line