Ryan Driller

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RealWifeStories – Casey Calvert Professional Pussy Protection

December 28, 2019

Flirtatious socialite Casey Calvert cuts the ideal picture of perfection – at least on the surface. What her husband doesn’t know, though, is that Casey has a secret part-time job as a phone sex operator. Hired bodyguard Ryan Driller is told that he’s never to let Casey out of his sight, but once they’re alone, […]

PetiteHDPorn – Amia Miley, Ass To Grass

September 17, 2019

Enhanced busty athlete Amia Miley is quick to snap selfies of herself in the gym as she works out. Her yoga pants cling to her big ass, while her top can barely constrain her huge boobs. Once she’s done working out, Amia sends Ryan Driller, her favorite booty call, a text to join her for […]

37:19

DirtyWivesClub – Chloe Amour 21561

August 22, 2021

Chloe will do anything for her husband even if it means getting it on with his boss.

37:24

MyWifeIsMyPornstar – Adriana Chechik 21043

June 6, 2019

My husband bought me some sexy lingerie and of course I’m going to use it to fuck his best friend.

2:17:00

Love Your Body (2019)

November 19, 2019

Studio: Fantasy Massage Cast: Cherie DeVille, Dee Williams, Khloe Kapri,Ryan McLane, Ryan Driller, Zac Wild. Description As Ryan Driller is shaking her next customer’s hand, Dee Williams looks him up and down, biting her lip approvingly. He asks her if she’s ready for her massage. Dee responds flirtatiously that she’s been waiting all week for […]

MySistersHotFriend – Gianna Dior, 25440

June 19, 2019

Gianna Dior is at her friend’s place when her friend’s brother walks in shirtless. She thinks he’s hot AF, so she excuses herself to the bathroom where she can play with herself while thinking of him. Fortunately for both of them, he catches her and gives her a taste of the real thing.

TheLisaAnn – Lisa Ann, Brett Rossi, Threeway

June 15, 2019

From my series Sometimes I Share, here is me, Lisa Ann, with Brett Rossi and Ryan outdoors on the farm having a hardcore threeway all in 4K, enjoy 🙂

35:24

NaughtyOffice – Linzee Ryder – Sexy Boss Linzee Ryder Wants You To Take A Break And Fuck 32348

10 months ago

Linzee Ryder is checking on her employee Ryan, he works so hard and wants to get to know him better. She tells him how good looking and wants him to take a break. Once her big round tits come out, Ryan realizes that he has to get back to work, working on the boss’ orgasm.

51:06

TonightsGirlfriend – Penelope Woods – Latina Cutie Penelope Woods Wants As Much Of Her Fan’s Jizz As Possible 32281

10 months ago

Been watching a lot Penelope Woods videos. Have also been a fan of her cam shows. I’m lucky enough that, after some back and forth, she agreed to meet me at my hotel room. I love all the ways Penelope fucks, from the slow and passionate to the rough and dirty. Tonight, I get to […]

42:45

NaughtyBookworms – Kristen Scott 22039

September 12, 2019

Kristen Scott used to be a great student, but now she’s bored all the time. Her professor confronts her over why she’s even taking the class if she isn’t interested. Kristen confesses that the only reason she hasn’t dropped the class has been because she wants him and after their talk she definitely got what […]

31:57

RoundAndBrown – Layton Benton – Studio Sweetheart

August 31, 2019

Studios are where dreams are made. Even though you’re in a small room with only a mic and a mixer to accompany you, stars have to imagine the things that will come. Belt out the lyrics to invite the fame, the money… The women. And Layton is the kind of famous reward that any guy […]

PenthouseGold – Carolina Sweets Gets an Offer She Cannot Refuse

April 17, 2021

38:47

PornWorld – Paris White – Home Alone Teen Sucks And Fucks Her Well Hung Neighbour

October 3, 2022

Naughty teen Paris White has just moved into her new house with her parents and chats with her best friend on the phone, wishing for some hot neighbours. Her wish soon comes true as she discovers Ryan next door and this promiscuous babe lays on her bed and slips her hand inside her panties to […]

48:23

NaughtyAmericaVR – Sarah Jessie – Gorgeous Big Tittied Blonde MILF Sarah Jessie Loves A Good Hard Pounding Of Her Delicious Pussy 32786

9 months ago

The wait is over, I finally have Sarah Jessie back for my porn star experience. She shows up to my hotel suite and slips into a very hot piece of lingerie that blows me away and makes me instantly excited. She can tell and is eager to suck my cock and fill up her meaty […]

27:51

Wicked – Aaliyah Love – Faithless S01

February 13, 2022

Laura (Whitney Wright) is an aspiring actress from small town America who made her way to LA with stars in her eyes. Her boyfriend waits patiently for her back home as she struggles with issues of trust and monogamy after hooking up with a handsome (and married) personal trainer. She soon finds herself in a […]

ClubSandy – Cherie Deville, Daddys New Wife

August 17, 2019

Ryan Driller comes home to meet his father but instead finds his new step mommy Cherie Deville in a bikini by the pool. Dirty Cherie shows her new step son that she doesn’t marry for love (wink wink). Daddy’s new wife is really slutty.

21:01

DigitalPlayground – Stevie Shae – Apocalypse X S03

July 24, 2021

In a future, after years of demolition, the Earth’s natural resources have withered away and the world is now a deserted pit. A woman named Razor seeks vengeance upon a bike gang called Reapers. To the community, Razor is known as The Ghost. From stealing gasoline and food, to using men to feed her sexual […]

19:34

NFBusty – Amia Miley – Before The Party

September 17, 2019

Amia Miley and her boyfriend Ryan Driller are setting up for a Cinco de Mayo party, but they can’t help but be distracted by one another. Strutting over to the counter in her short miniskirt, Amia takes a sip of margarita in the most sensual way possible, captivating Ryan’s attention. She leans forward so that […]

32:53

MyWifeIsMyPornstar – Dana DeArmond 20967

June 6, 2019

I’m going to be home late from work tonight because I’m going to fulfill my husband and my fantasy of fucking my boss.

MyGirlfriendsBustyFriend – Aspen Romanoff, 23697

August 21, 2019

Money always wins…unless you have none and your landlords wants sex. Aspen Romanoff is about to boot her friend and her friend’s boyfriend Ryan out of her home if they can’t pay their rent, just like they couldn’t last month. While Ryan’s lady is out looking for a new job, Aspen tells him they’d better […]

TeamSkeetExtras – Vicki Chase Extra Homework

August 4, 2020

Every guy’s dream, banging the hot teacher. So when Ryan Driller is in class and comes across Ms Chase’s profile on The FA Dating App he sends her a message hoping to get a chance with his hot teacher. Vicki dismisses the class but keeps Ryan back to discuss his grades. With the threat of […]

40:58

MySistersHotFriend – Kendall Kayden 22371

April 20, 2021

Ryan’s pleasantly surprised to see how hot his sister’s friend Kendall Kayden is when she arrives at their home from airport. He’s blown away by how sexy and flirtatious the blonde is, but he’s even further surprised when she tells him she’s in town for work as a lingerie and bikini model — yet another […]

47:41

DigitalPlayground – Ana Foxxx – Private Party Part 2

June 14, 2019

In an effort to rekindle their sex life, Lisa(Emily Willis) and Kevin(Ryan Driller) attend a hedonistic private party at a luxurious mansion. Lisa is excited to try something new, but Kevin is wary of the consequences one night of debauchery may bring. After a long night of passion and mystery, the couple reunite and question […]

FantasyMassage – Bailey Brooke, Rejuvenating Facial

May 16, 2019

Bailey Brooke enters the massage parlor and is greeted by a masseur at the reception desk. The masseur recognizes her as a regular and asks her if she’s here for her usual 60-minute Swedish massage. Bailey smiles but says that actually, she just got over a bad break-up and feels like treating herself to something […]

31:39

MyWifeIsMyPornstar – London Keyes 21249

June 5, 2019

I’m so glad my husband finally agreed to do this. For our first time I know exactly who I want: my ex. So I’m going to wear something a little sexy, have my ex fuck me, and tell my husband all about it when I get back.

32:14

MyWifeisMyPornstar – Hope Howell 20769

June 5, 2019

Fucking other men is so much fun and my husband loves it. Today I’m fucking my ex and I got a little anal surprise for him.

30:45

ScamAngels – Emma Hix And Carmen Caliente – Hush Money, Honey!

May 14, 2019

Emma Hix and Carmen Caliente work in a high end clothing shop and see handsome rich men all the time getting mistreated by their wives. Lucky Ryan Driller gets chosen for a hardcore threeway. Little does he know that after getting a double blowjob and that fat dick ridden, he’s gonna have to pay.

2ChicksSameTime – Ana Foxxx, Misty Stone, 22551

August 22, 2019

Misty Stone and Ana Foxxx aren’t gonna let a horrible movie theater experience ruin their night! They had such a terrible time at the picture show that Misty went ahead and called up her little black book and found one of her good guy friends to come over and entertain them. Ryan shows up minutes […]

SweetSinner – Gia Derza, A Call Girl Story Part 1

June 8, 2019

Gia Derza and Ryan Driller – Isaac has a hard on for school girl skirts and invites his favorite web cam girl, Britney over to his house to fulfill his wildest fantasies. Giving him the sloppiest blowjob that only a little slut can, Isaac’s cock is ready to penetrate her tight little hole and give […]

NaughtyOffice – Mazzy Grace, 25426

June 11, 2019

Its summer time and Kelly Turner (Mazzy) scored an internship at an accounting firm. Unfortunately, her boss has made it clear that she needs to step up her game in the office if she wants to secure a full-time position down the road. Kelly’s accounting skills aren’t her strongest, however, her oral skills are excellent […]

43:57

ScamAngels – Maddy OReilly And Chloe Cherry – Two sexy beauties and a big dick – Double The Stakes

November 17, 2019

Having two girls pleasing your cock is a wet dream come true for any man, but these gorgeous girls take things a little to far. There is something evil and mischevious about them that the poor guy is not suspecting. Watch Maddy O’Reilly and Chloe Cherry having their way with Ryan Diller in a premium […]

Nubiles-Porn – Aubrey Gold, Rebel Lynn, Teen Temptation

September 12, 2019

Cute teens Aubrey Gold and Rebel Lynn are trying on bras and corsets while Ryan Driller watches. The girls are feeling horny, and they get Ryan’s attention by throwing a pair of panties at him and then putting on a booty bumping show so that he can admire their thong-covered asses. Ryan isn’t a fool, […]