Tiny-Dick Cuckold Sissy Boys Watch Their Wives Fuck Multiple Black Men

Latest Updates from Cuckold Sessions

Katrina Jade - Cuckold Sessions - Scene 2

Katrina Jade - Cuckold Sessions

25th November - Katrina Jade and her Hubby are freaks...and they love to let their freak flag fly! Often! You're about to witness the way they do that: Hubby invites a buddy over to hang out. He'll immediately tell Katrina, who will pick out one of her smallest bikinis -- a bikini so small they're called 'microkinis'. When his buddy visits, Katrina will be tanning near the pool, topless. Which always leads the buddy to say something like, 'man, your wife is hot! You're a lucky dude!!' To which Hubby replies, 'do you want to fuck her?!?' Yes, this is real, and yes, of course the friend always can't believe it at first. And yes, the buddy ends up banging Katrina. While Hubby watches and jacks his dick off. Then, after Hubby's pal is done and gotten his nut, Hubby will go in for sloppy seconds. Sloppy seconds is Hubby's favorite fetish, and he doesn't care, at all, if he's banging Katrina in his buddy's nut. It just turns him on so much he'll nut too! And they're big nuts that cover Katrina's freshly shaved, freshly banged-out pussy!! ...Read More
Brooklyn Chase - Cuckold Sessions - Scene 3

Brooklyn Chase - Cuckold Sessions

11th November - 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 give Jay his diagnosis, as well as her unconventional treatments! 'Once you admit you're a cuckold, the treatment can begin!' Dr. Chase declares. After she works on Jay to admit to various humiliating things, she's going to show Jay what he can't have. And after that, watch Dr. Chase up-sell Jay the Cuck with some advanced, radical therapy -- namely, bringing two well-hung black men into the office to take all three of Dr. Chase's holes! After that, it's Double Creampie Clean-up Therapy for Jay...along with payment options for future cuckold sessions!! ...Read More
Mandy Muse - Cuckold Sessions

Mandy Muse - Cuckold Sessions

28th October - 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, 'booty-licious' wife as well! At first, The Investor isn't sure what to make of both proposals, but soon he's getting his massive tool sucked as Hubby watches! Hubby is proud of his wife's 'head game'. Hubby also loves watching Mandy get banged out!! Today, The Investor is taking any and all of Mandy's holes! Watch as he pounds away before dumping a massive load all over Mandy's beautiful bubble ass! The only thing left is to do what any good cuckold would, which is a thorough clean-up! The Cuckold cleans all of The Investor's mess - before accepting his offer on the home! Win-Win all the way around!! ...Read More

Angel Wicky - Cuckold Sessions

Angel Wicky - Cuckold Sessions

14th October - It might be your dream to move to Europe and marry a hot European girl. We know that was multi-millionaire Steve Steele's dream, and as good as it sounds to take a much younger bride, well...it appears there's some serious consequences. He's married to a Czech woman named Angel Wicky. Angel's a piece of MILF ass: blonde, busty, in her 30's...and like most 30-something's, Angel is always horny. Too horny, in fact. He simply can't fuck her enough. But Steve is friends with Amirah Adara, so he knows the Dogfart crew has invaded Budapest! Specifically 'Cuckold Master' Jax Slayher, who loves to pound beautiful wives in front of their impotent hubbies!! That's exactly what Jax does today, all the while Angel reminding Steve what a pathetic loser he really is. Just cause you have a big bank account doesn't mean you have a big dick! Just ask Angel!! Oh, and yea...Jax not only fucked Angel in her marital bed...she just used her wedding ring as a jizz mop to play with all that cum all over her huge titties!! ...Read More
Karma Rx - Cuckold Sessions

Karma Rx - Cuckold Sessions

30th September - You purchased a cuckold session, and Karma Rx is your Cuckoldress. This means she's going to talk to you...and only you. In this session, once you've paid up, Karma will start in with some 'SPH' -- small penis humiliation. This is one of the reasons you're a cuck and not fucking Karma. You know she'll never feel your dick, so why try? Even if Karma allowed you to fuck her, your history with premature ejaculation will certainly come back to rear its ugly head. Cause...let's face it: you're a 2-pump chump. Oh, Karma will drain your wallet, too. This includes your credit card, which Karma will take...along with your PIN number. After your session, she's going to treat herself to a shopping spree, and you know she's going to bring her two friends, Jason and Rob. Speaking of them, they're 'real men' (Karma's words), and you know it's true. Both Jason and Rob have big dicks that stay hard and can fuck as long as it takes for Karma to cum. Which doesn't take long, due to the size of their dicks! Oh...they'll give her multiple orgasms, too. Which leaves the orgasm for both men: they'll double-load Karma's pussy with so much jizz, it'll leak out for hours. Unless you clean it up, which Karma will force you to do! Clean up time, cuckboi!!! ...Read More
Valentina Nappi - Cuckold Sessions - Scene 2

Valentina Nappi - Cuckold Sessions

16th September - Description: Valentina Nappi and her Hubby have a problem. It's a big problem. Everyone knows Valentina is from Italy...but not a lot of people know her Hubby, Juan. He hails from Spain. And it looks like his time in America is just about up. His paperwork is a mess, and he's even tried to bribe his way out of today's trouble...but the Immigration Agent isn't taking Juan's bribe; however, the Immigration Officer will take Juan's bride. No joke! In his final act of desperation in order not to be deported, Juan offers up his beautiful wife, Valentina. But the Immigration Officer is one greedy, horny dude! Valentina's mouth and pussy isn't enough!! If Juan wants to stay, he's going to have to offer up Valentina's ass, too! But look at Valentina! She's such a slut! She doesn't even care!! She'll offer it all up to the Immigration Officer, and Valentina will even let Juan join in on the fun! All of Valentina's holes are open, and both dudes use them all! In the end, Valentina's a sticky, jizzy mess...but at least Juan isn't being deported!! ...Read More
Jade Nile - Cuckold Sessions

Jade Nile - Cuckold Sessions

2nd September - Jade Nile is an area manager for an independent clothing store chain. The company is growing rapidly, which means Ms. Nile is a busy lady. Since she's the boss, she often drops by stores unannounced, and today's one of those days. This store has three employees, and while two of them are doing great, one of the guys isn't. After a brief store inspection, Ms. Nile starts a meeting. A very interesting sales meeting, as Ms. Nile's sales techniques are a bit...shall we say...unconventional. 'Men are driven by sex', Ms. Nile begins, 'which means I'm about to motivate you.' The salesmen can't believe what they're witnessing: the area manager slowly taking off her clothes?! It only gets better: Rob and Ricky, the two lead salesmen, are asked to help remove her clothes as 'Little' Robby is asked to remain seated. Which is when the cuckold session begins! The top salesmen get to bang Jade while our lackey sits and jacks. But it's not all bad for Little Robby: after Rob and Ricky shoot massive wads covering Jade's entire body, Robby's allowed to unload as well. And maybe...just maybe...this will make him work harder next month so he can win the grand prize too!! ...Read More
Richelle Ryan - Cuckold Sessions

Richelle Ryan - Cuckold Sessions

19th August - Look at weak, worthless, white-boi foot piggy, groveling at Goddess Richelle Ryan's feet! He pays big money to worship his Goddess, and he loves sniffing and licking and kissing Richelle's lovely feet. There's just one problem. In the middle of his foot session, a couple of Richelle's friends show up unexpectedly! They're big and they're black and they've got one thing on their mind: banging Richelle Ryan! Since Richelle is a 'B.C.S.' (black cock slut), she'll allow her black lovers to take control...and since he's been such a good little piggie, Richelle is going to allow her foot slave to enjoy the show. Well...there's only one problem with that: last time Foot Piggie was over, he touched himself without Richelle's permission; today, his cock is locked up tight! This means while Foot Pig will watch the show, he won't be able to jack his tiny, white meat as Richelle's men run their train on her wet, warm snatch. They'll skull fuck her, too, then dump their massive loads all over Richelle's ample, very phat ass!! ...Read More
Cindy Starfall - Cuckold Sessions

Cindy Starfall - Cuckold Sessions

5th August - 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 to show off his new bride to all his buddies! Just watch what he does today! He invites his workout partner over and has his wife make lunch...in her lingerie. 'Hey, why don't you blow my buddy Rob while he eats his lunch?' Brad asks. 'Oh, yes sir!' submissive Cindy replies. Brad loves watching his wife 'entertain' his friends, and Cindy can't get over the size of Rob's BBC! Brad even jumps in for a minute, before Rob drops a massive load in Cindy's sweet, pink pussy. Then Brad splatters Cindy's beautiful face for a job well done! ...Read More

Moka Mora - Cuckold Sessions

Moka Mora - Cuckold Sessions

22nd July - The Dogfart Crew is running a new social club now, and it's a fun place to come hang. Everyone's welcome, but fair warning: you might not want to show up with your girlfriend or your fiancé or even your wife...cause The Bulls are going to turn you into a cuck! Just watch what happens when Moka Mora and her fiancé, David, show up. One of the Bulls is a DJ spinning his latest tunes, so what's a girl gonna do but dance? This leads to the Bulls joining her on the dance floor, and sure enough, they're groping and grinding all over Moka!! They don't care what David thinks...and get this: David actually thinks he's going to get in on the action! Little does our cuckold know, but The Bulls are going to cock block the cuck boi every chance they get! When the cuck finally pulls his dick out, Moka makes sure her fiancé wraps it up with a condom! Doesn't matter though, cause David The Cuck won't get it hard enough for a suck...or a fuck! You know The Bulls got it all handled, though, and they run a train on petite Moka while David relinquishes any thoughts of having sex today. That's about the time The Bulls turn Moka Mora into a cum dumpster, literally draining their nuts deep in her womb...or all over her body! And Moka is very fertile! (Moka and David have been trying to conceive for weeks now!) David may be a 'daddy' soon!! ...Read More
Maggie Green - Cuckold Sessions

Maggie Green - Cuckold Sessions

8th July - Maggie Green manages a large workforce at a giant corporate conglomeration you've probably heard of. When she's not busting her ass dealing with all she has to deal with, she's being sexually harassed by one of her subordinate co-workers, Jay West. Whenever Jay is speaking with Maggie, he stares at her all-natural, voluptuous breasts. He often forwards e-mails that contain dirty jokes, and the minute he discovered Maggie's personal phone number? Well...that's when the 'dick pics' started. Maggie's always preferred black men over white, and today she's going to end Jay's nonsense. She's hired two Bulls to remind Jay what will happen to him if the bad behavior continues. Then, Maggie sucks and fucks the two Bulls right in front of Jay, just to remind him of what a pathetic, white-boy small-dicked loser he really is. If that wasn't enough, after the Bulls have had their way with Maggie, she turns Jay into the lowest of low -- a 'sexual janitor' -- in order to clean the mess the Bulls left all over her giant tits. 'Clean up on aisle 34G!' Maggie says to a broken Jay West...who has a new name now: Ja ...Read More
India Summer - Cuckold Sessions - Scene 2

India Summer - Cuckold Sessions

24th June - When we first encountered Dr. India Summer, she was counseling Kira Noir, a young woman confused with her sexuality. Since Dr. Summer specializes in sexual issues, it's no surprise we find her in session with 'Fluffy Slave'. You witnessed Fluffy's drama right here, when his girlfriend, Carolina, cheated on him with Daizy and Rob! Fluffy can't figure out if he should be pissed off at his girl...or if it turns him on! Fluffy's little dick gets stiff since he witnessed, first hand, his girl working a BBC. Dr. Summer delivers her diagnosis almost immediately: Fluffy is a cuckold, and it's time for him to be officially indoctrinated into the lifestyle! Dr. Summer's first act is to cage his little pee-pee; only real men get to cum today! Then Dr. Summer marches out her associate, Dr. Davin King. He's the true definition of a Bull, from his chiseled muscles to his huge, uncut slab of black meat. It's time for Fluffy to witness how a real man works a woman, and when Davin's finished, there's a large load of cum dripping from India's sweet pussy. Which means it's time for the final lesson in today's indoctrination: clean up! After this Cuckold Session wraps, Fluffy knows his true place in the world! ...Read More
Rachele Richey - Cuckold Sessions

Rachele Richey - Cuckold Sessions

10th June - Rachele Richey is one hot piece of ass, and there's a big reason why: Hubby! He's 65 years old, filthy rich, and gives Rachele anything -- and I mean anything -- she wants. He's also turned a skinny, flat-chested petite girl into a busty, busty slut with dick-suckin' lips and a chiseled nose! Only the best, most-expensive plastic surgery in order to turn Rachele into the very best black cock slut he can create! Which is the other thing Rachele gives Hubby: the very best sex shows, in their own living room, starring Rachel and any Bull her Hubby can recruit online! What a deal! Today Hubby has secured two well-hung Bulls from the local gym to come run a train on Rachele! Which is exactly what they do! Rachele's never felt so 'filled up' before, and she does her very best with her deep-throat skills to make the Bulls shoot their loads! The Bulls made her cum so hard, Rachele squirted all over the place! The Bulls loads were huge, too!! Rachele's beautiful ass and huge, fake tits are literally covered in hot spunk when this Cuckold Session cones to an end! ...Read More
Abella Danger - Cuckold Sessions - Scene 2

Abella Danger - Cuckold Sessions

27th May - Abella Danger loves her man very much. They're freaks, too! For example, one night, Abella brought home a hot babe for them to share! The next night, her man brought home a dude to rail Abella! So when Abella earned a big promotion at her job, her man had a big reward for her! 'There's a gift in the bedroom for your raise,' he said. 'Go put it on, cause I have two more big surprises for you!' Abella was so excited, she could feel her pussy warming up and getting wet. When she walked out of the room in her lingerie, her man told Abella to cover her eyes. 'Time for more big, big surprises!' Big is an understatement! In their front room, two large Bulls were waiting. They were both well over 6 feet tall...and they were both well over 9 inches!! And they both stuffed Abella's willing holes -- all three of them! Mouth, pussy and ass...pounded. All while her man enjoyed his sex show! One of the Bulls filled up Abella's tight pussy with a large load, then the other squirted all over her face and down her throat! What's left but a reward for her man, who sprayed down Abella's wonderful ass with a 4-day back up!! Talk about rewards!! ...Read More
Quinn Wilde - Cuckold Sessions

Quinn Wilde - Cuckold Sessions

13th May - Quinn Wilde loves her boyfriend, and she loves the fact he's a cuckold. This is a great thing for some ladies. First off, Quinn likes being in charge. Quinn's always had a problem with monogamy, too; in other words, she's always been a cheater. Finally, Quinn's a little freaky, too. Take today, for example. She knows cheating on her man only brings him happiness, so while he's working out, Quinn has taken it upon herself to invite a couple of her fuck buddies over to his house...where she'll fuck them...on his bed. And what if Quinn's boyfriend comes home before her Bulls are finished? No biggie! She'll make him watch! This is exactly what happens. The Bulls are used to satisfying white women who don't have the best sex with their hubbies, so they're used to putting on a show. And what a show! Quinn's a petite girl with a little mouth and a small, right pussy. Her cuckold can't believe how far they stretch out her wet, pink pussy. And how can Quinn fit all that dick in her mouth? Well, the answer is she can't...and that makes her boyfriend's tiny, white pee-pee even harder!! Quinn's favorite part of her cuckold boyfriend? She doesn't have to clean all that jizz off her beautiful, big titties!! That's the cuck's job!! After the Bulls have their way and leave, her cuck is so happy, she's going to get a reward! Cancun? Hawaii?!? Yeap!!! ...Read More