If it's just for one night, perhaps you'd be interested in drag make-up. Just search "drag king make-up tutorial" on Youtube, a bunch will come up (I can't vouch for any personally though).
For your bum, you could try compression shorts, which you can buy at sporting goods stores.
If you are interested in duct tape though, you can do it relatively pain-free. If you are in the A-B cup range, the open-shirt method might work for you. Of course, first cover the nipples, with paper or something, whatever. Push the breasts down and to the sides, and tape across and around your back, leaving the center of your chest un-taped. I've done that before (my girlfriend dragged me up before I was totally out), but it wasn't super effective for me because I have a larger chest. But it was still reasonably comfortable.
Basically, googling drag tutorials might be the most appropriate advice for you.
