A friend of mine from university has recently become engaged to another one of our friends, I am thrilled for them and super excited for what the future might bring them. The three of us were among a very tight nit group in uni and we shared everything with each other - every body concern, break up, hook up - everything.
Now, the couple has a very trusting relationship where they talk openly and freely with others about sexual preferences and experiences and years ago I flashed the boyfriend and we all had a good laugh. However, he initiated a conversation on Skype the other day and told me how he was so bored and wanted to video chat so he could show me his penis.
I kept trying to change the subject (I'm not interested in seeing it and was genuinely just excited to be chatting with him). Every time I tried though, he would bring it back to his wanting to show me the penis - even when I dismissed it he came back to the idea. He reminded me that he had seen my boobs so it was no big deal, and complimented them as well (this was new because while we were all close we didn't compliment or discuss our privates in that much detail). Eventually when he saw that it wasn't going to happen he ended the conversation and that was that.
Now, I used to be quite close with my friend but as I said we have drifted a bit (distance, work, yadda yadda) and I want to let her know about this interaction but I am not sure what to do. I am curious about whether people think I should let her know (since it did make me uncomfortable), and if so how I should go about it?