I can't remember my most most embarrassing moments, I have a couple. I was standing in line at a club in New York City and I thought I was kind of cool because I knew the doorman. We had gone to college together so I was kind of hyped up with the fact I might get let in for free because he did that from time to time for his friends. So I had a pretty good friend that was a big New York City club promoter come walking up to the line and I hadn't seen him in a while. I might have had a drink or two in me and I flat out saw him and was horrified because he was really skinny and he looked like he'd been living in a ditch. So I blurt out right in the line "blah blah, good to see you! Christ man you look like shit......." That had to have been one of the most fucking retardedest things I've ever done and horrifically embarrassing for both of us. He looked at me and said "what the fuck dude". And of course I double down because I'm me and insulted his appearance more. Needless to say I was pretty much ostracized by my peers and him the whole night because word travelled fast. Fast forward 2 weeks later, I see him at a friend's house and he laid into me like I've never been laid into before. I apologized profusely but did say that I was concerned for his health but he was right I should have picked a better time to say all that.