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force masc coaching in ways that don't require surgery or hormones (for those with vaginas):
only let them cum/get off if they're wearing a strap
tell them you're gonna suck their balls and then suck on the outer lips of their vagina, refer to it as their balls, don't touch anywhere else, watch them squirm and buck their hips wishing you'd just eat them out all ready
only let them piss if they go through a pee prosthetic
^^ bonus points if they can only use it while you're holding it for them
watch voice training videos with them and masturbate while they practice along with the video
^^ or, better yet, jerk them off while they practice voice training as a real challenge,, see how many sessions it takes for whiney moans to turn into deep grunts,, stop completely and essentially edge them if their voice gets too high whimpering