Slavewhirlies' Anal Academy
 

Inspired by Sexdemon's Anal Hell, and DrVonAnon's Anal Reform School.

This is for beginners, or people who need anal stretching. You should be naked for this, and have a medium sized dildo, approx. 6.5 inches in length. It may also be a house hold item. This is a very hard dare, stop if you aren't ready for a commitment.

You roll for position each time, and go through the phases. If you fail one phase, you try again. If you fail again, refer to the punishment options at the bottom of the thread. Use either a six sided dice or use this.

Position:


We won't use regular lubrication, as using your own saliva is more demeaning.

Lube:


Phase One: Prep


Use your dildo for the next phase. Thrust slowly.

Phase Two: Thrusting


Don't forget to roll for position! You'll need this for the next few phases.


Phase Three: Thrusting II


Phase Four: Fucking Hard


Cooldown


If you got ice, this next phase will be a bit harder for you. Get back to the dildo. Don't forget to roll for position.

Position:


Phase Five: Return of the Dildo


Phase Six: Serious Fucking


Phase Seven; One More Thrusting


Have you heard the phrase 'pain is pleasure'?

Some Pain


On this next phase, we'll focus on a different hole. You can skip this part if you are against Ass to Mouth, but you have to pay the price of 20 smacks to each cheek with a hairbrush.

Phase Eight: Throat Fuck


Don't forget to roll for position!

Position:


Phase Nine: The Last Fucking


Flip a coin.


Phase Ten: Maybe Once More


Phase Eleven; Desert or Dessert?


Congratulations, you have completed my anal academy. If you could / did not complete it, I would encourage you to try this again. I am sure if you did this daily, you would have a gape in no time. Thanks, and comment below to compare results with others. If you would like me to roll for you, PM me.

Punishment List

Prep - You gave up too early. Try again.

Thrusting - You must be an anal beginner. Insert two fingers coated with toothpaste in your ass, and stay like that for two minutes. Then cleanse yourself.

Thrusting II - Well, you got somewhere. Roll the die and multiply the number by 12. That's how many thrusts you will do by the end of the day.

Fucking Hard - You got this far. Put toothpaste on your cunt / cock, and do the same amount of thrusts without including the bpm.

Cooldown - Put one icecube in your mouth, and one on your cunt / cock. Then thrust 100 times.

Return of the Dildo - How could you give up this far in? Go back to Thrusting II and complete the dare.

Serious Fucking - Do the thrusts again, but smack your cunt / cock every 25 thrusts. Count aloud.

One More Thrusting - Well, since you got this far, I won't give you any penalty. Just make sure you come back and do it again tomorrow.

Some Pain - Do three times the smacks you had to do. Only take breaks when necessary.

The Last Fucking - You were so close! Do half of the thrusts while jacking off. Then put toothpaste on your cunt / cock.

Maybe Once More - Well, you almost made it. Go back and flip the coin again. If it lands on this, complete it with some necessary breaks. Also, PM me for a punishment.

Desert or Dessert? - How could you fail this one? This one was the easiest! Whatever you did - it was bad. Do the whole thing over again. No coming for you.

Congratulations who the ones who did complete this dare without fault, I'll grant you three edges. Have fun.

here is karl challenge
 

6 - Standing.

3 - Spit on your finger, and lit it drizzle it into your hole.

1 - Thrust one finger inside your ass, ten times.

3 - 20 thrusts; 3/4 of the way. with the dildo

3 - Hands and knees.

2 - 50 bpm; 175 thrusts; halfway.

3 - 72 bpm; 235 thrusts; all the way.

5 - Sit on an icecube until it melts.

3 - Hands and knees.

6 - 58 bpm; 215 thrusts; all the way.

3 - 66 bpm; 225 thrusts; all the way.

5 - 74 bpm; 270 thrusts; all the way.

2 - 80 smacks (40 each cheek) on the ass with hand.

4 - Throatfuck yourself for a minute.

1 - Doggy style.

2 - 74 bpm; 275 thrusts; all the way.

heads

4 - 86 bpm; 325 thrusts; all the way

2 - Edge twice. No coming.

Lube: 1 - None. since no lube is a limit of mine, talking to slavewhirlies, I brilliantly volunteered to do this with 50-50 lube and toothpaste mix. I haven't tried it before so figured why not... she did my rolls

Prep: 1 - Thrust one finger inside your ass, ten times.*apply lube/toothpaste, hmm not too bad a little cool and tingly I can handle this finger in and out 10 times. Easy.

Position: 3 - Hands and knees.

Thrusting: 2 - 25 thrusts; halfway so, lube up vibe and ass with some more lube/toothpaste mixture and away we go. Quickly cool and tingly turned to warm and holy shit what was I thinking... 25 not so bad...

Position: 4 - On your side.

Thrusting II: 4 - 52 bpm; 160 thrusts; all the way. was a little worried about the whole toothpaste thing to start, half way through it burned like hell, by the end, fuck this is good...

Position: 1 - Doggy style.

Fucking Hard: 4 - 72 bpm; 250 thrusts; all the way. I was a little less worried now although my ass was still burning its actually tolerable. More lube/toothpaste and away we go.. again it burned for a bit till around the 200 mark then it was..... I better not cum...

Position: 4 - On your side.

Cooldown: 3 - Put an icecube in. shit I forgot an ice cube.. of to the fridge run it under the tap a sec, in it goes... ahhh relief... it felt great.

Position: 2 - Bent over a chair.

Return of the Dildo: 1 - 52 bpm; 150 thrusts; halfway on my back legs in the air is not great.... Trying to only go half way was the hardest part, and trying to keep time in this position with half strokes felt a little awkward.

Position: 5 - On your back, with your legs in the air.

Serious Fucking: 3 - 66 bpm; 225 thrusts; all the way. standing, full strokes at 66 bpm... I knew this would be tough finding a standing position where I could grip the dildo well enough to go that fast was challanging. Lube again (who's idea was the toothpaste anyway.. oh ya.. again it burned till 150-175 a little over the 200 mark I was wondering how I was going to keep from cumming every where, I pushed on and am sure the last 5 my knees and body were shaking...

Position: 6 - Standing.

One More Thrusting: 5 - 74 bpm; 270 thrusts; all the way. ok after the last one I definitely needed a break... just 5 minutes, my ass was a little sore and the burning from the toothpaste was pretty strong. After a quick break I was ready to go, I was surprised how quickly the burning calmed down.. mabey toothpaste isn't soooo bad...
laying on side was comfortable so the faster pace and more strokes would be manageable. but again this time around 250 it took everything i had to try not to cum..

Position: 4 - On your side.

Some Pain: 3 - 75 smacks on the ass with hairbrush.*smacks... not something that really does much for me (giving myself anyway) but I did them half each cheek..

Position: (Any position).

Throat Fuck: 1 - Deepthroat the dildo 15 times. this is the part i was dreading... not really the ass to mouth part but deepthroat. My gag reflex is BAD... first try. Hmm the toothpaste doesnt taste too bad little further... no not gonna happen. Sorry only did one. New limit...

The Last Fucking: 6 - 84 bpm; 290 thrusts; all the way. ok I knew this was going to be the tough one. 84 bpm is so fucking fast and 290.... I didn't have a chair handy so I did it bent over the edge of my bed. I got to about 270 my arm was tired, my ass felt so open and sore but I swear I was on edge for the last 20 or 30 again..

Position: 2 - Bent over a chair.

Coin Flip: Tails - Move on to Phase Eleven.

Desert or Dessert: 3 - Edge once of anal stimulation.*since this was same position as the one before and after 290 strokes I was ready to cum at any moment I stopped for about a count of ten. After about 20 more strokes I was done... soooo close again.

Position: 2 - Bent over a chair.


This was a super intense dare... the craziest I have done. Even after writing this my ass feel open and sore, I love it. The toothpaste wears off fairly quickly (might be just the brand I used) I don't think it will go in my likes but definitely not a limit. Great job slavewhirlies this was fun:)

Omg loved this. Didn't cum and had to maneuver to avoid touching my clit.

Sadly failed at thrust 2 rolled a 6.and did 72 extra thrusts.

Going to try again.

I used this dare as a finisher of a day in diapers.

It went like this.
Lube:I used tons of lube as safe anal play is my number 1 priority.

-20 thrusts; 3/4 of the way.
I used this to really loosen me up

-Doggy style
-54 bpm; 140 thrusts; all the way.
I realize just what I got myself into
-72 bpm; 250 thrusts; all the way.
I shoot load after load of cum into my diapers, but haven't ogasmed yet
-Wait it out (2.0 minutes).
Much needed rest.

-Bent over a chair.
-54 bpm; 170 thrusts; 3/4 of the way.
The slow thrusts are harder for me than the fast b/c I'm actually using a butt plug.

-64 bpm; 220 thrusts; 3/4 of the way.
Easier since it is faster
-78 bpm; 280 thrusts; all the way.
I like this speed, the constant pounding on my prostate triggers several contractions but nothing comes out as I'm almost dry.

-75 smacks on the ass with hairbrush.
Not a big deal, I've had spankings before. :D A nice break though.

-Hands and knees.
-74 bpm; 275 thrusts; all the way.
Now we are talking, the faster the better. my arm was getting tired by the end though.

-86 bpm; 325 thrusts; all the way.
I knew I was able to orgasm so I did it during this round. Started at 86 bpm and then about halfway through ramped it up to 100+, focusing on hitting my prostate and bam, I orgasmed so hard.

-You get to orgasm. Congrats.

Was a fun dare, but it is brutal. I would never recommend someone do this without using lots of lube.

Ass...... sore.....

Love the dare, it was so much fun and yes it was pleasure in pain. Love anal academy the best satisfaction dare till date. Gonna do it at least once a week. Should have some cum eating instructions too.:D

Ass & throat sore...

5 - Coat two fingers and push them in your hole and push them apart.

6 - No prep for you, better go slow.[/SPOILER]

5 - 40 thrusts; all the way.

3 - 50 bpm; 150 thrusts; all the way.

4 - 72 bpm; 250 thrusts; all the way.

1 - Wait it out (1.5 minutes).

5 - On your back, with your legs in the air.

3 - 54 bpm; 175 thrusts; 3/4 of the way.

6 - 70 bpm; 250 thrusts; all the way.[/SPOILER]

2 - 68 bpm; 260 thrusts; all the way.

4 - 80 smacks (40 on ass, 40 on cunt / cock).

5 - Throatfuck yourself for 75 thrusts.

1 - Doggy style.

5 - 82 bpm; 310 thrusts; all the way.

Heads - Move on to Phase Ten.[/SPOILER]

2 - 82 bpm; 300 thrusts; all the way.

5 - Congratulations, you get to orgasm. But you also get 20 smacks to the cunt / cock.

2 - Bent over a chair.
5 - Coat two fingers and push them in your hole and push them apart. (ok not a good time to have a dry mouth)
3 - Thrust one finger inside your ass fast, fourteen times. (oh god that fucking hurt)
5 - 40 thrusts; all the way.
5 - 54 bpm; 140 thrusts; all the way.
3 - 72 bpm; 235 thrusts; all the way.
6 - No cooldown for you.
1 - Doggy style.
4 - 56 bpm; 180 thrusts; all the way.
5 - 68 bpm; 250 thrusts; all the way.
5 - 74 bpm; 270 thrusts; all the way.
4 - 80 smacks (40 on ass, 40 on cunt / cock).
6 - Lucky - no throat fucking (yet).
6 - Standing.
2 - 74 bpm; 275 thrusts; all the way.
Heads - Move on to Phase Ten.
5 - 88 bpm; 330 thrusts; all the way.
1 - Sorry, you don't get to come.

did this last night wrote down as i did it way too exhausted to type up so i am now :) my ass was and still is on fire and I didnt even get to cum:'(

I have to do this dare from person above thread. Can anyone roll/choose for me?

Did it for the second time today, feeling so open from my ass loving every moment of it, ass so sore and throat so pleased to taste my own ass, a satisfying and accomplished experience.

Position - 1 - Doggy Style
Lube - 4 - Coat two fingers of saliva, and push them in your ass. Move around. Repeat this three times.
Prep - 2 - Thrust two fingers inside your ass, slowly, five times.
Thrusting - 1 - 50 thrusts; halfway.
Thrusting II - 4 - 52 bpm; 160 thrusts; all the way.
Fucking Hard - 5 - 74 bpm; 225 thrusts; all the way
Cooldown - 2 - Wait it out (2.0 minutes).

Position II - 6 - Standing
Return of the Dildo - 5 - 56 bpm; 200 thrusts; all the way
Serious Fucking - 5 - 68 bpm; 250 thrusts; all the way.
One More Thrusting - 6 - 78 bpm; 280 thrusts; all the way.
Some Pain - 2 - 80 smacks (40 each cheek) on the ass with hand.
Throat Fuck - 4 - Throatfuck yourself for a minute.

Position III - 2 - Bent over a chair.
The Last Fucking - 4 - 80 bpm; 300 thrusts; all the way.
Flip a Coin - Move to Maybe Once More
Maybe Once More - 4 - 86 bpm; 325 thrusts; all the way.
Desert - 6 - Congrats! You get to orgasm!

Nobody is home for the next 5 hours. I will be doing this right now!

LOVE THIS! Perfect for a good stretch if you go big enough.

Going again tonight

2 - Bent over a chair.
1 - None.
4 - Use a finger in your ass for one minute.
3 - 20 thrusts; 3/4 of the way.
4 - 52 bpm; 160 thrusts; all the way
6 - 74 bpm; 220 thrusts; all the way.
4 - Put two icecubes in.
4 - On your side.
4 - 56 bpm; 180 thrusts; all the way.
1 - 64 bpm; 240 thrusts; all the way.
5 - 74 bpm; 270 thrusts; all the way.
4 - 80 smacks (40 on ass, 40 on cunt / cock).
3 - Gag on the dildo 10 times.
3 - Hands and knees.
5 - 82 bpm; 310 thrusts; all the way.
Heads - Move on to Phase Ten.
3 - 84 bpm; 315 thrusts; all the way.
2 - Edge twice. No coming.