I have a regular who has a small penis, not what I would call a micro, but not much length or girth.
His favorite position is us on our sides and him entering from behind. It's not a condom issue with him, he is big enough for it to stay on, BUT he pulls out too far and falls out and then has to be guided back in... again and again and again.
For some reason this annoys the shit out of me. I've tried to manipulate my body in all sorts of contorted positions to keep him inside of me long enough for him to cum but it gets old.
I know he's paying me and it's not as if he's asking me to do anything I don't offer but grrrrrrr, I want to scream "do you NOT understand why this position is NOT working?"
Rant over...