Tag: Punished Males

Curse of The Cane

Featuring Divine Mistress Heather. Breaking slaves in to new experiences is always a pleasure of mine, especially when the experience is an extreme one! In this session, I intensify the suffering for one of my personal slaves with the use of several whips, single tails and a beautiful and vicious cat-o’-nine. When it came to the cane, a form of treatment this slave especially hates, I decided to give him the three dragon treatment! Three brutal dragon canes of differing density to ensure he got a good range of agonizing sensations.

 

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

 

The Punishment Club

 

 


Cold Caning

Cold Caning Featuring Miss Zoe

This was a real session with Miss Zoe and one of her personal slaves. She needed to know if he could take the kind of extreme punishment that she likes to dish out from time to time, so the caning was cold, no warm up and straight in with heavy strokes, again and again. The slave was clearly struggling at times, but his desire to please his Mistress, was evident and proved all the determination he needed to endure.

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment ClubMistress R’eal’s Sissy slut Nina has not been doing her chores to Mistress’s exacting


Caned For Stealing

 

Caned by The English Governess for Stealing

 

Knowing his name was in the punishment the stupid boy decided to steal it. Not a good idea as his punishment has been upgraded from a mere detention to a severe bare bottom punishment caning

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment Club


Caught Smoking

 

Caught Smoking 

 

The English Governess doesn’t permit her houseboys to smoke in her house so it’s no use whining when you get caught and have to bare your bottom for a harsh caning

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment Club


Caned by The English Governess

 

Caned by The English Governess

 

House boy gets a severe bare bottom caning from the English Governess

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment Club


Learn The Rules

 

Learn The Rules

 

If you don’t learn the rules you can expect to have to bare your bottom for a taste of The English Governess’s thick leather strap.

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment Club


Mistress Real Sissy Maid Training

Mistress Real Sissy Maid Training

Mistress R’eal is well renowned for her expert sissy maid training, which also means she is highly adept at disciplining errant maids who derelict their duties. Sissy slut Nina has not been doing her chores to Mistress’s exacting standards. The punishment she fears the worst is exactly what she gets. A good hard hand spanking followed by the paddle then the birch and finally the cane. She will learn her lesson the hard way.

St. Teresa’s School For Boys

The Dirty Peeper

Martin Sellers has been caught in the girl’s toilet and has been send to the headmistress. He say’s that the bigger boys pushed him in there to get him in trouble but this isn’t the first time he has been caught spying on the girls as they do their business. Perhaps thirty-six severe strokes of the cane will deter him from doing it again!

Top Shelf Magazines

 

The Punishment ClubMistress R’eal’s Sissy slut Nina has not been doing her chores to Mistress’s exacting standards.https://www.femmefatalefilms.com/affiliate/promo/e63ace/1/1242/2524482/


Respect in the Office


Smarting Arse


Anal Twist

Top Shelf Magazines


Corrective Therapy


Her Slutty Secretary