Free Spanking and BDSM Videos and Galleries with Cara Day, also known as Cara. We have previews with Cara Day from 8 Premium Sites.
Discipline Day For Cara DayReal Spankings - Exclusive Updates - Part 59Real Spankings - Exclusive Updates - Part 58Real Spankings - Exclusive Updates - Part 57Soaking Her Jeans In The Corner - Cara Wets HerselfPulled across stepdad's knee, and Cara takes a final round of Paddles swats before she is sent to the corner. Embarrassed, she has to pee again, soaking her jeans. Her gray jeans turn dark with P down the insides of her legs. Scolded and humiliated, she has ordered to strip out of her P soaked jeans and panties. After humiliating scolding, Cara whimpers, learning she will be spanked again at bedtime.Broken Promises Spanked BottomCara is obsessed with cheerleading so much that she attends Friday practice instead of promising to meet everyone at home for a rare family reunion. Even old Aunt Bessie made the long journey to see her special girl, and was extremely disappointed not to see her! Cara arrives home much later, completely oblivious to the upset she has caused... and her happy, excitable demeanor is chastised by Dad who now has to deal with the fallout from her actions. She had promised to be there but her cheerleading obsession (she even wore her uniform home) and lack of paying attention to the multiple text reminders such as 'Where are you?' means broken promises must be addressed. Cara is taken over the paternal lap and given a hard hand spanking (still in her uniform) before the real lesson begins with a humiliating bare bottom spanking. Only now does she realize that her behavior has some very real consequences as the second part of her discipline is carried out with the dreaded leather strap. Her bare bottom turns a shameful hue of crimson as the leather swats increase along with the intensity of the family furor that she has caused. Cara is left alone afterward to contemplate how she will make it up to everyone for her broken promises.Real Spankings - Exclusive Updates - Part 56Real Spankings - Exclusive Updates - Part 55Real Spankings - Exclusive Updates - Part 52Real Spankings - Exclusive Updates - Part 51Real Spankings - Exclusive Updates - Part 49Her Bottom And The Soles Of Her Feet - Punished At School, Double At HomeCara comes home with a note from school that she got paddled. Trouble at school means an extra cruel punishment from stepdad. Laying on the bed, Cara's already sore back side is strapped and paddled. Her bottom was built for Spanking, and he has a creative extra punishment in store for her. Lifting the soles of her feet in one hand he measures a thin cane. Cara cries out in agony as the soles of her feet are punished.Consequences For CaraCara knows that her chores must be finished by the end of the week, and one of the most important is clearing up after herself in her room. She has steadily been getting lazier with this including many other chores around the house, often leaving them to the last minute. It hasn't gone unnoticed and her new stepfather, John, catches her before she is about to go out to a concert with friends. He reminds Cara of her responsibility and how recent behavior has made it difficult to trust her. He is also far from impressed at the skimpy clothes she is wearing to go out that evening. Things need to change so he gives her two options: The first is to do nothing, be grounded, and go to her room - it will still have to be cleaned by the end of the weekend. The second is to take a spanking punishment right now, change her clothing so she looks less slutty, and finish all the chores the next day. She is desperate to attend the concert... and she decides to accept 'Option Two.' Cara is placed on her stepfather's lap as the scolding punishment and spanking begin. He remarks on her tight shorts and skimpy G-String, which all come down eventually, for a bare bottom spanking. Now Cara knows he means business and has her awkwardly placed over his lap to ensure maximum embarrassment during her spanking. He isn't finished, as Stepdaddy decides she should receive several licks of his leather belt and she is bent over the couch as it is snapped and cracked next to her. Her already red, sore bottom receives a hard belting that has her gasping in disbelief at how painful it is. A promise is a promise, and Cara can dress in something less revealing for the concert. It is safe to say she will not want to be sitting down that evening!Real Spankings - Exclusive Updates - Part 48Real Spankings - Exclusive Updates - Part 47Real Spankings - Exclusive Updates - Part 45Real Spankings - Exclusive Updates - Part 42Real Spankings - Exclusive Updates - Part 41Paddling Desperation - Cara DayImagine a naughty 18-year-old Cara Day kept after class paddled in the teachers lounge. Skin tight jeans outline her womanly curves, visible panty lines underneath. The big school Paddle collides with skin tight denim, crack! Cara cries out after each deliver it swat. Begging to go to the bathroom she is nervous the painful discipline will cause her to lose control. Clenching in desperation she wiggles, moaning with frustration.Real Spankings - Exclusive Updates - Part 40Lazy Lying CaraIn this custom film, Madame Samantha B and Cara Day are mother and daughter. Cara has failed for the third time in one month to do any of her chores. These were making her bed, putting her dirty clothes in the hamper, taking out the garbage, and feeding the dog. She has ignored them all, and not only that, she has lied about it because she knew that there would be a spanking punishment if she did this again. She had been told to wait in the corner for Mom to call her over for her punishment. After a stern scolding, Cara is bent over and given 5 hard swats on her bare bottom with the wooden spoon for every missed chore meaning 25 hard swats in total. She is then told to bend over the chair, and given 24 licks with the leather strap for all the lies. Her punishment ends with a bar of soap placed in her mouth as she kneels, with hands on her head, naked from the waist down. This is a most fitting and humiliating way to end Cara's time-out to reflect on her laziness and deceit.Whooped With The BeltKiki and Cara are bent over in the living room and whooped over their jeans with the belt by Mr. M. Unsatisfied with the girls' reactions, he seeks to enlist Miss Betty to deliver a bare bottom belting. Miss Betty tells the girls to bare their bottoms and assume the position. She gives each girl 15 swats with the heavy belt on their bare bottoms and then sends them to bed.Maya & Cara - Spanked with the BeltMaya is laid over the ottoman and Betty uses the belt on her, switching sides to get her bottom evenly spanked. Cara waits nervously for her turn. Cara reluctantly lays over the ottoman for her spanking with the belt by Betty. Both girls are then made to bend over to show their red bottoms to Betty.Real Spankings - Exclusive Updates - Part 39Cara's Spanking Party SpankingThis film is a little different, starring gorgeous Cara Day, it shows what many of us get up to at a typical spanking party in the USA. Impact play of varying intensity with different implements (often used in combination or in an unorthodox way) makes for a lot of improv between Top and Bottom even when the play is often negotiated in advance. So we dressed up Cara in a stunning cheerleader uniform and had the perfect excuse to spank her for the fun of it. Judging by Cara and John's smiles and reactions, they got this just right in the short time they played together on film. There's no storyline, just spankings because we wanted to! Cara receives an OTK spanking, with a 'Good Girl' smacking which reveals the lines of an earlier caning. Two Reformatory Straps are used, side by side, separately, and together to make a heavy thuddier impact. She receives these bent over before also having the backs of her thighs spanked and then (lying down on the couch) receiving a wicked leather belting across the backs of her thighs. By the end, the beautiful spreading red warmth of their playtime is more than evident! We hope that you enjoy this film which reveals a little of what happens behind the scenes at a real spanking party!Spanking Rewards - Swats And Cum For Naughty Babysitter Cara DayCara's delectable bottom is finally too much to resist, putting her in a very compromising position spread over his lap. Shamefully she confesses her desire for him, his hands slathers her with oil and pets her pussy. Cara moans under his touch, gently rocking back, grinding with encouragement. Rhythmically spanking her pussy, before rubbing her clit as he picks up a paddle. Replacing his fingers with a vibrator, Cara is expertly worked to orgasm as he continues to spank her oiled hot cheeks. She can't wait for this new working arrangement to unfold.Her Perfect Valentine - Cara Belt Whipped To Orgasm With Penalty SwatsCara is spanked and paddled, panties down over his lap until her bottom is nice and hot. Her pussy is well tended to as well with a well earned orgasm before she is let up off his lap. Instructed to reach over and unbuckle his belt she begins to eagerly obey, anticipating what he wants. To her surprise he order to her strip out of her dress and lay across a pillow with her ass in the air. He has other plans for her bottom before she gets her reward for Valentines. Her curvy backside bounces and flushes as his belt cracks down. Spreading her cheeks, he doubles the belt over for control, licks fall on her pussy and butthole as she strangely enjoys the sting on her princess parts. Handing her the vibe again, she positions it directly on her clit as he again raises his belt. Beating her gorgeous bare bottom as she writhes in pre-orgasm ecstasy. Begging for permission, she is allowed to climax again, bottom and pussy throbbing under his expert touch. Cara reaches for his zipper to eagerly reward her perfect fantasy Valentine.Cara Day Gets Her Way On Valentines Day - Spankings And Orgasms - Part 2Beautiful Cara Day makes a date on a popular dating app. After dinner they end up back at his house and she boldly ask for her favorite foreplay. Eager to get his hands on her incredible body, her date is happy to put her over his lap. Sharp slaps on the seat of her velvet dress, her round bottom jiggling with each impact. She encourages him to expose her backside, pulling her dress up to slap her warm pink cheeks. Cara moans as she gets exactly what she hoped for. Flushed under the perfect rhythm of swats, his hands trail to caress and set between her legs. Her moans are all the encouragement he needs, reaching for the vibrator. Continuing to slap her bottom with the vibe pressed firmly on her clit, he reminds her to ask for permission before coming. After he allows her release, her panties are lowered and her bare bottom is spanked even harder. Her tender pussy is spanked, alternating pleasure with pain as he paddles her thoroughly.Cara Day Gets Her Way On Valentines Day - Spankings And Orgasms - Part 1Beautiful Cara Day makes a date on a popular dating app. After dinner they end up back at his house and she boldly ask for her favorite foreplay. Eager to get his hands on her incredible body, her date is happy to put her over his lap. Sharp slaps on the seat of her velvet dress, her round bottom jiggling with each impact. She encourages him to expose her backside, pulling her dress up to slap her warm pink cheeks. Cara moans as she gets exactly what she hoped for. Flushed under the perfect rhythm of swats, his hands trail to caress and set between her legs. Her moans are all the encouragement he needs, reaching for the vibrator. Continuing to slap her bottom with the vibe pressed firmly on her clit, he reminds her to ask for permission before coming. After he allows her release, her panties are lowered and her bare bottom is spanked even harder. Her tender pussy is spanked, alternating pleasure with pain as he paddles her thoroughly.Violation Of Trust - Naughty Babysitter Cara PaddledPicking up a small wood paddle, stinging swats cover her voluptuous cheeks. Cara struggles under the painful paddling, wishing he would put her on her knees instead of over. Bending her over the edge of the bed, a heavy strap cracks across her cheeks. Flattening and jiggling, Cara cries out as he lectures her on modesty. Picking up a heavy school paddle, Cara gasps and moans as the swats echo off the walls. The burn ripples through her backside, struggling to hold position.Naughty Babysitter- Cara Day Caught SnoopingCara is left to snoop during a babysitting job. Digging through the couples drawers finding a treasure trove of kinky toys. She is so distracted she doesn't even hear a husband return. Catching her red-handed, scolded before she has turned over his knee. She had other ideas in mind for the man of the house but ends up getting her bottom spanked on the seat of her scandalous daisy dukes.RS Classics - Cara - A Proper Whoopin' For Not Doing Her ChoresAfter a 3rd day of having to be reminded to do her chores, Michael has finally had enough. Cara is ordered to grab her ankles for a full-force whoopin', told to complete her chores, and then return before bedtime for it to be repeated on her bare bottom.Trouble With Friends - Cleo Devine And Cara Day - Vol 2Cara is bored at home, grounded. Deciding to have a friend over against the rules. They are soon playing with her step-dad's vintage video games, which Cleo takes into the bathroom and damages. Cara panics knowing she will be caught and spanked by her step-dad. Telling Cleo exactly what she's going to get, it's only fair if Cleo gets a spanking too. Pulling her across her lap for a stinging Spanking on her skin tight pants. Cleo protests each stinging spank. Bending her over against the headboard, the Spanking progresses to include a strapping and paddling on her bared bottom. Cara's step-dad comes home early from work surprising the two naughty girls. Cleo hides hastily in the closet, peering out to see Cara being scolded. Confessing the broken video game, Cara is immediately ordered to get across his knee. From her secret view in the closet, Cleo has a front row seat to her friend being spanked over step-dad's knee. She is startled when he removes his belt and begins to lay in to Cara's poor little bottom. Cleo blows her cover from her vantage point in the closet and soon finds her self bent over the bed next to her friend. Cara is quick to lay the blame for the broken video game and Cleo finds her self draped across his knee. His big hands cover her thin pants with hard swats. Her bottom jiggles as she is firmly spanked. His belt sizzle down across her bottom, subjecting her to the painful Discipline she just watched her friend endure. Cara is ordered to take her place beside Cleo for a side-by-side belt whip-ping. Setting their bottoms on fire with his belt, they are ordered to remove their pants and bend back over for a good scorching with step-dad's paddle. Cara and Cleo cry out immediately at the forceful swats. Their panties are pulled down as their bottoms are paddled sore and sorry.Trouble With Friends - Cleo Devine And Cara Day - Vol 1Cara is bored at home, grounded. Deciding to have a friend over against the rules. They are soon playing with her step-dad's vintage video games, which Cleo takes into the bathroom and damages. Cara panics knowing she will be caught and spanked by her step-dad. Telling Cleo exactly what she's going to get, it's only fair if Cleo gets a spanking too. Pulling her across her lap for a stinging Spanking on her skin tight pants. Cleo protests each stinging spank. Bending her over against the headboard, the Spanking progresses to include a strapping and paddling on her bared bottom. Cara's step-dad comes home early from work surprising the two naughty girls. Cleo hides hastily in the closet, peering out to see Cara being scolded. Confessing the broken video game, Cara is immediately ordered to get across his knee. From her secret view in the closet, Cleo has a front row seat to her friend being spanked over step-dad's knee. She is startled when he removes his belt and begins to lay in to Cara's poor little bottom. Cleo blows her cover from her vantage point in the closet and soon finds her self bent over the bed next to her friend. Cara is quick to lay the blame for the broken video game and Cleo finds her self draped across his knee. His big hands cover her thin pants with hard swats. Her bottom jiggles as she is firmly spanked. His belt sizzle down across her bottom, subjecting her to the painful Discipline she just watched her friend endure. Cara is ordered to take her place beside Cleo for a side-by-side belt whip-ping. Setting their bottoms on fire with his belt, they are ordered to remove their pants and bend back over for a good scorching with step-dad's paddle. Cara and Cleo cry out immediately at the forceful swats. Their panties are pulled down as their bottoms are paddled sore and sorry.RS Classics - Cara - Bare Bottom School SwatsCara and Betty have a little chat on camera about her bare bottomed School Swats. Cara then bends over, bottom bared, and is given 10 swats with a wooden school paddle. Hard and severe ones that will eave Cara's bottom marked for several days.Forbidden - Part 2She is young, successful but life is full of stress. She dreams of being punished, dominated, put in her place by a quiet man who will turn her bottom bright red. So she tells her therapist about her desires and ask him to do the forbidden.Real Spankings - Exclusive Updates - Part 18Cara's Double Spanking PunishmentCara's school principal decides to make a special home visit since Cara's grades and general attitude have been despicable as of lately. She has been wearing too much make-up, dressing provocatively, and her grades are slipping. The school does not use corporal punishment, however principal Samantha feels that this is the only way Cara will learn her lesson. After discussing this with her mother and suggesting spanking as a way to discipline her, they bring Cara into the room to inform her that she is to be spanked right then and there; not only by her mother, but by her principal as well. This is extremely humiliating for Cara to have to be spanked like a naughty little girl in front of mommy by the school principal. Then to be taken over mommy's lap is even more embarrassing. Cara will learn a very valuable lesson in being a more respectful young lady in school.Cara And Ava's Basement PunishmentPreviously in 'Cara's Cruel Basement Punishment' - Cara was being held captive in evil 'Nurse' Bernadette's basement for her own sick and twisted enjoyment. Bernadette has now decided to bring another roommate for poor lonely scared Cara. She introduces the new captive, Ava, to a naked chained up Cara. Nurse Bernadette (as she likes to think of herself) plans to show Ava just how much fun they have, hidden away from prying eyes. She takes both ladies through a series of humiliating punishments for her own warped pleasure. There are bare bottom, spread pussy, and thigh spankings, including yet more leather strappings and canings in the same sore areas. The girls endure a face slapping when they answer back with more croppings, bastinado, hair pulling, nipple torture, and many more unthinkable acts of humiliation for these two sad sorry ladies. Evil Nurse keeps messing with their headspace, altering between being nice or mean when the girls complain. She enjoys keeping them guessing about what will happen next. You will need to see for yourself, but it is safe to say that Nurse Bernadette knows exactly how to get the most embarrassing of punishments dished out to the girls for her own selfish enjoyment.Real Spankings - Exclusive Updates - Part 17Cara Tanned By DaddyWhilst on vacation, Cara has been a spoiled brat: making things difficult for her family. She thinks being with the folks, even on an all-expenses extended trip to The Caribbean, is lame. Her attitude is shocking and many public arguments on the beach and on day trips have embarrassed her elders. So they decided to give her more freedom but she was to return in time for an important evening meal yet she gets back late, not answering her phone, worrying her mom and dad. He has had enough of this brat's behavior and reminds her she is not too old to go over his lap for an old fashioned spanking. Cara's skimpy outfit barely protects her from his hard hand but her continuing backchat infuriates him so he pulls down her bikini bottom to continue spanking her on her bared bottom. Now Cara is starting to realize that she should show more maturity but before he thinks she has learned her lesson, she is placed over the sofa, bottom on full display so he can continue this hard hand spanking. Watch Cara's flawless, peachy bottom turn to a stunning dark hue of crimson... matching her sunburn from staying out on the beach all day! She is left to contemplate her behavior and rubs her sore bottom before taking a shower before the family's evening meal at a swanky restaurant!Penalty Swats 33 - Cara DayNaughty Cara pulls her cheeks wide open, arches her back, and is spanked repeatedly on her bare, naked, exposed butthole. What an embarrassing corporal punishment for poor Cara!Real Spankings - Exclusive Updates - Part 14Bribery Upgrades SpankingThis is the latest in our popular AAA Airlines series: Cara Day has been called to meet her HR Manager, Snow Mercy, for a disciplinary meeting. Cara had been reassigned to other duties and the travel desks rather than as a flight attendant. The reason is that she had been allowing some passengers preferential upgrades to First or Business class by accepting bribes. She was a popular employee that HR management felt could learn a lesson the old fashioned way, with a spanking. Miss Mercy scolds the startled attendant but Cara's shock is reserved with the spanking she receives over the manager's lap. Poor Cara is embarrassed as she loses the privilege of her modesty when her panties are pulled down and her bare bottom is reddened with the mean hand of her HR boss. Cara's punishment was far from over, as she had noticed Miss Mercy swinging a leather strap earlier, now it was used across her bottom as she was placed across the sofa for further discipline. Miss Mercy doesn't hold back with the strap or her withering put-downs that finally get the message across to Cara that she has been given one last chance to prove how good she really is.Real Spankings - Exclusive Updates - Part 13Real Spankings - Exclusive Updates - Part 12Cara Spanked And SoapedIn this custom spanking and mouth soaping film, Cara Day plays the perfect bratty daughter to Mommy Bernadette. First, Cara had said she was going upstairs to do her homework, and that was a lie. She was sprawled out on the bed playing with her video game console. She gets so wrapped up in her game that she ends up using foul language at it and mom walks past her bedroom and hears everything. She walks right in and confronts Cara. She is appalled at the language as well as the nasty lie that she had been told about 'doing the homework.' Cara knows there are consequences when she misbehaves as she gets punished but no amount of pleading or pouting will change Mom's decision. She is taken over Mommy's lap for a hard spanking; first with hand and then with the heavy wooden bathbrush. Both these punishments have Cara squirming and wriggling as she yelps out in pain but worse is to come! After her bottom is very red and sore, mommy takes her naughty girl into the bathroom for the final part of her punishment... a very sudsy mouth soaping. This is an intense soaping as poor Cara drools with her mouth wedged with a very sudsy soap bar, then she must look at her reflection in the mirror, feeling sad and helpless. She quickly learns not to use foul language or tell fibs with that dirty mouth!Real Spankings - Exclusive Updates - Part 11Punished For PartyingThis is the tale of 4 naughty volleyball girls who thought it would be a good idea to go out and party all night after just hours of arriving at their exclusive hideaway retreat. Of course, the whole reason they were there was that their team was invited to participate in a few goodwill matches to set an example. Well, they set an example alright... their coach, Zoe Page, is appalled to find them disheveled and looking worse for wear when she calls them in for their morning meeting! It was obvious the girls had hardly slept and had been partaking of one too many adult beverages whilst out partying! Zoe is particularly unimpressed with Dacey, the team captain... for those that wear the red shorts should show responsibility and it was clear this tired captain had none remaining! Coach shouts at the girls loudly and punishes them in her own unique and humiliating way. First, Cara takes her place over Zoe's lap as she spanks her hard on her tight shorts and bare bottom in front of the girls. Ten and Anna incur Zoe's wrath for talking in line and have to watch whilst in an uncomfortable position on the floor, losing their privilege to stand up. Ten is next for the same spanking treatment, then Anna and finally the team captain, Dacey. She takes the longest hand spanking of the girls and her bottom is looking swollen, sore, and as red as her shorts. The girls think it is then all over but coach Zoe has one final demeaning punishment in mind as she asks the girls to pair up as 'Paddle Buddies'. Cara and Ten are first, bent over side by side as the other girls look on horrified seeing the heavy leather paddle being used swiftly and mercilessly! Dacey and Anna, receive their paddling afterward and by now it is obvious the girls are learning a valuable, painful lesson. Zoe tells them that the team matches will be canceled so these foolish girls can recover and new plans can be made. In the meantime, the girls are left to stand facing the wall for an hour, bottoms on full display, whilst their coach remedies this embarrassing situation and explains why the games will have to be rescheduled.Real Spankings - Exclusive Updates - Part 10Cheerleader Not RingleaderCara is waiting for mom to take her to practice but she has a surprise in store for her girl. She has brought home the Head Coach, Johnny Lake, as they had been discussing her behavior recently at practice and now something needs to be done. Cara's colorful cheer chants are inappropriate and disrespectful to the sports team she is supposed to be supporting. She had been told multiple times to stop this, but she thought it was funny and continued to defy the teaching staff. She is not going to cheer practice today because she is now facing a double punishment from both mom and her coach for her offensive and puerile chants. Mom takes charge and spanks her girl briefly over those tight shorts but she is so angry with her that these soon are pulled down to reveal her bare reddening bottom. Cara's ordeal is intensified and the nearby wooden hairbrush is also used which really grabs her attention. Next, it is the turn of Coach Lake to spank her over his lap as mom looks on in approval knowing that her girl might just learn her lesson this time. Coach uses the hairbrush and scolds her for being the ringleader rather than a cheerleader and doesn't stop until her bottom is a shameful, burning red.Real Spankings - Exclusive Updates - Part 9Real Spankings - Exclusive Updates - Part 8Real Spankings - Exclusive Updates - Part 7Spanked On VacationCara is with her family on their annual vacation at the usual resort in Aruba. She is trusted to go out alone this time inside the resort, even in the evening... but of course, Cara takes this trust and abuses it. Dad receives a phone call from the Front Desk to explain that his daughter is being held in a nightclub nearly 3 miles away for causing a scene. He has to go pick her up to avoid any further repercussions and this is where this film starts. Cara is embarrassed that he had to come to collect her and that he knows that she had also tried to gain entry with beverages from outside of the club which aroused the Door Entry people's suspicions. Dad is furious that she has betrayed his trust in her so he decides to teach her a lesson, even when on vacation, that she is never too old for a good old fashioned over the knee, panties down, hand spanking! This is a solid nonstop OTK hard-hitting discipline spanking that has Cara gasping and wriggling over his lap in pain by the end. It seems daddy's hand is as mean as any implement when he is most displeased... as poor Cara discovers once more!Real Spankings - Exclusive Updates - Part 5Wayward Girls Need DisciplineThis is our 500th HD movie release, almost 9 years to the day after we opened the website with approximately 30 films. It's been some ride getting to this landmark moment... so to celebrate, we commissioned a special film. It features 4 wayward schoolgirls and 2 of our popular female tops in an academy style discipline feature-length movie. It covers many aspects of discipline such as scolding, humiliation and other demeaning punishments to get through to the girls who have misbehaved. The film starts with all 4 girls dressed in their punishment uniforms of white knee-length socks, navy blue regulation knickers, and white tank tops. They are a disgrace to their actual school uniform and must dress in this for their upcoming punishment. The girls have traveling disciplinarian, Mistress Zoe Page (from England), who is there to carry out the discipline alongside Head Nurse of the academy, Miss Bernadette. 3 girls have their temperatures taken rectally, by the nurse, who takes her time ensuring the girls bottoms are inspected, cleaned and their temperatures recorded... all in front of the other girls - how humiliating! There are lessons in etiquette, poise and learning from their misdeeds. Bare bottoms are spanked and strapped by both ladies, as the wayward girls must continue watching each receive tearful and embarrassing punishments! We chose 4 girls who wanted to participate in this special feature-length episode, so please thank Ten Amorette, Cara Day, Dacey Harlot and Fae for their outstanding contributions helping to make our 500th film very memorable!Cara's Cruel Basement PunishmentThis is another in the series of 'basement punishments' from the vindictive nurse, Miss Bernadette. She enjoys having her way with a naked Cara, treating her as a plaything. It was something Cara really wanted to participate in, with the result being an edgy film you will most definitely want to watch! Cara is kept in the basement of a sick and twisted Miss Bernadette, who likes to dress up as a nurse, having her way with young unassuming women. She can be nice if they take her punishments like a good girl or she can be really, really mean if they fight her and put up a fuss. They know that they are at her mercy, as is the case with the beautiful and helpless Cara Day. Cara is treated like a plaything to Nurse Bernadette. Some highlights of the various punishments; she gets lots of caning, and the hardest is on the fronts of her thighs. She also is forced to drink out of a dog dish if she is thirsty and when she doesn't drink it fast enough the water is thrown on her and treated like a dog, licking water off the floor if needed. Cara is strapped hard on her bottom and screams in pain. Her hair is pulled, she is face slapped, and her perky tits grabbed and slapped for fun. She has to thank Miss Bernadette for each strap stroke and ask for more. When she talks back, she is spat on, slapped some more and even has a hand held over her mouth so she can be reminded just who holds the power and control in this relationship. Bernadette ends this 'fun' evening by hugging and kissing her little plaything saying what a great time she had and how she has so many more ideas for her! Remember, this film includes the following humiliating punishments: thigh, pussy, and tit slapping, leather strappings, mean canings, cruel pet play, predicament play, and face slappings which induce much embarrassment and compliance! Miss it at your peril!Not Up To Captain's StandardsAnastasia Rose, the cheer squad captain, is so annoyed with Cara Day (the talented but lazy cheerleader that all the other girls adore). This time Cara has gone too far during a competition by not performing as best she could. It showed... and during a break, Anastasia takes her to the hotel room to have it out with her. Cara doesn't care and is unconcerned with the scolding and threats until Anastasia pulls her over her lap and starts to spank the lazy girl. Cara struggles and wriggles but is made to understand she can be kicked off the squad by the cheer captain so reluctantly takes her punishment. She gets spanked with her cheer shorts pulled down then her bare bottom is also given a hairbrush spanking, the implement that Anastasia could find at short notice. A far more contrite Cara also learns that this lesson will not be forgotten as her cheer captain takes humiliating images of her on her phone, her red bottom on full display. All the other girls will know what happened here if she doesn't improve in the second part of competition later!Cousins PunishedCara has her cousin over to visit for a sleepover. Momma asked that they help with some chores such as doing the dishes. Instead they are talking about sneaking out, only they are caught in this conversation. Momma is very unhappy. Well, when her daughter misbehaves it is always a spanking. Kiki is also spanked since she was in on it too. Both girls are spanked over Momma's knee starting on their bare bottoms with her stingy hand followed by the hairbrush. Of course a spanking in the day means a spanking at bedtime, so they are to report back to Mmmm that evening for more spankings to unsure they will be good girls from now on.A Humiliating IntakeWelcome to the home for bad girls where the absolute worst of the worst are sent. Cara and Arielle have just arrived and are in for a very humiliating intake process by strict nurse Bernadette. The girls are told to strip off their clothes before their humiliating medical exam. Of course, this consists of their temperature being taken the old fashioned way... rectally! They are so embarrassed but know that they must follow the rules. Each in turn gets on all fours as the cruel nurse vaselines the thermometer and penetrates their puckered holes with the cold glass. The girls are then given a further lesson about the sort of discipline that is carried out at this home. When they misbehave here, they are given spankings. Not just hand spankings but leather strapping, paddling and much more! The nurse brings out two straps to demonstrate on their bare bottoms just how bad future punishments can get. Each girl is strapped until their bottoms are crimson red and sore. Then to add to their current embarrassing predicament, they are made to strap each other for more humiliation at their expense, which they hate. The punishment ends with one final hard strapping before the nurse leaves them to rub their red burning bottoms and reflect on what awaits them. Life in this home for bad girls if not going to be pleasant.Kalaisha's Attitude AdjustmentThis is an all-new double spanking first here at CLS as we bring you 2 special debut performances. Kalaisha is new to the online world of spanking and she is in possession of a very spankable bubble butt that just makes you want to spank it on sight! Cara, who is punishing Kalaisha in this film, is topping on camera so for the very first time... and as you will see, she does a rather good job of it! Kalaisha has been told to go see her cheer captain by the squad's coach after she had been scolded and spanked earlier. Kalaisha doesn't know it yet, but she is about to get another spanking at the hands of her captain. How embarrassing is it that one of her own team members gets to pull down her very tight fitting panties and gets to smack that bouncing booty some more! She is scolded by Cara... who, from a fellow squad member's point of view, complains about the poor attitude and lack of effort which Kalaisha is guilty of. As mentioned earlier, it isn't long before she is over Cara's lap getting a hand spanking... and Cara quickly pulls down those snug sports panties to reveal a sore throbbing, red bottom. You will see some delightful impact shots from the captain's hard hand as she reigns down hard smack after smack on that most jiggle-some bare bottom! Watch this mesmerizing spanking punishment featuring 2 hot ladies with a twist... that this is a debut online performance in both their respective roles.Accountability HurtsThis is a domestic discipline film between a hot new couple still getting to know each other. Johnny has invited his recent girlfriend to come live with him but she is a messy young lady who has made things worse at her new home. Even Johnny's regular cleaner, in his smart Florida apartment, has needed to do more and return a few times during the week all due to Cara's lazy ways. She knows that Johnny is a stickler for discipline and he has already introduced this dynamic into their relationship... but now the discipline spanking is more than mere play. Cara accepts that her behavior has been poor and goes over his lap for a bare bottom spanking. His hard hand turns her bottom a bright crimson as she receives her hardest spanking yet from her new beau. He hasn't finished with his beautiful girlfriend just yet, as he introduces a mean looking leather strap that is used for 'Domestic Compliance' and she receives twenty strokes bent over the couch. Cara is reminded that accountability hurts... then is hugged and told that she is loved. Watch this hot couple's firm yet loving real discipline spanking, exclusive to our website.Cara's Foul Mouth PunishmentCara has really done it this time...not only was she rude to mommy once again but it was in front of other family members. She actually was using foul language at a family meal and humiliated her mom by doing this. After a good scolding, mommy knows just the way that brats are dealt with in this house. Mommy spanks Cara over her tight dress before revealing her slutty panties. Then it is mommy's stingy hand on Cara's barely covered bottom and finally on the bare bottom with hand and of course the hairbrush. After Cara's spanking the punishment is not over, oh no! She is swiftly taken into the bathroom to have her dirty mouth washed out with soap. This leaves her a very sad and sorry punished little girl.Slutty Daughter-In-Law SpankedMiss Bernadette is just about every girl's worst nightmare when it comes to crossing their mother-in-law! She doesn't suffer fools gladly, loves her son very much and is very protective of him and his happiness. So when she discovers that his long term girlfriend, Cara, has been cheating on him regularly, she decides to confront the slut! Cara won't give him up, but she can't help meeting other boys and girls for sex either... and Miss Bernadette is disgusted so tells Cara she is going to get a spanking punishment if she refuses to change. Her sexy daughter in law is spanked over her knee, first over her tight jeans... then when they are pulled down, Cara's slutty thong is revealed. It offers no protection at all from Bernadette's hard hand spanking. She mocks Cara's choice of underwear, further embarrassing this young lady as the useless, sleazy thong is discarded and Mom's Mason Pearson hairbrush is used on her beautiful glowing red bottom. This punishment shows just how much the mother cares for her son, and her... as she still wants them to be an item. Can Cara be faithful, stay true and ignore her lustful feelings? We're not sure, she is a hot young lady, but we are sure if she upsets Miss Bernadette again, her poor bottom will certainly know about it! Please welcome Cara Day to our site network, a genuinely stunning beauty with an amazing spankable booty that demands regular smacking, don't you think?Cara Learns A Painful LessonCoach Lake takes Cara home from school after her latest poor attitude in practice - he has had enough and confronts Cara's mother. Her mom is mortified that she is playing up again as the Coach tells about how Cara has been using crude dating apps and drinking alcohol which is affecting team morale and a poor role model to the other girls. So Cara's mother wastes no time in showing Coach just how she deals with inappropriate behavior as she takes her daughter for an over the lap spanking, right there and then! Cara is embarrassed that her coach is asked to watch and it isn't long before her cute sports panties are pulled down and her bare bottom is being spanked harder and harder whilst mommy scolds and shames her. If that was embarrassing enough... the heavy, nasty hairbrush spanking that follows takes her attention away from any shame at having her full round bottom bared to her male coach's gaze. Mother isn't finished though... to ensure that Cara fully learns this lesson, she invites Coach Lake to do exactly the same while she looks on. The poor girl is mortified and finds this second part of her punishment very humiliating, as her red swollen cheeks receive yet another hard hand and hairbrush spanking. Mother stares at her daughter, reminding her to really learn from this painful lesson. Behavior like this will not be tolerated at home or at cheerleading practice! 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