Milking/Forced Orgasm Dice Dare for Boys: Slick, Warm Lust Cocoon

[WolfpupNX]

First off, this dare is partially (and that part heavily) based on a brilliant (but very involved, time consuming, and messy) dare by codesunflower, where the idea of plastic sheeting and baby oil and the pillow/blanket fort came from - I want to give credit where credit is due as I absolutely LOVED this idea! That said, the rest of the tease was past my personal limits, so I decided to make my own quite different dice version. =)

This dare involves cum control/multiple orgasms/ruined orgasms, oil/lube, toys (most optional), water, ice, piss (optional), alcohol (optional), and a decent chunk of time available. I've designed this to be FUN, so if anything is in your hard limits (for example, piss play), you MAY reroll until you get something you're comfortable with or skip that specific section; please note this is NOT permission to cheat, and deep down you'll know the difference.

You'll need a few items for this dare:
- some time, likely at least a few hours, for the dare itself and cleanup after
- heavy plastic sheeting, enough to cover the bed twice
- pillows and blankets, the more the better, in order to make a humpable fort so the bed is "interesting"
- baby oil (recommended), silicone lube (careful; this doesn't clean up easily!), or some other extremely slick and long lasting slippery stuff
- various sex toys (but if you don't have them, skip or reroll)

You're going to want to strip your bed at least to the mattress pad and fitted sheet. Now arrange pillows/blankets around the bed, building or body pillow or fort-like structure that would be comfortable to lay with and basically hump, but also relax into (sometimes less is more - you don't have to go overboard - one variation I may use is a body pillow + 2 or 3 smaller pillows). Once that's done, apply the first sheet of plastic, with enough slack that you can tuck it in so it doesn't move. You should end up with a plastic covered pillow fort that's snug to the nooks/crannies. Liberally apply baby oil all over the center of this (being aware of your floor and cautious should any spillage occur). Then lay another plastic sheet over the first one, and optionally your comforter over that (though I'm just going to make my room warm and use only the plastic cover sheet).

A few rules. You will oil up liberally before climbing into your slick, warm sex lair. You should turn on the heat to make the room as warm as possible (within reason; it'd be nice if you could get a bit sweaty under there, but don't pass out). Put on some sexual music, porn, whatever sets the mood for you. You may NOT touch your genitals with your hands unless otherwise instructed. You may ONLY hump your pillow/blanket fort and use your toys for pleasure. Unless it's an emergency (obviously use common sense), you may not leave your pleasure cocoon until the dare is finished. You may take your time and rest as much as needed between cums/edges. If you do not own a certain toy OR if a roll/instruction breaks one of your limits, you MAY reroll/skip; the aim of this is fun and accessibility despite the somewhat high starting requirements, so feel free to adapt the rules to your play style; just try not to cheat (you know who you are)!

Now, it's time for the dice to determine your fate. You're going to be rolling a six-sided dice for each of these categories:

Number of Edges Before First Cum:
1. Two Edges
2. Four Edges
3. Six Edges
4. Eight Edges
5. Ten Edges
6. Twelve Edges

Number of Cums Required to Finish Dare:
1. One
2. Two
3. Three, but ruin your first.
4. Four, but ruin your first two. If you'd like, you can change this roll to Three by rerolling and doing an ADDITIONAL Toy roll.
5. Five, but ruin your first three. If you'd like, you can change this roll to a roll of Three by rerolling and doing an ADDITIONAL Toy roll AND an ADDITIONAL Humiliation roll.
6. Six, but ruin your first three. If you'd like, you can change this roll to Three by rerolling another Edges roll (added to your first number of edges) AND doing an ADDITIONAL Toys roll AND an ADDITIONAL Humiliation Roll.

Toys:
1. Cockring (occasional breaks allowed between cums; these shouldn't be worn extremely long-term; use common sense)
2. Butt plug OR Prostate toy (stationary or vibrating/rotary; whatever you have available or want to use)
3. Pair of panties OR sexy underwear you'll be wearing/humping/cumming through the whole time
4. Vibrating toy (owner's choice - anal, penile, whatever turns you on; just be sure the oil won't destroy it; if you're worried it will, reroll)
5. Nipple Clamps/Clothespins OR Icy Hot/Tiger Balm on nipples (if using clamps or clothespins, breaks between cums are allowed if necessary)
6. Ice cubes (at least a medium bowl's worth) placed around the sex fort that you're sure to feel while humping

Preparation (optional for those not into piss play; if you choose to use alcohol, don't go overboard, but it could be fun to have a nice buzz going):
1. None needed; you may drink water or alcohol as you wish, however.
2. Drink ONE *large* glass of water or alcoholic beverage at least 15 minutes before starting the dare. If you have to pee, either hold it, or go ahead, let it go, and piss the bed, but no cleaning up until the dare's over!
3. Drink TWO *large* glasses of water OR alcoholic beverage at least 15 minutes before starting the dare. If you have to pee, either hold it, or go ahead, let it go, and piss the bed, but no cleaning up until the dare's over!
4. Drink TWO *large* glasses of water AND TWO other beverages (either alcoholic or fruit juice, milk, soda...whatever) at least 15 minutes before starting the dare. If you have to pee, either hold it, or go ahead, let it go, and piss the bed, but no cleaning up until the dare's over!
5. RIGHT NOW, piss in a glass, emptying your bladder, and drink it down (whether it's tiny or large), then wait 15 minutes to start the dare. If you have to pee during the dare, either hold it, or go ahead, let it go, and piss the bed, but no cleaning up until the dare's over!
6. Drink whatever beverages (alcoholic or non) you wish and wait until you really, REALLY have to pee. Then piss in glasses until you're empty (use more than one if necessary), and drink it all down. Wait 15 minutes before starting the dare. If you have to pee, either hold it, or go ahead, let it go, and piss the bed, but no cleaning up until the dare's over!

Humiliation:
1. For every full orgasm, you may not take a break from humping for a full two minutes (slowly count to 120), no matter how intense it feels. Whimper and let me hear how sensitive you are and how you don't think you can take it.
2. For every edge, ruined orgasm, or cum, you must be worshipping/licking either armpit while doing the deed and crying out how fucking horny licking your pit makes you. Hopefully by the end you'll be nice and sweaty and getting a nice slutboy flavor/aroma.
3. For every edge, ruined orgasm, or cum, you must be spanking your ass and exclaiming what a naughty boy you are to deserve to be humiliated and milked like this.
4. Anytime in between every edge, ruined orgasm, or cum, you must reach down and slowly tickle your baby-oil-slick cock and balls for a full two minutes (slow 120 count) while you whimper about how much of a ticklish horny little slutboy you are.
5. If you have any sort of anal toy in your ass, in between every edge, ruined orgasm, or cum, you must reach down and slowly fuck yourself with it for two minutes (slow 120 count). If you're not using an anal toy, either fuck yourself with your fingers OR just tease the perenium with your fingers, your choice.
6. Anytime in between every edge, ruined orgasm, or cum, you must polish your cockhead with the palm of your hand (circular motion with constant contact with your glans/cockhead) for two minutes (slow 120 count), declaring what a cumslut you are.

Once you have your rolls, do any preparation and get any toys ready, oil your body up liberally and climb in your pre-oiled lust cave, spreading the oil all over you and the sheets, getting slick and warm and horny at the feeling! Start your edges and go from there! Be safe, have fun, and hopefully by the end of this, you'll be, sweaty, exhausted, fucked silly, and completely drained of cum! Let me know how you did! Try your best; if you feel you've failed, however, I'm open to doling out punishments!

I haven't tried this myself yet but hope to soon and will post results. Obviously, be mindful of slick conditions after the dare (ie. linoleum and showering), alcohol limits, and the floor around your bed. =) Have fun!