A lot has changed with my presentation in a year and I (30) am dreading seeing my conservative family at Christmas

Maybe use it as a time to experiement a little with different “women’s” and “men’s” clothing than you would normally wear? I’m thinking that some of the women’s clothing items that lean towards looking like men’s wear (such as everlane loafers or floral wildfang button downs) could be combined with some more feminine-looking men’s items you already own. Or even raid your partner’s closet if you think that’ll work. You could also play with colors to make it more comfortable for you (so “men’s” items in “feminine” colors, like a lavender men’s shirt) or wear clothes your partner wears the next day (like a shared sweatshirt or sweater) and if asked laugh and say, “it’s easier to pack that way, who cares what men wear anyway?” Let them infer what they will from a statement like that.

/r/relationships Thread Parent