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Challenges

Your Favorite Game: I’m in Control

It's your favorite kind of game... the kind you play with ME, the kind I'm in control of. A deck of cards will be your masturbation master... or is it me? I can prolong your agony or allow you to indulge... tease  Read more...

You’re Guaranteed to Come Right into Your Mouth

It's simple really. You have a deep desire to eat your own cum... to at least try it for me. Yet, every countdown leaves you concentrating on coming at just the right moment. And when you don't, you know you've lost  Read more...

Tara’s Sissy Anal Training: Master Level

This is it: the moment we've both been waiting for. Are you ready to graduate? Well, then, your ASS needs to graduate. I'm ready to school you... are you ready to take on the biggest anal-stretching challenge yet?? Read more...

Tara’s Sissy Anal Training: Advanced Level

You've been begging for it, but you must've learned by now that you should be careful what you wish for... Are you REALLY read to take on the Advanced Level?? Get out your fattest dildos or cucumbers of your choice. Utilize four  Read more...

Masturbation Marathon: Cum Collecting Edition

Are you ready for the next step in your intensive marathon training?  What could possibly be the next step, the next test of your sexual ability and stamina?  The next step, of course, is in requiring you to come for me MULTIPLE TIMES.  What  Read more...

Your Cock Decides Your Case

Ah, poor you. You're in the midst of a big case, forced to defend yourself against your new beautiful bride who likely only married you for your money. You should've known better than to marry into a religious family. You suffered  Read more...

Masters Marathon: Hold Your Breath, Hold Your Cock, and I Hold Your Orgasm

Welcome to the Masters Marathon: king of all masturbation challenges, the most serious jerk off instruction series of them all. Welcome to the big leagues. This is your ultimate challenge, your very destiny. Oh, you may have attempted your preferred editions  Read more...