VR Naughty America 'Perky brunette hottie, Maddy May, can't wait to fuck you in VR!' starring Maddy May (Photo 165)

Maddy May in 'VR Naughty America' - Perky brunette hottie, Maddy May, can't wait to fuck you in VR! (Real Pornstars VR)

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.

Released : February 21st, 2022
Tags : Ass smacking, Athletic Body, Big Dick, Black Hair, Blow Job, Bubble Butt, Caucasian, Coeds, Cum on Stomach, Deepthroating, Fake Tits, Hairy bush, Hand Job, Hazel Eyes, High Heels, Long Hair, Masturbation, Medium Ass, Medium Fake Tits, Medium Tits, Oil, Orgasm, Outie Pussy, Piercings, POV, Real Pornstars VR, Straight, Tattoos, Titty Fucking, Toys, Virtual Reality, VR Porn
Male Models : Sam Shock

Virtual Reality Experience with Joslyn James

Pictures from Maddy May in 'VR Naughty America' Perky brunette hottie, Maddy May, can't wait to fuck you in VR!

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More 'VR Naughty America' scenes from Maddy May

Chantal Danielle in 'Tattooed babes, Chantal Danielle, Kitana Montana, and Maddy May visit their favorite artist to persuade him into squeezing them in for a session'

Chantal Danielle - Tattooed babes, Chantal Danielle, Kitana Montana, and Maddy May visit their favorite artist to persuade him into squeezing them in for a session

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.

Eve Marlowe in 'Naughty Party Girls Eve Marlowe, Maddy May, and Quinn Wilde want to celebrate Valentine's Day with a hardcore foursome!'

Eve Marlowe - Naughty Party Girls Eve Marlowe, Maddy May, and Quinn Wilde want to celebrate Valentine's Day with a hardcore foursome!

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!

Jenna Fireworks in 'Jenna Fireworks, Kayley Gunner, and Maddy May arrive early to the Memorial Day party for a pre-game fuck fest'

Jenna Fireworks - Jenna Fireworks, Kayley Gunner, and Maddy May arrive early to the Memorial Day party for a pre-game fuck fest

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!

Kylie Rocket in 'Vacationing college babes, Kylie Rocket, Maddy May, and Maya Woulfe share the big cock of a local boy they just met'

Kylie Rocket - Vacationing college babes, Kylie Rocket, Maddy May, and Maya Woulfe share the big cock of a local boy they just met

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!

Kayley Gunner in 'Find out why these sexy friends, Maddy May,  Madelyn Monroe, and Kayley Gunner, were given a huge discount at the infamous Dressing Room'

Kayley Gunner - Find out why these sexy friends, Maddy May, Madelyn Monroe, and Kayley Gunner, were given a huge discount at the infamous Dressing Room

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!


Scenes from other sites featuring Maddy May

Maddy May in 'Maddy May's Mayhem Sc. 4: Gangbang!'

Maddy May - Maddy May's Mayhem Sc. 4: Gangbang!

From the balcony of a luxury home, hot Maddy May teases seductively in lacy fishnet stockings, bikini underwear and high heels. Inside the mansion, she takes on five ferocious fuckers in her first gangbang! Maddy reveals the clear butt plug in her anus. She sucks John Strong's hard dick. Alex Mack fucks her cunt from behind. The brunette vixen takes a bouncy buttfuck on the staircase, Codey Steele's big cock porking her asshole. Porn pros Mick Blue and Seth Gamble pummel her holes in a nasty double-penetration! The dirty girl blows Seth's prick ass-to-mouth. Hard dicks cram all three of her orifices at once, rendering her delightfully airtight! Maddy treats Codey and Mick to blowjobs while Alex slams her snatch and Seth provides anal railing. John bangs her fuzzy twat. Guys trade her holes like they're playing musical chairs. Maddy drops to her knees to orally service the quintet, draining dicks and wearing a spunky cum facial lathering.

Maddy May in 'Maddy May's Mayhem Sc. 3: TS Emma Rose'

Maddy May - Maddy May's Mayhem Sc. 3: TS Emma Rose

In a tree-lined meadow, hot hippie Maddy May frolics in a beaded skirt and tiny top. Tall, blonde TS temptress Emma Rose joins Maddy, who experiences her first trans scene! The ladies make out playfully in the sunbaked, Eden-like setting. They gently kiss and worship each other's tits. The transsexual babe removes Maddy's panties to eat her pussy. Maddy gives a deepthroat blowjob, skillfully swallowing Emma's boner. Next, Maddy's glass dildo pries open Emma's butthole. Emma slides her she-cock into Maddy's twat, and they share an outdoor fuck. As she slams Maddy, Emma tastes the cis-girl's taut slit. Maddy rims Emma, and she stuffs a toy inside the T-girl's sphincter. Emma tongues Maddy's bunghole and then delivers an anal reaming! Maddy blows she-meat ass-to-mouth! The feral fucking climaxes as Emma cums inside Maddy's pussy. When the creampie filling oozes from Maddy's snatch, Emma laps it up! They share a sloppy semen kiss. Free love, Baby!

Maddy May in 'Maddy May's Mayhem Sc. 2: DVP and DAP!'

Maddy May - Maddy May's Mayhem Sc. 2: DVP and DAP!

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. Seth poles her pussy doggie-style as she slops on Mick's meat. In spoon position, Mick fucks her asshole. Seth reams her rectum from behind. Both boners pack Maddy at once in a 'full-filling' double-penetration! Mick and Seth simultaneously stuff her twat -- it's Maddy's first double-vaginal drilling! Next, Maddy experiences her first double-anal cramming! She worships dick ass-to-mouth. Seth and Mick glaze her with a sloppy cum facial.

Maddy May in 'Maddy May's Mayhem Sc.1: DP and Facial'

Maddy May - Maddy May's Mayhem Sc.1: DP and Facial

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!

Maddy May in 'Big Boobs, Orgasmic Anal!'

Maddy May - Big Boobs, Orgasmic Anal!

Beautiful, impressively tattooed brunette Maddy May peels shiny lingerie from her big tits, showing off silver nipple piercings. She bends over and unveils the butt plug lodged deeply in her sphincter. Maddy pulls it out as Mick Blue showers her in oil. He slides his big cock inside her butthole from behind, sodomizing her relentlessly as drool dribbles down Maddy's chin. She sucks his dick ass-to-mouth, stroking his shaft enthusiastically. Spit covers her boobs as she climbs on top of Mick's pulsing pole and impales her pussy for a deep dick ride. Mick pounds her cunt and then switches holes, shoving his dick back up her tight asshole. Maddy has a frenzied anal orgasm! She rubs Mick's balls and gives him a worshipful rim job. She twerks on his meaty rod. Maddy's butthole gapes as she masturbates! The rectal recreation climaxes with Maddy swallowing a mouthful of Mick's hot semen.

Maddy May in 'Biz Up Front, Party In the Back'

Maddy May - Biz Up Front, Party In the Back

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.

Maddy May in 'Seasons Of Sexy'

Maddy May - Seasons Of Sexy

April and May have never been hotter. April Olsen and Maddy May get down and dirty in this sexy lesbian fuckfest.

Maddy May in 'A Hot Day In May'

Maddy May - A Hot Day In May

Maddy May likes to put on a show. The sexy stunner does a sensual strip tease before getting down to business--and dicked down-- by Mick Blue.


Destiny Cruz in 'Dirtier'

Destiny Cruz - Dirtier

Two women compete to show who is dirtier when they realize they're vying for the attention of the same man

Angela White in 'Botched Dinner'

Angela White - Botched Dinner

Adorable young couple Maddy May and Anthony Pierce have invited their neighbors over for dinner. Angela White and Keiran Lee are a smoking hot couple and, as soon as they arrive, they only have one thing on their minds. Spoiler: It's not dinner! Soon, busty Angela is deepthroating Anthony in the kitchen, right under Maddy and Keiran's noses. When petite Maddy finally catches them in the kitchen, she puts her jealousy aside and decides to join in the fun. Add Keiran to the mix, and this dinner party has just turned into a girlfriend-swapping party for perverts!

Jezabel Vessir in 'Angela's House Of Hedonism Part 2'

Jezabel Vessir - Angela's House Of Hedonism Part 2

The second part of swinger miniseries starts as the evening festivities finally get started with an all-girl threesome of guests. Angela hands off an empty bottle to party girls Maddy May, Jezabel Vessir and Nika Venom and it doesn't take too long before the trio starts playing a raunchy game of spin the bottle. The party is such a blast that they don't think twice before showing off their tits for some nipple worship. Aroused and in dire need of some intimacy, two of them sneak off in a quiet place for 7 minutes in heaven before the third girl finds them and partake in the steamy exchange . They will never forget the heavenly lesbian threesome that ensues.

Maddy May in 'Naughty Wife Wets her Shirt'

Maddy May - Naughty Wife Wets her Shirt

The lusty Maddy May and lover, Dwayne Foxxx, are having fun with a vibrator in her living room when her husband comes back from work. Dwayne hides and Maddy quickly pulls her panties back up, pretending she was doing nothing. Mischievous Dwayne kept the vibrator's remote control and plans to tease Maddy while she's in front of her husband. After stimulated Maddy jerks and spills the glass all over herself, her husband starts suspecting something's wrong. It doesn't take too long before he realizes that her wife is a cheating liar. Right after the upset husband storms out, Dwayne can't help but undress the horned up Maddy and provide her with the pounding she deserves.

Maddy May in 'Anal and Facial Star Quality!'

Maddy May - Anal and Facial Star Quality!

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!

Maddy May in 'That's My Seat!'

Maddy May - That's My Seat!

Mazee has just moved into a great new apartment with a couple of hot girls! The only problem? One of those hot girls, Maddy May is very particular about where her roommates are allowed to sit, and Mazee keeps running afoul of her seating chart. When Maddy catches Mazee in her seat one time too many, she snaps and decides that the only solution is to sit on Mazee's big dick instead.

Maddy May in 'hooks up with her friend's big dick dad to ensure he keeps quiet about her shoplifting'

Maddy May - My Daughter's Hot Friend

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, couldn'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 in 'BJ, Rim Job, Orgasmic Fuck'

Maddy May - BJ, Rim Job, Orgasmic Fuck

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.

Alexis Fawx in 'Femme Falls For The Fawx'

Alexis Fawx - Femme Falls For The Fawx

Petite Maddy May is having a bit of car trouble, and she knows just the place to get herself fixed up. She pulls up to the helpful Alexis Fawx's place - with overalls barely able to contain this fixer's curves - to take a look under the hood. Alexis looks around and feels like maybe a bit more than the engine needs some attention and she starts to subtle brush against Maddy, drop some flirtatious comments, and eventually make the move to taste and feel what's underneath her pretty little sundress! The sapphic duo fawns, fingers, and fucks around the garage until curious partner Van Wylde arrives to check in...

Kuleana in 'Blanket Bastion: Part 1'

Kuleana - Blanket Bastion: Part 1

Sexy brunettes Maddy May and Kuleana are both present at the illustrious annual Blanket Bastion event (hosted by the Pillow King, Michael Vegas). The goal of the event is to find the King's scepter, in exchange for getting drilled by his big dick... an opportunity both girls want. Kuleana distracts Maddy by making out with her and sucking her tits, then finds the scepter. This leads to tension between the girls, which of course leads to a hot lesbian fuck, complete with lots of pussy eating and scissoring. After totally wearing Maddy out, Kuleana retrieves the scepter and starts her journey towards the Pillow King.

Maddy May in 'Country Girl Loves Anal Fun'

Maddy May - Country Girl Loves Anal Fun

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.

Maddy May in 'May Day'

Maddy May - May Day

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.

Maddy May in 'Manuel Opens Their Asses 8'

Maddy May - Manuel Opens Their Asses 8

Beauteous Maddy May gets charitable with her holes in this scene from 'Manuel Opens Their Asses 8'. The Bambi-like May, crushes it during the tease. Barely covered in a neon yellow spandex kit with black trim. Maddy makes her unshaved twat extra noticeable by sandwiching it between her fingers. She does some additional strutting then finds herself on a large white leather sofa built for fuck sessions... Manuel appears and begins sucking on her pierced nipples. Miss May crams her bulbous ass in his face and he munches on her backside. Maddy does a little oral of her own, spitting and slurping on Ferrara's dick. Manuel begins fucking May prone, then he folds her legs to the side producing a stellar view of Maddy's mentionables. Manuel gets on his back and May adds some sleaze to the scene by playing his trombone to the tune of 'tossed salad'... Now that things have dirtied up, Ferrara plants his meat in May's asshole. The sexy stalwart says 'That's your fucking asshole' and weaves some serious slobber. Manuel inserts his fingers into Maddy's pussy and churns until she squirts. This makes Maddy want more Manuel as she says 'I want you to fuck me'. Ferrara does, then Maddy delves so Manuel can distribute a huge load to her face and doe-eyes. May even puts on a little cum-bubble show to drive the point home...

Richard Mann in 'Mom's Not Home'

Richard Mann - Mom's Not Home

Maddy May was having a hard time concentrating on her homework. All because she was way to horny to pay attention. What she wasn't aware of is that her moaning was distracting her step dad who was trying to watch the game. After some time of trying to get her homework done, she talked to her step dad about her little problem. She begged him to fuck her so she could finally go back to her homework and focus. Not only did she want him to fuck her, she wanted it in the ass too. Her step dad, Richard Mann, was hesitant at first, but eventually he agreed. He started by stretching her tight little pussy. From there, he shoved his huge cock deep inside her tight asshole. Making her cum several times before her delivered a huge load all over her face.

Maddy May in 'Orgasmic Anal, Gaping and A2M'

Maddy May - Orgasmic Anal, Gaping and A2M

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.


Maddy May in 'May I have a giant black cock'

Maddy May - May I have a giant black cock

When first observing Maddy May, there's a seed of doubt that she can physically handle the 'DICK of DREDD'. Low slung and hazel-eyed, during the tease you start to believe, she may indeed be able to weather the storm. Primped in black leather strapped lingerie with zebra print, Maddy bends. It's at this moment we see her full potential. For such a diminutive gal, her ass pops at first flex. She has a huge ornamental tattoo that runs down her fleshy thigh, complimenting her pierced nipples. Maddy begins flossing her pussy with her panties, while proclaiming she 'feels like taking a big fucking dick'. Dredd appears and makes her eyes bulge once she sees what she's asking for. Kudos to Miss May for trying, but she is so small she must two-hand Dredd's barrel-like member while fitting as much as she can in her mouth. Maddy finally yelps 'Oh my God! You have such a big dick!' And D-man compliments her on ball sucking... They begin fucking on a red love seat and May decides to straddle in reverse cowgirl. She ends up standing over Dredd while sliding up and down the mondo meat missile. Maddy moves into doggie and Dredd begins to stuff her twat. The visual is almost comical at first. You don't think it's possible, yet Maddy's pretty pussy opens and Miss May has to let out a disbelieving 'Oh Fuck' during the long strokes. Prone on her back Dredd continues with his mission. Maddy gets to her knees and sucks on the timber until Dredd is asking himself his own name while she feeds on his deposit.What a day for Maddy May...

Maddy May in 'Maddy May's Messy Day'

Maddy May - Maddy May's Messy Day

With her big tits squeezed into a little leather top and her neck adorned with chains, Maddy May is a smoke show. This sultry sex fiend makes a mess of her makeup when she goes hard on Jason Moody's impressive member.