Give yourself a hanging wedgie then let it stay while you sleep

I would also like a sleeping one :P

shoulder wedgie as you sleep ;)

Hanging wedgie in your tightest briefs.

Try a jock lock wedgie. You have 7 minutes to get out. If you do-- congratulations! PM me a punishment for underestimating you. If you don't, post a thread requesting punishments and do all posts (within your limits) for 1 hour.

Restricted to bed (sleeping soon). Or you can do it at school tomorrow as long as it isn't too obvious.

Jock lock wedge tonight. Enjoy!

Restricted to bed (sleeping soon). Or i can do it at school tomorrow as long as it isn't too obvious.

Hanging wedgie, keep it in

Sleep please

Sleep with a melvin. Kept up with tape or belt.
No messy or hanging please

Jock lock 10 mins

Shoulder wedgie for a day. Every time you take the wedgie out (to piss/shit) spank yourself 5 times.

you have to sleep in a permanent wedgie tonight

Either:
Sleep in a wedgie of your choice with the door open (and covers if you wish), OR a wedgie of your choice with the door closed but no covers.

Restricted to bed (sleeping soon) or at school tomorrow if it isn't obvious

Frontal wedgie over night

do a backward underwear riping wedgie

Sleep in a propeller wedgie (spun 10 times)

Do a hanging g Melvin for 10 minutes