What It Feels Like For A Girl (Madonna) is cute.
Ob-la-di Ob-la-da (The Beatles) is another adorable one about a guy named Desmond who goes out at night as a female singer named Molly.
Lady Stardust (David Bowie) ... seems more like it's just about a guy wearing makeup ...
Somebody Told Me (The Killers) sounds like he's talking to a girl and saying, "Your boyfriend is secretly a transvestite, and I fucked him last year."
Dude Looks Like A Lady (Aerosmith)
Sweet Transvestite (Rocky Horror)
You can argue that the songs are mostly about transvestites and not likely full-time transsexual women.
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