Headmaster Fetish Videos & Clips
I'm Headmaster, and I specialize in the art of corporal punishment. I love the feel of a bare bottom during a session of hard caning or a long bout of paddling.
Whether it's a scene involving a school uniform or a roleplay centered on domestic discipline, I keep things strict. I enjoy the intensity of otk spanking and the sting of tawsing. My work often features classic spanking and vintage spanking styles that leave a mark.
I'm a fan of strapping and the way it complements a session of sex and spanking. For those who like it a bit more focused, I provide pussy spanking and pussy slapping.
From a schoolgirl in a classroom to a spanked wife at home, I make sure the discipline is proper. I'm Headmaster, and I'm here to deliver a classic caning you won't forget.
Headmaster Fetish Videos & Clips
I'm Headmaster, and I specialize in the art of corporal punishment. I love the feel of a bare bottom during a session of hard caning or a long bout of paddling.
Whether it's a scene involving a school uniform or a roleplay centered on domestic discipline, I keep things strict. I enjoy the intensity of otk spanking and the sting of tawsing. My work often features classic spanking and vintage spanking styles that leave a mark.
I'm a fan of strapping and the way it complements a session of sex and spanking. For those who like it a bit more focused, I provide pussy spanking and pussy slapping.
From a schoolgirl in a classroom to a spanked wife at home, I make sure the discipline is proper. I'm Headmaster, and I'm here to deliver a classic caning you won't forget.
Headmaster XXX Latest Videos
Late Again For School 1080p WMV For Media Player
10/4/26 3:39 AM•11 min•914 MB•wmv•1080p
Late Again For School 1080p WMV For Media Player
10/4/26 3:39 AM•11 min•914 MB•wmv•1080pPrezzo$17.99 USDCategoriaBastonateCategorie CorrelateSculacciate OTK,Uniforme scolastico,Sculacciata,Sculacciata M/F,FrustateParole chiaveSchoolgirl,School Punishments,Corporal Punishments,Sculacciata,Sculacciate OTK,Bastonate,Spanking M/f,School Uniforms,Spanked Schoolgirls,Frustate,Pagaia,Schoolgirls,School Spankings,Corporal Punishment,Hard CaningCreatoriHeadmaster, Rachel Lloyd, Annie WilsonDescrizioneFeaturing: Annie Wilson as Annie, Rachel Lloyd as Paula and Steve Bickerstaff as Mr Barton the Headmaster
Strict Headmaster Mr. Barton summons two mischievous sixth-form girls, Annie and Paula, to his study after the local sweet-shop owner reports them for stealing.
He orders Annie to bend over the desk and raise her skirt. A long, hard, bare-bottom hand spanking follows, sharp, loud smacks that turn her soft cheeks a vivid, glowing red while she yelps and squirms. Paula then receives the same thorough treatment, her bottom thoroughly roasted until it matches Annie’s in colour and heat.
Both girls are made to stand side-by-side with hands on their heads, skirts still raised, their bright red, stinging bottoms fully on display while the Headmaster lectures them for embarrassing the school. He warns that any further trouble will bring a far more severe punishment.
Thoroughly chastened, the two girls leave the study rubbing their sore, blazing bottoms.
Text by Mistress Eleise
Video Information
The video "Late Again For School (2002)" is a short erotic corporal punishment film written, directed and produced by Cliff James.
Please note this clip is from the Top Marks Video Archives, the quality is not up to the HD standard of videos produced today
Maid For Spanking 1080p WMV For Media Player
9/27/26 10:13 AM•11 min•1124 MB•wmv•1080p
Maid For Spanking 1080p WMV For Media Player
9/27/26 10:13 AM•11 min•1124 MB•wmv•1080pPrezzo$16.99 USDCategoriaSculacciataCategorie CorrelateBastonate,Sculacciate con spazzola,Matura,Sculacciate OTK,UniformiParole chiaveSculacciata,M/f Spanking,Spanked Wife,Big Bottom,Frustate,Corporal Punishment,Punished Maid,Pagaia,Bare Botttom,Hand Spanking,Domestic Discipline,Uniformi,Maid,Matura,Jean BradleyCreatoriHeadmaster, JeanDescrizioneFeaturing: Jean Bradley as The Wife and Steve Bickerstaff as The Husband
After complaining about poor service — cold plates, soggy feet and not enough of a smile — Steve decides his wife Jean needs proper correction. He bends her over the table, lifts her skirt and delivers a firm, thorough bare-bottom hand spanking.
Her soft cheeks quickly turn a glowing red under his stinging palm. She gasps and admits it feels “quite nice... a bit stinging,” clearly enjoying the heat building across her bottom.
He continues the spanking on the bed, then switches to an implement that cracks sharply and leaves a deeper, hotter sting. Her bottom grows increasingly red and warm as she squirms, moans and encourages him to keep going.
By the end her cheeks are hot, well-spanked and thoroughly marked, both of them openly enjoying the long, playful session.
Text by Mistress Eleise
The video "Maid For Spanking" (2002) is a short erotic corporal punishment film written, directed and produced by Cliff James.
Please note: This clip is from the Top Marks Video Archives. The quality is not up to the HD standard of videos produced today.
Night Howls 1080p WMV For Media Player
9/24/26 8:44 AM•12 min•1645 MB•wmv•1080p
Night Howls 1080p WMV For Media Player
9/24/26 8:44 AM•12 min•1645 MB•wmv•1080pPrezzo$19.99 USDCategoriaSculacciataCategorie CorrelateBastonate,Sculacciate OTK,Uniforme scolastico,Sculacciata M/F,FrustateParole chiaveHeadmaster Spanking,Bare Bottom Spanking,Leather Strap Punishment,Schoolgirl Uniform,Mature Student,Over The Desk,Sit-spot Strapping,Panties Down,Strict Discipline,Detention Spanking,School Office Punishment,Skirt Up Spanking,Evening DetentionCreatoriHeadmaster, JoJoDescrizioneFeaturing: JoJo Mooney as Miss June Johnson and Steve Bickerstaff as Mr. Barton the Headmaster.
Headmaster Mr Barton sat alone in his dimly lit office at Waterhouse Moor, already regretting the evening classes. Then Miss Johnson walked in, a mature student who had barely attended Italian, now dressed in full school uniform: white blouse, short grey pleated skirt, knee socks and black shoes, the outfit clinging to her curvaceous figure.
He treated the costume as the invitation it was. Skirt up, white cotton panties yanked to her knees, her plump bare bottom presented over the oak desk. A long, hard hand spanking turned those cheeks a stinging pink while he scolded her for wasted lessons and the insult of the uniform. Then came the heavy leather strap, crack after crack across her sit-spots and the backs of her thighs until her backside and upper legs were swollen, welted and a deep angry red.
He left her standing face to the wall, hands on her head, skirt still raised, to think about how a grown woman who plays the schoolgirl is punished like one.
Text by Mistress Eleise
Video Information
The video "Night Howls" is a short erotic corporal punishment film written, directed and produced by Cliff James.
Please note: This video is from the archives and is not up to the standard of today's HD clips.
I Testimoni 1080p WMV Per Media Player
9/18/26 11:28 AM•11 min•808 MB•wmv•1080p
I Testimoni 1080p WMV Per Media Player
9/18/26 11:28 AM•11 min•808 MB•wmv•1080pPrezzo$17.99 USDCategoriaBastonateParole chiaveSculacciata,M/f Spankings,Bastonate,Domestic Discipline,Hand Spanking,Frustate,Tawsing,Segretaria,Bare Bottom Caning,Punishment Caning,Real Tears,Cane Marks,Cane Stripes,Bottom Marks,Red BottomCreatoriHeadmaster, Mr Foxton, Rachel Lloyd, Monica, Vicky, SarahDescrizioneCon: Therese nei panni della viziata Victoria, Steve Bickerstaff nei panni di Marcus Wesley-Jones, Rachel Lloyd nei panni di Debbie Wesley-Jones, Monica Rose nei panni della segretaria e John Rundell nei panni del capo di Marcus, il signor Foxton
La segretaria Monica è appena stata punita con la canna. Marcus Wesley-Jones torna alla sua conversazione con il suo capo, il signor Foxton, quando la sua figliastra Victoria irrompe, lamentandosi che la sua matrigna l'ha sculacciata e punita con la canna.
Marcus chiede perché. Una volta che sente il motivo e vede le prove, le dice che meritava ogni colpo e che aggiungerà una severa punizione con la canna da parte sua.
* * * Precedentemente * * *
Debbie riceve una chiamata dalla preside: Vicki ha bestemmiato, si è comportata male e ha disegnato immagini pornografiche durante la lezione d'arte. Mostratele i disegni, Debbie è inorridita.
Risparmia la canna e vizia la ragazza è il suo motto. Mette Vicki in ginocchio per una dura sculacciata e una cinghiata sui suoi jeans attillati, poi prende una canna con manico ricurvo. Mutandine giù, Vicki riceve una severa punizione con la canna sul sedere nudo seguita da una completa sculacciata sopra il ginocchio.
Un video disciplinare in due parti: la feroce punizione domestica di una matrigna, poi un patrigno che decide che la lezione non è finita.
Testo di Mistress Eleise
Informazioni sul video
Il video "The Witnesses" (2003) è un breve film erotico di punizioni corporali scritto e diretto da Cliff James.
Si prega di notare che questo clip proviene dagli Archivi Video Top Marks; la qualità non è all'altezza dello standard HD dei video prodotti oggi.
- 9/16/26 5:58 AM•18 min•5028 MB•mp4•1440p
Un risveglio brusco 1440p MP4
9/16/26 5:58 AM•18 min•5028 MB•mp4•1440pPrezzo$25.99 USDCategoriaBastonateCategorie CorrelatePagaia,Schiaffi vaginali,Sculacciata,Sculacciata M/F,FrustateParole chiaveDomestic Discipline,Bastonate,M/f Spankings,Sex And Spanking,Sculacciata,Schiaffi vaginali,Pussy Teasing,Frustate,Pussy Spanking,Nurse's Uniform,Bastonate Classiche,Cane Marks,Cane Stripes,Bottom Marks,Red BottomCreatoriHeadmaster, JeanDescrizioneCon Jean Bradley e Steve Bickerstaff
Steve conclude una lunga serata a disciplinare sua moglie e la sua spalla duole. Chiama la sua infermiera birichina preferita. Jean arriva in un'uniforme bianca aderente, pronta a compiacere.
Un massaggio delicato è solo l'inizio. Steve decide che la spalla ha bisogno di una prova adeguata e produce una collezione di strumenti. Jean sale sul letto a quattro zampe e presenta il suo fondoschiena.
Inizia con una frusta flessibile, applicando colpi secchi e pungenti che presto la fanno spingere indietro per averne di più. Segue una cinghia di cuoio più pesante, ogni colpo fa rimbalzare le sue natiche finché non brillano di un rosso rosato profondo.
Poi arriva la canna. Sei buoni colpi, duri e taglienti, lasciano segni vividi sulla sua carne già indolenzita. Jean li accetta con un misto di sospiri e risate.
Alla fine il suo fondoschiena è in fiamme. Steve strofina le natiche rigate e lei sorride: indolenzita, ma molto piacevole. La prossima volta, dice, potrebbe toccare a lei testare quella spalla.
Testo di Mistress Eleise
Il video "A Rude Awakening" (2002) è un breve film erotico di punizione corporale scritto, diretto e prodotto da Cliff James.
Questo clip proviene dagli Archivi Video Top Marks. Si prega di notare che la qualità non è all'altezza dello standard HD dei video prodotti oggi.
La canna di Jean Bradley 1080p MP4
9/13/26 12:24 PM•10 min•604 MB•mp4•1080p
La canna di Jean Bradley 1080p MP4
9/13/26 12:24 PM•10 min•604 MB•mp4•1080pPrezzo$15.99 USDCategoriaBastonateCategorie CorrelateBastonate Classiche,Matura,Schiaffi vaginali,Sculacciata,FrustateParole chiaveDomestic Discipline,Bastonate,M/f Spankings,Sex And Spanking,Sculacciata,Frustate,Tawsing,Schiaffi vaginali,Pussy Spanking,Sculacciate Classiche,Nurse's Uniform,Cane Marks,Red Bottom,Bare Bottom,Bottom MarksCreatoriHeadmaster, JeanDescrizioneCon Jean Bradley e Steve Bickerstaff
La bastonatura di Jean Bradley - Seconda parte di Un risveglio brusco
Niente colazione per Steve 1080 WMV per lettore multimediale
9/13/26 8:04 AM•22 min•3179 MB•mp4•1080p
Niente colazione per Steve 1080 WMV per lettore multimediale
9/13/26 8:04 AM•22 min•3179 MB•mp4•1080pPrezzo$34.99 USDCategoriaSculacciataCategorie CorrelateBastonate,Sculacciate OTK,Schiaffi vaginali,Sculacciata M/F,FrustateParole chiaveBastonate,Domestic Discipline,M/f Spankings,Pagaia,Frustate,Schiaffi vaginali,Pussy Spreading,Otk Spankings,Hairbrush Spanking,Matura,Hard Punishment,Pussy Spanking,Cane Marks,Marks,Bottom MarksCreatoriHeadmaster, SarahDescrizioneCon: Sally Cavender nei panni della Moglie Pigra, Steve Bickerstaff nei panni del Marito Irato
Steve arriva a casa aspettandosi la colazione inglese completa che aveva richiesto. Invece trova sua moglie Sally che prepara una borsa da spiaggia, più interessata a un pomeriggio di bagni di sole con la sua amica che a sfamare il suo laborioso marito.
La sua pazienza si spezza. La trascina attraverso le sue ginocchia, le tira giù i pantaloncini e le mutandine, e le somministra una lunga e dura sculacciata a mano sul sedere nudo che trasforma rapidamente le sue morbide natiche in un rosso profondo e luminoso.
Segue una pesante cinghia di cuoio, che schiocca ripetutamente sulla carne già dolorante e solleva larghe strisce brucianti. Non ancora soddisfatto, Steve la piega sul bracciolo del divano e le dà sei colpi di canna precisi e dolorosi, lasciando vividi lividi in rilievo.
Infine le apre le cosce e rivolge la cinghia sulla sua figa esposta, sferrando colpi taglienti e pungenti direttamente sulle labbra delicate finché non sono gonfie, arrossate e pulsanti.
Alla fine Sally rimane piegata, con il sedere e la figa completamente segnati e brucianti, con un chiaro avvertimento che la prossima volta la colazione sarà pronta.
Testo di Mistress Eleise
Informazioni sul video
Il video "No Breakfast For Steve" (2002) è un breve film erotico di punizione corporale scritto, diretto e prodotto da Cliff James.
Nota: questa clip proviene dagli archivi di Top Marks Videos. Essendo una registrazione d'epoca, la qualità non è all'altezza dello standard HD dei video prodotti oggi.
La lezione imbarazzante della segretaria Monica 1080p WMV per lettore multimediale
9/7/26 11:48 AM•15 min•2062 MB•wmv•1080p
La lezione imbarazzante della segretaria Monica 1080p WMV per lettore multimediale
9/7/26 11:48 AM•15 min•2062 MB•wmv•1080pPrezzo$26.99 USDCategoriaBastonateCategorie CorrelateBastonate Classiche,Sculacciate OTK,Sculacciata,Sculacciata M/F,FrustateParole chiaveSculacciata,M/f Spanking,Sculacciate Classiche,Pagaia,Bastonate,Sculacciate OTK,Frustate,Umiliazione,Segretaria,Domestic Discipline,Hard Caning,Spanked Secretary,Punishment Caning,Vintage Spanking,Bastonate ClassicheCreatoriHeadmaster, Mr Foxton, Rachel Lloyd, Monica, VickyDescrizioneCon
Monica Rose come la segretaria
Steve Bickerstaff come Marcus Wesley Jones
Rachel Lloyd come Debbie Wesley Jones
Therese come la viziata figliastra Vicki
John Rundell come Mr. Foxton
Dopo aver punito con la canna sua moglie Debbie fino a un finale ben striato e singhiozzante, Marcus rivolge la sua attenzione alla compiaciuta segretaria Monica, che ha osservato con aperto divertimento. Per ordine del signor Foxton, a Monica viene ordinato di abbassare le mutande e di presentarsi accanto alla ancora punita Debbie.
Marcus prima somministra una sculacciata a mano nuda, accurata e dura, che trasforma rapidamente il pallido sedere di Monica in un rosa acceso e bruciante. Poi la frusta con la sua pesante cintura di cuoio, sollevando grossi lividi sulle sue natiche, prima di finirla con una severa fustigazione di diciotto colpi di canna. Alla fine, Monica rimane piegata sul divano, con il sedere gonfio e completamente segnato, singhiozzante e completamente umiliata davanti al suo capo e a Debbie.
Testo di Mistress Eleise
Informazioni sul video
Il video "Secretary Monica's Embarrassing Lesson" (2002) è un breve film erotico di punizione corporale scritto, diretto e da Cliff James.
- 9/3/26 5:02 AM•9 min•4036 MB•mp4•1080p
The Witnesses 1080p MP4
9/3/26 5:02 AM•9 min•4036 MB•mp4•1080pPrezzo$17.99 USDCategoriaBastonateCategorie CorrelateBastonate Classiche,Sculacciate OTK,Sculacciata,Sculacciata F/M,FrustateParole chiaveSculacciata,M/f Spankings,Bastonate,Domestic Discipline,Hand Spanking,Frustate,Tawsing,Segretaria,Hard Caning,Umiliazione,Caned Secretary,Bare Bottom Caning,Punishment Caning,Real Tears,TearsCreatoriHeadmaster, Mr Foxton, Rachel Lloyd, Monica, Vicky, Sarah, Susan, Sam Johnson, Teresa MayDescrizioneFeaturing:
Therese as the bratty Victoria
Steve Bickerstaff as Marcus Wesley-Jones
Rachel Lloyd as Debbie Wesley-Jones
Monica as the secretary
John Rundell as Marcus's boss Mr Foxton
Secretary Monica has just been caned. Marcus Wesley-Jones returns to his conversation with his boss, Mr Foxton, when his stepdaughter Victoria bursts in, complaining that her stepmother has spanked and caned her.
Marcus asks why. Once he hears the reason and sees the evidence, he tells her she deserved every stroke and that he will add a hard caning of his own.
Previously
Debbie takes a call from the headmistress: Vicki has been swearing, misbehaving and drawing pornographic pictures in art class. Shown the drawings, Debbie is horrified.
Spare the rod and spoil the girl is her motto. She puts Vicki over for a hard spanking and strapping over her tight jeans, then fetches a crook-handle cane. Knickers down, Vicki receives a severe bare-bottom caning followed by a thorough over-the-knee spanking.
A two-part discipline clip: a stepmother’s fierce home punishment, then a stepfather who decides the lesson is not finished.
Text by Mistress Eleise
Video information
The Video "The Witnesses" (2003) is a short erotic corporal punishment film written and directed by Cliff James.
Please note this clip is from the Top Marks Video Archives; the quality is not up to the HD standard of videos produced today.
- 9/2/26 11:47 AM•11 min•6422 MB•mp4•1440p
Two Spanked Girls 1440p MP4
9/2/26 11:47 AM•11 min•6422 MB•mp4•1440pPrezzo$19.99 USDCategoriaSculacciataCategorie CorrelateBastonate,Sculacciate OTK,Sculacciata F/F,Sculacciata M/F,FrustateParole chiaveLesbians,Domestic Discipline,Pagaia,Frustate,Sex And Spanking,Schiaffi vaginali,Pussy Spreading,Otk Spankings,Hairbrush Spanking,Pussy Spanking,Mogli calde,Sculacciate Classiche,Vintage Spanking,M/f Spanking,F/f SpankingCreatoriHeadmaster, Sarah, SusanDescrizioneFeaturing
Sally Cavender as Sally
Steffie as Stephanie
Steve Bickerstaff as Sally’s husband Steve.
Steve comes home early and finds his wife Sally and her girlfriend Stephanie naked in the bedroom, spanking and paddling each other’s bare bottoms after a bout of playful lesbian fun.
Furious, he orders both women to the front room. The punishment has a humiliating twist: he will spank and strap them himself, and they will be made to punish each other while he watches.
Steve puts each girl over his knee in turn for a hard bare-bottom hand spanking that quickly turns their cheeks a burning pink. Then comes the heavy leather strap, laid on with powerful strokes until both bottoms are hotter, redder and marked.
The real sting is what follows. Sally must bend Stephanie over the sofa and strap her already sore cheeks. Stephanie is then ordered to return the favour on Sally. Steve directs every stroke as the two naked women reluctantly spank and strap one another, bottoms bouncing under the leather.
By the end both girls are glowing a deep fiery red, covered in handprints and thick strap marks, whimpering through the humiliation of punishing their best friend’s tender, quivering backside.
Text by Mistress Eleise
Video Information:
The video "Two Spanked Girls" (2002) is a short erotic corporal punishment film written, directed and produced by Cliff James, owner of Top Marks Videos.
- 9/1/26 2:14 PM•10 min•5445 MB•mp4•1440p
Two Caned Girls 1440p MP4
9/1/26 2:14 PM•10 min•5445 MB•mp4•1440pPrezzo$16.99 USDCategoriaBastonateCategorie CorrelateBastonate Classiche,Sculacciate OTK,Sculacciata,Sculacciata M/F,FrustateParole chiaveSculacciata,M/f Spanking,Pagaia,Frustate,Pussy Spanking,Group Spanking,Hard Caning,M/f Caning,Sculacciate Classiche,Domestic Discipline,Group Caning,Vintage Spanking,Cmnf,Haed Caning,Caned GirlsCreatoriHeadmaster, Sarah, SusanDescrizioneFeaturing
Sally Cavender as Sally
Steffie as Stephanie
Steve Bickerstaff as Steve
After catching his wife Sally and her girlfriend Stephanie eagerly spanking and paddling each other’s bare bottoms, Steve is furious. He orders both naughty girls to bend over the sofa side by side, their plump, bare bottoms thrust out invitingly, for a severe caning.
With his long, whippy rattan cane, Steve delivers hard, stinging strokes that make both girls gasp, yelp, and squirm desperately. The cane bites deeply into their soft, bouncing cheeks, leaving vivid red welts as he thoroughly punishes their bare bottoms.
This is a very strict and highly charged domestic discipline scene with plenty of scolding, a long hard caning, and two very sore, glowing red bottoms by the end.
Highly recommended for fans of husband-led punishment and naughty wives getting exactly what they deserve on their bare bottoms!
Text by Mistress Eleise
Video Information:
The video “Two Caned Girls” (2002) is a short erotic corporal punishment film written, directed and produced by Cliff James.
- 8/29/26 4:41 AM•11 min•1572 MB•mp4•1080p
Maid For Spanking 1080p MP4
8/29/26 4:41 AM•11 min•1572 MB•mp4•1080pPrezzo$19.99 USDCategoriaSculacciataCategorie CorrelateBastonate,Sculacciate con spazzola,Sculacciate OTK,Sculacciata M/F,FrustateParole chiaveSculacciata,M/f Spanking,Spanked Wife,Big Bottom,Frustate,Corporal Punishment,Punished Maid,Pagaia,Bare Botttom,Hand Spanking,Domestic Discipline,Uniformi,Maid,Matura,Jean BradleyCreatoriHeadmaster, JeanDescrizioneFeaturing
Jean Bradley as The Wife
Steve Bickerstaff as The Husband
After complaining about poor service — cold plates, soggy feet and not enough of a smile — Steve decides his wife Jean needs proper correction. He bends her over the table, lifts her skirt and delivers a firm, thorough bare-bottom hand spanking.
Her soft cheeks quickly turn a glowing red under his stinging palm. She gasps and admits it feels “quite nice... a bit stinging,” clearly enjoying the heat building across her bottom.
He continues the spanking on the bed, then switches to an implement that cracks sharply and leaves a deeper, hotter sting. Her bottom grows increasingly red and warm as she squirms, moans and encourages him to keep going.
By the end her cheeks are hot, well-spanked and thoroughly marked, both of them openly enjoying the long, playful session.
Text by Mistress Eleise
The video "Maid For Spanking" (2002) is a short erotic corporal punishment film written, directed and produced by Cliff James.
