The Roller

Sides

• Edge 3 times
• Edge 5 times
• Edge 8 times
• Edge 10 times
• Drink a glass of water
• Roll once every 5 minutes until told otherwise, but roll again now.
• Roll once every 10 minutes until told otherwise, but roll again now.
• Roll once every 30 minutes until told otherwise, but roll again now.
• Do 15 squats naked with a something inside, if it falls, take a punishment
• If a "roll once every__" is active, return to normal duration rolling, and roll again now.
• You may pee if you need to
• Do not use the bathroom for the time until next roll
• Do not use the bathroom until 2 more rolls have been completed
• Deep throat something until your eyes water
• Hump a pillow for 5 minutes
• Edge yourself 20 times, then hump a pillow for 5 minutes. If you cum while humping, 50 lashes each cheek and you cannot touch yourself for two hours
• You have 2 minutes to cum, if you don't cum within that time, stop.
• Gag yourself with your underwear until the next roll. If you’re not wearing any, finger your ass and then lick your fingers clean
• Edge yourself as many times as possible in 10 minutes through/over your underwear
• You may only drink water from a bowl until next roll
• If you use the bathroom before completing the next 2 rolls, you must go wearing pants/underwear
• Hump as many surfaces as you can in the next 10 minutes
• Ask an unsuspecting person "yes or no"; if they say yes you may edge 5 times, if they say no you must not touch yourself until 3 tasks have been completed, even if those rolls require/allow it (in that case, complete it without touching or reroll)
• Spank yourself with your hand, 50 hits on each cheek
• Spank yourself with a belt, 50 hits on each cheek
• Spank yourself with a belt, 50 hits on each thigh
• Spank your ass 60 times each cheek, then sit bare-bottom on a rough surface, such as a welcome mat
• Do not speak until your next roll, if you must speak before then, give yourself 10 lashes each cheek for every word spoken.
• Cum as fast as possible, however many minutes it takes is how many hours until you can masturbate again (you can roll, but if a roll required you to masturbate, cum, etc, you must reroll instead)
• Write as many degrading words on your body as you can in 2 minutes, preferably in sharpie
• Strip naked and touch yourself in front of a window for 10 minutes, no edging or orgasms
• If you have a stuffed animal, hump it naked for 5 minutes. If you don't, hump a pillow instead
• Record it the next time a task allows you to touch yourself and afterwards, watch it back with sound while masturbating. If you fail to cum in the duration of the video, 50 lashes each cheek and on each tit
• Write "I'm a dirty nasty slut" on your thighs as many times as you can in 5 minutes
• If a "roll once every__" is active, return to normal duration rolling, and roll again now.
• Give yourself a wedgie, and leave it like than for half an hour
• You cannot touch yourself until tomorrow. Ask Sir if you need to keep rolling.
• Next time a challenge allows you to cum, do so through your underwear, and wear it for the rest of the day
• You must walk on all fours, cannot sit in chairs properly (you may sit like a dog in the chair, if you are unable to do so, you must on on the ground), and have to drink from a bowl until your next roll
• Edge yourself 1 time
• Play with your balls for 5 minutes
• Write "Sir's Slut" somewhere that's just barely covered by clothing
• Slap your self in the face, once on each cheek
• Pinch and twist your nipples
• Tease your slit for 5 minutes, then edge once