My closest friend is FTM; he began his transition in June and has been living his proper gender since. I've been universally supportive and have loved him as a brother. I've known him for years before he transitioned, even dated him during a period a few years ago in which he was trying to piece his identity together and decided to give being a straight female one last go (needless to say, it failed). I'm on wonderful terms with his family, and I really see him as the brother I never had. The problem is me; when we hang out, I'm prone to the same unconscious late-teenage-years male bull->-bleeped-<- that I do with all my other male friends. That is, I goof around the same way I do with my biologically male friends, but the macho male posturing that I'm accustomed to giving and receiving with others fails miserably because it just makes him feel awful and put down because of his status as a transitioning FTM. I'm never aware of it at the time, and find out days later through an angry phone call or something; he never shows indications that I'm hurting him at the time. So, recently was the straw that broke the camel's back, and despite years of incredibly close friendship, he's decided he wants little more to do with me. I feel guilty and horrible and like a complete ass. We've gone long periods of time without speaking before, and have come back from that closer than ever, but now I feel like I've lost a family member. This is not the first time I've done this (and it is always without meaning to, obviously) and I'm really not sure how I would handle myself were this bridge to burn. So, I guess I'm seeking some outside opinions, advice on how to help build back our friendship...basically anything but more reminders of how awful I've been. This has been as much a plea for help as just a place to state my problem. Any (positive) feedback would be appreciated.
Also, mods, I'm not sure if this is the right place to post this. I'm new here; be gentle.