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Secretary Spanking - Free Videos & Galleries

Attempting To Hide Data Files From Her Brother Gets Amelia A Dose Of The StrapBattling to prevent her brother taking over the family fashion company in A Taste for Fashion, Amelia oversteps the mark when she hides models' details on their database. Strangely, Earl has acquired a leather punishment strap that works its magic in spanking Amelia bare bottom a deep, quivering red. See them bounce in slow-motion replays!Cassy's Office MotivationMr. Rob has arrived back from a long flight on a hectic business trip and all the promised paperwork he needs for his upcoming meetings later that day are nowhere to be seen. He is particularly annoyed as he had specifically asked for the documents to be on his desk in advance so he could be prepared. Cassy was charged with putting all this together and she had told her boss that it would all be there waiting for him on his return. He calls her in and discusses the missing paperwork. He soon discovers this young lady has a very poor attitude and a lack of dedication to getting things done on time. He reminds her just how things work in his company and she remembers all too well. He decides to give her some extra motivation by spanking her over his desk, and in this case, she is told it will be a bare bottom punishment with his hard hand. She spies the nasty-looking reformatory leather strap that he promises she will feel afterward and has her hold it while he spanks her tight firm cheeks red. The leather strap really stings and brings more of a reaction as Cassy promises to do better when asked to perform her tasks on time. The Boss leaves Cassy standing in a humiliating corner-time position, her nose pressed against the wall with her bare, sore bottom on full display. She must reflect on her behavior and how she will be a more dedicated employee in the future.Confronting Zoe Page As A Liar Costs Pretty Lucy Lauren A Blistering StrappingA two-tailed leather tawse bites into Lucy Lauren's bouncing bare bottom as Zoe Page takes vengeance for accusing her of being drunk at a company event in Double Trouble. Boss Earl Grey has sanctioned corporal punishment, and the strap works wonders on changing Lucy's attitude. Or does it? Who's in the wrong here? Spank her ass to find out!FHS Classics - Valerie Bryant's Learning Curve - Bare Bottom CaningIt's worth the wait! Valerie Bryant (our own 36C Sabrina!) goes topless for her grand finale: an 18-stroke caning from Richard Anderson. She requests a 'refresher' from her Learning Curve tutor, but provokes him into taking things further, bare bottom and hard!Missing Books Costs Lottie Lalay A Bare Bottom Belting From Earl GreyRunning a successful library requires innovation and organization. Sadly for Lottie Lalay, her systems aren't as successful as her events in The Librarian. Auditor Earl Grey seizes the chance to use his leather belt on Lottie's bare bottom. She accepts the punishment, but protests when he grabs her cheeks to check the effect of the belt…FHS Classics - Secretary Spanked On Her PantyhoseRed skin glowing through black tights stretched across her bottom cheeks, Stacy Stockton grits her teeth for a well-deserved strapping! Lawyer Patrick Bateman won't tolerate tardiness or a misplaced file, so 35 strokes are his solution. 'Bend over!'Marketing DisciplineResearch and personal discipline are two traits great marketing employees should be aware of when heading up various campaigns that these professionals are trained for. Unfortunately for Amelia and Penelope, the results from the previous Quarter have reached their boss, Mr. Osborne, who invites them in for their appraisal. It isn't good at all, they have by far the worst results in the company, and their feeble excuses do not cut it with the boss. He has a reputation for other methods of discipline that these ladies have only heard about whispered at Corporate HQ. The choice is clear, lose their jobs or accept the consequences with some motivating discipline in front of each other with an embarrassing spanking over his lap. Amelia accepts to go first and the horrified look of Penelope says it all as she realizes she will be next. Their tight skirts are pulled down and both ladies are spanked in turn over their panties and reddening, quivering buttocks... splayed out over the lap of their boss who chastises them for any future mishaps. This short sharp, humiliating reset is what both ladies are given in the hopes they will avoid any such future disciplinary measures!The Perverted Business WomanSarah Stern has had a very concerning conversation with the Head of Human Resources. It seems that a complaint of sexual harassment has been made against her secretary Willow. The complainant is not sure whether she wants to go down the official route as she knows that this will result in Willow being dismissed but she does want the unwanted attentions to stop. Worse still it seems that when she rebuffed Willow that she was sent nasty and salacious texts. Mrs Stern has spoken to other staff members who have also been subjected to sexual overtures from young Willow. She is a very attractive girl but this does not mean she should be allowed to fondle and touch other staff members. She also can be quite nasty if her affections are rebuked. This is no way for a fully grown woman to act so to try and prove a point Sarah is going to try and curb this behaviour using a rather old fashioned technique. Willow will be subjected to spankings, canings, cornertime and a whole lot more of humiliation from Mommy Sarah.Beautiful Lucy Lauren Is Due A Spanking For Taking Files From The OfficePower crazy Zoe Page has stunning blonde Lucy Lauren in her sights for punishment in No Room at the Top. Taking files from the office is a serious offense, even though Lucy is an exec - and a hot one too. Zoe decides that only a bare bottom spanking over her knee will show Lucy who's the new boss. Her jutting buns are spanked hard and fast, wowzer!FHS Classics - Carey Brooks - The OfficeCarey Books has a booty designed for spanking! Full cheeked, bouncing and bare, she's due 50 swats with a stinging leather paddle in The Office. Her offense? No virus software on a vital business computer. From creamy white to deep red takes minutes, ensuring she's sore as hell!Katherine St James Paddled In The Principal's OfficeWorking in the school office, secretary Katherine St James has witnessed and heard many paddlings. But after she fails to complete a project on time, Principal Bateman gives her 12 hard swats in Principal's Office, bottom bare. Check out the Reaction Cam!Nude Secretaries Paddled Side By Side - Head Or TailThe ultimate Secretary fantasy, Casey and Chrissy Marie kneel side by side on the couch. Stripped nude, bottoms thrust out for the Boss's paddle. The stiff leather collides with Chrissy Marie's bottom, crying out immediately hoping for mercy. Casey clenches at the painful impact, all to familiar with her kinky boss. Hard swats alternate from girl to girl, crack, gasp, whimper. When it is all over, they are permitted to rub their angry red bottoms, ordered to remain with their bottoms on display.Lottie Lalay As A Scatty Librarian Spanked By Her Boss For Chaos At Work!Lovely Lottie Lalay returns in an all-new series with Earl Grey, The Librarian. The bespectacled beauty thinks her library is perfect but, when her boss turns up to audit, he finds disorganized chaos. There's only one thing for it: Lottie has to be spanked! Laid across his knee, she can only protest as her skirt is lifted to bare her bouncing bottom.Madison Martin Spanks Sky Terrapin In OfficeMadison Martin got spanked in the office by Manager Sky Terrapin for being late on her rent. So when Madison finally pays, and Sky loses her rent check, it is time for Sky to get a spanking in the office. It is a long, sound spanking that includes 51 with a wooden paddle on the tight, curvy bottom of Sky. Sky has trouble sitting on her wooden chair after the spanking.Miss Havering's Unfinished BusinessEveryone's favorite schoolteacher of dubious morality is beginning in medias res this week, with her errant secretary stretched out over her lap. There isn't time to finish up the punishment right away, so poor Felicity has to spend the whole day knowing she'll be spanked red hot again before teatime. Alas, a woman as fond of the strap as our Miss Havering suffers not so much from 'tennis elbow' as she does from 'spanker's shoulder', and before long she realizes she'll have to call for reinforcements. Isn't it a good thing that new school groundskeeper Mr. Greene is working away outside! Not least because there's been a small discrepancy with his wages that clearly deserves some recompense…Head Or Tail - Office Blackmail Starring Casey Calvert And Chrissy MarieChrissy Marie has had her suspicions about how Casey always gets raises before her. Stopping by the Boss's office unannounced, she peeks through the door to witness Casey on her knees. Later, she decides to confront her Boss, demanding a raise under the threat of blackmail. The Boss is quick to offer her an opportunity to earn her raise on her knees, or bent over the desk. Her tight skirt is soon bent over, his heavy belt cracks down. Chrissy soon questions the wisdom of trying to blackmail the Boss.Snow Mercy Spanks Sky TerrapinApartment complex administrator Snow Mercy calls Manager Sky Terrapan into her office to scold her about not keeping the tenants in line when it comes to paying rent on time. To demonstrate an effective way of securing rent quickly from late paying tenants, Snow gives Sky a sound spanking over her knee in the office. She even uses the Jokari paddle to drive the lesson home.Secretly Craving A CaningSchool secretary Pandora Blake has spent years fantasising about the Headmistress she works for. Sat in the outer office she hears every punishment that gets doled out – every swish of the cane, every cry at the sting. She's watched dozens of sore, sorry students shuffle past, clutching at their red bottoms through their school skirts. She's always believed that the Headmistress had no idea how explicit her daydreams were getting, but today she arrived at work to find a mysterious note on her desk: she is to be punished. She doesn't know what for, or how hard it will be to take – but she does know she's to wait in her own office, right where the students sit, and get herself warmed up. It's this delicious anticipation she's here to share with us, in heels, stockings and a figure-hugging pencil skirt. Listen in as she describes her salacious fantasies, and watch as she spanks and paddles herself as thoroughly as she can through her white cotton knickers to get beautifully warmed up for the main event.Earl Grey Has Problems With Errant Librarian Lottie, But Gets To The Bottom Of ItDisorganized, flighty and beautiful, Lottie Lalay has been running a small public library her way, until Earl Grey arrives to evaluate her work and discovers chaos. Put across his knee, Lottie can't believe she's about to be spanked…but her dress is pulled up and thong panties provide no protection in The Librarian. Delicious slow-mo replays!Topless Pantyhose Belt Whipping - HQ ImagesChrissy is strongly considering taking Casey's lead in earning her raise as she is ordered to remove her skirt and blouse. Standing naked in front of her Boss, in only her sheer pantyhose, she is determined to earn that raise. Her beautiful breasts jiggle forward, sniffling as she cries through each stroke of his belt. After her attitude is properly adjusted, she obediently follows him to the couch.FHS Classics - Shannon Carson - Caning On Denim SkirtThere's nothing like a good office caning and that treat is even more special when Firm Hand exclusive model Shannon Carson is on the receiving end. Bent over the back of a chair for a scorching dozen strokes from her boss, Mr Lyons, Shannon is alarmed to discover how much the rod of correction stings through a thin denim skirt. And when the cane breaks…..Zoe Page Discovers Her Desire For Spankings With A Bare Bottom PaddlingKneeling on a desk to be spanked, then lying flat for a blistering dose with a leather paddle, Zoe Page discovers that being spanked is cathartic and energizing all at once in Asking For It. Boss Philip Johnson is all too happy to indulge her desire for spankings, and her bouncing bare bottom is ready to take whatever he can bring…slow-mo jiggle replay!Lying Over A Stool, Bottom Bared, Lottie Lalay Is Soundly StrappedA stinging two-tailed Scottish leather tawse is a perfect implement for a spanking, especially as it lands full across Lottie Lalay's buttocks in The Librarian. Lying over a stool in a thin dress, she thinks it won't be too bad, but of course Earl Grey tells her to bare her bottom for more sting. 'It wraps round both cheeks and has a wicked burn,' Lottie said.A Summer Internship - Ivy Sherwood Sore Bottom College Credit - Part 1Ivy has a job at a small office for a summer internship while she is home from college. Her new boss is a friend of the family and she is looking forward to an easy summer of slacking off surfing the internet for college credit. At her desk, she neglect the work she has been assigned and begins to look at her favorite porn. Oblivious when her boss enters the room, horrified to find her looking at pornography. Scolding her and threatening to tell her parents, Ivy is all to eager to work out alternate arrangements. Standing up to bend over her workstation, skin tight skirt pulled taut as her punishment begins with the yardstick. The thin wood stings up and down her bottom and thighs. Picking up a heavy leather strap and paddle to drive the lesson home. The Boss pulls up her skirt to apply correction to her exposed bubble butt, scolding as he punishes. Lecturing her about modesty, she is instructed to pull her breasts out of her top, now fully exposed under his eye for the remainder of her ordeal. After another round of the yardstick, strap, and paddle, she is sore and contrite. Sitting back down on a sore bottom, she worries that this won't be the last spanking she will suffer this summer.Ashley Lane Punished Hard In The OfficeAshley Lane is convinced by her neighbor Clare Fonda to work for a very strict Mr. Ford. Ashley is so desperate for a job that she is willing to accept corporal punishment from the big guy as part of the arrangement.Long-Lost Brother Turns Into A Fearsome Spanker In Amelia Rutherford's New SeriesCaught trying to delete contact information from her company's database, Amelia Rutherford is swiftly bent over a desk as her brother, Earl Grey, pulls off his leather belt in A Taste for Fashion. A sound strapping on her skimpy panties will persuade her to respect that he's back from South America and is taking over her fashion company. No way!FHS Classics - Stacy Stockton And Alison Miller - Secretary SpankingThe boss is not happy with Stacy Stockton's recent performance in office. From experience he knows, a dose of corporal punishment will improve Stacy's work again immediately. Alison Miller is ordered to witness the punishment, so she gets an idea of what happens to lazy secretaries.Chrissy Marie Punished By Boss - Day 1In part 1 of this custom, Chrissy Marie gets a new job where she must sign a wavier that says if she wants the job, she must accept corporal punishment whenever she messes up. She is late her first day and finds herself of the knee of big boss Mr. Smith for a spanking. Then she receives many strokes with 2 different canes.Our Top Spanker Gets A Spanking: Zoe Page Has Her Bare Bottom Punished!An exciting new series starring top spanker Zoe Page in a dramatic role reversal where it's her bottom being spanked. Asking For It is set at an exclusive country estate in England, where Zoe is a guest experience manager. But her boss, Philip Johnson, is old school and believes in corporal punishment. Zoe has given many spankings, but can she take them?Smitten's Office DisciplineSarah's new personal assistant, Smitten, has completely forgotten to book the flight for Sarah's important business conference. Her only excuse is that she simply forgot. She has two choices, walk out the door with no reference or take the proper discipline from her boss. She knows that is how things are done here so she chooses the punishment. She is bent over the desk and given a spanking over her tight skirt, then over her panties before the bare bottom. Finally, the reformatory strap is taken to her sore red bare bottom.Secretary Seduction Bound For Penalty Swats And Endless Orgasms - Arielle Lane - Part 1Arielle crawls on the begs showing off her long legs in stocking and high heels. Inviting her boss over to pick up the reports he needs for the quarterly meeting, she waits seductively for him to 'accidentally' walk in on her. She is determined to tempt him into exactly what she wants, bending over to show off her bottom in provocative lingerie. She is soon put in her place, ordered over the bed for a memorable discipline, but not the attention she craves. His hands smack down on her perky bottom, spreading her legs to spank her pussy. Her legs spread obediently, submitting to his correction, hoping she will be too much to resist. Ordered to remove her blouse, he picks up as set of bondage straps, binding her arms and legs. Picking up a short cane, he spreads her cheeks for painful stings strokes on her most sensitive parts. Determined to make her suffer, painting her bottom with welts before applying the vibrator to her throbbing cunt. He continues to paddle and cane her as she is worked up to a powerful orgasm. Replacing with a more powerful piece of machinery, she is pushed to orgasm after orgasm, punishing her throbbing cunt with hard swats. Removing her restraints, she promises to turn in her reports from now on.Day Ten Of Her TrainingSecretary Leia-Ann Woods is determined to take her punishments with grace. On day ten of her training in service to her boss, Thomas Cameron, she is prepared for his inspection. He runs his hands and eyes over her outfit – tight skirt, corset, stockings and suspenders, making notes and finding fault with the tiniest detail. When he has completed the examination, he notes how many cold strokes with the cane he should administer – twelve for the traditional morning routine, plus an extra stroke for each mistake. Lifting her skirt and bending over to touch her toes, Leia-Ann takes her punishment stoically. She counts off the stinging strokes as the caning continues, determined to please her fault-finding boss. Will she manage to maintain her composure even through eighteen strokes of the cane?Spanking Glamour - Andi Rose Got A Painful SpankingCorrected By The Boss - A Performance Review For Personal Assistant Stevie - Vol 1Stevie is due for a performance review. In their informal office, she dresses provocatively for the appreciative eye of her boss. Skin tight slacks, skimpy white tank top, soon over his lap for a good spanking. He has warned her about distracting him when work needs to be done. Corrective action will come in the form of a heavy strapping, caning, and paddling. Her office spanking fantasy come true as she is stripped and punished under the Boss's powerful hand.Tables Are Turned As Spanker Zoe Page Is Now The Spankee In Asking For ItA leather tawse bites deep into Zoe Page's round, soft booty as she pushes Philip Johnson to punish her harder in Asking For It. A new role for Zoe, but one she relishes: 'I'm always the one giving punishments at Firm Hand, so being spanked instead gives me a great perspective and a sore bottom!' Enjoy the strap going to work on those cheeks!Naughty Casey Spanked Paddled In Wet Panties - Part 1Young spunky Casey has a thing for her older boss and plays tricks on her to get into trouble. This time her trick got her boss into big trouble with the big boss and Casey is spanked, paddled over her skirt and then wet panties. Further, she has to remove her wet panties and is paddled on the bare bottom while sticking it out as she is straddling a chair. The punishment ends with bare bottom penalty swats.Casey Calvert Is The Dean's Secretary - Spanked, Belted, Strapped, And PaddledIn Mean Girls and a Nerd Punished, the Administrator punishes the girls and the Dean punishes the Administrator. The girls mess up again. The Dean plans to punish everyone involved but first, his Secretary (Casey Calvert) is going to be punished in front of the Administrator (Stevie Rose) to give her an idea what is coming. Casey gets a long, hard OTK spanking on her skirt and then bare bottom. She is then belted, strapped and paddled with the big wooden paddle. She makes some of the sweetest little cries out when that beautiful bottom is swatted!Chrissy Marie Punished By Boss - Day 3Chrissy Marie has one more bad day on the job. When she messes up her workload again, Mr. Smith has her bend over and accept the cane. This time, he has her strip and canes her bare bottom before he puts her over his knee for a painful spanking on her caned bottom. Hard lesson learned.Pandora Blake - Office CaningAfter making a mistake on a vital report, Pandora Blake is in line for a cruel and painful punishment at the hands of her boss. Paul Kennedy berates her for poor work, before making her stand in the corner while he fetches the cane. An obscure clause in her work contract means that when she gets something wrong he's entitled to deal out physical punishment - in this case twelve hard cane strokes. Stripped from the waist down and baring her naked bottom, Pandora bends over to touch her toes. Her boss administers the strokes without a warm up, leaving her with red stripes and a feeling that she won't forget this punishment any time soon.The SwindleMy assistant Monica is very good at her job and I've always trusted her implicitly. This changes when it seems monies are going missing. I need to get to the bottom of this and after some in depth questioning and some subtle threats I soon find that she has been stealing from me to fund her new boyfriend! I don't want to fire her but she must be taught a painful lesson. As you know I am a great believer in corporal punishment and this gave me the chance to justly try it out on Monica's bare bottom. I firstly get her to bend over the desk and bare her bottom for the heavy prison strap before I select one of my heaviest canes and apply the cane to her well bruised bare bottom. A good lesson well learned I hope.My Employee Needs A Strict SpankingMy new secretary I hired is very pretty but she sometimes works in an inappropriate way. She insulted a customer in an e-Mail I I am just telling her that this is not the way I want her to represent my business. So this woman needs a firm correction! I should give her a very decent sound spanking on her naked ass right now. And afterwards she can apologize herself to our customer for her tone. But first the insolent girl will feel the belt and cane.Secretary Spanked And WedgiedSarah is waiting in the office lounge on the couch for Lexi, her troublesome secretary. Lexi has come into work late once again and she is also wearing a skirt that is much too short. Sarah confronts her about the repeated lateness as well as all the other mistakes she has been making recently. Lexi tries to defend herself, but her boss doesn't believe the foolishness coming out of her mouth. Sarah tells her that all the other women are complaining in the office about Lexi's inappropriate skirts. Sarah has Lexi show off her skirt and bend over which reveals more than an indecent glimpse of her panties. Sarah now understands what the coworkers had complained about but Lexi starts mouthing off about this. Sarah has heard more than enough and decides to punish her for this and her many other offenses. The boss delights in giving her secretary embarrassing, hard wedgies, including a spanking over her short skirt, tight panties, then spanked by a hard hand with a further super panty wedgie. The humiliating punishment ends with Lexi bent over the sofa, her long legs and bare bottom fully exposed as she receives a few mean swats from a wooden paddle.FHS Classics - A Caning For Secretary Stacy StocktonCrashing the company car costs gorgeous Stacy Stockton a blistering caning! 13 strokes across her tight dress, then sheer panties and finally bare bottom. Skin striped, big blue eyes wide from the pain! Just what she wants in Secretary? We think so!Secretary Self-Spanking Over SkirtPandora has had a stressful week at work, and she's earned herself a punishment from her boss. She's been nervous about it for days, and she's put a lot of thought into it: she's been sure to wear her tightest, most figure-hugging pencil skirt, and she's arrived exactly on time. Only...he's not there. Turns out he's been called away to an unexpected meeting, and her disciplinary spanking has been cancelled. She's surprised to find that she's disappointed; turns out some of those nerves had been delicious anticipation. It's her own little secret: she's always loved these punishments, and has even been known to earn them for herself on purpose. So there's only one thing for it: she bends over right there in his waiting room, smooths out her tight skirt over the curves of her bottom, and leaves herself as sore and stinging as he would have done. Who needs a man when you can do it yourself?Lazy Secretary Sarah SpankedSarah is a very lazy secretary. She was asked by her boss, Miss Elizabeth, to come in on a Saturday to get the paperwork done that she was behind on. Instead of doing the paperwork, she is laying on the desk scrolling on her phone. Miss Elizabeth enters the room and is extremely annoyed at her employee's lack of work ethic. Sarah acts very blasé about the whole situation as if it is no big deal that she is being paid to do nothing. The infuriated boss takes Sarah over the knee for a good hard spanking across her bare bottom followed by a mean leather strapping bent over the desk in utter shame. A sorry-looking Sarah learns the hard way that lazy behavior in the workplace has very real consequences.FHS Classics - Carey Brooks Spanked In The OfficeCurvy Carey Brooks messes up at The Office with a virus software upgrade, so she's spectacularly spanked by boss Eric Strickman. Bent over a chair, target framed in black lacy panties, see those butt cheeks bounce for 162 smacks, 130 of them bare. Slow-motion bottom quivering replay, too!Corrected By The Boss - A Performance Review For Personal Assistant Stevie - Vol 2Stevie is due for a performance review. In their informal office, she dresses provocatively for the appreciative eye of her boss. Skin tight slacks, skimpy white tank top, soon over his lap for a good spanking. He has warned her about distracting him when work needs to be done. Corrective action will come in the form of a heavy strapping, caning, and paddling. Her office spanking fantasy come true as she is stripped and punished under the Boss's powerful hand.Rose Spanked Over ComplaintsRose has been a little too hands on at work. She gets called into the office of her boss Snow Mercy. There have been several complaints from lady customers who have been fitted for outfits by Rose, who often will grab their bottoms because, as she claims, she needs to in order to fit them for the perfect dress. Rose does not want to get fired and will do anything to keep her job. So her boss tries an extreme form of discipline. She puts Rose over her knee for a long and painful spanking in the office and even uses a wooden rule that runs her bottom bright red.It's The Cane For Belinda, Bent Over A Desk For Zoe Page To Do Her Worst!Belinda is all smiles when Zoe Page swishes a rattan cane through the air, daring her to bring it on in Executive Privilege. Bent flat over the end of an office desk, Belinda discovers that the biting sting of the cane is worse than she expected! Zoe swiftly lifts Belinda's skirt to reveal white panties that provide little protection for that juicy booty!Executive Punishment - 40 From The Belt - 20 From The Strap - Vol 2Alice is petrified by the idea of being spanked, she literally shakes as she waits for the next hard swat. But she is also excited by the idea of being humiliated and shamed by her boss so she deliberately does not finish her quarterly report knowing that she would be severely punished. She is spanked, belted 40 lashes and finally gets the heavy prison strap across her bare bottom. She is gorgeous and the punishment is real.The School Secretary's FantasyPrim, proper school secretary Pandora Blake has a dirty little secret: in idle moments, they like to pass the time by entertaining deeply sexy fantasies about being tied down to their desk by one of the teachers and spanked ruthlessly. Miss Kelley May is a particular favorite of theirs, with her penchant for figure-hugging pencil dresses and her strict demeanor. Join them inside one of these reveries now, as their already-reddened bottom is beaten to blisters with Miss May's supple leather belt. When Pandora is fully warmed up, she reaches for the strap she uses on naughty schoolgirls to really drive the point home. Before long, our imaginative secretary has been driven thoroughly to distraction - the perfect time for the object of their affections to fuck them with a dildo until they give in to a crashing, toe-curling orgasm right there over their own polished wood desk. A fantasy like this could certainly liven up a boring meeting with the School Governors...Topless Pantyhose Belt Whipping - Office Blackmail - Head Or Tails - 2Chrissy is strongly considering taking Casey's lead in earning her raise as she is ordered to remove her skirt and blouse. Standing naked in front of her Boss, in only her sheer pantyhose, she is determined to earn that raise. Her beautiful breasts jiggle forward, sniffling as she cries through each stroke of his belt. After her attitude is properly adjusted, she obediently follows him to the couch.Bent Over, Hands On The Wall, Alison Learns To Stay Off Social Media In The OfficeDistracted by social media news of a girlfriend splitting with her guy, instead of focusing on work, Alison's in trouble with boss John Friday. He's in the mood for giving a spanking with a leather strap! Secretarial Challenge turns up the heat on Alison Miller's jiggling bubble butt as she struggles to hold position, bent over, hands against the wall. Epic slow-mo!Final Warning For Legal PA Lucy Lauren Means A Caning On Her Perfect Bare BottomShe's provocative, sassy and beautiful: how could legal partner Earl Grey resist giving PA Lucy Lauren's gorgeous bottom a caning in Desire for Discipline? She doesn't think his 'little stick' will hurt too much, but that rattan cane delivers a mean sting and stripe to a young lady's behind, especially when it's bare. But Lucy asks to take off her clothes!FHS Classics - Valerie Bryant - The Learning CurveTrainee teachers have a hard time with Mr Anderson's introduction to corporal punishment in Learning Curve. Pretty Valerie Bryant has to bend over for her first-ever caning. Five on her skirt, six on panties, six bare. Great Reaction Cam teeth-gritting!FHS Classics - Stacy Stockton - Secretary Punishment'I think something like this calls for severe punishment,' pretty Secretary Stacy Stockton admits to boss Patrick Bateman. She let his fired secretary into the office, not knowing he has a restraining order on her. Stacy takes12 hard with the board, some bare butt!Sexetary Spanked & StrappedAmelia attracts a lot of attention in the office and with some new responsibilities in getting new contracts she has been successful... but her boss, Miss Elizabeth has found out why she has done so well by offering sexual favors and wearing slutty clothing for the male clients. Elizabeth calls her into her office and is shocked at the attire she is wearing and her shameless attitude to the accusations when she admits everything about her behavior is all true! She is a secretary... not a 'sexetary.' The boss decides to give this slut a taste of her own medicine if she wants to remain in her company then she will need to take a spanking! Amelia finds all this rather amusing to start with but it soon becomes apparent (when her tiny panties are removed) that Elizabeth is upset as she smacks her bare bottom harder and harder. Worse is in store for the slutty secretary as she feels a thick leather strap across her already sore bottom. Amelia finally learns that offering sexual favors to get contracts is wrong and that she needs to show more respect for her office colleagues! This film will appeal to fans of Amelia as the forthright, shameless brat and Elizabeth as the no-nonsense, stern authority figure!Top Author Visits Lottie's Library, But She's Getting A Spanking From Her Boss FirstInappropriate or what! Earl Grey rocks up at one of the top libraries in the country to discover chaos with Lottie Lalay's unique systems as The Librarian. Her methods work, as she's attracted a top author to talk about her new book. But Earl Grey decides she needs a spanking anyway, pulls out a leather paddle, and bends her over a chair. Splendid idea!Chrissy Marie Punished By Boss - Day 2Chrissy Marie messes up her report at work. She is given a choice of having money deducted from her paycheck for the screw up, or accepting more punishment. She agrees to the caning and must bend over for several whacks with two different canes before going over the knee of her boss for a spanking.Chrissy Marie Punished At WorkChrissy Marie is so desperate for work that she takes a job that uses corporal punishment when workers break the rules. She is late for her first day on the job, but she signs the contract that allows Human Resources director Snow Mercy to punish Chrissy for her tardiness. Chrissy also arrives sweaty as she hurried to work. This is a fashion business so this is another offense. Chrissy gets caned and paddled on her first day on the job and quickly learns how things will be when she screws up on the job.Donna Draper's Secretary at Dreams of SpankingInspired by Mad Men, but with a hot queer twist, Pandora Blake and Vix Vixxxen star in 'Donna Draper's Secretary.' This secretarial caning film begins with Vix getting a stern dressing down for her bad attitude, and six strokes of the cane through her tight black skirt. But her insolence continues, so Pandora decides she'll need a sharper lesson. She instructs her to lift her skirt, revealing sheer knickers and black stockings. Then six more strokes are in order... Inspired by Mad Men, but with a hot queer twist, Pandora Blake and Vix Vixxxen star in 'Donna Draper's Secretary.' This secretarial caning film begins with Vix getting a stern dressing down for her bad attitude, and six strokes of the cane through her tight black skirt. Inspired by Mad Men, but with a hot queer twist, Pandora Blake and Vix Vixxxen star in 'Donna Draper's Secretary.' This secretarial caning film begins with Vix getting a stern dressing down for her bad attitude, and six strokes of the cane through her tight black skirt.Secretary Seduction Bound For Penalty Swats And Endless Orgasms - Arielle Lane - Part 2Arielle crawls on the begs showing off her long legs in stocking and high heels. Inviting her boss over to pick up the reports he needs for the quarterly meeting, she waits seductively for him to 'accidentally' walk in on her. She is determined to tempt him into exactly what she wants, bending over to show off her bottom in provocative lingerie. She is soon put in her place, ordered over the bed for a memorable discipline, but not the attention she craves. His hands smack down on her perky bottom, spreading her legs to spank her pussy. Her legs spread obediently, submitting to his correction, hoping she will be too much to resist. Ordered to remove her blouse, he picks up as set of bondage straps, binding her arms and legs. Picking up a short cane, he spreads her cheeks for painful stings strokes on her most sensitive parts. Determined to make her suffer, painting her bottom with welts before applying the vibrator to her throbbing cunt. He continues to paddle and cane her as she is worked up to a powerful orgasm. Replacing with a more powerful piece of machinery, she is pushed to orgasm after orgasm, punishing her throbbing cunt with hard swats. Removing her restraints, she promises to turn in her reports from now on.VP And Department Head Punished - Part 2When Apricot's assistant messed up her calendar she missed a very important meeting. Now she and her boss are both in trouble. Her bottom is worn out over her boss' lap before she is paddled, paddled in the diaper position and receives 15 Penalty Swats! All on her bare bottom. Then her boss is punished with a good spanking and bare bottom paddling with a wood paddle.Any Excuse For A Spanking: Lottie Lalay Feels The Burn Of A YardstickEarl Grey seems to simply make up excuses to spank classy Lottie Lalay in The Librarian. Who can blame him, as her pert bottom is spanked with a long wooden stick! Her thin skirt gives little protection, but she's instructed to take it off anyway to reveal her delicious curvy bare buttocks for a jiggling spanking. 'It stung way more than I thought!' said Lottie.Penalty Swats ThreeOne word, 'Salacious.' Spanking's sexiest model, Casey Calvert, is a naughty junior executive who made the boss (Stevie Rose) mad in order to get some attention. At the end of the punishment she is told to get on all fours with her bottom up, open and spread wide apart to be spanked on her completely exposed and sensitive bottom hole. Just the little squeals are worth the film!How Could Pretty Librarian Lottie Lalay Allow A Senior Employee To Spank Her?Earl Grey never runs out of excuses to spank lovely Lottie Lalay's bare bottom in The Librarian. He allows her the modesty of a skirt to start with, but he really wants her bottom bare - and we can see why when she takes off her skirt! The riding crop cracks and snaps on bare skin, turning her already-spanked buttocks a deeper red: there's more to come!Secretarial ShenanigansJohn runs a small marketing company and the ol' Boomer struggles with some new technology from time to time. For example; The Zoom Call he attempts to make for an important meeting with his peers goes badly wrong when the other remote attendees are giggling at him as a filter has been added to his video feed making him look as foolish as that old geezer looking like a cat on the news! John terminates his connection, calls in Audrey (his sexy P.A.), and discovers she last used the Zoom app adding a filter that she hadn't removed! She understands his discomfort and knows that she will be feeling that soon across her beautiful backside. Discipline in John's company, as she knows full well, is with an old-fashioned spanking (it's why he pays her more and takes advantage of her mistakes). He spanks her magnificent jiggling booty over his lap and her sexy panties are pulled down over her stocking-clad legs. Her bottom turns as red as her tight skirt before she is given the final part of her punishment... a hard leather paddling with her bent provocatively over his desk. Her bouncing buttocks turn a darker, shameful hue of burning crimson as the leather swats ensure Audrey learns her lesson about remembering to change back any settings she used on the workplace computers.FHS Classics - Shannon Carson - Panties Down OTK SpankingStunning Shannon Carson has a bottom designed for chastisement! Full-cheeked and generously sculpted, it cries out to be spanked and set wobbling oh-so-deliciously. Already marked from 'playing' with her boyfriend, Shannon protests as she's put across her boss's knee after failing to ensure a package is delivered to a client. It's payback time. A lost client means a sound spanking!Secretary Lorna Shannon In TroubleLorna Shannon is good at her job, when she applies herself to it, which is not often. But on top of that money had been missing from the business. Sarah visits the young lady at home to discuss this and to give her the chance to own up to having taken the money. Sarah has the proof but Lorna will not own up. She has to be punished. This will be in two parts, the first of which involves her going over the knee to get the very first spanking of her young life. It's hard and it is meant to be a punishment. We take our time to find the most beautiful, sexy, naughty girls for you. We know you will love the first punishment of Lorna ShannonRussian Secretary Abused And SpankedRussian Secretary Abused And Spanked. Russian secretary at the mercy of her perverse boss. Pure humiliation!Executive Punishment - 40 From The Belt 20 From The StrapAlice is petrified by the idea of being spanked, she literally shakes as she waits for the next hard swat. But she is also excited by the idea of being humiliated and shamed by her boss so she deliberately does not finish her quarterly report knowing that she would be severely punished. She is spanked, belted 40 lashes and finally gets the heavy prison strap across her bare bottom. She is gorgeous and the punishment is real.Punished On Company Time - Bent Over By The Boss - Part 2Minx often slacks off when her boss is away from the office. The phone has been ringing non stop and a handful of customer complaints have mad their way to the boss. Catching her in the break room, Minx is in for a stern scolding before she is bend over the chair for much needed discipline. The lash of the martinet makes contact with her skin tight skirt, heavy leather tails biting into her voluptuous backside. Scolding as the lashes fall, Minx keeps her hands on the chair, crying out as she is disciplined. Picking up a thick strap, the Boss threatens to open the door to the break room so her co-workers can witness her humiliating treatment. The wood paddle cracks across the thin fabric of her skirt, the pain buckling her knees as she struggles to take her swats. Pulling her skirt up to check his progress, the paddling continues on her swollen red bottom visible over skin tight pantyhose. Instructed to remove her white blouse, revealing her lack of bra, her shapely breasts are exposed. Minx obediently takes a stressful and painful position on all fours over the ottoman and chair. The strap whistles through the air, cracking across her upturned bottom, crying out with each powerful delivery. Ripping through the crotch of thin nylon pantyhose, her swollen globes are exposed for further punishment with the strap. Soon her panties are ripped down for fully bare humiliating discipline. The strap, the martinet, and paddle bite into her exposed flesh, Minx is blistered and sorry, vowing to be a good employee from now on.
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