
Spanking Sarah Gregory
Bella's Embarrassing School Spanking - WMV
5/31/23 10:28 AM•20 min•578 MB•wmv•720p
5/31/23 10:28 AM•20 min•578 MB•wmv•720pPrice$19.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,School Uniform,ScoldingPerformersClara Matthews, Mistress Scarlet, Bella BirdDescriptionBella sits in Headmistress Scarlet's office between the stern lady and her own stepmother. StepMother is to be informed that Bella's grades have been slipping and she has been caught passing notes more than once in class. StepMother is very alarmed to hear of this news and asks how exactly the school will deal with this. Headmistress explains that at this private school discipline is used and specifically spanking. StepMother is very eager to witness and of course give it a go herself. Bella is told to put her elbows on the desk while she has her panties pulled down to reveal a bare pale bottom. The anticipation of being bent over, exposed and waiting is just as humiliating as the actual spanking itself. Bella is taken over the lap or the strict Headmistress for a hard hand and hairbrush spanking in front of stepmother, how embarrassing! Next, it is stepmother's turn to redden her girls bottom to an even darker shade of red. After the two ladies feel that she has learned a lesson, Bella is stood bare bottom facing the desk as Scarlet explains that for future misdemeanors the leather strap and cane will to be used. A contrite Bella is sent back to class.
Bella's Embarrassing School Spanking - MP4
5/29/23 5:46 PM•20 min•1135 MB•mp4•1080p
5/29/23 5:46 PM•20 min•1135 MB•mp4•1080pPrice$19.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,School Uniform,ScoldingPerformersClara Matthews, Mistress Scarlet, Bella BirdDescriptionBella sits in Headmistress Scarlet's office between the stern lady and her own stepmother. StepMother is to be informed that Bella's grades have been slipping and she has been caught passing notes more than once in class. StepMother is very alarmed to hear of this news and asks how exactly the school will deal with this. Headmistress explains that at this private school discipline is used and specifically spanking. StepMother is very eager to witness and of course give it a go herself. Bella is told to put her elbows on the desk while she has her panties pulled down to reveal a bare pale bottom. The anticipation of being bent over, exposed and waiting is just as humiliating as the actual spanking itself. Bella is taken over the lap or the strict Headmistress for a hard hand and hairbrush spanking in front of stepmother, how embarrassing! Next, it is stepmother's turn to redden her girls bottom to an even darker shade of red. After the two ladies feel that she has learned a lesson, Bella is stood bare bottom facing the desk as Scarlet explains that for future misdemeanors the leather strap and cane will to be used. A contrite Bella is sent back to class.
Kajira's Second Spanking - MOV
5/28/23 1:00 PM•14 min•789 MB•mov•1080p
5/28/23 1:00 PM•14 min•789 MB•mov•1080pPrice$12.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersKatherine Worthington, KajiraDescriptionOn Cheerleader Spankings from the film, "No Cheer for No Panties" - Kajira was spanked by the coach alongside her friend, Lily Swan, for not wearing panties at cheer practice. They were then both thoroughly spanked by StepMommy Katherine, but that wasn't enough. Another spanking that evening was promised to naughty Kajira and that is precisely what she gets as you will see in this film. Kajira is taken over the maternal lap for a second spanking of the day on her already sore aching red bottom with StepMommy's mean hand. To ensure the lesson is properly learned, Kajira is told to give StepMommy the hairbrush (on the nightstand) that is waiting for her poor bottom. The hairbrush spanking really gets the message through to this yelping young lady who is put to bed with a throbbing sore red bottom.
Violet and Helen's School Spanking - MOV
5/28/23 8:00 AM•20 min•1159 MB•mov•1080p
5/28/23 8:00 AM•20 min•1159 MB•mov•1080pPrice$19.99 USDCategoryspankingRelated CategoriesCaning,Classic Caning,School Uniform,ScoldingKeywordsViolet Haze,Schoolgirl,Helen Stephens,Naughty Girl,Clara Matthews,Discipline,Miss Matthews,Punishment,Sarah Gregory SpankingPerformersClara Matthews, Violet Haze, Bunnie StevensDescriptionHelen and Violet have been summoned to the office of Headmistress Matthews as they were caught passing notes in class. This is strictly against the school rules and must be dealt with by the highest authority. After a stern scolding, they are each taken over Miss Matthews's lap. Both girls receive a good, old-fashioned spanking, over their starched white gusset regulation navy knickers... then on the bare bottom, as any girl in this position would painfully expect! Their bottoms become sore and red very quickly as they watch each other take their punishment but there is more to come... Since Helen was the one who passed the note she also gets 12 strokes of the cane on her bare, exposed bottom bent over the desk. Afterward, the two naughty, well-punished miscreants were left standing in front of the blackboard rubbing their sore spanked bottoms better.
Cheats Never Prosper - MP4 (Mobile)
5/27/23 6:00 PM•17 min•253 MB•mp4•720p
5/27/23 6:00 PM•17 min•253 MB•mp4•720pPrice$16.99 USDCategoryspankingRelated CategoriesOtk Spanking,School Uniform,Scolding,StrappingPerformersMadame Samantha, Audrey Sugarsmak, Lyra Aka OpalDescriptionMiss Audrey has been asked by the school Principal to bring Opal to her office for a "meeting." It seems Opal has gone from almost failing to getting A+ grades practically overnight. Principal Samantha suspects some kind of cheating but wants to discuss this. It turns out that Miss Audrey, the teacher, has been helping Opal cheat so the overall grades of her classes look better. This is a disgrace, an absolute disgrace to have a teacher helping a student cheat. Cheaters are dealt with in only one way, and that is with a spanking. First, Opal is taken over the Principal's lap for a hand spanking over her school pinafore, white cotton panties and of course on the bare bottom. After her spanking, she is told to stand behind and watch Miss Audrey being spanked. The teacher is mortified at the thought of her student watching her get a spanking over the principal's lap. Audrey is spanked in the same humiliating manner as Opal. Then, they are each given 20 hard swats with the stiff leather strap before being sent back to class.
- 5/27/23 1:00 PM•12 min•666 MB•mov•1080p
5/27/23 1:00 PM•12 min•666 MB•mov•1080pPrice$11.99 USDCategoryspankingRelated CategoriesOtk Spanking,ScoldingKeywordsSarah Gregory,Lola AndersonPerformersSarah Gregory, Lola AndersonDescriptionLola and her stepmother (Sarah) are on vacation and they have been out and about with Sarah's good friends. Lola has acted extremely rude, and immaturely... totally embarrassing her step-mom. So Lola has been given a choice; That is she should clean up her attitude, start behaving properly, and apologize to her friends. It's that or the alternative is to be sent back to America in shame on the first flight out the next day. Lola chooses the spanking punishment as she doesn't want to go home. Her bare bottom is spanked over the imposing maternal lap of Sarah as her firm hand quickly reddens the naughty girl's behind. Lola is one very sorry and sore girl who will behave like a proper young lady from now on.
Another Spanking for Andy - WMV
5/27/23 8:00 AM•11 min•321 MB•wmv•720p
5/27/23 8:00 AM•11 min•321 MB•wmv•720pPrice$11.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersAndy Moon, Miss BernadetteDescriptionAndy had misbehaved earlier that day by being vulgar. StepMom will not suffer from this behavior as it naturally reflects poorly on her. Andy was spanked earlier that day by StepDad but that wasn't good enough. stepMommy always uses the wooden hairbrush when Andy is naughty! She calls Andy into her room early that evening and scolds an already contrite sorry girl. Andy knows she is in for more punishment and this time it's going to be much harder. She goes over the imposing maternal lap for another mean hand spanking on her already aching sore bottom. This is followed by a humiliating and painful punishment with the wooden hairbrush after she is told to present the implement and ask stepMom to spank her with it... how embarrassing! Andy is left to contemplate the consequences of her earlier vulgarity and is one sorry, sore young madam knowing the coming bedtime will be a most uncomfortable experience!
Spanked Real Estate Agent - MP4
5/26/23 5:00 PM•9 min•522 MB•mp4•1080p
5/26/23 5:00 PM•9 min•522 MB•mp4•1080pPrice$9.99 USDCategoryspankingRelated CategoriesBlondes,Embarrassment,ScoldingPerformersMadame Samantha, Lily SwanDescriptionSamantha has hired a real estate agent (Lily Swan) to help her find the perfect modern condo with a pool and gym on-site. Instead, she is shown a lovely old-fashioned period home from the early 20th century. Samantha is livid, after all... time is money so how dare Lily waste her time with this viewing. Her needs as the customer are not being met and she will either tell Lily's boss or take it out on her rather attractive behind. Lily protests but ultimately is bent over and taught a lesson the old-fashioned way (after all she chose to show her customer an old-fashioned home). Lily is spanked with Samantha's hand and her dress is pulled up revealing that she is not wearing any panties! It's all rather embarrassing for the young real estate agent as a wooden spoon is also used across her tight, round buttocks until they are a glowing shade of crimson. Samantha gets an apology from a very sorry, sore Lily who is thankful that her boss does not find out!
Burnt Dinner Burned Bottom - MP4 (Mobile)
5/26/23 8:00 AM•10 min•150 MB•mp4•720p
5/26/23 8:00 AM•10 min•150 MB•mp4•720pDescriptionSarah is super excited to be cooking a meal for her sweetie, John... however, things don't exactly go as planned. The broccoli ends up being overcooked and mushy and the fish burns so much that it looks more like charcoal. At first, John assumes she did this on purpose to get a spanking, but that isn't the case as Sarah apparently is just not good in the kitchen. She claims that they at least have cookies to eat but he was looking forward to a home-cooked fish supper and that doesn't humor him at all. He bends his cute "chef" over the sink to spank Sarah over her dress... then he lifts the dress to reveal her cute white panties. He continues to spank her, and naturally, the panties have to come down for a bare-bottom spanking. He uses a plastic spatula and plastic cooking spoon since they are available for him to use. Poor Sarah winces in pain as her bottom stings terribly from the plastic implements. She pouts beautifully and by the end is a very sad and sorry young lady who will be asking for help the next time she "cooks". Interesting fact: This was one of the first films Sarah and John made before they became a real-life couple, watch the chemistry between them in this film... it is really cute!
- 5/25/23 6:00 PM•15 min•830 MB•mov•1080p
5/25/23 6:00 PM•15 min•830 MB•mov•1080pPrice$14.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersMiss Elizabeth, Miss Bernadette, GenaDescriptionGena has gotten in lots of trouble at school, so much that her teacher, Miss Bernadette, has to come to her home and have a talk with her and her stepmother. Gena has been rude, disrespectful, not to mention dressing inappropriately. Miss Bernadette wants to show her stepmom, Miss Elizabeth, just how discipline is handled in her classroom right then and there and step-mom is all to eager to comply. Gena is embarrassed to go over her teacher's lap in front of her stepmom but even more mortified to have to go over her own stepmother's lap in front of her teacher. She is soundly spanked with hand and hairbrush until she is a very sorry contrite young lady.
- 5/25/23 1:00 PM•12 min•341 MB•wmv•720p
5/25/23 1:00 PM•12 min•341 MB•wmv•720pPrice$11.99 USDCategoryspankingRelated CategoriesOtk Spanking,ScoldingKeywordsSarah Gregory,Lola AndersonPerformersSarah Gregory, Lola AndersonDescriptionLola and her stepmother (Sarah) are on vacation and they have been out and about with Sarah's good friends. Lola has acted extremely rude, and immaturely... totally embarrassing her step-mom. So Lola has been given a choice; That is she should clean up her attitude, start behaving properly, and apologize to her friends. It's that or the alternative is to be sent back to America in shame on the first flight out the next day. Lola chooses the spanking punishment as she doesn't want to go home. Her bare bottom is spanked over the imposing maternal lap of Sarah as her firm hand quickly reddens the naughty girl's behind. Lola is one very sorry and sore girl who will behave like a proper young lady from now on.
Gigi's Bedtime Spanking - MP4 (Mobile)
5/25/23 8:00 AM•14 min•200 MB•mp4•720p
5/25/23 8:00 AM•14 min•200 MB•mp4•720pPrice$12.99 USDCategoryspankingRelated CategoriesOtk Spanking,Scolding,Spanking M/F,StrappingPerformersJohn Osborne, Gigi Moons Aka Gigi LeaDescriptionGigi had been spanked at school and a spanking at school in this house always means she gets one at home as well. On the bright Springtime evening, she is told to wait in her pajamas for an early bedtime punishment from stepdad. A very nervous girl anticipates what is to come as step-dad scolds her. She is taken over the paternal knee for a spanking on her already sore bottom. Her bare cheeks quickly redden with the evidence of her earlier discipline at school. Next, she is bent over the bed as the strap, reserved for the harshest of discipline, is shown to her. Gigi's bottom is an inviting target for the following mean leather strapping which leaves her one sore, sorry-looking girl rubbing her aching cheeks. She is left to contemplate the consequences of her shameful behavior before being sent to bed early without any supper
Kajira's Second Spanking - WMV
5/24/23 10:19 PM•14 min•404 MB•wmv•720p
5/24/23 10:19 PM•14 min•404 MB•wmv•720pPrice$12.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk SpankingPerformersKatherine Worthington, KajiraDescriptionOn Cheerleader Spankings from the film, "No Cheer for No Panties" - Kajira was spanked by the coach alongside her friend, Lily Swan, for not wearing panties at cheer practice. They were then both thoroughly spanked by StepMommy Katherine, but that wasn't enough. Another spanking that evening was promised to naughty Kajira and that is precisely what she gets as you will see in this film. Kajira is taken over the maternal lap for a second spanking of the day on her already sore aching red bottom with StepMommy's mean hand. To ensure the lesson is properly learned, Kajira is told to give StepMommy the hairbrush (on the nightstand) that is waiting for her poor bottom. The hairbrush spanking really gets the message through to this yelping young lady who is put to bed with a throbbing sore red bottom.
Another Spanking for Andy - MP4
5/24/23 4:20 PM•11 min•630 MB•mp4•1080p
5/24/23 4:20 PM•11 min•630 MB•mp4•1080pPrice$11.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersAndy Moon, Miss BernadetteDescriptionAndy had misbehaved earlier that day by being vulgar. StepMom will not suffer from this behavior as it naturally reflects poorly on her. Andy was spanked earlier that day by StepDad but that wasn't good enough. stepMommy always uses the wooden hairbrush when Andy is naughty! She calls Andy into her room early that evening and scolds an already contrite sorry girl. Andy knows she is in for more punishment and this time it's going to be much harder. She goes over the imposing maternal lap for another mean hand spanking on her already aching sore bottom. This is followed by a humiliating and painful punishment with the wooden hairbrush after she is told to present the implement and ask stepMom to spank her with it... how embarrassing! Andy is left to contemplate the consequences of her earlier vulgarity and is one sorry, sore young madam knowing the coming bedtime will be a most uncomfortable experience!
- 5/23/23 8:00 AM•22 min•1259 MB•mov•1080p
5/23/23 8:00 AM•22 min•1259 MB•mov•1080pPrice$19.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Mouthsoaping,Otk Spanking,ScoldingKeywordsReyna St Clair,Schoolgirl,Madame Samantha B,Scolding,Mommaspankings,Punishment,Stepmother,DisciplinePerformersMadame Samantha, Reyna St ClairDescriptionReyna has been a very naughty girl, caught smoking at school and being disrespectful in general. Her stepmother is now in charge of the brat and this also means she has full authority to discipline her as she sees fit. After the school day, StepMommy confronts Reyna about her appalling disgraceful behavior. After a good scolding, Reyna is taken over the maternal lap for a good old-fashioned, over the knee hand spanking. It's not long before her school knickers are pulled down to reveal a pink sore bottom. Next, it is the dreaded hairbrush! Of course, in this house... a spanking during the day means a spanking at bedtime. Reyna is to report back to StepMommy that evening for another chastisement and yet more spankings. Her punishment concludes with a sudsy mouth soaping to wash the dirty cigarettes and bad language out of her mouth. Reyna is a very sad and sorry girl who will be behaving properly from now on.
Winter Ryleigh's Hairbrush Spanking - MOV
5/22/23 6:00 PM•10 min•582 MB•mov•1080p
5/22/23 6:00 PM•10 min•582 MB•mov•1080pPrice$9.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersClara Matthews, Winter RyleighDescriptionWinter's new stepmom (Miss Matthews) has been given permission to deal with her whenever and however she needs to... using the "old-fashioned" methods of correction. This means that a rude slutty brat can, at last, be taken over her lap for a long overdue and richly deserved spanking. Miss Matthews has had enough of Winter's back talk and dressing inappropriately like a "common harlot". After a stern scolding about how inappropriate her new dress is for going out, she takes the stunning, naughty rude redhead over her lap for a hard-hand spanking. Winter's sassy behavior also merits the use of the Mason & Pearson hairbrush and this stinging implement of correction really grabs the young lady's attention. She wriggles and kicks over her stepmother's lap as her bottom ends up as red as her lush pin-up red hair. Her punishment ends when Winter is genuinely apologizing and promising to dress more appropriately as she assures her new stepmom that she will have a better attitude at home.
- 5/22/23 1:00 PM•14 min•764 MB•mov•1080p
5/22/23 1:00 PM•14 min•764 MB•mov•1080pPrice$12.99 USDCategoryspankingRelated CategoriesOtk Spanking,Scolding,Spanking M/F,StrappingPerformersJohn Osborne, Gigi Moons Aka Gigi LeaDescriptionGigi had been spanked at school and a spanking at school in this house always means she gets one at home as well. On the bright Springtime evening, she is told to wait in her pajamas for an early bedtime punishment from stepdad. A very nervous girl anticipates what is to come as step-dad scolds her. She is taken over the paternal knee for a spanking on her already sore bottom. Her bare cheeks quickly redden with the evidence of her earlier discipline at school. Next, she is bent over the bed as the strap, reserved for the harshest of discipline, is shown to her. Gigi's bottom is an inviting target for the following mean leather strapping which leaves her one sore, sorry-looking girl rubbing her aching cheeks. She is left to contemplate the consequences of her shameful behavior before being sent to bed early without any supper
Kajira's Second Spanking - MP4
5/22/23 8:00 AM•14 min•792 MB•mp4•1080p
5/22/23 8:00 AM•14 min•792 MB•mp4•1080pPrice$12.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk SpankingPerformersKatherine Worthington, KajiraDescriptionOn Cheerleader Spankings from the film, "No Cheer for No Panties" - Kajira was spanked by the coach alongside her friend, Lily Swan, for not wearing panties at cheer practice. They were then both thoroughly spanked by StepMommy Katherine, but that wasn't enough. Another spanking that evening was promised to naughty Kajira and that is precisely what she gets as you will see in this film. Kajira is taken over the maternal lap for a second spanking of the day on her already sore aching red bottom with StepMommy's mean hand. To ensure the lesson is properly learned, Kajira is told to give StepMommy the hairbrush (on the nightstand) that is waiting for her poor bottom. The hairbrush spanking really gets the message through to this yelping young lady who is put to bed with a throbbing sore red bottom.
- 5/21/23 11:09 PM•12 min•668 MB•mp4•1080p
5/21/23 11:09 PM•12 min•668 MB•mp4•1080pPrice$11.99 USDCategoryspankingRelated CategoriesOtk Spanking,ScoldingKeywordsSarah Gregory,Lola AndersonPerformersSarah Gregory, Lola AndersonDescriptionLola and her stepmother (Sarah) are on vacation and they have been out and about with Sarah's good friends. Lola has acted extremely rude, and immaturely... totally embarrassing her step-mom. So Lola has been given a choice; That is she should clean up her attitude, start behaving properly, and apologize to her friends. It's that or the alternative is to be sent back to America in shame on the first flight out the next day. Lola chooses the spanking punishment as she doesn't want to go home. Her bare bottom is spanked over the imposing maternal lap of Sarah as her firm hand quickly reddens the naughty girl's behind. Lola is one very sorry and sore girl who will behave like a proper young lady from now on.
- 5/20/23 7:00 PM•15 min•425 MB•wmv•720p
5/20/23 7:00 PM•15 min•425 MB•wmv•720pPrice$14.99 USDCategoryspankingRelated CategoriesHair Brush Spanking,Otk Spanking,ScoldingPerformersMiss Elizabeth, Miss Bernadette, GenaDescriptionGena has gotten in lots of trouble at school, so much that her teacher, Miss Bernadette, has to come to her home and have a talk with her and her stepmother. Gena has been rude, disrespectful, not to mention dressing inappropriately. Miss Bernadette wants to show her stepmom, Miss Elizabeth, just how discipline is handled in her classroom right then and there and step-mom is all to eager to comply. Gena is embarrassed to go over her teacher's lap in front of her stepmom but even more mortified to have to go over her own stepmother's lap in front of her teacher. She is soundly spanked with hand and hairbrush until she is a very sorry contrite young lady.



