The folks in charge now were supposed experts in online transitioning and broadening of older companies .
I'm pretty sure the first tranny in Playboy was Tula (The Transexual). She was in all types of things, and it was a mini scandal when discovered -
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Tula was no a tranny. If I remember correctly she grew up as a boy because of an error on the Dr's part. Can't remember what it was but she def has a vagina.
"Cossey was born in Brooke, Norfolk. Through puberty, Cossey was distinctly feminine in appearance due to a variant of a condition known as XXXY syndrome, where, instead of having the XY male chromosome pattern, she possesses the genotype XXXY"
OK so not exactly sure about her genitalia at birth but I don't think that she qualifies as a tranny at all due to her condition.