Video Description: When Sarah Gregory starts selling items from the furnished place she is renting, she gets a visit from John Osborne. She tries to sell him a hairbrush and wooden spoon, not realizing that he is her landlord. John spanks Sarah with that hairbrush and wooden spoon, leaving Sarah with a sore, red bottom and a promise to stop selling his stuff.

Video Description: Prudence’s audition was outstanding, earning her a coveted spot as a star cheerleader ahead of many capable contenders. But Coach Sarah’s excitement quickly turned to dismay when Prudence’s arrogance got the better of her. Acting like the team revolved around her, she showed up late and failed to learn the cheers everyone else worked hard to perfect. This meeting puts Prudence firmly in her place. Her confident sass is swiftly replaced with a hard dose of reality as Coach Sarah reminds her that the team thrives on discipline and unity. Dragged over Sarah’s lap, Prudence receives her first-ever bare-bottom spanking, courtesy of the coach’s firm, practiced hand. Embarrassment takes over as her legs kick, her cheeks burn crimson, and her pride crumbles. A thick leather strap is applied to Prudence’s already sore bottom, leaving her thoroughly chastised. Adding to her humiliation, Sarah orders her to demonstrate her skills, bared and exposed. With her bottom throbbing, Prudence performs splits and provocative movements, her glowing red buttocks on full display. Now she understands that Coach Sarah means business, and her future cheer scholarship depends on following the rules. Please welcome Tiny Prudence making her awesome debut appearance at Cheerleader Spankings!

Video Description: Please welcome a long-time crush of ours here at AAA, Tiny Prudence. This smoking hot performer is based out of Los Angeles and on our recent trip we arranged a memorable film shoot… so this is the first of many films we will show for you across our network of websites. Prudence is five feet of sass, a hard-wired spanko, and is blessed with a toned, fit body with a truly amazing spankable booty! She loved introducing herself in our popular “Positions Series” with three spanking positions to showcase Prudence at her best. The first is over Sarah’s lap as she is spanked OTK… a classic position we all love, of course, and Prudence does not disappoint as her bottom reddens from Sarah’s hand spanking. In the second position, Prudence is bared and exposed over a stool, face down and ass up, as Sarah uses a couple of leather implements as well as her hand. The finale is a memorable wheelbarrow spanking that Sarah is proficient at and you can see how much Prudence enjoyed receiving all three spankings. This sexy couple make Prudence’s first online spanking with lots of different cam angles and close-up shots making for a wonderful visual experience that we know you will all love!

Video Description: It’s hard to believe but sometimes we miss putting up films that were actually edited like this film made 10 years ago. Little did John and Sarah know at the time but it was to be the start of their real-life relationship. It’s rather endearing to look back over a decade to discover this film which finally sees the light of day hidden all this time in the AAA Vaults. Add this to the “Catholic Discipline” series of films and you will find a naughty nun hiding away in a sore room to have some sinful alone time with her fingers inside her panties and a crop to hit her pussy with. Reverend John is surprised to find her there and shocked when he catches her masturbating! Such sinful actions require discipline, spanking her with the hand of God as his guide. he also embarrasses her, by giving this naughty nun a bare bottom hand spanking and uses the leather crop across her reddened buttocks of shame! Sarah and John enjoyed watching this “blast from the past” and we hope you will too!

Video Description: Three naughty cheerleaders, Sarah Gregory, Lily Swan, and Amy Fox all report to Principal Tubaman for punishment.

Video Description: Sarah Gregory is attending Fetish Con 2012 and hears a knock at her door. She opens to find super cutie Isobel Wren who has entered the “win a spanking with Sarah Gregory contest.” Sarah is excited to spank her sexy bottom. Isobel agrees to let Sarah video this spanking for all of you to enjoy. It’s right to business. Isobel goes OTK for a nice warm up followed by a solid hand spanking, then some leather. Then she is ordered to undress for the leather paddle and crop while on all fours. She experiences a combination of pleasure and pain while moaning and squealing. She turns a nice shade of dark red.

Video Description: This is a special custom prison punishment film that is over 2 hours in length, showing the build-up and detailed intake, processing, and discipline including the aftermath shots of all three inmates.

Video Description: Sarah Gregory attempts to make sure the other girls in the cat house get the runs. But Madame Miss Bernadette catches her in the act. Sarah is bent over the kitchen counter and gets spanked and paddled before drinking her own concoction.

Video Description: In "Truth or Bare 2", Stevie and Sarah are playing Truth or Dare. After Sarah dares Stevie to jump on the couch and act like a monkey, Stevie dares Sarah to go knock a drink out of Kyle's hand after making her pinky promise to go through with whatever dare she asks. Sarah walks into the kitchen and slaps the beer right out of Kyle's unsuspecting hands. Kyle is furious and throws this bratty girl over his knee for a long hard hand spanking over her pants and on her bare bottom for taking a dare that she shouldn't have taken.