Two Spanked in Pajamas

Harley Havik wipes away the tears after her OTK spanking from teacher Tasha Lee

Today, there are two spanked in pajamas on Sarah Gregory Spanking. It’s another part of the extension to the Strictmoor Academy movie called “Strictmoor Academy’s Spring Break“. This series of spankings mainly feature Harley Havik and Linny Lace, with Tasha Lee, as the teacher. This part, part six, is no exception and the two naughty students are once again spanked by the teacher, but this time in their pajamas. We join the scene halfway through and Harley is still wiping away the tears from her spanking when Linny goes over the teacher’s knee. Like many of the Strictmoor Academy scenes we often get a nice view of one girl getting spanked in the background while we see another girl rubbing her sore bottom in the foreground….

Two Spanked in Pajamas on Strictmoor Academy's Spring Break: Linny Lace and Harley Havik

In this scene, Harley was spanked first so we can see her bare spanked bottom on one side of the screen while we peer voyeuristically at Linny getting spanked OTK through the open doorway. It’s definitely an interesting and visually nice angle to be looking through. It definitely makes the viewer feel as though they are a voyeur, who maybe shouldn’t be witnessing this punishment.

Both Harley and Linny get spanked one after the other over their pajamas, then panties, then on their bare bottoms…

Linny's bare bottom OTK spanking as Harley rubs her own spanked bottom

Once again, the cast have different names in this series. Harley is called Charlotte, while Linny is called Lynne

In Scene 6, Charlotte and Lynn receive the promised bedtime spanking because the rule is a spanking in the day means a spanking at bedtime. They are told to report to the “spanking room” that evening. They are very nervous as Mrs. Cooper approaches. After they are scolded, Charlotte goes over the knee first while Lynn stands just outside the door watching very nervously. Next, it is Lynn’s turn over the knee for a hard spanking while Charlotte watches with her red burning bottom on display. These girls are very sorry that they misbehaved yet again.

And, to finish we see the final scolding through the two spanked bare bottoms as Harley and Linny stand side-by-side facing the teacher.

Linny Lace and Harley Havik get scolded as we view their well-spanked bare bottoms

Being a similar height these two spanking models combine to make a nice spanking scene. Compared to some of the pornstars who do spanking scenes these two models seem very natural girl-next-door types. In this scene, they both lave their long hair tied up in plaits which makes them seem exactly like naughty schoolgirls in their pajamas.

You can view this scene and many more spanking scenes with all three models at Sarah Gregory Spanking. The two Sarah Gregory Pass have been updating with Strictmoor scenes inbetween other scenes so whether or not you are a fan of this spanking movie there are plenty of new spanking scenes getting added to both sites.

Sarah Gregory Spanking

Strictmoor Academy Spring Break

The Strictmoor Academy spanking series had it’s first year in 2017 on both Sarah Gregory Spanking and Momma Spankings, with the idea that you could view all the parts of the classroom drama by joining Sarah Gregory Pass which has both sites for a reduced price. Some of the teachers were also mothers of some of the naughty students so aswell as there being plenty of classroom spanking, there were also bedtime mother/daughter spankings that happened later that day, after school.

Now, we have “Strictmoor Academy Spring Break” which is an extension to the main storyline and has two of the naughty ladies, spanking models Harley Havik and Linny Lace, spending their spring break with teacher, Tasha Lee. The first three parts feature these three ladies. The first two parts were in the bedroom and had both Linny and Harley getting punished. Scene 3 returns back to the classroom setting where neither Harley or Linny’s behavior is improving much. Harley Havik gets punished first, then Linny is spanked second.

Here, we’re focusing on Linny as we haven’t seen as much of Linny as we have of Harley, you can see more previews of both ladies’ punishment in the gallery.

Linny Lace gets her palm slapped with the wooden ruler in class in Strictmoor Academy Spring Break

The first part of the punishment is that both ladies get their palms hit with a wooden ruler at the front of the classroom. Next, they each stand on a box at the front of the class while the teacher delivers a standing up spanking over their panties. But, before they each go to sit back down at their desk, the teacher pulls down their panties so that they have to sit with their bare bottom on the chair.

What I really like about some of these scenes is that often the camera angle is almost from the point-of-view of someone who may be sat in the classroom. Often you get to see whichever lady is not getting punished watching as the teacher spanks her classmate. This happens in all the stages of the punishments and is a really nice touch that Sarah Gregory has been gradually adding to her scenes now that multi-girl scenes are more common on her websites.

Linny Lace gets spanked standing up over her panties in Strictmoor Academy Spring Break

Then, we get some more familiar OTK spanking on the bare bottoms. Tasha Lee starts off with the hand then moves onto the hairbrush. Because we can see everyone’s face we can see not only the spankee’s reactions, but we can also see her classmate reacting to what she’s seeing. Harley has some great reactions as she watches Linny get a hard spanking in front of her…

Linny Lace is spanked hard OTK on her bare bottom while HArley Havik watches in Strictmoor Academy Spring Break

This is part three of the Spring Break part (and there were also many parts of the main storyline) so you can see that the whole movie in it’s entirety is pretty huge. They’re really going for an epic Hollywood-style spanking movie, especially as each member of the cast has a name completely different to the name we know them by. So, for example, Spring Break features characters Charlotte, Lynn and Mrs Cooper. I think that when you’re watching the movie it’s easy to tell who is talking about who with their different names. I’ve kept to talking about the cast members, not the characters so that it doesn’t get too confusing.

There is a fair bit of repetition as you’d expect in such a long spanking movie with many parts, but Strictmoor Academy also has a large cast and there are some unusual wooden ruler and standing up spankings that make it very original. Similar to this scene and this scene there is a very old-fashioned feel to the whole series that will suit people who like 1950’s spankings.

Watch these first episodes of Strictmoor Academy Spring Break with Harley, Linny and Tasha at Sarah Gregory Spanking, and you can get all the old-fashioned period spankings from Strictmoor Academy and Sarah’s other vintage spankings at Sarah Gregory Pass.

Sarah Gregory Spanking

Spanked by her Brother after Party

Sarah Gregory is in trouble with her brother after hosting a party in her parents' house

There have been a lot of family spanking dramas recently on the Sarah Gregory Pass websites. Not only is Momma Spankings primarily about mother/daughter spankings, but there have been some nice family-themed spankings on Sarah Gregory Spanking recently too. This is one such movie with Sarah Gregory getting spanked by her brother, Robert.

In “Spanked By Brother“, Sarah has held a party against her parents’ wishes and her brother has shown up unexpectedly and witnessed the whole thing. The following day when the dust has settled and everyone has sobered up, he returns to deal with his naughty sister. And just look at the reaction on Sarah’s face…

Sarah Gregory's spank face: reacting to a spanking

Sarah had a huge party as she knew mom and dad would be out. What she didn’t know was that her brother was planning to stop by. He was appalled at the behavior of his little sister and of all her friends. He waits until the next morning to “discuss” how upset he is with her. Sarah claims to have no memory of this so-called party, but that was just because she was drunk. Robert is going to either tell the parents or take matters into his own hands. The latter is what Sarah chooses, so over his knee she goes for a spanking. How humiliating it is to be spanked by her brother, especially on her bare bottom.

Sarah Gregory gets spanked by brother, Robert, after her party

Sarah Gregory gets spanked by her brother OTK on her bare bottom

This is a nice simple OTK spanking with one of our favorite spanking models, Sarah Gregory. It’s the latest of many many spanking updates with the curvy brunette cutie at Sarah Gregory Spanking. In this scene, Sarah gets spanked by her brother, for more family-themed spankings that include moms, dads, husbands, wives, sisters and brothers you’ll want to check out both spanking websites at Sarah Gregory Pass.

Sarah Gregory Spanking

Ava Nyx Nude Spanking

Sarah Gregory and a completely nude Ava Nyx

We’ve seen sexy Ava Nyx with her short red hair before in Cheer Squad Discipline but she was just one of a large cast in that epic spanking movie so it can sometimes be hard to focus on each spankee individually. Here we get Ava all to ourselves when she gets a one-on-one session from Sarah Gregory in “Ava Spanked, Strapped, and Caned“. And, what’s more… she’s nude!

Ava Nyx getting spanked nude OTK by Sarah Gregory

Even though this is Ava’s first film on “Sarah Gregory Spanking”, this was the end of our long day of shooting and was my favorite film. It was a natural, no plot film with me spanking Ava over my knee, strapping her, and caning her. I love to spank and she loves to be spanked, so it’s a great film. Even though she loves pain, it still hurts her and she still squirms and moans in pain quite a bit.

Ava Nyx bends over for the strap on her bare bottom

Ava is not the first “pain slut” to have ever appeared in spanking movies. Different spankees like spanking for different reasons but the pain is definitely one popular reason. Spanking models such as Kailee are also famously into the pain a spanking brings. Here, the day’s previous spankings have already warmed up her pretty bottom laying the foundations for Sarah’s work… to bring some more pain! And that’s just what happens…

Ava Nyx has a sexy, slim body with a nice, round bottom with a cute little thigh gap as she bends over. Knowing that the spankee enjoys the pain, and can take the pain, Sarah goes to town on her bare bottom with a leather strap and then the cane…

Slim Ava Nyx bends over the arm of the chair and is caned nude

Watch Ava Nyx’s nude spanking at Sarah Gregory Spanking, and you can see this spanking plus Sarah getting a nice hard OTK bathbrush spanking from momma at Sarah Gregory Pass.

Sarah Gregory Spanking

Brats get the Strap

Kajira bound and Joelle Barros are in trouble with their trust fund's account manager

Kajira Bound and Joelle Barros are two trust fund brats, and they’re about to find out that instead of their allowance, brats get the strap! The two spanking models are very slim and sexy. Brunette, Joelle, has the more innocent, girl-next-door look to her, while Kajira with her dark red hair has pale skin and seems to have legs for days. In this scene both ladies get spanked over the account manager’s knee. I like this photo of Kajira, it really shows how slim she is and how long her legs seem as she kicks and wriggles…

Slim and sexy Kajira Bound gets her bare bottom spanked over the knee

Kajira and Joelle are stuck up trust fund brats. Their account manager is sick of their attitudes and irresponsible spending behavior so when they come to collect their next allowance, he has something different for them. Instead of the briefcase having their money in it, they find a strap. Confused and pissed off, they mouth off, but that only makes him more upset. Each of these brats gets what they deserve!

Trust fund brats get the strap side-by-side

In double-spanking scenes, where two brats are disciplined together the chemistry between all three (or four) people in the scene is even more important than in a one-on-one spanking. Here, Joelle and Kajira both look equally stuck up at the beginning, and it is a pleasure to see the strict manager deal with them a the way that will not only be painful, but will be intoxicating to watch.

Watch brats, Kajira Bound and Joelle Barros, get the strap in the “Trust Fund Brats” movie which is now at Sarah Gregory Spanking!

Sarah Gregory Spanking

Self-Spanking

Elle Bea begins by self-spanking herself in sexy lingerie

Self-spanking is an interesting form of spanking! Whereas a lot of the psychology of spanking is around “bratting”, with self-spanking how do you brat yourself? These days when people are communicating from all over the world you can imagine that there are a lot of long distance disciplinary relationships and maybe there are plenty of self-spankings that are recorded on webcam or streamed live on Skype or Facebook with the sub doing the self-spanking and the domme watching over the internet, perhaps. But, even without technology self-spankings seem to have always existed, perhaps due to trying to the spankee wanting to punish themself for something, or just because the spankee enjoys being spanked whoever is doing the spanking…

This self-spanking is with the lovely Elle Bea and it seems a lot harder and more forceful of a spanking than they can often be. If you are spanking yourself, you know how much it is going to hurt so you might hold yourself back a little. In the same way that spankees wriggle, tense up and try to avoid a smack, there is often a kind of reflex that stops us from hurting ourselves. It doesn’t seem like that is stopping Elle at all. In “Elle’s Self Spanking” at Sarah Gregory Spanking, she fights through the pain, spanking her sore bare bottom as hard as she can, making it redder and redder.

Elle Bea strapping and paddling herself naked in the diaper position

In this custom film, Elle spanks herself with various implements in a POV style film. She uses a hair brush, leather paddle, and of course her hand. She gets into different sexy positions that show everything to the viewer! Don’t miss the sexy self spanking film.

While she may be fighting an inner impulse by spanking herself, Elle manages to scrunch up her face and unleash as hard a flurry of swats as she can on her bare bottom. This may not be the hardest spanking she has ever had, but it is very sexy to watch. You can imagine her getting an ultimatum… “either you spank yourself, or I’ll spank you“, there might also be the caveat… “and if it is not hard enough I’ll spank you anyway“…

Elle Bea gives her rosy red bottom some hard spanks with the hairbrush

Watch this full movie of sexy brunette Elle Bea giving herself a hard self-spanking now… it’s the latest update at Sarah Gregory Spanking!

Sarah Gregory Spanking

Stevie Rose’s Real Punishment

Stevie Rose gets spanked OTK by Sarah Gregory in a real punishment

Where does a spanking model go when she needs a real-life punishment? Well, the answer in this case is Sarah Gregory! Sarah, while still being a mischievous brat at times, is also blossoming into a master spanker. So, of course Stevie Rose would turn to her in her hour of need. But don’t take my word for it, the full session is called Stevie’s Real Punishment and is up on Sarah Gregory Spanking.

Stevie Rose may well spank aswell as getting spanked, but she is probably best known for getting that little bottom of hers spanked really hard. We’ve admired the tiny blonde spankee for a long time and, if anything, the added vulnerability shown in this scene makes her even more special. Stevie is a spanking model who seems to be able to take whatever you can throw at her. She definitely has had some very hard punishments indeed, and this is another one where Sarah does not seem to hold back at all. In fact, is there any spanking implement that Sarah does not use in this strict and sexy scene…?

One of the things we love about Stevie is her reactions. Here, she does not disappoint, as you can see…

Stevie Rose reacts to the leather strap on her bare bottom

Last time I stayed with my good friend Stevie, she admitted that she was in need of some real punishment for her excessive drinking. She was drinking to the point of blacking out at spanking parties. Since I care about her and we are friends, I gave her areal punishment. She gets spanked with my hand, leather paddle, straps, canes, and paddles.

Stevie’s Real Spanking gallery

Sarah looks particularly strict with her hair tied back and wearing this blue dress. If ever there was a strictness uniform, this dress must be it, for women, at least…

Super strict Sarah Gregory canes naughty Stevie Rose on the couch

“Stevie’s Real Punishment” is the latest update at Sarah Gregory Spanking! And, for plenty more of both sides of Stevie Rose and Sarah Gregory, check out the extra scenes at the other Sarah Gregory Pass website.

Sarah Gregory Spanking

Mouthsoaping and Wet Bottom Punishments

Mouthsoaping and Wet Bottom Punishments for Ami Mercury and Adrian Evans

Ami Mercury and Adriana Evans are two naughty ladies who get a mouthsoaping and wet bottom punishments in “Strictmoor Academy Year 1” scene 9 at Sarah Gregory Spanking.

The two have been caught smoking by the housemother who happened to witness them while they were in town. The strict teacher hates smoking and so wants to make an example of the two delinquents and give them a hard and embarrassing punishment…

Ami Mercury and Adriana Evans are made to strip down and meet Miss Anna in the bathroom in nothing but a white towel. She then gave each of them a good mouth soaping before making them get in the bath. She then takes each one over her lap for a spanking on their wet bare bottoms.

Adriana Evans gets a nude spanking while Ami Mercury watches from the bath tub

With the two naked ladies in the hot bathtub, Adriana goes first over Miss Anna’s knee while Ami remains in the water with soap in her mouth. The strict housemother gives the nude beauty a thorough bare bottom spanking with Ami watching from the tub. Then, Adriana stands to the side, naked with her hands on her head as Ami also gets a wet bottom spanking over Miss Anna’s knee.

Curvy brunette Ami Mercury gets spanked nude over Miss Anna's knee with Adriana watching naked with hands on her head

By the end both naughty girls in pigtails have been given a sound wet bare bottom punishment by the strict housemother. They stand side-by-side inspecting their rosy red behinds while still completely nude.

Bathtime spankings with sexy models are generally very good indeed, and this scene is no exception. Both naughty spankees have their hair in pigtails and are completely naked throughout their punishments. Adriana is slim with little boobs, while Ami is shorter and curvier with larger breasts. They both get exactly the same treatment from the strict teacher who is nothing but thorough and punishes them properly inside and out by spanking their asses and soaping their mouths.

Watch Ami Mercury and Adriana Evans in this sexy nude bathtime spanking at Sarah Gregory Spanking.

Sarah Gregory Spanking

New Spanking Model: Violet Kat

New spanking model Violet Kat with Sarah Gregory

We saw new spanking model, Violet Kat, in this masturbation spanking but that was filmed after this scene. Today’s update was her very first spanking scene! In it she chats briefly with Sarah Gregory before the two get down to some spanking action. Violet is the spankee and Sarah is the spanker! It’s always fun watching Sarah get to know a new model through the videos on her website. Here she seems to be having a lot of fun with Violet in “Violet Kat’s Intro“.

Violet has dark red hair, so dark that she may look brunette in certain lighting. Being quite pale she has an almost gothic look about her, especially with the smattering of tattoos she has over her body. She’s from South Carolina and seems to have chemistry with Sarah right from the beginning. Both ladies are wearing everyday clothes, Violet is wearing a vest top and a pair of jeans. After a short chat Sarah gets right into spanking the new model over those blue jeans…

Meet new spanking model, Violet Kat, a super cute red head from South Carolina. I am happy to introduce her as a new spanking model on my sites. In this first film we did with her, I interviewed her a bit about spanking and her thoughts before taking her over my knee to warm up her cute round bottom over her jeans, and on the bare.

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This is not a hard, disciplinary-style spanking, it’s a lot more casual and laid back with plenty of chatting and joking between the two ladies throughout. Sarah plays the role of a big sister and leads Violet through the scene. Finally, Sarah inspects Violet’s spanked bottom…

This is a lovely introduction for a brand new babe as long as you are not expecting to see a very severe punishment! It’s a nice, playful interlude between two beauties who are definitely having fun together. This scene is a nice addition to the many many movies now at Sarah Gregory Spanking. Recent scenes include the huge “Strictmoor Academy” movie which is split between the two Sarah Gregory Pass websites.

Sarah Gregory Spanking

Real-life Couples Spanking

Christina Carter and Marcus London in an example of Real-life Couples Spanking

Real-life couples spanking each other seems to be the thing to do these days. We’ve seen plenty of busty MILF, Christina Carter, but this is the first scene I’ve seen of her getting spanked by her real-life partner, Marcus London. In “The Bad Girlfriend“, Christina was supposed to pack one of her boyfriend’s shirts but now they’re away and in the hotel it turns out that she didn’t pack it after all.

Marcus London spanks his girlfriend, Christina Carter

There’s only one thing for it and that is to take it out on her bottom. That’s exactly what Marcus does here as he holds her securely in one arm while spanking her behind with the other.

Christina is wearing a tiny pair of purple panties, but even they get pulled down and she is spanked on the bare bottom…

Christina's panties are pulled down revealing her big bare bottom

Marcus London debuts on the site in this hot video with his real life partner and famous fetish star, Christina Carter. Christina was in charge of packing for her and Marcus before their trip to Vegas. When they get there, Marcus is getting dressed to go out and his good shirt is missing…. Christina acts clueless when though she knows it was her job to pack it. Oops, she is now in trouble and nothing she says is going to help. It’s over her boyfriend’s lap for a spanking from him for being such a bad and selfish girlfriend.

Marcus London spanks Christina Carter in The Bad Girlfriend gallery

Christina Carter gets paddled by her real-life boyfriend, Marcus London

The real-life aspect brings with it a certain authenticity and these two look good together. It looks like Marcus is not one to go easy on his girlfriend as he gives the beautiful busty MILF a nice hand spanking, then uses a leather paddle on her curvy bottom. We tend to see Christina in girl-on-girl lesbian scenes so seeing her in a MF scene makes a welcome change! It’s a nice spanking scene and it’s a reminder, should we need one, of why Christina is so popular in the kink and fetish world.

For Christina Carter and Marcus, and more real-life couples spanking, including famously Sarah Gregory and John Osborne sign up at Sarah Gregory Spanking.

Sarah Gregory Spanking