So, first I want to say sorry for disappearing off of Susan's for so long (sorry!), I've been pretty busy with work and all lately, but I'm still here! Anyways, I have this friend at work and she's always seemed pretty special to me. She started working at my job a few weeks after I broke up with my girlfriend of two years and we quickly became friends, despite the fact I was in a bad place. A few months later I realize just how much of a connection this girl and I have and so I asked her out, she got super excited and said yes and everything was awesome until that night she called and said she couldn't do it as she was going through some stuff of her own, and we agreed to just be friends. That was three months ago. Now we're really trying to just be friends again but it's pretty obvious we still both care for the other more than friends would, and I figured I would ask her out again, seeing as she's hopefully had time to sort through her personal stuff and she still acts like she's interested. However, I don't want to start dating someone and possibly enter a relationship with someone who doesn't know me as my true self; the woman inside. So I figured I'd need to tell her I'm a transsexual woman who's pre-everything and still living as a man. I know this shouldn't upset her too much, as she's openly supportive of trans people and is pretty open about being bisexual, but I'm still pretty nervous and want to know how to do it. Should I wait and see if we do start dating and tell her then before things get too serious? Should I just straight up tell her asap? I really have no idea :O