I'm going to a wedding this summer (one I can't really say no to, we've been friends since middle school), and I've been having a hard time finding something to wear - I'm not out to them, so I can't dress too unconventional, but I also refuse buying a new suit, and the old one is too big. I also feel uncomfortable wearing it. I have a grey one which sort of fits, but the dress code is ideally black tie but at least a black suit.
I've decided on putting together an outfit which consist of only women's clothes but which will satisfy the requirements for male semiformal attire - a women's tuxedo jacket (they exist), dress pants, shirt-like blouse and a scarf knit more like a cravat. And a pair of nice earrings. It'll probably look a bit out of the ordinary, but they're used to me doing strange things. So this will just add to an already entertaining (in their eyes) list. I can break the news that I'm transitioning later, at least then they'll know something is up :-) .
I don't dance, so that's not a problem. I don't have a date, and if they pair me they will do so with a girl, but then I'm bisexual leaning towards girls anyway. So it doesn't bother me. It's not like random pairings in a wedding are meant to lead to anything.
I'd have more problems if these people were more formal though, or less accepting with strict demands of demeanor and adherence to social rules. If I were ever invited to a wedding like that, I'd probably find an excuse not to go. At least until I can pass and no one would notice anything.
(Edit: typo)