Rough Anal Dare

[AnalAddict]

I've enjoyed some of the anal dares I've come across here and thought I'd invent my own for people who like their anal a little rough. All you need is a D6 dice (or online alternative to roll a dice), a butt plug, and a dildo you can take balls deep. Use your imagination if you don't have some objects, just keep it safe.

General rules:

• If you don't have the tools needed or hit a limit, roll again.
• Unless specified, you can come as often as you like (no touching your genitals if not authorized by Master expressly) but remember that you need to finish the dare to the end.
• As of phase 3, use as much lube as you need.
• If you participate in this challenge, I'd love to get a report and suggestions for improvement or future dares.

Here we go!


Phase 1 - Preparation

1) Take the largest butt plug you can comfortable wear and use some lube to insert. Wear it for 30 minutes while doing chores.
2) Watch some porn with rough anal for at least ten minutes to get you warmed up.
3) Spank your ass with a hairbrush or wooden spoon, twenty hard swats on each ass cheek. No stretching your hole for you.
4) Spit on your fingers and put one finger in your asshole. Add more fingers as soon as your asshole allows until you have at least three fingers in your hole. You can add spit as needed.
5) Massage your asshole with some lube for five minutes. Don't insert your fingers too deeply, just stay at the rim.
6) Take a large plug or object, spit on it twice, and ram it in your asshole. Fuck it for 3 minutes with hard, deep strokes.


Phase 2 - Gotta warm Master up too

1) Lick and suck your dildo for five minutes. Give it a nice blowjob, but don't put it in your throat or gag on it.
2) Lay on your bed with your head over the edge and deepthroat that dildo for 2 minutes
3) Get on your knees, eyes on the dildo, and beg Master to fuck your ass hard and deep. Beg him to make it hurt.
4) Suck your dildo nice and deep; gag on it at least ten times. You have five minutes.
5) Straddle that dildo and have it rub against your asshole and genitals while you moan and ask for a good fucking. You have 3 minutes and you don't get to come.
6) Take the thrashing Master wants to give you. 15 hard strokes of a belt or cord across your ass cheeks.


Phase 3 - Fucking

First, let's roll for your position.
1) Over the desk or table
2) On your knees; ass up and face down
3) In fetal position on your side
4) On your back with your legs drawn up to your chest
5) Riding that dildo from the top down
6) For once, rolling 6 isn't too bad. You get to choose how you want to get fucked.

Now comes the good part...
1) Fuck your ass hard and deep for 5 minutes. Your time only starts when you manage to take the dildo balls deep. Speed is less important than depth; Master wants you to feel every inch of that cock.
2) Fuck that dildo fast, moderate depth for 8 minutes.
3) Keep the dildo deep inside of you at all times. Grind it or do very short strokes deep inside your hole for 5 minutes.
4) Go all the way in and all the way out on each stroke. Go slow and fuck yourself for 8 minutes. In, out. Feel how it breaches your asshole on each stroke inwards.
5) Master wants some variation today. Fuck yourself fast and shallow for 3 minutes, moderate depth and speed for 3 minutes, and then slow and all the way in, half out for 3 minutes.
6) You get to do it all. Start from (1) and work you way down to (5) and enjoy every single stroke in your abused little hole.


Phase 4 - Intermezzo

1) Get on your knees and suck that dildo for 5 minutes. No deepthroating required. If ATM is a limit, clean the dildo off first.
2) Lay on your bed with your head over the edge and deepthroat that dildo for 2 minutes. If ATM is a limit, clean the dildo off first.
3) Time for the hairbrush or wooden spoon, 20 hard swats on each ass cheek.
4) Leave the dildo in your hole, balls deep, and grind it for 2 minutes. Beg for Master to start fucking you properly again all that time.
5) Admire that gape. Get on your knees in front of a mirror and spread your ass cheeks with both hands. Try to gape as long as you can and stay in position in front of the mirror with your hands pulling your ass open for 2 minutes.
6) What intermezzo? Master keeps fucking your ass, hard, for another 8 minutes, all the way in, halfway out. Speed can vary, whatever time it takes to pound that ass deep.


Phase 5 - The long haul

Choose your position. If you don't want the choice, go back to phase 3 and roll from the position list before starting this phase.

1) One hand pounding your asshole with the dildo, hard and deep, all the way in, halfway out. One hand rubbing your clit or stroking your cock. You can edge or you can come, but you need to last 10 minutes of hard fucking.
2) Just take the fucking and don't you dare come. 10 minutes of moderate speed, moderate depth fucking.
3) Fuck that dildo however you like, but you need to come without touching your genitals. Once you come, move on to the next phase. If you can't, that's fine, but you'll need to complete 15 minutes of fucking that abused hole of yours.
4) Beg and plead with Master during this 12 minute fuck, moderate depth and speed. Whenever you beg him to make it hurt, ram the dildo all the way up your ass and grind it for a little while, before you resume the normal fucking.
5) Increase the speed of the fuck. Start slowly and with moderate depth, and speed up a little over the course of this 10 minute fuck, until you're pounding your ass as fast as you can for the last minute.
6) No mercy. Master fucks your ass as hard, deep and fast as he can for 5 minutes. No breaks, or you'll need to start this phase over.


Phase 6 - The end

1) Beg for your climax. After you take the dildo out, get on your knees, kiss the floor, plead as prettily as you can with Master until he gives you permission to come. Come while you look at yourself in the mirror and thank Master afterwards.
2) Go back to phase 5 and roll again. Once you're done, you get to come while you continue riding or pounding that dildo in your hole. Touch your genitals or do whatever is needed to climax, as long as you keep fucking that dildo.
3) You get to come, but only after you've taken your spanking. Put your butt plug in your abused hole and take 15 lashes of a belt or cord across your ass cheeks. Then make yourself come with your butt plug still in. If it falls out during the punishment or while you're pleasuring yourself, you get another 5 lashes.
4) Take the dildo out, put your butt plug instead, and lick your dildo clean. If ATM is a limit, clean the dildo off first and then lick and suck it for 5 minutes. Come with your butt plug firmly in your ass.
5) Take the dildo out and while looking at it, tell yourself how it felt to get fucked, how you loved the abuse your ass took, describe every phase out loud, and rub/stroke/finger until you come.
6) No coming for you...unless you start the dare all over again. If you do, you don't need to roll for phase 6 and get to come any way you like.



If anyone enjoyed this dare, I'd love to read a report below. If you feel you deserve punishment for not completing the dare even though you intended to, pm me with your likes, dislikes and limits.