"Maddy May" 487

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Exploited College Girls - Delilah Day & Maddy May

Jul 18

Clips, HD, Amateur, POV, Threesome

Jul 18

Exploited College Girls - Delilah Day & Maddy May

Delilah Day & Maddy May - Part 1 - BTS + Part 2 Hardcore
Released: July 16, 2020

Today we drop on you Part 1 of 22 year old country girl Delilah Day and her partner in corruption Maddy May. Part 2, the Hotel Sex drops Saturday but this little intro will wet your whistle for this infectious Southern belle turned bad girl. Yes we have two hotties in the car but today is Delilah's DAY and the focus is on just how much corruption Jay and Maddy can show our little Delilah. Of course Maddy gets hers tomorrow and then we just had to keep them both over an extra day so Delilah could lick her first pussy ever.

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Exploited College Girls - Maddy May & Delilah Day

Nov 15

Clips, HD, Amateur, Casting, POV, Threesome

Nov 15

Exploited College Girls - Maddy May & Delilah Day

Maddy May & Delilah Day - 3way - 26 & 22 Years Old + BTS
Released: November 12, 2020

Yes this summer was pretty shitty with Covid and all but we were able to maintain social distancing and use face coverings to keep Maddy May and Delilah Day over an extra day so Delilah could experience her first taste of pussy. "Oh yeah" said Jay when I told him these two hotties were staying over. That's right Maddy with all her experience has taken part in the delightful treats of the female body, but Delilah's a slit virgin and we're all about firsts here. So since these two thought they would only be here over night for each of their BG scenes Jay needed to take them shopping for outfits; and of course things got real hot, real quick in the dressing room...

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Maddy Oreilly - Pornstar Collection

Nov 10

Pornstar Collections

Nov 10

Maddy Oreilly - Pornstar Collection

Maddy Oreilly Mega Collection
204 Videos | 269.03 GB

Her promising looks helped her get hired for her first scenes only three days after her first audition. The twenty-four year old brunette was born on May 3rd 1990 in Mount Airy, North Carolina, USA. She is of German and Irish descendent and the good combination of genes resulted in a 170 cm tall girl who weighs 51 kg. Her measurements are pretty amazing and she is definitely built to be a model – her natural breasts are 75C, while her waist and hips are 60 and 89 cm respectively. Her way to the porn industry world was pretty simple and unplanned – she was watching porn and came across a link “Models Wanted”. She sent her application and the rest is a history. She is also known as Maddy O'Reill, Maddy, O'Reily, Maddy O'Riley, Brooke Paige. Her measurements are 36-28-40.

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Brazzers Exxtra - Maddy May & Carlita Ray

Apr 14

Clips, 4K, Latina, Threesome

Apr 14

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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!

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All Girl Massage - Jessica Ryan & Maddy May

Aug 15

Clips, HD, Big Tits, Lesbian

Aug 15

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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.

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Hot And Mean - Amari Anne & Maddy May

Jun 20

Clips, 4K, Anal, Big Tits, Ebony, Lesbian 2 mode_comment

Jun 20

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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.

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Brazzers Exxtra - Maddy May & Lily Lou

May 20

Clips, 4K, Threesome

May 20

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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.

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Everything Butt - Maddy May & Sophia Burns

Dec 27

Clips, HD, Anal, Fetish, Lesbian 1 mode_comment

Dec 27

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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.

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Brazzers Exxtra - Maddy May

Dec 14

Clips, HD, Big Tits, Interracial

Dec 14

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Maddy May - Naughty Wife Wets Her Shirt
Released: December 14, 2021

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.

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Jules Jordan - Maddy May

May 23

Clips, HD, Big Tits, Interracial 1 mode_comment

May 23

Jules Jordan - Maddy May

Maddy May - Miss Maddy, May I have a giant black cock?
Released: April 26, 2021

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...

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Jules Jordan - Maddy May

May 15

Clips, HD, Big Tits, Interracial 1 mode_comment

May 15

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Maddy May - "Miss Maddy, May I have a giant black cock?"
Released: April 26, 2022

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.

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My Daughter's Hot Friend - Maddy May

Oct 2

Clips, 4K, Big Tits

Oct 2

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Maddy May - Maddy May hooks up with her friend's big dick dad to ensure he keeps quiet about her shoplifting
Released: October 2, 2021

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.

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RK Prime - Maddy May

Jun 8

Clips, HD, Anal, Big Tits

Jun 8

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Maddy May - Going Down The Vapers Hole
Released: June 8, 2021

"She's big trouble" thinks the real estate agent as the sultry Maddy May walks in for the open house event. The heartless woman vapes throughout the house despite being told smoking's not allowed. Selfish Maddie does as she pleases, whether it's being rude with the real estate agent, circumventing the sanitary measures or hitting on another visitor, Nicky Rebel. The rebel goes as far as flashing her butt to Nicky behind the agent's back. Soon enough, uncontrollably horny Nicky and Maddy have no choice but to hide in order to have sex. As an unrepentant vaper, Maddy thinks it's best if she leans against the window, upper body outside, so she can blow as much smoke as she wants. Plus, it's the perfect position for Nicky to pound Maddy's eager asshole with his pulsating cock.

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Evil Angel - Maddy May

Dec 24

Clips, HD, Anal, Big Tits, Interracial 2 mode_comment

Dec 24

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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.

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Exploited College Girls - Maddy May

Aug 27

Clips, HD, Amateur, Big Tits, Casting, Teen

Aug 27

Exploited College Girls - Maddy May

Maddy May - 26 Years Old
Released: August 27, 2020

Today is Maddy May day and she's streaming right towards you for the fuck of her life. "I can see why you get paid for this" is the compliment paid to Jay after he fucks the shit out of her and is probably one of the better fucks of her life. And lets not forget whom her partner in crime is that stuck around to help out after getting her first sex on camera the day before. Yep it's Delilah Day and she gives a helping hand and magic wand to Maddy's wet pussy for a prelude to their 3some that happened the day after this scene. Also, you have to check out these two's pickup and car shenanigans in Delilah's Part 1 scene to really get how excited Maddy was to finally live out her dreams of fucking on camera. We are glad we could be your first honey so sit back and enjoy. Here's Maddy!

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Blacked Raw - Maddy May

Mar 10

Clips, 4K, Big Tits, Interracial

Mar 10

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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?

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