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Ricky Spanish is the boarding student at Eva Notty and her husband's house, but his semester abroad is proving to be more challenging than he could have anticipated and not just because of his studies. Although Ricky should be focusing on his classes, he's become completely obsessed with his host-mom, Eva, a sexy housewife clearly dissatisfied with her husband's unwillingness to fuck her. The problem is that Eva also seems to resent Ricky's presence in the house, making his dreams of fucking frustratingly out of reach. As Ricky crams for midterms, his lack of sleep prompts him to start hallucinating, and his lucid dreams play out in the form of Eva, dressed as a slutty schoolgirl, giving him a lap dance. When Ricky finally snaps out of his reverie, he realizes that he has to get closer to Eva at all costs.

Ricky Spanish is the boarding student at Eva Notty and her husband's house, but his semester abroad is proving to be more challenging than he could have anticipated and not just because of his studies. Although Ricky should be focusing on his classes, he's become completely obsessed with his host-mom, Eva, a sexy housewife clearly dissatisfied with her husband's unwillingness to fuck her. The problem is that Eva also seems to resent Ricky's presence in the house, making his dreams of fucking frustratingly out of reach. As Ricky crams for midterms, his lack of sleep prompts him to start hallucinating, and his lucid dreams play out in the form of Eva, dressed as a slutty schoolgirl, giving him a lap dance. When Ricky finally snaps out of his reverie, he realizes that he has to get closer to Eva at all costs.

4 years ago 4770 7:59

Josh Moore and Calvin Banks are sound asleep in their shared country bedroom when the camera crew and sexy, nearly naked, porn star Ricky Larkin wake them for the first day's task, the Big Rig Driving Challenge!The boys gay-up' the drab overalls they were given and hit the road to a red-neck nudist campground in Sparks, Oklahoma.The owner Robert, his mutt, and truck driver Cowboy Clay show the guys the lay of the land. After some heavy petting with the donkeys and a not-so-friendly emu, they come face-to-face with an 18-wheeler big-rig truck.Calvin, having the worst driving record in the history of porn, and Josh, being from the UK where they drive on the opposite side of the road, accept the challenge! While Josh is taking his stab at the wheel, Calvin cozies up to guest star Ricky and demands cocktails. Josh and cowboy Clay head out of the cab on the search for margaritas while Calvin seduces Ricky into pounding his hot, ass bareback in the sleeper cabin. Fully aware of Ricky's foot fetish, Calvin offers up his size 13 feet for some licking and toe sucking which makes Ricky's cock rock hard. Calvin goes down on Ricky then surrenders his hot hole. Finding every way possible to drill his huge cock into Calvin's eager hole in the confined space, Ricky bangs Calvin raw until they're both glistening with sweat. Ricky sprays a hefty load onto Calvin's back before fucking the jizz back in is butt, until Calvin can't hold back any longer and unleashes a cum bath from his massive dick all over Ricky's face. Driving a big rig might be scary as fuck, buttaking Ricky's big cock and hot load not a problem at all for Calvin! Day 1 is complete and somehow everyone is still alive, wondering what will be the challenge for day 2?

Josh Moore and Calvin Banks are sound asleep in their shared country bedroom when the camera crew and sexy, nearly naked, porn star Ricky Larkin wake them for the first day's task, the Big Rig Driving Challenge!The boys gay-up' the drab overalls they were given and hit the road to a red-neck nudist campground in Sparks, Oklahoma.The owner Robert, his mutt, and truck driver Cowboy Clay show the guys the lay of the land. After some heavy petting with the donkeys and a not-so-friendly emu, they come face-to-face with an 18-wheeler big-rig truck.Calvin, having the worst driving record in the history of porn, and Josh, being from the UK where they drive on the opposite side of the road, accept the challenge! While Josh is taking his stab at the wheel, Calvin cozies up to guest star Ricky and demands cocktails. Josh and cowboy Clay head out of the cab on the search for margaritas while Calvin seduces Ricky into pounding his hot, ass bareback in the sleeper cabin. Fully aware of Ricky's foot fetish, Calvin offers up his size 13 feet for some licking and toe sucking which makes Ricky's cock rock hard. Calvin goes down on Ricky then surrenders his hot hole. Finding every way possible to drill his huge cock into Calvin's eager hole in the confined space, Ricky bangs Calvin raw until they're both glistening with sweat. Ricky sprays a hefty load onto Calvin's back before fucking the jizz back in is butt, until Calvin can't hold back any longer and unleashes a cum bath from his massive dick all over Ricky's face. Driving a big rig might be scary as fuck, buttaking Ricky's big cock and hot load not a problem at all for Calvin! Day 1 is complete and somehow everyone is still alive, wondering what will be the challenge for day 2?

4 years ago 2946 1:19

Amateur public cumshot compilation 2020 - Best outdoor blowjob. Wet Kelly

Amateur public cumshot compilation 2020 - Best outdoor blowjob. Wet Kelly

4 years ago 31535 15:46

Black Widows

Black Widows

4 years ago 535 6:02

confinement 974 : pipe challenge 3

confinement 974 : pipe challenge 3

4 years ago 2375 0:54

Spin the bottle challenge makes two sluts jerk off one lucky guy

Spin the bottle challenge makes two sluts jerk off one lucky guy

4 years ago 26656 5:57

Old vs Young Fucking Challenge

Old vs Young Fucking Challenge

4 years ago 1095 10:14

Japanese college girl thinks blowjob can help solve any problem

Japanese college girl thinks blowjob can help solve any problem

4 years ago 5830 8:00

Exclusive Cardi B Sex Tape and Creampie

Exclusive Cardi B Sex Tape and Creampie

4 years ago 1630 3:42

Hot tattooed stewardess Kleio Valentien take the challenge of fucking one of the plane's passenger until all the cumload blasted on her stomach.

Hot tattooed stewardess Kleio Valentien take the challenge of fucking one of the plane's passenger until all the cumload blasted on her stomach.

4 years ago 12432 6:12

A depraved epic of nunsploitation from Japan! Young novitiate Maya (Yumi Takigawa) enters the Sacred Heart Convent with a secret motive: to learn the truth behind her mother's suspicious death inside the holy school. Subjected to Sapphic liaisons and wildly perverse abuses, the sexually liberated Maya proves equal to the challenge, facing the vile and lecherous

A depraved epic of nunsploitation from Japan! Young novitiate Maya (Yumi Takigawa) enters the Sacred Heart Convent with a secret motive: to learn the truth behind her mother's suspicious death inside the holy school. Subjected to Sapphic liaisons and wildly perverse abuses, the sexually liberated Maya proves equal to the challenge, facing the vile and lecherous "13th punishment" before learning the shocking truth. Unusually artistic cult film also stars Emiko Yamauchi and Yayoi Watanabe. 94 min

4 years ago 51940 7:46

Location shoots are always a challenge for the rigger but with a stunning submissive like DragonLily who could complain! Tied in a japanese hogtie she must drink water whilst spanked and vibrated. Later her head is dunked in the bathroom sink and as a reward she is fucked with Chanta's strap on. Finally she is placed in shackles and whipped with our stingy flogger as the jacuzzi fills up. She is dunked again before having her pussy placed on the jet where she is allowed to cum.

Location shoots are always a challenge for the rigger but with a stunning submissive like DragonLily who could complain! Tied in a japanese hogtie she must drink water whilst spanked and vibrated. Later her head is dunked in the bathroom sink and as a reward she is fucked with Chanta's strap on. Finally she is placed in shackles and whipped with our stingy flogger as the jacuzzi fills up. She is dunked again before having her pussy placed on the jet where she is allowed to cum.

4 years ago 1858 4:00

The wonder woman of porn, Christina Carter, wanted a new challenge and came to fuckingmachines.com to find it. She confesses to us that her long love affair with rope and restrained sex is rarely fulfilled. Since we aim to please we gave the pretty girl the full treatment! The set starts with the visually stunning vacu-bed that holds her perfectly in position for the lick-a-chick to work her clit until she cums. Then the talented, Lew Reubens, ties her up in a horizontal spread eagle suspension and we let the bunny fucker loose. She gets so hot from it that she squirts for the first time in her life! Also, for those who love the internal view, there is a bonus clip that includes gyno-camera footage of her orgasm for inside the vacu bed in scene 1.

The wonder woman of porn, Christina Carter, wanted a new challenge and came to fuckingmachines.com to find it. She confesses to us that her long love affair with rope and restrained sex is rarely fulfilled. Since we aim to please we gave the pretty girl the full treatment! The set starts with the visually stunning vacu-bed that holds her perfectly in position for the lick-a-chick to work her clit until she cums. Then the talented, Lew Reubens, ties her up in a horizontal spread eagle suspension and we let the bunny fucker loose. She gets so hot from it that she squirts for the first time in her life! Also, for those who love the internal view, there is a bonus clip that includes gyno-camera footage of her orgasm for inside the vacu bed in scene 1.

4 years ago 1481 4:00

Challenge 27 - Drunk Mission

Challenge 27 - Drunk Mission

4 years ago 4215 29:47

Lola has never been with a woman, she is bi-curious but intimidated by a powerful female taking full of control of her. She is introduced to tough bondage, water orgasms and an 8 inch strap on cock that makes her cum hard. Her dripping pussy is washed out and a hook pulls at her ass, when she is [REDACTED] to orgasm this time she squirts all over her face. Again she needs to be cleaned and is bound to the Wheel of Misfortune for a very challenging submersion scene!

Lola has never been with a woman, she is bi-curious but intimidated by a powerful female taking full of control of her. She is introduced to tough bondage, water orgasms and an 8 inch strap on cock that makes her cum hard. Her dripping pussy is washed out and a hook pulls at her ass, when she is [REDACTED] to orgasm this time she squirts all over her face. Again she needs to be cleaned and is bound to the Wheel of Misfortune for a very challenging submersion scene!

4 years ago 926 4:00

Natasha has never experienced a big cock before but she’s up for the challenge. Shanes monster black cock is bigger than her arm!

Natasha has never experienced a big cock before but she’s up for the challenge. Shanes monster black cock is bigger than her arm!

4 years ago 2670 10:07

Guess whose back for more lesbian domination and bondage. Our favorite kinky BDSM slut Isa Mendez. She keeps insisting on another return session, hoping for a challenge. Mila Blaze and Lexy Villa, two hot and controlling Mistresses equipped with massive strapon dildos, have a rope bondage scene in mind. They tie her wrists to a post, on her shoulder blades, legs and feet hanging over her head. Her pussy is high up enough for easy access. Lexy bows down to Isa's face and chokes her bit while Mila fingers her pussy, warming it up for some wreckage and stretching. Mila pulls out her dick on a stick and rams it down Isa's pussy, pulling and pushing it in and out fast and rough. Isa tries to catch her breath but Lexy won't let her. Mila steps over Isa and fucks her with her big black rubber dick, pounding her deep and hard. Isa takes every inch. The two Mistresses untie her, stand her up and bend her over the post. They're horny for double penetration, stuffing her holes, making her cum a few times and gag up a stream of spit. Now for the real challenge Isa asked for: an upside down wall rope suspension. Isa hangs on the wall from her waist, wrists and ankles. There's something else hanging on the wall, pointed right at Isa's pussy: a high speed fucking machine. It drills into her as Mila and Lexy take turns stuffing Isa's mouth with their strapons and dicks on a stick. Isa begs to cum every few seconds, so turned on from everything. She evens gets another flogging. What a good submissive sex slave!

Guess whose back for more lesbian domination and bondage. Our favorite kinky BDSM slut Isa Mendez. She keeps insisting on another return session, hoping for a challenge. Mila Blaze and Lexy Villa, two hot and controlling Mistresses equipped with massive strapon dildos, have a rope bondage scene in mind. They tie her wrists to a post, on her shoulder blades, legs and feet hanging over her head. Her pussy is high up enough for easy access. Lexy bows down to Isa's face and chokes her bit while Mila fingers her pussy, warming it up for some wreckage and stretching. Mila pulls out her dick on a stick and rams it down Isa's pussy, pulling and pushing it in and out fast and rough. Isa tries to catch her breath but Lexy won't let her. Mila steps over Isa and fucks her with her big black rubber dick, pounding her deep and hard. Isa takes every inch. The two Mistresses untie her, stand her up and bend her over the post. They're horny for double penetration, stuffing her holes, making her cum a few times and gag up a stream of spit. Now for the real challenge Isa asked for: an upside down wall rope suspension. Isa hangs on the wall from her waist, wrists and ankles. There's something else hanging on the wall, pointed right at Isa's pussy: a high speed fucking machine. It drills into her as Mila and Lexy take turns stuffing Isa's mouth with their strapons and dicks on a stick. Isa begs to cum every few seconds, so turned on from everything. She evens gets another flogging. What a good submissive sex slave!

4 years ago 1755 7:51

How long can you last looking at the college girl tittie goddess and her 36 Triple D's? I road tested this one and posted my own time at the end.

How long can you last looking at the college girl tittie goddess and her 36 Triple D's? I road tested this one and posted my own time at the end.

4 years ago 15898 9:56

Ava Devine and Alexis Monroe showed up to the Immoral Live studio ready to compete. They looked the Cock Sucking Challenge in the eye and swallowed! Ava Devine is fucking insatiable and she's ready to perform knowing she starred in the most viewed Immoral Live show ever. Listen to Alexis describe what it was like to fist Ava's asshole. This is a must see scene just for the warm up banter but when they get naked and start sucking, it pushes this episode over the fucking top. All we can say is you have to see this.

Ava Devine and Alexis Monroe showed up to the Immoral Live studio ready to compete. They looked the Cock Sucking Challenge in the eye and swallowed! Ava Devine is fucking insatiable and she's ready to perform knowing she starred in the most viewed Immoral Live show ever. Listen to Alexis describe what it was like to fist Ava's asshole. This is a must see scene just for the warm up banter but when they get naked and start sucking, it pushes this episode over the fucking top. All we can say is you have to see this.

4 years ago 791 7:00

Post you time blow ?

Post you time blow ?

4 years ago 1695 13:16

Pampita Jerk Off Challenge

Pampita Jerk Off Challenge

4 years ago 267 12:08

Emma talks about the challenges of finding proper bras that fit well and look right on her. She talks about the reactions she gets from people in her everyday life (not as dramatic as our eye-popping reaction when she took her tits out during this chat). She talks about her hobbies and the care and nurturing of her dynamic duo. All with a smile and a giggle.

Emma talks about the challenges of finding proper bras that fit well and look right on her. She talks about the reactions she gets from people in her everyday life (not as dramatic as our eye-popping reaction when she took her tits out during this chat). She talks about her hobbies and the care and nurturing of her dynamic duo. All with a smile and a giggle.

4 years ago 2775 0:46

How long can you last? Post your time!

How long can you last? Post your time!

4 years ago 1291 7:39

Man, I have been working on this bike all day! Oh and here comes Jack Thomas he owns the bike. He seems to like the job I did on it. After I worked on his motorcycle and cleaned up his bike he wants something else cleaned! And I know exactly what he is talking about! This is going to be another challenge, but I'm definitely up for it! First I start but sucking his hard cock real good, then he spreads my legs and pounds my pussy as I lay on his bike. Then as I bend over onto his motorcycle it's doggy style with his big cock driving into my pussy from behind! After that it's one more time with him fucking my pussy with my legs spread so he can cream pie my pussy. Now that's what I call going for a ride!

Man, I have been working on this bike all day! Oh and here comes Jack Thomas he owns the bike. He seems to like the job I did on it. After I worked on his motorcycle and cleaned up his bike he wants something else cleaned! And I know exactly what he is talking about! This is going to be another challenge, but I'm definitely up for it! First I start but sucking his hard cock real good, then he spreads my legs and pounds my pussy as I lay on his bike. Then as I bend over onto his motorcycle it's doggy style with his big cock driving into my pussy from behind! After that it's one more time with him fucking my pussy with my legs spread so he can cream pie my pussy. Now that's what I call going for a ride!

4 years ago 46802 7:59

The time has come for the beautiful, Juniper Hope to make her debut as a Playboy Muse. Looking ravishing on set with the photographer, Cassandra Keyes capturing her, Juniper is dressed elegantly in white fur and lingerie. With her sultry nature, Juniper is thrilled to be posing right here for all her Playboy Plus followers. Playboy has been awesome, she gushes. The sets and wardrobe are beautiful and fun. When it comes to modeling nude, Juniper finds it lovely, artistic, and hard work. I enjoy posing nude because it's honestly challenging, she says. There are no clothes to flatter you or to use as a prop. All you have is your human form and the element of shape to create an interesting composition. Putting her talents in motion, Juniper undresses and shows off her best poses for the camera, right here, only on Playboy Plus! exclusive photos and videos from PlayboyPlus

The time has come for the beautiful, Juniper Hope to make her debut as a Playboy Muse. Looking ravishing on set with the photographer, Cassandra Keyes capturing her, Juniper is dressed elegantly in white fur and lingerie. With her sultry nature, Juniper is thrilled to be posing right here for all her Playboy Plus followers. Playboy has been awesome, she gushes. The sets and wardrobe are beautiful and fun. When it comes to modeling nude, Juniper finds it lovely, artistic, and hard work. I enjoy posing nude because it's honestly challenging, she says. There are no clothes to flatter you or to use as a prop. All you have is your human form and the element of shape to create an interesting composition. Putting her talents in motion, Juniper undresses and shows off her best poses for the camera, right here, only on Playboy Plus! exclusive photos and videos from PlayboyPlus

4 years ago 2192 3:12

Cassandra has 36FF natural breasts. Natural. 36. FF. What does that even mean? It means we play with them - a lot. First we weigh them, ten pounds of breasts! Then out comes the Goat Milker modified into a predicament machine where her nipples are pulled and sucked every time she moves the vibrator toward her clit. This gives her a challenging little workout with a big orgasm pay off. The Trespasser in doggie shows off Cassandra's curvy thin waist and the size of her tits as she again uses the suction of the machine on her nipples while she gets fucked from behind.

Cassandra has 36FF natural breasts. Natural. 36. FF. What does that even mean? It means we play with them - a lot. First we weigh them, ten pounds of breasts! Then out comes the Goat Milker modified into a predicament machine where her nipples are pulled and sucked every time she moves the vibrator toward her clit. This gives her a challenging little workout with a big orgasm pay off. The Trespasser in doggie shows off Cassandra's curvy thin waist and the size of her tits as she again uses the suction of the machine on her nipples while she gets fucked from behind.

4 years ago 17208 4:00

Holly Heart is a California Beach Barbie with buff guns and thighs of steel. She's so toned, she actually STOPPED working out because she wanted to be soft to the touch. This brute strength packaged in a feminine form makes Holly a fucking machines athelete. She uses her capacity for long endurance challenges to fuck until she has multiple orgasms. Watching Holly glide a slick dildo into her pussy by hand is so sexy we linger on her pussy for over a minute while her juices overflow out of her pussy and cover the dildo. She stops herself before she cums and this denial erupts on the Little Guy. Scene two has her chanting I can't stop cumming, I can't stop cumming as the Intruder reaches near max speed. Hotness all around - don't miss out on Holly Heart.

Holly Heart is a California Beach Barbie with buff guns and thighs of steel. She's so toned, she actually STOPPED working out because she wanted to be soft to the touch. This brute strength packaged in a feminine form makes Holly a fucking machines athelete. She uses her capacity for long endurance challenges to fuck until she has multiple orgasms. Watching Holly glide a slick dildo into her pussy by hand is so sexy we linger on her pussy for over a minute while her juices overflow out of her pussy and cover the dildo. She stops herself before she cums and this denial erupts on the Little Guy. Scene two has her chanting I can't stop cumming, I can't stop cumming as the Intruder reaches near max speed. Hotness all around - don't miss out on Holly Heart.

4 years ago 4807 4:00

Sometimes even WE need a challenge. Ruby Reyes is the kind of spunky little Latina that you want to face fuck until she squeals. She's got a mouth on her and she knows how hot she looks -- especially when she shows up in public wearing a short miniskirt, sheer shirt and no bra or panties. We took her inside where she showed us her completely shaved brown pussy and we showed her the cock we wanted her to deepthroat. Ruby shocked us with her sexy attitude and the way she was happy to take this cock as deep as possible. We put her in every position and tested her limits until we found out that she didn't have any. I wish I could have a hot Latina like Ruby Reyes every day!

Sometimes even WE need a challenge. Ruby Reyes is the kind of spunky little Latina that you want to face fuck until she squeals. She's got a mouth on her and she knows how hot she looks -- especially when she shows up in public wearing a short miniskirt, sheer shirt and no bra or panties. We took her inside where she showed us her completely shaved brown pussy and we showed her the cock we wanted her to deepthroat. Ruby shocked us with her sexy attitude and the way she was happy to take this cock as deep as possible. We put her in every position and tested her limits until we found out that she didn't have any. I wish I could have a hot Latina like Ruby Reyes every day!

4 years ago 950 7:00

Have you ever met a good girl who wanted to be bad for the night? Mila Wilde has all the innocence of a good girl with the desires of a bad girl. Mila wanted the experience of feeling a big cock pushing all the way to the back of her throat. She told us that she was up for the Throated challenge and with those pretty brown eyes and perky boobs, we couldn't resist! Mila was practically drooling when she saw this big cock and she licked, sucked, and swallowed like a cock-hungry girl playing with her first big cock toy. She doesn't quite make it to the Throated hall of fame, but we'd love to give her one of our special throat-fuck tutoring sessions. Practice makes perfect, Mila!

Have you ever met a good girl who wanted to be bad for the night? Mila Wilde has all the innocence of a good girl with the desires of a bad girl. Mila wanted the experience of feeling a big cock pushing all the way to the back of her throat. She told us that she was up for the Throated challenge and with those pretty brown eyes and perky boobs, we couldn't resist! Mila was practically drooling when she saw this big cock and she licked, sucked, and swallowed like a cock-hungry girl playing with her first big cock toy. She doesn't quite make it to the Throated hall of fame, but we'd love to give her one of our special throat-fuck tutoring sessions. Practice makes perfect, Mila!

4 years ago 542 7:00

Hailey James knows she is in for a challenge when she catches sight of Donny Long's great big dick, but this whore is up for anything! She sits languidly in the jacuzzi, the warm water relaxing her body and the feel of it against her near naked flesh turns her on. She starts taking off her bikini, revealing her sexy young body and her bad girl tattoos. On the bed she wastes no time in sucking that juicy dick, which towers over her. As she sucks away tears form in her eyes and mascara runs down her cheeks. She takes the dick in her pussy before sucking it again, the spit bubbling on her lips before Donny comes all over her sweet smiling lips.

Hailey James knows she is in for a challenge when she catches sight of Donny Long's great big dick, but this whore is up for anything! She sits languidly in the jacuzzi, the warm water relaxing her body and the feel of it against her near naked flesh turns her on. She starts taking off her bikini, revealing her sexy young body and her bad girl tattoos. On the bed she wastes no time in sucking that juicy dick, which towers over her. As she sucks away tears form in her eyes and mascara runs down her cheeks. She takes the dick in her pussy before sucking it again, the spit bubbling on her lips before Donny comes all over her sweet smiling lips.

4 years ago 5316 25:06

Alizee jacotey jerk off tribute

Alizee jacotey jerk off tribute

4 years ago 78114 4:38

We already know that they like them big! This beautiful girl is ready to take the biggest we have, Coto's dick!

We already know that they like them big! This beautiful girl is ready to take the biggest we have, Coto's dick!

4 years ago 5975 32:07

Sadist Jack Hammer returns to give Skin Diamond a rough ride. They have seen each other around the armory for a long time, but the wait is finally over for Jack to deliver Skin some harsh punishment. In scene one, Skin is weaved between a series of metal poles and affixed to the pipe with clear straps. Jack puts the electrified breast cups on her tits and keeps them attached with vet wrap. To make her ability to endure more challenging, he adds the microphone attachment to her electrical predicament. If she or Jack make any noise at all, she will receive harsh shocks to her tits. Jack fully enjoys himself relentlessly tormenting Skin with her audio predicament, finding as many ways to make noise as possible. In the second position, Skin is bound in an open legged swan dive hogtie suspension with leather straps. Jack works her over with wax and adds a very mean weight to her tongue in place of a gag. In the last position, Claire thought up an evil inverted Y suspension for Skin. Her torso and thighs are strapped in a Y position and she is inverted awaiting Jack's torment... the torment of orgasm overload. Cum, squirt, more cum, more squirt, she is helpless and has no choice but to submit to his plan of orgasm overload. These positions are deceptively easy looking and very difficult to submit to. Skin did a great job enduring what seemed to be the impossible!

Sadist Jack Hammer returns to give Skin Diamond a rough ride. They have seen each other around the armory for a long time, but the wait is finally over for Jack to deliver Skin some harsh punishment. In scene one, Skin is weaved between a series of metal poles and affixed to the pipe with clear straps. Jack puts the electrified breast cups on her tits and keeps them attached with vet wrap. To make her ability to endure more challenging, he adds the microphone attachment to her electrical predicament. If she or Jack make any noise at all, she will receive harsh shocks to her tits. Jack fully enjoys himself relentlessly tormenting Skin with her audio predicament, finding as many ways to make noise as possible. In the second position, Skin is bound in an open legged swan dive hogtie suspension with leather straps. Jack works her over with wax and adds a very mean weight to her tongue in place of a gag. In the last position, Claire thought up an evil inverted Y suspension for Skin. Her torso and thighs are strapped in a Y position and she is inverted awaiting Jack's torment... the torment of orgasm overload. Cum, squirt, more cum, more squirt, she is helpless and has no choice but to submit to his plan of orgasm overload. These positions are deceptively easy looking and very difficult to submit to. Skin did a great job enduring what seemed to be the impossible!

4 years ago 3595 4:00

We love Darling not only for her amazing talent of flexibility but also how this hot cunt can just cum and cum and cum. Repeatedly her body is stretched to the max in outrageous positions. She cums like she is in pain, and all that does is turn us on. In the first position Darling is bound with her tits and ankles tied in a bow on a box. The weight of her torso presses her tits into the box uncomfortably. She is hoisted into the air and gets reminded that all she is good for is being under Claire's Dominance. In the second position, she is bound in an open legged hairpin. Clamps on her nipples, breast bondage, and an anal hook all add a feeling of completeness to this helpless cum whore. Third, Darling is installed in a very challenging hogtie suspension with her tits bound to her ankles. Last, the almighty sybian always finishes. Darling gets thoroughly fucked into another planet getting a sybian ride she will not soon forget.

We love Darling not only for her amazing talent of flexibility but also how this hot cunt can just cum and cum and cum. Repeatedly her body is stretched to the max in outrageous positions. She cums like she is in pain, and all that does is turn us on. In the first position Darling is bound with her tits and ankles tied in a bow on a box. The weight of her torso presses her tits into the box uncomfortably. She is hoisted into the air and gets reminded that all she is good for is being under Claire's Dominance. In the second position, she is bound in an open legged hairpin. Clamps on her nipples, breast bondage, and an anal hook all add a feeling of completeness to this helpless cum whore. Third, Darling is installed in a very challenging hogtie suspension with her tits bound to her ankles. Last, the almighty sybian always finishes. Darling gets thoroughly fucked into another planet getting a sybian ride she will not soon forget.

4 years ago 3595 4:00

Beautiful, dark skinned Leilani has amazing curves and a stunning smile. In scene one, she is bound in a strict hogtie with her knees bound to her chest, making it impossible to close her legs. She is hoisted into the air and challenged with the dilemma of pain or orgasms. Second, she is uncomfortably bound on a dirty mattress. Her leg is hoisted into the air and her other open and vulnerable. Claire brings out the cane and challenges Leilani with what she can endure and stuffs a double ended dildo into her cunt and ass at the same time. Third, Leilani is given predicament bondage. Her toes are tied up to keep her legs elevated. Her breast bound tight receive wax and uncomfortable suction cups. Her neck a nice tight rope. Claire coaxes an intense amount of orgasms out of our model where she begged for mercy to make the pleasure stop.

Beautiful, dark skinned Leilani has amazing curves and a stunning smile. In scene one, she is bound in a strict hogtie with her knees bound to her chest, making it impossible to close her legs. She is hoisted into the air and challenged with the dilemma of pain or orgasms. Second, she is uncomfortably bound on a dirty mattress. Her leg is hoisted into the air and her other open and vulnerable. Claire brings out the cane and challenges Leilani with what she can endure and stuffs a double ended dildo into her cunt and ass at the same time. Third, Leilani is given predicament bondage. Her toes are tied up to keep her legs elevated. Her breast bound tight receive wax and uncomfortable suction cups. Her neck a nice tight rope. Claire coaxes an intense amount of orgasms out of our model where she begged for mercy to make the pleasure stop.

4 years ago 2605 4:00

Skin Diamond is a blend of unique beauty and maso-slut. Today, we challenge her with endurance bondage and predicament pain. In scene one, Skin is bound in a standing spread eagle in high heels. She gets a punishing tape gag, and is slowly stripped of her clothing and shoes. Finally we write words, her words, all member suggestions all over her body. Cunt, whore, trollop, cum trough... you'll have to watch the update to find them all. Finally in come the buckets. Claire attaches one to a crotch rope, and the other two to nipple clamps and happily adds water to them. Skin has to endure this painful torment to get her reward... the best orgasms are induced under duress and this is no exception. In scene two, she starts in a hogtie-asphyx pose. The bondage is too extreme to do anything other than watch this hot cunt suffer... then in comes the crop and an anal hook with a transition into a more classic hog. Claire goes after Skin's feet, repetitively cropping them and choking Skin until she has her first orgasm from foot torment. As a reward, she is hoisted into the air into a hogtie suspension. Finally Skin is bound in a frog/pile-driver/strappado tie. Precariously perched, more member requests are fulfilled with the wartenburg wheel and then a very challenging single leg suspension.

Skin Diamond is a blend of unique beauty and maso-slut. Today, we challenge her with endurance bondage and predicament pain. In scene one, Skin is bound in a standing spread eagle in high heels. She gets a punishing tape gag, and is slowly stripped of her clothing and shoes. Finally we write words, her words, all member suggestions all over her body. Cunt, whore, trollop, cum trough... you'll have to watch the update to find them all. Finally in come the buckets. Claire attaches one to a crotch rope, and the other two to nipple clamps and happily adds water to them. Skin has to endure this painful torment to get her reward... the best orgasms are induced under duress and this is no exception. In scene two, she starts in a hogtie-asphyx pose. The bondage is too extreme to do anything other than watch this hot cunt suffer... then in comes the crop and an anal hook with a transition into a more classic hog. Claire goes after Skin's feet, repetitively cropping them and choking Skin until she has her first orgasm from foot torment. As a reward, she is hoisted into the air into a hogtie suspension. Finally Skin is bound in a frog/pile-driver/strappado tie. Precariously perched, more member requests are fulfilled with the wartenburg wheel and then a very challenging single leg suspension.

4 years ago 2606 4:00

The sexy and horny Marina Angel has played in our studio and dungeon so many times, usually giving deepthroat BJs and begging for rough sex. Her last visit was most challenging with a lesbian domination threesome. She runs into Mistresses Esmi Lee and Queen Abella Danger. Marina is blindfolded and tied with tight rope on sight. You know Lee is equipped with plenty of thick dildos, plugs and vibrators for her slave's pussy. Mistress and Queen want Marina to endure multiple orgasms and cunt gaped. Esmi could write the book on hardcore bondage fun, rough sex, spanking, slapping tits, biting nipples, smacking, whipping, deep pussy penetration, constant orgasms and more sex toys. This submissive porn slut must endure everything in this training session, earning it all by eating Esmi and Abella's pussies and assholes. Marina is a full service slave.

The sexy and horny Marina Angel has played in our studio and dungeon so many times, usually giving deepthroat BJs and begging for rough sex. Her last visit was most challenging with a lesbian domination threesome. She runs into Mistresses Esmi Lee and Queen Abella Danger. Marina is blindfolded and tied with tight rope on sight. You know Lee is equipped with plenty of thick dildos, plugs and vibrators for her slave's pussy. Mistress and Queen want Marina to endure multiple orgasms and cunt gaped. Esmi could write the book on hardcore bondage fun, rough sex, spanking, slapping tits, biting nipples, smacking, whipping, deep pussy penetration, constant orgasms and more sex toys. This submissive porn slut must endure everything in this training session, earning it all by eating Esmi and Abella's pussies and assholes. Marina is a full service slave.

4 years ago 24785 7:00

As days are passing by, Yukina Mori is getting more and more attention from her colleagues, especially at the end of their working time. Today they decided to go even further than ever, they tied her up with ropes and started pouring hot wax all over her skin and squeezing her tits while she was standing on one leg only. It was a real challenge both for her and her colleagues, but they have managed pretty well. One of them started licking her nipples and tits and drooling all over her before he decided to dip his fingers into her soaking wet pussy. Of course, a good old fuck from the back was the main thing for her, that night and she liked every second of it.

As days are passing by, Yukina Mori is getting more and more attention from her colleagues, especially at the end of their working time. Today they decided to go even further than ever, they tied her up with ropes and started pouring hot wax all over her skin and squeezing her tits while she was standing on one leg only. It was a real challenge both for her and her colleagues, but they have managed pretty well. One of them started licking her nipples and tits and drooling all over her before he decided to dip his fingers into her soaking wet pussy. Of course, a good old fuck from the back was the main thing for her, that night and she liked every second of it.

4 years ago 305679 7:59

Ultimate Masturbation Marathon the 1000 Stroke Challenge JOI

Ultimate Masturbation Marathon the 1000 Stroke Challenge JOI

4 years ago 1790 45:27

Sweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies' twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it's hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There's rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there's also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]

Sweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies' twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it's hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There's rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there's also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]

4 years ago 5925 6:00

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