Syren doing everything she can to make the painful sodomy more enjoyable and/or bearable.
Autumn and I cooperating to make her cunt sore and swollen before I fuck it, because internal conflict is hot.
Taking advantage of Endza’s predicament to push a cold steel rod into her asshole, then make her come repeatedly.
Endza earning some spectacular orgasms by asking for extra-painful electricity.
Endza deciding that one more orgasm is worth an off-the-charts electrical jolt.
Finding out whether Autumn can have an orgasm at the same time she’s being tickled.
Ziptieing Emily's hands around the cross behind her, which does not turn her on not one tiny bit, no sir.
Autumn and I taking turns beating her asshole.
Whipping and fucking Autumn's asshole, and making her ask for both.
Trying out a new idea, attaching Endza to a glass door via nipple clamps with suction cups.
Endza being terrified of the cane, even while I’m using it in kind (if extremely familiar) ways.
Endza exploring her own cunt with a painful TENS wand.
Adding a vibrator to the mix while flogging Syren’s front.
Fucking Endza’s cunt deep and hard, while also fucking her brain pretty hard.
Having some actually pretty mean sex with Syren.