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

Latest Updates from Cuckold Sessions (Page 2)

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
Carmen Valentina and Gia Paloma - Cuckold Sessions

Carmen Valentina - Cuckold Sessions

10th December - Our Cuckold Session opens today with two of what might be the most evil Cuckoldreses we're ever met: Gia Paloma and Carmen Valentina. Just listen in to their private, 'girl conversation'! After dishing out all their dirty secrets about their 'white boy experiences', the two drag out their Gimp. All that white boy talk has the two Black Cock Sluts all riled up, and who better to take out all their white boy frustrations than a Cuckboi who refers to himself as 'Fluffy Slave'? After a rather harsh round of humiliation, Carmen tells Gia, 'I've got a surprise!' It turns out Carmen's surprise is none other than the legendary Mandingo. How in the world can Fluffy ever compare to almost 14 inches of rock hard black meat? Both girls take turns getting their mouths and cunts stretched to the max before 'Dingo' drops a big load all over the two whores. It's clean up time for Fluffy, who's been locked down in chastity since the session began. And after it's all said and done, he'll be left alone to ponder his own silly existence. ...Read More
Haley Reed - Cuckold Sessions

Haley Reed - Cuckold Sessions

26th November - Today's Cuckold Session opens with one fucked-up dude who's so ashamed of his tiny, white penis that he hires prostitutes to come over to beat his little fellah up. Literally. Don't believe me? Just watch! With his legs spread open, today's hooker -- Haley Reed -- mercilessly kicks and punches his tiny member into oblivion. And then the 'trick' makes his mistake: 'Goddess, may I please fuck your pussy?' Haley can't believe her own ears! Even with the $15,000 offer, she exclaims, 'Why would I ever allow such a tiny dick near my beautiful cunt!?!' The Cuckold persists to the point of getting rude. Which is when Haley calls for her 'drivers'. You know how these hookers work, with their pimps. Almost immediately two large Bulls come crashing through the cuckold's front door, and for a moment things could go very wrong for our tiny cuck. But Haley comes up with the perfect solution: she'll take the cuck's money, but he'll only be able to watch as two 'real men' fuck Haley's pretty white pussy. These guys are very black, very hung, and very horny! The cuckold can't believe his eyes! But Cuckboi better not look at either Bull's dick 'the wrong way', or he'll be subject to an ass whoopin'! After both Bulls drain their swollen nuts all over Haley's fine ass, you know what's next -- clean up time! It doesn't matter that her ass is covered in other men's jizz, Cuckboi makes sure Haley gets back into the car with her drivers as clean as a whistle...and all of them are fifteen thousand dollars richer! ...Read More
Riley Nixon - Cuckold Sessions

Riley Nixon - Cuckold Sessions

12th November - 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!! Even better the bar he pushed her into today is a 'black' bar! Even the bartender can't believe her eyes! You know what happens after slow dancing and groping: Riley, on her knees, her little mouth stuffed bull of BBC! Then, it's on to her cunt, where the Bulls simply wreck it. Boyfriend encourages everyone to humiliate and call Riley names...which she loves! And when she's literally drenched in everyone's jizz? Well...walk her right out the bar and down the street to their car!! ...Read More
Pristine Edge - Cuckold Sessions

Pristine Edge - Cuckold Sessions

29th October - 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'?!? How about her very favorite porn star?? Trent and Pristine LOVE watch porn, and they love interracial porn! Pristine loves Lexington Steele, so Trent reached out to him on social media...and now the one-and-only is in their front room, making out with one of the most famous porn stars in the world! Lex is going to dick down Pristine while Trent jerks his white weenie like a monkey in the zoo! When it's time to blow loads, Pristine is a good slut wife, allowing her brand-new titties to be used as a cum dumpster!! ...Read More
Nikki Delano - Cuckold Sessions

Nikki Delano - Cuckold Sessions

15th October - 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" you are: sure, you're an earner, which is good for Nikki. Let's face it, the only reason she's around is to spend your cash. Or humiliate you. Or allow you to watch her pussy get blown out by one of her hung, black Bulls. Today it's Flash Brown -- all 6 foot 6 inches of him...as well as his thick, cut 10-inch cock. It's so girthy it makes Nikki squeal -- first in pain, then delight. A squeal you never hear unless she's with a Bull. Nikki's allowed a cage-free session, which means you'll be able to beat up your little dinky while she shutters in orgasm. Speaking of orgasms, Flash Brown just had a big one, and Nikki's little bald cunt is coated in jizz. Time to be a good little bitch boi and clean her up!! ...Read More

Chanel Preston - Cuckold Sessions - Scene 2

Chanel Preston - Cuckold Sessions

1st October - Chanel Preston has a real douche bag for a Hubby, but things are about to change. She married a wealthy computer "coder", even though he's not the "hottest" dude around. What he lacks in looks (and in the bedroom), he more than makes up in his bank account, 401 (K), and other investments. Still, Chanel's had it with Hubby's berating behavior: talking down to her; insulting her; making stupid jokes at Chanel's expense. In fact, as he's doing it in front of his "homies" (I told you he's a douche!) Chanel puts her foot down and calls him into the kitchen for a "talk". Wait until you see the results of her "talk"! Or, in other words, "hell hath no fury like a woman scorned"! Chanel establishes dominance, marches out to the front room, and then had the Bulls run a train on both her cunt and asshole...while Hubby watches! Everyone shit talks the cuckold, before he's forced to do one of the most humiliating things a straight male can imagine. If and you think Chanel was all done after "clean up on aisle ass", wait til the very end of this Cuckold Session! Warning: what you're about to witness may disturb you for weeks -- or even months!! ...Read More
Adriana Chechik - Cuckold Sessions

Adriana Chechik - Cuckold Sessions

17th September - Adriana Chechik is married to a billionaire. He developed one of the most popular apps for mobile phones, and there's a chance you may know his real name. What you don't know, however, is the name Adriana calls him: "Slave Fluffy". Or, if she's in a good mood, simply Fluffy. Fluffy is a cuckold. He's used his vast fortunes to maintain quite a lifestyle: his beautiful home, his beautiful wife, as well as satisfying his beautiful wife in any way possible. This is how a guy like Fluffy scores a wife like Adriana Chechik! And one of the important things Fluffy delivers on are Bulls for wifey Adriana, in order to keep her sexually satisfied. We all know Fluffy could never get a woman like Adriana based on his looks...which is cool by Fluffy. So when she's horny, Fluffy has to drop everything he's doing (even coming home from work if necessary) in order to find her Bulls. And once he does, there's no limits to the of Adriana Chechik's naughty deeds!!! ...Read More
Alexis Fawx - Cuckold Sessions

Alexis Fawx - Cuckold Sessions

3rd September - Alexis Fawx is happily married to a cuckold. She loves him very much. He's an earner, and he freely gives Alexis what she desires most: big, black cock. They're both very much into the cuckold lifestyle. Alexis and Hubby will go as far as cooking up schemes in order to turn their fantasies into reality. Take today, for example. Hubby has hired a crew to "fix" a wiring problem with the house. While we all know there's no problem, the happy couple have now landed a work crew consisting of three, Black Bulls in their home. So why not send Alexis up to flirt and send a message to The Bulls? In fact, the happy couple get so horny, they can't hold back: Alexis has Hubby put on the condom while saying, "you know I still won't bareback a white boy, dear!" Which is when The Bulls catch them in their always-awkward sexual activities. What else for The Bulls to do but takeover? Soon, there's nearly 36" of "BBC" railing Alexis - both mouth and cunt. At one point her orgasms are so intense she squirts, multiple times, all over Hubby. "But don't take that condom off!" Alexis demands. "I don't want your mess all over our couch!" Shortly after, the first Bull pops in her cunt, which is perfect for Hubby -- he loves his cream pie treat! The next two Bulls frost Alexis's beautiful blonde face! As the old saying goes, "happy wife, happy life!" ...Read More
Riley Reid - Cuckold Sessions - Scene 2

Riley Reid - Cuckold Sessions

20th August - 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 watch it together. So Riley knows he's a closet cuck...and today she's gonna drag him out of that closet! Riley has two gifts for the Birthday Boi. The first is his own chastity device! The second? "Close your eyes and don't open them!" she giggles. She returns in a sexy bar-and-pantie set...and holding hands with two Black Bulls!! A cuckold session is on! Sure enough, Riley was right! Her boyfriend is a cuckold. Riley loves the BBC almost as much as Cuckboi enjoys watching Riley get railed! All three of Riley's holes are open for her Bulls, and after the Bulls frost her "cake", it's time for Cuckboi to enjoy his "piece"!!! ...Read More
Assh Lee - Cuckold Sessions

Assh Lee - Cuckold Sessions

6th August - 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!! Today, her tutor group is small: a white boy who's known as the campus geek, and the star cornerback from the football team! Do we really have to tell you she's already banging the star football player? Or they're about to hold a cuckold session right on campus?! Wait until you meet the cuckold's "girlfriend", Heather!!! Cuckboi will bang "Heather" while Señorita Lee entertains her hung Bull. The Bull will use all three holes in order to dump his load. Cuckboi dumps his load, too, and then cleans up "Heather" before receiving a special treat from the beautiful Señorita! Cuckboi's final grade for the day? C-, while the Bull earns his A+!!! ...Read More
Ryan Conner - Cuckold Sessions

Ryan Conner - Cuckold Sessions

23rd July - 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 meet my friends!" Hubby says, as Ryan attempts, in vain, to cover herself up. Soon, Ryan has two enormous, black dicks filling two of her holes...before they move to the third -- her puckered shitpipe! Then, the Bulls double stuff her! Hubby's reward for bringing home the Bulls? A little sucky-sucky on his white dinky...and he's allowed to shoot on her face, too!! ...Read More