Wet your bed, in pajamas of course and sleep like this.

Sleep only in bra and panties

Just a diaper. Bonus if you don't use the bathroom before bed.

Cum in your underwear and wear them on your head while you sleep

Can't be naked no female clothes

sleep with your feet tied to your hands and cum in your pants/panties.

Get your warmest pajamas. Soak them in water (must use piss if it's within your limits). Wring them out a bit so they don't drip too much. Then freeze them. The minute you go to bed take them out and put them on. Sleep like this.

Whenever you go to bed this week, you may only wear your underwear. You must also cum in the underwear before going to sleep. Do this for a week with the same underwear.

Wear just underwear, piss yourself and write slut on your chest.
Sleep like this

Wear pajamas all day. You can cover them when you are in public but you cannot take anything off.

this sissy diaper bitch isnt potty trained says wet your pajamas then you get to sleep in then butyou cant go potty before you go to bed and you must dring 2 large glasses of water

Only female panties for you to sleep with the next 2 nights. Then you can add a female pajama for 2 more nights.

You must go out and drive through a fast food line in whatever you usually sleep in to get your next meal

Wear your sissiest outfit to bed. Dont forget the butt plug!

When you get dressed for bed keep your underwear on (bra and panties). Put on your pajama pants next. Now get into a bra connection wedgie, choose if you want to do front or back. Put on the rest of your pajamas. Put on a second set of underwear now ontop of everything front to back. Repeat the bra connection wedgie in the same position as before so you're equally wedgied. (If you picked front before you'll get to do "front" again because your underwear is worn front to back. I guess you'll get it once you do it.) Have a nice sleep! Don't pick your wedgies even once, focus on getting a good rest.

Wear a shirt for bottoms and tops and no underwear (1 leg through each arm hole and dick through the head hole)