Nothing is Hard Enough for Maddy O'Reily......Until Today
Cast: James Deen ,Maddy O'Reilly
Genres: BDSM ,natural boobs ,unshaved ,Public ,Female Slave ,Corporal Punishment ,Rope Bondage ,big dick ,shaved ,Rough Sex
Video language: English
Maddy O’Reily has a problem. No one can be as hard on her as she wants them to be. Enter Princess Donna and James Deen. When it comes to dominating and humiliating girls in public, this is really the dream team. Also, a word of warning, don’t tell them that no one can be can take you to your limit, because if there is are any two people in the world who CAN it’s Princess Donna and James Deen. Today they play a game of good cop bad cop with this new little slut, then when they get bored with her whining and complaining about how rough they are they decide to fuck eachother instead. James Deen bangs the Princess hard in her ass and let’s Maddy taste it right off his cock. What lucky slut.
Format: mp4
Duration: 1:12:20
Video: 1280x720, AVC (H.264), 4877kbps
Audio: 122kbps
File size: 2.6 GB
Nothing is Hard Enough for Maddy O'Reily new bdsm porn videos
Release Year: 2024
Cast: Maddy O'Reilly
Genres: BDSM, Public, Rope Bondage, Rough Sex, shaved, Slapping, Spanking, Straight, Sub, Submission, switch, Vaginal Penetration, Voyeur, white, Zapper
Video language: English
Maddy O’Reily has a problem. No one can be as hard on her as she wants them to be. Enter Princess Donna and James Deen. When it comes to dominating and humiliating girls in public, this is really the dream team. Also, a word of warning, don’t tell them that no one can be can take you to your limit, because if there is are any two people in the world who can it’s Princess Donna and James Deen. Today they play a game of good cop bad cop with this new little slut, then when they get bored with her whining and complaining about how rough they are they decide to fuck eachother instead. James Deen bangs the Princess hard in her ass and let’s Maddy taste it right off his cock. What lucky slut.
Format: mp4
Duration: 1:12:20
Video: 1280x720, AVC (H.264), 4877kbps
Audio: 122kbps
File size: 2.6 GB
Maddy's phat Ass
Release Year: 2013
Studio: BangBros
Cast: Maddy O Reilly
Genres: All sex, Big ass, Big tits, Busty, Big booty, Doggystyle
Video language: English
Today on Mr.Anal with have the super sexy and big beautiful ass of Maddy O'reily. I asked her when she is not doing porn what is her most favorite thing to do outside of sex and she said get fucked! So you know already what to expect with these sexy chick and all that ass.
Format: mp4
Duration: 56:08
Video: 1280x720, AVC (H.264), 2914kbps
Audio: 63kbps
File size: 1.2 GB
HardX - Lily Love And Maddy O'Reilly
Release Year: 2016
Studio: HardX
Cast: Maddy O'Reilly, Lily Love
Genres: Outdoor, Toys, Striptease, Butt Plug, Anal Toys, Big Ass, Big Tits, Hairy Pussy
Video language: English
This installment of classic HardX teases features Lilly Love & Maddy O´Reily
Format: mp4
Duration: 9:56
Video: 960x544, AVC (H.264), 1779kbps
Audio: 187kbps
File size: 143.6 MB
Maddy O'Reilly bound and drooling in strict bondage
Cast: Maddy O’Reilly
Genres: BDSM, Humiliation
Video language: English
Today we are happy to welcome back that lush pale redhead Maddy O’Reilly to the pages of Sexuallybroken. Maddy is one of those that was simply built for sex. She craves it. She needs it. And we are here to provide. As we do.
The set up is simple but effective. A pillory, a hot porn star and two hard cocks. Mix up and let the fun start. Once we have Maddy bound in place, all we have to do is walk up and make full use of that luscious bubblebutt. Which is exactly what we proceed to do.
The drool pours out of Maddy’s ballgagged mouth as the dicks pound out her pussy. The harder we fuck her the bigger the puddle of drool grows around her feet. This is hole training at its best. All Maddy can do is take the dick we dish out. She loves every single minute of it.
We fuck until we have had our fill, two hard cocks tag teaming our starlet down into a drooling undone mess. Maddy clouded eyes stare off into the distance and we do the only logical thing…stick a leather hood over her head and vibrate her to another orgasm. Good times, good times. Until we meet again...
Format: mp4
Duration: 16:49
Video: 1280x720, AVC (H.264), 6832kbps
Audio: 106kbps
File size: 854.8 MB
Redheaded Maddy O'Reilly bound & drooling in strict bondage by BBC!
Release Year: 2018
Cast: Maddy O'Reilly
Genres: BDSM, Humiliation, Torture, Whipping, Pierced, BBC
Video language: English
Today we are happy to welcome back that lush pale redhead Maddy O’Reilly to the pages of Sexuallybroken. Maddy is one of those that was simply built for sex. She craves it. She needs it. And we are here to provide. As we do.
The set up is simple but effective. A pillory, a hot porn star and two hard cocks. Mix up and let the fun start. Once we have Maddy bound in place, all we have to do is walk up and make full use of that luscious bubblebutt. Which is exactly what we proceed to do.
The drool pours out of Maddy’s ballgagged mouth as the dicks pound out her pussy. The harder we fuck her the bigger the puddle of drool grows around her feet. This is hole training at its best. All Maddy can do is take the dick we dish out. She loves every single minute of it.
We fuck until we have had our fill, two hard cocks tag teaming our starlet down into a drooling undone mess. Maddy clouded eyes stare off into the distance and we do the only logical thing…stick a leather hood over her head and vibrate her to another orgasm. Good times, good times. Until we meet again...
Format: mp4
Duration: 16:49
Video: 1280x720, AVC (H.264), 6832kbps
Audio: 106kbps
File size: 854.8 MB
Messy Maddy O‘Reilly destroyed by dick
In part two of Maddy O’Reilly’s live BaRS show, the breaking down of this redheaded starlet continues. Today Maddy is here to be a three holed slut for our use. While we have plans for all of those holes, we want to test her multi tasking skills. The sybian is the most powerful vibrator in the world, put a pussy on it and that pussy will cum. Over and over and over again. How well can Maddy deepthroat while cumming her brains out?
Shacked down with strict metal and leather bondage onto a sybian, there is not escaping the sensation. Maddy has no choice but to ride out the sensations washing over her bound body. As overwhelming as the orgasm overload is, throw in throat training and this slut is doomed. Maddy will be taken apart by cumming and cock. One after another the rock hard cocks simply walk right up and make full use of that mouth.
Maddy sputters and chokes on the dick as her makeup runs down her face and the drool pours down her perky breasts. Her eyes are glassy and distant as the orgasms rip through her body. She deepthroats as best as she can, taking on a 10 inch BBC while cumming is no easy feat. Messy Maddy is completely destroyed and we aren't even halfway done.
We unshackle this hard used pussy and put her in the corner where she settles into slave position number one. Mascara and drool cover her face and she is still heaving and shaky. Throat training at its finest. Await your fate slut, there is much more yet to come...
Format: mp4
Duration: 12:18
Video: 1280x720, AVC (H.264), 7268kbps
Audio: 108kbps
File size: 665.0 MB
Maddy O' Reilly aka Maddy Oreilly - Maddy O' Reilly Rough As You Can Get
Genres: Anal, Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
SB Maddy O'Reilly part 4
Maddy O‘Reilly gets restrained and throatboarded by 2 huge cocks, brutal challenging deepthroat!
Today we have one the always eager Maddy O'Reilly back to grace our stage. This redheaded sweetheart comes across as shy and somewhat quiet on first impression, but first impressions are not always accurate. This all natural girl next door is actually a raging sexual animal that craves as much cock as she can possibly get her hands on.
Bound down and splayed out on a custom made wooden bondage device with her legs spread wide, Maddy is lashed down with leather belts. A vibrator is screwed into place between her wide open legs to ensure she will be getting nonstop unrelenting sensation while the cock is owning her throat. Her lush body is oiled down to display it properly. The restraints ensure that she can not do so much as twitch, and her neck is firmly held in place by a belt. We walk right up and make full use of Maddy's mouth. It is warm and inviting and feels just like home. This is throatboarding at its finest.
One after another, the cocks step and use Maddy's facepussy. She gurgles and moans around mouthfuls of dick as drool pours out and down her oiled breasts. We run a train on her throat, using it fast and hard without mercy. The bondage and relentless pace serves a purpose, plunging Maddy into sexual subspace. Her face goes slack as she is blasted right out of her mind. This is exactly why Maddy came to us today, she craves that Sexuallybroken experience. All the while, the vibrator is ripping orgasm after orgasm out of her exposed pussy.
Dazed and confused and , Maddy is a drool covered mess, reduced to a mere cockshealth. We have long ago pounded out her throat to an exact fit. She can do nothing but lie there limply and moan. This is what sexually broken looks like, although in Maddy's case it is more like sexually destroyed. We leave the vibrator running and walk away as yet another orgasm comes spilling out of that hardworking pussy.
Format: mp4
Duration: 16:11
Video: 1280x720, AVC (H.264), 6753kbps
Audio: 105kbps
File size: 813.1 MB
Maddy O'Reilly part 4
Maddy O‘Reilly gets restrained and throatboarded by 2 huge cocks, brutal challenging deepthroat!
Today we have one the always eager Maddy O'Reilly back to grace our stage. This redheaded sweetheart comes across as shy and somewhat quiet on first impression, but first impressions are not always accurate. This all natural girl next door is actually a raging sexual animal that craves as much cock as she can possibly get her hands on.
Bound down and splayed out on a custom made wooden bondage device with her legs spread wide, Maddy is lashed down with leather belts. A vibrator is screwed into place between her wide open legs to ensure she will be getting nonstop unrelenting sensation while the cock is owning her throat. Her lush body is oiled down to display it properly. The restraints ensure that she can not do so much as twitch, and her neck is firmly held in place by a belt. We walk right up and make full use of Maddy's mouth. It is warm and inviting and feels just like home. This is throatboarding at its finest.
One after another, the cocks step and use Maddy's facepussy. She gurgles and moans around mouthfuls of dick as drool pours out and down her oiled breasts. We run a train on her throat, using it fast and hard without mercy. The bondage and relentless pace serves a purpose, plunging Maddy into sexual subspace. Her face goes slack as she is blasted right out of her mind. This is exactly why Maddy came to us today, she craves that Sexuallybroken experience. All the while, the vibrator is ripping orgasm after orgasm out of her exposed pussy.
Dazed and confused and , Maddy is a drool covered mess, reduced to a mere cockshealth. We have long ago pounded out her throat to an exact fit. She can do nothing but lie there limply and moan. This is what sexually broken looks like, although in Maddy's case it is more like sexually destroyed. We leave the vibrator running and walk away as yet another orgasm comes spilling out of that hardworking pussy.
Format: mp4
Duration: 16:11
Video: 1280x720, AVC (H.264), 6753kbps
Audio: 105kbps
File size: 813.1 MB
Massive toys, double fisting, and anal submission
Release Year: 2023
Studio: Kink
Cast: Maddy May, Sophia Burns
Sophia Burns has been waiting on the day she gets to show off her anal skills to Maddy May, and today is that day. Duct tape is used to hold Sophia’s magnificent ass cheeks spread while Maddy has her way with her ass hole. They begin with Sophia tied up with an inflatable butt plug that stretches her hole to it’s maximum size. Now that her hole is warmed up, Maddy starts adding bigger and bigger toys to see exactly how far it will stretch. Next is Maddy’s fist, and then shortly after it’s both of her fists stuffed tightly in Sophia’s accommodating ass. Next, it’s time for Sophia to return the favor to Maddy and her ass. They start with a dilator and quickly move up to bigger toys. They build up to the slink, and Maddy explodes with multiple orgasms form getting fucked in her ass. In the final part, Maddy and Sophia trade places again, and Sophia is tied in a crab tie holding her legs spread. Maddy begins fucking her ass with her strap on, and Sophia cannot stop cumming. The slink makes one last appearance as it is buried inside of Sophia’s ass, and then down her throat.
Format: mp4
Duration: 47:25
Video: 1920x1080, AVC (H.264), 9752kbps
Audio: 156kbps
File size: 3.4 GB
Maddy O' Reilly aka Maddy Oreilly
Genres: Anal, Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
Maddy O‘Reilly gets restrained & throatboarded by 2 huge cocks
Release Year: 2014
Cast: Maddy O'Reilly, Jack Hammer, Owen Gray
Genres: BDSM, Bondage, Domination, Hardcore
Video language: English
Today we have one the always eager Maddy O'Reilly back to grace our stage. This redheaded sweetheart comes across as shy and somewhat quiet on first impression, but first impressions are not always accurate. This all natural girl next door is actually a raging sexual animal that craves as much cock as she can possibly get her hands on. Bound down and splayed out on a custom made wooden bondage device with her legs spread wide, Maddy is lashed down with leather belts. A vibrator is screwed into place between her wide open legs to ensure she will be getting nonstop unrelenting sensation while the cock is owning her throat. Her lush body is oiled down to display it properly. The restraints ensure that she can not do so much as twitch, and her neck is firmly held in place by a belt. We walk right up and make full use of Maddy's mouth. It is warm and inviting and feels just like home. This is throatboarding at its finest. One after another, the cocks step and use Maddy's facepussy. She gurgles and moans around mouthfuls of dick as drool pours out and down her oiled breasts. We run a train on her throat, using it fast and hard without mercy. The bondage and relentless pace serves a purpose, plunging Maddy into sexual subspace. Her face goes slack as she is blasted right out of her mind. This is exactly why Maddy came to us today, she craves that Sexuallybroken experience. All the while, the vibrator is ripping orgasm after orgasm out of her exposed pussy. Dazed and confused and , Maddy is a drool covered mess, reduced to a mere cockshealth. We have long ago pounded out her throat to an exact fit. She can do nothing but lie there limply and moan. This is what sexually broken looks like, although in Maddy's case it is more like sexually destroyed. We leave the vibrator running and walk away as yet another orgasm comes spilling out of that hardworking pussy.
Format: mp4
Duration: 16:11
Video: 1280x720, AVC (H.264), 6753kbps
Audio: 105kbps
File size: 813.1 MB
Rough As You Can Get (Maddy O' Reilly) - FullHD 1080p
Cast: Maddy O' Reilly
Genres: Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Video language: English
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
Rough As You Can Get - Maddy O' Reilly - FullHD 1080p
Cast: Maddy O' Reilly
Genres: Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Video language: English
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
Maddy O' Reilly Rough As You Can Get - FullHD 1080p
Cast: Maddy O' Reilly
Genres: Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Video language: English
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
Maddy O' Reilly Rough As You Can Get - 1080p
Cast: Maddy O' Reilly
Genres: Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Video language: English
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. is happy to give her exactly what she wants. Maddy O'Reilly goes on one of the roughest and most intense anal fuck fests of all time. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
Massive Toys, Double Fisting & Anal Submission
Release Year: 2023
Cast: Maddy May, Sophia Burns
Genres: BDSM, Bondage, Lesbian, Anal, Anal Fisting, Anal Fingering, Strap-on, Dildo, LezDom, Butt Plug, Foot Licking
Video language: English
Sophia Burns has been waiting on the day she gets to show off her anal skills to Maddy May, and today is that day. Duct tape is used to hold Sophia’s magnificent ass cheeks spread while Maddy has her way with her ass hole. They begin with Sophia tied up with an inflatable butt plug that stretches her hole to it’s maximum size. Now that her hole is warmed up, Maddy starts adding bigger and bigger toys to see exactly how far it will stretch. Next is Maddy’s fist, and then shortly after it’s both of her fists stuffed tightly in Sophia’s accommodating ass. Next, it’s time for Sophia to return the favor to Maddy and her ass. They start with a dilator and quickly move up to bigger toys. They build up to the slink, and Maddy explodes with multiple orgasms form getting fucked in her ass. In the final part, Maddy and Sophia trade places again, and Sophia is tied in a crab tie holding her legs spread. Maddy begins fucking her ass with her strap on, and Sophia cannot stop cumming. The slink makes one last appearance as it is buried inside of Sophia’s ass, and then down her throat.
Format: mp4
Duration: 47:25
Video: 1920x1080, AVC (H.264), 9752kbps
Audio: 156kbps
File size: 3.4 GB
Jennifer Mendez, Maddy Black - Bouncing Busty Super Squirters
Release Year: 2024
Cast: Jennifer Mendez, Maddy Black
Genres: Lesbian, Big Tits
Video language: English
Busty besties Maddy and Jennifer love working out together. Today they do some weights and cardio then end with some jumping rope. Hopping up and down in their tight tops causes both the babes' big tits to spill out of their shirts. Watching each other’s tits bounce gets them both pretty damned worked up, making them decide to end the workout and turn their attention to pleasing each other. Their clothes hit the floor as these two hotties kiss passionately and use their hands to explore each other’s bodies. Hands give way to mouths as the babes roll into a sexy 69 so they each eat pussy at the same time. Using her skilled fingers and tongue, Jennifer makes Maddy cum hard then she is a little surprised when Maddy breaks out a powerful vibrator for them to share. Scissoring, they rub their pussies together then put the vibrator between them so they can grind on it until they cum together. Best workout ever!
Format: mp4
Duration: 51:05
Video: 1920x1080, AVC (H.264), 6328kbps
Audio: 102kbps
File size: 2.4 GB
Maddy O' Reilly Loves Rough Anal Fuck
Release Year: 2018
Cast: Maddy O' Reilly
Genres: Anal, Facial, Fisting, Gaping, Great Ass, Natural, Pornstar, Redheads, Rimming, Rough Sex, Shaved Pussy
Video language: English
Red head big ass anal whore Maddy O'Reilly is not fucking around today. She shows off her booty to the camera in every way imaginable. Squatting, shaking, and crawling around the room until you just can't take anymore. This slut is here for one thing and one thing only. Maddy O'Reilly wants to be brutalized and fucked until she can't take anymore. The red head is known for her love for rough sex. She is choked with her hair, slapped in the face, tied to a pole and brutally face fucked. All the time she smiles and begs for more. No one can take it as hard and rough as Maddy. After being fucked up the ass with her face smashed into the floor, the red head slut spreads her legs and takes a fist deep up her destroyed hole. By the end of the day she is on her knees with a gaping asshole and cum in her eye balls.
Format: mp4
Duration: 49:27
Video: 1920x1080, AVC (H.264), 9802kbps
Audio: 230kbps
File size: 3.6 GB
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