Pristine Edge, Maddy May - Cheeky Family Pillow Fight (2023)
Release Year: 2023
Cast: Pristine Edge, Maddy May
Genres: Lesbian
Video language: English
Maddy May is a bit worried about her stepmom, Pristine Edge. Ever since Pristine's divorce, she's just not been the same fun-loving stepmom that Maddy's used to. Pristine's been mopey, dour, and on-edge. It breaks Maddy's heart, and she just wishes there was something she could do to cheer Pristine up.
One day, while Pristine is cleaning up her room, Maddy pokes her head in and asks if Pristine would like to do something fun. Maybe they could watch a movie? Or perhaps they could go out for lunch and then do some shopping? Pristine, however, isn't enthused, and curtly declines. Not one to give up easily, Maddy grabs a pillow and smacks her stepmom on the butt with it. This takes Pristine aback... but then a playful smile crawls across her face. If Maddy wants a pillow fight, then she's going to have it!
Within seconds, the two of them are bouncing around the room, locked in a playful and joyous pillow fight. But things take a naughty turn when Pristine starts spanking Maddy's ass. Maddy loves it, and when Pristine gets a bit frisky with her and spreads her ass cheeks apart, Maddy tells her to keep going. Pristine's a bit hesitant, but can't resist her 's sweet booty. They have playful sex, giving Pristine the morale boost she needed!
Format: mp4
Duration: 30:54
Video: 3840x2160, AVC (H.264), 14654kbps
Audio: 125kbps
File size: 3.3 GB
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
Give Me Teens - She's More Stacked Than Her Mom! - Maddy May & John Strong
Release Year: 2021
Studio: Give Me Teens
Cast: John Strong, Maddy May
Genres: Brunette, Big Tits, Teen, Tattoos, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Titty Fuck, Ass, straight, caucasian, hd porn, open mouth facial, stepdad, pussy eating
Video language: English
Maddy May is checking herself out in the mirror when her stepmom Aaliyah Love walks in. Aaliyah compliments Maddy on her sexy outfit. Maddy mentions that she has plans with her boyfriend for the night, and Aaliyah is disappointed, since they were supposed to have a family dinner.
When Aaliyah tries to convince Maddy to stay in for the night, Maddy insists that there are some things she do with Aaliyah - like sex. Aaliyah begs to differ though. She knows that Maddy doesn't need a man to please her...and she's going to show Maddy exactly why!
Format: mp4
Duration: 41:49
Video: 3840x2160, AVC (H.264), 14469kbps
Audio: 125kbps
File size: 4.4 GB
Maddy May, Ryan Reid - A Sign Of Things To Cum (2023)
Release Year: 2023
Cast: Maddy May, Ryan Reid
Genres: Lesbian
Video language: English
Two best friends, Ryan Reid and Maddy May, are chatting and relaxing. Maddy starts talking about a fascinating hobby she's started to get into - horoscopes and astrology. Ryan is skeptical, as Maddy talks about how she's a Capricorn and Ryan is a Cancer, and what that all means.
Ryan then notices that each zodiac sign has a symbol, and points out that the Cancer symbol looks like a 69. Maddy says that it doesn't, but Ryan continues to make fun of the 69 symbol and says now it's all she can think about - she wants a 69! Maddy rolls her eyes, saying that she never takes these things seriously, but Ryan insists she IS serious - maybe this symbol is a sign of things to come! Maddy asks her to stop making fun of this and Ryan says she's not - she really means it. After all, didn't her horoscope say she was going to 'give selflessly' to 'receive happiness'? Sounds like a 69, right?
Maddy shakes her head and laughs. She knows Ryan well enough to know that she's not gonna drop this until she gets what she wants, so they might as well get to it!
Format: mp4
Duration: 31:37
Video: 3840x2160, AVC (H.264), 15290kbps
Audio: 125kbps
File size: 3.5 GB
Maddy O'Reilly (O Cum All Ye Faithful: Part 3)
Release Year: 2018
Cast: Maddy O'Reilly
Genres: BDSM, Bondage, Torture, Humiliation, Pornstar
Video language: English
Maddy and Summer get their Christmas wishes. Maddy O'Reilly is opening her Christmas gifts. With each one comes a new way to torment her. A caning, a whipping, an orgasm, and a spanking. Maddy is so nice and opts to give her spanking to Summer. After all it is Summer's favorite thing. Head down ass up that's the way we like to put Maddy while we stick things in her butt. To make sure we don't break the theme it's candy canes going in her pussy and asshole. How many can she fit? Almost instantly she feels the cool burning sensation from the mint. The final position is takes all of Maddy's strength. She's put on a giant metal cross. The cross is attached to a huge frame. The frame allows the cross to spin. Once Maddy is tied onto the cross OT spins her upside down and all around. Maddy goes for a terrifying ride.
Format: mp4
Duration: 1:10:08
Video: 1280x720, AVC (H.264), 7345kbps
Audio: 105kbps
File size: 3.7 GB
Breaking in the New Girl - London River and Maddy May
Release Year: 2024
Cast: Maddy May, London River
Genres: Bondage, Lesbian, Anal, Anal Fingering, Strap-on, Dildo, LezDom, Ass Licking, Rimming, Pussy Licking, FaceSitting, Stockings
Video language: English
Maddy May is tied with a chest harness. Her hands are behind her back, ankles spread wide and vulnerable. London spits on her face and rubs it all over Maddy’s tits and plays with her bratty sub’s wet cunt. Then Maddy is bent over and ass fucked with a strap-on by dominant London with plenty of face fucking ass-to-mouth to get more spit as slippery lube. London sits on Maddy’s face making her sub lick her holes and open her Dom’s ass with a dildo. London gets gaped doggy style with a big glass toy while Maddy spits in London’s asshole.
Format: mp4
Duration: 51:11
Video: 1920x1080, AVC (H.264), 9744kbps
Audio: 156kbps
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
Maddy May - 2 Creampies For Maddy
Release Year: 2022
Cast: Maddy May
Genres: Anal, Blowjob, Gonzo, Hardcore, Oil
Video language: English
Maddy May is one of the hottest babes out there that’s down to anal fuck! Her beautiful eyes will have you mesmerized but when she turns around and shows you that ass & gapes it open for a dick to slip in, there is no turning back! You’ll be hooked on Maddy & her tantalizing way of taking dick from behind. It’s no wonder her tempting as will get 2 creampies outta this fuck fest!
Format: mp4
Duration: 34:54
Video: 1920x1080, AVC (H.264), 11709kbps
Audio: 184kbps
File size: 3.0 GB
Amari Anne, Maddy May - College Maid Gets Freaky 1080p
Release Year: 2023
Cast: Amari Anne, Maddy May
Video language: English
Bratty college student Amari Anne smugly watches her classmate, Maddy May, who also works as a maid, clean her mansion and get ordered around by her mom. Maddy, though, isn’t going to tolerate her antics, but she gets caught and scolded after confronting Amari for messing with her. Frustrated, Maddy goes to clean the bathroom and quickly notices that there’s a suction dildo fastened to the shower door. After fucking it and sucking it to let off steam, Maddy realizes that lurking Amari set her up to see if she’d take the bait; this just creates an opening for Maddy to dominate Amari, which is what Amari wanted all along. This leads to intense and wet scissoring, and some smoking hot lesbian anal action.
Format: mp4
Duration: 34:42
Video: 1920x1080, AVC (H.264), 4479kbps
Audio: 124kbps
File size: 1.1 GB
Amari Anne, Maddy May - College Maid Gets Freaky (2023)
Release Year: 2023
Cast: Amari Anne, Maddy May
Genres: Lesbian, Interracial
Video language: English
Bratty college student Amari Anne smugly watches her classmate, Maddy May, who also works as a maid, clean her mansion and get ordered around by her mom. Maddy, though, isn’t going to tolerate her antics, but she gets caught and scolded after confronting Amari for messing with her. Frustrated, Maddy goes to clean the bathroom and quickly notices that there’s a suction dildo fastened to the shower door. After fucking it and sucking it to let off steam, Maddy realizes that lurking Amari set her up to see if she’d take the bait; this just creates an opening for Maddy to dominate Amari, which is what Amari wanted all along. This leads to intense and wet scissoring, and some smoking hot lesbian anal action.
Format: mp4
Duration: 34:42
Video: 1920x1080, AVC (H.264), 4479kbps
Audio: 124kbps
File size: 1.1 GB
Maddy May - Two Creampies For Maddy (2022)
Release Year: 2022
Cast: Maddy May
Genres: Anal
Video language: English
Maddy May is one of the hottest babes out there that’s down to anal fuck! Her beautiful eyes will have you mesmerized but when she turns around and shows you that ass & gapes it open for a dick to slip in, there is no turning back! You’ll be hooked on Maddy & her tantalizing way of taking dick from behind. It’s no wonder her tempting as will get 2 creampies outta this fuck fest!
Format: mp4
Duration: 34:54
Video: 1920x1080, AVC (H.264), 11709kbps
Audio: 184kbps
File size: 3.0 GB
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
Maddy May - 2 Creampies For Maddy FullHD 1080p
Release Year: 2022
Cast: Maddy May
Video language: English
Maddy May is one of the hottest babes out there that’s down to anal fuck! Her beautiful eyes will have you mesmerized but when she turns around and shows you that ass & gapes it open for a dick to slip in, there is no turning back! You’ll be hooked on Maddy & her tantalizing way of taking dick from behind. It’s no wonder her tempting as will get 2 creampies outta this fuck fest!
Format: mp4
Duration: 34:54
Video: 1920x1080, AVC (H.264), 11709kbps
Audio: 184kbps
File size: 3.0 GB
HardX - Maddy's 1st Anal
Release Year: 2014
Studio: HardX
Cast: Maddy O'Reilly, Manuel Ferrara
Genres: Hardcore, Cumshot, Fingering, Brunette, Petite, Squirt, Blowjob, Small Tits, Anal, Deepthroat
Video language: English
Maddy O´Reilly is so excited for her first anal sex scene. Of course so is Manual Ferrara, he is more than happy to offer his thick and hard service to Maddy tight sexy ass. She quickly spread her cheeks and is more than ready and willing to received his cock. Manual gives her some litteral deep and hard lessons in anal sex. After this ass-fucking education, Maddy wants his cum all over her cute face.
Format: mp4
Duration: 45:03
Video: 960x544, AVC (H.264), 1765kbps
Audio: 99kbps
File size: 617.5 MB
Maddy O'Reilly
Release Year: 2014
Studio: RealTimeBondage
Cast: Maddy O'Reilly
Genres: BDSM, Bondage, Anal, Threesome, Oral, Humilation, Toys, Fetish, Hardcore, All Sex
Yanking her up and shackling her down onto our sexstool, both ends of Maddy are now deliciously, completely exposed. We make full use of that fact. What follows is a non stop pounding of every available hole until her eyes are circling like pinwheels.
Format: mp4
Duration: 18:39
Video: 1280x720, AVC (H.264), 7280kbps
Audio: 108kbps
File size: 1.0 GB
All natural redhead Maddy O‘Reilly shackled down vibrated
Release Year: 2014
Studio: RealTimeBondage
Cast: Maddy O'Reilly
Genres: BDSM, Bondage, Anal, Threesome, Oral, Humilation, Toys, Fetish, Hardcore, All Sex
Maddy is dazed and cumdrunk, covered in drool and the ruins of her makeup. She has already been pushed harder then she ever has before and we are only halfway done with her. Does she have what it takes to do the full ride?
Format: mp4
Duration: 14:49
Video: 1280x720, AVC (H.264), 7272kbps
Audio: 109kbps
File size: 801.9 MB
Maddy May, August Skye - Team Bonding (2023)
Release Year: 2023
Cast: Maddy May, August Skye
Genres: Lesbian, Interracial
Video language: English
Maddy May has been unable to enjoy anything sexy on the internet at home, because her internet connection isn't working. Luckily for her, there's a great connection at the office where she works. Maddy closes the office door, then sits down with her legs open and her skirt pulled up so she can masturbate. She softly pants and gasps with delight at how good it feels. However, while she's still in the middle of rubbing one out, her coworker August Skye walks in on her! August is shocked, but Maddy manages to explain herself. August doesn't want Maddy to get into trouble for doing that at work, so she offers to help Maddy orgasm faster by having sex with her. Isn't it great to have such a helpful coworker?
Format: mp4
Duration: 36:19
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps
File size: 3.8 GB
Maddy May - Maddys husband her to get a job (2023)
Release Year: 2023
Cast: Maddy May
Genres: HD Video, All Sex
Video language: English
Maddy’s husband is cutting her off till she gets a job, he even set up an interview with his buddy’s Nathan who just opened a new office branch. When Maddy arrives to her interview she cuts straight to the chase with Nathan, she gives him head and he gives her a job doing nothing. Nathan is dumbfounded at first but when Maddy swallows his cock he is convinced, and it doesn’t stop there. Maddy gets so worked up she lets Nathan take her right in his office giving her a cock that her husband unfortunately can’t compare to.
Format: mp4
Duration: 23:48
Video: 1920x1080, AVC (H.264), 4966kbps
Audio: 123kbps
File size: 888.4 MB
Maddy O'Reilly (O Cum All Ye Faithful: Part 2)
Release Year: 2018
Cast: Maddy O'Reilly, OT
Genres: BDSM, Bondage, Torture, Humiliation, Pornstar
Video language: English
Summer does a little facesitting with Maddy! Maddy is attached to Summer's crotch. Any movement pulls on her tender pussy. Maddy is untied and put on Rudolf the wood-nosed paindeer. The fear begins to set in as she's attached to the suspended wooden horse. Her legs are pulled apart and her arms are pulled in front of her. There's no way to relieve the weight on her tender cunt. With her neck pulled up tight she's ready to start her ride. OT starts the ride with a little vibration. The paindeer begins to trot and OT brings out the electric prod. Maddy is ready for the next torment. She's tied firmly to a post laying down. Each member has their name written on her body. Then it's time for summer to use her fantastic assets to torment Maddy. Summer gets spanked as she holds her tits and ass over Maddy's face.
Format: mp4
Duration: 55:24
Video: 1280x720, AVC (H.264), 7179kbps
Audio: 105kbps
File size: 2.9 GB
Mommy's Girl - Cheeky Family Pillow Fight
Release Year: 2023
Studio: Mommy's Girl
Cast: Pristine Edge, Maddy May
Genres: Blonde, Brunette, Fingering, Teen, Milf, 69, Tattoos, Hairy, Facesitting, Family Roleplay, Tribbing, Ass, Lesbian, Spanking
Video language: English
Maddy May is a bit worried about her stepmom, Pristine Edge. Ever since Pristine's divorce, she's just not been the same fun-loving stepmom that Maddy's used to. Pristine's been mopey, dour, and on-edge. It breaks Maddy's heart, and she just wishes there was something she could do to cheer Pristine up.
One day, while Pristine is cleaning up her room, Maddy pokes her head in and asks if Pristine would like to do something fun. Maybe they could watch a movie? Or perhaps they could go out for lunch and then do some shopping? Pristine, however, isn't enthused, and curtly declines. Not one to give up easily, Maddy grabs a pillow and smacks her stepmom on the butt with it. This takes Pristine aback... but then a playful smile crawls across her face. If Maddy wants a pillow fight, then she's going to have it!
Within seconds, the two of them are bouncing around the room, locked in a playful and joyous pillow fight. But things take a naughty turn when Pristine starts spanking Maddy's ass. Maddy loves it, and when Pristine gets a bit frisky with her and spreads her ass cheeks apart, Maddy tells her to keep going. Pristine's a bit hesitant, but can't resist her stepdaughter's sweet booty. They have playful sex, giving Pristine the morale boost she needed!
Format: mp4
Duration: 30:54
Video: 3840x2160, AVC (H.264), 14654kbps
Audio: 125kbps
File size: 3.3 GB
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