Stirling Cooper

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29:16

DigitalPlayground – Dana DeArmond – Wedding Dues E04

September 19, 2023

Stepmother of the bride Dana DeArmond’s business with Stirling Cooper is over… almost. Dana has one loose end to tie up before the ceremony: she wants the sexy businessman to fuck her. Stirling doesn’t usually mix business with pleasure, but Dana promises this will be well worth it, and once she sucks his thick cock, […]

49:37

StepMomLessons – Giselle Palmer And Sarah Vandella – Work Cums First

May 15, 2019

When Giselle’s boss asks her to bring over some important documents that just can’t wait, she jumps at the chance to impress, having idolized her boss for quite some time. The door is unlocked when she arrives, and Giselle steps into the lavish home to find her boss (Sarah Vandella) and her boss’s husband (Stirling […]

Babes – Abella Danger And Jill Kassidy – Something Borrowed, Something Blue Part 1

September 3, 2019

In Part 1 of Something Borrowed, Something Blue – alluring Dana DeArmond makes a deal with the devil (A.K.A. Stirling Cooper) and signs away her stepdaughter’s hand in marriage. Her beautiful stepdaughter, Jill Kassidy, doesn’t want to be married but she might be in danger if she doesn’t accept! Jill’s girlfriend, amazing Abella Danger, comes […]

EvilAngel – Karla Kush, Anal Fuck Pussy Squirt

January 14, 2020

Slim, fit Karla Kush splays her long legs on the couch as dominant Stirling Cooper chokes her playfully. She masturbates while he pokes his fingers into her tight sphincter. Karla gives him a sopping blowjob. When he drills his cock into her asshole, Karla enjoys every inch of the deep backdoor reaming. She rubs her […]

30:49

PurgatoryX – Laney Grey – My Fiance’s Wishes V1 E3

December 27, 2020

Cody (Cody Steele) is surprised to find that his fiancée’s (Laney Grey) curiosities are still not satisfied. She now wants to feel what it’s like to have another man “inside her”. She swears to her future husband that this will be the last time and a very annoyed Cody reluctantly agrees. He enlists the help […]

32:40

FilthyFemdom – Ryan Keely – The Conception: Your Wife Breeds With Another Man

January 6, 2022

While you were away, your wife, Ryan Keely, decided to work on a gift for you. Not only does she get impregnated by her hot boxing coach Stirling Cooper, she records it so you truly understand how inadequate you and your penis are. Stirling is tall, strong, and masculine, and more importantly he knows exactly […]

49:29

BoundGangBangs – Kira Noir: Cock Crazy

January 28, 2019

The beautiful Kira Noir waits on a black leather chaise lounge. She nervously twiddles her thumbs, looking down in shame. She seeks psycho therapy by recommendation of her doctor for her extreme addiction to strange dick. For too long she’s been having an unhealthy craving for cock. Every day she gets fucked by random strange […]

37:55

NewSensations – Ashley Lane – Exactly What Ashley Needed – Watching My Hotwife 7

October 5, 2019

While co-worker and friend Stirling was washing up some dishes and happy to get to hang out again, he was getting ready to head out and then stunning wife Ashley walks in quickly convincing him to stay and enjoy the evening plans. Very uncomfortable at first with all the touchy-feely, Ashley assures him that her […]

SexAndSubmission – Ana Foxxx Social Promotion

July 8, 2020

Social media superstar Ana Foxxx has over a millions followers, but not without thanks to her agent Stirling Cooper, who demands to be paid in kind. But it’s not money he wants, it’s sexual favors. Ana won’t have it, so she throws her drink in his face and storms off. But that’s not the end […]

36:39

MissaX – Jessie Saint And Natalie Knight – The Cure Part 2

March 9, 2021

I am looking at my fingers, I strain to move one. I will the tip of my finger to lift upward and I grunt. I hear my voice and my voice sounds familiar. I remember last night, not vividly, but as if they were small movie clips. I was taken out of a car. There […]

44:55

MylfClassics – Trinity st Clair And Aria Lee – How To Be Successful

August 4, 2022

This Mylf Classics update features Aria Lee, Trinity St Clair, and Stirling Cooper. Originally released Mar 12th, 2019, this BadMilfs scene was and still is a major hit! Trinity is a very successful real estate agent, but her stepdaughter Aria never imagined it was because of the type of naughty services she offered. Trinity decides […]

SexAndSubmission – Zoe Sparx, Legal Counsel

June 29, 2019

When check fraudster Zoe Sparx gets into trouble with the law, she faces jail time unless she can convince cheap lawyer Stirling Cooper to take her case and save her ass. Zoe puts up a fight once she hears what Stirling wants, but she’s willing to pay the price to avoid prison. As the night […]

BrazzersExxtra – Gianna Dior, Just Keep Going

November 20, 2019

Gianna Dior has no room in her busy schedule for a massage, but she’s in desperate need of a rubdown, so she’s going to need to multi-task. Stirling Cooper isn’t used to mixing business with pleasure, but he’s willing to give it a try for such a sexy client. The customer is always right, even […]