Maddy Sleeps in - Sore Bottom Summer
Release Year: 2023
Genres: BDSM, Rope, Bondage
Video language: English
Maddie is sleeping soundly in her bed, long after the alarm has gone off. The house is not cleaned and her chores are undone. The lights flick on, her stomach sinks as she opens her eyes to find her stern standing over her. Her covers are pulled off and she is placed firmly across his knee. A hard hand spanking covers her round bottom trailing to her thighs.
Format: mp4
Duration: 8:28
Video: 1280x720, AVC (H.264), 4075kbps
Audio: 184kbps
File size: 264.5 MB
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
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
Maddy OReilly part 2
Release Year: 2023
Cast: Maddy O'Reilly, OT
Genres: BDSM, Bondage, Torture, Humiliation, Pornstar
Video language: English
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 .
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: 18:39
Video: 1280x720, AVC (H.264), 7280kbps
Audio: 108kbps
File size: 1.0 GB
RealTimeBondage - Maddy O'Reilly - O Cum All Ye Faithful: Part 2
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
O Cum All Ye Faithful Part 2
Release Year: 2018
Genres: BDSM, Torture, Humiliation
Video language: English
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
RealTimeBondage - Maddy O'Reilly - O Cum All Ye Faithful: Part 3
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.
Format: mp4
Duration: 1:10:08
Video: 1280x720, AVC (H.264), 7345kbps
Audio: 105kbps
File size: 3.7 GB
O Cum All Ye Faithful: Part 3
Release Year: 2018
Genres: BDSM, Torture, Humiliation
Video language: English
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.
Format: mp4
Duration: 1:10:08
Video: 1280x720, AVC (H.264), 7345kbps
Audio: 105kbps
File size: 3.7 GB
Allgirlmassage - Massage A La Carte
Release Year: 2022
Studio: Allgirlmassage
Cast: Jessica Ryan, Maddy May
Genres: Brunette, Redhead, Piercings, Big Tits, Natural Tits, Fingering, Milf, 69, Tattoos, Hairy, Facesitting, Lesbian, Massage, Original Series, kissing, rimming, pussy eating
Video language: English
Maddy May leads her regular massage client, Jessica Ryan, into the studio. She asks Jessica why it's been so long since her last visit- is everything going okay? Jessica sighs and explains that she recently broke up with her girlfriend and decided to focus exclusively on work after that. In fact, all this mental exertion has led to Jessica feeling incredibly stressed and creatively blocked. She knows she needs to do to relax, which is why she's come back to her tried-and-true massage therapist, Maddy.
Jessica gets undressed and lies down face-first on the bed. Maddy looks over her body, asking which part is the tensest. Jessica can't even tell her where to start- it's like she's feeling stuck . Maddy smiles and assures Jessica that they'll get to the bottom of it. She pours some lotion onto Jessica's shoulder blades and gets to work. As Maddy runs her hands over Jessica's exquisite curves, she can't help but like what she sees- and feels. Jessica's loving it as well and opens up a bit about her recent breakup. She had no idea it would be this difficult to deal with, though she admits that she's definitely less experienced with lesbian relationships than Maddy is.
Jessica's worried about being with another woman, though Maddy reminds her that she shouldn't lose hope because of one bad experience. Maybe what Jessica needs is a little pick-me-up. As Maddy likes to say, 'sometimes the best way to get over a bad breakup is to get UNDER somebody else.'Jessica likes the sound of that, and a flirty look pops into her eye. Maddy is single, isn't she? Maddy assures her that she is, meeting Jessica's flirtatious glance. Well, one of them is already naked, so maybe they could take this opportunity to truly relax with a little sex? Loving the idea, Maddy and Jessica press their bodies together, beginning an erotic, sensual sexual experience that is sure to release all of Jessica's pent-up tension.
Format: mp4
Duration: 35:12
Video: 3840x2160, AVC (H.264), 14648kbps
Audio: 125kbps
File size: 3.7 GB
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
WorstBehaviour - Four of The Widower Sessions - Her Gift to Him - Pt. 1
Studio: WorstBehaviourProductions
Genres: Bdsm, Spanking
Maddy is spanked over the desk as her colleague watches as the spanking continues on her sore bare bottom. Then it is Lizzy's turn to receive her first spanking and her round cheeks jiggle and redden quickly, being unaccustomed to such punishments.
Format: mp4
Duration: 19:19
Video: 1280x720, AVC (H.264), 4078kbps
Audio: 184kbps
File size: 604.0 MB
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
Dee Williams, Kimmy Kimm, Summer Col - Dorm Room Games (2022)
Release Year: 2022
Cast: Dee Williams, Kimmy Kimm, Summer Col
Genres: Lesbian
Video language: English
Kimmy Kimm and Summer Col are two college students who are getting ready for bed in their cozy dorm room. Their chaperone, Dee Williams, pops in to say goodnight, as well as to remind them to be good girls. Kimmy and Summer assure Dee that they always are, and Dee closes the door.
And now... the fun begins! Kimmy's on the bottom bunk, and she rips off her panties and starts humping her pillow. Summer can hear something's going on down there, so she takes out her trusty vibrator and joins in! Summer puts the toy on Kimmy's pussy and sploosh! Kimmy squirts all over Summer's face!
But suddenly, Dee reenters the room, having heard their naughty ruckus from outside. To Kimmy and Summer's surprise, Dee isn't that mad about it... as long as she can join too! And when it comes to dorm room games, Dee's got a few tricks up her sleeve that are sure to make these students squirt even more!
Format: mp4
Duration: 36:35
Video: 3840x2160, AVC (H.264), 14645kbps
Audio: 124kbps
File size: 3.9 GB
Hand me the Hairbrush - Maddy Spanked for Exposure
Release Year: 2023
Genres: BDSM, Rope, Bondage
Video language: English
I after a long painful hand Spanking, Maddy grudgingly obeys as she is instructed to hand him the hairbrush. The flat back of the wood hairbrush stings her poor bottom. Spanking from the top of her cheeks, to the tender flesh between, to the most painful swatch on her sit spots. Maddy clenches, crying out and kicking her feet up. Embarrassed and humiliated has her stepdad pulls her panties down to mid-thigh to continue her spanking.
Format: mp4
Duration: 10:40
Video: 1280x720, AVC (H.264), 4057kbps
Audio: 184kbps
File size: 331.9 MB
Yoga Pants vol 4 (2021)
Release Year: 2021
Cast: Maddy May, Angel Youngs, Katie Kush, Charly Summer
Video language: English
There's nothing guys love more than seeing a beautiful girl in a sexy tight pair of yoga pants! Our fourth volume of Yoga Pants showcases every curve, the cameltoe, and the gorgeous asses that we all love seeing in yoga pants! Featuring an all star cast getting all sweaty doing their favorite moves! Starring Charly Summer, Angel Youngs, Katie Kush and Maddy May! Enjoy!
Format: mp4
Duration: 2:17:42
Video: 720x406, AVC (H.264), 1310kbps
Audio: 158kbps
File size: 1.5 GB
All Girl Massage - Sore Bottom Blues
Release Year: 2019
Studio: All Girl Massage
Cast: Georgia Jones, Kristen Scott
Genres: Brunette, Natural Tits, Fingering, 69, Tribbing, Lesbian, Massage, Oil, ass massage, hd porn, kissing, pussy eating
Video language: English
Georgia Jones undresses in a private massage room, although she moves carefully because of her aching butt. When her masseuse, Kristen Scott, enters the room, she tries to play it cool, although Kristen immediately sees that something is bothering her client. However, Georgia isn't ready to give up her secret so soon.
Kristen slathers oil onto her hands and begins massaging Georgia's back. As she works out the tension, Georgia becomes more shy about her butt being sore. She soon admits that she likes being spanked and that her girlfriend 'gotten a bit wild the night before... Kristen is not fazed by this admission and instead offers to use a bolster to give Georgia's butt the loving attention it deserves.
Once Georgia's butt is raised, the massage becomes even more thorough. Although she tries to behave, Georgia can't help but to become aroused. When Kristen's hand accidentally grazes over her pussy, Georgia's electrified. It isn't long before she's cheekily asking for the massage to become even more intimate and they eagerly plunge their fingers and tongues into each other's pussies.
Georgia's got a case of the sore bottom blues, and Kristen has the perfect cure!
Format: mp4
Duration: 35:42
Video: 3840x2160, AVC (H.264), 14646kbps
Audio: 125kbps
File size: 3.8 GB
Sore Bottom Blues
Release Year: 2019
Studio: All Girl Massage
Cast: Georgia Jones, Kristen Scott
Genres: Brunette, Natural Tits, Fingering, 69, Tribbing, Lesbian, Massage, Oil, ass massage, hd porn, kissing, pussy eating
Video language: English
Georgia Jones undresses in a private massage room, although she moves carefully because of her aching butt. When her masseuse, Kristen Scott, enters the room, she tries to play it cool, although Kristen immediately sees that something is bothering her client. However, Georgia isn't ready to give up her secret so soon.
Kristen slathers oil onto her hands and begins massaging Georgia's back. As she works out the tension, Georgia becomes more shy about her butt being sore. She soon admits that she likes being spanked and that her girlfriend 'gotten a bit wild the night before... Kristen is not fazed by this admission and instead offers to use a bolster to give Georgia's butt the loving attention it deserves.
Once Georgia's butt is raised, the massage becomes even more thorough. Although she tries to behave, Georgia can't help but to become aroused. When Kristen's hand accidentally grazes over her pussy, Georgia's electrified. It isn't long before she's cheekily asking for the massage to become even more intimate and they eagerly plunge their fingers and tongues into each other's pussies.
Georgia's got a case of the sore bottom blues, and Kristen has the perfect cure!
Format: mp4
Duration: 35:42
Video: 3840x2160, AVC (H.264), 14646kbps
Audio: 125kbps
File size: 3.8 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
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
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