>>11394651
>I imagine the pleasure comes from seeing the captive broken.
That's what it is for me. I'm a sadist at heart, so there doesn't have to be anything more to it - just the sheer sadistic glee of being a cruel bastard and making a girl shriek. There's something primally satisfying about the idea of folding a girl into a tight little ball and stuffing her into a heavy wooden box so tight she can barely squirm. Leaving her in there for hours as she sweats from her own trapped body heat, twisting and writhing as she vainly tries to expel the low steady buzz of the dildo vibe in her pussy, sobbing and crying as the muscle cramps start to set in. When you finally take her out to use her, she'd be a sore sobbing wreck.
Or just cut a few well-placed holes in the box and you would hardly have to take her out at all. Just a box that you stuff dildoes and your cock into that emits muffled screams.