During the day, when I was at school, he stayed at the house, usually on YouTube or cleaning around the house, and I usually wasn't home until 5 or 5:30 since I had fencing practice after school. One day, however, I came home early (I think my coach was sick or something; I don't remember). When I walked into my bedroom, I saw my friend at the computer with make up, pig tails (we both had long hair), and a French maid outfit. Turn out, my friend was transgender and hadn't come out to anyone yet (she goes by Emily now), and I reacted horribly. I was, understandably, shocked since I had no indication or suspicion of her true gender identity, but I also made known that it freaked me out when she presented as female and that I wasn't okay being seen in public with her unless she presented as male. Given that I've always been such a huge advocate for the gay community, looking back, I'm appalled that I reacted in a way that can only be described as transphobic.
Our relationship, understandably, completely fell apart. She moved out on her own after my junior year of high school, and I haven't really spoken to her since aside from a few Facebook conversations that always digressed into arguments (she was, understandably, very bitter and hurt). I'd like to reach out to her again and, even if I can't restore our friendship, at least express to her my shame and regret over the way I treated her and apologize, but I still don't know what exactly I want to say. How do you apologize for judging to harshly and so vocally the very essence of who someone is? That's utterly unacceptable to do to any person, let alone someone who is supposed to be your best friend. Not a day goes by when I don't beat myself up for how I acted even though it was eight years ago now.
Anyway, that's the biggest regret of my life. Figured I'd share.