My Only Male Male Experience
I am married and I have a good friend who is married. He is always making jokes about how small his dick is. He openly does this in front of others and we all get a good laugh out of it.
We were on vacation with our wives, and he and I went into a swimming pool changing room to put our suits on. We couldn't help but see each other naked. Indeed, his dick is small but so is mine when it is soft.
Recently, we were together and he joked about his small dick, but followed up with 'I saw yours and yours is small too.' I replied that mine is small when soft, but I'm pretty proud of it when it's hard. He said 'Oh come on ... you probably aren't 4 inches hard.' I said 'Wanna bet?' He bet me $10 mine was no larger than that. In fact, he said his was probably bigger than mine.
We were at my house, so I said 'Let's proove it then and I'll want my $10, thank you!' My dick is a full almost 7 inches fully hard. He accepted my offer and we both dropped our pants. We both started getting hard. Mine swoll up with a little encouragement from my hand to a good stiff 6-3/4 inches, straight up. He was amazed. His was barely 5 inches fully hard.
So here we were standing together comparing our hard dicks, still kind of stroking them to keep hard. He looked at me and said 'Darn this feels pretty good. Why don't we just go ahead and jack off since we are half way there?' We stood in my kitchen and jacked off together watching each other. Eventually, we both squirted cum onto the tiled kitchen floor. We pulled our pants up, cleaned up the cum splatters, and I collected my $10!
Secretly, it was pretty fun! I doubt there will be a repeat performance.