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Best porn of Challenge

Total Videos: 305
London River is hoping to reach some challenging fitness goals so she goes to Dana's Butt Building Emporium to make that happen. Dana DeArmond is known for her unorthodox methods but still she is the best and London wants results so she decides to trust Dana and boy oh boy is she in for a treat. Unlike other gyms Dana's philosophy is that you have to work out the whole butt including the butthole because after all, change happens from within. So using a very hands on approach Dana strips London's clothes off to see what she's working with and realizes right away that London has a solid foundation but there is lots of work to do. Starting with a warm up Dana puts London on all fours and squeezes, shakes slaps and sniffs London's curvy ass. Spreading her butt cheeks apart, Dana goes right in for a taste. She fingers and stretches London's hole to loosen her up for all the equipment she has to use for her workout. First Dana slides a metal hook into Londons ass and fucks her with it while she rubs her pussy. London is already breathing hard when Dana uses the Hitachi on her clit and makes her scream and cum hard. Moving into a squat position London spreads her ass open and slides onto a tapered ribbed butt plug to really work that booty. It's hard to balance so Dana gives her something to hold onto-her ass! So now she is not only working out her butthole, glutes and legs, she is also working her tongue out as she licks Dana's asshole and vibes her pussy until she is shaking and moaning and cums real good. After their warm up Dana crams a big strap-on dildo down Londons throat and fucks her face to get her cock all wet and slippery cuz you know what she's gonna do with it. Up on all fours Londons ass is high in the air and ready for that hot action so Dana glides it in her ass and stirs it around. Londons big tits jiggle back and forth as she fucks Dana's thick dick making her ass ooze with white sticky cum. Then she flips over and gets a good ass fucking on her back. Dana knows how to work that strap on and pounds London's ass with sexy expert moves until London is over the top with multiple orgasms. Dana checks the gape, cleans it up with her tongue and gets back to London's slutty asshole. This time with her fist! Finger by finger, Dana makes her way into Londons tight hole until her fist is all the way in, filling her up. London looks and sounds like she is in ecstasy as Dana fists her butthole until she cums again and again. Now that London's ass is getting a good work out, Dana stretches her hole even more wide open with a speculum and fingers her pussy so we can see the inside of her ass as she cums. Then Dana fucks her with a big wide acrylic butt-plug giving us another deep view into London's juicy ass. Now its Dana's turn so on her back with legs spread wide open, London works in most of her hand to Dana's butthole and vibes her pussy until her eyes roll back in her head and she has an epic orgasm. For the final part of her training London gets an enema which she takes like a pro. Workout complete! Dana's Butt Building Emporium will get a great review on Yelp.

London River is hoping to reach some challenging fitness goals so she goes to Dana's Butt Building Emporium to make that happen. Dana DeArmond is known for her unorthodox methods but still she is the best and London wants results so she decides to trust Dana and boy oh boy is she in for a treat. Unlike other gyms Dana's philosophy is that you have to work out the whole butt including the butthole because after all, change happens from within. So using a very hands on approach Dana strips London's clothes off to see what she's working with and realizes right away that London has a solid foundation but there is lots of work to do. Starting with a warm up Dana puts London on all fours and squeezes, shakes slaps and sniffs London's curvy ass. Spreading her butt cheeks apart, Dana goes right in for a taste. She fingers and stretches London's hole to loosen her up for all the equipment she has to use for her workout. First Dana slides a metal hook into Londons ass and fucks her with it while she rubs her pussy. London is already breathing hard when Dana uses the Hitachi on her clit and makes her scream and cum hard. Moving into a squat position London spreads her ass open and slides onto a tapered ribbed butt plug to really work that booty. It's hard to balance so Dana gives her something to hold onto-her ass! So now she is not only working out her butthole, glutes and legs, she is also working her tongue out as she licks Dana's asshole and vibes her pussy until she is shaking and moaning and cums real good. After their warm up Dana crams a big strap-on dildo down Londons throat and fucks her face to get her cock all wet and slippery cuz you know what she's gonna do with it. Up on all fours Londons ass is high in the air and ready for that hot action so Dana glides it in her ass and stirs it around. Londons big tits jiggle back and forth as she fucks Dana's thick dick making her ass ooze with white sticky cum. Then she flips over and gets a good ass fucking on her back. Dana knows how to work that strap on and pounds London's ass with sexy expert moves until London is over the top with multiple orgasms. Dana checks the gape, cleans it up with her tongue and gets back to London's slutty asshole. This time with her fist! Finger by finger, Dana makes her way into Londons tight hole until her fist is all the way in, filling her up. London looks and sounds like she is in ecstasy as Dana fists her butthole until she cums again and again. Now that London's ass is getting a good work out, Dana stretches her hole even more wide open with a speculum and fingers her pussy so we can see the inside of her ass as she cums. Then Dana fucks her with a big wide acrylic butt-plug giving us another deep view into London's juicy ass. Now its Dana's turn so on her back with legs spread wide open, London works in most of her hand to Dana's butthole and vibes her pussy until her eyes roll back in her head and she has an epic orgasm. For the final part of her training London gets an enema which she takes like a pro. Workout complete! Dana's Butt Building Emporium will get a great review on Yelp.
4 years ago 1137 4:00
Anal
Ass
Ass Fingering
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Bed
Bi
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Julia Ann
London River
Dana DeArmond
Ivy Lebelle
Jenna Foxx
Txxx
10 not rated
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
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Ass
Ass Fingering
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Beauty
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Bound
Car
Challenge
Classic
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Skin Diamond
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1 100%
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 800 7:00
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Hd
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Ava Devine
Alexis Monroe
Txxx
1 100%
It's that time of year again... Time to Hunt some Cunt! When Karma Rx is punished for cumming without permission she escapes her bondage and master Charles Dera, but soon enough a cunt trap is set to lure Karma back into her kinky keepers lair. Karma tries to convince her co-servant Juliet to run away with her because she just can't stand the punishment anymore but Juliet is scared and will not budge. So after an intense and challenging escape from her bondage Karma breaks free and runs away into the hills. This will not do! Mr Dera is up for the occasion and uses Juliet as bait to entice Karma back where she belongs. Once Karma is trapped and looking into the eyes of her master she begs to make everything right. She kisses his feet and sucks his cock with determination hoping he will accept her apology. Charles drags Karma back to his dungeon and ties her up so she can't get away. On her back with rope around her huge tits Charles tells her how disappointed he is in her and reminds her how she is there to please him and not to make him go on cunt hunts to track her down. He teaches her a lesson with the crop and then fucks her throat, her tits and then her wet pussy until Karma begs to cum but no no Charles will not allow it, not yet because this is not about her its about his pleasure. Next he ties her up on all fours in doggie with rope binding around her waist and ankles and wrists and fucks her cunt good. Then on her back with legs spread wide and tied to her ankles Karma is open and ready for Charles hard cock. First Karma sucks Charles toes and licks his feet which gets her pussy extra excited. He pile drives that pussy deep and hard and relentless still not allowing her to cum until finally she can't contain herself anymore and with her tits bouncing back and forth from the pounding she looses it and cums hard while Charles shoots his hot load all over her face.

It's that time of year again... Time to Hunt some Cunt! When Karma Rx is punished for cumming without permission she escapes her bondage and master Charles Dera, but soon enough a cunt trap is set to lure Karma back into her kinky keepers lair. Karma tries to convince her co-servant Juliet to run away with her because she just can't stand the punishment anymore but Juliet is scared and will not budge. So after an intense and challenging escape from her bondage Karma breaks free and runs away into the hills. This will not do! Mr Dera is up for the occasion and uses Juliet as bait to entice Karma back where she belongs. Once Karma is trapped and looking into the eyes of her master she begs to make everything right. She kisses his feet and sucks his cock with determination hoping he will accept her apology. Charles drags Karma back to his dungeon and ties her up so she can't get away. On her back with rope around her huge tits Charles tells her how disappointed he is in her and reminds her how she is there to please him and not to make him go on cunt hunts to track her down. He teaches her a lesson with the crop and then fucks her throat, her tits and then her wet pussy until Karma begs to cum but no no Charles will not allow it, not yet because this is not about her its about his pleasure. Next he ties her up on all fours in doggie with rope binding around her waist and ankles and wrists and fucks her cunt good. Then on her back with legs spread wide and tied to her ankles Karma is open and ready for Charles hard cock. First Karma sucks Charles toes and licks his feet which gets her pussy extra excited. He pile drives that pussy deep and hard and relentless still not allowing her to cum until finally she can't contain herself anymore and with her tits bouncing back and forth from the pounding she looses it and cums hard while Charles shoots his hot load all over her face.
4 years ago 1762 4:00
Ass
Ass Fuck
Ass Lick
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Bi
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Big Ass Webcam
Big Cock
Big Cock Webcam
Big Tits
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Car
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Karma Rx
Leigh Raven
Txxx
1 100%
It had been over a year since Sicilia had been to her Doctor. This however, is not just any Doctor, this Doctor takes care of all her Master's slaves. She makes sure they are healthily and happy. She checks their breasts and nipples to make sure they are sensitive. She checks pain tolerance and how well Sicilia responses to pleasure. How wet she becomes and how well she can hold off having an orgasm. This is an extremely tough situation for her to be in as Siclia loves Medical play. Her challenge will be to not cum as the doctor puts her through her paces. We have a bad feeling she is going to fail miserably... Well, as we had anticipated Sicilia, enjoyed her visit to the Doctor so much, she is back for more. After the surprise of seeing her again, so soon, the Doctor was more then happy to explore new areas with her, oh so willing patient. This time Doctor wants to see just how much can fit into all of slaves orifices, all at the same time. Machines, fingers, dildos, the list goes on and at he end of the day, Sicilia was such a model patient, that Doctor has a very special treat for her.

It had been over a year since Sicilia had been to her Doctor. This however, is not just any Doctor, this Doctor takes care of all her Master's slaves. She makes sure they are healthily and happy. She checks their breasts and nipples to make sure they are sensitive. She checks pain tolerance and how well Sicilia responses to pleasure. How wet she becomes and how well she can hold off having an orgasm. This is an extremely tough situation for her to be in as Siclia loves Medical play. Her challenge will be to not cum as the doctor puts her through her paces. We have a bad feeling she is going to fail miserably... Well, as we had anticipated Sicilia, enjoyed her visit to the Doctor so much, she is back for more. After the surprise of seeing her again, so soon, the Doctor was more then happy to explore new areas with her, oh so willing patient. This time Doctor wants to see just how much can fit into all of slaves orifices, all at the same time. Machines, fingers, dildos, the list goes on and at he end of the day, Sicilia was such a model patient, that Doctor has a very special treat for her.
4 years ago 3705 4:00
Ass
Ass Fuck
Bdsm
Bi
Big Ass
Big Dildo
Big Nipples
Big Tits
Breast
Car
Challenge
Cum
Cum In Ass
Dildo
Doctor
Extreme
Fetish
Lesbian
Lesbian Bdsm
Machine Fuck
Mistress Irony
Txxx
10 not rated
The girls of Brazzers House 3 put their best fucks forward in an “Anything Goes” challenge, taking on as many cocks as their hearts desire in a balls-to-the-walls, no-holds-barred sextravanganza! After host Lena Paul gets bukkaked for the challenge’s grand finale, the girls get greedy, jumping her the second they get the chance and licking as much cum off her face as they possibly can!

The girls of Brazzers House 3 put their best fucks forward in an “Anything Goes” challenge, taking on as many cocks as their hearts desire in a balls-to-the-walls, no-holds-barred sextravanganza! After host Lena Paul gets bukkaked for the challenge’s grand finale, the girls get greedy, jumping her the second they get the chance and licking as much cum off her face as they possibly can!
4 years ago 3933 5:36
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Lena Paul
Katrina Jade
Karma Rx
Bridgette B
Ashley Adams
Kira Noir
Aaliyah Hadid
Gina Valentina
Lela Star
Kissa Sins
Txxx
10 not rated
Today is a new day, and it's time to test Victoria Voxxx's sexual ability. She is inspected and then introduced to Bambino, the man who is going to destroy her holes. He's here to assist The Pope in evaluating this slut and what she us capable of. Victoria begins to smile thinking that she is going to be fucked and that's all that she has to do. The Pope quickly corrects her, then advises her that there is always more than meets the eye. The attention she is getting from two men instead of one has in dripping already, yet very intimidated in the beginning. Her ass is made the center of attention to show off her marks of pride and accomplishment from Day 1. Victoria is a tough slut who knows how to process pain, but today is going to prove challenging. She is bound with her hands over her head and then brought to her knees to serve Bambino and his massive cock. She begins sucking his cock and then the pain comes in the form of floggings. Nipple clamps are added and then a vibrator is pressed firmly against her pussy to distract this slut. She is then stood back up and her pussy is violated with his cock for the first time. She is fucked mercilessly and not allowed to to cum until told to. Her goal is to stay focused and serve the cock, instead of being selfish slut and just cumming. Next she is suspended and Bambino enters to have his way with her again. This guy is a fucking machine and slams her cunt with non stop fucking to overwhelm Victoria. The Pope and Bambino take turns on on her mouth and pussy making sure this slut is overloaded with stimulation. They have done enough of the work, and it's time to have this slut show what she is made of. She is going to serve cock like she's never served it before, and will not be allowed to stop until The Pope sees fit. This s marathon, and if she can't finish there is no prize for 2nd place.

Today is a new day, and it's time to test Victoria Voxxx's sexual ability. She is inspected and then introduced to Bambino, the man who is going to destroy her holes. He's here to assist The Pope in evaluating this slut and what she us capable of. Victoria begins to smile thinking that she is going to be fucked and that's all that she has to do. The Pope quickly corrects her, then advises her that there is always more than meets the eye. The attention she is getting from two men instead of one has in dripping already, yet very intimidated in the beginning. Her ass is made the center of attention to show off her marks of pride and accomplishment from Day 1. Victoria is a tough slut who knows how to process pain, but today is going to prove challenging. She is bound with her hands over her head and then brought to her knees to serve Bambino and his massive cock. She begins sucking his cock and then the pain comes in the form of floggings. Nipple clamps are added and then a vibrator is pressed firmly against her pussy to distract this slut. She is then stood back up and her pussy is violated with his cock for the first time. She is fucked mercilessly and not allowed to to cum until told to. Her goal is to stay focused and serve the cock, instead of being selfish slut and just cumming. Next she is suspended and Bambino enters to have his way with her again. This guy is a fucking machine and slams her cunt with non stop fucking to overwhelm Victoria. The Pope and Bambino take turns on on her mouth and pussy making sure this slut is overloaded with stimulation. They have done enough of the work, and it's time to have this slut show what she is made of. She is going to serve cock like she's never served it before, and will not be allowed to stop until The Pope sees fit. This s marathon, and if she can't finish there is no prize for 2nd place.
4 years ago 922 4:00
Ass
Ass Fingering
Ass Fuck
Ass To Mouth
Bdsm
Bi
Blowjob
Bondage
Bound
Bra
Challenge
Cock Ring
Cum
Cum In Ass
Cum In Mouth
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Cum On Ass
Cum On Tits
Cunt
Deepthroat
Charlotte Sartre
Victoria Voxxx
Txxx
10 not rated
The big-titted and beautiful brunette Sophia Laure has traveled from France to Barcelona to get a warm Spanish-style humiliating welcome to Public Disgrace. Out on the street on their way to meet Steve Holmes and Max Cortes at a nearby restaurant, the tattooed sexy and sultry Silvia Rubi walks Sophia Laure like a dog on a leash through a crowded area of Barcelona Spain flashing Sophia's big tits and shaved pussy to the public and spanking Sophia's bare ass. At the restaurant, Silvia commands Sophia to get on her knees and walks her over to the where Max Cortes and Steve Holmes are sharing a table with friends. While on her knees, the public feed Sophia tapas on a small plate placed on the floor, like one would give spare food to a dog. With a mouthful of some type of dipping sauce, Sophia Laure sucks Steve's dick and covers it in condiments. Soon after a good face-fucking, Steve bends Sophia over a neighboring table and Silvia warms up Sophia's cheeks with a hard paddle. Next, Max Cortes and Steve take turns destroying her slutty pussy and tight ass. The public start to get hot and horny pulling their tits out and helping themselves to Sophia's, squeezing and pinching her nipples and slapping her ass. Max Cortes throws olives at her asshole then fucks her ass hard and fast standing up, holding a squished tomato on her nose like a clown while everyone has a good laugh. Steve Holmes and Max Cortes both double-penetrate Sophia several different ways. In the end, Steve offers Sophia a challenge, to make Silvia Rubi cum in under three minutes, and if she can she'll be rewarded with two hot loads. Spoiler alert, she gets the job done and gets a face full of cum, and the crowd goes wild.

The big-titted and beautiful brunette Sophia Laure has traveled from France to Barcelona to get a warm Spanish-style humiliating welcome to Public Disgrace. Out on the street on their way to meet Steve Holmes and Max Cortes at a nearby restaurant, the tattooed sexy and sultry Silvia Rubi walks Sophia Laure like a dog on a leash through a crowded area of Barcelona Spain flashing Sophia's big tits and shaved pussy to the public and spanking Sophia's bare ass. At the restaurant, Silvia commands Sophia to get on her knees and walks her over to the where Max Cortes and Steve Holmes are sharing a table with friends. While on her knees, the public feed Sophia tapas on a small plate placed on the floor, like one would give spare food to a dog. With a mouthful of some type of dipping sauce, Sophia Laure sucks Steve's dick and covers it in condiments. Soon after a good face-fucking, Steve bends Sophia over a neighboring table and Silvia warms up Sophia's cheeks with a hard paddle. Next, Max Cortes and Steve take turns destroying her slutty pussy and tight ass. The public start to get hot and horny pulling their tits out and helping themselves to Sophia's, squeezing and pinching her nipples and slapping her ass. Max Cortes throws olives at her asshole then fucks her ass hard and fast standing up, holding a squished tomato on her nose like a clown while everyone has a good laugh. Steve Holmes and Max Cortes both double-penetrate Sophia several different ways. In the end, Steve offers Sophia a challenge, to make Silvia Rubi cum in under three minutes, and if she can she'll be rewarded with two hot loads. Spoiler alert, she gets the job done and gets a face full of cum, and the crowd goes wild.
4 years ago 929 4:00
Anal
Ass
Ass Fuck
Ass To Mouth
Asshole
Bar
Beautiful
Bend Over
Bi
Big Ass
Big Nipples
Big Tits
Brunette
Buxom
Challenge
Crazy
Cum
Cum In Ass
Cum In Mouth
Cum In Pussy
Silvia Rubi
Sophia Laure
Txxx
1 100%
It's hard living in the clink for prison hotties Darcia Lee and Harmony Reigns. Locked in a cell together with no cock to be found, the ladies find themselves constantly day dreaming about dick, so much so that it begins to annoy the guard, Stirling Cooper. Challenging the guard to enter the cell, Harmony Reigns surprises him from behind, then starts to seduce him. Whispering sweet nothings in Stirling's ear, Harmony calls Darcia over to suck his cock. While Stirling face fucks the Hungarian jailbird, Harmony undoes her bra and plays with her cellmate's tits. Each convict takes turns having Stirling pound their pussy, then both enjoy the hot shower of cum all over their faces! Who said prison can't be any fun?

It's hard living in the clink for prison hotties Darcia Lee and Harmony Reigns. Locked in a cell together with no cock to be found, the ladies find themselves constantly day dreaming about dick, so much so that it begins to annoy the guard, Stirling Cooper. Challenging the guard to enter the cell, Harmony Reigns surprises him from behind, then starts to seduce him. Whispering sweet nothings in Stirling's ear, Harmony calls Darcia over to suck his cock. While Stirling face fucks the Hungarian jailbird, Harmony undoes her bra and plays with her cellmate's tits. Each convict takes turns having Stirling pound their pussy, then both enjoy the hot shower of cum all over their faces! Who said prison can't be any fun?
4 years ago 936 7:00
3some
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Darcia Lee
Harmony Reigns
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10 not rated

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