Chastity Games and Challenges


Mistress Tracy’s 14 Valentine’s Chastity Challenges and Games

Posted by Mistress Tracy on
Mistress Tracy's Valentines Challenge

Games, dares, punishments, and rewards. Mistress Tracy is coming at you with some heartfelt chastity challenges and games for Valentine’s.

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Want to Try Cuckolding? Start Here With Our Chastity Cuck Challenge

Posted by Mistress Tracy on
LTC's Chastity Cuck Challenge

The perfect introduction to cuckolding for chastity cucks. Try these 15 cuckold challenges and hotwife dares.

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The Nine Circles of Chastity Challenge

Posted by Jennifer D. Cornett on
Nine Circles Challenge Header

You’ve all been such good slaves recently, so I think it’s about time I gave you a reward. How about another chastity challenge?

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7 Days of Commitment - Valentine's Chastity Challenge

Posted by Jennifer D. Cornett on

Hello again slaves.

I'm sure you've all been waiting patiently for my next challenge. Lucky for you, that time has finally arrived.

I hope your body is ready for what's in store. There won't be any presents and fancy dinners. It's time for you to have a Valentine's Denied...

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Sissy Chastity Challenge

Posted by Andrew Schroeder on
LocktheCock's sissy chastity challenge

What a cute little slave you are, always trying to please your Mistress. But what if I could make you even more adorable?

You won’t be needing that pathetic penis now that it’s locked up, so let’s work on turning it into a nice little clitty and help you embrace your feminine side. By the time I’m through with you, you’ll be the perfect sissy slave you were born to be!

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