23:53CuckoldSessions – Brooklyn Chase Second Appearance
Brooklyn Chase loves her hubby very much, but a girl has needs, and Brooklyn’s are generally big and black. Hubby’s rule is as follows: as long as he can watch, the dudes are big, and they’re black, then he’s ok with Brooklyn being dicked down. He gets a little nervous when Brooklyn is hooking up […]
35:50CuckoldSessions – Valentina Nappi
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 […]
38:40CuckoldSessions – Nina Elle
There’s something incredibly hot when another man is banging her out in front of your very eyes. Especially when that man is a black man with a dong twice as big as yours. It’s so hot, in fact, some couples go to extreme measures to make it happen. Take Nina and her hubby Anthony. They’re […]
35:24CuckoldSessions – Katrina Jade
Warning: The following scene may not be suitable for those with a weak stomach. Katrina Jade’s the bargaining chip in her husband’s poker game. Her man has lost to Charlie and Isiah, and his wife’s white pussy is as good as any cash money. After all, the dude secretly loves watching the love of his […]
47:02CuckoldSessions – India Summer
My husband knows to treat me well ensures I stay with him despite his obvious short comings. Fucking his needle dick is like throwing a hotdog down a hallway. Basically, it’s a waste of my time that I could be using to prowl for thick, black dicks!. Hubby and I are cruising the net looking […]
31:43CuckoldSessions – Brooke Wylde
Brooke Wylde loves to go clubbing, and she loves to bring her man along. Her favorite kinds of clubs are the “black clubs”, which always makes her man nervous. “Honey, I’m afraid I’m going to get my ass kicked,” is something Brooke’s man has said more than once. And more than once, Brooke laughs and […]
36:52CuckoldSessions – Assh Lee
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 […]
37:23CuckoldSessions – Bella Jane
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 […]
34:59CuckoldSessions – Carmen Valentina And Gia Paloma
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 […]
39:20CuckoldSessions – Edyn Blair
Edyn Blair might be one of the greatest cuckoldresses this site has ever seen. How so? For the very first time on this site — and perhaps anywhere on the net — Edyn dominates, humiliates, and severely destroys the psyche of not one, but two cuckbois! Look at poor Jay Wimp, for example. His pathetic […]
31:18CuckoldSessions – Quinn Wilde
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 […]
26:46CuckoldSessions – Riley Reyes
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 […]
36:10CuckoldSessions – Skylar Snow
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. […]
34:15CuckoldSessions – Ryan Keely
Ryan Keely feels its time to put her sissy bitch Fluffy in her place. The bitch ballerina left her tutu at home and needs a beating before his Mistress greets Her visitors. Fuffy at least has done right providing his Mistress this evening with two fat cocks for her pleasure. He comes back crawling out […]
34:53CuckoldSessions – Cory Chase
Cory is a Woman in need and her Husband Alex is more than happy to put her needs first. Alex spoke with two of the guys from work about his wife and he needs for the Biggest Men he can find. Cory has an itch deep inside that can only be reached through her needy […]
39:38CuckoldSessions – Kayley Gunner
Mistress Kayley is going to set cuckold Fluffy straight. He has the audacity of begging her to fuck him. She lets him know his pathetic little penis is in chastity for a reason and needs a reminder of his place with a good beating. Once his little boy bottom is red she calls for the […]
40:47CuckoldSessions – Aften Opal
Opal has put her foot down finally and learned that her pleasures must come first in her marriage. Her husband Alex cannot believe how harsh his beautiful Bride is being offering him a Cuckold Contract or get out. He can’t imagine leaving his lovely wife so he signs, and then sees what his wife becomes […]
34:50CuckoldSessions – Sidra Sage
Sidra Sage is a Domina with a mind of what she needs in Life. Her long term sugar daddy slave has been well trained to put her needs ahead of his own, but the real test is tonight. Sidra is set to have her first multiple Man Scene and her First DP as well. At […]
40:57CuckoldSessions – Avi Love
Avi is dating an older man. He’s got a lot going for him: he’s handsome, he’s ripped and he’s rich. The only thing he doesn’t have is a working cock. Avi has made enough concessions in their relationship and she’s had it. She skipped work to go find some hot black guys and brings them […]
42:46CuckoldSessions – Kenzie Madison
Kenzie Madison and her Husband Dante share with us their relationship dynamic and Kenzie wears the heels in this relationship. Her Husband Dante just can not live up to the his duties as a man with his little tiny white dick. Kenzie has found it has a much better place for it living in a […]
37:37CuckoldSessions – Kay Carter
Kay and her Husband Tommy have entered into a new phase in their relationship- Black Only. Kay has gone so far as to have herself tattooed with the Queen of Spades marker to let all Black Men know that she is available for use. She is a very special girl too in that she is […]
41:36CuckoldSessions – Febby Twigs
Febby Twiggs adores her husband and he loves her so much he allows her to get the pleasure she needs anywhere and from anyone she needs, BBC especially. Her husband Kai takes pride in helping her dress for her dates and then welcomes the two Men to their home to fuck his wife. Febby Takes […]
34:54CuckoldSessions – Dee Williams
Dee’s young twenty something husband gets off on hearing about her sexcapades. His favorites are the ones where she’s with multiple men at once. To be honest, those are some of Dee’s favorite memories as well. She asked him if they could make a sex memory with some guys together and he didn’t think that […]
40:23CuckoldSessions – Lily Lane
Ever wanted to be cucked? Lily is a Peruvian princess and she wants nothing to do with your pinky dick. She’ll show you exactly how she likes to be fucked. By real men with 10+ inches of raging, hard black cock. This is a special one-on-one treat where Lily gives you her full attention and […]
32:23Cuckoldsessions – Lana Sharapova
Lana is full of bad habits. She can’t seem to stop getting in trouble. Lately she’s been ditching her court-ordered community service. Her parole officer shows up to warn her that this is her last chance. She had better straighten out or she’s going back to jail next time. In the middle of their meeting, […]
52:25CuckoldSessions – Syren DeMer
What’s a woman to do when her husband can only excite her intellectually? Syren has the answer. Fuck three dudes in front of her husband! Syren’s vagina closes shut at the thought of having sex with her man however, their late night talks would be greatly missed. He’s never been able to get a woman […]
52:36CuckoldSessions – Penny Pax – Second Appearance
Penny is exactly the type of wife you’d expect to have if you were a rich white guy. You’re not getting any action, but she sure is. She’s pimping herself out to any black cock she can get. And she’s making *you* pay *her* boyfriends to fuck her! Her pay pig daddy buys her all […]
31:21CuckoldSessions – Hydii May
Chip and his lady, Hydii May, are about to welcome a bundle of joy into the world. Chip has had a difficult time figuring out how to show appreciation for the mother of his unborn child. A stroller? Already have one. Diapers? They’re up to their ears in them. Chip is about to have his […]
52:35CuckoldSessions – Kiki Daire – Second Appearance
Kiki’s husband Draven jokes that his wife’s a real slut. She’s had her share of hookups but this one was special. Most of the time they were with buddies of his and he was perfectly fine with it. Sometimes Draven would jump in and other times he would listen from the other room or wait […]
31:37CuckoldSessions – Dahlia Sky
Dahlia Sky has a slave, and his name is Fluffy. Today, Fluffy’s been a good slave, spending 8 hours (locked down in a chastity belt, no less) cleaning and scrubbing Dahlia’s home…until it’s spotless. Good slaves earn rewards, and today Fluffy earned a big one: a Cuckold Session. Dahlia leads Fluffy into her bedroom, where […]
40:42CuckoldSessions – Charley Chaplin
Producer Indiana invited prospective client John over to go over the details of their deal poolside in his hilltop mansion. Indiana’s beautiful wife and his top musician Charley, floats along topless in her giant flamingo as the men discuss investors. Neither can fully concentrate with her backbends into the water. Eventually Indiana jumps in the […]
28:46CuckoldSessions – Nikki Delano
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 […]
58:43CuckoldSessions – Brooklyn Chase And Karma RX
Brooklyn has been married for a long time now. Married young, Manny had been the only man she had ever fucked until just recently when she started having the occasional man over while he was away on extended business trips. Lately though, it’s gotten out of hand. Brooklyn confided in her best friend Karma how […]
29:23CuckoldSessions – Aletta Ocean
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 […]
32:04CuckoldSessions – Lana Rhoades
Meet the Rhoades family: Poppa Rhoades, his oldest son, Robby, and Robby’s little “sissy”, Lana. Since she turned 18, Lana’s turned into quite a handful. She’s in trouble at school, she’s hanging out with the wrong crowd, and she recently started dating a boy named “Rico”, who she’s about to introduce to her Pops and […]
29:52CuckoldSessions – Ashley Adams
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 […]
37:02CuckoldSessions – Natasha Nice
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 […]
32:34CuckoldSessions – Chanel Grey
19 year old Chanel is your typical All-American girl next door. Pretty face, banging body, clean white teeth and a sweet smile. She’s staying with her grandma for the summer and is so excited to go out and explore LA. It’s nothing like her home in Arizona! She strolls around her new suburban neighborhood and […]
35:59CuckoldSessions – Liza Del Sierra
Cuckold Chip is a romantic at heart. His girlfriend Liza Del Sierra, despite being out of his league, loves her man so much that his next words come as a shock. Apparently Chip wants to watch the legendary Mandingo have his way with this Parisian slut. Liza’s heart skips a beat at the news but […]
35:41CuckoldSessions – Valentina Nappi Third Appearance
Every time Valentina goes to the fridge everything she’s bought is gone. And she’s sooo over it. Today she catches the little kitchen mouse in action. After yelling at him and a little fat shaming she leaves. Valentina is pissed that he isn’t able to get it up because of all the added cholesterol in […]
39:41CuckoldSessions – Joanna Angel
Joanna and her husband Ryan have a great relationship. In fact, it’s so good and so secure that sometimes her loving hubby gets complacent. It starts off small like Ryan not putting away the dishes and ends with him spending way to much time at work and not enough time worshiping his goddess wife. They’ve […]
29:28CuckoldSessions – Sharon Lee
Can’t beat a mail-order wife! Just ask today’s Hubby, who you may remember. He was married to Katrina Jade, who he shared generously with some of his pals. Well, that relationship didn’t work out, nor has any of the relationships he’s had with American women. So, he went online and “ordered” a wife! Enter Sharon […]
36:22CuckoldSessions – Gabriella Paltrova
It’s “TV night” for Gabriella Paltrova and Hubby…but where’s “Gabi”? Hubby is yelling for her, because their show’s ready about to start, but still no Gabi. Soon she emerges from the bedroom, but instead of being dressing in sweats and her over-sized t-shirt, Gabi is decked-out in beautiful, black lingerie! Hubby thinks he’s about to […]
30:44CuckoldSessions – India Summer Second Appearance
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 […]
28:40CuckoldSessions – Maggie Green
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 […]
32:02CuckoldSessions – Cindy Starfall
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 […]
29:58CuckoldSessions – Richelle Ryan
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 […]
31:12CuckoldSessions – Jade Nile
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 […]
33:04CuckoldSessions – Valentina Nappi Second Appearance
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 […]
29:43CuckoldSessions – Karma RX
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 […]
33:12CuckoldSessions – Mandy Muse
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 […]
32:11CuckoldSessions – Brooklyn Chase Third Appearance
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 […]
35:49CuckoldSessions – Karmen Karma
You’re about to witness a very special Cuckold Session. Legendary cuckboi Fluffy has a lot of money, so when he’s single, he orders up cuckold sessions like you and I order up a pizza. Today he’s extremely excited, as Karmen Karma has agreed to run Fluffy through the wringer! The “sesh” starts after Karmen enters […]
36:21CuckoldSessions – Melissa Lynn
Meet Melissa Lynn and her Hubby. They’re a happy couple who enjoy the “swing lifestyle”. Hubby has another passion, too: gambling. Since he seems to always have money, Melissa isn’t really aware of Hubby’s vice. But oh, how things change! Because when Melissa walks into their home after a walk, there’s Hubby — and two […]
31:19CuckoldSessions – Christie Stevens Second Appearance
How many times have we told you, “be careful of your wife’s personal trainer!”? If you still don’t believe us, take a look at today’s Cuckold Session! Super-hot MILF Christie Stevens has dragged Hubby to today’s “workout” with her buffed, studly trainer. Why? It’s his birthday! Christie loves Hubby, and she very much loves their […]
31:33CuckoldSessions – Natasha Starr
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, […]
37:49CuckoldSessions – Lilly Lit
It was about the time Lilly Ford met her BF that she changed her name to Lilly Lit, and boy, are they one freaky couple! They’re “poly”, which means Lilly bangs just about everyone in sight, whether or not The BF is around to watch. Today, The BF is around, cause he’s hanging in the […]
29:30CuckoldSessions – Anny Aurora
Anny Aurora is a super-hot millennial who married an older man. We all know why a 20-something would marry a 50-something, right? Or…maybe we should say the one thing Anny didn’t marry an older man for was the sex. Do you honestly think a hot, horny woman like Anny would bang a middle-aged dude with […]
31:25CuckoldSessions – Cali Carter
Cali Carter and her Hubby are freaks! They didn’t start out that way, though. After four or five years being married, they decided to spice things up a bit, so to speak. Since Cali is a natural exhibitionist and Hubby is a voyeur, they knew what was next: Cali banging other men as Hubby watched […]
40:56CuckoldSessions – Anissa Kate
Anissa Kate is horny. Very horny. And when Anissa’s clit throbs as much as it’s throbbing this afternoon, she swipes right. A lot. Today, after “sizing up” all the online dick pics she’s asked for, Anissa has chosen three dudes with the biggest cocks…because, let’s face it…size matters. After meeting and greeting her three new […]
