Previously in, The Interview, Sarah was interviewed for a job as Miss Matthews personal assistant. Sarah got the job with flying colors. Now, a month later they are at a work conference together and Sarah has deliberately gotten in trouble by showing up to an important meeting late. She knows how her boss deals with naughtiness and she is prepared to take it. After a stern telling off, Sarah is told to undress down to her sexy lingerie before going over her boss’s lap for a spanking on her bare bottom. Once the panties come down, it is clear to Miss Matthews how wet Sarah is getting. This was not the plan to her, but it was Sarah’s plan. Sarah’s pussy continues to drip as it is massaged and rubbed by her strict yet loving boss. Eventually Sarah is put on her back and stripped completely nude so Miss Matthews can fully haver her way with this naughty slut.

Next, she uses the crop on Sarah’s naughty pussy to continue to teach a “lesson” to her personal assistant in showing up on time and then getting in trouble on purpose. Sarah winces in pain, but knows that there will be pleasure coming. Her pussy continues to drip a her now horny boss licks and sucks it and uses the vibrator until Sarah cums hard. Of course Sarah wants to please her boss so she uses the vibrator on her next while playing with her pussy until she cums hard as well. They lay together and embrace as this was a busy afternoon and the next meeting will be skipped by both of them.

File Name : sarahs_boss_takes_control.mp4
File Size : 1067.03 MB
Resolution : 1920×1080
Duration : 00:18:14

https://way4share.com/762342c62b67f766/sarahs_boss_takes_control.mp4

This is a special custom film with three main scenes to the story of Ella, the naughty little “pee-pee” princess, who gets punished.

Ella arrived home late and StepMommy (Sarah Gregory) confronts her sassy girl who she discovers has also wet herself because she was too lazy to go to the bathroom! The naughty girl is taken over the maternal lap for a hard hand spanking before being placed into a “Goodnite” pull-up as a lesson to her she can’t be trusted.

The second scene is the following morning… StepMommy wakes Ella up to discover her girl is still sassy, but more importantly, the Goodnite pull-up is soaking wet! It’s obvious that Ella cannot be trusted and StepMommy has an important meeting to attend. Frustrated by her girl’s behavior, she spanks her again and changes her into a clean pull-up, dressing her in a skirt that doesn’t hide the obvious undergarment which embarrasses Ella and takes her with her to the meeting.

The final scene is at the meeting between Sarah and Miss Matthews. Miss M is a little shocked to discover Ella is in tow but after StepMommy explains what a horrid pee-pee princess she is they agree to leave Ella in the corner with various coloring books and other things to keep the precious one amused. Miss Matthews is very accommodating, even giving Ella a bottle of milk. However, she repays this kindness by secretly peeing once more and it gets everywhere, she keeps quiet but is soon discovered and Miss M is far from pleased. StepMommy is horrified and agrees to go find cleaning supplies whilst Miss Matthews takes the naughty girl across her lap for a spanking with her hand and a nasty wooden spoon. Fortunately, Miss M has a small supply of diapers and babypowder and uses a cute LFB Baby Cuties diaper after cleaning, drying, and powdering Ella’s privates. Once all tucked and taped in, the crinkly diaper protects everyone from the pee-pee princess. StepMommy returns and comforts her before she agrees to take her precious princess shopping for some much needed super-soaker diapers until she can learn to be a big girl!

File Name : pee_pee_princess_punished.mp4
File Size : 1906.31 MB
Resolution : 1920×1080
Duration : 00:32:29

https://way4share.com/ea5ee365a304e249/pee_pee_princess_punished.mp4

Sarah has applied for a job as Miss Matthews’ Personal assistant. Sarah is one of the few applicants who has been granted an in-person interview and she is very thrilled. Sarah arrives in a cute conservative dress and ready for whatever typing or another office task she is to be tested with. However, Miss Matthews has other more personal needs in mind. When she advertised for a personal assistant it was for more than just office duties. Miss Matthews likes to see the full potential from her girls and requests to see them fully without clothing. Sarah is very shocked at how this interview is turning into… but she quite fancies Miss Matthews and does need this job very much.

Sarah is undressed and then inspected from head to toe. She is grabbed and fondled, as Miss Matthews needs to know just what she is working with. She has certain needs and desires and those include having her way with shy innocent young ladies. It would seem that Sarah is proving not to be such a shy innocent girl who presented herself when she first arrived.

As the “interview” progresses, it is clear that Sarah is getting very turned on and enjoying herself very much. Not only will there be pleasure in the workplace, but regular discipline sessions to the bottom and other areas of intimate interest. If Sarah continues to get so wet and prove herself to be the naughty little slut she really is, then she must be punished where she is naughty.

The interview continues with a naked, spread Sarah being spanked, flogged, and cropped on her wet drippy pussy. Of course, Miss Matthews loves to make her girls squeal in pain and also in pleasure. The special interview ends with Sarah having multiple orgasms which leaves her shaking, trembling, and a dripping mess. The sight of Sarah… quivering from her orgasmic aftermath has Miss Matthews declaring that she is very pleased and more than happy to offer her the job immediately! This is a very hot, naughty spanking film that lovers of this type of erotic discipline with adore watching again and again!

File Name : the_interview.mp4
File Size : 1440.65 MB
Resolution : 1920×1080
Duration : 00:24:35

https://way4share.com/74af59a16be7e212/the_interview.mp4

Willow has been called to Headmistress’s office to have a little discussion in showing off her wares to the boys. She was caught at hockey practice lifting her skirt to show off her knickers to the boys. This is very unladylike and of course inappropriate. In this school, the staff take matters of discipline very seriously and Willow is about to receive one of the harshest school punishments from Headmistress yet. First, she is to have the wooden ruler taken to the palms of her hands which so easily lifted her skirt for all to see. When she breaks eye contact after being reminded several times, she gets her poor little face slapped. Now, if she is going to show off her thighs to the boys, she will have those punished with the cane. She is given 6 hard cane strokes to the fronts of her thighs and the backs so she won’t want to be showing off to the boys anymore. Willow is left a sore, sorry and sobbing mess to think about her behavior and reflect on how she will be less promiscuous.

File Name : promiscuious_willow_punished.mp4
File Size : 1136.91 MB
Resolution : 1920×1080
Duration : 00:19:25

https://way4share.com/a92fde2d74f7d8b9/promiscuious_willow_punished.mp4

Sarah has been sent to a very strict institution for sexually promiscuous sluts who are nymphomaniacs. Sarah doesn’t understand why this is a problem but Miss Matthews is going to make sure to teach Sarah an important lesson. Since the problem remains with Sarah’s constantly wet pussy, she must endure lots of pussy punishment to teach the naughty slut to associate pain and humiliation with pleasure and her throbbing wet pussy. Sarah is then told to get on all fours for a strapping to associate more pain with pleasure. The problem is that she only continues to get wetter and wetter so clearly the punishment is not working. That doesn’t mean Miss Matthews is going to give up that easily. Oh no! It is time for the final part of the punishment; Sarah will be masturbated until she cums. Hopefully this will really sink the message in that pain and humiliation be associated with sexual sluttiness and masturbation.

File Name : sarahs_pussy_punishment.mp4
File Size : 1333.67 MB
Resolution : 1920×1080
Duration : 00:22:42

https://way4share.com/e2e2cbee7b9d42ab/sarahs_pussy_punishment.mp4

This film marks the reunion of me and my Dominant (Miss Bernadette). We hadn’t seen each other since before the pandemic. Me and Clara (Miss Matthews) have formed a strong connection over the past year or so it was my dream to bring these two amazing women together in a film to co-top me. This film isn’t just a film, it is real relationships, and real play filmed for you to see.

We open on me in submissive position on my knees, in my collar and lead and ready for my Mistresses to come and have their way with me. After telling me off for not being completely nude, Mistress pulls me up by the lead and I am put onto the cross facing front. Both sexy ladies slap me all over, spank my pussy, slap my tits, and flog me. My Mistress slaps my face and Clara does some breath play (two fetish’s I have been exploring more). I get turned on and it is very noticeable. They of course point this out to me which embarrasses me. After warming me up and relaxing me with slaps and caresses, they turn me around.

After I am facing the cross, it is time for them to turn my bottom the appropriate shade of crimson. They take turns using different implements on me; straps, leather paddles, and hands of course. The impact ends with 5 sharp strokes of the cane from each. I start to cry, not just from pain, but from the emotional release of it all. I had missed Bernadette so much throughout the whole pandemic and to be back with her and submit to her filled this huge hole that was there and I cried in relief. This is a really beautiful scene that is very real.

In the last part of the scene I am allowed a reward since I have submitted and taken the impact they dished out so well. I get onto the spanking bench and am spread. Clara plays with my wet pussy while Mistress flogs me. Then, I get to hold the vibrator to my very swollen throbbing pussy. Mistress straps me while I quiver and get close to orgasm. Clara then fingers me while Miss Bernadette flogs my back and strokes my head. I have a huge orgasm after asking for permission of course.

File Name : sarahs_wet_dream.mp4
File Size : 1669.59 MB
Resolution : 1920×1080
Duration : 00:28:27

https://way4share.com/4c5ea3ae8d65dc18/sarahs_wet_dream.mp4

Rachel has been sent to see the Headmistress, Miss Matthews, concerning a matter of plagiarism. This sort of cheating behavior for an important coursework appraisal has upset Miss Matthews greatly and she intends to make an example of lazy Rachel. The poor girl is trembling as she knows that punishment is coming and everyone knows how Headmistress can be mean and inventive when it comes to discipline. Her fears are confirmed as a small, stiff leather tawse is used across Rachel’s “cheating hands”. This brings her poor behavior into focus… the next part of her punishment is over the lap of the stern educational figure as the regulation knickers are pulled down and a hard hand spanking quickly reddens Rachel’s stinging bottom. While tears well up in her eyes, Rachel is told the final part of this punishment will be carried out over the desk as her bare exposed bottom is strapped mercilessly. She sobs and cries a flood of tears, her face as red as her sore bottom… and because she cheated, she is told to sit on the stool during reflection time, wearing the Dunce Cap, as a reminder of how foolish she had been.

File Name : tawsed_spanked_strapped_cheating.mp4
File Size : 885.13 MB
Resolution : 1920×1080
Duration : 00:15:15

https://way4share.com/dc345bc421847f68/tawsed_spanked_strapped_cheating.mp4

Helen and Violet have been summoned to the office of Headmistress Matthews (Miss Matthews, Clara Hewitt) 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.

File Name : violet_and_helens_school_spanking.mp4
File Size : 1163.24 MB
Resolution : 1920×1080
Duration : 00:19:52

https://way4share.com/ae44ec764da2a22c/violet_and_helens_school_spanking.mp4

In this custom hairbrush spanking film, Bernadette and Clara are close friends… however, there is some behavior Clara wishes to discuss with Bernadette. She invites the good lady over for a discussion about why she is texting her husband and sending sexy photos of herself to him. Bernadette cannot really talk herself out of this one so she admits that she was just having a bit of fun and didn’t mean any harm by it all. Clara doesn’t see it that way and prepares to take out her frustration on Bernadette’s bare bottom with her hand and hairbrush. Bernadette is humiliated to be over the knee of her friend and treated like a naughty little girl. When Clara feels that a proper lesson has been learned, she tells Bernadette to compose herself and get on her way. Well…. turnaround is fair play and a few weeks later, Bernadette confronts Clara about the exact same naughty texting behavior with her own husband! Clara doesn’t have any excuses either! Now, it is her turn to know just what it feels like to be caught red-handed and then given an equally red, glowing bottom in the same humiliating fashion that she had relished dishing out not too long before.

File Name : tables_turned_bottoms_burned.mp4
File Size : 1203.65 MB
Resolution : 1920×1080
Duration : 00:20:32

https://way4share.com/dad9d4efe7c3bdde/tables_turned_bottoms_burned.mp4

Standards must be maintained and Amy has misbehaved badly three times at the private school her parents pay so much for her education. The English Headmistress, Miss Matthews, reminds Amy that she has reached the Caning Punishment threshold for that week and she will thoroughly enjoy dishing out this discipline since she never has much cause to use her preferred method of correction. Brandishing and flexing the rattan rod, Miss Matthews orders Amy over the desk for the start of the caning punishment. What follows is a lengthy caning that leaves welts and sore red marks across Amy’s bare bottom as the camera captures every stroke and facial angle as Amy takes her punishment. Dressed in her green cheer uniform, Amy feels foolish and contrite by the end of her time with Miss Matthews, knowing that her behavior can not continue in this manner. She is one very sorry-looking girl, left to rub and soothe her bottom better after this ultimate punishment in Headmistress’ Office.

File Name : caning_punishment_by_headmistress.mp4
File Size : 871.01 MB
Resolution : 1920×1080
Duration : 00:14:55

https://way4share.com/c51a383cb9a0c4e9/caning_punishment_by_headmistress.mp4

Miss Matthews has summoned young teacher, Miss Honeysuckle, to her office to discuss disciplinary matters. Miss Honeysuckle has lost control of her class and clearly doesn’t understand the ways in which discipline is handled at this school. Headmistress is prepared to give her a severe hands-on approach to how she must keep control of the students. Miss Honeysuckle is spanked over the lap of Miss Matthews, without the protection of her undergarments having the skirt fully removed to humble her like she should her students. After the hard hand smacking, she is placed over the desk for a further leather strapping… her bare bottom fully exposed for the mean implement of correction. Now Miss Honeysuckle understands how to carry out the discipline of classroom miscreants, having been treated like one herself, and she will do this properly in the future!

File Name : miss_honeysuckle_taught_a_lesson.mp4
File Size : 879.03 MB
Resolution : 1920×1080
Duration : 00:15:01

https://way4share.com/88f769b59636ef3a/miss_honeysuckle_taught_a_lesson.mp4

Our “Positions” series usually involves having newbies to the website spanked in three popular ways which always starts with the classic OTK! So please welcome Sophia, who has an amazing bubble butt, as she shows us just how well built she is for spanking. Clara and Sophia take time out to film this from a busy, hectic weekend shoot and the results of this latest “Positions” series are… awesome! They have natural chemistry and Clara can’t hide her delight in spanking Sophia over her maternal lap. Sophia’s booty jiggles and takes the hand smackings dished to her. The second position is one of our favorites and lovely Sophia loved this too… the wheelbarrow! Multiple angles capture this most intimate of revealing and embarrassing positions with a delicious hand spanking and slow deliberate ass grabbing from Clara. Finally, placed on the couch in the diaper position, Sophia is bared and exposed for the next spanking. Clara uses her hand to spank Sophia further before using a leather paddle to ensure that round booty is thoroughly tanned! It’s a fantastic debut performance from Sophia but by no means her last… you will be seeing much more of this beauty coming soon!

File Name : sophia_positions.mp4
File Size : 974.79 MB
Resolution : 1920×1080
Duration : 00:16:41

https://way4share.com/8e768503500f0f10/sophia_positions.mp4