Ryan Madison

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.
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 ...
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
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
Seduction So Sweet

Seduction So Sweet

2024 38 mins. Movie
Seduction So Sweet
2024 38 mins.
Seduction So SweetDirect from Spain cums Nekane Sweet! This Spanish siren has an all-natural body any red blooded man would be a fool to resist. Her seduction skills are put on display ...
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
The Music Box 2

The Music Box 2

2024 1 hrs. 2 mins. Movie
The Music Box 2
2024 1 hrs. 2 mins.
Music Box 2, TheWhat's a lonely clown to do on Halloween? Well if there's a sexy right down the street, you can always try to lure her into the woods with candy! Then lead her back to ...
Category: 18+ Teens, Age, Appearance
No Birth Control Creampie

No Birth Control Creampie

2024 54 mins. Movie
No Birth Control Creampie
2024 54 mins.
No Birth Control CreampieGotta get clean before you can get dirty! Skylar makes sure her pussy is nice and fresh before Ryan comes over to pound that fuckbox. Putting all of her best ...
Winter Tail 3

Winter Tail 3

2024 45 mins. Movie
Winter Tail 3
2024 45 mins.
Winter Tail 3On a cold winter night, Izzy thinks about curling up next to the fire with a book, but calls Ryan over instead. There's nothing like hot, passionate sex to keep you warm. ...
Category: 18+ Teens, Age, Appearance
Heatwave

Heatwave

2024 59 mins. Movie
Heatwave
2024 59 mins.
HeatwaveOf course, the AC goes out on the hottest day of the year! Esperanza is trying to stay cool, even stripping down to just her panties and standing in front of the fan. The ...
The Music Box 3

The Music Box 3

2024 49 mins. Movie
The Music Box 3
2024 49 mins.
Music Box 3, TheCute little Ivy Aura falls under the spell of the music box driving her to explore her dark side. Her sexual desires become burning passion as she dresses up in a gothic ...
Category: 18+ Teens, Age, Appearance
TFSN Cheerleaders 2

TFSN Cheerleaders 2

2024 51 mins. Movie
TFSN Cheerleaders 2
2024 51 mins.
TFSN Cheerleaders 2Head Cheerleader Nicole is about to graduate at the top of her class, not because she works hard and studies. She'd much rather get her pussy filled by experienced ...
Category: 18+ Teens, Age, Appearance
TF’s Real Life 19

TF’s Real Life 19

2024 50 mins. Movie
TF’s Real Life 19
2024 50 mins.
TF's Real Life 19All natural blonde cutie Jade Amber wants her pussy full of cream! So she gets all dressed up and heads over to Ryan's to get exactly what she needs. They don't even ...
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 ...
41 Min 11 Sec

41 Min 11 Sec

2024 42 mins. Movie
41 Min 11 Sec
2024 42 mins.
41 Min 11 Sec2 down, 2 to go! After fucking Anna in the ass, Mr. Madison ventures upstairs to find his third victim. An hour has gone by but we're still not done. Pretty blonde Blake ...
Category: 18+ Teens, Age, Appearance
34 Min 16 Sec

34 Min 16 Sec

2024 34 mins. Movie
34 Min 16 Sec
2024 34 mins.
34 Min 16 SecThe countdown begins on this epic day of fucking for Ryan Madison! Riley Reid knows that there is no time to waste and gets down on his cock just as he walks through the ...
Clearing the Pipes

Clearing the Pipes

2024 49 mins. Movie
Clearing the Pipes
2024 49 mins.
Clearing the PipesKarmen has some blockage in her bathroom sink, and she gets a recommendation for a handyman from a friend. When Ryan arrives she sees why he was so highly recommended. ...
Hard Passion 5

Hard Passion 5

2024 51 mins. Movie
Hard Passion 5
2024 51 mins.
Hard Passion 5HER FIRST CREAM PIE! The stunning Kacey Quinn teases in a tight little white dress, showing off her natural tits and plump ass. It's no surprise that she's not wearing any ...
Category: Appearance, Brunettes, Niche
The Music Box 4

The Music Box 4

2024 40 mins. Movie
The Music Box 4
2024 40 mins.
Music Box 4, TheLittle Ivy turns eighteen today and her father's farm hand has been planning for this day for quite a while. Once she opens the Music Box, Ivy is more than willing to ...
Category: 18+ Teens, Age, Appearance
Real Life 22

Real Life 22

2024 41 mins. Movie
Real Life 22
2024 41 mins.
Real Life 22Charity might be one of the tightest bodied teens we've ever shot! Her fit, young body gets manhandled and treated right by Ryan as he plows her pussy in a hot new Real Life ...
Curve Appeal

Curve Appeal

2024 59 mins. Movie
Curve Appeal
2024 59 mins.
Curve AppealPinup babe Lena Paul lives like a modern day Marilyn Monroe. Driven around by Ryan as she goes about her daily shopping. He has a surprise for her back home, as a show of ...
42 Min 49 Sec

42 Min 49 Sec

2024 44 mins. Movie
42 Min 49 Sec
2024 44 mins.
42 Min 49 SecThe final chapter! Marica has been waiting for Riley, Anna and Blake to finish with Ryan for over 2 hours! Once he gets her, she slurps up his cum that fell out of Blake's ...
Category: Appearance, Asian, Bathroom
29 Min 32 Sec

29 Min 32 Sec

2024 31 mins. Movie
29 Min 32 Sec
2024 31 mins.
29 Min 32 SecThe clock continues to tick as Ryan Madison meets his second girl of the day with Riley still panting on the hallway floor! Anna De Ville has returned for an epic ass ...
Category: Anal, Appearance, Big Dicks
TF’s Real Life 21

TF’s Real Life 21

2024 44 mins. Movie
TF’s Real Life 21
2024 44 mins.
TF's Real Life 21Sierra doesn't like to waste time she unzips Ryan's fly and starts sucking him off right on the patio. Looking up at him with her big, blue eyes and taking him down her ...
Category: 18+ Teens, Age, Appearance
Make Em Sweat E711

Make Em Sweat E711

2024 83 mins Scene
Make Em Sweat E711
2024 83 mins
Amia Miley returns, 8 years after her first appearance on Pornfidelity! And WOW has she grown up! With a brand new killer body and a lot more experience, she works Ryan’s cock to the ...