I mentioned in the thread on the Green Day song that I had a TG playlist on my iPod, and someone asked what's on it. I figured I'd spin it off into it's own topic so others could chime in with their suggestions. Here goes:

Lola - The Kinks (a classic)
Cherry Lips - Garbage ("with your cherry lips and golden curls, you know you look just like a girl...")
Dude (Looks Like A Lady) - Aerosmith
King For A Day - Green Day
Get Back - Beatles
She's Your Cocaine - Tori Amos ("She's got you shaving your legs, you can suck on her thing, but you know you wanna be me, boy")
I'm A Boy - The Who
Rebel Rebel - Bowie
5:15 - The Who ("He-man drag, in a glittering ball room, greatly outrageous, in my high-heeled shoes."
Arnold Layne - Pink Floyd
I Want to Break Free - Queen (Not technically about crossdressing, but have you seen the video? You Tube it!)
Walk on the Wild Side - Lou Reed (I really don't like this song, but it's hard to leave it off a playlist about crossdressing!)

What am I missing? Chime in!