Maddy O'Reilly in HardX - 1st Anal

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HardX scene description

Maddy O'Reilly is so excited for her first anal sex scene. Of course so is Manual Ferrara, he is more than happy to offer his thick and hard service to Maddy tight sexy ass. She quickly spread her cheeks and is more than ready and willing to received his cock. Manual gives her some litteral deep and hard lessons in anal sex. After this ass-fucking education, Maddy wants his cum all over her cute face.

HardX scene tags

Hardcore, Fingering, Squirt, Anal, Doggystyle, Gaping

Male Models

Manuel Ferrara

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Maddy O'Reilly - Heat Wave

Maddy O'Reilly - Heat Wave

17th August - Maddy's boss may be handsome and sharp as a tack, but he's so shy and reserved. She's tried everything to entice him and tease him with peeks at her stockings and bod, but so far he hasn't taken the bait. If Maddy wants to pierce the icy cool of her Mr. White's reserve, she's going to need to hike up her skirt and waggle her plump butt, or go a step further and dip one of her breasts in his mouth. Finally, Mr. White jumped on the chance to bed his secretary, and his cock stood stiffly at attention. Lying across her boss's desk, Maddy wrapped her mouth around his cock, sucking it tip to tail while she tugged the shaft. Fulfilling a fantasy she had from day one on the job, Maddy got on all fours while Chad thrust into her from behind, pulling him deeper and deeper into her. Switching things up, Maddy sat on Chad's lap, and rode his dick until her hips bucked with the blissful feeling of orgasm. ...Read More
Maddy O'Reilly - Don't Tell My Wife I Buttfucked Her Best Friend 8

Maddy O'Reilly - Don't Tell My Wife I Buttfucked Her Best Friend 8

13th March - Maddy is on the phone with her best friend trying to make her feel better about her asshole husband. She decides that she will take her to lunch and spend the day with her so that she feels better. It's when she gets off the phone that we realize what is really going on. ...Read More
Karlee Grey - Decorate My Poon

Karlee Grey - Decorate My Poon

19th November - You never know when inspiration will strike! When sweet redhead Maddy has to strip off her shorts after spilling nail polish on them, it gives her BFF Karlee an idea! She grabs her girlfriend's nail gems and begins decorating Maddy's bare pussy with a dazzling array of shiny jewels. Next, it's Maddy's turn to give her artistic side free rein as she uses the gems on Karlee's beautiful big tits. The pair sit back to admire their handiwork, and Maddy finds herself drawn to playing with Karlee's bedazzled boobs! Soon, the babes are kissing passionately, letting their adornments guide their hands and mouths to each other's breasts and pussies. Before long, they find themselves pressing their slender bodies together in a hot tribbing session! ...Read More

Maddy O'Reilly - Undercover Pleasure - Part One: The Prototype

Maddy O'Reilly - Undercover Pleasure - Part One: The Prototype

12th February - Agent 069 (Carter Cruise) has been selected to work on an important assignment. She's been instructed to infiltrate Aniston enterprises, which have been suspected of working with North Korea. Her mission: to enter the premises, sedate the receptionist (Maddy O'Reilly), and use a new technology to extract her DNA and temporally assume her identity. Having 60 minutes before she shapeshifts back to her former self, Carter needs to extract the files before her time is up. After sedating Maddy, she wastes no time storming the office and looking for the file. When the CEO, Nicole Aniston, comes back from her workout, she surprised to find her employee - Maddy, who is really Carter - rummaging through her office. When Carter makes up an excuse about a canceled afternoon appointment, Nicole reminds her that her back is sore and she wants her massage. Knowing that she needs to play this right, Carter does what she's told as she bides her time trying to figure out how to get out of here. When Nicole complains about upper body soreness, Carter isn't sure what she's getting at... but when Nicole grabs Carter's hands and puts them on her tits, Carter gets the message loud and clear. Carter realizes pretty quickly that she needs to get this over with but can't be too obvious as to not blow her cover. She complies with all of her boss' demands and gets it on with her. When they finally finish she's got about 3 minutes to go. When Nicole comes out of the office with the briefcase, Carter asks if she needs to volunteers to take it off her hands. Nicole declines but Carter insists, stating that she wants to help her. She pulls it out of Nicole's hands just before her times runs out but Nicole knows something is amiss. Will Carter get out of this mess? Will she escape without being found out? Can she extract the briefcase containing the secret file without blowing her cover? Find out in part 2! ...Read More
Maddy O'Reilly - Magic Mike XXXL A Hardcore Parody Scene 2

Maddy O'Reilly - Magic Mike XXXL A Hardcore Parody Scene 2

13th July - Award-Winning Director Brad Armstrong brings you a 'Ladies Night' to remember! Magic Mike, Dallas, and the rest of the boys are getting the women all Hot, Horny, and very much willing to please. Girls, we know you've been waiting for this one! And guys, don't worry... there's plenty of gorgeous women in here to make you happy too! So, tonight, do yourself a favor: Let her pick the movie! ...Read More
Maddy O'Reilly - The Rim Job

Maddy O'Reilly - The Rim Job

22nd May - While broke actress Alix Lynx is on the phone with her agent arguing over the part that someone else got, a call comes in from the auto service shop. Her car is ready for pickup, but the bill is astronomical! She heads down to the shop to find out what was wrong with her car's rims to cost that much. She meets her cranky mechanic Maddy O'Reilly. Maddy just wants the client to pay and leave. But Alix doesn't have the dough, so Maddy can't let her take the car. Alix is distraught because she needs the car to get to an audition tomorrow. If she gets the part, she'll have the means to pay her bill. Maddy wishes she could help, but Alix' sexy red sports car only takes pricey custom parts. Alix attempts to win the mechanic's favor by giving her a signed copy of her movie Artificial Intelligence on DVD. But Maddy's not interested in the DVD. She wants to have sex with the pretty girl. Alix isn't happy about it but agrees to have sex with the grimey mechanic. Maddy pulls up Alix' top and cups her firm braless breasts. Alix is utterly disgusted as Maddy puts her nipples in her mouth, but admits her tongue feels good. Slowly but surely, Maddy eases Alix out of her panties, and then licks her pussy as the actress leans up against the car. After Alix has a mad orgasm in her mouth, Maddy takes off her shorts despite Alix' objections. Maddy insists that Alix reciprocate, so Alix begrudgingly eats her pussy until she cums. Alix wipes her mouth and gets ready to go, but Maddy tells her they're just getting started. She makes Alix bend forward and lean on the car as she eats her ass from behind. Then Maddy gets down on all fours and sticks her ass in the air. Alix bravely inserts her tongue in her asshole, while massaging an orgasm from her pussy. Then, Maddy instructs Alix to lie down on the floor. The lesbian aligns her pussy over Alix' and begins to trib. The girls frantically rub their pussies together till they cum intensely! Talk about an auto body experience! ...Read More
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Carter Cruise - In House Whore

Carter Cruise - Hot And Mean

12th March - Carter Cruise has got a real sick crib, with a beautiful view, great pool, and decorated like the lap of luxury. But the all-out best feature is the in-house whore waiting to satisfy any of Carter's dirty desires. Whenever Carter wants her dirty feet licked clean, she just brings them to her whore Maddy Oreilly to tongue-wash between her toes. Maddy loves getting choked, spat on, and having her asshole eaten out and stretched with big fat toys. Once she'd came, Maddy returned the favor, fucking Carter's ass with a big toy, before they sucked the cameraman's cock and shared his load. Don't miss the filthy finale as Carter gave Maddy her favorite treat and peed on her. ...Read More
Maddy O'Reilly - Redheaded Maddy O'Reilly bound and drooling in strict bondage as she is dicked down by BBC!

Maddy O'Reilly - Sexually Broken

4th March - Today we are happy to welcome back that lush pale redhead Maddy O'Reilly to the pages of Sexuallybroken. Maddy is one of those that was simply built for sex. She craves it. She needs it. And we are here to provide. As we do.The set up is simple but effective. A pillory, a hot porn star and two hard cocks. Mix up and let the fun start. Once we have Maddy bound in place, all we have to do is walk up and make full use of that luscious bubblebutt. Which is exactly what we proceed to do.The drool pours out of Maddy's ballgagged mouth as the dicks pound out her pussy. The harder we fuck her the bigger the puddle of drool grows around her feet. This is hole training at its best. All Maddy can do is take the dick we dish out. She loves every single minute of it.We fuck until we have had our fill, two hard cocks tag teaming our starlet down into a drooling undone mess. Maddy clouded eyes stare off into the distance and we do the only logical thing...stick a leather hood over her head and vibrate her to another orgasm. Good times, good times. Until we meet again... ...Read More
Maddy O'Reilly - Up My Booty

Maddy O'Reilly - Up My Booty

11th September - Auburn-haired slut-next-door Maddy O'Reilly poses poolside, showing off oiled natural tits and tugging her bikini bottom between shaved, puffy pussy lips. Inside, she spreads for stud Mark Wood, who spanks and rims her fleshy ass. He expands her butthole with a glass toy and a fat butt plug, which she tastes. (Maddy: 'It smells so good after it's been in there.') Mark's wood then slides straight up her booty with zero resistance. He plows pussy and asshole back-and-forth, choking her, smacking her tits and face hard. Mark pulls Maddy's red pubes as he porks her bunghole and grips her head for an ass-to-mouth face fuck with heavy spit. Orgasmic anal slamming makes her howl, buns flexing, and Maddy's butthole gapes. She swallows Mark's semen. ...Read More

Vicki Chase - Pretty Sloppy 06

Vicki Chase - Pretty Sloppy 06

6th May - Auburn-haired Maddy O'Reilly, Latina beauty Vicki Chase and blonde superslut Jillian Janson are nasty girls in sheer white stockings and lacy lingerie. These sultry lesbians love nothing better than to gag themselves with dildos and drool wads of sloppy spit directly into each other's mouth! Each young lady takes her turn getting her asshole drilled with a fake cock ... as her girlfriends slobber with pleasure and lewdly lick her winking anus! ...Read More
Maddy O'Reilly - Rough Malpractice

Maddy O'Reilly - Doctor Adventures

31st May - After learning his nurse Maddy Oreilly was stripping ass-naked in the examining room and giving some of his patients hand-jobs on the side for cash, Dr. Di Sergio had to step in and handle things personally. But when the Doctor tried to fire that redheaded slut, he ran into a larger headache than he expected. While Dr. De Sergio was trying to discipline Maddy, she kept putting the moves on him, using her best seduction techniques to talk the dick right out of his trousers and into her mouth. After getting his rock hard cock sucked on, Tony pulled Maddy's pants down and spanked her big round ass, then sprawled her out on the desk so he could pound her from behind. ...Read More
Maddy O'Reilly - Super stacked

Maddy O'Reilly - Monster Curves

17th May - Maddy showed off her roller skating moves. We get to see her ass-jiggling as a bonus. As Maddy skated and told us how she needed her ass fucked, she got all hot and horny. Before we knew it, this plump sexy redhead had propped herself up on a kitchen counter and started rubbing her ass and pussy. Chris heard the commotion, grabbed that big ass, and plunged his tongue in. He cradled that ass, took her into the next room, and proceeded to fuck her ass and pussy long and hard. He made sure she got the asshole stretching she was begging for. ...Read More