With previews from Rosie Ann2 Theme Collections
With content from Rosie Ann9 Premium Sites
With videos from Rosie Ann
Rosie Ann
Free Videos and Galleries
Rosie Ann is also known as Rosie and Rosy Ann.There will be more! Don't miss our updates for Rosie Ann!Stay informed by EmailNorthern SpankingRosie Annspanking, m/f, strap, uniform spanking, tawse
Upping Her Game - Part 2
Rosie Ann is lucky enough to have a sponsor for promising future in ladies tennis. He spends an awful lot of money on his protege and Rosie is of course grateful. She doesn't even really mind the punishments that live alongside the rewards. As for him, the rewards are immense!Northern SpankingRosie Annspanking, m/f, otk, uniform spanking
Upping Her Game - Part 1
Rosie Ann is lucky enough to have a sponsor for promising future in ladies tennis. He spends an awful lot of money on his protege and Rosie is of course grateful. She doesn't even really mind the punishments that live alongside the rewards. As for him, the rewards are immense!Spanked SchoolgirlRosie AnnChessie Kayspanking, 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!Cheerleader SpankingsRosie AnnJadie Reecespanking, m/f, caning, strap, uniform spanking, cheerleader
A Series Of Unfortunate Discipline
In this heavily redacted final edit, we have some semblance of near normality as a seemingly innocuous tale of Rosie Ann being punished (for various infractions) soon goes off the rails with some behind the scenes shenanigans that brings in another perpetrator to receive an impromptu spanking too!AAA SpankingRosie Annspanking, m/f, otk, strap, pantyhose
1970s Spanking Discipline
Stephen Lewis spanks Rosie over her slutty pantyhose and knickers but soon turns his attention to her bare reddening bottom. Rosie doesn't seem to be learning her lesson at all, despite her sore bottom... and forgets that there are several leather implements of correction on the table.Spanked in UniformRosie Annspanking, m/f, strap, uniform spanking, prison spanking
Rosie's Punishment Lines
Inmate Rosie Ann Was called in by the Governor to write a report but instead of writing, she doodled. The Governor soon noticed and told her to write 50 punishment lines while he strapped her insolent 18 year old bottom.Cheerleader SpankingsRosie Annspanking, m/f, caning, otk, cheerleader
Uniform Infringement
She isn't so cocky now and takes several swats and strokes of various implements including the cane which finally teach her a humbling lesson that being a team player is more important and she promises to do better in future.Momma SpankingsRosie AnnSarah Gregoryspanking, f/f, otk, hairbrush
Rosie's Bedtime Punishment
Mommy has had it with her disobedient daughter and grabs her, pulls her out of the tub, drags her to the bedroom, and throws her over here lap for a spanking. Rosie cries in pain as mommy spanks her wet bare bottom with hand and hairbrush.Sarah Gregory SpankingRosie AnnSarah Gregoryspanking, f/f, wooden paddle
Rosie's Humiliating Punishment
Punishment is in order for this naughty sorority sister. First it is over Sarah's knee for a hard hand spanking over her jeans, panties, and then bare bottom. Then, she is made to strip for the more humiliating part of the punishment.Spanking OnlineRosie AnnChessie Kayspanking, 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 OnlineRosie AnnChessie Kayspanking, 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 SchoolgirlsRosie AnnChessie Kayspanking, 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 OnlineRosie AnnChessie Kayspanking, 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.Spanking OnlineRosie Annspanking, m/f, diaper position, english discipline
Chaise Long Spanking
This is Rosie Ann's induction in the Punishment Room. She reports to see Michael for her 5pm punishment. She is given a bare bottom OTK spanking and the chaise long is used to place her in various embarrassing positions as her bottom is given a good work out!AAA SpankingRosie AnnJadie Reecespanking, f/f, riding crop, paddle, jodhpurs
Spanked in her Jodhpurs
With her bottom in the air, Rosie complies silently offering up her bared cheeks to the riding crop and a stinging leather paddle that Jadie kept for the stable boys! Now this paddle has a new victim. Rosie's bottom is red and visibly swollen at the end of this punishment.AAA SpankingRosie Annspanking, m/f, strap, wooden paddle
Exercise Spankings
She was supposed to be doing more core exercises to strengthen her back, not ruin it! She knew the score when he was displeased and knew that various humiliating punishment moves would follow! Perhaps Rosie wanted to be caught? Who knows?AAA SpankingRosie Annspanking, m/f, otk, uniform spanking, belt spanking, outdoor punishment
Punished by the park keeper
Rosie yelps and takes stroke after stroke of his leather belt until only he was satisfied that she has properly shown remorse for what she has done! See cute Rosie Ann make her return to Triple A... One of our most popular girls at her very naughtiest best!AAA SpankingRosie Annspanking, m/f, strap, ball gag
The Ballgagged Schoolgirl
A hard OTK bare bottom spanking and a double thick heavy leather strap ensured this foul mouthed young lady learnt her lesson thoroughly in her after school detention. This was by far Rosie Ann's most humiliating spanking punishment to date!AAA SpankingRosie Annspanking, m/f
Rosie's Routine
Young Rosie was in training and asked her coach to give her some unique reminders in strength building and holding poses while on the gym horse. She wanted to see if she could endure pain and embarrassment in various positions whilst carrying out her routine.AAA SpankingRosie Annspanking, m/f, caning, riding crop, uniform spanking, wooden paddle
Fantasy or Reality
This is a schoolgirl discipline film with a difference. A hard, painful wooden paddling on her bare bottom. In walks her teacher with a heavy cane who promises Rosie that she will feel 12 hard strokes which you will see is done in an authentic & Traditional no nonsense 'matter of fact' way!AAA SpankingRosie Annspanking, m/f, uniform spanking
Rosie's Spanking Chair
A hand paddle that hurt far more than a simple hand spanking! He positioned her so that Rosie sat over the chair in reverse, with her bottom cheeks hanging out over the edge of the seat making her feel very vulnerable to yet more strokes of that nasty wooden hand spanking paddle!AAA SpankingRosie Annspanking, m/f, caning, wooden spoon
What Rosie Wants
Anyone who knows how horrible heavy rubber is will understand that you do not need much of a swing for this to hurt. In all, there are 24 minutes of non stop hard hitting punishment action for you to view and this video features special 'slo-mo' scenes as well as bonus footage at the end!Northern SpankingRosie Annspanking, m/f, strap, uniform spanking
Detention Number Three
Rosy Ann finds herself in detention for the third time in a term. As Jenna, with whom Rosy was caught fighting, has just found out, in the third detention, your knickers are taken down and your bottom is introduced to the tawse. Rosy is not looking forward to her fourth detention.Northern SpankingRosie Annspanking, f/f, hairbrush, diaper position
Monty's Missing Dinner
Jessica shows her frustration by smacking Rosy's bottom, followed by an application of the hairbrush in an embarassing legs-up position.Create Model Alert for Rosie Ann
People also searched forSky TerrapinHaruka SuzunoSierra II FTVNao TakashimaChessie KayKate KenziAmelia Jane RutherfordLily SwanMasemZoe MontanaSavannah SmallNanamiVyeta MustafinaBelinda LawsonLola AndersonDillonDenaliKami RobertsonNatsumi HayakawaClare FondaAudreyMimiMiku AidaHarper RedStevie RoseSimoneRia KurumiBella IIAlex MoreSarah GregoryLanah AdamsMisaHarley HavikAlex ReynoldsDahliaMaggyRei HoshinoRenata FoxJayda BlayzeCasey CalvertArielMeg MagicAna LSeiraKatie LeighMercedes LlanoNiki FlynnNanako NanaharaLOAD MORESEARCH MORE
Sky TerrapinHaruka SuzunoSierra II FTVNao TakashimaChessie KayKate KenziAmelia Jane RutherfordLily SwanMasemZoe MontanaSavannah SmallNanamiVyeta MustafinaBelinda LawsonLola AndersonDillonDenaliKami RobertsonNatsumi HayakawaClare FondaAudreyMimiMiku AidaHarper RedStevie RoseSimoneRia KurumiBella IIAlex MoreSarah GregoryLanah AdamsMisaHarley HavikAlex ReynoldsDahliaMaggyRei HoshinoRenata FoxJayda BlayzeCasey CalvertArielMeg MagicAna LSeiraKatie LeighMercedes LlanoNiki FlynnNanako NanaharaLOAD MORESEARCH MORE