Well I think if you want to go extreme, having him cum onto a dildo, and then have him suck it off.
Also I’d recommend having him only use the billet vibrator on his balls.
Have him stroke/ruin to pictures of his feet, but only let him cum to the cock picture.
I agree keeping him in full sissyware when it’s done. Maybe have the beads in while he’s cleaning the dildo of his cum.
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