GreatestPictures
Age Guessing Game
Maddy O'Reilly
Apr 8, 1990
IMDb Page
Birthday: 1990-04-08
Place of Birth: Mount Airy, North Carolina, USA
Age: 34
Average Role Age: 25.49
Movie
Release Date
Character
Age at Release
Anal, Please! 3
07/29/24
(archive footage)
34
Black Cock Assassins 2
04/09/24
(archive footage)
34
Girl on Girl Adventures
12/19/23
(archive footage)
33
She Loves Big Black Cock
11/08/23
33
Prized Pussy 7
04/11/23
33
Lesbian Nymphos 3
12/31/22
32
Monsters of Cock 81
12/02/22
32
Fuck Me All Night
11/01/22
32
My Wife's Hot Friend 52
07/07/22
32
Illicit Affairs 3
06/21/22
32
Sinful 2
12/29/21
31
Sluts MaXXXed Out!
12/10/21
31
Mortal Sin: Circus Of Perversion
11/16/21
31
Bikini Zone
10/28/21
31
Triple Pleasure
09/13/21
(archive footage)
31
Undercover Pleasure
07/23/21
31
Best of Barely Legal: A-Cup Angels
07/14/21
(archive footage)
31
Late Night Hookups
05/10/21
(archive footage)
31
Stuffing My Horny Girlfriend 10
03/23/21
30
Cumshot Eruptions 3
03/02/21
(archive footage)
30
Kissa Sins Against Nature
02/02/21
30
Sizzling Squirt Sluts
01/28/21
30
Bangin' Lesbian Babes
01/05/21
30
Gaping Grand Canyons
11/10/20
30
A Daughter's Desire 2
10/27/20
30
Teach Me 6
10/15/20
30
Infidelity 3
10/14/20
30
Permission
10/02/20
30
Scam Angels 13: Blackmail Footage
09/29/20
30
Partners In Tribbing
09/28/20
30
Riley Reid: Porn Influencer
02/06/20
(archive footage)
29
2 Is Better Than 1
02/04/20
29
All Anal All Girls
01/21/20
29
Ultra Fine Pornstars 3
01/06/20
(archive footage)
29
Girl Friday
01/02/20
29
Student Affairs
01/01/20
29
Super Asses 2
12/31/19
29
Girls With Great Asses 3
12/25/19
(archive footage)
29
Best of Anal Destruction
12/16/19
(archive footage)
29
Black Dick/Hotwife 2
12/16/19
(archive footage)
29
Gaping & Vaping
12/03/19
29
I Have a Wife 50
11/20/19
29
My Wife and Her Black Lover 3
11/05/19
(archive footage)
29
Lil Angels 5
11/01/19
(archive footage)
29
Anal Destruction 7
09/09/19
29
Dredd 7
09/06/19
29
Anal Destruction 6
08/15/19
29
Monster Curves 34
07/30/19
29
She Has a Thing for Daddy
07/30/19
(archive footage)
29
Lesbian Encounters 2
07/12/19
29
The Doctor Is In
07/03/19
29
Max Orgasms 3
07/01/19
(archive footage)
29
Double Anal Divas
06/03/19
29
Scam Angels 3
04/10/19
29
A Black Bull for My Hotwife 3
04/08/19
29
Raunchy Redheads
03/25/19
28
Doing My Personal Trainer
03/11/19
28
Dust Bunnies
03/08/19
28
The Hot Wives 2
02/26/19
28
Girl Crushed 3
02/19/19
28
My Lesbian Girlfriend
02/19/19
28
Best Of Forbidden Affairs
02/12/19
(archive footage)
28
Clinical Trial
02/09/19
28
Beyond The Tongue
02/07/19
28
He Loves Me in Collars & Cuffs
01/23/19
28
Carter Cruise Threesomes
01/15/19
(archive footage)
28
Best Of Shades Of Kink
12/31/18
28
Devoted To Booty 5
12/27/18
28
Lex Loves Teens
11/14/18
(archive footage)
28
My Sister's Hot Friend 57
11/06/18
28
In the Rim: It's a Girlfriend's Thing
11/02/18
(archive footage)
28
Hold The Phone
10/19/18
28
The Twenty: Family Love 3
10/04/18
(archive footage)
28
Craving Anal
09/25/18
28
An Anal Affair
09/21/18
28
Big Tits & Big Asses!
09/12/18
(archive footage)
28
Bubble Butt Anal Slut 3
09/12/18
28
My Sister's Hot Friend 56
09/05/18
28
Oil Slick
09/05/18
28
Interracial DP 2
09/05/18
28
Oiled in Lingerie
07/30/18
28
My Sister's Hot Friend 55
07/16/18
28
My Girlfriend's Girlfriend
06/28/18
28
Oil Explosion 3
06/26/18
28
Ultimate Gingers
05/21/18
28
A Black Bull for My Hotwife 2
04/09/18
28
Strap-On Stories
04/06/18
27
Bound to Cum 3
03/22/18
(archive footage)
27
Don't Tell My Wife I Buttfucked Her Best Friend 8
03/13/18
27
Join Me For A Threesome
02/27/18
27
Built For Bangin' 4
02/27/18
27
Lesbian Massage 3
02/23/18
27
Never Forgotten
02/15/18
Niece
27
All Anal
02/14/18
27
Black And Ginger
02/07/18
27
Bubble Butt Anal Slut 2
01/17/18
27
Yoga Pants
01/15/18
27
Nice And Easy 2
01/09/18
27
Break In My Butt!
01/01/18
27
Anal Domination 3
12/12/17
27
Teen Fantasy 3
12/05/17
(archive footage)
27
Deep Throat League 4
11/21/17
27
Ultimate Desires
10/26/17
27
The Art of Tribbing
10/23/17
27
Women Seeking Women 146
09/22/17
27
Babes in Butts
09/22/17
27
Rocco & Kelly: Sex Analysts
09/13/17
27
Riley Reid is Evil
09/11/17
(archive footage)
27
Axel Braun's Big Ass Anal Movie
09/06/17
27
Moms Like Fuck Teens 9
08/07/17
27
Squirting Stories 2
07/10/17
27
My Sister's Hot Friend 54
07/10/17
27
Riley Reid Is A Goddess
06/27/17
27
Amish Girls 2
06/20/17
27
All Stuffed Up 2
06/13/17
27
Lesbian Anal
06/07/17
27
Girl Crushed 2
05/25/17
27
I Survived A Rodney Blast 17
05/08/17
27
Cheeky
05/08/17
27
The Art of Lesbian Anal
05/05/17
27
Teach Me to Squirt
05/05/17
27
Interracial Cuckold
05/02/17
27
Booty Lust 2
04/21/17
27
Dredd's Interracial Anal Destruction
04/05/17
26
Big Booty Twerkout
03/27/17
26
Lesbian Adventures: Strap-On Specialists 11
03/01/17
26
Interracial Sex Addicts
02/20/17
26
Butt Vs. Slut Vs. Tit Vs. Squirt
02/08/17
26
100 anal threeways
01/01/17
26
All Riley Reid
01/01/17
26
Rocco
11/30/16
Self
26
Buttman Focused 11
11/21/16
26
Everybody Loves Riley Reid
10/14/16
26
Black Snake Oil 3
10/12/16
26
Strip Club Slayer
10/07/16
April
26
Squirtqueen
09/26/16
Herself
26
Wild On Cam 15: Girls Fucking Girls Live
09/02/16
26
The Sins Life
09/01/16
26
2 Mouths to Feed
06/27/16
(archive footage)
26
Love & Romance
05/27/16
(archive footage)
26
Girl-A-Thon
05/13/16
26
Big Butt Girls Club 3
05/02/16
(archive footage)
26
Anal Avenue Sluts 2
04/18/16
26
All Tied Up
04/07/16
(archive footage)
25
Massive Asses 9
02/17/16
25
Tabu Tales Compendium
02/11/16
(archive footage)
25
Full Holes
01/24/16
25
Black Is Better
01/18/16
25
MILFs vs. Teens 2
01/07/16
25
Dominated By Girls
01/01/16
25
We Live Together 42
12/22/15
25
Cuckold Sessions 21
12/09/15
25
Get Them Panties Down
11/25/15
(archive footage)
25
She's in Charge 2
11/18/15
25
Rocco's Intimate Initiations 2
11/02/15
25
Big Butt Girls Club
10/26/15
25
Anal Buffet 12
10/07/15
25
Oiled Up 3
09/15/15
25
Up my Booty
09/14/15
25
Oil & Anal
09/08/15
25
White Booty
09/08/15
25
Squirt in My Gape 4
08/31/15
25
Munch On This
08/24/15
25
The A (Anal) List
08/24/15
(archive footage)
25
We Live Together 39
08/10/15
25
Gangsta Gloryholes 2
07/28/15
25
I Kissed A Girl
07/28/15
25
Buttman Toy Master
07/22/15
25
Magic Mike XXXL: A Hardcore Parody
07/08/15
Rita
25
Double Black Penetration 2
07/06/15
25
A Father's Temptations
07/02/15
(archive footage)
25
Flesh
06/30/15
Yacht Girl
25
Performers of the Year 2015
06/22/15
25
Supernatural
06/17/15
25
Pop Shots 101
06/16/15
(archive footage)
25
Tribbing To Ecstasy 2
06/08/15
25
The True History Of Strap Attack 2
05/27/15
25
The Booty Movie 2
05/22/15
25
Monsters of Cock 52
05/19/15
25
Pretty Sloppy 6
05/04/15
25
Monsters of Cock 51
04/28/15
25
Twisted Fantasies 1: Day Dreams
04/20/15
25
Babysit My Ass 5
04/06/15
24
Throw Me Around
03/25/15
24
Secret Cravings
03/17/15
24
#My Ass
03/13/15
24
Gonzo Story, A: The Mansion Family
02/26/15
24
Sisterhood
02/17/15
Pledge
24
A Couples Guide to Fifty Shades Part 2
02/16/15
24
Barefoot Confidential 83
01/20/15
24
#MyFace
01/19/15
24
#My Face
01/19/15
24
Jessica Drake's Guide To Wicked Sex: BDSM For Beginners
01/14/15
24
Anal Buffet 10
01/12/15
24
Top Stars
01/12/15
(archive footage)
24
Axel Braun's Squirt Class
01/06/15
24
Moms Bang Teens 9
01/06/15
24
Big Wet Interracial Asses
01/01/15
24
Fetish Fanatic 15
12/23/14
24
My Sister's Hot Friend 40
12/19/14
24
Anal Size My Wife 6
12/18/14
24
When Lust Takes Over
12/15/14
24
Naughty Athletics 19
12/08/14
24
Cream Dreams 3
12/03/14
24
Lil' Gaping Lesbians 7
11/24/14
24
The Booty Movie
11/14/14
24
That Ass in Yoga Pants 3
11/05/14
24
Drill Her Ass
10/15/14
24
Big Black Cock POV
10/08/14
24
Gardener
10/03/14
Betsy
24
The Long Hard Ride
09/30/14
24
Epic Asses
09/15/14
24
King James
09/11/14
24
I Know That Girl 20
09/09/14
24
Rocco's Perfect Slaves 4
09/03/14
24
Yoga Butt Sluts
09/03/14
24
Breakup Blues
08/20/14
24
Break Up Blues
08/20/14
Vickie
24
Alien Ass Party 2
08/20/14
24
The LeWood Anal Hazing Crew 6
08/13/14
24
CFNM
08/12/14
24
Her First Lesbian Massage
07/29/14
24
Jerk Off Material 11
07/21/14
24
Fetish Fanatic 14
07/12/14
24
Sluts on Social Media
07/09/14
(archive footage)
24
Cumshot Eruptions 2
07/09/14
(archive footage)
24
Anal Inferno 3
07/07/14
24
Love and Loss
06/26/14
Lainie
24
Maddy O'Reilly's Submission
06/26/14
24
Elastic Assholes 12
06/23/14
24
Love Is in the Air
06/23/14
Jesse
24
Angelic Asses 3
06/16/14
24
A Love Triangle 2
06/10/14
24
Lesbian Revenge
05/12/14
24
Fornication 101: 3rd Semester
05/05/14
24
Forbidden Affairs 2: My Wife's Sister
04/30/14
24
Fetish Fanatic 13
04/25/14
24
Diary of a Perv
04/22/14
24
Strap Attack 18
04/21/14
24
Maddy O'Reilly Is Slutwoman
04/14/14
24
Anal Perverts 2
04/07/14
23
Teens Like It Big 17
04/01/14
23
The New Stars Of XXX 8
04/01/14
(archive footage)
23
Lex Turns Evil 2
03/28/14
23
Rear View 4
03/26/14
23
Student Bodies
03/25/14
23
Show Her How
03/14/14
23
Ass Worship 15
03/11/14
23
The Sexual Liberation of Anna Lee
03/10/14
Anna Lee
23
Couples Seeking Teens 14
03/04/14
23
She's Gonna Squirt 4
03/01/14
23
Fem Domination
02/24/14
23
MILF Banged
02/05/14
23
Hot and Mean 10
02/04/14
23
Lesbian Sitters
01/31/14
23
My Friend's Hot Girl 9
01/31/14
23
Maddy
01/29/14
23
Love Stories
01/23/14
23
Orgy Masters 4
01/13/14
23
Pulsions charnelles
01/01/14
23
Young Panty Ho's 3
01/01/14
23
Performers of the Year 2014
12/17/13
23
Eternal Passion 2
12/10/13
23
Rocco's Coming In America
12/04/13
23
Mineshaft
12/04/13
23
The Family That Lays Together
11/24/13
23
Switch
11/20/13
23
Lesbian Analingus 3
11/19/13
23
Lush 4
11/18/13
23
Lisa Ann's School Of MILF
11/13/13
23
Assume the Position
11/13/13
23
Massive Asses 7
10/28/13
23
Mysterious Ways
10/25/13
23
Pornstar First Encounters
10/15/13
23
Daddy's Girls
09/30/13
Samantha
23
Manuel Ferrara's Reverse Gangbang
09/23/13
23
Spandex Loads 7
09/18/13
23
Lesbian Adventures: Older Women Younger Girls 3
09/18/13
23
Moms Bang Teens 5
09/17/13
23
Lesbian Office Seductions 9
08/20/13
23
Gia: Lesbian Supermodel
08/12/13
23
3 on Their Knees
08/07/13
23
Meow! 3
07/17/13
23
Lesbians In Charge 2
07/16/13
23
Not the Wizard of Oz XXX
07/09/13
Dorothy
23
Cuties 5
07/03/13
23
Lesbian Ghost Stories
06/28/13
23
Stimulant
06/26/13
23
The Neighbors 3
06/11/13
23
Massive Facials 6
05/31/13
23
Tanlines 3
05/28/13
23
Facial Violation 2
05/22/13
23
Shades Of Pink
05/14/13
23
Suck Balls 3
05/13/13
23
Pure & Natural
05/06/13
23
She's DTF - Down To Fuck 2
05/03/13
23
Best Of The Best
05/01/13
23
My One True Love
05/01/13
Seth's Fiancee
23
Spring Break
04/24/13
23
North Pole 103
04/12/13
23
She Looks Like Me
04/09/13
23
Women Seeking Women 91
03/29/13
22
Kissing Cousins
03/26/13
22
Lesbian Adventures: Strap-On Specialists 5
03/20/13
22
Remy 2
03/13/13
22
Naughty Bookworms 29
03/13/13
22
Father Figure 3
03/12/13
22
Wet Food 4
03/11/13
22
Peter North's POV 45
03/06/13
22
Bedhead... And Morning Sex
02/27/13
22
Barely Legal 133
02/25/13
22
Lesbian Office Seductions 8
02/20/13
22
Girl Crush 3
02/13/13
22
Shades of Kink
01/31/13
Riley
22
Best New Starlets 2013
01/08/13
22
Snail Trails
01/01/13
22
Only Women Can
01/01/13
22
Tongue In Cheek
01/01/13
22
Just Tease 4
12/31/12
(archive footage)
22
Strap Attack 17: Bully Proof
12/10/12
22
Babysitter Diaries 9
11/20/12
22
Real Slut Party 9
11/20/12
22
Lesbian Truth or Dare 8
11/06/12
22
Lush 3
10/16/12
22
The Babysitter 7
10/09/12
22
Adult Guidance 4
10/08/12
22
Cougars, Kittens & Cock 2
10/08/12
22
Leverage
10/02/12
22
Couples Seeking Teens 10
09/14/12
22
Corrupt Schoolgirls 2
09/04/12
22
Young Natural Titties
08/06/12
22
The Bombshells 4
07/26/12
22
Slutty & Sluttier 17
07/18/12
22
Lesbian Guidance Counselor
07/10/12
22
Barely Legal: My First Day Stripping
06/26/12
22
Babysitter Diaries 8
06/26/12
22
Lesbians Love Strap-Ons
06/25/12
22
Barely Legal 130
06/05/12
22
Mother-Daughter Exchange Club 24
05/25/12
22
Young & Glamorous 3
05/21/12
22
Crack Fuckers
05/09/12
22
It Was Always You
03/14/12
21
Power & Control
03/01/12
21
The Bartender
02/10/12
21
Truth, Dare Or Bare
01/25/12
Rielly
21
My Little Panties 3
10/27/11
21
We Live Together 40
None
34
Cherry Teens 2
None
(archive footage)
34