This is how
and I have occasionally spent weekends. Just taking nice walks around Massachusetts (Usually Cambridge) one of us dressed as the opposite sex. There's something therapeutic about the whole process of passing in public. Maybe it's the whole notion of shedding your identity, maybe it's because my plain IRL man-clothes have become so boilerplate and boring. I dunno, but it's always a nice experience. I'm sure it helps that we're in Massachusetts, where nobody cares or everybody's too pissed off at the MBTA to care.
If anything, this etching should serve to show who wears the pants in our relationship. Only one of us is in a skirt. Only one of us is in heels. Only one of us is wearing makeup. And it ain't her. (I kind of screwed up drawing my glasses though.)
Maybe someday we'll remember to take a photo.