smear peanutbutter on your chest and sleep like that. I hope you don't role over...
I would like one with a little self bondage

Slerp hogtied with toothpaste on your nipples, and a piece of ice in your ass

Make mine hard!

Get in a bra and panties put the panties around your knees put 3 ice cubes in your butt finger yourself until you cum lick it up if you want then stick something thicker than 3 of your fingers in your butt and have fun hope this was good :)

Sleep with your hands ties to your thighs , and feet together .
Make mine deal with bondage , Socks , or shoes.
No messy.

Sleep bound to a pole with your arms around it

Sleep hogtied naked on the ground.

Make my dare so that other people at my house won't be suspicious

Sleep tied up however you want with no underwear on

tie your hands behind your back but first write "I'm a male slut that loves anal" on your stomach and sleep like that NO clothes on and no blanket

You must dress as a little school girl for bed tomorrow... You must go to bed at little school girl times like 7pm. But if your not asleep by 9pm you must spank yourself 20 times.

Give yourself an ice enema and then put on a diaper. Let out the enema into the diaper, so that it's wet and filthy. Sleep in it.

Sleep naked with your biggest dildo in

Wear nothing more than your collar and your cat ears, tie your hands around a bed post and plug yourself for the night.

sleep with your silver plug in your ass with a crotch rope on and write 15 getdare/kinktalk usernames over your body

PS if you really want extange the crotchrope for a double bra connection wedgie with a thong/g string

You must sleep naked without sheets or pillows tonight only

I hope this doesn't come under your "messy" limit, but as you're a sissy... I cannot help but wonder if you've actually spent enough time getting to know the flavor of cum and how it feels against your face.

Let's alter that...


Before you go to sleep tonight, I want you to cum. In any way that you wish.

Aren't I nice?

Then I want you to lick up and hold that cum in your mouth. Swish it around your mouth while you pick-up an object that you enjoy blowing. You are to lean over your pillow and deepthroat that object, with the cum in your mouth. As you gag, I want you to drool your cum and saliva across that pillow.

When you mouth is (relatively) free of cum, press your face into that slimy mess and coat your face.


EDIT: This is for Kg69