I'd like to get a community opinion on this one.
As I've been chronicling over on my blog I have told my wife about my crossdressing and she has not only been supportive but also understanding. My wife has always been LBGT friendly, and she has a brother who is FTM; so I guess a crossdressing husband isn't such a big deal.
Anyway, one of the things my wife enjoys is a good drag show. She thinks drag queens are funny and entertaining and a good way to spend a Saturday night (there's a local event, Drag Queen Bingo, that's so popular you need to reserve seats weeks in advance). She also likes Ru Paul, and has watched every season of Ru Paul's Drag Race.
In fact, she and some of her friends like the show so much, that they're thinking of holding a "watch party" for the finale this season -- maybe 8-10 women, all fans, drinking Absolut cocktails (it's a show thing) and seeing who wins. As my wife is telling me about the party they want to hold, I jokingly said to her,
"If it's going to be a Drag Race party, you should hire a drag queen to come."
Her: "Do you know how expensive a good drag queen is? They're paid performers."
Me (jokingly): "Well heck, I could be your drag queen."
Wife (big, serious eyes): "Really? You'd do that? That would be such a great idea!"
Now, my wife, as I said, is LGBT-community saavy. She clearly understands the difference between a drag queen (gay men thumbing their noses at traditional femininity) and a crossdresser (heterosexual men seeking comfort, identity, or enjoyment in expressing their feminine side). And I did sort of put my foot in my mouth by offering, even jokingly.
So, should I do it? Should I take the opportunity to "drag out" in front of a room full of women? My wife insists that no one would "suspect anything"; they'd just think I was "the best husband ever" for dressing up for their party. And I'm sure I could pull it off; in some ways, my size and stature actually work in my favor for doing drag. It would be performance comedy, which would be fun; and it would be a chance to just go gonzo with the en femme, at least for one nigh.
On the other hand, would it be perpetuating the stereotype? If I do drag now, then in the future one or more of these women finds out I'm a crossdresser, they might conflate the two and assume I'm really some sort of flaming queen.
All opinions welcome.