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There will be more! Don't miss our updates for Chessie Kay!Stay informed by EmailSpanked SchoolgirlChessie KayRosie Annspanking, m/f, interview, english discipline
Spanking Interview With Chessie Rosie & Michael
Meet 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!OTK SpankChessie KayHarry Ameliaspanking, f/f, otk, pyjamas, erotic spanking, english discipline
Spank Me Spank You
The 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.OTK SpankChessie KayHarry Ameliaspanking, m/f, otk, leather paddle, uniform spanking, english discipline
Unfinished Chores
Michael returns home from work to see the girls are still in their school uniform, lazing on the sofa and the kitchen chores not been done. He takes both girls over his knee for a bare bottom spanking. The leather paddle across their sore behinds before sending them off to do what they were told.OTK SpankChessie KayHarry Ameliaspanking, m/f, otk, english discipline
Gym Club Brawlers
these 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.Spanked in UniformChessie Kayspanking, m/f, uniform spanking, prison spanking
Chessie's Intake
New 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 UniformChessie KayAmelia Jane RutherfordDonna Parkerspanking, m/f, otk, strap, uniform spanking, wooden paddle, paddle, prison spanking
Spanked in Prison
Prison 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.Spanking OnlineChessie KayRosie Annspanking, m/f, uniform spanking, cheerleader, english discipline
Learn To Say Sorry
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.Spanking OnlineChessie Kayspanking, m/f, english discipline
Chessie's Chair
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.Spanking OnlineChessie KayRosie Annspanking, m/f, wooden paddle, english discipline
Inappropriate Uniforms
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.Caned SchoolgirlsChessie KayRosie Annspanking, m/f, english discipline
The Snitch And The Trespasser
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!Spanking OnlineChessie Kayspanking, m/f, riding crop, english discipline
Out Of Bounds
Chessie 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!Spanking OnlineChessie KayRosie Annspanking, m/f, strap, palm punishment, english discipline
Caught Stealing
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.AAA SpankingChessie KayHarry Ameliaspanking, m/f, otk, cheerleader
Catholic Cheerleader Spankings
2 girls 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.Create Model Alert for Chessie Kay
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TrendingMarina GoldTrendingZafiraBlair WilliamsKarinCherryReina FTVLana LaneHarley HavikCatherine DeSadeLuna FeyAlice WayneLane ChapmanKay RichardsRyo HinamiSatomiKate KenziAmelia Jane RutherfordRowan EmersonSage PillarLinda EPVictoria MininaApricot PittsMackenzie ReedAmber Pixie WellsChristina CarterSofia SaintKami RobertsonRemiKyle JohnsonJohanna SullivanAyakaNaoAshleyYuzuChelsea PfeifferAiruAnastasia St. ClaireRinaLolita MinhKyla KeysDolly IIGwen ViciousKristen ScottMonicaShihoriPaula SwensonAnastasia RoseLuci LovettLOAD MORESEARCH MORE