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Old 05-03-2015, 11:47 PM   #16
aliciaslut
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I have to admit that I quit two steps from the end because I came too early.

*awaiting punishment"
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Old 05-04-2015, 05:15 PM   #17
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I failed 😋hahah im stupid haha
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Old 05-05-2015, 04:28 AM   #18
karlcane
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Default karl did it that way

position
2 - Bent over a chair.

We won't use regular lubrication, as using your own saliva is more demeaning.
Lube:
4 - Coat two fingers of saliva, and push them in your ass. Move around. Repeat this three times.

Phase One: Prep
1 - Thrust one finger inside your ass, ten times.

Use your dildo for the next phase. Thrust slowly.
Phase Two: Thrusting
5 - 40 thrusts; all the way.

Don't forget to roll for position! You'll need this for the next few phases.
--> position: 3 - Hands and knees.

Phase Three: Thrusting II
6 - 56 bpm; 200 thrusts; all the way.

Phase Four: Fucking Hard
5 - 74 bpm; 225 thrusts; all the way.

Cooldown
2 - Wait it out (2.0 minutes).

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: 6 - Standing.
1 - 52 bpm; 150 thrusts; halfway.

Phase Six: Serious Fucking
2 - 64 bpm; 220 thrusts; 3/4 of the way.

Phase Seven; One More Thrusting
1 - 68 bpm; 250 thrusts; all the way.

Have you heard the phrase 'pain is pleasure'?
Some Pain
4 - 80 smacks (40 on ass, 40 on cunt / cock).

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
2 - Deepthroat the dildo 20 times - gag three times.

Don't forget to roll for position! 3 - Hands and knees.
Phase Nine: The Last Fucking
3 - 76 bpm; 280 thrusts; all the way.

heads

Phase Ten: Maybe Once More
3 - 84 bpm; 315 thrusts; all the way.

Phase Eleven; Desert or Dessert?
5 - Congratulations, you get to orgasm. But you also get 20 smacks to the cunt / cock.


a good time but humiliating to do it in front of masters

karl
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Old 05-06-2015, 03:56 PM   #19
Nyuri
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Default anal challenge

Ass so sore.... maybe u should add some anal at top of the dildo c=
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Old 05-18-2016, 05:27 AM   #20
jameswindsor
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Great challenge really want to try it.

I have PMd you to roll my choices for me.
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Old 04-09-2022, 05:07 AM   #21
YourDarePartner
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Position:
1 - Doggy style.

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

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

Phase One: Prep
2 - Thrust two fingers inside your ass, slowly, five times.

Use your dildo for the next phase. Thrust slowly.

Phase Two: Thrusting
1 - 50 thrusts; halfway.

Phase Three: Thrusting II
2 - Bent over a chair.
4 - 52 bpm; 160 thrusts; all the way.

Phase Four: Fucking Hard
4 - On your side.
3 - 72 bpm; 235 thrusts; all the way.

Cooldown
4 - Put two icecubes in.

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:
1 - Doggy style.
5 - 56 bpm; 200 thrusts; all the way.

Phase Six: Serious Fucking
5 - On your back, with your legs in the air.
3 - 66 bpm; 225 thrusts; all the way.

Phase Seven; One More Thrusting
1 - Doggy style.
6 - 78 bpm; 280 thrusts; all the way.

Have you heard the phrase 'pain is pleasure'?

Some Pain
3 - 75 smacks on the ass with hairbrush.

Position:
4 - On your side.

Phase Nine: The Last Fucking
2 - 74 bpm; 275 thrusts; all the way.

Flip a coin.
Tails - Move on to Phase Eleven.

Phase Eleven; Desert or Dessert?
3 - Edge once of anal stimulation.


My ass sore a little but feel great!
Thanks for the dare!
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Old 07-03-2022, 07:46 PM   #22
Sacredflame
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Love this! I might use this tonight! I need some anal training.
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Old 04-06-2024, 04:41 AM   #23
YourDarePartner
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Definitly, she wants my asshole to sore all the weekend, so here's the new challenge she gave me!

I used my toothpaste tube.


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

Phase One: Prep
Position:
4 - On your side.
4 - Use a finger in your ass for one minute.

That was useless, my ass was already open.

Use your dildo for the next phase. Thrust slowly.

Phase Two: Thrusting
Position:
5 - On your back, with your legs in the air.
3 - 20 thrusts; 3/4 of the way.

Still easy, but my cock started milking. Very pleasant/

Phase Three: Thrusting II
Position:
6 - Standing.
4 - 52 bpm; 160 thrusts; all the way.

It began to warm, spit is not the best lube!

Phase Four: Fucking Hard
Position:
1 - Doggy style.
5 - 74 bpm; 225 thrusts; all the way.

My ass started to sore. That was a little exciting, but hard to keep the rythme.

Cooldown
4 - Put two icecubes in.
My ass was so sensitive, the coldness has roughtly squeezed it.

Phase Five: Return of the Dildo
Position:
1 - Doggy style.
4 - 56 bpm; 180 thrusts; all the way.

No more pleasure, just pain

Phase Six: Serious Fucking
Position:
6 - Standing.
3 - 66 bpm; 225 thrusts; all the way.

My eyes was tearing, my ass soring and my cock milking

Phase Seven; One More Thrusting
Position:
4 - On your side.
5 - 74 bpm; 270 thrusts; all the way.

That was awful

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

She did it with pleasure. That squeezed my hole again.

NO ATM

Phase Nine: The Last Fucking
Position:
1 - Doggy style.
6 - 84 bpm; 290 thrusts; all the way.

...

Flip a coin.
Heads - Move on to Phase Ten.

Phase Ten: Maybe Once More
Position:
4 - On your side.
3 - 84 bpm; 315 thrusts; all the way.

I wasn't enabled to do it by myself, my ass sore to much. So she took the toothpaste tube, and ram my ass as commended. Probably more roughtly than I would have do by myself.

Phase Eleven; Desert or Dessert?
4 - Dry edge.

SHE thanks you for the dare
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