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

Latest Updates from Cuckold Sessions (Page 7)

Sara Jay - Cuckold Sessions

Sara Jay - Cuckold Sessions

28th June - We have the ultimate MILF participating in the ultimate cuckold session. We're giving to you the humiliation of a white boy served hot and fresh by Sara Jay and Charlie Mac. Sara Jay's love for big black cock and dominating white boys come together in this display of interracial carnage. We begin with Sara laying down the law on the pathetic cuckold right before she turns her attention to his thick, black meat. The cuckolds heart nearly stops when Charlie calls him on being a pecker checker. The pussy of Sara Jay continues to get slammed by Charlie as the cuckold can only watch in sheer curiosity. Sara rides her black bull in between laying down further assaults on the cuck's self-esteem. The dinner bell rings when Charlie's jizz is licked off the perfect ass of Sara Jay by the hungry cuckold. ...Read More
Miley May - Cuckold Sessions

Miley May - Cuckold Sessions

21st May - Big day today! Miley's boyfriend -- Chad -- is the Birthday Boy. It's Miley and Chad's day. After riding the paddle boats around the lake, Miley and Chad are figuring out what to do on his special day. It's not too long before Miley spots Rico Strong and Charlie Mac...this is where things get interesting. Miley invites both guys over for a "birthday party", and Chad's world comes crumbling down when he's made to wear a condom. Rico and Charlie? they're given bareback access to Miley's pussy. Chad's bone is tossed to him in the form of a shot at that white pussy, and Miley's nearly bored to tears. The white boy knows he's fighting a losing battle- even when he's made to wear a chastity device after Miley's face gets drenched by black goo. ...Read More
Raven Bay and Nina Hartley - Cuckold Sessions

Raven Bay - Cuckold Sessions

12th May - It's hard to believe that in 2014 there's still racism and those who would rather not associate with "those people". Donald owns a basketball team and his girlfriend and wife are about to set up a trap for him. You see, Donald's been blowing his money on his girlfriend while his loving wife has been working hard and staying by his side. V. and Rochelle have Donald's star player, Chris, come over to fuck his big black cock as he watches in absolute horror. On one end his wife and girlfriend are associating with a black guy,his star player. On the other end he's playing with his tiny pecker, as for the first time in his life he has no control over the situation. Donald's blood pressure rises as his wife and girlfriend fuck his BLACK money machine until they both share the black load. Donald, on the other hand, pulls his puny pecker(wood) until he erupts all over himself. The ladies, needless to say, are of no help to him at this point further. ...Read More

Marley Blaze - Cuckold Sessions

Marley Blaze - Cuckold Sessions

17th April - A good/obedient cuckold is difficult to acquire. Marley's cuck has been denying his household duties while her master, Shane Diesel, has been out of town on a job. The dishes are a mess, and that's just one of many on a laundry list of shit he's been neglecting. Retribution comes in the form on being made to watch Marley getting fucked by an extremely angry Shane Diesel. The mask he's wearing can not hide the shame he feels as his Goddess feels a big black cock stabbing her throat. Shane's wrath knows no bounds as he and Marley take turns humiliating the pathetic cuckold as they use the bed to their advantage. Marley's pussy gets stretched out wider than the hole in her cuckold's soul....and we're just getting started. The term "size comparison" takes a whole new meaning when Marley's shown the difference between two men: one loser and the other a real master of swinging around that massive black cock. The cuckold's ordeal continues as his tiny pork link remains caged in a chastity device- feel bad for him yet? Marley's pussy has a vice-like grip around Shane's big black cock until it deposits its contents all over the cuckold's mask. Romance has never been more apparent. ...Read More
Valentina Nappi - Cuckold Sessions

Valentina Nappi - Cuckold Sessions

8th March - Valentina Nappi is a foreign exchange student whose being hosted by Kade and his family. Kade is quick to discover that Valentina is fucking her African-American Studies professor, much to the dismay of Kade. We find Professor Diesel in his study as Kade barges in and demands answers-that's a huge blunder on the part of the gutsy white boy. Shane's not too happy and decides that a lesson in humility's in order. We begin things with Valentina Nappi showing the cuckold exactly why she's been living dangerously by fucking Professor Diesel- it's the monstrosity that he carries in his pants to class on a daily basis. Valentina and Professor Diesel give Kade a private lesson on exactly how a white slut, American or otherwise, should get fucked and how the white man has no place in satisfying the Italian import. Professor Diesel has the cuckold take mental notes on the ways of fucking white pussy....and it ain't gonna be from Kade's white dick! Valentina Nappi's mouth and pussy get fucked all over Professor Diesel's study,and Kade's lesson in minding his own fucking business comes to an end when Valentina's Italian fuck hole gets creamed by a huge black cock. Take a wile guess as to who's too close for comfort once the black cock begins to erupt! ...Read More
Nikki Sexx - Cuckold Sessions

Nikki Sexx - Cuckold Sessions

19th February - Nikki Sexx and her husband live the cuckold lifestyle when no camera is to be found. Nikki's husband loves watching the love of his life get absolutely railed by the biggest black cocks around.....for his enjoyment and hers,of course. We open up with a candid interview with the couple right before Rico Strong brings in his huge slab of beef. Nikki's husband looks on as a far superior man treats his wife's mouth to a stuffing of big black dick. Nikki's mouth does a mighty fine job of getting Rico's big black cock all nice and wet. And that's how Mr. Sexx likes to see his woman. Nikki doesn't end her fun with a blowjob. No...she does A LOT more! Rico slides his beefy slab in between her thighs as her cheerleader-of-a-husband looks on. The damage done to that pussy quickly transfers over to the toll her asshole takes. Nikki Sexx, and that beautiful sphincter, nearly get split in two as her husband/spectator jacks his mine meat on the side. Rico's continuous blitzing of that white pussy leaves him ho choice but to blow the entire contents of his balls onto that creamy slit. Her husband continues the fun by fucking Nikki and depositing his own creamy goodness all over her face. The reaction, post-fucking, says it all. ...Read More
Aj Applegate - Cuckold Sessions

Aj Applegate - Cuckold Sessions

30th January - AJ Applegate is about to throw her slave a bone in the form of access to her pussy. However, white boy ultimately cock blocked by a black cock that pokes through a hole in the wall. The cuckold's chastity device covers a small cock, but not his utter shame. AJ's attention quickly focuses to the random black cock that has just shattered the hopes and dreams of the white cuckold. AJ's mouth forgoes the small white cock in favor of the lucky black stranger that is now present. AJ invites him from behind the wall and gives him unrestricted access to her throat. The cuckold watches as his chances of fucking AJ diminish with each passing second. AJ Applegate keeps sucking on her new best friend until her pussy sends the signal to her head that it's time for some interracial fucking! The cuckold begs and pleads with his Goddess to allow him to break free from his chastity belt and the honor to beat his tiny tool. AJ's mercy is non-existent as she keeps getting fucked by a huge black cock. The key to the cuckold's freedom now belongs to the black man , and it doesn't look as if he's letting up anytime soon. AJ's mouth gets filled to the brim with ghetto gravy, and AJ knows exactly where to deposit that pool of creamy jizz. ...Read More
Nesty - Cuckold Sessions

Nesty - Cuckold Sessions

21st November - You'd never guess who's taking a trip to Europe?! It's Charlie Mac, and the first thing he wants to do after the long flight is to enjoy a traditional Hungarian meal. As he's looking over the menu, a couple of fans spot him. They're taken back, cause it's strange to find a brother in this part of Budapest. Upon closer inspection, they can't believe their eyes! It's none other than Charlie Mac, and he's one of their favorite IR porn stars from one of their very favorite sites -- Blacks on Blondes. They love to watch porn as a couple, and they want a special experience. Boyfriend tells girlfriend to wait while he asks for an autograph, and then, after a bit of friendly conversation, a bet made: The Boyfriend thinks Charlie's dick isn't as big as it looks on camera, and there must be "tricks" involved to make it appear bigger than it is. He's willing to lay down a $10,000 note: if it's all smoke and mirrors, Charlie owes 10 Large; if Charlie's really hung like a mule, The Boyfriend offers up the best thing he's got...his girlfriend. Who do you think wins today? ...Read More
Alana Rains - Cuckold Sessions

Alana Rains - Cuckold Sessions

21st November - We may have sunk to a new level of sickness with this release. Alana Rains has her human toilet doing his cuckold duties when she gets a call from black master Shane Diesel. Alana's ears perk up when she hears that her black owner approves of her domination of a pathetic white guy. Shane wants to join in on the fun, so it's out of the bathroom and into Shane's den of deviance. The Human Toilet transforms in to the Human Ashtray and he lives up to that moniker. Alana puffs on a cigarette right before she inhales the big black monstrosity in the room. The cuckold's usefulness only comes when his temptress needs to ash from a cigarette that now has crimson red wrapped around one end. Shane and Alana continue their verbal destruction of the cuckold even as her lips secure a vacuum seal around his big black cock. The Human Ashtray only gets mercy when he's allowed the distinct honor of getting a front row seat to the vaginal and anal pounding of his queen. Shane Diesel pounds that 18-year-old's pussy as the cuckold's eyes bulge out from the visual stimulation. Shane's third leg changes course from Alana's pussy to her ass. The gape resulting from Shane's nonstop anal blitzkrieg is easily visible from outer space. Alana's ass gets stuffed with that massive black sausage until it detonates in a spot that only video can best describe. ...Read More

Helly Mae Hellfire - Cuckold Sessions

Helly Mae Hellfire - Cuckold Sessions

18th October - Helly Mae Hellfire's sugar daddy has deep pockets and his money is about to get him the thrill of his life: Watching his beneficiary get fucked by a huge black cock. Helly isn't too keen on fucking someone who's seen the inside of a jail cell more times than the inside of a library. However, Helly's down to welcome black cock into her life as long as the cuckold keeps shelling out the cash. Helly slowly, but surely, warms up to the idea as she sucks on that convicts black cock. The cuckold/money bag? He's in heaven as he watches how a real man treats a beauty like Helly. The cuckold beats his miniature meat as his lady gets her pussy filled with Charlie Mac's big slab of beef. That thug continues to humiliate the rich white guy as he fucks Helly into near submission. Hell's screams and moans are only interrupted when she reminds Mr. Deep Pockets that he in no way, shape or form could compare to the big black cock currently taking up housing in her pussy. The cuckold's mouth waters as he cleans up the jungle juice left on Helly's ass courtesy of Charlie's testicular T.N.T. ...Read More
Claire Robbins - Cuckold Sessions

Claire Robbins - Cuckold Sessions

4th September - Claire Robbins has a huge list of insane shit she's done on camera, but her game gets raised with her trip here at CuckoldSessions.com. Claire's initial reluctance to humiliate a white cuckold disappears after minute one of this newest scene. Claire's love for black cock has never been in doubt, and a cuckold's lack of self esteem is the icing on the cake this fiasco. In fact, the cuckold's mask must be hiding the shame that he feels since Claire's mouth is sucking a cock that dwarfs his own. Claire Robbins keeps up the verbal assault even while her pussy feels the wrath of Charlie Mac's gigantic fuck stick. The cuckold plays with his micro cock as Claire's third hole is ravaged,slammed and nearly obliterated by big black cock. How can things get crazier? How about having the cuckold jerk off on his own face. Yes, you read that right: his own face. We can only assume that this cuckold's self-worth went to zero right after Charlie dropped his load and Claire tore him apart further. ...Read More
Chanel Preston - Cuckold Sessions

Chanel Preston - Cuckold Sessions

17th May - Chad Diamond was born to be a cuckold. We begin things with Chad attempting to cock block Rico Strong from fucking Chanel Preston....#fail. Chad gets fooled into racing with Rico and his attention deficit disorder leads Rico into taking Chanel Preston back to the crib. Chad follows behind but not before walking in on Chanel sucking on Rico's big black cock. Chanel, always the dominant one in the situation, ridicules Chad's shortcoming and praises the huge slab of beef Rico carries around. The clumsy cuckold can only watch as Chanel's womanly needs are met with a huge black cock. Chanel Preston sucks on Rico as the cuckold can only touch his own pathetic excuse for a dick. Chanel continues the visual taunting by getting completely fucked- and fucked hard-by every inch of black meat that's attached to Rico. Chanel's pussy only gets a rest when Chanel kisses the cuckold with black juice still coming from her lips. Rico keeps beating that white pussy while the wimpy white boy takes mental notes on how to please a woman. The curtain call to the cuckold's humiliation comes when Chanel feeds him his own nut sauce. A mentally thrashed cuckold AND a potentially pregnant white bitch. We killed two birds with one stone....as usual. ...Read More
Riley Reid - Cuckold Sessions

Riley Reid - Cuckold Sessions

10th April - Riley Reid's cuckold is ONLY allowed to play with her feet, get treated like a woman and to watch as Riley fucks a real man. Shane Diesel comes in only after Riley's white cuckold has sucked down a black dong and gotten his lips glossed up. Shane's big black meat finds its way into Riley's mouth as the cuckold takes mental notes. The cuckold's self-esteem (as if her had any), gets knocked down several pegs when Shane's meat is compared to his....no contest. A failed attempt at wrapping a MAGNUM condom on Shane can only mean that the cuckold now has an interesting piece of gum to chew on. Riley's mouth takes a brief rest when Shane's monstrosity does its damage to Riley's lady parts. The cuckold,of course, is told that he could never reach the level of manhood that Shane has achieved. Nevertheless, Riley keeps getting plowed by Shane's big black cock until his meat explodes allover her pussy. Guess who has clean up duty. ...Read More
Leya Falcon - Cuckold Sessions

Leya Falcon - Cuckold Sessions

1st March - Warning: This scene contains graphic images of a white cuckold (are there really any other types?), getting absolutely brutalized at the hands of a busty black cock slut. Leya Falcon's love for the black man is evident in her prior visits on our network: BlackOnBlondes.com, InterracialPickups.com and Gloryhole.com are all where Leya Falcon honed her skills with black cock. Enter the cuckold and his non-existent self-esteem. Leya's lack of care for his feelings is equally matched for her hunger of Shane Diesel's monstrosity-of-a-dick. Leya's brute force towards the cuckold is only interrupted when her mouth,pussy and ass are for the taking of Shane "Cuckold Destroyer" Diesel. Leya's pussy gets completely wrecked by her black master. The Cuckold? He's too busy letting Leya Falcon use his asshole for target practice. The place gets drenched when Leya's squirting reaches the level of the flood that hit during Noah's life. The cuckold gets a front row seat to Shane's black cock exploding all over Leya Falcon's sweet cheeks. Anal mayhem and cuckold domination......all courtesy of Dogfart and Shane Diesel. ...Read More
Brooklyn Chase - Cuckold Sessions

Brooklyn Chase - Cuckold Sessions

1st February - Brooklyn Chase is about to take out all her frustration on a cuckold and a huge black cock. The cuckold's you, the viewer, and she's not too happy about your small cock and your pathetic ways. What makes Brooklyn Chase happy? Could it be the huge slab of meat that Charlie Mac is packing? Of course it is, don't be a moron. The oddly-dressed cuckold is given a huge black dong to suck , as a real man (Charlie), takes a tour of her mouth with his huge black cock. You're told not to look at Charlie's massive meat or they'll be consequences and hell to pay. Brooklyn keeps up the verbal assault on your soul while Charlie Mac treats that pussy to every inch of his black python. Your not allowed to take off your chastity belt until Brooklyn sees fit. Then again, her mind is now being occupied by the thoughts of more and more black cock in her future. Your just fortunate enough to clean up the mess that's left on Brooklyn's battered pussy. ...Read More