Statuesque Callie Roks has worked in Roger’s office for over a year, and she goes to see her boss about a pay increase. When he tells her there is nothing in the budget, Callie tries to use her considerable feminine charms to get him to treat her better, but he resists the temptation and tries to teach her a lesson by pulling her across his knee and giving her peachy bottom a good spanking with his hand.

Callie is looking as gorgeous as usual, wearing a tight black miniskirt over sheer black tights. When Roger puts Callie across his knee, he pulls up her skirt to discover that her pantyhose has a big hole that exposes her large firm bum cheeks!

But Callie doesn’t take her spanking well, and she pushes Roger back on the bed, spins around, and wraps her huge strong thighs around his neck in a devastating reverse headscissor hold that pushes his chin tight up against that glorious bottom. Callie tells Roger that she now demands a much bigger pay rise due to his disrespectful behaviour.

After a couple of minutes of crushing Roger between her powerful thighs, Callie sits up and plops her lovely bottom right on his face in a classic reverse facesit. As poor old Roger struggles to breathe, he grabs the edge of the hole in Callie’s tights and rips it open, revealing two wonderful muscular globes and a tiny black thong. Callie is outraged as the tights were new yesterday, so she sits down hard on Roger’s face as she clamps his head with her feet to prevent him turning away.

At this point, Roger decides that he better offer a small pay increase to save himself. After a few more minutes being crushed under Callie’s bottom she gets up, and he thinks his ordeal is over, but luscious Callie just settles into a schoolgirl pin and then sits on his face and stretches her amazing legs out to increase the pressure on his head as she tells him his offer is nowhere near good enough!

A bum smother is next, and then a foot smother as the sexy negotiation continues. Lovely Callie then removes her miniskirt to reveal that she isn’t wearing a bra. A long bare breast smother follows, until Roger comes up with a counter offer. Will Roger be able to salvage something after being crushed by beautiful Callie for more than 12 minutes? Get the clip to find out...

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Nurse London arrives to give Roger his regular neck therapy wearing a tight purple dress with sheer black pantyhose underneath. Roger tells her he has been feeling a bit stressed recently, so London says she has just the remedy and proceeds to sit on his face. Roger realises she may have the right solution as he strokes her firm thighs through those silky tights.

Nurse London then flips around and wraps her strong legs around Roger’s neck in a tight reverse headscissor, and pulsates her plump thigh muscles as she gently massages his legs. London then tells Roger to move to a new position on the bed and she gifts him with another front facesit and then rolls onto her side and clamps on a front headscissor hold.

Next is a reverse facesit transitioning into another reverse headscissor. A tight schoolgirl pin and a final front headscissor completes the therapy. A 10-minute session of delirious fun for lucky old Roger, particularly for fans of cute women in sheer pantyhose that know how to use their lovely legs.

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Gorgeous fitness trainer and wrestler Lou happens to live near Roger, and she spotted him watching her during a recent swimming session. So she decides to visit him to teach him a lesson. If he wants to watch her so much, maybe he would like to have a close-up experience of her incredibly strong legs?

Lovely Lou enters the room in her tight, high-cut black swimsuit with black fishnet pantyhose that show off her long muscular legs and showcase her trim athletic figure. She confronts Roger about his peeping behaviour, but he claims he was only watching to make sure that everyone was safe. Lou dismisses this idea and tells him that she is here to punish him.

Roger has little time to react before Lou drags him to lie across the bed so she can straddle his head and stretch out those long legs to grip his head between her luscious thick thighs in a glorious reverse headscissor hold. As those powerful quads squeeze a squeak out of poor old Roger, the pain increases as Lou then reaches back to administer a very tight reverse figure-4 around his neck.

From there on, it’s a blur for Roger as statuesque Lou goes through her range of scissors and facesits on him to convince him that it would be wise to mend his ways and avoid peeping in future. Watch and imagine it was you being crushed between these amazing powerful thighs as Lou takes Roger through multiple applications of front and reverse headscissors, body scissors, front and reverse facesits, schoolgirl pins, and even a standing headscissor.

A thoroughly comprehensive 14-minute punishment between the incredible legs of this gorgeous athlete in her first mixed wrestling video clip with lucky old Roger!

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Gorgeous American model Kat Snow was trying on her sexy new lingerie and realised that Roger had managed to peek through the window. So she visits him to teach him to behave, and decides that the best way is to give him a really close look at her outfit.

Kat has turned up in just her lacy bra and thong with matching suspender belt and sheer black stockings, all of which complement her stunning fit curvy figure. Roger is not sure whether to be delighted or afraid, but before he has chance to take any action, lovely Kat has jumped on his chest and buried his nose between the succulent cheeks of her peachy bottom in a wonderful reverse facesit!

After a little teasing in this position, beautiful Kat switches to a front facesit, covering Roger’s face completely with her pussy pressing down on his mouth while those strong thighs compressed his ears. Roger is now struggling to hear and breathe, but there is no respite, and lovely Kat slides into a standing reverse headscissor hold and begins to pile on the pressure with her shapely legs.

By now Roger is tapping for mercy, but Kat is just starting to have fun, and she turns around to continue the punishment in a standing front headscissor. When it is clear that he can’t handle much more, Kat moves Roger across the bed and clamps on a tight classic reverse headscissor. Even though he now has a wonderful view of Kat’s glorious bum, Roger is not enjoying the experience as the pain from those strong thighs is a little too much.

More humiliation and breath control follows, as Kat seems to have a lot of fun going through her repertoire of fetish mixed wrestling holds, with front and reverse facesitting and a glorious bum smother. For more freedom of movement, Kat removes her top to give her pert natural breasts their liberty and tease Roger some more.

Next, Kat move to the top of the bed and orders Roger to face her and put his neck between those strong thighs again. She gives him some more intense squeezing with straight legs and figure-4 in both front and rear positions. Note that the tap-outs are real and properly painful at this point because Kat is not holding back!

A final foot smother and front face ride complete Kat’s punishment for Roger, and he feels relieved to have survived all 16 minutes of this session. And right at the end is a little bonus minute of bum smothering in slow-motion in case you find the main action a little too intense. Roger certainly did...

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Beautiful Princess Lola has been enjoying some sunbathing in her private garden, but she was disturbed when she caught one of her neighbours sneaking a peek at her relaxing on her sunbed. Guess who is the primary suspect? So, Lola goes to visit Roger to challenge him and convince him not to do it again.

Lovely Lola strides into the room wearing just her tiny jungle print bikini that clings to her delicious figure. She berates Roger for a little while and then orders him to lie face up on the floor. Roger does as he is told without realising what is about to happen. Gorgeous Lola then sits high up on his chest in a tight schoolgirl pin and clamps her substantial thighs firmly either side of his head so he is unable to move.

This humiliating position for Roger is held for a few minutes as Lola lectures him about his behaviour and continues squeezing his face between her legs as she gradually shifts forward until his face is completely covered by her glorious peachy bottom. The pressure is finally relieved slightly when Lola leans to her right, stretches out her lovely legs, and then wraps them around Roger’s neck in a fabulous front headscissor hold.

The punishment continues with beautiful curvy Lola using more of her mixed wrestling techniques to squeeze and squash Roger. Reverse facesit, foot and breast smothers, another front facesit, rear headscissors, and then a final exquisite comprehensive reverse facesitting.

Roger is left in no doubt that peeking at Lola in her bikini led to significant discomfort underneath her ass and between her thighs, but has he learned his lesson?

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This clip follows on from episode Robyn 02, where luscious nurse Robyn Quinn gave Roger’s face and neck a wonderful sensual massage with her curvy body. Now nurse Robyn returns to see Roger at the end of a shift, confessing that she needs to blow off some sexual steam to properly relax!

Naughty nurse Robyn gets Roger to lie flat on the bed so she can sit on him and remove her stockings. It’s not long before Robyn slides up into a schoolgirl pin and she squeezes Roger’s head between her succulent bare thighs before turning around to sit right on his face with that peachy bottom. A nice tight revere headscissor follows, and then Robyn resumes the reverse facesit position to pull down her top to free her large breasts.

A bare breast smothering is the next treat for Roger as Robyn gets more and more worked up, and then she stands up and removes her tiny nurse outfit. Naked face riding front and reverse with pussy stroking and breast squeezing brings a nice orgasm for lovely Robyn and she looks much more relaxed now!

The main session runs for just over 14 minutes, and then you get to watch the final 4 orgasmic minutes from the other camera angle.

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Curvy Kayleigh Davis stops by to visit her boss Roger to see if he has made a decision about who to promote in the office. He says he thinks she is not ready yet, and challenges her to convince him otherwise. This is a task that Kayleigh embraces with relish, and so she quickly sits on the bed and pulls Roger’s head between her luscious thick thighs.

A nice long rear headscissoring follows, and as Roger tries to recover from the powerful squeezing, lovely Kayleigh shifts him to the edge of the bed and clamps on a tight standing reverse headscissor hold. Kayleigh’s big thigh muscles flex as his face is pushed into her peachy bottom, and she explains that there is only one way to end this experience and that is to give her the promotion that she deserves.

When Roger continues to resist, Kayleigh releases her tight grip and then reverses it into a standing front headscissor. Now she can look at his face as she continues pulsating the pressure on his neck between those powerful shapely legs. Kayleigh enjoys teasing her boss while she presses her pink panties on to his face. At this point, Kayleigh realises that Roger seems to be enjoying the punishment rather than suffering!

Then the final negotiation stage begins, and gorgeous Kayleigh moves Roger across the bed and applies a devastating reverse headscissor. She crosses her ankles and gets those thick fleshy thighs working hard to compress his ears. A final reverse facesit produces the result she wanted. Kayleigh gets the promotion and she agrees to scissor and facesit Roger again in the future as she enjoyed the experience too!

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Gorgeous fitness model Roxii stops by to visit Roger and try out his fantasy mixed wrestling lessons for ladies. Roxii tells him she has planned to try mixed wrestling for a while, so she has come ready for action, wearing just a shiny red thong bikini that showcases her firm, fit, tattooed body and long shapely legs.

The session begins as usual with some basic instruction on the rear headscissor hold, including the importance of crossing ankles, grabbing the hands, arching the back, and how to transition into the figure-4 position left and right. Next Roger takes lovely Roxii through the variations of front and reverse headscissors, and her giggles and smiles indicate that she seems to enjoy learning how to use her luscious long legs and thick thighs to good advantage.

Then the overview of smothering begins. Roger shows gorgeous Roxii a few different ways to use her lovely body to dominate her opponent by smothering his face with her feet, breasts, pussy, and bum. The front and reverse facesit and schoolgirl pins are particularly delightful to watch!

By the end, Roxii has clearly enjoyed her learning experience and promises to go away and practice before coming back soon for more advanced wrestling moves and practice with Roger.

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Gorgeous Italian office worker Diana Zilli doesn’t speak English well, but she knows how to ask for a pay increase. She comes to see Roger and makes her request known. But when Roger tells her there is nothing in his budget for her, she decides to take out her frustrations on him, have a little fun, and convince him to change his mind and boost her pay.

Lovely Diana wastes no time, and pushes Roger back on the bed, where he remains for the whole session! Diana quickly sits hard on Roger’s face in front and reverse positions, and before long has discarded her top to reveal a tight bra. A first breast smothering is a bit restricted, so off comes the bra. Roger’s face then gets a good squishing underneath Diana’s large bare breasts.

Next, the proper facesitting begins, both front and reverse, and Roger then realises that beautiful Diana is not wearing any panties! By now, she is only wearing her mini skirt pulled up around her waist, and black fishnet suspender tights that leave nothing to the imagination!

Schoolgirl pins, full-weight facesit, foot smothers, and face grinding are all applied with glee to Roger’s head, with a crushing reverse headscissors between those glorious thick tattooed thighs. Roger is ready to agree to almost anything by the end. Do you think you would succumb to Diana’s relentless smothering activity?

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Cute model Maddie is a naughty student who visits her tutor Roger to try to seduce him into improving the grade she got on a recent paper. Roger takes offence at the suggestion that his integrity could be challenged like this, and so he pulls her across his knee and gives that peachy bottom a good spanking with his bare hand. Maddie’s red one-piece outfit has a thong back that offers little protection!

Maddie doesn’t take her punishment well, and reacts by pushing Roger back on the bed, applying a tight schoolgirl pin, and then moving forward to sit firmly on his face. After berating him for a short while, lovely Maddie rolls to the side and clamps on a fierce front headscissor. Her thick pale thighs squeeze his neck tightly as she looks him in the eye and tells him that she expects her paper to be re-graded as an A!

Roger responds by offering to make it a D rather than an E, so Maddie pushes him back on the bed and jumps onto his face again in a reverse facesit. The negotiation continues as Roger struggles for air under that juicy bottom, and then Maddie stretches her lovely legs back and wraps them around his head in a powerful reverse headscissor hold. The pressure of those luscious thighs eventually convinces Roger to agree to her demands.

Final front and reverse facesits complete the negotiations for naughty student Maddie, who gets a better grade on her last paper and a commitment for the future!

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Lovely office worker Susy Blue drops in to see her boss Roger to ask for a pay review. It’s been a while, and Susy is confident that her recent performance justifies an increase. Roger’s immediate response is that there is nothing in the budget, but Susy points out that other girls in the same office have been given raises recently, and she thinks it is her turn to squeeze a bonus out of Roger!

Susy doesn’t waste any time and just pushes Roger back on the bed and sits on his chest. Her miniskirt rides up and Roger gets a very close-up view of her cute white panties with red hearts decoration. When she gets no immediate positive response from Roger, she closes her thighs over his face and bears down with her full weight before rolling to the side and clamping on a tight front headscissor.

Roger still does not seem willing to give up a much-improved wage packet, so determined Susy tries a full reverse facesit under her peachy bum, and then, to limit his roving hands, Susy takes off a stocking and ties Roger’s wrists together. This gives her a distinct advantage, so the negotiation continues with breast smothering, front facesitting, and another front headscissoring.

Roger is reeling under the sexy physical onslaught by this point, and Susy then removes her bra and gives his face a good squashing with her big naked breasts. As she looks down on his crushed face from her superior schoolgirl pin position, Susy agrees to accept his latest pay increase offer. The final negotiations involve some unusual conditions which may lead on to more clips like this in the future!

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Curvy Katherina has recently taken on a new job as a teacher, and Headmaster Roger asks her to stop by his office for a chat. He tells her that he has heard that her classes are a bit rowdy and that she does not impose enough discipline on her students. He says he thinks she may lack control and not demonstrate that she is in charge.

Katherina has a quick response, and that is to tell Roger that she has no trouble at all in taking control of a situation, and that she can impose herself on anyone disruptive, starting by demonstrating those qualities on him! She pushes him back on the bed, hikes up her tight skirt, and sits right on his chest in a tight schoolgirl pin.

Lovely Katherina is wearing sheer black stockings underneath her skirt, and her soft fleshy thighs squeeze Roger’s head as she moves forward to cover his mouth with her pussy and stop him lecturing her. It’s quite a warm day, so it’s not long before Katherina removes her blouse and then her black bra, and finally the somewhat restrictive skirt. She gets back on the bed and treats Roger to a wonderful reverse facesit, gripping his nose between her peachy bum cheeks as she bounces gently on his face, clearly getting a little turned on by this action.

To make the most of her commanding situation, gorgeous Katherina then removes her lacy black thong and sits right back on Roger’s face. After a minute or so of sensual face riding, Katherina stretches out into a reverse headscissor as she continues to grind her moist pussy over Roger’s eager tongue. The soft moans indicate that she is enjoying the feeling of having her pussy eaten.

Finally, voluptuous Katherina lies back on the bed and orders Roger to put his face between her thick thighs and continue to satisfy her lust. She scissors his head involuntarily as she reaches her explosive climax. The lovely teacher then sits up and suggests to her headmaster that he now knows that she can take control of a situation when necessary!

The full session runs about 18 minutes and then there is a 2-minute bonus view of the face riding from the alternate camera angles.

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