Ryan Madison

Old Enough To Be Their Mother 5

Old Enough To Be Their Mother 5

2008 2 hrs. 11 mins. Movie
Old Enough To Be Their Mother 5
2008 2 hrs. 11 mins.
Watch Kelly & Ryan Fuck Girls Half Their Age!It doesn't matter if she's old enough to be their mother. This cougar likes 'em young! Welcome to 100% hardcore action featuring: cumshots, ...
Category: 18+ Teens, Age, Appearance
Old Enough To Be Their Mother 4

Old Enough To Be Their Mother 4

2008 1 hrs. 43 mins. Movie
Old Enough To Be Their Mother 4
2008 1 hrs. 43 mins.
Old Enough To Be Their Mother 4Kelly Madison Productions presents "Old Enough To Be Their Mother #4", starring Kelly Madison, Maliyah Madison, Ava Ramon, Eve Lawrence and Ciera Sage. ...
Category: 18+ Teens, Age, Appearance
Old Enough To Be Their Mother 7

Old Enough To Be Their Mother 7

2018 2 hrs. 12 mins. Movie
Old Enough To Be Their Mother 7
2018 2 hrs. 12 mins.
Old Enough To Be Their Mother 7Lexi Belle had officially landed her first job, she was extremely proud to have this dream occupation at such a young age. Her new title was "Personal ...
Category: 18+ Teens, 40+, Age
The Matchmaker

The Matchmaker

2018 3 hrs. 0 mins. Movie
The Matchmaker
2018 3 hrs. 0 mins.
Matchmaker, TheFollowers, likes, retweets, shares - these are the currencies of our new digital social lives. Your perfect match could be in the vast sea of social media, unknown to ...
The Co-Ed Chronicles 2

The Co-Ed Chronicles 2

2025 3 hrs. 16 mins. Movie
The Co-Ed Chronicles 2
2025 3 hrs. 16 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Co-Ed Chronicles ...
Category: 18+ Teens, Age, Blowjobs
BOHO Beauties 5

BOHO Beauties 5

2024 51 mins. Movie
BOHO Beauties 5
2024 51 mins.
BOHO Beauties 5Days in the California summer can get really hot so Pamela Morrison takes her top off to cool down and feel the sun on her skin. After a day of hiking it's time to go ...
Category: 18+ Teens, Age, Appearance
Curve Appeal 3

Curve Appeal 3

2024 56 mins. Movie
Curve Appeal 3
2024 56 mins.
Curve Appeal 3Brittney White is horny and craving some thick white cock. She gets right on her knees for Ryan, swallowing his cock and squeezing her tits around it. She bounces her ...
Curve Appeal 2

Curve Appeal 2

2024 1 hrs. 3 mins. Movie
Curve Appeal 2
2024 1 hrs. 3 mins.
Curve Appeal 2Now that Ryan is Lena's favorite driver, he's always by her side. He helps her out around town before going back to her hotel room and performing his other duties as he ...
Real Life 15

Real Life 15

2024 54 mins. Movie
Real Life 15
2024 54 mins.
Real Life 15When you get a fine piece of ass like Taylor Sands in your car, you'd be crazy not to take her home! Ryan has her in the bedroom and is filling all of her holes up in record ...
Category: Amateur, Anal, Appearance
Real Life 16

Real Life 16

2024 52 mins. Movie
Real Life 16
2024 52 mins.
Real Life 16Demi Lopez is back and has brought along a bunch of cute thongs she wants to show off to Ryan. Her perfect round ass looks incredible as she rides his dick to stay warm. He ...
Boho Beauties 6

Boho Beauties 6

2024 43 mins. Movie
Boho Beauties 6
2024 43 mins.
Boho Beauties 6
Category: 18+ Teens, Age, Appearance
Take the Condom Off 9

Take the Condom Off 9

2024 44 mins. Movie
Take the Condom Off 9
2024 44 mins.
Take the Condom Off 9College loans aren't going to pay themselves, so Alyce takes her future, and strangers hard cocks, into her own hands to pay the bills. Condoms are necessary in ...
Category: 18+ Teens, Age, Appearance
Assercise 2

Assercise 2

2024 59 mins. Movie
Assercise 2
2024 59 mins.
Assercise 2Demi works hard everyday to keep her ass in perfect shape. Running in the park really gets her juices flowing and she can't help but to finger her pussy right there on the ...
Category: Appearance, Big Butt, Niche
The Neighbor’s Daughter

The Neighbor’s Daughter

2024 51 mins. Movie
The Neighbor’s Daughter
2024 51 mins.
The Neighbor’s Daughter
Category: 18+ Teens, Age, Appearance
Every Man’s Fantasy

Every Man’s Fantasy

2024 46 mins. Movie
Every Man’s Fantasy
2024 46 mins.
Every Man's FantasyAugust knows she's a sex addict. From an early age when she first found her dad's nudie magazine stash, she dreamed of being the woman that men fantasized about. Now ...
Category: Appearance, Big Tits, Oiled
The Busty MILF Affair

The Busty MILF Affair

2025 3 hrs. 27 mins. Movie
The Busty MILF Affair
2025 3 hrs. 27 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Busty MILF Affair, ...
Category: Affairs, Age, Appearance
The Multi-Creampie Club

The Multi-Creampie Club

2025 3 hrs. 23 mins. Movie
The Multi-Creampie Club
2025 3 hrs. 23 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Multi-Creampie ...
Black Creampie Queens

Black Creampie Queens

2025 2 hrs. 57 mins. Movie
Black Creampie Queens
2025 2 hrs. 57 mins.
Black Creampie Queens
Fill Me Deeper

Fill Me Deeper

2025 3 hrs. 1 mins. Movie
Fill Me Deeper
2025 3 hrs. 1 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.
Flawless Anal

Flawless Anal

2025 3 hrs. 59 mins. Movie
Flawless Anal
2025 3 hrs. 59 mins.
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.
Category: 18+ Teens, Age, Anal
The Altar Of Aphrodite

The Altar Of Aphrodite

2017 2 hrs. 39 mins. Movie
The Altar Of Aphrodite
2017 2 hrs. 39 mins.
Altar Of Aphrodite, TheWhen disgraced journalist turned conspiracy blogger Angela White's friend (Chanel Preston) winds up missing, she races against the clock to find her. Facing the ...
Dysfucktional: Is Thicker Than Cum

Dysfucktional: Is Thicker Than Cum

2017 3 hrs. 0 mins. Movie
Dysfucktional: Is Thicker Than Cum
2017 3 hrs. 0 mins.
Dysfucktional: Is Thicker Than CumIn this family the step-sister grows up to become the big tittied sex symbol no man could resist, a step-daughter just wants her daddy to love her as ...
Popping Selena’s Bubble

Popping Selena’s Bubble

2024 38 mins. Movie
Popping Selena’s Bubble
2024 38 mins.
Popping Selena's BubbleWhat better way to spend a summer afternoon than playing with some bubbles while taking a bubble bath outside? Selena works herself up into a lather before ...
Category: 18+ Teens, Age, Appearance
Addicted to Addison

Addicted to Addison

2024 51 mins. Movie
Addicted to Addison
2024 51 mins.
Addicted to AddisonAddison leads Ryan to the bedroom, ready to get her pussy fucked deep. She knows how to handle that dick right, taking it balls deep down her throat before her cunt ...
Category: Appearance, Blondes, Shaved
Morning Joe 4

Morning Joe 4

2024 56 mins. Movie
Morning Joe 4
2024 56 mins.
Morning Joe 4Large mocha with extra whipped cream for Ryan! Maserati is back to rock Ryan's world with her all natural, huge ebony tits. After getting messy with cream in the kitchen ...
TF’s Real Life 20

TF’s Real Life 20

2024 45 mins. Movie
TF’s Real Life 20
2024 45 mins.
TF's Real Life 20Aubrey brings her perky young tits and fine teen ass over to the Madison's to get some of Ryan's good dick. Of course he has the cameras all set up and ready to capture ...
Category: 18+ Teens, Age, Appearance
Bad Neighbor 3

Bad Neighbor 3

2024 48 mins. Movie
Bad Neighbor 3
2024 48 mins.
Bad Neighbor 3Alix Lovell makes a trip to the grocery store, but doesn't notice that she's being followed by her new neighbor. Ryan waits in her bushes as she gets back. He didn't know ...
Nerd Girls Part 9

Nerd Girls Part 9

2024 40 mins. Movie
Nerd Girls Part 9
2024 40 mins.
Nerd Girls Part 9HER FIRST CREAMPIE! As Jenna wakes up and is ready to start working at her desk in their studio apartment, Ryan decides to jerk off while she's busy. Well she's not ...
Category: 18+ Teens, Age, Appearance
Cheery Cheer

Cheery Cheer

2024 49 mins. Movie
Cheery Cheer
2024 49 mins.
Cheery CheerLayla is the star of her school's cheer team, or more accurately, her massive ass that the little skirt can't contain is. When she's not practicing, she's putting that big ...
Category: 18+ Teens, Age, Appearance
Real Life 14

Real Life 14

2024 47 mins. Movie
Real Life 14
2024 47 mins.
Real Life #14Skyla Novea returns for a Real Life episode and she's ready to get dined and dicked deep! After dinner they return to their hotel and quickly get down to business. She ...
Band Practice 2

Band Practice 2

2024 50 mins. Movie
Band Practice 2
2024 50 mins.
Band Practice 2Kristen needs a lot of help if she's ever going to be a decent trumpet player. So she goes to Mr. Madison to get some tutoring. He promised low price but is even willing ...
Category: 18+ Teens, Age
Nerd Girls 11

Nerd Girls 11

2024 51 mins. Movie
Nerd Girls 11
2024 51 mins.
Nerd Girls 11Gracie loves spending her time reading and studying all sorts of topics. When she's alone she'll find an especially steamy topic to research, always leading to her hands in ...
Category: 18+ Teens, Age, Appearance
Take Me Now

Take Me Now

2024 44 mins. Movie
Take Me Now
2024 44 mins.
Take Me NowJessie has been playfully teasing Ryan for weeks now that she's 18. With her nipples poking out and her panties visible under a knit sweater, Ryan has finally had enough. He ...
Category: 18+ Teens, Age, Appearance
Red Hot Shower

Red Hot Shower

2024 50 mins. Movie
Red Hot Shower
2024 50 mins.
Red Hot ShowerAfter her morning yoga routine, Megan steps into the shower to cool off, except things only heat up from there. Lotioning up her fit body turns her on and she decides to ...
Category: 18+ Teens, Age, Appearance
Morning Joe 2

Morning Joe 2

2024 48 mins. Movie
Morning Joe 2
2024 48 mins.
Morning Joe 2Kandace Kayne's FIRST CREAMPIE! Waking up with a hot piece of ass like Kandace Kayne next to you is truly the American Dream! Especially when she's willing to fuck and suck ...
Pool Party

Pool Party

2024 46 mins. Movie
Pool Party
2024 46 mins.
Pool PartyJessa hangs out by the pool, waiting for the pool guy to come by so she can tease him with her perky tits. Watching him clean the leaves from the water, she peels off her ...
Category: 18+ Teens, Age, Appearance
Anal Exchange Student

Anal Exchange Student

2024 50 mins. Movie
Anal Exchange Student
2024 50 mins.
Anal Exchange StudentLuna comes all the way from France to study in America. While getting comfortable in her new home, her host's boyfriend shows up as she's undressing. Luna notices ...
Category: 18+ Teens, Age, Anal
Aerial Angel

Aerial Angel

2024 49 mins. Movie
Aerial Angel
2024 49 mins.
Aerial AngelCome one, come all! See the amazing acrobatic feats of the Aerial Angel Arya Fae! Her acrobatic skills with hoop and silk ribbon are only surpassed by her ability to ...
Category: Appearance, Blondes, Shaved
Pay the Price

Pay the Price

2024 48 mins. Movie
Pay the Price
2024 48 mins.
Pay the PriceHER FIRST CREAMPIE! To get a girl like Priya Price, you better have the money to spend. She doesn't come cheap but when a woman this hot starts screaming to fill her cunt ...
Dirty Dancer

Dirty Dancer

2024 36 mins. Movie
Dirty Dancer
2024 36 mins.
Dirty DancerKira Noir shows off her pole dancing skills to get Ryan hard before going to work on his pole with her mouth. When she said anything goes in the backroom she meant it, even ...
Category: Anal, Appearance, Big Dicks