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humiliation task instructions

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Oompa bloompa crossdressing submission

Can you tell me you read this title without suddenly finding yourself singing the tune in your head? That is, if you watched the movie of course lol. As soon as I saw this unfortunate tent on the unfortunate blob tears welled up in my eyes. So sweet to see the effort this slave took

Smallest penis on the block – humiliating task submission

So, this was another contender for the small penis of the year award. And he very nicely spread his bed and got bedcovers that match the colour of his pasty penis. Then dear boyoh went right ahead and worked out what angles would work best for his submission to the humiliating task assignment. He must

Corporate drag queen? Who knows?!? Fail! Humiliating task submission

Kudos. To submitting so many pictures for my consideration. Kudos. For taking the time out to find a bunch of different looks for the sissy humiliating task assignment. Kudos. For managing to tuck the giblets sufficiently out of view that I wouldn't throw up all over my granola breakfast. But sheesh! What kind of mask

The 28 year old virgin – humiliating task submission

You know, there are certain things in this life that if not done early on become near enough impossible to achieve. Driving Riding a bike Learning a new language Backpacking across Europe.... There must be tonnes. But sex? Woooow To be a 28 year old virgin must surely be a near enough impossible thing to

Prissy sissy humiliating task submission

This is a prissy sissy slave submission. She had the sense to wear Mistress's favourite colour, but needs a bit of extra help with the posing and the slight excess hair thing... But she got the colour right. Right?

Get your greens in! Humiliating task submission

I loved seeing this innovative little twist on my humiliating task assignment as interpreted by this slave. I mean, after all art should imitate life. And for the life of me I don't know which hole he inserted this particular bit of green into. Still, whatever floats his boat right?

Crossdressing assignment submission – loads of pics

I love when people go above and beyond what Mistress requires for her humiliation assignments. More often than not it seems to be my crossdressing dudes. I don't know, is it something about the way that girlie clothes feel on you? Or is it just because you've already crossed the bridge of social acceptance so

Eating fennel anally – humiliating task submission

I love my humiliating task submissions. Where possible I want you to use your own initiative and creativity to make your submission the best that I will ever have seen. Take this guy for example. He knows I'm a size queen. So he went for a vegetable that was a bit bigger than most. But

Tiniest cock known to man makes a debut? Humiliating task submission exclusive to Mistress Ava Black

This is a special edition inchworm submission for my humiliating task assignments. I am always constantly amazed at just how small some of these micropenises look! I mean, when you catch a boner does it actually feel like a real boner? Or does it feel like a small itch or irritation in your pants and

Crossdressing twink submits humiliating task for Mistress

I love my convincing feminine sluts! And no one does convincing more than this cute arse twink with the dancer moves! Loved the li'l expressions in this submission, delighted and surprised! Almost made me wanna stick my dick up their arse to see their eyes pop in surprise and enjoyment! This submission was for dressing