My husband always dresses up as a woman for Halloween. He's been Marilyn Monroe, Elvira and Hillary Clinton, to name a few. This year he's going to be Dolly Parton. He's been wearing heels, a wig and fake boobs around the house a lot the past few weeks. He says he wants to get used to them, but I'm starting to wonder if there's more to it.
Wigged Out (woman, 47)
Dear Wigged Out,
If your husband were sporting stilettos and a set of double Ds around the kitchen in June for no apparent reason, I'd say you'd have good cause for concern. Seems to me that he's just committed to his costume. Lord knows, nobody looks good wearing heels they can't walk in. True Dolly-size falsies are a lot to maneuver, so I can't blame him for wanting to get accustomed to them. The wig ... well, that might just be for fun.
Just kidding. A wig can be uncomfortable if it doesn't fit right, so it's good to do a test run before taking it out on the town. Wigs also can be pretty pricey, so he might as well get some extra wear out of the thing.
You sound concerned that your husband might be a cross-dresser — and there's not a damn thing wrong with that, by the by — but I think he's just having a little fun. We could all use more of that these days. Besides, men have been dressing as women for eons. Instead of worrying about what he's wearing, maybe you should dress up as Burt Reynolds or Tom Selleck. Get a mustache and some chest hair, and see where that takes the two of you.
Good luck and God bless,