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Maddy May

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Sinful Harlot Maddy May Needs A Hard Dick In Her Life! (Video duration: 00:30:00)
Busty Alt Girl Maddy May Needs Stepdad's Help. (Video duration: 00:40:00)
Lesbian Massage Club - Scene 2. Video starring Vivian Fox (a.k.a. Vivian Foxx) and Maddy May. (Video duration: 00:50:28)
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! (Video duration: 00:31:36)
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. 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 EVERYWHERE. 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. (Video duration: 00:35:11)
Spencer Bradley is tidying up at the massage parlor, when there is a knock at the door. The visitor is her best friend Maddy May, who has dropped by to return a necklace that she borrowed from Spencer to wear for a date. Spencer asks Maddy how the date went, and Maddy, who is straight, says the guy was a real dud. Spencer, a lesbian, says she's still busy with training to become a masseuse, so she hasn't had time to find a girlfriend. Maddy asks Spencer how her training is going. Spencer says that her final exam is coming up, and admits that she's nervous because she feels like she hasn't had enough practice giving bolster massages. Maddy is unfamiliar with bolster massages, and becomes curious. Spencer offers to give Maddy a bolster massage right now so she can see what it's like, adding that it would be a great help because it would allow Spencer to get some extra practice before her exam. Maddy is eager to help her friend, so she accepts. Maddy undresses for the massage, then gets onto the massage table and bolster. Spencer is a bit turned on when she sees how the bolster positions Maddy, but manages to shake it off. During the massage, Maddy is clearly enjoying herself, which causes Spencer's confidence and arousal to grow. Maddy jokingly asks why she can't find a guy who can make her feel this good. This entices Spencer even further, so she suggests that if Maddy isn't having any luck with men, maybe she should try women instead. Maddy is surprised but also intrigued, saying maybe that IS what she needs. However, Maddy is nervous about giving it a try because she's never been with a woman before. Spencer offers to be Maddy's first lesbian experience, so she can be with someone she trusts. After all, they're always helping each other, so why not with this too? Maddy accepts, and Spencer uses the bolster's convenient positioning to rim Maddy's asshole and eat out her pussy. Maddy clearly enjoys it, so Spencer continues to lead her on a pleasurable journey through lesbian sex... (Video duration: 00:40:50)
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. They are soon interrupted when Lily's stepmother, Sarah Vandella, checks in on them to offer snacks. The girls aren't hungry but Sarah is curious about the quiz and longingly lingers. The friends notice Sarah's longing expression and invite Sarah to join them. Sarah is a bit embarrassed but pleased as she joins them, though Lily is a bit annoyed. Sarah seems over the moon as she does typical slumber party things with the teens. They take quizzes, share stories, gossip... The whole time, the friends are enamored by Sarah, obviously drawn to her. However, Lily gradually becomes more embarrassed and sulky, clearly not enjoying having her stepmom hanging around THIS long. Finally, Lily pipes up, telling Sarah that this is supposed to be THEIR slumber party. Sarah is immediately apologetic, realizing she's overstayed her welcome, and the friends are annoyed at Lily for killing the mood. But Sarah takes ownership as she reveals that she's never had slumber parties of her own as a teen because she's a lesbian and other girls didn't want to be around her. The friends are supportive and Lily feels guilty. Sarah is about to leave but the friends invite her to stay. However, the friends admit their ulterior motives of wanting Sarah to stay around because they're attracted to her. Lily is exasperated, but unsurprised, by their horniness. Meanwhile, Sarah IS surprised to be hit on by the friends. The friends start coming onto Sarah while Lily watches on in shock and embarrassment... But with a little encouragement from her friends, maybe Lily can be convinced to join in on the fun, too! (Video duration: 00:38:06)
Two friends, Maddy May and Coco Lovelock, are hanging out together, catching up and gossiping about their love lives. But as they chat, Coco admits that she hasn't been all that fulfilled with sex lately, thought seems reluctant to share exactly why. After some coaxing by Maddy, Coco admits that she wants to be tickled but that her partners won't do it! Maddy is confused at first but Coco goes on to explain how sensual and erotic tickling can be. Although Maddy tries to understand the appeal, it doesn't quite click with her but that's okay! All she knows for sure is that it's NOT fun being sexually frustrated... and she's more than happy to try and give Coco the sensual experience she's been craving. It starts with a massage as Maddy lets her fingers do all the tickling. But as Coco gradually becomes aroused, Maddy is even more intrigued and soon breaks out other items to help give even more tantalizing sensations during the massage. As she traces hairbrushes and scarves along Coco's flushed skin, watching her squirm with pleasure, Maddy finally starts to get it... and now she wants more! (Video duration: 00:30:21)
BTS 1 BBC Isn't Enough. Video starring Maddy May, Isiah Maxwell and Alex Jones. (Video duration: 00:57:05)
1 BBC Isn't Enough. Video starring Maddy May, Isiah Maxwell and Alex Jones. (Video duration: 00:39:46)
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. (Video duration: 00:48:15)
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! (Video duration: 00:30:53)
Maddy May 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. Video starring Jax Slayher and Maddy May. (Video duration: 00:39:35)
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 (Jamie Knoxx and Sir Goldey) 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. Maddy's is no first time slut though and all of her holes are open for business tonight and once she has one deep in her ass and opened up she is begging for more. So both holes are stuffed at one time while she holds Hubby's hand and he takes a picture of her expression. But it's her amazing tits that get the final cream from both cocks. While this may be a first time it certainly will not be the last with these two. (Video duration: 00:36:45)
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. (Video duration: 00:23:35)
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. The problem is that the guy only used statues as models before, and drawing her in clothes is an enormous challenge for him. Stepbrother offers the girl to get naked, and out of a desire to help him pass the exam, Maddy agrees. She begins to take off her clothes. Maddy sees how her stepbro enjoys the process and how excited he becomes, after which she begins to pose more erotically and, after a while, undresses completely and remains only in underwear. Suddenly, she finds the confidence she dreamed of and decides to go further. Maddy turns to her stepbrother and says that if he's stressed because of the exam, she can help him feel secure. The guy understands what his stepsister is getting at and lets her do whatever she wants. She carefully takes out the guy's cock and licks his head before starting to choke on it. Feeling that her pussy is notably wet, she decides to please it with this stiff rod. She deftly jumps on the boy's dick and starts milking him with her cunt until she cums, and the young artists relieves his stress. (Video duration: 35:17)
Looking like a sexy, slutty video vixen, Maddy dresses in sexy high heels, a short leather skirt and sexy lilac halter top, showing off her long legs and stunning tattoos. She's convinced she's going to turn on this sexy DJ enough to get her laid. Flashing her high heels highlighted by her sexy lilac painted toenails, Maddy strokes her legs, turning on this DJ with a foot fetish even more. DJ Jake starts stroking her leg, caressing her sexy feet, stroking the inner part of her sexy soles until she can't resist letting him suck on her gorgeous sexy toes and slutty soles any longer. Slurping on her sumptuous toes, this DJ is living out his wildest feet fan fantasy as he worships her sexy feet and admires her sexy high heels. Smooshing her feet in his face, inhaling their gorgeous scent, he lets this fan suck on his big cock after she gets it nice and hard for him with an amazing footjob. Spanking her delicious, round booty, he thrusts his hard dick inside her mouth as she grabs both of her ankles, presenting her gorgeous feet for him to suck on as he fucks her face even harder. Her slutty footjob got him super hard as she rubbed each side of his cock with each horny foot. As she presents her delicious feet for him to admire as he fucks her tight wet little pussy, bouncing her on his lap, this DJ decides to take it to the next level and fuck her sweet little asshole as she rides on his lap. Feeling his cock go deep inside her tight ass, Maddy squeals with delight as she bounces with her sexy feet on top of this lucky DJ. She lays back on the couch, showing off her hot pierced nipples and sexy tattoos with her sexy feet high up in the air. He thrusts his cock inside her wet pussy until he can't take it anymore. She is practically begging for his cum to be sprayed all over her as she presents her slutty feet for him to shoot his big fat load all over her gorgeous sexy toes. When he can't take it anymore, he shoots his huge load all over the tops of her feet, covering them in his thick, juicy cum... Love Her Boobs video starring Maddy May and Jake Adams. (Video duration: 47:07)
Perfectly painted pink nail polish and shimmering pink lip gloss are the perfect highlights for sexy Paige as she answers the phone for her friend Maddy, who isn't home from work yet. Bad news...her boyfriend won't be able to make it for the special holiday. Or is it the perfect excuse to have a super sexy lesbian fuck session? Perching on the edge of Maddy's bed, Paige bites her lip as she dangles that sexy black high heel and wiggles her perfect arches, getting hornier by the minute, her pink pussy lips so wet at the thought of fucking Maddy. In front of the mirror, Paige bends over, sliding on a skimpy red thong, covering that perfectly trimmed pussy. She sprinkles red rose petals on the ground for her sexy roommate Maddy to find, expecting her see her man as she makes her way to the bedroom in neon pink high heels to find her sexy roommate on the bed, hungry for a horny lesbian makeout session. Paige starts pleasuring Maddy by rubbing her big beautiful pierced nipples sucking on every last inch of her gorgeous tits, feeling her pussy get wetter and wetter as they grind up against each other in ripped jean shorts and sexy red lingerie. Licking those sweet cunts was a delicious Valentine's Day surprise that just made Paige more horny as she rubbed her little piggies all over Maddy's gorgeous tits. Sucking on sweet Valentine's Day toes and shoving an entire foot down each other's throats, the only thing better than all this foot fetish foreplay was some serious foot on pussy grinding. Slamming the soles of her sexy arches up and down her wet clit, Paige made her friend Maddy cum so hard all over her sexy soles. Looks like it's her turn to cum all over a gorgeous foot next... Love Her Boobs video starring Maddy May and Paige Owens. (Video duration: 38:22)
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. Penthouse video featuring Lucas Frost and Maddy May.
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? BLACKED RAW video starring Maddy May and Anton Harden. (Video duration: 36:02)
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! Starring: Kylie Rocket, Maddy May. (Video duration: 59:47)
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! Starring: Maddy May. (Video duration: 11:22)
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. Starring: Maddy May. (Video duration: 09:10)
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! Starring: Codey Steele, Maddy May. (Video duration: 20:39)
Beautiful busty star Maddy May is your Cherry of the Month for the month of December 2022! We're thrilled to bring this tattooed beauty to you all month long. Plus, December happens to be her birthday month! Maddy is a fantastic performer known for her passionate performances and her staggering good looks. Now we get to EXTRA celebrate this gorgeous Cherry while she brings us the birthday goods with a couple of raunchy solos and some hot hardcore action with Codey Steele! Starring: Maddy May. (Video duration: 10:14)
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. She shyly strokes your thigh while telling you her feelings. Not able to control herself any longer, the gorgeous lady with big tits drops to her knees and starts teasing you with her cute smile and hypnotizing eyes. She takes out your big black cock and worships it with her soft lips and warm hands. Maddy slobbers your massive ebony dick until every inch is wet with her spit. The pantyless hottie teasingly flashes her big butt to you. She rides your BBC in reverse cowgirl while a jeweled buttplug adorns her tight ass. Maddy can't help but moan in delight as she enjoys your big black cock deep inside her tight asshole. Maddy continues with the intense anal riding in cowgirl and reverse cowgirl until she cums in delight. She then gives your big black cock a footjob before bending over on the couch. Her round booty bounces hard while you stretch out her asshole doggystyle. The beautiful cutie with pierced nipples fingers her hairy pussy and rubs her sensitive clit while you shove your junk into her trunk in the missionary and spoon. Maddy excitedly sucks your balls and strokes your big black cock until you spray your warm and sticky load all over her plump lips. (Video duration: 36:16)
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. Featuring: Maddy May, Tommy Pistol.
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! Starring: Alex Legend, Maddy May. (Video duration: 34:30)
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.
Maddy May is getting ready for a night out with her boyfriend when her stepmom, Aaliyah Love, pops into her bedroom for a visit. Maddy's soon heading off to join the military and Aaliyah's eager to get as much bonding time as possible. But it seems Maddy can't be swayed because, since she's going to be going away soon and surrounded only by girls, she wants to spend some QUALITY time with her boyfriend. Aaliyah is a bit disappointed but also curious. She questions if Maddy's ever been with anyone else beside said boyfriend. What if she needs to turn to WOMEN to get the job done while away? Maddy is a bit nervous and embarrassed, insisting that her boyfriend's the only person she's ever been with. NOW she's worried that she won't know what to do if she DOES have to turn to other women for relief! THAT'S when Aaliyah comes up with a GREAT idea on how to spend more quality time with her stepdaughter! Devil's Film video starring Aaliyah Love and Maddy May. (Video duration: 27:39)
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 CAN'T 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! Devil's Film video starring John Strong and Maddy May. (Video duration: 27:39)
Wearing high stilettos, tattooed cutie Maddy May peels pink panties off of her plump ass. She masturbates and plucks a rose-shaped butt plug from her hungry asshole. Pro stud Mark Wood shoves his big cock up her rear, making her gasp in heat. When she gives him an ass-to-mouth blowjob, he plunges his cock down her throat. Maddy bounces on Mark's meat and buzzes her clit with a vibe. Her pink sphincter gapes, and she experiences a screaming anal orgasm! The deep buttfucking climaxes with Maddy swallowing a creamy load of cum. Evil Angel video starring Maddy May and Mark Wood. (Video duration: 00:42:35)
Gorgeous, super-buxom brunette Maddy May teases in skimpy lingerie. She lustily douses herself in shiny oil. Maddy strokes buff, bearded stud Seth Gamble's big cock, delivering a slick, oil-soaked blowjob that engulfs his stiff shaft with deepthroat poise. Seth rims her delectable ass, burying his face between the cheeks. He grips her by the hair for a face fuck and fingers her cunt hard. Seth rams his cock inside Maddy's lubed twat. Seth fucks her pussy doggie-style, and then dishes a manhandling anal reaming as the fuck buddies splash around in shimmering oil. He relentlessly hammers Maddy's holes in multiple, oil-drenched positions. Maddy slurps his slippery meat ass-to-mouth! Seth squirts oil up Maddy's ass, and her butthole blasts an oil flume like a fountain! Intense action leaves her tight anus gaping. Maddy kneels before Seth for cum facial that splashes her outstretched tongue. The oil-sodden girl plays with his semen. Evil Angel video starring Maddy May and Seth Gamble. (Video duration: 00:24:28)
Glamorous brunette Maddy May has Hollywood-level looks. The petite beauty teases poolside in heels and fishnet stockings. She gives a glimpse of the fat cunt lips hidden behind her panties. Indoors, she frigs her snatch, making it wet for porn stud Seth Gamble. Maddy's sweet, young mouth takes his long dick in a blowjob. She pulls her ankles back, spreading her gash as Seth slides his pole inside. He pounds her hairy slit as the horny lass coos. Maddy mounts him, grinding her pussy on his tool as they fuck face-to-face. Alpha male Seth rams Maddy's asshole in multiple positions -- standing, doggie-style, spoon. He delivers an awe-inspiring anal pile-driving! Seth strips off her fishnets and twists them in her mouth as he buttfucks her from behind. The raucous carnality climaxes as Seth unloads a full sack, sending ribbons of jizz across her comely face! The young starlet is now ready for her cum facial close-up! Evil Angel video starring Maddy May and Seth Gamble. (Video duration: 00:29:08)
Busty, tattooed brunette Maddy May reveals her pierced nipples and plump ass in a plush hotel room. Pro stud Mick Blue shoots personal, POV-style footage. Maddy oils up her butthole, and Mick teases her clit with his big cock. He slides his meaty boner inside her cunt, and her eyes roll back in her head. Pretty Maddy wraps both hands around his uncircumcised dick and gives him a blowjob, drooling as she sucks. The dirty girl slurps his balls and gives him a worshipful rim job! She climbs on top and indulges in an orgasmic cock ride, and Mick douses her ass in oil. She masturbates while he plows her twat, and Maddy swallows a dripping load of jizz. Evil Angel video starring Maddy May and Mick Blue. (Video duration: 00:34:08)
Nominated - Best Anal Sex Scene, AVN 2022 Under the sun, Maddy May teases in fishnets, heels and a latex bikini, showing tiny waist, awesome ass, and big boobs with huge, pierced nipples. The young beauty sports impressive tattoos, like the big lion on her hip. Pro stud Mick Blue interviews the first-year porn performer: A country girl from Arkansas, she's loved anal sex ever since her first 'assgasm.' Mick's POV camera captures Maddy's eye contact as she gives a slobbering blowjob. They kiss during a standing, face-to-face fuck. Mick rims her butthole and then stuffs his big cock up her greased sphincter. Maddy gasps and grunts through a serious buttfuck. She sucks dick ass-to-mouth... laps and sucks balls... and looks cutely into the camera as she eats ass. Her gorgeously shaped cheeks glisten as they caress Mick's meat. Maddy's butthole gapes. More anal fun makes her squeal in bliss. She kneels for a messy cum facial. Evil Angel video starring Maddy May and Mick Blue. (Video duration: 00:41:05)
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. Featuring: Charles Dera, Maddy May.
Is this a fever dream, or is Maddy for real? This brunette's luscious curves and sexy attitude will have you burning up, and when she plays with her toys you just might break out in a sweat. TUSHY RAW video starring Maddy May and Mick Blue. (Video duration: 42:03)
Two women compete to show who is dirtier when they realize they're vying for the attention of the same man DEEPER video starring Destiny Cruz, Maddy May and Manuel Ferrara. (Video duration: 42:31)
Cady (Rocky Emerson) is reeling from Regina's sudden disappearance and calls on her followers to help her figure out what's going on. Cady is convinced that Jamie Jane is somehow connected to everything that is happening and is determined to find her. Just as Cady is posting her plea for help, Gretchen (Maddy May) walks in. Cady tries to convince her that something seriously weird is going on, but Gretchen is skeptical. Just then, Gretchen's date, Codey Automatic (Dante Colle) arrives. Codey is one of Gretchen's new followers and does robot dances online. Gretchen suggested that they make a robot dance together in honor of Regina. As Gretchen and Codey film the robot dance in Gretchen's room, it doesn't take long for things to get hot and heavy between them. Meanwhile, Cady thinks she's finally figured out what happened to Jaime and Regina...but can she save them?? Burning Angel video starring Dante Colle and Maddy May. (Video duration: 31:46)
Sexy ebony chic, Kira Noir, goes to a local club to watch her favorite band play. While sitting alone at her table, Kira notices the beautiful tattooed hottie, Maddy May. The captivating babe in a sexy yellow outfit and high heels can't help but admire Maddy's sexy feet and ankle tattoo. After mustering up her courage, Kira finally approaches the alluring bombshell in a sexy black dress and high heels. It doesn't take long before the two beautiful ladies become comfortable with each other. As it turns out, Maddy's boyfriend is the guitarist of Kira's favorite band. Maddy invites Kira to the VIP section of the club so that she can introduce her to her favorite band later. Kira and Maddy just met, but there is already a strong lustful connection between them. Unable to control their passion any longer, the girls start making out and touching each other's bodies. Kira is quick to show off her round tits to her new friend. She then helps Maddy take off her dress to expose her perky tits with pierced nipples. Kira gives the tattooed hottie sensual foot worship before eating out her pussy. Maddy returns the pleasure by kissing Kira's feet and sucking her toes. The horny ladies excitedly take turns pleasing each other. They use their fingers and tongue to give each other a happy ending. Moans of delight fill the VIP room as Kira and Maddy continue their passionate lesbian sex. The intense pussy licking, fingering, and foot worship are more than enough to make both Maddy and Kira cum over and over again. After making sure that they both experience the body-shivering orgasm that they deserve, Maddy and Kira give each other a deep, passionate kiss. The night is only getting started, but Maddy and Kira feel like they have already experienced the pleasurable evening around each other's arms. Starring: Kira Noir, Maddy May. (Video duration: 32:20)
Like a good girl Maddy is home studying as her step father Tommy compliments her on how proud he is of all her hard work. But secrets from the past keep his horny step daughter focused on schoolwork and maybe letting her suck his hard cock might help her distractions ease a bit. Maddy pulls his cock out and gets on her knees fucking her hot mouth with his meat, balls deep before sitting on top of it riding hard and getting her pussy filled with throbbing cock for a hot load sprayed on her thighs. Featuring: Maddy May, Tommy Pistol. (Video duration: 35 min of video)
Seasons Of Sexy starring Maddy May and April Olsen.
Unaware cocks man Will has been sent to his friends house unsure why he was there to help Maddy. Maddy quickly shuts all his questions down and only needs him to confirm one thing. That his big black cock was hard and ready to fuck her hot mouth and wet tight bbc craving pussy. Featuring: Maddy May, Will Tile. (Video duration: 29 min of video)
Sweet wife Maddy May has finally made her choice for some international meat and her husbands Latin friend Ramon is just the cock to fill her pussy tight. Maddy's husband sits back and watches her pussy get wetter with every touch Ramon gives her tight sensitive pussy before he spreads her wide and licks up every ounce of sweet pussy nectar. Maddy sucks that hard cock deep and her pussy takes Ramon's cock even deeper until he covers her body is his hot thick Latin cum and then feeds it to her hungry mouth. Featuring: Maddy May, Ramon Nomar. (Video duration: 35 min of video)
As Scarlit is on top of her lover Maddy something feels off and Maddy is wondering what is on Scarlit's mind. Scarlit brushes it off saying she has her exam on her mind and prepares to leave, but Maddy not happy asks Scarlit to come clean. Scarlit is feeling that she is just another hookup for Maddy and would like to know if there's a future for them. Maddy quickly assures her that they are a couple and with that Scarlit takes control of the situation getting Maddy nude and enjoying all the fruits and juices of her new girlfriend. Featuring: Maddy May, Scarlit Scandal. (Video duration: 27 min of video)
The show must go on now that Maddy has brought home co-worker Chad from the office. Once on the bed Maddy lets Chad know she is married and her husband wants to watch them fuck. Chad is cool with it too as Maddy places the phone on the mantle for a birds eye view and Chad quickly peels off her jeans to taste her sweet hot wet pussy before his hard big cock slips deep inside her. Chad goes straight to pounding her tight pussy hard until he sprays his thick hot cum across her face and tits. Featuring: Chad White, Maddy May. (Video duration: 28 min of video)
A Hot Day In May starring Maddy May and Mick Blue.
Maddy May is ready to get wild and is downright sexy as fuck in her lacy white lingerie. Be ready for a fucking great time as Maddy lets you experience her wacky and awesome personality and gets down on Alex Jetts large cock too! Size is not everything but Maddy loves taking every inch of that shaft. Bend her like a pretzel and fuck that pussy hard and she will push right back when you think she has had enough but she really just wants more and more. Alex almost can not contain himself but somehow he pulls through leaving Maddy with cum all over that gorgeous pussy. Archive from 2-19-2021 5pm LIVE show! Starring: Alex Jett, Maddy May. (Video duration: 01:00:17)
Busty and sweet babe Maddy May is eager to let her boobs out and show you how to have a good time with her. This girl loves to masturbate and be a tease with her pierced nipples and wet pussy. Maddy gets sloppy on her dildo wishing so badly it was your cock she was slobbering on. She knows how to make you cum but most of all knows how to make herself cum multiple times just for you! Archive from 11-09-2020 5pm LIVE show! Starring: Maddy May. (Video duration: 01:00:13)
Maddy May knows how to make tons of cash! This busty brunette has found herself in a bit of a pickle, knowing she can make a lot of money instead of getting a normal job. She contacts Jax Slayher, her former business associate, to get her through. He gives her a test run just to make sure she's hot and ready for all the new work he's about to send her way! Starring: Jax Slayher, Maddy May. (Video duration: 26:00)
Maddy May loves the way Will Pounder plays with those pierced nipples. She giggles with every touch, as he slips off her lingerie and makes his way to her pretty trimmed pussy. This naughty tattooed babe loves every ounce of pleasure he's giving her, and isn't afraid to let him know. With every moan and whimper, she gets closer to climax, and he's more than happy to do whatever it takes to get her there, and get his cum on her big perky tits. Starring: Maddy May, Will Pounder. (Video duration: 20:15)
Maddy May is naked and alone, and decides to check out her husband's laptop when she finds nothing but PORN! Maybe her husband is addicted to porn. He isn't fucking her, so she might as well use it to fuck herself. She lands on a hot video with Donnie Rock, and she loves watching him stroke his cock. She pulls her toy out and gets to work on herself when her husband walks in and catches her fucking herself! Little did she realize she was watching his buddy fuck on camera the whole time! As soon as she figures out that he's well hung she gets a wild idea that they should both fuck her! Starring: Charles Dera, Donnie Rock, Maddy May. (Video duration: 25:36)
Maddy May brought you a bottle of oil so you can see her ass and tits nice, wet and shiny. She brings along her favorite toy so you can watch her play with herself. The party isn't over until she makes you cum by sliding her meaty pussy on that big cock of yours.
Sexy naughty girls, Eve Marlowe, Maddy May, and Quinn Wilde, enjoy a great Valentine's Day party at the club and everyone had a blast but now it's time to take the party to the hotel in THE luxurious Party Bus where things start to get kinky and wild. They want to see if you can handle 3 babes at the same time in bed for an unforgettable foursome!
Three sexy babes Jenna Fireworks, Kayley Gunner, and Maddy May get invited early to the Memorial Day party, for a good reason though. The host likes to invite his favorite girls early so that they can all have a foursome fuck fest before the actual party starts!
Petite cuties, Kylie Rocket, Maddy May, and Maya Woulfe thought there visit to L.A. was going to be chill with a beautiful rental unit and nice weather, but so far, its been lackluster. Luckily, they just met a hot stud at the bar the other night and decide to have him come over and brighten their day with his big hard cock!
Maddy May takes her friends, Madelyn Monroe and Kayley Gunner, to her favorite lingerie store. They try on various lingerie pieces and and invite the salesman in for his opinion... and his hard cock!
Instead of calling her actual dad to bail her out of the county jail for shoplifting, Maddy May gets the help of her friend's dad. He reluctantly helps but is pissed and threatens to tell her dad - whom also happens to be his best friend. Maddy placates Brad by giving up her wet pussy and mouth! Besides, she's seen his dick once and ever since she's can't stop thinking about how it would feel inside her. Brad is married man but it doesn't stop him from having some tight college pussy.
Maddy May and Kenna James are roommates and best friends. They both rent a room at Jake's house. Kenna is up to date with payments but Maddy is already two months behind and her financial future doesn't look too bright at the moment. When Jake comes to the house to collect the rent Maddy needs to apologize again but before she could start with her excuse Jake cuts her off and tells her that he needs the money otherwise she needs to move out. He gave it to her till 3pm the next day. The two girls know Maddy needs to come up with a creative idea otherwise she'll be out of the house in no time. So when Jake shows up the next day finds the two girls making out by the pool. He was ready to kick her out but when he sees these two super hot babes fondling and kissing each other he stops in his tracks and seemingly reconsiders the situation. The girls notice his presence and put on a little show for him. He clearly enjoys when these hotties kiss and sucking each other's lips and when Kenna lifts her legs to put her sexy feet into Maddy's mouth to lick and suck on, it clearly hits Jake's soft spot. When he gets close enough to the pool Maddy invites him in to join the party. He sits on the tanning bed and the two hot sluts start to play with him. Maddy puts her hot feet over his face while Kenna is massaging his crotch with her long toes and soft soles. Maddy makes him suck on Kenna's toes and leans in to make out with him at the same time. Then she takes out his throbbing cock and sucks it to make it wet for Kenna's slutty footjob. Then Maddy lays down as well and sucks it some more before she puts her feet on it to give him a double footjob and handjob combo. They tease him with their feet until he can't resist and slides his big cock into Maddy's pussy. Kenna puts one foot into Maddy's mouth and another one into Jake's. Then he fucks Kenna from behind while worshiping Maddy's feet and toes, licking her soft soles and sexy arches. The two girls are riding his fat cock with soles up back and forth licking each other's wrinkled soles and sexy toes. After many orgasms these hot vixens want him to come all over their feet. Maddy wants to taste it too so she lays down while Kenna is tapping her pretty face with her feet and Jake comes all over them. His warm cum is dripping from Kenna's long toes onto Maddy's pretty face and into her mouth. Then the two make out with his cum on feet , eating it off and cumswapping back and forth into their mouth. Jake is lying there satisfied and when Maddy asks for another break with the rent he is gladly giving it to her. Starring: Kenna James, Maddy May, Jake Adams. (Video duration: 43:36)
Beauteous Maddy May gets charitable with her holes in this scene from
When first observing Maddy May, there's a seed of doubt that she can physically handle the

Maddy May picture galleries

Maddy May treats her special guest to intense sex after kayaking
Maddy May devours the biggest black cock she ever saw
Kenzie Loves Girls Scene 3 featuring Maddy May and Kylie Rocket.
Megan Maiden shares the bartender with Kay Carter and Maddy May
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. Featuring: Maddy May. (Video duration: 39:36)
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. She masturbates as he reams her asshole relentlessly! Rob switches holes, fucking Maddy's juicy cunt. Her eyes roll back in her head as he strokes in her sweet pussy. He shoots oil inside her butthole! Maddy climbs on top to enjoy an intense anal cock ride. Lube-soaked sodomy includes expansive rectal gaping and an ass-to-mouth blowjob. Rob shoots a creamy load of semen onto Maddy's toned tummy.
Vanity - Scene 3 featuring Maddy May and Seth Gamble.
Maddy May and Destiny Cruz compete for the same thick dick
Maddy May gets oiled up and slammed by her lover
Maddy May having wild sex with her husband
Maddy May gets her pussy and ass rammed in multiple positions
Maddy May and Kenna James pleasure the landlord's cock with their sexy feet
Maddy May gets her butt plugged by a solid cock
Maddy May gets her ass pumped by the stud's thick dick
Kayley Gunner shares a cock on Memorial Day with Maddy May and Jenna Fireworks
Maddy May takes her stepdad's massive black shaft in all fun holes
Maddy May stimulates the DJ's cock with her sexy feet and tight ass
Maddy May shoves his big cock up her butt
Maddy May makes love to another man with her husband's consent
Maddy May rides that older dude's colossal black shaft
Maddy May shares one hard cock with girlfriends Maya Woulfe and Kylie Rocket
Maddy May dominates one cock with Madi Laine and Harley Haze
Maddy May demonstrates her excellent deepthroating skills

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