This questions comes in the form of two stories: One of my best friends in the world (I call him my little brother) is twenty years old. We have the most vulgar conversations about everything, and have even gone as far as to take shits on the phone, mutually, racing to see who can shti and flush the first. We tell each other everything. He was telling me about one of his recent girlfriends. He told me about the first time he had sex with her. He said that she wasn't a virginm but for the life of him, he couldn't get his penis in there. He's twenty and hasn't been with that many women, so I chalked it up to him being ignorant about the fact that he needed to lube it up a bit more. He said he tried everything, but just couldn't get it in there. I'd laughed at the time. I've another friend who I'm very close with (we went to Highschool together). He's in Malaysia right now working in the oil industry and he just sent me this message via myspace. "Now that it's over and done with, it's actually pretty fuckin funny to me. So there's this band that plays at the hotel I'm at (5 star at that, it's awesome) and me and the singer hit it off a little one night. Here's the thing, she's not supposed to leave her room. It's almost kinda like she's owned. Hard to explain, shit's just different over here. So when she comes up to my room, she's in a hurry. She just wants to fuck real quick like. I, being the gentleman I am, oblige her. No condom, no foreplay, no nothing, we just go at it. But she's fuckin tight as hell and, here's the good part,.....the part where the foreskin is attached to the head, yea, that tears a little. Now I notice a little pain, but I say fuck it and keep going. It wasn't until we switched and she got on top that she noticed all the blood. You'd be suprised how much blood can come out of such a tiny little tear. This shit hasn't ever happend to me before, so I'm kinda freaking out. I mean there was a lot of blood. It looked like someone got shot in the head on my bed. I jump out of bed, dick in my hand, blood dripping everywhere. Blah, blah, blah, anyway I figure out what happend but I don't really want to fess up to it, so I kinda convince her that she's the one who's bleeding. I know, kinda shitty. So that's what happened that one night. Turns out it takes a while for an injury like that to heal cuz it's happened a few more times already. Not quite to the extent as the first time, but it still sucks a little. As long as I wear a condom, no problem. " I'd imagine that this sort of issue wuld arise often with a well endowed man. Any \stories that some of you could share of similar experiences?