One of the luxuries I've had cross dressing every so often is my wife and I are roughly the same size, at least up until this last weight gain of mine. Vastly different styles, which I use to think I knew what she'd like to wear and I was just wrong but realize I was picking out what I would want to wear.
Shoes are a different story but I could wear her capris, cardigans, shorts. She doesn't really wear dresses. And yes underwear. For someone who dresses in what would be called grandma core all her panties are hipsters, boyshorts and the occasional thong.
Lately she's worn one twice in the last year and I think that's two times more then our entire relationship. So having a dress that's roughly my size has been nice.
She's always complained about me stealing her socks which I always chalked up to a matter if convenience because mine end up buried in my bin or I've got a bad habit of walking outside in just my socks, but I've realized it was just a subconscious thing to have something woman specific on.