Spanking Sarah Gregory

In this custom film, Bella is staying with a good family friend, Miss Scarlet. She really wants to have her boyfriend over for the evening so she comes up with a plan to do this. Scarlet has plans to go out and Bella is meant to accompany her but she claims to be unwell. Scarlet takes her temperature and Bella touches it to the lamp to make it higher to convince the good lady she is actually not well. After Scarlet has left the house, she quickly reveals that she is wearing sexy lingerie under her cute pajamas. She puts on her high heels and goes down to let her boyfriend in. However, .Scarlett had forgotten her phone, returning early and she is livid that young Bella has lied by trying to sneak a boy into the house. She grabs sneaky Bella by the arm to the Living Room and takes her temperature the old-fashioned way; in her bottom, to assure that it will be correct. This is so humiliating and there is no fever... naughty lying girls get spankings and that is exactly what happens. After her bottom is a nice shade of pink she is told to strip, remove the sexy lingerie and change into something more appropriate that Scarlet has in mind. If she is going to act like a naughty she will have to wear a cute pink onesie! She is marched to the bedroom to put on her new clothes receiving a further spanking, this time with a leather paddle. She kicks and protests but that doesn't stop Scarlet who then uses the baby thermometer again in her bottom but to only further age regress and humiliate poor Bella who is left on her tummy, red bottom in the air with a thermometer poking out of it!

Case Cherry and her Mistress, Miss Bernadette, are at a spanking party. Case is supposed to be on her Mistress's arm and only playing with her. Instead, she has disappeared and decided to play with a cute guy. Mistress is less than pleased and plans to mark up her little submissive to show her who she belongs to. Case knows that the punishment won't be the fun and sexy play she usually enjoys and is nervous about what Mistress has in store for her. To begin with, Mistress parts her legs... spreading them wide and her pussy is cropped. After all there won't be any more pleasure for her little cute pussy this evening... just pain. Next, Case is told to stand up, stripped of her remaining clothes, and given a hard strapping with her legs spread again for further humiliation. By now, she knows that her punishment always ends in a caning. Mistress gives an already very sorry submissive 6 strokes of the cane on her bottom and then 6 more welting strokes on the fronts of her soft, milky white thighs. She is forgiven for her naughty behavior and held by Mistress to know that she cares deeply for her.

Sarah has been a very naughty girl. StepMommy had to go and pick her up from the police station for stealing lipstick. This behavior is crazy as Sarah has never done such a thing before but claims her friends put her up to it. StepMom is very upset and plans to punish her naughty miscreant of a girl. Sarah is spanked over the maternal lap, losing the dignity of being clothed as her jeans are removed to ensure her bare buttocks are reddened in shame. She is then strapped standing up in front of the mantle with her bottom stuck out invitingly for StepMommy's mean leather implement. Finally, her little thieving hands are also strapped to teach the naughty girl a proper lesson. Sarah won't be stealing again!

Kiki has been an extremely naughty girl and StepMommy is very upset. StepMommy just went to her own bedroom and caught her girl splayed out on the bed, legs wide using a vibrator... but of course, what made it worse was that this was happening in HER bedroom! Kiki explains that she had to use step-mom's room as hers is a complete mess. This only infuriates StepMommy more with her girl's brazen behavior. After a good telling-off, she takes the naughty naked madam over her lap for a long overdue spanking to teach Kiki not to be such a slovenly slut at home!

Step-Mommy is very disappointed in her girl when she gets a call that she was caught cheating in school. Belle was spanked at school and sent home. She knows a spanking at school means a spanking at home. At first she lies to step-mommy but knows that will only make it worse, so she quickly admits that she did wrong. That won't save her from her second spanking though. Step-Mommy takes Belle over the knee for a spanking over her skirt, blue school knickers, and then on the bare bottom. She ends Belle's punishment with the dreaded Mason Pearson hairbrush.

Willow and Dolly are new stepsisters and they have decided to be very naughty. Not only have they snuck into stepmom's room and gone through her lingerie drawers, but they have actually tried on her sexy negligees. This gets them so turned on that they actually begin to touch each other and kiss. Just then, she walks in and is shocked as she witnesses the two of them in this bizarre situation. They are stepsisters and are being totally inappropriate... not to mention going through her intimate lingerie. She is angry and plans to take it out on both of their bare bottoms. First, she starts with her own girl just to show Willow how matters of discipline are handled in this household. Willow is embarrassed and in shock, as she sees Dolly taken right over the maternal lap for a hard hand and hairbrush spanking. She struggles so much that StepMom has to leg lock her naughty girl to complete this well-earned discipline. Next, it is Willow's turn to go over her new stepmommy's lap and feel her disappointment on her bare bottom as well. She is given the same mean treatment and she struggles and kicks but that doesn't stop her inevitable spanking. Both girls are left to rub their sore bottoms better and think about how naughty they have been.

In this custom film, Sarah is Audrey's stepmom. She has told Audrey multiple times that thongs are not acceptable to wear. This isn't the first time Audrey has broken this important house rule. StepMom catches Audrey on the phone telling a friend that she is going to wear a thong to church and doesn't care what her stepmom thinks. She hears and is very upset. She scolds her naughty girl and then has her show off the thong before taking her girl over the lap for a spanking. She wedgies the thong to make it even more uncomfortable. After the spanking, she has special panties for Audrey to put on. They are big "granny panties" as Audrey remarks. She makes Audrey put them on and spanks her again, she wedgies them to make it like feel a thong if Audrey likes wearing such nasty undergarments. Audrey is put in the corner and given more wedgies which is very humiliating.

The next day, Audrey catches stepmommy wearing a thong and takes photos threatening to blackmail her if she doesn't submit to the exact same treatment. StepMommy agrees but is humiliated to have her girl being the one to spank and wedgie her. She can't believe this is happening and she promises to never do this to Audrey again.

Alora has been a very naughty girl and has taken StepMommy's high heels without asking. Not only did she borrow them without permission but she treated them with disrespect. StepMommy was livid to find her new heels thrown on the floor under Alora's bed when she was looking for them to wear later that evening. Alora tries to brush it off as if it were no big deal but that only upsets her more. After a stern scolding, she is given the punishment she so richly deserves. She is placed onto the stern maternal lap and given a hard spanking over her panties and soon after on her bare bottom. A spanking is not the only punishment that is needed to teach this naughty girl a lesson. Her thieving hands are to be rulered and her feet which wore her stepmother's heels would be caned... and caned hard. Alora cries in pain as the thin stinging rattan rod of correction harshly caresses the soles of her vulnerable, delicate bare feet. Alora is sent away to think about her actions and she tip-toes away in shame as her feet ache in agony along with her stinging reminder of the punishment of her hands and a sore bottom.

In this custom film, Bella is staying with a good family friend, Miss Scarlet. She really wants to have her boyfriend over for the evening so she comes up with a plan to do this. Scarlet has plans to go out and Bella is meant to accompany her but she claims to be unwell. Scarlet takes her temperature and Bella touches it to the lamp to make it higher to convince the good lady she is actually not well. After Scarlet has left the house, she quickly reveals that she is wearing sexy lingerie under her cute pajamas. She puts on her high heels and goes down to let her boyfriend in. However, .Scarlett had forgotten her phone, returning early and she is livid that young Bella has lied by trying to sneak a boy into the house. She grabs sneaky Bella by the arm to the Living Room and takes her temperature the old-fashioned way; in her bottom, to assure that it will be correct. This is so humiliating and there is no fever... naughty lying girls get spankings and that is exactly what happens. After her bottom is a nice shade of pink she is told to strip, remove the sexy lingerie and change into something more appropriate that Scarlet has in mind. If she is going to act like a naughty she will have to wear a cute pink onesie! She is marched to the bedroom to put on her new clothes receiving a further spanking, this time with a leather paddle. She kicks and protests but that doesn't stop Scarlet who then uses the baby thermometer again in her bottom but to only further age regress and humiliate poor Bella who is left on her tummy, red bottom in the air with a thermometer poking out of it!

Case Cherry and her Mistress, Miss Bernadette, are at a spanking party. Case is supposed to be on her Mistress's arm and only playing with her. Instead, she has disappeared and decided to play with a cute guy. Mistress is less than pleased and plans to mark up her little submissive to show her who she belongs to. Case knows that the punishment won't be the fun and sexy play she usually enjoys and is nervous about what Mistress has in store for her. To begin with, Mistress parts her legs... spreading them wide and her pussy is cropped. After all there won't be any more pleasure for her little cute pussy this evening... just pain. Next, Case is told to stand up, stripped of her remaining clothes, and given a hard strapping with her legs spread again for further humiliation. By now, she knows that her punishment always ends in a caning. Mistress gives an already very sorry submissive 6 strokes of the cane on her bottom and then 6 more welting strokes on the fronts of her soft, milky white thighs. She is forgiven for her naughty behavior and held by Mistress to know that she cares deeply for her.

As part of her birthday celebration, Sarah and her friends have just gotten home from a classic car show and are excited to start the party at home with pizza and pajamas. Before the pizza gets ordered, step-mom and step-dad have something to talk to the young ladies about. Their behavior at the car show was totally unacceptable. Sarah was practically telling them they were going to buy her a very expensive 1956 Chevy Bel Air. That is not how things are done in this household, young ladies behave and ask nicely... not demand things. After the embarrassment at the show, they have planned to embarrass Sarah in front of her party friends. They can all take spankings, and then have the slumber party as planned, or they can go home. They decide on the spankings so Sarah can continue her party evening. Each naughty young lady is spanked in turn, by both Sarah's parents. They are given hand spankings, first by Step-Mom, and all on their bare exposed bottoms. then given the mean hairbrush spanking before Step-Dad took his turn. He spanks each girl across their sore red bottoms then has them bend over the chair, bottom out, as he uses a leather strap to finish! They are all feeling the birthday party blues as they rub their sore red bottoms on the large leather couch. We hope you enjoy this special colorful long-play group spanking film to celebrate the 500th HD film.

As part of her birthday celebration, Sarah and her friends have just gotten home from a classic car show and are excited to start the party at home with pizza and pajamas. Before the pizza gets ordered, step-mom and step-dad have something to talk to the young ladies about. Their behavior at the car show was totally unacceptable. Sarah was practically telling them they were going to buy her a very expensive 1956 Chevy Bel Air. That is not how things are done in this household, young ladies behave and ask nicely... not demand things. After the embarrassment at the show, they have planned to embarrass Sarah in front of her party friends. They can all take spankings, and then have the slumber party as planned, or they can go home. They decide on the spankings so Sarah can continue her party evening. Each naughty young lady is spanked in turn, by both Sarah's parents. They are given hand spankings, first by Step-Mom, and all on their bare exposed bottoms. then given the mean hairbrush spanking before Step-Dad took his turn. He spanks each girl across their sore red bottoms then has them bend over the chair, bottom out, as he uses a leather strap to finish! They are all feeling the birthday party blues as they rub their sore red bottoms on the large leather couch. We hope you enjoy this special colorful long-play group spanking film to celebrate the 500th HD film.

Elori is furious with her best friend, Ashely, for taking the promotion she was so close to getting. After all, Elori helped get Ashley the job to begin with. Ashely could have said she wasn't interested in the promotion and recommended her best friend who has been working to make partner for years, but she didn't. She betrayed her and now she will pay for it the hard way. If she wants her friend to forgive her, she will take quite the spanking with hand and brush on her bare bottom.

Portia is babysitting cute little Willow and has been told she needs to make sure she finishes her homework before bedtime. Willow doesn't seem to be taking this seriously and tells her babysitter that she will get to it eventually. This isn't good enough for Portia, who knows exactly what will teach this naughty brat a lesson; a good over-the-knee hand spanking. Just as the spanking gets going, a surprised and very upset step-mom comes home. She is shocked that her beautiful her pride and joy, is being spanked. She did not give this impudent babysitter permission to do this at all! She decides that if this is how Portia conducts herself, then she will be given a good hard taste of her own medicine. Willow is allowed to watch and enjoys the humiliating punishment given to Portia as she receives a hard hand and hairbrush spanking that ends with her poor bottom swollen and sore. After this punishment, the babysitter is sent on her way in shame, never to be booked again.

In this custom film, Bella is staying with a good family friend, Miss Scarlet. She really wants to have her boyfriend over for the evening so she comes up with a plan to do this. Scarlet has plans to go out and Bella is meant to accompany her but she claims to be unwell. Scarlet takes her temperature and Bella touches it to the lamp to make it higher to convince the good lady she is actually not well. After Scarlet has left the house, she quickly reveals that she is wearing sexy lingerie under her cute pajamas. She puts on her high heels and goes down to let her boyfriend in. However, .Scarlett had forgotten her phone, returning early and she is livid that young Bella has lied by trying to sneak a boy into the house. She grabs sneaky Bella by the arm to the Living Room and takes her temperature the old-fashioned way; in her bottom, to assure that it will be correct. This is so humiliating and there is no fever... naughty lying girls get spankings and that is exactly what happens. After her bottom is a nice shade of pink she is told to strip, remove the sexy lingerie and change into something more appropriate that Scarlet has in mind. If she is going to act like a naughty she will have to wear a cute pink onesie! She is marched to the bedroom to put on her new clothes receiving a further spanking, this time with a leather paddle. She kicks and protests but that doesn't stop Scarlet who then uses the baby thermometer again in her bottom but to only further age regress and humiliate poor Bella who is left on her tummy, red bottom in the air with a thermometer poking out of it!

Case Cherry and her Mistress, Miss Bernadette, are at a spanking party. Case is supposed to be on her Mistress's arm and only playing with her. Instead, she has disappeared and decided to play with a cute guy. Mistress is less than pleased and plans to mark up her little submissive to show her who she belongs to. Case knows that the punishment won't be the fun and sexy play she usually enjoys and is nervous about what Mistress has in store for her. To begin with, Mistress parts her legs... spreading them wide and her pussy is cropped. After all there won't be any more pleasure for her little cute pussy this evening... just pain. Next, Case is told to stand up, stripped of her remaining clothes, and given a hard strapping with her legs spread again for further humiliation. By now, she knows that her punishment always ends in a caning. Mistress gives an already very sorry submissive 6 strokes of the cane on her bottom and then 6 more welting strokes on the fronts of her soft, milky white thighs. She is forgiven for her naughty behavior and held by Mistress to know that she cares deeply for her.

In this custom film, Sarah is Audrey's stepmom. She has told Audrey multiple times that thongs are not acceptable to wear. This isn't the first time Audrey has broken this important house rule. StepMom catches Audrey on the phone telling a friend that she is going to wear a thong to church and doesn't care what her stepmom thinks. She hears and is very upset. She scolds her naughty girl and then has her show off the thong before taking her girl over the lap for a spanking. She wedgies the thong to make it even more uncomfortable. After the spanking, she has special panties for Audrey to put on. They are big "granny panties" as Audrey remarks. She makes Audrey put them on and spanks her again, she wedgies them to make it like feel a thong if Audrey likes wearing such nasty undergarments. Audrey is put in the corner and given more wedgies which is very humiliating.

The next day, Audrey catches stepmommy wearing a thong and takes photos threatening to blackmail her if she doesn't submit to the exact same treatment. StepMommy agrees but is humiliated to have her girl being the one to spank and wedgie her. She can't believe this is happening and she promises to never do this to Audrey again.

Alora has been a very naughty girl and has taken StepMommy's high heels without asking. Not only did she borrow them without permission but she treated them with disrespect. StepMommy was livid to find her new heels thrown on the floor under Alora's bed when she was looking for them to wear later that evening. Alora tries to brush it off as if it were no big deal but that only upsets her more. After a stern scolding, she is given the punishment she so richly deserves. She is placed onto the stern maternal lap and given a hard spanking over her panties and soon after on her bare bottom. A spanking is not the only punishment that is needed to teach this naughty girl a lesson. Her thieving hands are to be rulered and her feet which wore her stepmother's heels would be caned... and caned hard. Alora cries in pain as the thin stinging rattan rod of correction harshly caresses the soles of her vulnerable, delicate bare feet. Alora is sent away to think about her actions and she tip-toes away in shame as her feet ache in agony along with her stinging reminder of the punishment of her hands and a sore bottom.

Raven has been very rude and disrespectful and StepMom has had it with this awful behavior. The naughty miscreant had been told earlier that by this evening she would get a very hard bedtime spanking... and had better be in her room waiting for it! This is where the film starts as we witness nervous Raven awaiting her much-deserved punishment. StepMommy arrives brandishing the hairbrush and after a stern scolding, takes the naughty girl right over the full maternal lap for a mean, hard, hand spanking. Then she is told to present and ask for the hairbrush spanking part of her punishment and Raven feels even more humiliated doing this but all thoughts of this disappear as the implement swiftly brings retribution to her sore, rounded cheeks. Afterward, Raven is one very sorry and sad as she is left to contemplate this bedtime discipline... making a promise to try and behave from now on.

In this custom film, Sarah is Audrey's stepmom. She has told Audrey multiple times that thongs are not acceptable to wear. This isn't the first time Audrey has broken this important house rule. StepMom catches Audrey on the phone telling a friend that she is going to wear a thong to church and doesn't care what her stepmom thinks. She hears and is very upset. She scolds her naughty girl and then has her show off the thong before taking her girl over the lap for a spanking. She wedgies the thong to make it even more uncomfortable. After the spanking, she has special panties for Audrey to put on. They are big "granny panties" as Audrey remarks. She makes Audrey put them on and spanks her again, she wedgies them to make it like feel a thong if Audrey likes wearing such nasty undergarments. Audrey is put in the corner and given more wedgies which is very humiliating.

The next day, Audrey catches stepmommy wearing a thong and takes photos threatening to blackmail her if she doesn't submit to the exact same treatment. StepMommy agrees but is humiliated to have her girl being the one to spank and wedgie her. She can't believe this is happening and she promises to never do this to Audrey again.