Madison

Take the Condom Off 9 - College loans aren't going to pay themselves, so Alyce takes...

Abby's Trifling Toy - Ryan's has a special gift for Abby Cross. She already...

Popping Selena's Bubble - What better way to spend a summer afternoon than playing...

Unwrapped - Stevie Shae and Ryan are out on a date on...

Falls In Lust - Schoolgirl Autumn needed a tutor, so she found the hottest...

Ebony Teaser - Evi Rei works her pussy into a creamy mess as...

Nerd Girls 11 - Gracie loves spending her time reading and studying all sorts...

Owning It - Paige Owens knows exactly how hot she is and flaunts...

Only Teens - Lola agrees to meet Ryan in an old parking lot...

TF's Real Life 21 - Sierra doesn't like to waste time she unzips Ryan's fly...

Make 'Em Sweat #13 - Amia Miley returns, 8 years after her first appearance on...

Not for Sale 2 - Two tight teens are better than one! When Ryan was...

Kitty Wants Cum - Latin cutie Kitty wants some heavy petting. Ryan is more...

Massage Me Hard #8 - When Chloe messes up her shoulder at practice, she goes...

Band Practice 2 - Kristen needs a lot of help if she's ever going...

The Music Box 3 - Cute little Ivy Aura falls under the spell of the...

Ravishing Redhead - Vanna Bardot isn't afraid to take Ryan's cock in her...

Tightbody Tana - Tana Waters came to get down in a sexy blue...

Take me now! - Jessie has been playfully teasing Ryan for weeks now that...

The Neighbor's Daughter 3 - People with cute, young daughters keep moving in next to...

Addicted to Addison - Addison leads Ryan to the bedroom, ready to get her...

In The Garden of Riley - In the garden of Riley, baby, she'll seduce you. A...

Jerk Me - I love jerking off my husband, but when alone I...

Teen Matinee - Jillian Janson is fresh out of school and just entered...

Bad Girls 2 - Being on the Truancy division is the best position for...

Curve Appeal 3 - Brittney White is horny and craving some thick white cock....

Reluctant - Kiley showed up to the house not knowing what to...

Bugman Returns - Nothing bugs me more than bugs, but it's a great...

Her First Time - It's Dakota's very first scene! What better way to enter...

Teen Deep Throat - When you spend a day with Heather Night you might...

Hula Whore - This teen will hypnotize you as she spins her hula...

Teen Sex Doll - Sexy mocha-skinned spinner Jada Doll gets stretched out by Ryan's...

Made In The Haze - Thick and busty blonde Hadley Haze wraps her big tits...

Women of the Middle East - Ryan becomes another cock in Karmen's male harem. She drags...

Not For Sale 4 - Agents are circling in on Ryan's accomplices, but they need...

Banging Bella - Bella truly lives up to her name, she's one beautiful...

42 min 49 sec - The final chapter! Marica has been waiting for Riley, Anna...

TF's Real Life 20 - Aubrey brings her perky young tits and fine teen ass...

Boho Beauties 5 - Days in the California summer can get really hot so...

Fire and Freckles - Freckle faced redhead Brooklyn shows up to get her hot...

Sweetest Shortcake - Petite sweetie Chanel Shortcake can't wait to get her pussy...

Foreign Teen Rub Down - Abigaile is a foreign teen that wanted a good rub...

Slut Tears - Arielle is a tight, young slut who hasn't been pushed...

Infidelity - After a long day, Kara just wants to come home...

Blazing Big Tits - Anna loves showing off and teasing with her gigantic natural...

Cum in a Teen #4 - Lily gets the Cum in a Teen treatment from Ryan!...

The Music Box 4 - Little Ivy turns 18 today and her father's farm hand...

Make 'Em Sweat #14 - Nia is staying with the Madisons for a bit and...

Horsin' Around - Horsin' around means different things to different people, but when...

Split Screen Schoolgirl - Cute schoolgirl Ana Rose gets a lesson in properly taking...

Wander Lust - Amarna Miller is a sexy redhead that loves showing off...

34 min 16 sec - The countdown begins on this epic day of fucking for...

The Neighbor's Daughter - When Hannah's family moved in next door, it didn't take...

Winter Tail - When it gets cold outside there's no better way to...

Real Life 19 - Stella returns for an epic hour long fuckfest with Ryan!...

Aerial Angel - Come one, come all! See the amazing acrobatic feats of...

Tie Me Up 6 - Some girls just love to be tied up, used and...

The Neighbor's Daughter 5 - Kiara has been watching her neighbor Ryan for a while....

Tie Me Up 7 - HER FIRST CREAMPIE! Lily is a dirty cumslut who just...

Our 666th Episode - We made it to six-hundred and sixty-six episodes! The number...

Boho Beauties 6 - Go behind the scenes as Arya and Giselle get ready...

Morning Sex 2 - Ryan finds Aliya sleeping in and decides to help her...

Red Hot Part 1 - Ashley puts in the work to keep that ass in...

More Moka - Moka Mora has a banging body that she likes to...

Manic Part 2 - The ups and downs come hard and fast for Kali....

Slut Life - Once Karma shows up Ryan wastes no time getting balls...

Daddy! I've Been Bad... - Faye stopped by for a visit and decided to call...

Clearing the Pipes - Karmen has some blockage in her bathroom sink, and she...

Flexible Fun - When Cora spreads her legs, she won't stop until she...

Red Hot - Scarlett Snow is scorching hot and ready as soon as...

Make'em Sweat #19 - Summertime means days spent on the patio, partying and maybe...

Double The Boobs - Watching two big tittied babes play with each other's massive...

Morning Sex - Waking up next to a horny young piece of ass...

41 min 11 sec - 2 down, 2 to go! After fucking Anna in the...

Faithful Part 2 - After an epic night of fucking Maserati, Jax wakes up...

Ass Fucking Keira - Horny babe Keira Croft loves getting her asshole stretched out...

British Banger - It's been a while since McKenzie returned to the Madison's...

Lily Likes To Fuck - Lily Larimar's petite teen body yearns to be used like...

Bone and Arrow - She may not be great at archery but she does...

Bombshell - Gabbie is utter perfection, gifted with a natural body built...

Blonde Ballerina - Emma studies ballet not just for the love of dance,...

Party Girl - Carmen comes over with only one thing on her mind,...

TF's Real Life 17 - Haley Reed stops by for a hardcore POV pounding from...

Tie Me Up 5 - Expecting a normal date, Alex waits on the steps, but...

Swipe Right - Dolly took to Tindr to get some good dick, she...

Cum In A Teen - Veronica loves the feeling of hot jizz deep inside her...

Wild As A Fawx - Alexis is one horny MILF! She can't even wait to...

TF's Real Life 24 - Who wouldn't want to spend a day hanging out with...

Beautiful Blessed - You'll be hypnotized watching her huge bubble-butt bouncing on Ryan's...

First Mate - Riding on a big boat makes me damn horny, there's...

Split Screen Nurses #1 - Vanessa works hard all day and night as a nurse,...

Straight to the Sex - Ryan's not playing around when Kinsley shows up with her...

Take the Condom Off 5 - Anya Olsen is all business by day, but when she...

Make 'Em Sweat #15 - Aspen works up her first sweat of the day playing...

Making Her Mark - Perfect teen Melody wraps her big natural tits around Ryan's...

Red Hot Shower - After her morning yoga routine, Megan steps into the shower...

Hotel Hookup - Ryan picks up cute cheerleader Ember Stone before taking her...

Curve Appeal - Pinup babe Lena Paul lives like a modern day Marilyn...

Make'em Sweat #8 - Cadence is training for her next big fight. She works...

No B-Control Creampies 4 - What better way to spend a beautiful day than a...

Red Hot Part 2 - Ashley's workout continues in the bedroom as Ryan gives her...

Split Screen Teens - Little Ava's got herself in a whole heap of trouble,...

On Point Pussy - Athena keeps her teen body toned and flexible with ballet....

3 Creampie's - Tracey is one slutty girl with one thing on her...

Addicted - Victoria just can't stop touching her pussy. When she wakes...

School Girl #5 - Vina comes home to an empty house, and after getting...

Curve Appeal 2 - Now that Ryan is Lena's favorite driver, he's always by...

Double Trouble - 300 EPISODES! To celebrate Ryan brought back Hannah Hays and...

Nerd Girls Part 9 - HER FIRST CREAMPIE! As Jenna wakes up and is ready...

Pay the Price - HER FIRST CREAMPIE! To get a girl like Priya Price,...

Kasey Gets Creampied - Kasey shows off her delicious ass in a tiny thong...

Starry Eyes - Jaycee has stars in her eyes as she teases Ryan...

Winter Tail 3 - On a cold winter night, Izzy thinks about curling up...

Not For Sale - Needing to find some fresh talent, Ryan goes to some...

Romantic Aggression #2 - Dani Daniels returns to the Madison's, enjoying a glass of...

Bathtime Rubdown - Ryan interrupts Emily during her afternoon bathtime with his cock...

Real Life 15 - Hot point of view action in a brand new Real...

TF's Real Life 19 - All natural blonde cutie Jade Amber wants her pussy full...

29 min 32 sec - The clock continues to tick as Ryan Madison meets his...

Fast Food Girl - Danni works at a retro diner during the summers to...

Poolside Party - Nothing better than a beautiful day by the pool with...

Panty Fucking 3 - Tomi Taylor teases her cute panties on and off of...

Anal Isabel - Isabel comes over to get her tight teen butt stuffed...

TF's Real Life 23 - It's date night with Katya Rodriguez! This teen is so...

Stranger Part 3 - Big titty Latina Gabriela rubs herself to sleep only to...

Not for Sale 3 - Why go anywhere else when you know exactly where to...

Real Life 22 - Charity might be one of the tightest bodied teens we've...

No B-Control Creampies 5 - Gotta get clean before you can get dirty! Skylar makes...

Nerd Girls Part 10 - Kyler Quinn looks like a sweet, innocent, nerdy teen, but...

Get Me Pregnant 2 - Holly has a bad case of baby fever. After calling...

Her Very First Creampie - Sophia Lux is a cute 19-year-old with some big natural...

Naomi Would - There are few things Naomi loves more than music. Top...

Big Booty Brooks - Natalie spends the day by the pool, oiling up her...

Mad Sensation - Obsession turns sexy when Ashley can't get Ryan out of...

Manic #4 - Eden's brain is a rollercoaster of highs and lows, crippling...

I'm Finally Pregnant! - Another month, another pregnancy test comes up negative. Scarlett just...

Hard Passion 5 - HER FIRST CREAM PIE! The stunning Kacey Quinn teases in...

Teenfidelity's 400th Episode - 400 episodes! What better way to celebrate than fucking these...

Pool Party - Jessa hangs out by the pool, waiting for the pool...

Posing For The Art Of It - When an artist needs a muse Kelly is ready to...

MAKE 'EM SWEAT #20 - It takes a lot of work to keep Rharri's ass...

Dirty Little Pussy - Luna Blair is a bombshell blonde with curves to kill...

Get Me Pregnant 3 - Kenzie's gone baby crazy! She wants a baby in her...

Classy - Vanna Bardot is still in braces, but that doesn't keep...

No Time To Waste - Hot little Avery came to fuck, and that's exactly what...

Temple of Tight Jeans - Chloe loves showing off her perky teen tits in a...

Stranger Part 2 - Nothing like an earth-shaking orgasm before bed to put Lily...

Poolguy - Lonely MILF Alix Lynx is ready to pounce on the...

Hipster 2 - When you find a hot piece of teen ass at...

The Neighbor's Daughter 4 - Lexi hears that the guy at the end of the...

Cherry Cheer - Layla is the star of her school's cheer team, or...

Cum in a Teen #3 - Ryan doesn't even let Candy White make it to the...