I (21FTM) have a relatively new FWB (also 21FTM). We both usually bottom, but I like/trust this dude a lot so when he asked me if I want to try topping him (anal, with a strap-on), I said yes. And that is happening tomorrow.

I’m excited because so far our sex has been really good, but I’ve never strapped before. I’m no stranger to being the receiver of anal, and I reaaaally enjoy it, but I am really scared about a) hurting him, b) looking silly while doing it, and c) finding a position that works for my body (I have really weak knees/hips that tend to sublux/dislocate).

Obviously I know that lube is important, and taking things slow to make sure that he’s ready for the actual dick. But other than that I’m feeling pretty nervous/lost. Any tips would be appreciated!