Maddy O'Reilly was born on May 3, 1990 in Mount Airy, North Carolina. O'Reilly was a straight A student in grade school. Her first job was selling cars for the automobile dealership CarMax. Maddy started out in the adult industry at age 21 in August, 2011 with the website Mofos in Florida.
378 movies
Dani Daniels: The Iconic Collection
2026·0.0
Neighborly Love 2
2026·0.0
Girls Try Three
2025·0.0
My Wife Is My Pornstar 11
2025·8.0
Slick Dicking 3
2024·7.0
Anal, Please! 3
2024·0.0
Black Cock Assassins 2
2024·8.7
Interracial Blow Bang 26
2024·8.0
Girl on Girl Adventures
2023·0.0
She Loves Big Black Cock
2023·0.0
Prized Pussy 7
2023·10.0
Cock Guzzlers 6
2023·0.0
The Dark Side of Penny Pax
2023·6.0
Lesbian Nymphos 3
2022·0.0
Monsters of Cock 81
2022·0.0
Fuck Me All Night
2022·0.0
My Wife's Hot Friend 52
2022·0.0
Illicit Affairs 3
2022·8.5
Sinful 2
2021·0.0
Sluts MaXXXed Out!
2021·7.0
Mortal Sin: Circus Of Perversion
2021·10.0
Bikini Zone
2021·0.0
Triple Pleasure
2021·0.0
Undercover Pleasure
2021·0.0
Best of Barely Legal: A-Cup Angels
2021·9.0
Late Night Hookups
2021·0.0
Stuffing My Horny Girlfriend 10
2021·7.0
Cumshot Eruptions 3
2021·0.0
Kissa Sins Against Nature
2021·0.0
Sizzling Squirt Sluts
2021·0.0
Bangin' Lesbian Babes
2021·0.0
Big Booty MILFs 4
2020·0.0
Gaping Grand Canyons
2020·0.0
A Daughter's Desire 2
2020·0.0
Teach Me 6
2020·0.0
Infidelity 3
2020·8.0
Permission
2020·9.0
Scam Angels 13: Blackmail Footage
2020·0.0
Partners in Tribbing
2020·0.0
Riley Reid: Porn Influencer
2020·9.5
2 Is Better Than 1
2020·0.0
All Anal All Girls
2020·0.0
Ultra Fine Pornstars 3
2020·0.0
4 Hrs Teen Lust
2020·0.0
Girl Friday
2020·8.3
Student Affairs
2020·0.0
Super Asses 2
2019·0.0
Girls with Great Asses 3
2019·0.0
Best of Anal Destruction
2019·0.0
Black Dick/Hotwife 2
2019·6.5
Gaping & Vaping
2019·5.0
I Have a Wife 50
2019·8.0
My Wife and Her Black Lover 3
2019·6.0
Lil' Angels 5
2019·0.0
Anal Destruction 7
2019·0.0
Dredd 7
2019·5.3
Anal Destruction 6
2019·0.0
Monster Curves 34
2019·0.0
She Has a Thing for Daddy
2019·0.0
Lesbian Encounters 2
2019·10.0
The Doctor Is In
2019·0.0
Max Orgasms 3
2019·0.0
Double Anal Divas
2019·10.0
Scam Angels 3
2019·0.0
A Black Bull for My Hotwife 3
2019·0.0
Raunchy Redheads
2019·0.0
Doing My Personal Trainer
2019·7.0
Dust Bunnies
2019·9.5
The Hot Wives 2
2019·7.0
Girl Crushed 3
2019·0.0
My Lesbian Girlfriend
2019·0.0
Best Of Forbidden Affairs
2019·0.0
Clinical Trial
2019·10.0
Beyond the Tongue
2019·0.0
He Loves Me in Collars & Cuffs
2019·7.0
Carter Cruise Threesomes
2019·10.0
Best Of Shades Of Kink
2018·0.0
Devoted to Booty 5
2018·0.0
Lex Loves Teens
2018·0.0
My Sister's Hot Friend 57
2018·6.0
In the Rim: It's a Girlfriend's Thing
2018·0.0
Hold the Phone
2018·0.0
The Twenty: Family Love 3
2018·7.0
Craving Anal
2018·0.0
An Anal Affair
2018·7.5
Big Tits & Big Asses!
2018·7.0
Bubble Butt Anal Slut 3
2018·8.0
My Sister's Hot Friend 56
2018·6.0
Oil Slick
2018·8.0
Interracial DP 2
2018·0.0
Oiled in Lingerie
2018·0.0
My Sister's Hot Friend 55
2018·0.0
My Girlfriend's Girlfriend
2018·8.0
Oil Explosion 3
2018·7.5
Ultimate Gingers
2018·7.0
A Black Bull for My Hotwife 2
2018·8.0
Strap-On Stories
2018·0.0
Pussy Lust
2018·0.0
Bound to Cum 3
2018·5.0
Don't Tell My Wife I Buttfucked Her Best Friend 8
2018·8.0
Join Me For A Threesome
2018·0.0
Built for Bangin' 4
2018·6.0
Lesbian Massage 3
2018·10.0
Never Forgotten
2018·7.5
All Anal
2018·0.0
Black and Ginger
2018·0.0
Bubble Butt Anal Slut 2
2018·6.0
Yoga Pants
2018·0.0
Nice and Easy 2
2018·10.0
Natural Born Bangers 10
2018·0.0
Anal Domination 3
2017·3.0
Teen Fantasy 3
2017·8.0
Deep Throat League 4
2017·0.0
Ultimate Desires
2017·0.0
The Art of Tribbing
2017·0.0
Women Seeking Women 146
2017·0.0
Babes in Butts
2017·0.0
Rocco & Kelly: Sex Analysts
2017·6.0
Riley Reid Is Evil
2017·8.5
Axel Braun's Big Ass Anal Movie
2017·0.0
Moms Like Fuck Teens 9
2017·0.0
Squirting Stories 2
2017·9.2
My Sister's Hot Friend 54
2017·7.0
Riley Reid Is a Goddess
2017·8.0
Amish Girls 2
2017·7.0
All Stuffed Up 2
2017·8.0
Lesbian Anal
2017·8.5
Girl Crushed 2
2017·0.0
I Survived a Rodney Blast 17
2017·0.0
Cheeky
2017·0.0
The Art of Lesbian Anal
2017·0.0
Teach Me to Squirt
2017·7.0
Interracial Cuckold
2017·0.0
Booty Lust 2
2017·0.0
Dredd's Interracial Anal Destruction
2017·9.0
Big Booty Twerkout
2017·0.0
Lesbian Adventures: Strap-On Specialists 11
2017·2.5
Interracial Sex Addicts
2017·9.0
Butt Vs. Slut Vs. Tit Vs. Squirt
2017·2.5
All Riley Reid
2017·0.0
Banging The Babysitter
2017·0.0
Rocco
2016·5.5
Buttman Focused 11
2016·0.0
Black Domination
2016·0.0
Everybody Loves Riley Reid
2016·0.0
Black Snake Oil 3
2016·8.0
Strip Club Slayer
2016·3.9
Squirtqueen
2016·0.0
Wild On Cam 15: Girls Fucking Girls Live
2016·0.0
The Sins Life
2016·8.0
Tropical Getaways
2016·0.0
Big Butt Girls Club 4
2016·0.0
2 Mouths to Feed
2016·0.0
Love & Romance
2016·0.0
Girl-A-Thon
2016·0.0
Big Butt Girls Club 3
2016·10.0
Anal Avenue Sluts 2
2016·8.0
All Tied Up
2016·8.0
Massive Asses 9
2016·0.0
Tabu Tales Compendium
2016·0.0
Full Holes
2016·9.0
Black Is Better
2016·0.0
MILFs vs. Teens 2
2016·0.0
We Live Together 42
2015·9.3
Cuckold Sessions 21
2015·8.0
Submissive Male Sex Slaves
2015·0.0
Get Them Panties Down
2015·0.0
She's in Charge 2
2015·7.0
Rocco's Intimate Initiations 2
2015·0.0
Big Butt Girls Club
2015·6.0
Anal Buffet 12
2015·7.0
We Live Together 40
2015·9.0
Oiled Up 3
2015·0.0
Up My Booty
2015·0.0
Oil & Anal
2015·7.0
White Booty
2015·0.0
Squirt in My Gape 4
2015·6.0
Munch On This
2015·0.0
The A (Anal) List
2015·0.0
We Live Together 39
2015·0.0
Gangsta Gloryholes 2
2015·6.0
I Kissed A Girl
2015·8.0
Buttman Toy Master
2015·0.0
Magic Mike XXXL: A Hardcore Parody
2015·8.1
Double Black Penetration 2
2015·9.0
A Father's Temptations
2015·0.0
Flesh
2015·7.8
Performers of the Year 2015
2015·0.0
Supernatural
2015·0.0
Pop Shots 101
2015·7.0
Tribbing To Ecstasy 2
2015·0.0
Daddy's Girls 2
2015·8.0
Pussymans Summer School
2015·0.0
The True History Of Strap Attack 2
2015·0.0
The Booty Movie 2
2015·8.0
Monsters of Cock 52
2015·7.5
Pretty Sloppy 6
2015·8.0
Monsters of Cock 51
2015·0.0
Twisted Fantasies 1: Day Dreams
2015·8.0
Babysit My Ass 5
2015·6.0
Throw Me Around
2015·0.0
Undisputed
2015·0.0
Secret Cravings
2015·0.0
#My Ass
2015·8.0
Gonzo Story, A: The Mansion Family
2015·0.0
Sisterhood
2015·7.6
Office Obsession
2015·0.0
A Couples Guide to Fifty Shades Part 2
2015·0.0
Barefoot Confidential 83
2015·8.0
#MyFace
2015·0.0
#My Face
2015·7.5
Jessica Drake's Guide to Wicked Sex: BDSM for Beginners
2015·0.0
Lex Is Up Her Ass
2015·4.0
Anal Buffet 10
2015·9.4
Top Stars
2015·0.0
Starlets Of The Year
2015·0.0
Axel Braun's Squirt Class
2015·7.5
Moms Bang Teens 9
2015·6.5
Big Wet Interracial Asses
2015·8.0
My Stepsister Squirts 4
2015·0.0
Fetish Fanatic 15
2014·8.0
My Sister's Hot Friend 40
2014·0.0
Anal Size My Wife 6
2014·7.0
When Lust Takes Over
2014·0.0
Naughty Athletics 19
2014·0.0
Cream Dreams 3
2014·10.0
Deviant Devil: Maddy O'Reilly
2014·0.0
Lil' Gaping Lesbians 7
2014·8.0
The Booty Movie
2014·6.0
That Ass in Yoga Pants 3
2014·7.0
Drill Her Ass
2014·0.0
Big Black Cock POV
2014·8.0
Gardener
2014·8.0
The Long Hard Ride
2014·0.0
Brandy Aniston Is Fucked
2014·0.0
Epic Asses
2014·0.0
King James
2014·8.0
I Know That Girl 20
2014·0.0
Rocco's Perfect Slaves 4
2014·7.0
Yoga Butt Sluts
2014·8.5
Breakup Blues
2014·6.0
Break Up Blues
2014·0.0
Alien Ass Party 2
2014·8.0
The LeWood Anal Hazing Crew 6
2014·8.0
CFNM
2014·10.0
Electrodom
2014·0.0
Her First Lesbian Massage
2014·0.0
Jerk Off Material 11
2014·0.0
Fetish Fanatic 14
2014·0.0
Sluts on Social Media
2014·0.0
Cumshot Eruptions 2
2014·9.0
Anal Inferno 3
2014·7.0
Love and Loss
2014·0.0
Maddy O'Reilly's Submission
2014·0.0
Elastic Assholes 12
2014·0.0
Love Is in the Air
2014·0.0
Angelic Asses 3
2014·8.0
A Love Triangle 2
2014·8.2
Hidden Liaison
2014·0.0
Lesbian Revenge
2014·0.0
Rump Raiders 5
2014·0.0
Fornication 101: 3rd Semester
2014·0.0
Forbidden Affairs 2: My Wife's Sister
2014·7.0
Fetish Fanatic 13
2014·0.0
Diary of a Perv
2014·5.0
Strap Attack 18
2014·0.0
Maddy O'Reilly Is Slutwoman
2014·9.0
Anal Perverts 2
2014·0.0
Teens Like It Big 17
2014·8.0
The New Stars of XXX 8
2014·0.0
Lex Turns Evil 2
2014·6.5
Rear View 4
2014·0.0
Student Bodies
2014·8.0
Show Her How
2014·0.0
Ass Worship 15
2014·9.0
The Sexual Liberation of Anna Lee
2014·6.2
Couples Seeking Teens 14
2014·8.0
She's Gonna Squirt 4
2014·0.0
Fem Domination
2014·0.0
MILF Banged
2014·6.8
Hot and Mean 10
2014·8.0
Lesbian Sitters
2014·0.0
My Friend's Hot Girl 9
2014·0.0
Maddy
2014·0.0
Love Stories
2014·0.0
Orgy Masters 4
2014·0.0
Pulsions charnelles
2014·0.0
Young Panty Ho's 3
2014·0.0
Pin Up Beauties
2014·0.0
Performers of the Year 2014
2013·8.0
Eternal Passion 2
2013·0.0
Rocco's Coming in America
2013·0.0
Mineshaft
2013·8.0
The Brother Load 5
2013·0.0
The Family That Lays Together
2013·7.5
Switch
2013·6.0
Lesbian Analingus 3
2013·9.0
Lush 4
2013·0.0
Lisa Ann's School Of MILF
2013·0.0
Assume the Position
2013·6.5
Massive Asses 7
2013·1.0
Mysterious Ways
2013·0.0
Pornstar First Encounters
2013·0.0
Daddy's Girls
2013·8.0
Manuel Ferrara's Reverse Gangbang
2013·9.3
Spandex Loads 7
2013·0.0
Lesbian Adventures: Older Women Younger Girls 3
2013·0.0
Moms Bang Teens 5
2013·0.0
Lesbian Office Seductions 9
2013·0.0
Gia: Lesbian Supermodel
2013·0.0
3 on Their Knees
2013·8.0
Meow! 3
2013·7.0
Lesbians In Charge 2
2013·0.0
Not the Wizard of Oz XXX
2013·6.6
Cuties 5
2013·7.0
Lesbian Ghost Stories
2013·0.0
Stimulant
2013·0.0
The Neighbors 3
2013·0.0
Massive Facials 6
2013·9.3
Passionate Love
2013·0.0
Tanlines 3
2013·0.0
Facial Violation 2
2013·5.5
Shades Of Pink
2013·0.0
Suck Balls 3
2013·10.0
Pure & Natural
2013·0.0
She's DTF - Down To Fuck 2
2013·0.0
Best Of The Best
2013·0.0
My One True Love
2013·0.0
Spring Break
2013·0.0
North Pole 103
2013·0.0
She Looks Like Me
2013·8.0
Women Seeking Women 91
2013·0.0
Kissing Cousins
2013·0.0
Lesbian Adventures: Strap-On Specialists 5
2013·6.5
Remy 2
2013·7.0
Naughty Bookworms 29
2013·7.0
Father Figure 3
2013·7.0
Wet Food 4
2013·0.0
Peter North's POV 45
2013·0.0
Bedhead... And Morning Sex
2013·0.0
Barely Legal 133
2013·0.0
Lesbian Office Seductions 8
2013·7.0
Girl Crush 3
2013·0.0
Shades of Kink
2013·0.0
Best New Starlets 2013
2013·9.0
Snail Trails
2013·0.0
Tongue In Cheek
2013·0.0
Just Tease 4
2012·10.0
Only Women Can
2012·0.0
Strap Attack 17: Bully Proof
2012·0.0
Babysitter Diaries 9
2012·7.0
Real Slut Party 9
2012·8.0
Lesbian Truth or Dare 8
2012·0.0
Lush 3
2012·0.0
The Babysitter 7
2012·6.5
Adult Guidance 4
2012·0.0
Cougars, Kittens & Cock 2
2012·0.0
Leverage
2012·8.0
Couples Seeking Teens 10
2012·8.0
Corrupt Schoolgirls 2
2012·9.0
Young Natural Titties
2012·0.0
The Bombshells 4
2012·8.0
Slutty & Sluttier 17
2012·8.0
Lesbian Guidance Counselor
2012·6.0
Teens in Tight Jeans 2
2012·0.0
Barely Legal: My First Day Stripping
2012·0.0
Babysitter Diaries 8
2012·8.7
Lesbians Love Strap-Ons
2012·0.0
Barely Legal 130
2012·0.0
Mother-Daughter Exchange Club 24
2012·0.0
Young & Glamorous 3
2012·0.0
Crack Fuckers
2012·0.0
It Was Always You
2012·0.0
Power & Control
2012·7.0
The Bartender
2012·0.0
Truth, Dare Or Bare
2012·0.0
Squiartamania 21
2011·0.0
My Little Panties 3
2011·8.0