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

Latest Updates from Cuckold Sessions

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
Audrey Royal - Cuckold Sessions

Audrey Royal - Cuckold Sessions

29th April - The Sheik has so much money, he doesn't rent porn -- he rents people. The Sheik also has some of the hottest girls in the world in his Harem. The Sheik loves 'renting' Bulls to come to one of his many homes to bang out his babes, and today he's offering up Audrey Royal, perhaps his hottest babe! Audrey has never 'entertained' two Bulls at once, and that's something The Sheik has always wanted to witness. He makes some calls, and soon two well-hung Bulls are knocking on the Sheik's door. Once the rules are laid out, The Sheik claps twice, and in walks Audrey. She's dressed in her Bedlah, her faced covered with a veil. Even though they can't see her face, The Bulls know she's a piece of ass. 'On your knees and suck them!' The Sheik commands. 'Yes Master!' Audrey replies...and then does exactly that. In fact, no matter what The Sheik commands, Audrey does...with a smile on her face. Both Bulls run a train on Audrey, before shooting their loads down her throat. But that's not all -- The Sheik has a Load Dumper hidden away...and if that wasn't enough, The Sheik is going to reward Audrey with a huge load sprayed all over her beautiful tits. Talk about a Cuckold Session!! ...Read More
Jennifer White - Cuckold Sessions - Scene 2

Jennifer White - Cuckold Sessions

15th April - 'I'm really nervous,' her Cuckold says, eyeing all the black men in the bar. The Cuckold is outnumbered 7 to 1...and they're all Bulls, too! 'I'm really horny,' Jennifer White says, looking right into the eyes of her cuck. 'So don't get in my way!' Jennifer and her Cuck continue dancing, but in a very short matter of time one of the Bulls cuts in. He elbows the Cuck and starts dancing with Jennifer -- and he starts groping her, too! Then, another Bull walks on the dance floor, and he doesn't even attempt to dance; instead, he lifts Jennifer's skirt and begins groping! Then it all goes down quickly, as all the Bulls -- even the bartender -- dash towards Jennifer. They know it's ON! Jennifer does her best to satisfy all the Bulls, offering up all her holes. 'Hey fellahs,' her Cuckold says, meekly, 'maybe take it easy on her?' The Bulls shove him and laugh, like bullies on the school playground. This makes the Cuckold's dick even harder. The Bulls bang Jennifer so well she has more than one gushing orgasm, and then they make her 'airtight'. With all three holes stuffed with BBC, Jennifer and her Cuckold are in pure ecstasy! That's about the time the Bulls start dropping loads. And they drop the loads where ever they please: in Jennifer's mouth; in Jennifer's pink pussy; even in Jennifer's tight, tight asshole! And all that mess? Well, that's where the Cuckold takes over! ...Read More
Daizy Cooper and Carolina Sweets - Cuckold Sessions

Daizy Cooper - Cuckold Sessions

1st April - A hot, black couple. A white girl who's constantly wondering if it's 'normal' for her sweet boyfriend to have a 3-inch dick and erectile dysfunction. Meet Daizy Cooper and Carolina Sweets. They work at a local brew pub. They've been co-workers for a while now, which means they share secrets...secrets like, 'oh my gosh my boyfriend only lasted a couple minutes last night' and 'oh my gosh my boyfriend's dick is so big I can barely take it'. We all know where this is going. 'Maybe it's time to cheat on your man...with MY man!' When Carolina heard Daizy say that after their shifts ended, she knew her first response was to say 'no', but when Carolina showed up at Daizy's house to bang Daizy's well-hung dude, no one was surprised. Including Carolina's boyfriend, who's been following her around for months. He knew it was just a matter of time... ...Read More
Skylar Snow - Cuckold Sessions

Skylar Snow - Cuckold Sessions

18th March - Skylar Snow is a dominatrix, and she's an expensive one. Why? Mistress Skylar only delivers the finest in punishment and humiliation. She has a specialty, too: cuckolding! Mistress Skylar loves wimpy white boys with tiny, ineffectual penises. She loves laughing at her 'cucks', humiliating them and making them fully realize their place in this world. More than anything, she loves her Big, Black Bulls. She's got two huge, muscular Bulls today. They're real men! Their over-sized biceps and pecs match their over-sized cocks, and even her cuckold today can't believe how big and strong they are! Nor can the cuckold believe how hard they can pound his Mistress! They fuck her until she has a gushing orgasm, making a mess all over herself! Of course Mistress Skylar's cuck is there to clean her, whether it's her ejaculate -- or the Bulls! One of the Bulls paints Mistress Skylar's phat ass with a huge load; the other Bulls dumps his load so deep into her tight, white cunt, her cuckold has to stick his tongue up as far as he can to clean her out. What a sweet treat for him! Now, you can see why Mistress Skylar is so damn expensive...and she's worth every penny! ...Read More

Pepper Hart - Cuckold Sessions

Pepper Hart - Cuckold Sessions

4th March - Pepper Hart is a cheater, and her Hubby knows it. Hubby knows his place in Pepper's life: he's the sole wage-earner and a good, good friend. He's not her sexual partner, per se. You're about to watch a typical day in Pepper's life: Hubby comes home early from work in hopes of walking in to the kitchen to find Pepper prepping his dinner. Instead, he finds his wife disheveled, sitting on a messed up bed with her lipstick smeared across her pale, freckled face. Pepper's barely dressed, and Hubby very clearly hears men trying to suppress their laughter in the bedroom closet. Sure enough, Hubby's caught Pepper in the act...again. This time it's three Bulls, and once they realize Hubby is a cuck, they push him aside and continue laughing as they take all three of Pepper's holes. They make fun of Hubby's tiny, white pee-pee; they tell Hubby of pimping Pepper and keeping the money; they make the couple kiss after fucking Pepper's eager mouth. They even do something Pepper's never experienced before -- they 'DP' her, making Pepper 'air tight' as they fuck all three of her holes at the same time. They give Pepper gushing, squirting orgasms before all three Bulls dump their big loads into Pepper's abused pussy. You know what's next: cuck boi clean up!! ...Read More
Lily Rader - Cuckold Sessions

Lily Rader - Cuckold Sessions

18th February - Lily Rader and her man are in all sorts of trouble...and about to get into more! They're broke, they're unemployed, and they need money...fast! They've decided to do something 'sketchy', so they're meeting with a man who steals identities in order to get with their crew. 'It's a white-collar crime,' Lily's boyfriend says. 'It's not like we're drug dealers! If we get caught, white-collar criminals never go to jail! Besides, we're white!' Lily loves her man, and she's willing to do anything he says...so when he tells her to dress like a 'white trash whore' for their meeting, she does. 'We don't want them to think we're cops!' Well, the crime gang is going to make sure they're not cops, and they're going to do it their way! Their way is an old-school gang bang, right in a dirty garage! Lily is afraid at first. Who wouldn't be? Big, black men in ski masks, their enormous cocks hanging out of their pants! Oddly enough, this arouses Lily, especially with her man there to watch and jerk off while the gang bang goes down! At the end, Lily Rader, coated in cum, has proven she's no cop...and her boyfriend? Yeap, he's a cuck! ...Read More
Riley Reyes - Cuckold Sessions

Riley Reyes - Cuckold Sessions

4th February - 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 you'll never have a shot at!! Today's Bull is No Joke: in addition to his 6'3', 240-pound, chiseled frame, he's packing 10' of girthy, uncut meat. Super slut Riley has been dicked down a ton, but today's Bull is gonna stretch her cunt as far as it'll go! When she's not moaning in delight, she's laughing at your pathetic ass. I mean just look at you! Creepy voyeur! When you're not looking at the faces Riley makes taking all that dick, you're secretly looking at all that dick!! Better not piss off The Bull! You don't want a beat down! What do you want? To have Riley feed you his load, whether it's directly out of her cunt...or from the jizz load in her hands! She'll feed it to you as The Bull (and Riley) laugh their ass off. You pathetic white boi!! ...Read More
Astrid Star - Cuckold Sessions

Astrid Star - Cuckold Sessions

21st January - Astrid Star and her Hubby are one freaky couple! Get this: Hubby loves to watch strangers bang his wife, and with Hubby's help, Astrid scours the internet looking for dudes! They like the dudes to be well hung...and black! While Astrid was on her 'hunt', she came across a gym owned by two 'Bulls' who are personal trainers! When Astrid saw their pictures online, she almost came in her panties! So Astrid and Hubby set up a 'consultation' meeting...which was nothing more than a way for Astrid to seduce the two Bulls! At first the Bulls were skeptical, until Hubby pulled up Astrid's top to ask, 'hey fellahs, do you like my wife's tits?' It didn't take long for Astrid to drop to her knees, and once the Bulls made it very clear to Hubby that were would be no 'gay shit', the cuckold session was ON! Both Bulls took turns fucking beautiful, blonde Astrid all over the joint. They banged her on every piece of workout equipment before the first Bull dumped his jizz deep in Astrid's stretched-out cunt. She swallowed the second Bull's load, and then, while making fun of Hubby, she allowed him to finish. Astrid laughed hard, taunting Hubby about his 'little white pee pee', until Hubby popped. Hubby's tiny load made Astrid laugh even more!! The Bulls now have a new customer, but Hubby won't be allowed to watch anymore 'training sessions'...unless he pays even more! ...Read More
Bella Jane - Cuckold Sessions

Bella Jane - Cuckold Sessions

7th January - Fantasies are always fun...but what happens when they turn into reality? Just ask Bella Jane and her boyfriend, Billy. Billy loves dirty talk in the bedroom, and when he's with Bella, the dirty talk always turns to Bella getting fucked by well-endowed black men as Billy cheers her on! So they've taken it to the next level: Bella and Billy are in a neighborhood neither knows, and they're in a bar they should really be in...and they're dancing. The patrons at the bar aren't sure what to make of it...until Bella's dress creeps up her body, and everyone sees she's not wearing any panties. Even the club DJ picks up on it. And like sharks circling their prey, soon the dance floor isn't just Bella and Billy's anymore. 'Honey, maybe we should leave!' Billy says, getting nervous. Rightly so. These aren't just black dudes. They're Bulls. And they're about to have their way with pretty, blonde Bella Jane. Everyone gets a turn! The bartender watches! Patrons watch, too! 'Just don't cum in her, please!' Billy says. 'She's not on birth control!' The jizz flies everywhere. Three of the Bulls unload directly into Bella's fertile womb. And Billy? Well, he gets 'to finish' where he normally does when they're home -- directly into a paper napkin!! ...Read More
Joseline Kelly - Cuckold Sessions

Joseline Kelly - Cuckold Sessions

24th December - Poor Joseline Kelly. She doesn't know what's worse: having to take a self-defense class to ward off the sexual predators at her work place...or her wimpy husband, who can't do the job for her. So there she is, Joseline, on a Saturday afternoon, in a boxing club, learning how to fight the good fight if need be. The first thing she noticed was her instructor, an incredibly masculine, well-built black Bull. Joseline's pussy began to tingle when they first met, and now The Bull has Hubby in the ring, using him to demonstrate how to punch a would-be attacker effectively. And with a single punch, Hubby is KO'ed. What next? Watch Joseline run up and hug 'the real man', before dropping to her knees to blow The Bull. They suck and fuck while Hubby is out for the count, and just as Joseline is swallowing The Bull's huge load, Hubby is coming to. Which is great, because he's just coherent enough to understand Joseline will hire The Bull for weekly 'workouts'!! ...Read More