[lucy.transvestite]

I'd you're going to have him pissing in the bed, tape some garbage bags together first, and lay them down to make a plastic sheet. Then put a comforter/heavy blanket on top of it. Better to have just one thing to throw in the laundry.

Beforehand, go and buy a long fiery red wig, and some superglue with a squeeze tip applicator. Try and find something really heavy duty and waterproof. Industrial strength. Same thing with the wig. Find something with weight/quality. Have him give you his credit card so he can pay for it.
Cut the wig into light clumps of hair almost like the small hair extensions that you would find. Make sure you tie him up so his head is hanging off the foot of the bed so you have access to it. When he's tied up take the wig parts and start gluing them into his hair, very close to the root, so the only way he'll be able to take extensions off is to cut that whole clump of hair out or shave his head. Try and get his whole head covered with the extensions. His hair should look totally feminine. Just might take a while but if you could have him tied up all afternoon it won't matter. Best thing is he won't be able to see what's happening, he will just feel you messing with his head. Don't tell him what you're doing maybe even blindfold him for the whole afternoon.