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CuckoldSessions Brooklyn Chase Karma RX 09 08 2019

Brooklyn has been married for a long time now. Married young, Manny had been the only man she had ever fucked until just recently when she started having the occasional man over while he was away on extended business trips. Lately though, it’s gotten out of hand. Brooklyn confided in her best friend Karma how insatiable for dick she’s been lately. No matter how much Brooklyn gets fucked she’s missing one important thing: her husband. Brooklyn would love nothing more than to fuck a few guys...

CuckoldSessions Mandy Muse 10 28 2018

Mandy Muse and her Hubby flip homes for a living. They’re doing the final clean out of their latest investment, and they’ve already got a buyer lined up! Let’s call him “The Investor”, and, more importantly (for Mandy), he’s handsome…and black! She knows he’s well-endowed, too. So, like any good cuckoldress, Mandy sends Hubby over to pitch The Investor: not only is Hubby going to try and sell the home, but Hubby is going to offer up his beautiful,...

CuckoldSessions Brooklyn Chase Third Appearance

Welcome to the office of Dr. Brooklyn Chase, Sex Therapist specializing in deviant sexual behaviors. She’s unlicensed and didn’t earn a college degree in anything remotely close to psychiatry or psychoanalysis, but that’s certainly not stopping her! Brooklyn’s got a bevy of clients too, and they all love her work. Take Jay the Cuckold, for example. Jay’s so confused, he doesn’t know he’s a cuckold — yet. But you’re about to witness Dr. Chase...

CuckoldSessions Vanessa Vega 05 23 2021

Joel comes home very upset looking for his wife. Earlier they had gone to his mother’s funeral and she just up and left. Angry and hurt he soon hears her happy voice coming in the front door with a huge stranger. As any husband should be, Joel is rightfully upset and demands to know how she could disappear on him during this most painful of weeks. Especially at his mothers funeral when all of the family and friends were around. Unfortunately for Joel, his wife immediately lets him know...

CuckoldSessions Marilyn Johnson 01 16 2022

Elias thought he finally had made it in life. He had always been a bit of a loser, especially with the ladies, but he did have parents with money so when he met a hot blonde who he thought liked him he got his mother to open up his trust fund and buy him a house for him and his new bride. His wife Marilyn told him she would only marry him if he bought her a nice house and she could quit her job at the nail salon. So he did. Well marital life is not so blissful because as soon as she had married...

CuckoldSessions Pristine Edge 10 29 2017

Everyone meet Pristine Edge and her man, Trent. They’re “freaky”. Trent loves being married to a slut. They met at Pristine’s work — a strip joint! And once he wifed her up, Trent demanded that Pristine keep her stripper job. In fact, he loves to walk into the club just to watch her give horny fellahs a lap dance! It didn’t take too long before they were inviting girls — and guys — into their bedroom! Now…what’s a guy going to get for...

CuckoldSessions Kate England Second Appearance

Kate England and her Hubby are a happy, happy couple. When there’s so many unhappy couples in this day and age, how do Kate and Hubby maintain their status? It’s simple: Hubby knows his place…and it’s making sure Kate is being banged out by other men! And as long as Hubby can watch, he’s a happy, happy man. Today Kate’s bringing home a co-worker from her real estate office. He’s a tall, buffed black stud, and Kate’s had her eye on him since he...

CuckoldSessions Lily Lane 01 12 2020

Ever wanted to be cucked? Lily is a Peruvian princess and she wants nothing to do with your pinky dick. She’ll show you exactly how she likes to be fucked. By real men with 10+ inches of raging, hard black cock. This is a special one-on-one treat where Lily gives you her full attention and you get to be her cuckold. She will show you where she wants the BBC while reminding you of your insignificant manhood. She’s been sleeping with other men for years and since you’ve been such a good boy,...

CuckoldSessions Mellanie Monroe 08 14 2022

Mistress Mellanie Monroe deserves only the best, from a dutiful slave to tend to her every need and multiple Big Cock Studs to fuck every hole she has. First we find Mellanie with her rubber slave kneeling and rubbing her stocking clad legs in a whorshipful manner and then helping her on with her sexy boots. All the while she is telling that sissy cuckold bitch that she has two Fat Cocked studs on their way. Before that though she expresses her sexy sadistic urges by spanking her slave with a...

CuckoldSessions Lilly James 02 07 2021

Lilly loves abusing her husband by fucking other men in front of him. He’s just a hustling well to do businessman who is always recruiting commission only sales men to sell his insulation product. They call it the “drill and fill”. Well that is exactly what his wife Lilly likes getting done to her. Right in the middle of his sales pitch she has the nerve to start hitting on all the hot men he has over. One thing leads to another and she is sucking their cocks right in front of...

CuckoldSessions Cindy Starfall 08 05 2018

Brad Newman is a simple dude who wants to lead a simple life. His problem? American women are a pain in the ass: they’re demanding; they’re unappreciative; and finally, they’re boring in bed. That’s why he coughed up some bucks and bought himself a mail-order bride, straight outta Viet Nam! She’s certainly obedient…and best of all? She’s a freak in the sheets! She’ll literally do anything Hubby Brad asks, and one of Brad’s favorite things is...

CuckoldSessions Riley Reid Riley Reid 8217 s Second Appearance

Riley Reid has a boyfriend, and it’s his birthday! But let’s face it…Riley is WAY out of his league, but she sticks with him for a couple reasons: he’s an earner (and makes a lot of money); he also never questions where Riley goes or who Riley “hands out” with; and, finally, he’s very generous with his credit card in order to fund Riley’s many shopping sprees. Something else Riley likes about her man — his favorite kind of porn is...

CuckoldSessions Riley Reyes 02 04 2018

Welcome to your very own cuckold session! Your cuckoldress today is blonde beauty Riley Reyes, and she’s about to knock you down a couple pegs. If your self-esteem is fragile, better tap out now…unless, of course, having a beautiful blonde humiliatrix is your kink. If that’s the case, make sure your wife (or girlfriend) isn’t around, pull your pants down, and start beating that tiny worm that lives between your legs as you watch a real man have his way with a woman...

CuckoldSessions Aria Carson 06 19 2022

Brad is sitting in his room on his phone when his new girlfriend Aria has to remind him that its their one month anniversary. Aria gets upset because brad forgot and didn’t think a one month anniversary was a thing. Seeing that his new girlfriend was upset about him forgetting their one month anniversary, Brad tries to make it right with her asking what does she want for their anniversary? Aria says that she wants to fucks his roommate Jax! Brad being afraid of upsetting Aria because the sex is...

CuckoldSessions Abella Danger 07 10 2016

Abella Danger might be one of the greatest Cuckoldresses this site has ever seen. If you don’t believe us now, you will by the end of this Cuckold Session. Her minion, Jay Wimp, has been a bad boy. Abella’s warned him — on more than one occasion — that if he touches his little, white weiner, that there would be consequences. Sure enough, after walking him around like a puppy dog, Abella locks him up…for a three month sentence! Imagine your blue balls after 90 full...

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