I'm in a really really weird situation right now. The whole issue is a potentially TL;DR story so I'll just put it like this: My best friend of over 7 years recently asked to see my penis to compare it to his. This was completely out of the blue, I've never known him to have any insecurities or anything but (as he says) he does and wanted to see mine. I humored him at first (which may have been my mistake) and sent him a pic I had taken. I rather stupidly didn't include anything for him to reference my size so he said it wasn't good enough and now wants to see it in person. First you need to understand he is my best and most trusted buddy. The problem is that I think it may be a come on. I'm pretty certain he's straight, which is why I'm asking your opinions here, but the problem is what if he isn't completely straight and this is a come on. I would have no problems being his friend even if he wasn't straight but I don't know how to deal with this situation. Like I said he's my best friend, we have so much in common and he's the only guy I have ever been able to confide in over some really personal matters. If this really is just a big insecurity for him and I could somehow put his mind to rest with it then I'd have no problem at all showing it to him. And if that were the case but I just said no I think our friendship could be irreparably damaged because we have always been there for each other for whatever we needed. On the other hand if this was a come on, and upon showing it to him he tried to take it further I would give him a resounding no and I don't think I could be friends with him for trying to pull such an underhanded move. At the same time if I don't show it to him I have no idea how it would affect our friendship e.g would he lose interest in me if he thought we'd never get together? So how I see it, whether I show it to him or not I risk permanently damaging or destroying a friendship I hold dear. Any advice would be deeply appreciated, or any other way to try and get out of this situation without causing damage. I must say I'm really uncomfortable with the idea of showing him my junk in person.