51:25KellyMadison – Roberta Gemma – The Wife And Boss
KellyMadison – Amber Alena, Gigantic Juggs
Amber Alena’s upgraded her knockers in order to provide maximum titty-fucking pleasure! These gigantic juggs aren’t just decorative, they’re fully capable of taking Ryan’s cock between them as a warm-up before plowing her pussy.
01:02:03KellyMadison – Lilian Stone – My Fertile Window E1295
Lilian Stone loves showing off her huge perky tits and hates waiting. She gets right down to business on Ryan’s dick, swallowing it down her throat before sliding it between those hefty boobs. That’s just the warm-up before she puts her wet pussy to work on his shaft. Ryan goes balls deep, stretching that cunt […]
KellyMadison – Courtney Taylor, Fuck Yeah
James Deen gets the VIP treatment from MILF fuckdoll Courtney Taylor. She teases him with her huge fake tits and ass before wrapping those plumped up lips around his rock hard cock. He pounds that tight MILF cunt making her cum hard before blasting a load down her throat that she greedily swallows up.
KellyMadison – Olive Glass, The Artist
Olive enjoys the life of an artist, a morning bike ride to the market, a glass of wine with lunch and then out to the patio to start painting. She doesn’t get much painting done once Ryan gets home. The only works of art he’s concerned with are her incredible breasts. The painting gets put […]
KellyMadison – Kinsley Anne, The HandyMan
Kinsley’s just trying to take a day off from camming and making solo videos, watch some tv and eat some popcorn. Of course, her cable isn’t working! When Ryan finally gets things fixed, her porn comes on the tv! She catches him jerking to her video but decides it’s her cum box that he needs […]
51:41KellyMadison – Addison Lee – Addicted to Addison 1292
Addison 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 is stretched to the limit by Ryan’s big cock. Addison can’t get enough and won’t let him pull out, begging for him to fill […]
KellyMadison – Gracie May Green, Nerd Girls
Gracie 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 her panties, pleasuring herself. Ryan joins her on a sunny day when she gets herself worked up and decides that her hands alone will not ease […]
KellyMadison – Layla Love, Cherry Cheer
Layla 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 butt to work on any cock lucky enough to cross her path. She loves the feeling of her cheeks smacking as she bounces on a […]
KellyMadison – Megan Winters, Red Hot Shower
After 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 have a little fun. Ryan stops by and catches her masturbating just in time to give her the fucking she really wants.
KellyMadison – Jessa Blue, Pool Party
Jessa 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 bikini and oils up her chest. Ryan knows a good time when he sees it and decides to help her […]
KellyMadison – Lily Love, Stranger
Nothing like an earth-shaking orgasm before bed to put Lily right out. Ryan pays her an early morning visit, playing with those big natural tits before plunging his dick in her wet and ready pussy. Craving a hard fuck, she takes that cock not caring who it belongs to! Bouncing her plump ass and wanting […]
KellyMadison – Skylar Valentine, No B-Control Creampies
Gotta 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 ASSets to work on his cock all over his office, this insatiable teen won’t stop until she’s filled with his cum.
KellyMadison – Esperanza del Horno, Heatwave
Of 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 handyman finally shows up and tells her it’s fixed! She’s so happy she thanks him by letting him fuck her hot […]
KellyMadison – Selena Stone, Popping Selenas Bubble
What 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 heading inside to clean up and change. When Ryan surprises her, she’s all ready to go and goes to town on his cock with her mouth. Her little […]
KellyMadison – Luna Rival, Anal Exchange Student
Luna 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 him peeking through the door and puts on a little show, inviting Ryan in with that juicy ass. The French are a very uninhibited people and it’s […]
53:41KellyMadison – Kara Lee, Infidelity
After a long day, Kara just wants to come home and relax in a bath. When she finds a pair of panties in the car, a hair tie in the kitchen and then a used condom in the bathroom, something isn’t right. When confronted, Ryan deflects and defuses the situation with his cock, fucking Kara’s […]
KellyMadison – Karmen Santana – Clearing the Pipes 1282
Karmen 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. Ryan finds a bunch of sex toys stored under the sink and then begins hearing moaning from the bedroom. Thinking about his cock got Karmen […]
KellyMadison – Michele James, Make Em Sweat
Summertime means days spent on the patio, partying and maybe some ping pong with your big tittied friend. Michele’s braless boobs bounce in her tank top with each whack of the ball, on the verge of releasing themselves. Ryan decides to help them out of her shirt and into his hands and mouth. She puts […]
39:21KellyMadison – Alexis Fawx, Wild As A Fawx
Alexis is one horny MILF! She can’t even wait to get home, pulling Ryan’s cock out in the car, giving him some excellent road head! Once they get to the house, her panties are off and his dick is balls deep in her MILF pussy. She loves having her cunt used and all of her […]
KellyMadison – Jane Wilde, Wilde Morning
Jane’s an early rising, getting up before Ryan and going about her morning routine. Boredom quickly sets in and she decides to take care of herself on the couch before remembering the big dick still in bed that would get the job done better. Once she’s thoroughly worked herself up, it’s time to give Ryan […]
KellyMadison – Hadley Haze
Thick and busty blonde Hadley Haze wraps her big tits around Ryan’s cock after using her mouth to give him a sloppy blowjob. Bouncing her big ass on his dick with her boobies in his face pushes him to the limit. Spreading those thicc thighs so he can deposit multiple loads deep in her hungry […]
42:18KellyMadison – Devon Green – Skinny Dipping Desire 1276
What better way to spend a beautiful day than a nice hike followed by a dip in the pool to cool off? Ryan isn’t going to let a topless girl in his pool without taking full advantage of the situation. Devon’s eager to get that cock in her pussy, fucking him right there in the […]
54:35KellyMadison – Violet Myers – No B-Control Creampie 3
Thicc, cum loving Violet isn’t on birth control and she doesn’t care if she makes Ryan nut inside her! In fact, she urges him on, wanting every last drop in her fertile pussy. Violet warms him up with a nice long blowjob and some excellent titty fucking before shoving her juicy tits in his face […]
43:59KellyMadison – Casey Ballerini – Slow And Easy
All natural newcomer Casey isn’t used to the kind of dick Ryan is slinging at her! So he’s going to have to take it slow to break this wannabe slut in properly. She’s got the assets to make her a star as long as she can keep up. Ryan treats those big naturals and bubble […]
44:58KellyMadison – Penny Lay, Petals For Penny
Fun loving Penny plays in a swarm of flower petals, showing off her juicy naturals for Ryan. Spreading her smooth pussy for his cock to pump deeply into. She loves riding that dick and shoving her tits in Ryan’s face as she slowly squeezes her cunt on his shaft. He pumps into her faster and […]
52:49KellyMadison – Julie Kay – Nubian Goddess
Julie Kay channels her inner Nubian goddess outdoors. When she finds Ryan wandering in the grove she decides to try and convert him with her oral skills. He sees the light, carrying her back to the house where she offers up her tight asshole for him to plunder. He takes all of her holes, leaving […]
01:05:09KellyMadison – Emily Blacc – Creampie Split
Flexible and fit Emily Blacc shows off her moves for Ryan outside in the yard. With her short shorts and perky tits out she teases his cock before getting on her knees to blow him. Her mouth is just the beginning of the show as she takes his dick while doing a split! With her […]
47:04KellyMadison – Daisy Stone – Cherry Creampie
Daisy Stone knows what her best ASSet is and loves showing off her massive butt as often as she can. She teases Ryan, oiling up her big booty and playing with her pussy. Unable to resist, she pulls his cock out and blows him by the pool before presenting that huge ass for him to […]
49:33KellyMadison – Ava Addams – The Hard Sell
Kelly’s supposed to be showing a house to Ava, running late she tells her the door’s unlocked and to make herself at home. Ryan shows up while Ava is getting dressed after taking a dip in the pool, catching her wearing one of his wife’s dresses! He’s not going to ignore a perfect pair of […]
01:07:04KellyMadison – Kitty Catherine, Catholic Catherine
There aren’t enough Our Fathers and Hail Marys to save Kitty from her penance at Ryan’s hands and cock. She’s chained to the chair and there’s no getting away from her punishment! This little Catholic schoolgirl does everything she can to make Ryan happy, using her mouth and hairy pussy to please him. Her conservative […]
57:21KellyMadison – Skylar Snow – Morning Routine
Skylar spends the morning pampering herself to get ready for Ryan. With her hair and nails done, she gets home to spread her legs to prime her pussy for his hard cock. Ryan shows up and immediately goes down on her smooth pussy as she plays with her big natural tits. She takes that big […]
56:49KellyMadison – Ella Nova – Anal Nova
Ella Nova is pure sex and she knows it. With Ryan in control of the cameras, she teases him as long as she can before she needs that cock deep inside her holes. Warming his dick up with her pussy and mouth until she stretches her tight asshole around him. Her backdoor eagerly gobbles up […]
KellyMadison – Samantha Rone, Bum Luck
Samantha may be an uptown girl, but when she notices a big cock hanging out of a bum’s pants, she’s not afraid to go slumming. This cock obsessed, curvy slut isn’t one to let a good thing go to waste, getting on her knees and going to work! Alex’s day just keeps getting better as […]
KellyMadison – Rocky Emerson, Alternative Beauty
Rocky is a gorgeous alt model with legs for days. She writhes on the bed showing off her toned, inked body. With smoldering eyes, she beckons Ryan to the bed. Her smooth pussy welcoming that hard cock into her, urging him to go faster and deeper until he cums.
KellyMadison – Ella Knox
Ella wants to show Ryan how much she cares so she bakes him a cake and brings it over. He appreciates the gift but he’s more hungry for those big natural tits! Those heavy hangers bounce as he works his dick into her wet pussy. Fucking those big titties is just a warm up to […]
KellyMadison – Clea Gaultier, Split Screen Glam
Seeing Clea on the street you’d think runway model. She’s more NY Fashion week than Vegas Strip on the outside, but she’s a total slut that loves being dominated. Clea’s tight body is built for fucking and she knows it; when she gets going all holes are open. Ryan takes full advantage of this submissive […]
01:00:37KellyMadison – Monica Sage – Lipstick 1265
Monica loves coating her perfect cock sucking lips in different shades of lipstick to provide a target for dicks. Her deep throating skills are unsurpassed, but it’s her tight asshole that really does the work. Ryan gets balls deep in that big booty making her quiver as she cums over and over again.
51:00KellyMadison – Audrey Royal – Split Screen Royalty 1264
Audrey is all Sharia on the streets and a whore in the sheets. She takes her religious laws seriously, especially when it comes to servicing her husband. Audrey does whatever it takes to please him, her well-trained mouth and tight shaved pussy always welcoming to his big dick. He can get whatever he wants, whenever […]
37:28KellyMadison – Sarai Minx – Ebony Minx
Sarai Minx is an absolute ebony goddess. A cock hungry fox that welcomes Ryan’s big white dick into her wet pussy with joy. Rocking that bubble butt back on his cock, taking it all, loving every inch. She wants a big load of cum deep inside her cunt and Ryan is more than happy to […]
KellyMadison – Athena Faris, Make Em Sweat
Athena is a goddess in the gym, keeping her body tight. Ryan acts as her personal trainer, always around to spot her when she needs and providing some exercise that only he can provide. He puts her in positions designed to help build core, upper and lower body strength while improving cardio. As a bonus, […]
KellyMadison – Kara Faux, Split Screen Church Girl
It’s always the quiet ones. Kara plays the part of the innocent church going good girl perfectly. She needs let loose every once in a while which is why she meets up with Ryan once a week. Bound and gagged, Ryan exorcizes her filthy desires with his sacred rod. Once she has repented he baptizes […]
53:10KellyMadison – Danielle Derek – Anal Fuckdoll
Danielle Derek is every boy’s dream of what a glamour fuck doll would look like. Huge round tits, skinny waist, and a big fuckable ass. She’s built for sex and knows exactly how to make a man cum. Ryan puts every hole to use as he gets to work on this impressive MILF. With tits […]
KellyMadison – Jericha Jem, Daddys Cherry Creampie
Jericha keeps giving her mom a typical teenage attitude. Trying to get her to finish her homework, but she won’t get off her phone, her mom gets fed up and decides that her step-dad can take care of her. It seems that the only discipline she’ll respond to is hard, deep fucking from Ryan’s cock. […]
KellyMadison – Melody Parker, So Fresh And So Clean
Melody gets in the shower to get ready to go out. Freshly shaved and clean, Ryan doesn’t miss the opportunity to get ahold of that big teen ass. She’s not going to turn down a chance to ride on that big dick even though she just got out of the shower. She packs a mighty […]
43:27KellyMadison – Lexi Luna – Pearls Before Pies 1268
Lexi is a perfect MILF, with a pair of big fake tits that even make Ryan take notice. She shows him her cute thong with a row of pearls that rub against her pussy just right. Ryan doesn’t hesitate to eat that pussy in the hallway, before fucking those huge tits and Lexi’s mouth. Once […]
