50 squeaky cleans with undies filled to the brim with whipped cream! (or shaving cream)

Put a nice, big donut in the butt of your undies and do 100 squeaky cleans. :3

A can of beans and get 50 squeaky cleans!

A gallon of oatmeal wearing tight yoga pants on top of your undies and 10 squeaky cleans.

Go heavier on the mess and lighter on the wedgie part for me please

Put on a nice pair of boy shorts and tape up the leg holes. Start with drinking 2 bottles of water and holding your pee. Then put an entire container of cottage cheese down the back and custard in the front. After that get a banana and line it up with your ass crack and finish off the front with an entire jug of syrup. Once completed wait with it until you piss yourself and then give one hard tug of the front and back.

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Likes: messy wedgies, cum eating, wedgies, humiliation, anal, cross dressing.

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A big cake with a lot of frosting down the back and some extra frosting(1 tub) in the front. 50 squeaky cleans then jerk of through it and cum before cleaning

Wear your short shorts and fill the back of your underwear with thick double cream or greek yogurt.
Watch it all run down from out of your shorts before pulling your underwear up into a wedgie while bending down, sticking your whole face in the mess. Stop wedgieing yourself when the mess on the floor has been cleaned up, preferably by licking it up.

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You need to make a banana split in your underwear, including a banana, lots of ice cream, whipped cream, sprinkles and cherries. You need to then put yourself in a wedgie and stay like this for 60 minutes (or for a real challenge until you shit or piss yourself or both). Extra: eat it at the end.

A dozen donuts in the front and back and do a hanging wedgie for 30 minutes

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Fill the front with two cans of nacho cheese and the back with two containers of chocolate frosting then do 10 squeaky cleans…

Let’s say 3 bananas and a bra connection wedgie for 45 min

A pie and a cake in the back, a can of whipped cream down the front and back, and then sit in a chair wedgie for a whole hour. Don't clean up for 2!