Maddy O'Reilly in DarkX - My Boss' Wife

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DarkX scene description

When introducing Nat Turnher, an employee of Sean Michaels', to his stunning wife Maddy O'Reilly he notices how Nat is mesmerized by her. Sean catches him off guard when he gives Nat the okay to fuck her. He quickly declines, until Maddy tempts him by sucking her husband's cock right in front of him luring him to join in on the fun. How can he resist a woman like Maddy who is craving double penetration? All she wants is two big black cocks in her at the same time is that too much to ask!?

DarkX scene tags

Hardcore, Cumshot, Anal, Threesome, Double Penetration (DP), Big Ass

Male Models

Sean Michaels, Nat Turnher

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Maddy O'Reilly - My Boss' Wife (Thumb 01)
Maddy O'Reilly - My Boss' Wife (Thumb 02)
Maddy O'Reilly - My Boss' Wife (Thumb 03)
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Maddy O'Reilly - My Boss' Wife (Thumb 07)
Maddy O'Reilly - My Boss' Wife (Thumb 08)
Maddy O'Reilly - My Boss' Wife (Thumb 09)
Maddy O'Reilly - My Boss' Wife (Thumb 10)
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Maddy O'Reilly - My Boss' Wife (Thumb 13)
Maddy O'Reilly - My Boss' Wife (Thumb 14)
Maddy O'Reilly - My Boss' Wife (Thumb 15)
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Maddy O'Reilly - Strap-On Stories: Strap Trap

Maddy O'Reilly - Strap-On Stories: Strap Trap

17th December - Angela White is stretching after her afternoon jog in the park. Maddy O'Reilly approaches her pointing out how hot she looks in her outfit. Maddy makes it pretty obvious that she's hitting on Angela. She asks her out for a coffee, but Angela lets her know that she has a girlfriend and there's no way she's going on a date with her. Maddy is overly aggressive telling her she's going to regret it. Annoyed, she leaves abruptly. Angela goes back home to her girlfriend, Karlee Grey, and tells her what happened. Funny thing is, Karlee confesses that the exact same thing happened to her. The girls are stunned as they describe the culprit to each other realizing it's the same girl! Karlee informs her that she even has her number: Angela can't believe someone tried to pick up her woman. The girls start thinking of a plan to get back at her. They give her a call and the trap is set. She's on her way to the house not knowing that she's gonna get more than she bargained for. Angela surprises her and before Maddy realizes what's happening, they shove her to the floor and pulls out their strap-ons. Maddy tells the girls she's not into that, but if she wants both of them she's going to have to play it their way. With two straps-on in her mouth, the tough girl act disappears. Slapping her tits they fuck her throat, shoving them deep in her mouth as she gags and spits. As they double penetrate her they finally get to show her who the boss really is! ...Read More
Maddy O'Reilly - Epic Asses

Maddy O'Reilly - Epic Asses

17th December - After Maddy O Reilly teased us with her juicy oiled ass and wet pink pussy in front of the office we rushed over and had cock in hand ready for pussy. She put her fine booty in the air as she went down swallowing all our swollen inches balls deep. Of course after holding those cheeks we got her doggy and fucked her tight pussy hard making that butt ripple away. Maddy's huge ass had us wanting to erupt inside, but we got lucky and covered that ass instead. ...Read More
Maddy O'Reilly - The Art of Lesbian Anal: Birthday Play

Maddy O'Reilly - The Art of Lesbian Anal: Birthday Play

13th April - Maddy O'Reilly is lying on her girlfriend Jayden Cole's lap buck naked, her glistening ass covered in oil. Jayden is massaging Maddy's ass, lamenting how much she loves it and how sad she is that Maddy never let's her in there. When Jayden leaves for work, Maddy decides that anal play would be the perfect way to celebrate Jayden's birthday. It's the least she can do after their amazing year together. When Jayden comes home from work, Maddy's on the bed wearing nothing but a helium balloon. She playfully offers her ass to Jayden and Jayden can't wait to finally feast on her bubble butt. She peels off her clothes and the lesbian couple begins to make out. They tease each other with kisses on their nipples, sucking gently till they stimulate the circulation down below. Maddy treat her lover to tantalizing head, fucking her with her eyes while licking her pussy till she cums in her mouth. Then Jayden reciprocates licking Maddy until she cums. Maddy kicks off the anal birthday play, putting Jayden into position onto all fours and eating the birthday girl's ass till she howls with pleasure. Jayden returns the party favor, taking her hot girlfriend from behind. She licks her tight little butt and fills her asshole with as many fingers as she can fit, slowly fucking her ass to 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
Maddy O'Reilly - Squirting Stories Volume Two: Mopping Up

Maddy O'Reilly - Squirting Stories Volume Two: Mopping Up

8th May - Cadence Lux from the cleaning service comes over to clean her client's house. No one answers the door so she uses the code to get in. She's busy cleaning the kitchen when the homeowner Maddy O'Reilly comes downstairs and demands to know why the house is still filthy. She's not happy with the chemical products Cadence is using to clean. Maddy only wants organic cleaners in her home. Cadence loses it on Maddy. She's sick of her rich stuck up clients pushing her around. She saw Maddy staring at her body, she knows what she's really after. Cadence pulls off her shirt, yanks down her pants and flaunts her tits and ass. She hotly accuses Maddy of wanting to fuck the cleaning lady. Maddy kisses her on the lips and admits she does want to fuck her. Maddy plants her mouth on the maid's pussy and sucks on her clit. Cadence undresses her boss and washes her pussy with her tongue. Cadence lies down on the dining room table and spreads her legs. Maddy devours her pussy till it squirts all over. Then Cadence mops up her mess with Maddy's hair. Maddy shakes her ass over Cadence's face and rides her expert lesbian tongue. Then Cadence spins her around and they eat each other's pussies in 69. Cadence straddles her boss' face till she empties a bucket of squirt, soaking her hair with it. She sucks Maddy's pussy till she cums, then licks the pussy juice off her body! ...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
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Maddy O'Reilly and Mick Blue in My Friend's Hot Girl

Maddy O'Reilly - My Friend's Hot Girl

24th December - Mick comes over to his friend's house to find his friend's girlfriend doing a sexy webcam show. Maddy's boyfriend doesn't know about it, and Mick gets to sit and watch if he doesn't say anything. But he gets more than he bargains for when he whips out his cock. ...Read More
AJ Applegate - Stars And Stripes And Sluts Forever

AJ Applegate - Big Wet Butts

4th July - It's the fourth of July, and Brick Danger has finally gotten his American citizenship. So how does a big-dicked stud like him celebrate such an impressive accomplishment? By fucking two of the sexiest big booty sluts he could find, of course! AJ Applegate and Maddy O'Reilly showed up in a couple of sexy little skimpy bikinis to wash down Brick's car, and as they soaped up each other's toned bodies, they made their big butts clap to get Brick ready for action. Brick fucked both those sexy sluts' big round asses, going deep in those bubble butts while AJ and Maddy came hard all over his big cock. Finally, he unloaded a big cumshot for them to share, because there's nothing more American than fucking big butt sluts! ...Read More
Maddy O'Reilly - Nothing is Hard Enough for Maddy O'Reily......Until Today

Maddy O'Reilly - Public Disgrace

13th July - James Deen sticks his cock deep in Princess Donna's ass and shoves it right down their slut for the day, Maddy O'Reily's, throat.

Maddy O'Reilly - Lex Is Up Her Ass

Maddy O'Reilly - Lex Is Up Her Ass

4th January - Auburn-haired Maddy O'Reilly wears a pink fishnet body suit; lush-lipped, freckled brunette Jodi Taylor sports tight, revealing leggings. The girls flirt, massaging their scantily clad, pale, all-natural bodies. Lex teases them with his huge boner hanging from his pants. He tears open the crotch of Jodi's leggings as the girls kiss, and they kneel to share cocksucking duties. As Jodi takes a doggie-style fuck, Maddy spits into her hairy ass crack. Maddy rides the big black cock, her fleshy cheeks bouncing. Lex alternates pounding Ms. O'Reilly's tight backdoor and her red-haired cunt; Jodi slurps Lex's flavored bone, gets her box bored out and eats Maddy's twat. After lots of shared cocksucking, spit play and boning, Lex creams Jodi and Maddy's faces, and they share cum kisses. ...Read More
Maddy O'Reilly - Fetish Fanatic 13

Maddy O'Reilly - Fetish Fanatic 13

26th April - With their pale, natural bodies adorned in matching ponytails and sling bikinis, dirty blonde Lia Lor and dirty redhead Maddy O'Reilly could be twins. Director Aiden Riley, an aficionado of colorful kinks and real lesbian play, pairs them for a long, extremely soaking session of mouth kissing, slobbery spit splashing, choking, pussy fun, foot sucking and fucking, ass tasting and massive, torrential female ejaculation. The girls caress titties and scissor. Lia sits over Maddy's face and squirts teeming blasts of girl juice all over her, then mops the drenched hardwood with Maddy's hair! Maddy slides Lia's little body around on the flooded floor. ...Read More
Maddy O'Reilly - Undisputed

Maddy O'Reilly - Undisputed

9th April - Maddy O'Reilly's Ass Devours A Big Black Cock. Sultry, sensuous and possessing an ass built for sin, Maddy O'Reilly owns this interracial offering like she was born for porn. In this slice of UNDISPUTED Maddy deep throats Prince Yahshua and takes all of his big black cock in her nasty asshole. Quality whoring from a quality whore, watch. ...Read More