35:08CuckoldSession – Aubree Valentine
Princess Aubree and her little cucky bucky just took delivery of their first real cage for cucky to stay in. She has never let cucky watch her fuck her Bulls before but now that he can be locked behind steel bars she feels maybe it’s time to show him just how pathetic he really is […]
34:29CuckoldSessions – Abella Danger
Abella Danger might be one of the greatest Cuckoldresses this site has ever seen. If you don’t believe us now, you will by the end of this Cuckold Session. Her minion, Jay Wimp, has been a bad boy. Abella’s warned him — on more than one occasion — that if he touches his little, white […]
29:08CuckoldSessions – Abella Danger Second Appearance
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 […]
36:36CuckoldSessions – Adira Allure
Joel has always dreamed of having a threesome with his hot young wife Adira. What husband would not like his trophy wife to bring one of her hot friends over. Well apparently Adira feels Joel would only embarrass her and himself so she has invited a stranger from the club over to join them. Well […]
38:25CuckoldSessions – Adreena Winters
Adreena and her man have a special relationship. He takes care of her and the house then he gets what he wants. He doesn’t and Adreena locks him up in chastity. Today is one of the days he decides to misbehave. Adreena locks him up in order to help curb that behavior. Later that day […]
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 […]
31:32CuckoldSessions – Alena Croft
Watch the full 31 minute video Alena Croft and her Hubby, Bob, have an interesting relationship. Bob is in his mid-fifties, and honestly, he can no longer keep up with his hot, horny wife. He quit trying years ago. Now he’s accepted other men will enjoy her, so why not enjoy himself as Alena enjoys […]
33:40CuckoldSessions – Alena Croft – Second Appearance
Cucky Marcelo is scurrying around his Mistresses house cleaning and getting it ready for his Mistresses date later. He is so quick he runs out of things to do and spends the rest of his time worshiping his Mistress feet until they hear the doorbell. Dismissing Marcelo to greet her stud Alena casually makes her […]
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 […]
40:08CuckoldSessions – Alexis Fawx
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. […]
38:32CuckoldSessions – Aliya Brynn
Aliya is absolutely mortified when she goes through her hubbie’s texts. He is actually soliciting other women for sex and to make matters worse getting horribly shot down. How does this make her look being with him? Why is she even with this useless loser? He sucks in bed. He is a total pussy. Oh […]
31:04CuckoldSessions – Angel Wicky
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 […]
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 […]
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 […]
30:19CuckoldSessions – Aria Banks
Aria’s family is different, when her Mom divorced her step Dad she could not afford much of a place so she decided to stay with her adoring step father. Yes her creep of a step Daddy was more than happy to have her stay alone at his place and was often caught peeping at her […]
48:01CuckoldSessions – Aria Carson
Brad is sitting in his room on his phone when his new girlfriend Aria has to remind him that its their one month anniversary. Aria gets upset because brad forgot and didn’t think a one month anniversary was a thing. Seeing that his new girlfriend was upset about him forgetting their one month anniversary, Brad […]
40:48CuckoldSessions – Arietta Adams
Marcelo is a power broker yelling at his employees for not making specific trades when requested. As Marcelo is yelling at everyone on the phone his girlfriend came to him asking if he was ready to go out to dinner. Marcelo rudely tells Arietta to go make him dinner. Arietta isn’t having this and decided […]
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 […]
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 […]
32:53CuckoldSessions – Astrid Star
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 […]
35:56CuckoldSessions – Aubree Valentine – Sit There And Watch
Aubree Valentine is a woman that has needs and knows what she wants. She is adamant that any potential boyfriend be ok with her fucking other men…in front of them. Aubree is the Queen of Cuckolds and she’s been on the prowl for a new cuck since the last one didn’t work out. She has […]
34:31CuckoldSessions – Aubrey Black
Aubrey is a Real Estate Agent sick of her lazy Husband who just sits around and watches TV all day but refuses to get a job. She tells him she has an important meeting with her Real Estate Agent partner to go over some figures and can he go somewhere else in the house and […]
42:27CuckoldSessions – Audrey Madison
Tommy & Audrey have their 10 year anniversary coming up and Tommy has something special planned. His little slut wife has said to him for years she wanted to finally do anal and be what the bad girls call being Airtight!. Well Tommy loves his wife , and brought a camera too. So just as […]
31:29CuckoldSessions – Audrey Royal
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 […]
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 […]
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 […]
40:42CuckoldSessions – Belle O’Hara
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 Belle O’Hara, 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 […]
48:04CuckoldSessions – Blake Blossom
Blake caught her boyfriend Elias taking on the phone with his ex girlfriend behind her back. She called him out on it and threatened to break up with him. Elias panicked and asked what he could do to make it up to her. Blake said that since he can talk to his ex, that she […]
32:01CuckoldSessions – Brandi Love
Let’s face it. You work hard, and you’re always on the road…dealing with another business trip. And your wife, Brandi Love, is home alone — again. You know your sex life could be better, and you’ve talked with Brandi about the “naughty stuff” to breathe life into your somewhat-stale sex life. You didn’t have any […]
30:59CuckoldSessions – Brandi Love Second Appearance
Brandi Love has been teaching a real estate course for some time now and she has learned over time that just once in a while the students have something to teach her as well. Today this class is lightly attended but with just the right couple of guys that know how to flirt back in […]
41:05CuckoldSessions – Brittany Andrews
Brittany Andrews makes her first IR comeback in over 20 years just for Dogfart! This is her third IR scene in history and we are please to have it. Brittany scored on Craigslist today. Usually the men she goes after thinks she’s nothing but a catfish and no show, but today she landed two long […]
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 […]
33:02CuckoldSessions – Brooklyn Chase
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 […]
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 […]
30:15CuckoldSessions – Brooklyn Chase Fourth Appearance
Brooklyn and Cuckold have splurged on new outfits and just have to have a reason to play with some of her favorite hot studs. As she enters with cucky on a leash and tells him to go play with his vibrator while his Mistress gets fucked. Mazee and Coach are beckoned over to give this […]
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 […]
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 […]
27:55CuckoldSessions – Bunny Colby
Princess Bunny feels that her latex cuckold slave is getting out of line and not remembering that she is the focus of his world. So to teach him a lesson she has arranged a fuck date for her to be pleasured while her gimp only gets to watch. Licking and rubbing her feet he is […]
31:10Bunny Madison got up sad with her Husband already gone and left the house on Her Birthday. But she tried hard to make herself feel pretty putting on her favorite pink dress with some stockings and doing her hair really cute. But when her Husband Sage Roux got home he saw her sulking sitting on […]
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 […]
38:14CuckoldSessions – Cameron Love
I always fall asleep when my boyfriend tries fucking me. That wouldn’t happen if he was black but he can’t help that he has some faults. He really does try to make me happy but a dick the size of a thumb just doesn’t cut it when it comes to my wet pussy. I had […]
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 […]
45:57CuckoldSessions – Carmen Valentina And Lisey Sweet
Mistress Carmen & Goddess Lisey are having the very best of days starting off with being pampered by their sissy maids they share stories of the Real Men to follow. After a short bit of sissy discipline the Ladies are off to greet the Sexy Big Cocked Men waiting for them. What follows is bacchanal. […]
37:51CuckoldSessions – Casey Calvert
The awful economy’s stranglehold knows no color barrier. Casey Calvert and her boyfriend are applying for a loan at their local bank. Bad credit? Problem. Unemployed? Keith certainly is and banker Charlie Mac knows a loan risk when he sees one. Keith’s desperate, so he’s about to go the route of a desperate guy: offer […]
42:46CuckoldSessions – Celestina Blooms
George is Celestina’s geeky gamer boyfriend who is all about some geeky zombie game that he plays on his phone. All day every day thinking he is some big deal in this Zombie Apocalypse game. He is always blowing off his hot girlfriend Celestina for this game. Celestina has her co worker Jax come in […]
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 […]
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 […]
36:52CuckoldSessions – Cherie DeVille
Cherie DeVille is a world-class cuckoldress. While Hubby is out of town on business, not only does she have her personal cuckold over to play…but her well-endowed Bull decided to swing by for a piece of Cherie Pie. First, watch Mrs. DeVille run her whiteboi cuckold through the wringer: his chastity belt is secured, and […]
33:38CuckoldSessions – Cherie Deville Second Appearance
Buddies at work Tommy and Jon Jon have been conspiring lately to give a little some extra attention to Tommy’s gorgeous Wife Cherie. Jon Jon is worried it will get back to people at work or worse yet to his wife. Tommy is insistent though and he knows his wife is expecting him to come […]
36:46CuckoldSessions – Chloe Temple
Chloe lives a life of luxury at the hands of her adoring husband. For their special weekend he has a jacuzzi tub ready for her with chocolate covered strawberries, whipped cream and her favorite crunchy snacks. He takes her lovely feet in his hands to massage as he tells her about the big cocks he […]
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 […]
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 […]
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 […]
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 […]
33:57CuckoldSessions – Daizy Cooper And Carolina Sweets – My Boyfriend Cuckold
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 […]
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 […]
36:10CuckoldSessions – Dee Williams – Special Sundays
Dee Williams and her Husband have been sharing their very special Sundays with a few special men for some time now. But her Husband is out of town and so he has asked Silas Stone to take her out to Sunday Brunch and more. Silas walks in on her getting ready just as she is […]
33:27CuckoldSessions – Delilah Day – Kinky Surprise For Delilah Day And Her Cuckold Hubby
Delilah Day kissed her husband Marcelo goodbye as he was leaving for work. Right after Marcelo left, Delilah had Jovan Jordan hiding behind the couch naked. When Jovan saw that the coast was clear he popped out from hiding butt naked from the couch so Delilah could suck his dick. As Jovan was getting his […]
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 […]
41:53CuckoldSessions – Eliza Ibarra
Eliza has recently been having a pen-pal affair with an inmate from a state correctional facility. Her husband loves to share his hot wife with other men and gets off when she reads the sexual acts the felon would like to do to her if he ever gets out of prison. One fateful day that […]
29:31CuckoldSessions – Eliza Ibarra Second Appearance
Eliza has her husband Bison bring over a fellow coworker that she finds particularly good looking. His name is Rob and he is a big, strong man who works at the same forensic accounting firm as her hubby. Bison loves to watch other men fuck his wife and truly gets off on it. In fact […]
46:18CuckoldSessions – Em Indica
Em has a boyfriend Marcelo who works in parking enforcement. He treats her well and takes care of her. Em’s boyfriend Marcelo comes home from a long day of giving out parking tickets. Em told Marcelo that she had a surprise for him. Marcelo tells Em that he was going to go to the bathroom […]
48:53CuckoldSessions – Emma Jade
Marco has been having problems with premature ejaculation when having sex with his girlfriend Emma. Emma frustrated with sex lasting two minutes she suggested to her boyfriend Marco the idea to ask his roommate Jax to give him pointers on how to perform better in bed. Marco and Emma are always hearing Jax pounding random […]
38:33Erin Everheart and her husband, Ryan XolovjovX, had a nice day at brunch until everything went wrong. Ryan decided to have a wandering eye and look down the shirt of their waitress. Unfortunately for him Erin was right there staring at him while he made the transgression. On the way home she gave him a […]
