Jeff Does Drag

Drinking, Drag, Transgenders and Bondage

So one weekend back in 1994 or 1995, I went to a charity drag ball. Some other interesting things happened that weekend as well — in fact it was “epic,” as they say — but I’m taking the fifth (as they used to say) on the rest of it.

Sleeping dogs and all that.

Anyway, one day my friend Dee wanted to know if I wanted to attend Oberlin College’s charity drag ball that weekend: 10 bucks at the door and all the cheap beer a person could drink. Everyone had to dress in drag — except the people who dressed in bondage gear.

Well, hell yes! Let me just find a skirt and heels.

Jeff and Dee in drag

These were taken on a cheap throw-away instamatic — that’s my excuse, anyway — so excuse the quality. And this wasn’t a public place, but I don’t think Dee will mind.

Jeff in drag

Man, I make a hideous woman, it’s true.

Jeff's feet in high heels

Jeff's ass

Oh my.

But get a load of those shaved legs, huh? And those see-through shoes that are about a size or so too small. Woo, indeed.

On with the show …

Oberlin drag show

Oberlin drag show





There are many more, but you get the idea. A good time was had by all. And Dee, if you’re out there, give us a shout.

Stay tuned for more trips into the archives. …