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Scenes tagged 'cross-dressing'

The Loose Hem

Film (running time 15:11) with gallery of 44 photos
Updated 5 Jun 2016
The Loose Hem

Vincent visits his wife's younger sister, Molly, with a skirt that needs hemming. Molly has always been a tease, and now her flirting puts Vincent in a compromising position as his secret is revealed.

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Tags: cross-dressing, Dave Dodgy, domestic, embarrassing, erotic, film, F|M, hand spanking, hard punishment, Molly Malone, OTK, photogallery, playful, ruler, stockings, Vincent Brennan, welts

The Schoolgirl's Revenge

Film (running time 17:05) with gallery of 72 photographs
Updated 5 Jun 2016
The Schoolgirl's Revenge

A schoolgirl spanking with a twist. Molly Malone punishes her old headmaster John Beecroft - she makes him cross-dress in a schoolgirl's uniform, then take a hand spanking, the slipper, belt and cane.

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Tags: behind the scenes, belt, blackmail, bondage, British, cane, cross-dressing, edgy, embarrassing, fair, film, F|M, hand spanking, hard punishment, humiliation, interview, John Beecroft, knee high socks, light-hearted, Molly Malone, M|F, Pandora Blake (tog), photogallery, playful, queer, revenge, school, school uniform, scolding, severe, slipper, spanking bench, strict, switch, white cotton knickers

Donna Draper's Secretary

Film (running time 9:50) with gallery of 56 photos
Updated 24 Feb 2015
Donna Draper's Secretary

Strict boss Pandora Blake punishes her secretary Vix Vixxxen in this Mad Men-inspired caning. Six cold cane strokes don't change Vix's sassy attitude, so Pandora makes her lift her skirt for another six.

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Tags: behind the scenes, cane, cold caning, cross-dressing, edgy, film, F|F, high heels, historical, humiliation, lesbian, Nimue Allen (tog), Pandora Blake, pencil skirt, photogallery, queer, secretary, sheer knickers, stockings, Vix Vixxxen, workplace

Slave for a Day

Film (running time 23:16) with gallery of 69 screengrabs
Updated 24 Feb 2015
Slave for a Day

Two students make a bet: whoever gets a higher mark in their next essay gets whatever they want for a day. When Nimue wins she decides to make Sebastian her slave for 24 hours. She's going to enjoy this...

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Tags: boot blacking, bottom grasping, butler, college, cross-dressing, domestic, dominance|submission, fair, film, F|M, hand spanking, housework, Nimue Allen, playful, queer, rivalry, ruler, Sebastian Hawley, service, sleazy, three piece suit, trans

The New Governess

Film (running time 18:57) with 60 screengrabs and 34 photos
Updated 19 Feb 2015
The New Governess

Gender-bending siblings Mike and Pandora face a summer with a strict governess hired to set them "straight". Ms Kane proceeds to try and spank and cane the non-conformity out of them.

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Tags: cane, cornertime, cross-dressing, Dana Kane, defiance, denim, domestic, edgy, film, F|F, F|M, F|MF, governess, hard punishment, humiliation, interview, light-hearted, Michael Darling, OTK, paddle, Pandora Blake, pencil skirt, photogallery, queer, scolding, stockings, stripped naked, Tricia Sullivan, unfair, welts, white cotton knickers

The Smugglers of the Running Fox

Film (running time 24:05) with 48 screengrabs and 8 bonus photos
Updated 18 Jun 2013
The Smugglers of the Running Fox

Young Charlie is a sailor with secrets. Investigation by the Excise leads to the local pub, where landlady, barmaid and Charlie are subjected to strapping and interrogation. Who will be the first to break? 

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Tags: Adele Haze, cane, Caroline Grey, cross-dressing, fear, film, hard punishment, historical, honour, interrogation, military, M|F, M|M, Pandora Blake, pencil skirt, spanking over slips, stockings, strap, strict, Thomas Cameron

Introducing Jimmy Holloway

Gallery of 44 high quality photographs
Updated 18 Jun 2013
Introducing Jimmy Holloway

Meet Jimmy as he reveals his butch and femme sides in a striptease both innocent and provocative by turns. Once he's fully nude, Pandora takes him over her lap for his first ever spanking on camera.

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Tags: barefoot, CFNM, collar, consensual, cross-dressing, denim, F|M, hair pulling, hairbrush, hand spanking, Jimmy Holloway, nude spankee, OTK, Pandora Blake, photogallery, queer, solo-M, striptease, Tricia Sullivan

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