I agree some here in this thread. Later in life, its a ego boost because you can tell the story. Also, in the past when I was a real swinger and not in a relationship, its a ego boost when they look at my cock and are like... Wow... And some times I get rejected right on the spot and some times I get rejected in mid penetration. Now that I am with some one I love and we are waiting to have sex on a special occasion, I'm worried like hell! When she deep throats me, most of my cock is still out side of her mouth, and she is a very small, skinny girl. Its getting close to the point where were about to do it and I'm fucking so worried that I'm going to be too big. I've been with this chick for months and if its a no, well, its going to be a GI Joe made out of gold thrown into the incinerator. My current plan is give her as many orgasms as I can with my tongue and fingers, and also a lot of grinding with my cock and well as vibrating it on her clit (Yeah, I can vibrate it, I am so stoked about that!) until she screams in ecstasy. Get her really wet, and then try and squeeze it in.
I really hope that battle plan works. This post is different because it helps you understand of the worry, where all others are in the past, this one is still a might be or a might not be. Wish me luck.