Ryan Driller

Date
Title
Views
Likes
Comments

51:06

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

March 19, 2025

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 […]

26:09

FootsieBabes – Heather Vahn – Freudian Slip

August 13, 2019

Heather Vahn lets it out that she’s been horny for Ryan Driller for a while, but he’s not surprised, and is more than happy to engage in a little footsie fun with the total babe. The busty brunette moans with pleasure as he licks and kisses her toes all over. She strips off her clothes […]

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 […]

35:24

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

March 5, 2025

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.

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 🙂

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 […]

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 […]

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.

PenthouseGold – Carolina Sweets Gets an Offer She Cannot Refuse

April 17, 2021