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Maddy Oreilly 335

Maddy Oreilly is a 35-year-old actress from United States | See her IAFD Profile, Babepedia page or follow her on Twitter(X)


Maddy Oreilly's Newest Videos


Maddy Oreilly - Pornstar Collection

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.

My Sister's Hot Friend - Maddy OReilly & Marie McCray

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Maddy OReilly & Marie McCray - Hot AF Maddy O'Reilly and Marie McCray fuck the shit out of their friend's brother
Released: January 4, 2026

Maddy and Marie are on their bicycles riding over to Danny's house to meet up with his sister. The speedy duo runs right into the back of Danny's leg while he's walking home. Sitting on the ground with his pants torn and his knee in pain he tells the speed demons that his sister is not even home. They help Danny up and walk him home to tend to his knee. While Danny is still angry at them for nearly breaking his leg, they ask if there's anything they can do to help and with his sister gone their imaginations run wild. The pain from Danny's knee has just moved to his dick and the tight little pussies of these natural beauties is just the cure!

Love And Romance

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Cast: Riley Reid, Allie Haze, Asa Akira, Avy Scott, Chanel Preston, Giselle Leon, Jandi Lin, Jessie Andrews, Julia Ann, Katie St. Ives, Kristina Rose, Lexi Belle, Lily Carter, Lily LaBeau, Lisa Ann, Maddy O'Reilly, Marie McCray, Mercedes Carrera, Misty Stone, Natasha Nice, Nicole Ray, Nikita Denise, RayVeness, Samantha Ryan, Skin Diamond, Tori Black

Sweet Sinner is proud to present 25 whole scenes featuring the hottest girls in the industry experiencing passionate love making like never before. Including fan favorites like Riley Reid, Maddy O'Reilly & Julia Ann, this release is the perfect addition to any couple's collection of hot erotica.

A Love Triangle # 2

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Cast: Ash Hollywood, Casey Calvert, Dana DeArmond, Maddy O'Reilly

Mile High Media and director James Avalon are excited to present A Love Triangle 2! It's time for yoga class! And it's time for you to stretch your imagination and your fantasies as you watch this bevy of young beauties stretch their limber bodies to the limit in stimulating yoga poses! Sensuous and charming Dana DeArmond leads the star studded class flaunting her sexual appetite for both men and women. Yoga energy juices up her amazing co-stars - supple Casey Calvert, sexy Ash Hollywood and the always explosive Maddy O'Reilly!

My Sister's Hot Friend - Jillian Janson & Maddy O'Reilly

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Jillian Janson & Maddy O'Reilly - Two hot babes Jillian Janson and Maddy O'Reilly know how to party - REMASTERED
Released: March 23, 2025

Jillian Brookes & Maddy O'Reilly are over at their friend's house and they are ready to party since their friend's parent's are out of town. Their friend's brother is trying to put a stop to it though. Well these two hot chicks think they can change his mind because apparently there is a party in his pants and they're going to make sure he is cumming. Jillian and Maddy take his huge load and get to party down afterwards.

Brazzers Exxtra - Red, White And Nude! The Best Of Independence Day

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Ava Addams, AJ Applegate, Monique Alexander, Alexis Fawx, Maddy OReilly & Stevie Shae - Red, White And Nude! The Best Of Independence Day
Released: July 4, 2024

To celebrate Independence Day this year - Brazzers has put together the sickest of compilations. Suns out, buns out to commemorate the 4th of July with the wildest & most iconic porn stars to ever grace the screen. Big wet tits, sloppy blowjobs, intense anal action & screaming orgasms are all on the menu. Join in on the patriotic spirit with us & hit play so you can get your rocks off today! AMERICA, FUCK YEAH!!!

All Anal All The Time - New Fall 2023 Updates

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Hazel Moore & Luna Mills - Teen Anal Bonus
Eva Fenix & Summer Day - Cucked Twice
Addison O Reilly & Addison Lee - Hot Gaping Blondes
Aria Rae & Chloe Brooke - Two Teen First Anals
Kelsi Monroe & Maddy Oreilly - Two Curvy Anal Butts

Mylf Selects - Dripping Moms Compilation

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Casca Akashova, Lilian Stone, Jordan Maxx, Ophelia Kaan, Vivianne DeSilva, Demi Diveena, Sandy Love, Callie Brooks, Jennifer White, Maddy Oreilly & Angelina Diamanti - Dripping Moms Compilation
Released: September 15, 2023

What’s up, MYLF lovers? We know you were begging to see this collection, so the wait is over! Everyone here loves a good milf with a wet pussy, so for this amazing compilation, you’ll see Callie, Maddy, Ophelia, and Vivianne’s beavers and kissers dripping with hot cum after jaw-dropping fuck sessions.

My Wife Is My Pornstar - Maddy O'Reilly

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Maddy O'Reilly - All natural beauty Maddy O'Reilly cucks husband and takes it in the ass
Released: October 26, 2022

Maddy O'Reilly and her husband had a wild party. So wild that one of their guests, Chad, falls asleep in the guest bedroom. Well Maddy and her husband have a special relationship where she gets to fuck any cock she wants, so she decides to wake Chad up and have him shove his big dick into her tight asshole. Her husband loves hearing all about it!

Girl Friday

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Cast: Maddy O'Reilly, Lena Anderson, Mona Wales, Demi Sutra

Inspired by Steven Shainberg's "Secretary" film, Girl Friday is a thrilling lesbian psychological drama that explores the intense relationship between a dominant lawyer and her obsessed new secretary. Charlie (Lena Anderson), is a young misfit who gets her first job in a law firm and finds herself obsessing about her new boss, Olivia (Mona Wales), after seeing her masturbating in the office on her first day. When Rachel (Maddy O'Reilly), the secretary that she was replacing, storms in the office a few days later, Charlie discovers the dom/sub relationship that Rachel has with Olivia. This makes Charlie angry and she decides to meet up with Monique (Demi Sutra), an old friend from college who offers her a massage after a few drinks. How far will Charlie's obsession with Olivia go?

My Wife Is My Pornstar - Maddy O'Reilly

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Maddy O'Reilly - Natural babe Maddy O'Reilly wears sexy lingerie to cuck husband with employee
Released: October 12, 2022

Maddy O'Reilly's husband has revealed that he has a cuckold fantasy and Maddy is more than happy to help out with that. She brings home one of the employee's from the mail room, has him get comfortable, then puts on some sexy lingerie for him. Her employee is more than happy to give Maddy the D, and Maddy tells her husband all about it!

Pornstars At Home # 2

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Cast: Maddy O'Reilly, Adrianna Luna, Ashley Stone, Maia Davis, Nicole Rider

Sinful # 2

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Cast: Leah Gotti, Blair Williams, Maddy O'Reilly, Harley Jade, Abby Cross

Elegant Angel brings you yet another 20 hour, 5 disc compilation. This one focuses on women who like it dirty and messy. Stars include Leah Gotti, Maddy O'Reilly, Blair Williams, Harley Jade and Abby Cross.

Dick Drainers - Maddy O'Reilly

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Maddy O'Reilly - Maddy's Job Requires Overtime...
Released: March 31, 2022

Lavish vacations, designer wardrobe, sumptuous food, red bottoms...Maddy's living the good life.

Hard work definitely pays off. And Maddy's a very hard worker.

It's one of the things her boss appreciates about her.

The other thing he appreciates is her asshole. And her throat. And her tight white pussy. Because Maddy's job has a lot of requirements.

Fortunately, Maddy's very well qualified for all of them.

Team Skeet Selects - Feelin' Green, Feelin' Irish

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Maddy O'Reilly , Liv Wild , Cassidy Banks & Linzee Ryder - Feelin' Green, Feelin' Irish
Released: March 9, 2022

Top of the morning to you, and happy St. Patrick's Day from all of us at TeamSkeet. For this joyous day, we've put together a hot, sloppy compilation of some of the greenest, most thematic St. Patrick's fucks we've ever enjoyed. From Ashley Adams to Maddy O'Reilly and back to Cassidy Banks and more, we can't think of a better way of spending this festive day than in the company of these gorgeous, horny ladies.

Sluts MaXXXed Out!

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Cast: Maddy O'Reilly, Amirah Adara, Dahlia Sky, Kelly Stafford, Megan Inky, Monique Woods, Kim Triple X, Pamela Stanwick

Things are getting rough again in the Seven Sins studio. The hottest pornstars drop by for a day of going wild. All the hard cocks present disappear deep into their throats, pussies and asses. Let your ass gape wide open, so we can fill this hole with cum! Seven Sins gonzo at its hardest, so at its best!

Sex Art - Maddy O'Reilly

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Maddy O'Reilly - Girls Love Sex The Lost Tapes Episode 5
Released: March 2, 2022

Cute brunette Maddy O’Reilly is the adorable star of episode five of "Girls Love Sex – The Lost Tapes." The sweet 23-year-old admits she is a little shy as she responds to questions from director Bo Llanberris and his gorgeous redhead assistant Elle Alexandra. This reprise of the classic SexArt series created by legendary auteur Zalman King gives erotic models the opportunity to express their sensuality with candid interviews and intimate masturbation footage. These previously unreleased episodes have been remastered in 4K...

Hustler - Maddy O'Reilly & Honey Gold

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Maddy O'Reilly & Honey Gold - Teach Me 6
Released: October 23, 2021

Honey describes her first lesbian experience and how the other woman had to take control and show her the ropes. Lucky for her, and us, Maddy is there to once again guide her through a girl girl encounter!

VR Hush - Maddy O'Reilly

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Maddy OReilly - Oil Me Up And Worship My Ass
Released: August 27, 2021

Maddy O'Reilly knows what men want. She has the perfect body for teasing and making anyone do what she asks. Tonight she has a special surprise ready for you. Maddy is craving your huge cock and can't wait to feel you deep inside of her. Just thinking about your hot body is enough to drive her wild. She knows what turns you on too. She stands on the couch and lets you look at her beautiful and tight pussy. She begs you to oil her ass up and use your hands all over her sensual body. Maddy rubs her tits on your dick and gives the best head you've had in years. This is a night you will never forget. You are going to give Maddy the best fuck of her life.

Sizzling Squirt Sluts

Sizzling Squirt Sluts

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Cast: Maddy O'Reilly, Tiffany Watson, Gabriella Paltrova, Tina Blade

Permission

Permission

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Cast: Maddy O'Reilly

Married couple Maddy (Maddy O'Reilly) and Steve (Steve Holmes) have a special arrangement. Maddy, being much younger than her husband, enjoys bringing home a young stud or two to satisfy her carnal desires. Fortunately, her husband understands her needs. Better yet, he actually enjoys jerking-off as he discretely watches his wife getting plowed by her temporary lovers.

Team Skeet Selects - The Lucky Sluts

Team Skeet Selects - The Lucky Sluts

Ava Parker, Maddy Oreilly, Pepper Hart, Cassidy Banks & Quinton James - The Lucky Sluts
Released: March 10, 2021

Happy St. Patrick’s Day! Team Skeet has compiled the hottest, wildest babes like Maddy Oreilly, Ava Parker, Pepper Hart, Cassidy Banks and more who know that the best way to celebrate this holiday is to party like crazy and get extra lucky with a man.

A Black Bull For My Hotwife # 2

A Black Bull For My Hotwife # 2

A.Black.Bull.For.My.Hotwife.2.XXX.iNTERNAL.720p.WEBRiP.MP4-GUSH
Cast: Whitney Wright, Clea Gaultier, Jasmine Jae, Maddy O'Reilly, Giselle Palmer, Ella Nova

These audacious hotwives are about to take on the black bull! Giselle Palmer, Clea Gaultier, Whitney Wright and Maddy O'Reilly have an insatiable monster cock craving and they're ready to be fucked senseless! So saddle up...this is going to be one hell of a ride!

A Black Bull For My Hotwife # 3

A Black Bull For My Hotwife # 3

A.Black.Bull.For.My.Hotwife.3.XXX.iNTERNAL.720p.WEBRiP.MP4-GUSH
Cast: Valentina Nappi, Kendra Spade, Maddy O'Reilly, Lisey Sweet, Nelly Kent

Hotwives Valentina Nappi, Nelly Kent, Lisey Sweet, and Kendra Spade are running with the bulls! Watch as they fulfill their interracial hotwifing fantasies with enormous black dicks and the eager approval of their horny hubbys!

Teach Me # 6

Teach Me # 6

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Cast: Kenzie Reeves, Gia Derza, Karma RX, Maddy O'Reilly, Athena Faris, Alix Lynx, Honey Gold, Alexis Zara

Elegant Angel presents Teach Me Vol. 6 over 2 hours of lesbian loving! Teach Me 6 is a celebration of the beautiful exchanges between older and younger women. Watch these more experienced stars share themselves, and their sexual depth, nurturing a selection of young starlets who are fresh to the business. Teach Me is a very unique depiction of this older/younger fantasy and captures incredibly passionate and powerful lesbian scenes that you will not forget. Starring Karma Rx, Gia Derza, Alexis Zara, Kenzie Reeves, Alix Lynx, Athena Faris, Maddy O'Reilly & Honey Gold! Enjoy!

Kissa Sins Against Nature

Kissa Sins Against Nature

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Cast: AJ Applegate, Katrina Jade, Kissa Sins, Maddy O'Reilly

Watch hot kissa sins taking bbc in the ass, licking some pussy and threesome action!

Life Selector - Ex-Girlfriend Sex Tapes

Life Selector - Ex-Girlfriend Sex Tapes

Maddy O'Reilly, Samantha Rone, Keira Nicole & Kosame Dash - Ex-Girlfriend Sex Tapes (Interactive game)
Released: November 17, 2020

Recalling all the sweet memories of your exes is always nostalgic. Especially if you have your own precious collection of home videos recorded with them! American beauties from your past all have their own scene to remember. These girls were adoring you and though they may be your exes now, you remember them fondly. Life goes on and looking back at the good times won’t hurt anybody. So sit down, choose a video and enjoy the joys of the past...

Interactive Flash game for Windows and Android - see manual.

Brazzers Exxtra - Best of Brazzers Pantyhose

Brazzers Exxtra - Best of Brazzers Pantyhose

Ariana Marie, Chanel Preston, Luna Star, Maddy O'Reilly, Madison Ivy, Osa Lovely & Kagney Linn Karter - Best of Brazzers Pantyhose
Released: September 7, 2020

Whether you call them stockings, tights or pantyhose, it's impossible to resist these timeless staples of feminine apparel. They can barely hide anything, yet they shroud everything they touch in mystery. Look at those ladies' legs: smooth and silky, teasing horny girls and boys alike. The only pleasure bigger than peeping at the veiled appendages is to rip a hole in the textile, break lose, and indulge in the exposed skin.

Gaping Grand Canyons

Gaping Grand Canyons

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Cast: Gabriela Paltrova, Sarah Shevon, Proxy Paige, Jenna Ashley, London Keyes, Maddy O'Reilly, Dana DeArmond, Misha Cross, Nickey Huntsman

My Wife And Her Black Lover # 3

My Wife And Her Black Lover # 3

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Cast: Valentina Nappi, Jasmine Jae, Whitney Wright, Maddy O'Reilly, Kate England, Dahlia Sky, Bianca Breeze, Nadia Styles, Raven Bay, Nelly Kent, Raven Rae

Team Skeet X Fucking Awesome - Maddy Oreilly & Sierra Nicole

Team Skeet X Fucking Awesome - Maddy Oreilly & Sierra Nicole

Maddy Oreilly & Sierra Nicole - Alternative Reality
Released: July 27, 2020

Alex Legend enters an Alternative Reality when he buys a VR headset that transports him into a fantasy world with Maddy O'Reilly and Sierra Nicole. After the girls put on a show for Alex he sits back and watches while Maddy and Sierra pull out his cock and get to work. As Alex enjoys his new toy the girls give him a pornstar experience while he never leaves the comfort of his living room.

The Nudie - Maddy O'Reilly

The Nudie - Maddy O'Reilly

Maddy O'Reilly - Open Door Policy - E24
Released: July 24, 2020

As summer break is approaching Maddy O'Reilly knows this is her only chance to get with Johnny. As she's heard all the stories from the other girls that not only is he the best fuck they've ever had, but that he also always keeps his door unlocked. Waiting for Johnny to get back is only making her more horny as she knows that once he opens that door she is going to sink her claws in.

Sweet Sinner - Maddy O'Reilly

Sweet Sinner - Maddy O'Reilly

Maddy O'Reilly - Infidelity # 3 - Scene 2
Released: July 21, 2020

Purgatory X - Maddy O'Reilly

Purgatory X - Maddy O'Reilly

Maddy O'Reilly - Permission Vol 1 E3
Released: June 26, 2020

Maddy’s (Maddy O’Reilly) going to a local Happy Hour and her husband, Steve (Steve Holmes) knows exactly what that means. He gets to jerk his cock while he watches his wife getting abused by eager young studs. Only this time, he’s in for a real treat. Maddy brings home two chiseled black dudes (Jon Jon, Tony Francisco), both sure to be packing some serious meat. Her voyeur husband watches as his wife’s throat gets tested with 2 huge black cocks...

She's DTF: Down To Fuck # 2

She's DTF: Down To Fuck # 2

Shes.DTF.Down.To.Fuck.Vol.2.Part.1.XXX.720p.WEBRip.MP4-VSEX
Cast: Alison Tyler, Brooklyn Chase, Maddy O'Reilly, Brooklyn Lee, Jeanie Marie Sullivan, Jessi Palmer, Karina White, Alliyah Sky, Natalia Robles

Due to popular demand, She's Down to Fuck series is back with volume 2. A 2-DVD combo series filled with 10 scenes of DTF girls craving for hard dick! Over 4 hours of several sexy AVN nominated girls waiting for their one night stand to happen! Because when they are down to fuck, they'll do anything to get it!

Spring Break

Spring Break

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Cast: Maddy O'Reilly, Adrianna Luna, Melina Mason, Lia Lor, Mia Gold

Spring Break is in! So it's time to throw the books out and get the party started, Bluebird style! Watch as these girls have the time of their life with unexpected party goers. Public Sex, squirting, threesomes and more! They don't care where or what time it is, they just want to party!

Deviant Hardcore - Abigail Mac & Maddy O'Reilly

Deviant Hardcore - Abigail Mac & Maddy O'Reilly

Abigail Mac & Maddy O'Reilly - Sexy Domme Abigail Mac uses her good submissive Maddy O’Reilly - E117
Released: June 5, 2020

Maddy O’Reilly is such a good submissive for her mistress Abigail Mac. She stays bound up for her and loves to let Abigail do whatever she likes. Abigail loves to tease her and spends plenty of time playing with her body but never giving her exactly what she wants. After Abigail unties her she gives her a nice spanking until Maddy’s sexy ass is cherry red. Next Abigail sits her pussy down right on Maddy’s pretty face and grinds. She decides to reward Maddy for being a good girl and fingers and licks her pussy before finally having Maddy finish her off.

Lil' Angels # 5

Lil' Angels # 5

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Cast: Maddy O'Reilly, Holly Michaels, Marie McCray, Presley Hart, Melissa Monet, Sarah Shevon, Molly Bennett, Missy Stone, Kinzie Kenner, Britney Young

Featuring Presley Hart! Four hours of sweet young things in need of hard cock!

Evil Angel - Blowbang Cumshot Compilation

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Skin Diamond, Kenzie Taylor, Alena Croft, Ariana Marie, Samantha Bentley, Karmen Karma, Maddy O'Reilly, Gia DiMarco, Cassandra Nix & Emma Hix - Blowbang Cumshot Compilation
Released: May 6, 2020

00:00 - Wet Food #04 - Skin Diamond
02:37 - Wet Food #07 - Saya Song
04:32 - Wet Food #05 - Cameron Canada
06:36 - Wet Food #04 - Jessica Nyx
08:22 - Gia DiMarco: MILF Blowbang & Bukkake!

Purgatory X - Maddy O’Reilly

Purgatory X - Maddy O’Reilly

Maddy O’Reilly - Permission Vol 1 E2
Released: May 1, 2020

Maddy (Maddy O’Reilly) and Steve (Steve Holmes) are lounging in bed, talking about last night’s erotic adventure. Maddy loves having sex with young studs, especially knowing that her voyeur-loving husband’s secretly recording the action while stroking his cock. The perpetual perverts get horny as they replay their homemade x-rated video. Mutual masturbation soon turns into a full-blown suck and fuck session with Steve cumming on his wife’s face. Maddy, savoring his delicious cum, gives her kinky husband a little taste.

Throated - Maddy O'Reilly

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Maddy O'Reilly - Submissive And Sloppy
Released: April 17, 2020

Beautiful pro deepthroater Maddy O'Reilly has many miles of cock sucked. This incredible experience makes her the perfect sex toy to practice throat fucking because that is what she likes the most, submit to the shaft and let the saliva flow.

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