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i Wanna hear about a typical Saturday afternoon for Riley Nixon and her boyfriend? First, he demands Riley make-up her face and wear clothes as if she were a street walker. Then, he literally makes her walk around on the sidewalk, watching Riley grow more and more embarrassed as people gawk and passing cars sound their horns. Then, he’ll push her right into a local bar and let the regulars know Riley is available for “slow dances.” He’ll also encourage the fellahs to grope and feel!!...
Imagen CuckoldSessions: Riley Nixon

CuckoldSessions: Riley Nixon

CuckoldSessions

i 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 his wife’s 30th birthday? Her “dirty thirty”?!?...
Imagen CuckoldSessions: Pristine Edge28:07

CuckoldSessions: Pristine Edge

CuckoldSessions

i This week’s Cuckold Session involves petite babe Nikki Delano with one of the biggest cuckolds we know — you. That’s right. Nikki Delano is going to be your cuckoldress!! Why not? I mean…look at you. Sitting there in your basement (or “man cave” or office), your pants around your ankles, with your little, pink pecker in your hand. Four rock hard inches. Not a dick, or a cock…but a pee-pee. Nikki’s about to look you straight in the eyes and let you know exactly what kind of “man”...
Imagen CuckoldSessions: Nikki Delano37:15

CuckoldSessions: Nikki Delano

CuckoldSessions

i 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 “cuckold porn”! Since Riley loves the BBC, they...
Imagen CuckoldSessions: Riley Reid’s Second Appearance

CuckoldSessions: Riley Reid’s Second Appearance

CuckoldSessions

i CuckoldSessions: Assh Lee (08.06.2017 Ever had a teacher you wanted to bang? Enter Señorita Assh Lee. She teaches Spanish, and she’s the hottest teacher on campus! All the men love her, and Señorita Lee loves to tease all the men as she lectures. She’ll wear short skirts and low-cut blouses that show off her huge titties. Señorita Lee also conducts study sessions after school, too, and if you think she teases the men during class, wait til you see what she does afterward!!...
Imagen CuckoldSessions: Assh Lee

CuckoldSessions: Assh Lee

CuckoldSessions

i CuckoldSessions: Ryan Conner (07.23.2017 If you want to have a freaky marriage, make sure your wife is way older. Just ask Ryan Connor’s hubby! He’s 20 years her junior, and they are swingers. Hubby loves watching Ryan get banged out, especially by hung, black Bulls. Hubby managed to bring a couple Bulls home today, and guess what? They walk into the house as Ryan is shoving a huge, black dildo into her Cougar Cunt! She’s watching interracial porn, too! “Honey! I want you to...
Imagen CuckoldSessions: Ryan Conner

CuckoldSessions: Ryan Conner

CuckoldSessions

i CuckoldSessions: Natasha Starr (06.25.2017 Natasha Starr is in the middle of entertaining her Bull when Hubby walks through the door. He’s had a hard day at work, and now this! Hubby couldn’t be more pleased. He found Natasha online, and even though she was a “mail-order bride” from Eastern Europe, they fell in love. Since he became sexually active, Hubby always knew he had a small dick. He was teased in high school and college. One girlfriend even called him “Fluffy”, and...
Imagen CuckoldSessions: Natasha Starr

CuckoldSessions: Natasha Starr

CuckoldSessions

i CuckoldSessions: Natasha Nice (05.28.2017 Natasha Nice is a Supreme Cuckoldress, and today’s Cuckold Session shows off her awesome skills. Just look at the way she handles not one — but two — sissy bois. The first round of mental fuckery begins when the cucks think they’re going to fuck a girl…which, they are. Once they blow her up! Natasha has her sissies take turns face fucking and fingering the blow up doll before it’s warm-up time. Natasha is such a giving Cuckoldress!...
Imagen CuckoldSessions: Natasha Nice

CuckoldSessions: Natasha Nice

CuckoldSessions

i CuckoldSessions: Chloe Couture (04.16.2017 Chloe Couture is the biggest slut ever. Just ask her boyfriend. He likes to brag about Chloe and her slutty ways to all his friends. Just listen to him shooting hoops and blabbing about all the naughty things his girl will do! Which is just about the time Chloe comes out to do a little sunbathing. She’ll go topless, too, and not care what her boyfriend — or his buddies — think. Chloe’s boyfriend brags “she’ll do anything I say! Just...
Imagen CuckoldSessions: Chloe Couture

CuckoldSessions: Chloe Couture

CuckoldSessions

i Free Video CuckoldSessions: Katie Morgan (01.22.2017 What happens when you’re a bored, freaky couple? Call in the black guy, of course! Just take a look at Katie Morgan and her hubby, Alec. They’ve been together for years, and as you probably know, years of monogamy will lead to boredom. Their handyman, Jax, is in the backyard working, and since he’s pretty much done with the job, how about giving him some more work…in the form of Katie’s beautiful, blonde cunt?!? Jax happily...
Imagen CuckoldSessions: Katie Morgan

CuckoldSessions: Katie Morgan

CuckoldSessions

i CuckoldSessions: Kenzie Taylor (01.08.2017 Mistress Kenzie Taylor is about to conduct a Cuckold Session, and you’re going to witness the whole thing go down! Mistress Kenzie is a firm disciplinarian, and she’s not shy when it comes to putting a white boy in his place. Her tongue is razor-sharp, and she’s got no problem letting her white boy know just how pathetic he is, or how small his dinky is…all while allowing him the privilege of worshipping her feet. Which is when Mistress...
Imagen CuckoldSessions: Kenzie Taylor

CuckoldSessions: Kenzie Taylor

CuckoldSessions

i CuckoldSessions: Amara Romani (12.25.2016 Amara Romani is dating a degenerate gambler. You’ve probably known one in your life. All they seem to truly care about are things like the “over/under”, the “money line”…the favorites and the “dogs”. And how to profit off it all. Amara’s man just had a terrible weekend, and he owes The Man “five dimes”. Amara doesn’t know what that means, but she knows what five thousand dollars means, and she knows her man doesn’t have it. The guys...
Imagen CuckoldSessions: Amara Romani

CuckoldSessions: Amara Romani

CuckoldSessions

i CuckoldSessions: Ashley Adams (11.13.2016 Poor Nate! You remember what happened to him a few weeks ago over at our sister site, Watching My Mom Go Black? If not, his girlfriend broke up with him, and he was distraught. It was then his mom, Cherie, and his sissy, Liza, who showed him the “way it really is” out there. White men take care of their women…and black men fuck them. You’d think Nate would have listened! Because when he walked into the bathroom at his college and caught...
Imagen CuckoldSessions: Ashley Adams

CuckoldSessions: Ashley Adams

CuckoldSessions

i CuckoldSessions: Melissa Moore (08.07.2016 Leo and Melissa seem like a happy couple, and they are…do a degree. Melissa’s been addicted to black cock since banging half the basketball team back in school, and Leo needs new pussy all the time. Leo suspects Melissa is still with the BBC, but he’s going to confirm it today. He’s sent two of his college buddies over to his house disguised as “pool service”, and today he’s about to confirm what he’s known all along. Instead of getting...
Imagen CuckoldSessions: Melissa Moore

CuckoldSessions: Melissa Moore

CuckoldSessions

i 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...
Imagen CuckoldSessions: Abella Danger

CuckoldSessions: Abella Danger

CuckoldSessions

i CuckoldSessions: Jojo Kiss (06.26.2016 Check out Jojo Kiss and her man, Damien. What freaks! They’re in the bathroom, scheming together on how Jojo will seduce and fuck Damien’s personal trainer, Jax, while Damien watches. Damien doesn’t care if he has to peer through the porch window, or get close up to watch the muscled, black bull have his way with Jojo! Of course he’d prefer to be as close as possible (which happens), and he’d prefer his lady to get railed (which happens),...
Imagen CuckoldSessions: Jojo Kiss

CuckoldSessions: Jojo Kiss

CuckoldSessions

i CuckoldSessions: Aletta Ocean (06.12.2016 What’s the best thing a Hubby can give her BCS wife? Do I really even need to answer that question? Enter Zack and his beautiful wife, Aletta. They’ve been part of the cuckold lifestyle since they started dating years ago. Zack knows what’s up. He understands the black man’s girth will stretch his lady’s holes open far more than he ever could, and why deny her that pleasure? Zack’s always been a voyeur, too, and he thinks there’s nothing...
Imagen CuckoldSessions: Aletta Ocean

CuckoldSessions: Aletta Ocean

CuckoldSessions

i CuckoldSessions: Gina Gerson (05.29.2016 If you’re following Isiah and JonJon’s excellent adventures in Budapest, you’ll know they’ve already checked in to their Budapest vacation rental, and now they’re out to meet the man who runs one of Europe’s biggest sex clubs. It was one of the reasons they came here in the first place! The Sex Club hired our two Black Bulls to mingle (and partake) in the club’s “activities”. There’s only one issue: the $10,000 they were to be paid for...
Imagen CuckoldSessions: Gina Gerson

CuckoldSessions: Gina Gerson

CuckoldSessions

i CuckoldSessions: Shawna Lenee 05.15.2016 Is it OK to turn a fantasy into reality? Some would argue against it, but hot blonde Shawna Lenee did exactly that. Her boyfriend of two years loves to talk dirty when they fuck, and most of his dirty talk centers around Shawna fucking other men — particularly black men. It’s a fantasy he enjoys so much, Shawna took it to a new level. She picked up a handsome black man at the grocery store. She barely knew his first name, but that...
Imagen CuckoldSessions: Shawna Lenee

CuckoldSessions: Shawna Lenee

CuckoldSessions

i CuckoldSessions: Kate England (05.01.2016 No one likes a snitch, which is why Isiah and Rico are paying Nathan a visit. They used to be a crew, with Nathan leaving that life behind him when he met his beautiful, blonde girlfriend Kate England. Even though Nathan denies the accusation, Isiah and Rico aren’t buying it. As they’re kicking his ass, Kate pulls in from work. She wants to call the cops, but Nathan tells her no. Nathan has a confession. It’s time to tell Kate of...
Imagen CuckoldSessions: Kate England

CuckoldSessions: Kate England

CuckoldSessions

i CuckoldSessions: Lexi Lowe 04.17.2016 It’s tax season, and we all know what that means. Time to visit your bookkeepers and accountants. This is where we first see Mandingo, working on his 2016 tax return with his account. Which is when Lexi Lowe — the account’s fiance — walks in the room. She wants to be helpful. Maybe bring Mandingo some water. When she returns with his water — clad only in sexy lingerie — Dingo knows what’s up. It’s a cuckold couple; and, addition to tax...
Imagen CuckoldSessions: Lexi Lowe

CuckoldSessions: Lexi Lowe

CuckoldSessions

i CuckoldSessions: Alexa Tomas (04.03.2016 Mr. and Mrs. Tomas are freaky. They love sexual adventures. Crazy ones. And today they’ve set themselves up with a great one! Their pool’s pump is broken, so they’ve called a repair team to take care of the problem. When two well-built black guys show up, Alexa and her hubby know it’s on! While hubby is talking to them as they inspect the pool pump, Alexa is in her room, frantically changing into the sexiest pair of lingerie she owns....
Imagen CuckoldSessions: Alexa Tomas

CuckoldSessions: Alexa Tomas

CuckoldSessions

i CuckoldSessions: Nikki Benz 03.20.2016 Don’t ever let your wife talk you into “dance lessons”. Why? There’s always a handsome, toned-up (and horny) dance instructor, and he’s waiting to bang your better half. Unless you’re a cuckold. If you are, then you know what dance lessons mean. Take Nikki Benz and her man, for example. She’s freaky, and he’s even freakier. So when the lessons turn into sex, then time for Hubby to pull his dick out and stroke while Wifey gets her holes...
Imagen CuckoldSessions: Nikki Benz

CuckoldSessions: Nikki Benz

CuckoldSessions

i CuckoldSessions: Cherie DeVille 03.06.2016 Cherie DeVille is a world-class cuckoldress. While Hubby is out of town on business, not only does she have her personal cuckold over to play…but her well-endowed Bull decided to swing by for a piece of Cherie Pie. First, watch Mrs. DeVille run her whiteboi cuckold through the wringer: his chastity belt is secured, and in addition to the humiliation, he’ll get some much-needed cock sucking coaching from Cherie. Then, it’s on to her...
Imagen CuckoldSessions: Cherie DeVille

CuckoldSessions: Cherie DeVille

CuckoldSessions

i CuckoldSessions: Keisha Grey (02.21.2016 No matter how hot your girl is, sooner or later things get stale in the bedroom. Take Max, for example. He’s got a great house and a beautiful girl and he’s bored to tears. After all, how long can someone be expected to fuck in the missionary position with the lights off before it grows old? Max has had this talk with his girl, Keisha Grey about this, and now he’s gonna get serious. He just got home with his bro, Isiah, and Max puts...
Imagen CuckoldSessions: Keisha Grey

CuckoldSessions: Keisha Grey

CuckoldSessions

i CuckoldSessions: Jada Stevens 02.07.2016 Degenerate gambler Jesse owns a bar, and he’s about to get shaken down for the money he owes The Man. His girlfriend Jada is his barkeep, so she gets to deal with the Hired Guns — Sean Michaels and his understudy Isiah Maxwell — when they first walk into Jesse’s joint. They’re here for the 30 Large, and they’re going to do whatever it takes to get it. Jesse’s about to get fucked up in a bad way when Jada comes to his rescue. At Jesse’s...
Imagen CuckoldSessions: Jada Stevens

CuckoldSessions: Jada Stevens

CuckoldSessions

i CuckoldSessions: Aaliyah Love 01.24.2016 Like most women who are married to wealthy men, Aaliyah Love has a “personal trainer”. You know…these are the guys who put their client-wives through a “workout” and make them sweat. Aaliyah’s “PT”, Isiah, sure does make her sweat. Too bad they’ve never once used her in-home gym for its intended purpose! All they use it for is another room in the house to fuck. Isiah puts all his MILF “clients” through the same, sweaty routine: drop...
Imagen CuckoldSessions: Aaliyah Love

CuckoldSessions: Aaliyah Love

CuckoldSessions

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