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Reminds me of that Discworld novel where Nobby Nobbs from the Night Watch would volunteer to dress as woman (to serve as bait, if I remember correctly), even though Angua actually IS a woman and would be much more convincing ... I wonder if Nobby is meant to be AGP. (It is mentioned that the laws of storytelling would usually dictate that a man who dresses as woman is suddenly hot and all men want him ... but that this law of Discworld nature, upon encountering Nobby Nobbs, had to admit defeat.)

Nobby dressed as a woman a couple of times, didn’t he? I remember when he and Fred Colon were with Lord Vetinari on his secret peace mission in Jingo and he was so popular with the women in the town (which makes me roll my eyes these days) but I’ve forgotten which book had the one you described.

These books sound like an acid trip.

They’re brilliant, and yes, frequently trippy!

I mean, Nobby Nobbs is the only person on the Disc (the world) who carries a certificate from the Patrician (ruler of the city-state he lives in) to prove his species.

I, after hearing evidence from a number of experts, including Mrs. Slipdry the midwife, certify that the balance of probability is that the bearer of this document, C.W.St John Nobbs, is a human being. Signed, Lord Vetinari.

https://discworld.fandom.com/wiki/Nobby_Nobbs