Free Spanking Videos and Galleries with Chessie Kay. We have previews with Chessie Kay from 6 Premium Sites.
Spanking Session ModelsThese are 2 hard working girls who live together and they return home and get ready for bed. They discuss their different spanking modeling assignments that day. They compare their work and each others bottoms before getting a little turned on... They both decided to warm each others bottoms up again so they can see their marks from earlier in the day!Spanking Interview With Chessie Rosie & MichaelMeet the girls and hear what Michael had to say about them in this long day's film shoot! They answer some questions and the girls can't wait to show off their red bottoms once more teasing Michael into spanking them again!Spank Me Spank YouThe girls sneak downstairs when everyone is asleep and when they decide nothing is worth watching on TV, they talk about spanking, the punishments and the fact that Harry's boyfriend likes to be playfully spanked. Chessie wants to know what that feels like as she is only ever punished so Harry shows her and then Chessie decides she's like to try for the first time too.Unfinished ChoresMichael returns home from work to see the girls are still in their school uniform, lazing on the sofa watching TV and the kitchen chores have not been done. he takes both girls over his knee for a bare bottom spanking and uses the leather paddle across their sore behinds before sending them off to do what they were told earlier.Gym Club Brawlersthese two girls are a menace, just because club owner Michael's Gym is the best in the area doesn't mean that his not so close family members can abuse this by annoying other paying customers with their lewd and common behavior on the Gym Floor. He decides to teach these two a lesson with old fashioned methods of training using his hand across their bare bottoms and doesn't stop until they are close to tears and far more contrite!Chessie's IntakeNew inmate Chessie Kay arrives at the prison. She has been sentenced to 18 months for soliciting. Officer Dodge is in charge of her intake and he soon has the cheeky litle madam over his desk spanking her cute tight little behind.Spanked in PrisonPrison Spanking Video Previews for: Donna Parker Midnight Message. Stinging seduction. Double paddling for Amelia Jane Rutherford. The complete Bars & Stripes Collection at Spanked in Uniform.Learn To Say SorryHead cheergirl Chessie & bookworm Rosie Ann were caught fighting outside the school gates. This sort of behavior was most unbecoming such a school so both girls were told to wait in the cellar on the punishment bench. They knew that they were going to get a punishment, all the girls would talk about this room with dread. Looking into each others eyes as part of the rehabilitation that both girls hated - they were spanked again and again until the pain and embarrassment of being stuck together like this earned them a reprieve when they genuinely said sorry to each other.Chessie's ChairChessie Kay has been punished once too many times so this time Michael decides to use the chair she is sat waiting for him on as part of her humiliating spanking session. He has many uses to place and position her on this chair much to her shame and embarrassment with the finale being sat on it with her bottom poking right our displaying all her charms as he continues to spank her until her bottom is a dark shade of shameful red.Inappropriate UniformsChessie and Rosie were in detention for wearing the sluttiest of uniform modifications. Their skirts were way too small and their shirts unbuttoned with their breats poking out and Chessie's make up was trashy at best! One by one the girls were given their punishment like the sluts they apparently seemed to like being until they learned that this had painful consequences. Look out for a good hard wooden paddling of Rosie's firm cheeks!The Snitch And The TrespasserChessie brought an outsider to her Head teacher, Mr Stamp. the girl was Rosie Ann, from the all girls school nearby. he wasn't impressed with how Chessie had so gleefully presented Rosie to him so he decided to punish them both as an example. First he caned Chessie in front of Rosie... then told Rosie she'd get the same but far more severely for daring to trespass on his school grounds!Out Of BoundsChessie and Harry stumble across the hidden BDSM room that is obviously out of bounds at one of their friend's parties, But they are caught by their friend's father who is not pleased at all and teaches these overly curious girls what some of the implements and furniture that they see are all about! That'll teach them to sneak around other peoples property without permission!Caught StealingChessie and Rosie were caught stealing from the lockers red handed by Form Teacher, Michael Stamp. He marched them to the Detention Room for a short sharp shock punishment on the 'Spanking Horse'. The girls had a bare bottom spanking and strapping facing each other in shame after a hand tawsing for stealing from their classmates.SleepoverRosie is staying over at Chessie's only the girls disturb Michael downstairs who has already warned them to keep the noise down. A moist pillow fight is the last straw for Michael and he teaches the girls that they should have listened to him earlier rather than get the painful bare bottom spanking in front of each other!Catholic Cheerleader SpankingsThis is a special full film bonus update we love bringing to you from time to time. It would appear one of the 'Cheerleaders for Christ' featured here had been moonlighting away from the good cause for the Catholic Church! Harry Amelia was recently evicted from the Big Brother House Reality TV Show in the UK (which we were sad about). Some of the AAA team had followed her exploits online and she was a great housemate that we supported. However, this site is an international one and so many of our members may not have been familiar with her or that this TV show was still going after so many years. So to her detractors, perhaps they would like to see her taken down a peg or two... And this film could certainly help. We are sure she won't mind! She is a true kinkster after all. You will see her spanked on her bare bottom, alongside fellow cheer girl Chessie Kay. They both got a hand spanking over the knee, in turn and in front of each other (for added humiliation) by Father Michael. It was a no nonsense short, sharp shock hand spanking punishment given as a last resort. 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