I’ve been asked this on the phone by more than one potential suitor. Sometimes he’s met me, but more often he hasn’t. I’ve decided it’s part of the fantasy he’s creating.
What does he want me to say? The truth — gardening togs? Baggy sweats and warm socks? Flannel nightie and fuzzy slippers? I tried telling the truth and noticed the conversation deflated.
So now I play. “Nothing,” I’ll reply to see his response. There is usually some incredulousness. Sometimes I say, “What do you want me to be wearing?” After he tells me I say, “How did you guess?” I give him what he wants to hear — and imagine. 🙂
A male friend says since most men are visual, they want to imagine you in something sexy and slinky. From Victoria’s Secret. My pal says I should respond, “A black lace teddy,” or “a red silk negligee” — as if many women actually lounge around the house alone in such attire. I’m sure some do, as I read Mariah Carey claims to. None of my midlife women friends do.
I think women rarely ask this question of a guy because we don’t really want to hear “sweats” or “shorts and a t-shirt.” If we’re interested in him, most of us, I think, want to imagine the guy in a nice shirt and slacks, well-fitting jeans and polo shirt, silk boxers, or whatever floats your boat. So best not to ask if you don’t want to know the truth.
Have you been asked what you’re wearing? If so, what do you respond? Have you asked a guy what he’s wearing? Why?