Tag: Humiliation

A Lesson Learned

Lily Thot is about to endure one of her most embarrassing punishments ever filmed, learning a valuable lesson that she shouldn’t tell lies to her mother… Especially when that happens to be Madame Samantha B! Lily said that she wasn’t feeling well at school and promised to see a doctor after being allowed to go…


Kajira’s Special Figging Detention

A ‘Special Detention’ from Headmaster is the one all the girls dread. Not many of them will divulge what happens in the cold basement of the school’s disused block, but one thing is for certain, no-one can hear their cries of pain or utter humiliation. They know that and the stories of what goes on…


Essie And Alora – Two Girls In Trouble

After careful deliberation Sarah has decided that Alora would benefit from joining her household for a short while. Essie is clearly not sure but perks up somewhat when Step Mommy says that she will let Essie administer the first spanking and explain the rules of the house to Alora. Alora is horrified to find out…


Spanked for Splashing

Beautiful Ava Nyx, Kajira Bound, and Kitty Quinn all get into a food fight and end up splashing Tubaman as well. Afterwards, three naughty nude girls get soundly spanked, then cropped and paddled. Afterwards, they must scrub the floors clean, on hands and knees, buck naked, and with toothbrushes. This is a free video and…


Ava’s Asylum Punishment

AVA’S ASYLUM PUNISHMENT – MISS BERNADETTE, AVA Ava attempted to sneak out of the asylum for the sexually depraved, by giving a guard a blow job. Unfortunately, she was caught by nurse Bernadette and brought to the warden for further discipline. She is tortured and degraded with face slapping, whippings on her front, breasts and…


You Stole My Money

YOU STOLE MY MONEY – SARAH STERN, GEMMA, LOLA REAY Gemma and Lola work together but are not friends. Lola has been accused of stealing from her co-worker. She will not admit to what she has done and slaps Gemma around the face. Unfortunately for her this is witnessed by her strict boss who immediately…


PHYSICAL INSPECTION

PHYSICAL INSPECTION Joanna is sent for a physical inspection, but doesn’t bring her gym kit! She pulls up her skirt for a few hand smacks before removing her skirt to ride the exercise machine as she gets a hand spanking! Then Joanna is done with that and removes her shirt and tie to be bent…


DISCIPLINED FOR DECEPTION This is Winter Leigh’s first appearance on Cheerleader Spankings, and also her first ever rectal temperature taking on film. It’s Casual Friday and the school’s cheerleaders are allowed to wear their uniform. It’s also a Double-Math Day for cheergirl Winter and she doesn’t want to endure that in the afternoon. Winter decides…


YOU ARE THE PRISONER Ex Police officer Mila was caught forging evidence in order to get her ex arrested. Instead of being sent to jail she is sent to a house of correction for a two weeks stay. Mila Initially feels that she has been given an easy option, but this notion is swiftly removed…


Bella’s Thermometer Punishment

BELLA’S THERMOMETER PUNISHMENT MISTRESS SCARLET, BELLA III In this custom film, Bella is staying with a good family friend, Miss Scarlet. She really wants to have her boyfriend over for the evening so she comes up with a plan to do this. Scarlet has plans to go out and Bella is meant to accompany her…


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