Breaking a sissy during the interrogation is easy: sexy police officers just has to kick him a few times in his balls
Classic scenario where gorgeous woman in sexy lingerie is using a whip to punish naked male painfully
The man is becoming a sissy in the scene where dominatrix makes a cross-dressed fuck his ass and then there goes a cock-sucking exercises
A couple of hot ladies are making prisoner drink their pee under the queening stool and then abusing his ass while he is strapped to BDSM rack