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Maddy May 207

Maddy May is a 32-year-old actress from United States | See her IAFD Profile or follow her on Twitter(X)


Maddy May's Newest Videos


Maddy May - Pornstar Collection

Maddy May - Pornstar Collection

Maddy May Mega Collection
17 Videos | 26.15 GB

Let's presume the porn industry is paradise, and then Maddy May (aka Maddie May) is an angel that captivates with its beauty. This gorgeous brunette has long hair, brown eyes and a gorgeous smile. She stands on 5 ft. 2 in. and has a super-hot body with perfect measures. Maddy had tits of B size, and she bought a pair of new ones for her 21st birthday. Now, they have a perfect shape and a size of 34DD. She has one of the hottest asses in the industry at the moment. Maddy has several large tattoos: a mandala with a floral and bead on her upper left arm, a blue mandala on the right side of her upper chest, ‘Love on the left side of her lower abdomen, symbols of sun and moon on the inside of the right wrist, arrows on the inside of the right forearm and a couple more. She has piercings on her nipples. Maddy was born on December 22, 1993, in Little Rock, Arkansas. As she said, she grew up as a real redneck in Cabot. She was pretty young when she discovered porn, and she lost her virginity in her high school days. Maddy and her boyfriend sneaked into a house that was on sale and get the job done. She was 21 when she started working in the striptease club, at first as a door-girl and later as a dancer. Maddy has a five-year-long career as a dancer and stripper. In 2019, she got bored of night-life and she started working as a webcam model. Maddy has always been interested in the porn industry. In 2020, she went to AVN Awards to find an entering door in the industry. Maddy found the door and an agency. Her measurements are 34DD-27-35.

Young Busty - Maddy May

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Maddy May - Busty alt girl Maddy May needs help
Released: November 28, 2025

Alt babe Maddy May begs for help, long brunette hair messy, natural big boobs spilling out. POV catches her pierced tongue swirling a fat cock in sloppy blowjob, drool coating tattoos. Trimmed pussy drips as she bends doggy, inked ass high for hardcore slams—cheeks clap loud. Piercings flash when she rides reverse, tits bouncing wild. Moans turn desperate till he yanks out: thick cumshot ropes blast her smirking face, sticky facial glazing tongue and cheeks. Maddy scoops the jizz, rubbing it over hard nipples, eyes hungry for more filthy aid.

Brazzers Exxtra - Maddy May

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Maddy May - Sucking The Salesman
Released: September 5, 2025

Maddy May is masturbating at home alone, when she's interrupted by JMac, who's now a travelling vacuum salesman. Maddy already has a vacuum, but finding JMac hot, she humors him and invites him inside to test out his product. JMac's vacuum works great, but that's not the hose Maddy is really interested in, and it's not long before she's sucking and fucking that big dick of his!

Side Chicks

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Cast: Cherry Kiss, Crystal Rush, Maddy May, Summer Vixen

OnlyFans Mix June 2025 # 3

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Another mix of selected scenes from OnlyFans, AnalVids or other creator platforms released recently.

Wicked - Maddy May & Melissa Stratton

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Maddy May & Melissa Stratton - Clout - Episode 7
Released: May 30, 2025

Her Limit - Maddy May & Charlotte Sins

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Maddy May & Charlotte Sins - Anal Queens Crave BBCs
Released: April 7, 2025

The most insatiable anal queens, Charlotte Sins and Maddy May, come together to satisfy their deepest desires for massive, throbbing BBCs. The room is filled with the sounds of wet, sloppy deep throating and the gagging symphony of a face-fucking frenzy that leaves them gasping for air. These girls don't just take it; they demand it harder, faster, and rougher. Their tight holes are stretched to the max as they take cock after cock, their pussies and ass holes stuffed to the brim with relentless, simultaneous thrusts. At the end, the queens of anal are treated to a royal cum bath. Jaw-dropping cumshots are shared and swapped between greedy mouths and eager assholes.

Wicked - Maddy May & Anna Claire Clouds

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Maddy May & Anna Claire Clouds - Clout - Episode 4
Released: March 7, 2025

Wicked - Maddy May & Anna Claire Clouds

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Maddy May & Anna Claire Clouds - Clout - Episode 3
Released: February 28, 2025

Oops Family - Maddy May

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Save my ass, stepbro
Released: January 10, 2025

After an intense morning run, Maddy May returns home with a wet T-shirt clinging to her skin. Seeking to cool off, the pretty babe pours refreshing water from a bottle over her chest, highlighting her gorgeous body. She's eager to prepare for a special date, but first, Maddy needs a relaxing bath. So, she calls out to her stepbrother for help with a task that's become unexpectedly urgent. She needs him to put all her clothes into the washing machine.

OnlyFans Mix December 2024 # 4

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Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.

Brazzers Exxtra - Maddy May

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Maddy May - Maddy's Angry And Envious DP
Released: November 1, 2024

While Maddy May is married to Vince Karter, that doesn’t mean she doesn’t take on other lovers. Maddy and Vince host a cocktail party for their friends, and all seems well and good until Mick Blue arrives. The guests can’t believe their eyes when Maddy shamelessly flirts with Mick out in the open, and while Vince watches on, seething on the inside, he doesn’t interject. You see, this couple spices up their sex lives in ways their friends can’t quite comprehend, and when Maddy pulls Mick into the bedroom to fuck, Vince watches closely and jerks himself off from the doorway, until he’s had enough and slips his dick into Maddy’s pussy for some scandalous DP sex!

OnlyFans Mix October 2024 # 10

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Another mix of selected scenes from OnlyFans, ManyVids or other creator platforms released recently.

Dungeon Sex - Maddy May

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Maddy May - A Good Slut
Released: September 13, 2024

A blindfolded Maddy Mae stands, waiting anxiously in the middle of a dungeon with her wrists bound in rope and tied to the ceiling, giving Tommy Pistol and Codey Steele full access to her wonderful body. The guys take turns spanking her juicy ass. Tommy tugs on her bush and then fucks her pussy fast and deep. Codey helps lower Maddy to her knees and she blindly services their hard cocks while Tommy whips her supple ass with a leather flogger.

Throated - Maddy May

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Maddy May - Nasty Blowjob With Maddy May!
Released: September 13, 2024

Get ready for a sloppy and steamy blowjob session! Your favorite brunette Maddy May swallows Nade Nasty's fat cock just for you!

Adult Time - Jayden Cole, Maddy May & Katrina Colt

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Jayden Cole, Maddy May & Katrina Colt - Best Of Both Worlds
Released: September 6, 2024

A dominant woman, Maddy May, expresses a desire to be dominated to her submissive girlfriend, Katrina Colt. The thing is, Maddy LOVES being dominant but sometimes it's EXHAUSTING having to call all the shots. But the control freak within won't allow Maddy to give up COMPLETE control... That's when they decide to invite a mutual friend, Jayden Cole, for a threesome, with Jayden's sole purpose being to dominate Maddy while Maddy dominates Katrina so that Maddy gets the best of both worlds

Brazzers Exxtra - Maddy May

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Maddy May - Pizza Guy Tipped With A Stuck Ass
Released: August 16, 2024

Maddy May is trying t5o get some attention (asnd dick) from her clueless hubby, but he's not interested. He's too busy weaiting for a pizza he just ordered. As a gambit to turn the husband on, Maddy pretends to get stuck in her dryer (the perfect position for some anal!), but hubby still won't bite. When pizza guy Van Wylde shows up, he hears Maddy's "cries for help" and investigates. Maddy decides to forget her husband and let the sexy and attentive pizza guy fuck her instead!

Elegant Angel - Maddy May

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Maddy May - Creamy Bikini
Released: August 13, 2024

Will Tile XXX - Maddy May

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Maddy May - Hooking Up
Released: July 10, 2024

True Anal - Maddy May

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Maddy May - Maddy’s Mood For Anal
Released: July 4, 2024

Maddy May is here spark your interest in a thrilling display of anal fucking heat! You’ll be mesmerized by her looks and sumptuous booty. The way she handles herself on that dick will keep you in a trance. First, she gives it a good tonguing down, then it's up her ass that dick goes! The rhythm of each long stroke of dick she takes keeps her in the best mood as she cums. This girl’s a gaper & therefore a keeper!

Evil Angel - Maddy May

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Maddy May - MADDY MAY Pussy Squirting, Anal Gaping
Released: May 30, 2024

Chic, tattooed Maddy May flaunts her round booty in front of the mirror through a sexy opening tease. Geeked for intense buttfucking, the busty, bespectacled porn star models purple lingerie with a colorful pair of high-heeled boots. Maddy fingers her wet, well-groomed gash and shows off her luscious tits to start. She uses a dildo to stretch her anus for aggressive stud Zac Wild's big cock. Zac oils up her plump rump, and his throbbing rod quickly penetrates her rectum. He chokes her and rudely sodomizes her, with Maddy encouraging him on to go harder. The wild babe gives a deepthroat, ass-to-mouth blowjob, pulling her lips from Zac's prick to taste his slobber when he spits on her. She laps his balls and talks dirty, lewdly drooling when she rides dick. This lewd anal affair delivers harsh pussy pounding, backdoor gaping, and Maddy's intense, squirting orgasm! For the finale, Maddy begs Zac to cover her in semen, and he obliges with a massive cum facial.

Deep Lush - Maddy May

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Maddy May - Real Pleasure
Released: May 15, 2024

Maddy and Isiah have familiar chemistry and bring it to another level when they fuck. Isiah starts with licking her pussy and asshole before she flips over and shows off her incredible deepthroat skills. They fuck in multiple positions while including a hitachi and Maddy has a ton of orgasms throughout the video. There's POV during part of the blowjob and while she rides his cock. The scene ends with Maddy sucking his cock until she makes him cum in her mouth.

Yes Girlz - The Best YesGirlz Blowjobs

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Maddy May, Hazel Moore, Anna Claire Clouds, Jessica Starling, Summer Vixen & Aiden Ashley - The Best YesGirlz Blowjobs
Released: April 11, 2024

The incredibly desirable Anna Claire Cloud is on her knees and taking a cock all the way down her throat for one of the sloppiest blowjobs you’ll ever see. Not to be outdone, there are Maddy May and Hazel Moore sucking this guy’s dick and making sure to lick his ass and play with their pussies to show they have superior cock sucking skills. Of course, there is a lot to be said when Jessica Starling takes on the task of showing how she can deepthroat with the best of them, as she shows off her big delicious tits. Then just when you think it can’t get any better, there are Summer Vixen and Aiden Ashley proving how erotic they can make dick sucking look, as they finger and rub their pussies at the same time.

Oops Family - Maddy May

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Maddy May - Stepsister Is My Best Muse
Released: February 16, 2024

Maddy May’s vacation was far from over, but that didn’t give her any joy. Tired of everyday routine, she longed for something to captivate her. So, when her stepbrother asks her to help by posing for his exam painting, she agrees without any hesitation. Modest Maddy has long wanted to reveal herself from the creative side but she is too shy about her body. Yet she didn’t suspect that this was precisely what her stepbrother needed.

Shoplyfter - Maddy May

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Maddy May - Case No. 7906279 - Duck, Duck, Spooge!
Released: January 6, 2024

Maddy attempts to steal a vast amount of jewelry in a stuffed duck. Loss prevention officer Ryan brings the babe to the back office, knowing full well she is guilty. When Ryan leaves the office to check the security, Maddy stuffs all of the jewelry in various places around the office. Ryan comes back and explains he saw everything on camera. If she wants to avoid consequences, Maddy will need to do whatever Ryan tells her.

Everything Butt - Maddy May & Sophia Burns

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Maddy May & Sophia Burns - Massive Toys, Double Fisting, and Anal Submission: Maddy May and Sophia Burns
Released: December 27, 2023

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.

Will Tile XXX - Maddie May

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Maddie May - Holiday Spirit
Released: December 6, 2023

Will is home alone since his girlfriend Maddy decided to go to a company Christmas party. He planned to have some self-love time, but Maddy just so happened to come home right when he was starting. Being the great girlfriend Maddy is what do you think she did next? See the full scene to find out.

Cuckold Sessions - Maddy May

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Maddy May - Maddy Gets Double Penetrated
Released: December 23, 2023

Maddy May and her Husband Al Argento have long talked of bringing others in to fuck his insatiable and slutty Wife. With their anniversary coming up it seems like the right time to break the ice. So Al, Maddy's Husband, gets two of his best friends he trusts to come by and meet with and fuck the daylights out of his wife. It's hard to tell who is more excited by this adventure, Husband of Wifey. Once Maddy's has a dick in her mouth Al is right there to record the moment for them both to enjoy later.

Adult Time - Maddy May

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Maddy May - Sex Dice
Released: December 15, 2023

Jayden Marcos has just gotten into a huge fight with his parents, who only just now learned of - and don't at ALL approve of - the secret relationship he's been having for months with his parent's boss, Lauren Phillips. He begrudgingly goes to Lauren's house, at his parents' insistence, to break things off even though he wishes the world could accept the love he has for her...

Glory Hole - Maddy May

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Maddy May - Madd For Cock!
Released: December 10, 2023

Maddy May has been trying for months to fuck her boss, wearing successively more and more slutty outfits to work trying to gain his attention. But darn it He is Married and even the slutty see-through blouse and thigh highs she wore today had no effect. Bending over as far as possible to show her ass and stockings and nothing. So a horny girl has to do what she has to do and go down to the Glory Hole to get some dick. This place is just like what her friends had told her and it's just the dirty place she needs right now. When the dick (Jamie Knoxx) pops out the hole she is on it like a starving slut. She slobbers and sucks like it's the last meat she may ever get but backs up on it to take that as far inside her as she can. Finally taking that huge load on her welcoming tits.

Mommy's Girl - Pristine Edge & Maddy May

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Pristine Edge & Maddy May - Cheeky Family Pillow Fight
Released: November 18, 2023

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.

Side Chicks

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Cast: Cherry Kiss, Crystal Rush, Maddy May, Summer Vixen

Caught Fapping - Maddy May & August Skye

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Maddy May & August Skye - Team Bonding
Released: November 13, 2023

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...

Brazzers Exxtra - Maddy May

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Maddy May - The Night Invites: Caught & DP'd
Released: October 30, 2023

Maddy May is the next to show up to the Halloween party, making her way into the backyard where an enticing smoky pool awaits. She appears to be the only one there so why not take a dip? Maddy strips naked and goes for a swim, until she sees a masked man (Scott Nails) watching. She quickly exits the pool and runs through the house, only to be met by another masked man (Hollywood Cash). When she turns and sees Scott standing with his dick out, Maddy goes from feeling scared to feeling horny, ready to take both of their big cocks and have a double penetrating threesome!

Producer's Fun - Maddy May

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Maddy May - A Fucking Conversation
Released: October 6, 2023

Great episode of "A Fucking Conversation" and "Cum Corner" with the gorgeous Maddy May. She talks about sex in space, dinosaurs, and where she likes to get cummed on while getting fucked by Mr. Producer and while smoking her vape.

Mommy's Girl - Jane Wilde, Maya Woulfe, Penny Barber & Maddy May

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Jane Wilde, Maya Woulfe, Penny Barber & Maddy May - Our Way Of Saying Thanks
Released: September 30, 2023

Three stepsisters (Jane Wilde, Maddy May, Maya Woulfe) are shocked by the cost of raising a family and are filled with admiration for their single stepmom, Penny Barber. They express their love and admiration to her and want to give her something special, but they're not sure what they could possibly offer.
After some hesitation, Penny admits that, now that they're all beautiful young women, she's had naughty thoughts about a foursome. To her shock and delight, her stepdaughters are more than happy to fulfill such a fantasy, leading to sensual sex with a tantalizing three-on-one dynamic.

No Cum Dodging Allowed # 14

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Cast: Kira Noir, Maddy May, Mina Luxx, Erin Everheart

Kira takes on studs...leaving no holes left unstuffed!!

Erin VS 4 ass-hungry brutes...check out this intense double anal!!

Maddy takes double penetration...and double vag to new levels!!

Mina invites Lex to help double-team her orifices...she happily swallows every drop of their labors!!

It's Anal - Maddy May

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Maddy May - 1 BBC ISN'T ENOUGH
Released: April 6, 2023

Pure Taboo - Anna Claire Clouds & Maddy May

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Anna Claire Clouds & Maddy May - Abandoned
Released: July 18, 2023

Kristi (Anna Claire Clouds) and Ben (Seth Gamble) have been trying so hard to conceive, but they just haven't seemed to have any luck. As Kristi sits on the toilet once again, waiting for the results of her latest pregnancy test, she has a glimmer of hope in her eyes. But when the fated single line appears on the stick, she can't help but feel disillusioned and guilty. Ben assures her that it's okay- they'll keep trying and it'll all work out. Kristi smiles and nods but, deep down, she's a total mess.

To make matters worse, Kristi's estranged stepsister, Ruby (Maddie May), shows up one day asking for a place to stay. Kristi is angry- Ruby totally disappeared and no one's heard from her since. She's caused Krisi's family a ton of grief, and now she wants to come back and ask for favors as if nothing even happened? But Ruby is desperate, and in dire need of help, so Kristi relents and lets her stay the night.

Later that day, Ruby wants to take a bath, so Kristi brings her a clean towel. But when Kristi witnesses Ruby getting undressed, old and forbidden emotions suddenly flood her being. She finds herself aroused by her stepsister's naked body and starts to masturbate as she spies Ruby through a slit in the door. Before long, the two stepsisters have gotten back to their naughty old ways, but what will happen when Ben comes back home and discovers them? Will he be angry or... perhaps, intrigued?

Bellesa Co - Abigail & Ella's House Party

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Abigail Mac, Ella Reese, Nicole Doshi, Vanna Bardot, Aiden Ashley & Maddy May - Abigail & Ella's House Party - Main Room & Waiting Room
Released: May 26, 2023

Bellesa House Party: Where one performer throws their very own House Party, inviting friends over for an orgy none of them will ever forget.

Throated - Maddy May

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Maddy May - Big Meat For Maddy May
Released: June 23, 2023

Cute brunette Maddy May loves licking and sucking cock. Come watch her in sexy lingerie as she gets face fucked just for your pleasure!

Penthouse Gold - Maddy May

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Maddy May - Maddy May Gets The Full Anal Treatment
Released: June 20, 2023

Maddy May shows up late for her massage appointment at the Penthouse Kinky Spa, but luckily masseur Lucas Frost (or so she thinks) still takes her in to give the tattooed hottie the full treatment she requests. Watch the brunette babe get horny by the minute as the stud works her pierced big tits and trimmed pussy first with his expert hands and then skilled tongue. The naughty nympho is ready to go hardcore by the time he slips his huge cock into her ass in an unforgettable anal fuck scene.

Hot And Mean - Amari Anne & Maddy May

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Amari Anne & Maddy May - College Maid Gets Freaky
Released: June 20, 2023

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.

Breed Me - Maddy May & Julia Robbie

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Maddy May & Julia Robbie - Breed Us Both Doctor
Released: June 16, 2023

She Will Cheat - Maddy May

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Maddy May - Maddy May’s husband forces her to get a job
Released: June 16, 2023

Maddy’s husband is cutting her off till she gets a job, he even set up an interview with his buddy’s son 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.

Toxic Friends

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Cast: Dakota Tyler, Braylin Bailey, Adira Allure, Maddy May

She Loves Black - Maddy May

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Maddy May - Teacher's Pet
Released: June 16, 2022

Finding a job is hard, even with a college degree. Maddy May now realizes that it is not easy to find a job, so she comes over to your house to ask for a favor. The beautiful tattooed hottie needs a letter of recommendation from you to increase her chances of spending her internship under a great company. The beautiful babe in glasses has been one of your favorite students, so you agree to write her a recommendation letter. While the two of you chill on the patio, Maddy reveals that she had a crush on you.

Oil For Days # 4

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Cast: Theodora Day, Tommy King, Maddy May, Brenna McKenna

Stylish director Pat Myne delivers shining starlets and slick, lube-slippery anal sex in "Oil For Days 4." Four sleek, smooth-operating beauties slip and slide with thickly hung studs in lubricious, delicious action. Seductive, all-natural dirty girl Tommy King drenches her delicious anatomy in oil. Her big, juicy booty and bald snatch gyrate, lubricant glistening on her flesh. Powerful stud Ramon Nomar pries his meat into her slit while she slobbers on Rob Piper's big Black cock. Tommy crams both dicks in her mouth...

Jules Jordan - Maddy May

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Maddy May - Maddy May Is Finally Sexually Satisfied With A DP And Double Vag Penetration
Released: April 15, 2023

Maddy May has a reputation for being unafraid to push the boundaries when it comes to being a naughty slut. She is known for being very adventurous with her pussy and her asshole. This latest sexual adventure takes her to getting double penetration. She was not fully sexually satisfied with double penetration. She decided to take it to the next level with two dicks in her pussy at the same time. Maddy May doing double vag has sexually satisfied her for this sexual adventure.

Adult Time - Khloe Kapri & Maddy May

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Khloe Kapri & Maddy May - Naughty Scout Secrets
Released: May 19, 2023

Khloe Kapri and Maddy May, two Preparedness Scouts, return from a scout event with naughty looks on their faces. It turns out that these two lesbians have been hiding a dirty little secret. They lift up their skirts, revealing that they've shockingly both been wearing butt plugs all day long. Not only that... but they've also been controlling each other's vibrations using apps on their phones.

Hot Girls Game - Scarlit Scandal & Maddy May

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Scarlit Scandal & Maddy May - VR Slut Cheats With The Lawn Guy
Released: May 9, 2023

Girlfriends Maddy May and Scarlit Scandal can get competitive when they game. Maddy's winning, so Scarlet plays dirty--literally--and yanks off her tattooed gf's shorts to lick her pussy. The lawn guy arrives early, breaking up their scissoring, so they hurriedly get dressed, but as Scarlit strokes her clit while playing an X-rated VR game, Mick Blue notices and sneaks inside to put his dick in her hand! Maddy catches her girl riding Mick's cock, and she wants some too. The gamer girls are willing to take this threesome in coop mode so they both get fucked plenty.

My Sister's Hot Friend - Maddy May

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Maddy May - Big tits Maddy May has revenge sex with her friend's brother
Released: May 6, 2023

Maddy May stops by her friend's place but she isn't home so she asks her friend's brother, Tyler, if she can go to her sister's bedroom and wait for her. Still, there is something off, and Tyler notices it. He asks Maddy what is going on and it turns out her boyfriend is gone to college and believes he is cheating on her, so she wants to get back at him and fucks Tyler's. He definitely doesn't mind getting some pussy so easily!

Producer's Fun - Maddy May

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Maddy May - Producer's Fun
Released: April 3, 2023

Maddy May showed up at Mr. Producer's guest house looking like the hottest stripper in the club you've always fantasized about fucking but who you're too intimidated to even ask for a dance. She wore black lingerie strapped over her bubbly chest and her gym thicken ass. Her smooth, softly tanned skin was accented by a barrage of bad bitch tattoos, and if you even think about fucking with her, she had the sharp nails to cut you. Luckily for Mr. Producer, she was here to fuck. Soon she stripped down to nothing and started rubbing her dripping pussy while playing with her pierced nipples. Mr. Producer dove into her warm pussy cock first. He switched off between her pussy and throat, as both her holes coated his cock with saliva and pussy juice. She threw her ass back into him as he smacked her firm cheeks. She let Mr. Producer fuck her however he wanted until she got down on her knees and let him cover her face in cum.

ZZ Series - Day Of Debauchery: Part 4

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Hime Marie, Alexis Tae, Vanessa Sky, Jazmin Luv, Maddy May, Ailee Anne, Hailey Rose & Missa Mars - Day Of Debauchery: Part 4
Released: April 18, 2023

In the final part of our Day of Debauchery, an all-female amateur sports team finds themselves in the middle of a baseball field as the clock ticks towards hedonistic release. In their tight little uniforms, they are excited, energetic, and surrounded by hungry men knowing exactly what kind of situation they're setting themselves up for. Teasing, taunting, tempting… A group orgy erupts as the siren blares, letting everyone know that they can storm the field and fulfil the desires of these needy nymphomaniacs. But remember, on this day, the entire neighborhood is perving out. In fields, in the streets, in showers, everywhere you can imagine. For a climax, you need to let go of all your inhibitions. Satisfy your urge. Give in to Ailee Anne. Alexis Tae. Hailey Rose. Jazmin Luv. Maddy May. Missa Mars. Hime Marie. Vanessa Sky. Welcome to the closing hours of this year's "release." May luck be with you all.

Brazzers Exxtra - Maddy May & Carlita Ray

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Maddy May & Carlita Ray - Prank On, Wank Off
Released: April 14, 2023

Maddy & her bestie Carlita are putting on a livestreaming makeup tutorial when Maddy’s annoying new stepbrother David decides it’s a fine time to prank them. David sharks the girls repeatedly – but as they’re livestream blows up in response, they figure Maddy’s stepbro is onto something. The next time David pranks the sexy duo, they trap him and use his cock to put on a perverse puppet show for their fawning audience. David loves it as they handle & manipulate his cock puppet to their liking. Eventually, the girls’ figure there are better things to do with David’s big dick and put on a wild threesome for their excited fans!

Her Limit - Maddy May

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Maddy May - I Wanted Harder
Released: April 10, 2023

Maddy May is put to the test by Jax Slayher’s legendary BBC. She’s game for anything but falters at the first hurdle as she struggles to accommodate his length and girth in her pretty mouth. The American pron princess looks sensational in her black lace lingerie, with her long dark hair and beautiful body art. Jax gets hard instantly but there’s still a lot of work to be done to bring him off. Maddy stretches herself to new limits she didn’t even know she had.

It's Anal - Maddy May

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Maddy May - BTS 1 BBC Isn't Enough
Released: April 10, 2023

Girls Way - Maddy May & Ryan Reid

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Maddy May & Ryan Reid - A Sign Of Things To Cum
Released: April 6, 2023

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!

Deep Lush - Anna Claire Clouds & Maddy May

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Anna Claire Clouds & Maddy May - Insatiable Girls
Released: March 21, 2023

Blacked Raw - Maddy May

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Maddy May - See You Later
Released: March 10, 2023

Is your girlfriend really out with her friends? Maddy makes up lies so easily, your girl might be doing the same. Would she look as good as Maddy does doing it?

Everything Butt - Maddy May & London River

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Maddy May & London River - Breaking in the New Girl: London River and Maddy May
Released: March 8, 2023

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.

Digital Playground - Ana Foxxx & Maddy May

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Ana Foxxx & Maddy May - Vigilante City - Episode 3
Released: March 6, 2023

After the shocking confrontation at the mayor's house, Lucy (Ana Foxxx) wakes up tied to a chair in Vermin HQ, and she's about to learn that all is not what it seems. Leaders of the real Vermin, Kitty (Maddy May) and Ozzy (Michael Vegas) tell Ana that the reign of terror in the city is actually masterminded by the mayor and ask for her help taking him down. Lucy just wants to get the hell out of Paradise City... but a rough threesome with the hot Vermin leaders might just be enough to change her mind...

Hustler - Madi Laine & Maddy May

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Madi Laine & Maddy May - It's A Family Thing 5
Released: February 27, 2023

Madi is furious that her stepsister Maddy is getting all of their father's money. Madi can't understand why until she's told that her stepsister was fucking her father the whole time. Madi explains that she should calm down, and that there's no reason that they can't share everything. Including each other's bodies!

Bang! Rammed - Maddy May

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EARLY LEAK Maddy May - Maddy May Gets Her Bush Dicked Down
Released: February 7, 2023

Maddy May starts off all sexy dancing in her black lingerie, but within a second she gets her mouth pumped full of dick. After gagging and spitting on that cock, she gets it every which way only to beg to get her face covered in cum at the end.

She Will Cheat - Maddy May & Gianna Grey

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Maddy May & Gianna Grey - She Will Cheat
Released: January 27, 2023

Wicked - Maddy May & Kylie Rocket

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Maddy May & Kylie Rocket - Kenzie Loves Girls - Scene 3
Released: January 20, 2023

Yes Girlz - Hazel Moore & Maddy May

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Hazel Moore & Maddy May - Deep-Diving Duo Maddy & Hazel Get Their Anal Fill With Dick And Dildos
Released: January 17, 2023

Big-titted sexy brunettes Maddy May & Hazel Moore couldn’t look better together than showing off in their sexy black outfits… It doesn’t take long before Maddy works her magic stripping Hazel and going to town on her holes. The pair share a double-sided dildo before sharing a dick between themselves… Sloppy oral turns to sloppy anal, and the girls fulfill all of your fantasies from ATM, gapes, and squirting to taking a fat load right across their faces… You won’t want to miss this.

Big Boob Angels # 2

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Cast: Maddy May, Chantal Danielle, Charlotte Sins, Sarah Taylor

In "Big Boob Angels 2," BAM Visions presents beautifully buxom starlets sharing their thrilling bodies with award-winning performer/co-director Mick Blue. The movie includes pussy ramming, anal jamming and cleavage cramming. Pretty brunette Charlotte Sins arches her back and flaunts her plump tits, squeezing her pink nipples. Mick drizzles oil onto her breasts. Charlotte spreads the lube onto her thicc rear and masturbates with a pink vibrator, bringing herself to a gyrating release. Mick plunges a finger and then a fat dildo up her ass.

Naughty America VR - Kay Carter, Maddy May & Megan Maiden

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Kay Carter, Maddy May & Megan Maiden - It's Girl's Night Out for Kay Carter, Maddy May, & Megan Maiden and they're craving some hard cock to share - VR
Released: January 13, 2023

Kay Carter, Maddy May, & Megan Maiden are having girls night and the time has flown by. They didn't realize "last call" was announced and missed their chance for refills. The girls hit up the bar tender but he's not about to lose his license for them. To persuade him, the girls are willing to lock the door and have some fun around the bar, filling their wet thirsty pussies with his big hard cock.

Yes Girlz - Maddy May & Hazel Moore

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Maddy May & Hazel Moore - Yes Girlz
Released: January 11, 2023

Wild On Cam - Kylie Rocket & Maddy May

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Kylie Rocket & Maddy May - Maddy May Gets Her Birthday Wish Fucking Kylie Rocket LIVE
Released: January 5, 2023

Bubbly babes Maddy May and Kylie Rocket are excited and so full of energy during this hot and feisty show. Maddy May makes sure you know it is her birthday and all she wants is to eat and play with Kylie Rocket's cute little tight pussy! Kylie lets Maddy smother her face making her pussy all wet from spit and pussy juices before they bring out their toys and dildos to spice it up sucking their dildos deep and seeing who can take it the deepest! Archive from 12-22-2022 5pm LIVE show!

Delphine Films - Maddy May

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Maddy May - Honey Boo - LAC-0005
Released: December 29, 2022

Blacks On Blondes - Maddy May

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Maddy May - Blacks On Blondes
Released: December 27, 2022

Maddy has been alone for four months now since her husband went on deployment. It will be another six months till he is home and this girl is hankering for some cock. So when she finds out an old friend of theirs is in town she immediately invites him over for a visit. Little does Jax know this girl has nothing but a booty call on her mind. Her asshole needs a good fucking as nothing makes this girl cum like an anal orgasm. It's the rush that gets her tweenie shaking and her spokewheel spinning. At first Jax is not too into this having sex with a married woman thing but soon realizes if he does not do it somebody else will. A patriot if nothing else Jax takes care of his buddy's horny wife by pulling out his monstrous ass blaster of a cock and watching in awe as Maddy slobs all over it. This girl is plum needing some serious dicking. Jax quickly maneuvers his veined and swollen boner into her dripping cunt and proceeds to work up the juices. Maddy's sphincter is starting to twitch in anticipation as Jax aims the head of his man root at her waiting spokewheel and pushes through balls deep into a tight vacuum of love. It's an anal fuckfest as Maddy is shaking and squirming with orgasm after orgasm.

Evil Angel - Maddy May

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Maddy May - Maddy May: Oil-Soaked Anal Gaping!
Released: December 24, 2022

Wearing strappy yellow lingerie and a studded choker collar, busty brunette Maddy May exposes her pierced, pink nipples. She spreads her bubbly ass cheeks and reveals the thick pink butt plug lodged in her rectum. Top stud Rob Piper presents his big Black cock, and he douses Maddy's ass in slippery oil. He plunges his boner deep inside her slippery sphincter, and Maddy screams in orgasmic delight. Rob licks Maddy's pink clit, bringing her to a spasming climax.

Cherry Pimps - Maddy May

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Maddy May - Happy Birthday, Maddy May!
Released: December 22, 2022

Light the candles, it’s time for Maddy May’s birthday celebration! If you wanna watch this Cherry of the Month fuck herself for her birthday, you’re in luck! The gorgeous brunette is ready for some solo fun, dolled up in a pink lingerie set. She hops up on the table, and gets a taste of a cupcake before she gives you a taste of her own sweet cakes!

Cherry Pimps - Maddy May

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Maddy May - Part of a Complete Breakfast
Released: December 14, 2022

Some might call Cherry of the Month Maddy May a snack; some may call her a meal! We haven’t decided 100%, but we do know we’d be happy to slurp her up for breakfast. You may not think of breakfast as an all rounder, but Maddy is the complete package! Keep slurping up these beautiful tits, her stunning curves, and her naughty play. Soon you won’t be able to think of anything else, when you dive into your morning bowl.

Erotica X - Maddy May

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Maddy May - Window Light
Released: December 14, 2022

Maddy May and Tyler Nixon makes sensual love one lazy afternoon.

Cherry Pimps - Maddy May

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Maddy May - Frisky Business
Released: December 8, 2022

Sliiiiiiiding into pleasure with Maddy May! She’s about to get down and dirty all by herself but cannot seem to get out of her cool, frisky phase. While her man Codey Steele is busy getting ready, this Cherry is busy getting naughty downstairs on a chair. It isn’t hard for her to tempt him into pleasure. Everything else can wait! Maddy is horny and needs this frisky business taken care of - STAT!

Wicked - Maddy May

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Maddy May - Vanity - Scene 3
Released: November 18, 2022

Deep Lush - Maddy May

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Maddy May - Anal With Maddy
Released: November 2, 2022

Maddy and I have our first encounter with me indulging in her incredible butt. We start up against the wall making out and continuing with me bending her over and licking her pussy and asshole. We fuck up against the wall and continue on to the bed as I fuck both her pussy and asshole with the assistance of a vibrator at times. There's some POV shot while she gives me an incredible blowjob and rides me. I sit on her face and she licks everything while also fingering my ass at times. The scene ends with her bend over as I fuck her asshole and cum inside of it.

Dirty Talkin' Stepdaughters # 11

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Cast: Callie Brooks, Maddy May, Tina Blow, Violet Cox

Maddy May didn't have anything nice to say, so she choked on stepdaddy's dick and fucked it, okay? Tina Blow got into her mom's cock stash and took a ball of her stepdad's cum for free! VERY DISRESPECTFUL! Callie Brooks doesn't have a lot of gal pals because she can't stop fucking their men! OOOPS SORRY MOM! When Violet Cox's mom asked her stepdad to adopt her cum dumpster daughter, he said "Okay, she doesn't need to take my last name as long as she gives me some excellent brain!"

Lesbian X - Maddy May & Anna Claire Clouds

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Maddy May & Anna Claire Clouds - Caution Slippery When Wet
Released: October 19, 2022

Gorgeous lesbians Maddy May & Anna Claire Clouds have intense sex in the shower!

Model Media US - Maddy May

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Maddy May - Delphine - S.I. - LAA-0079
Released: September 30, 2022

Ricky's Room - Anna Claire Clouds & Maddy May

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Anna Claire Clouds & Maddy May - Heavy Hitters Get Jax'd Up
Released: September 29, 2022

I just had to get my boy Jax on Rickysroom, but I also knew that he needed to be paired with some heavy hitters. A team made up of Maddy May and Anna Claire Clouds would be too much for anyone to chew, but I had a feeling Jax was up for the task. And he was. Enjoy!

Turning Twistys - Misty Stone & Maddy May

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Misty Stone & Maddy May - The Jeweler
Released: September 24, 2022

After a luxurious morning of lounging in bed and getting ready in delicate lingerie and a sheer robe, goddess Misty Stone descends her staircase... and finds a stranger in her living room! Brunette Maddy May is her jeweler for today, and she shows Misty some unusual items, like delicate nipple clamps and a flogger necklace, that she's never seen before. Misty absolutely has to have the gorgeous piece, and she'll do whatever it takes to get it, even seducing the jeweler! Misty slips a pearl necklace into Maddy's pussy and licks her, then sits on the jeweler's face before using the flogger on her pussy. Misty will be calling Maddy for all her sparkling and spanking needs from now on.

Family Hookups - Maddy May

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Maddy May - Maddy May’s stepbrother gets to sample her skills in bed
Released: September 23, 2022

Maddy May is on a video call with her boyfriend when she starts showing off her body and masturbating for him, the only problem is she’s doing this in the living room and her stepbrother can hear everything. When he comes out to confront her, she doesn’t know what the issue is and decides to show him how open she is sexually. They go down on each other right on the couch then she rides him until he can’t take anymore blowing his load over her hot bush.

Evil Angel - Maddy May

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EARLY LEAK Maddy May - Maddy May's Mayhem Sc. 2: DVP & DAP!
Released: September 23, 2022

Overlooking a nighttime cityscape, beautiful Maddy May stuns in a glamorous, sequined evening dress. The breathtaking brunette teases lustily for the camera, showing off her delicate, round butt cheeks and baring her ample tits. Alpha males Seth Gamble and Mick Blue share the petite vixen's sumptuous body. The sharply dressed men offer their big cocks to Maddy for a blowjob. Maddy strips down to her birthday suit and takes Mick's prick in her twat, riding while she sucks Seth's curved rod.

Evil Angel - Maddy May

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EARLY LEAK Maddy May - Maddy May's Mayhem Sc. 4: Gangbang!
Released: September 25, 2022

Evil Angel - Maddy May

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EARLY LEAK Maddy May - Maddy May's Mayhem Sc.1: DP & Facial
Early Release: September 21, 2022

Cutie-pie Maddy May roller skates along the sidewalk. The dazzling doll rocks hot pants and bikini top, retro headphones and mirrored shades, like a disco babe straight from the 1970s! She pops out her round boobs and lovingly plays with her pierced nipples. In a warehouse, heavily hung porn studs Isiah Maxwell and Jax Slayher shove their big Black cocks in her face, and they receive dueling blowjobs. The guys spit-roast Maddy -- she takes Isiah doggie-style in her cunt and Jax in her mouth. Jax and Isiah trade off dicking her holes while she still wears her shiny platinum skates! Isiah rails her asshole while she sucks Jax's joint. When Jax provides an energetic anal reaming, Maddy sucks Isiah's meat ass-to-mouth. The dudes deliver double penetration, one prick nailing her twat as the other rails her butthole! It's Maddy's first BBC DP! The threesome climaxes as Jax and Isiah cream her chin, giving her a cum facial goatee!

Sexual Icons

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Cast: Kayley Gunner, Maddy May, Hime Marie, Charly Summer

Is this a fever dream, or is Maddy for real? This brunette?s luscious curves and sexy attitude will have you burning up.

All Girl Massage - Jessica Ryan & Maddy May

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Jessica Ryan & Maddy May - Massage A La Carte
Released: August 15, 2022

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 SOMETHING to relax, which is why she's come back to her tried-and-true massage therapist, Maddy.

Evil Angel - Maddy May

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EARLY LEAK Maddy May - Big Boob Angels #02
Released: September 6, 2022

Cherry Pimps - Maddy May

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Maddy May - Desperately Need Help Getting Unstuck
Released: July 4, 2022

Maddy May was having some fun with her anal beads, when suddenly she realized they got stuck! She called into a doctor and explained her situation to Dr. Legend. He decided that he can't help her virtually, so he visits her for a house call to help remedy her situation. After assessing every inch of her body, he decided that she needs to use some suction with her mouth and maybe that will help loosening up the anal beads on the other end of her body. He lets her know that he will have to stick something big in her mouth and things escalated after that! Needless to say, Maddy May finally got relief in more ways than one!

Naughty America VR - Chantal Danielle, Kitana Montana & Maddy May

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Chantal Danielle, Kitana Montana & Maddy May - Tattooed babes visit their favorite artist to persuade him into squeezing them in for a session - VR
Released: June 24, 2022

Chantal Danielle, Kitana Montana, and Maddy May take a trip and visit their favorite tattoo artist to get some work done. Unfortunately, he's booked for months. The girls aren't leaving with out getting tattooed though. They bust out their tits and rub up on his cock persuading him to squeeze them in for a session. He can't help but give in. He'll squeeze them in between other clients as long as he can squeeze their tits and ass and they give some wet pussy while they're at it.

Busty Housewives # 9

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Cast: Maddy May, Crystal Rush, Kate Dee, Robbin Banx

All Girl Massage - Spencer Bradley & Maddy May

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Spencer Bradley & Maddy May - Inclined To Help
Released: June 20, 2022

Penthouse Gold - Maddy May

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Maddy May - Ultimate Pleasure Massage For Maddy May
Released: June 17, 2022

Stunning brunette hottie Maddy May is enjoying a massage from horny hunk Tommy Pistol. Flipping the tattooed teen onto her back, he can't keep his hands off those perfect round titties in this premium Penthouse scene. Soon the luscious lovely orders him to lick her pussy, moaning with delight as he rims her asshole. The voluptuous vixen is soon bending over for a hardcore doggy style fuck while fingering her clit, climaxing hard in cowgirl and then begging her stud to cum over her big boobs.

All Anal - Brenna McKenna & Maddy May

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Brenna McKenna & Maddy May - Maddy and Brenna Love to Get Wild
Released: June 14, 2022

Get ready because Maddy May wants a deep dicking right up her perky ass! Her friend Brenna McKenna has a thirst for dicksucking & butthole licking! This incredibly horny pair share a dick with so much excitement sucking on it before the ass fucking starts. Brenna keeps things wet & creamy sucking & slurping on the balls & dick as each thrust fills Maddy’s gorgeous gaping ass!

Mommy's Girl - Sarah Vandella, Athena Faris, Lily Larimar & Maddy May

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Sarah Vandella, Athena Faris, Lily Larimar & Maddy May - Crashing The Slumber Party
Released: June 11, 2022

Three teens (Lily Larimar, Athena Faris, and Maddy May) are taking a fun personality quiz while having a slumber party. Athena and Maddy are a bit mischievous and flirty as they take the quiz, which makes Lily roll her eyes since her horny friends are soooo predictable.

Penthouse Gold - Maddy May

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Maddy May - Maddie May Is A Bad Girl For Her Uncle
Released: June 9, 2022

Brunette stunner Maddie May is a bad bad girl and seduces her father's best friend, the man she calls uncle, Charles Dera. The naughty hottie takes off her bikini top, flaunts her mouthwatering big tits with pierced nipples, and goes in for a kiss while grinding on his crotch. He soon starts spanking the tattooed Penthouse starlet's curvy ass and gives in to her hands and mouth on his rock hard cock before finally fucking that prime pussy he's been fantasizing about until he cums on her muff.

Brazzers Exxtra - Maddy May & Lily Lou

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Maddy May & Lily Lou - Biz Up Front Party In The Back
Released: May 20, 2022

Lily Lou, Maddy May and Van Wylde work at a bakery together... which means there's obviously a whole lotta sex going on in there! These sluts and himbos are sneaking around, scissoring, sucking and fucking, and their customers are none the wiser.