Mistress Ava Black spreads the new recruit's tight asshole open and plunges her blue cock inside with no introduction. Mistress Brianna Olivia watches on in amusement. The sissy cowers in the corner, afraid that speaking up will land her on the pegging line.

Mistresses delight in training their recruit in just the right way to please them. It is really hard to please his Mistresses, but he tries his best to take a deep dickdown

Mistress Ava Black and Mistress Brianna Olivia are relaxing as they discuss their different slaves' progress.

They summon their maid Lulu in while they relax. They want to examine her outfit and her chastity device. After all, Lulu has been in chastity for a very long time.

And any small stimulation could be more than she can handle.

Mistresses want to make sure that she is still leaking and soft as always.

They lift up her voluminous skirt and petticoat and feel her caged throbbing clitty as it is barely restrained by the device.

Satisfied that Lulu is not going anywhere in her cage, they turn their attention to their newest slave.

He has been recruited for many of his special skills. But his cock is really letting him down.

That little clitty of his bouncing around the house and office daily has been annoying Mistresses.

So they want to see his cock grow

The new recruit is eager to please. So he tries his best to get his cock to grow. He sees the dildos that his Mistresses show him. And he knows he has a long way to go.

So... will the new office recruit be pleasing to his Mistresses? Or will he get pegged for failing to satisfy them?

Watch and find out!

Mistress Ava Black and Mistress Brianna Olivia summon their slave in for an assessment.

Part of his ongoing kinky office training is for him to measure up in his weekly review.

He has a choice. Either he must get his shrimpy hard and long or he has to get pegged.

Watch and find out what happens to him in this kinky story

Mistress Ava Black and Mistress Brianna Olivia are taking Detention today, and they are in a mean Bitch mood!

These sluts have landed themselves on the wrong end of the bizniz.

And they are going to get dealt with!

boi number one gets called up to the front of class! And is stripped naked and jerked off mercilessly. The humiliation and his whimpers for mercy fall on deaf ears as these two Teachers drain his load - and his dignity!

He whimpers as he retreats to his desk, his shame and his empty balls an amusement to the two Ladies.

Next they summon the two prissy sissies! Naughty sluts the two of them.

They get the spanking of their lives, draped over the desk facing each other. No apology is good enough for the Teachers as they turn the sissies' bottoms as bright pink as their dresses.

Sissies are dismissed, and they move on to the masked sub. He gets the ball busting of his life! Mistress Ava even has to remove her skirt to deliver his punishment. Her curvy pantyhosed legs drive him wild, perfect for her as she needs his cock out the way! She delivers swift kicks to his exposed balls while Mistress Brianna holds him up. A good turn deserves another, and Mistress Ava is more than happy to hold him up so that Mistress Brianna has a go.

O what a horrific Domme Detention!

Featuring Mistress Ava Black and Mistress Brianna Olivia

Mistress Brianna has a slave all tied up and compliant

He is led into the dungeon to meet and greet Mistresses’ shoes

Pain and pleasure intertwine as they use the object of his desire to cause him pain unlike any he has ever experienced

Mistresses spit at him to help him lubricate their heels

Their sissy Lulu watches on in fascination as Mistresses receive devoted and attentive heel worship from the bondage slave

Lulu looks gorgeous in her frilly flouncy dress and matching boots

But she forgot her chastity cage. She's always supposed to be locked in her cage!

And she was looking so darling in her gorgeous frilly outfit, frilly satiny pants, and garter belts

Tut tut!

Over our knees she goes! She's going to get spankies from both of us the naughty wench

She'll be our frilly flouncy sissy with the red bottom! Red hot!

Bound, humiliated, and taunted by Mistresses’ fragrance as they tell him just how they have been building up a sweat just for him

They want to put his tongue to good use, and he doesn’t get a say in the matter

Mistresses make him worship and make love to their armpits, sensually licking every inch of those delicious pits!

What a lucky slave!