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 […]
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 […]
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 […]
30:24CuckoldSessions – Gia Derza
Sugar Baby Gia thinks she is so slick sneaking around on her much older husband to get the many dicks that she needs. So this morning with her husband off to work she is fast on the phone to tell her three dicks for the day to come over NOW! Getting right to work on […]
33:19CuckoldSessions – Gianna Grey
Gianna and her husband Jordan have long wanted to take a trip to Hawaii and Jordan has just been waiting for that long promised bonus at work that never seems to come through. Gianna, frustrated with his inability to speak up for himself, realizes a Woman has got to do what a Woman has to […]
36:36CuckoldSessions – Gina Gerson
If you’re following Isiah and JonJon’s excellent adventures in Budapest, you’ll know they’ve already checked in to their Budapest vacation rental, and now they’re out to meet the man who runs one of Europe’s biggest sex clubs. It was one of the reasons they came here in the first place! The Sex Club hired our […]
49:57CuckoldSessions – Graycee Baybee – Green Light For Graycee
Marcelo was chatting with his buddy Jax on how him and his wife Graycee Baybee wanted to bring in another man into their relationship. Marcelo asked Jax Slayher to fuck his wife while she cucked him like a sissy boy. Jax is all about fucking Marcelo’s wife. Graycee waled into the room and Marcelo gave […]
37:23CuckoldSessions – Haley Reed
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. […]
34:02CuckoldSessions – Haley Reed Second Appearance
Haley and Husband have a great relationship, she comes first and he knows it. Husband Fluffy is a good sweet house hubby in an apron and chastity. He serves on a platter and answers the door when Haley’s delivery cock comes calling. Today’s feast for Haley is Jonathon and Jon Jon, two very reliable cocks […]
36:50CuckoldSessions – Harley King
Harley is excited to take her sissy out for a dirty adventure and to meet some hot boys. She takes sissy to her corner glory hole and puts him to work sucking at a fucking machine while she takes on the real cocks. And Big Cocks they are, so big in fact that after a […]
41:51CuckoldSessions – Hime Marie
Hime’s cuckold slave made her a new dungeon to play in so she thought to reward him with watching her get fucked in all of her slutty holes. But first she thought to make the gimp dance a bit for her on her stripper pole and then bound securely to the bondage rack to watch […]
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 […]
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 […]
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 […]
42:54CuckoldSessions – Ivy Lebelle
Ivy’s husband Indiana got caught jerking to cuckolding porn. Instead of being angry, Ivy was intrigued. She loved this new side of her husband and agreed to trying it out in real life. Some guys in her office building had given her their number a while back and Ivy was super excited to to be […]
42:00CuckoldSessions – Jackie Hoff
Jackie keeps catching her husband Celtic on social media liking all of these random girls on social media. In Jackies mind, when you like a random girls pic on social media, it is equivalent to cheating. One week Jackie caught Celtic liking girls on social media three different times. Celtic finally gave Jackie a free […]
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 […]
37:43CuckoldSessions – Jane Wilde
Jane Wilde has an admirer. His name is Jay. Jay wishes nothing more than to be with Jane; Jane, however, doesn’t feel the same. Jane’s a little “evil”, too: whenever Jay leaves Jane’s place, he leaves with blue balls. Big, fat, aching testicles. Which is to say Jane enjoys teasing white men while pleasing black […]
35:20CuckoldSessions – Jane Wilde – Second Appearance
Jane and her boyfriend are always fighting. He buys her things, gives her anything she wants -cars, necklaces, houses- anything but good dick. It’s not his fault genetics played a cruel trick on him, but he still has to pay the price for not bringing the BBC his girlfriend so longing desires. He usually pays […]
36:45CuckoldSessions – Janet Mason
I’ve sucked and fucked cocks of all shapes and sizes and being a cougar means I know what I like. Unfortunately, I married a white guy who would rather work all the time than satisfy my primal hungers. He walked in on me and some black guys who I had come over to give some […]
40:24CuckoldSessions – Janet Mason And Misty Stone
If you’re hip today’s lingo, you’ll probably know “to catfish” means to lie about yourself during an online, “getting to know you” chat session. One of the biggest reasons to catfish? Dick Size, of course. That’s what today’s cuckold — Ciccle — is guilty of…catfishing Janet Mason and her man on one of those online, […]
31:35CuckoldSessions – Jennifer White
Nicky’s a lucky dude. Just ask Isiah Maxwell. They’re buddies, and Nicky’s just got done telling Isiah a crazy story about his wife, Jennifer White. They’re were out clubbing the night before, and the next thing you know, Jennifer’s flirting on the dancefloor, grabbing and grinding on dick. Soon, she’s in the parking lot, sucking […]
41:25CuckoldSessions – Jennifer White Second Appearance
“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 […]
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 […]
30:23CuckoldSessions – Julia Ann
My name is Julia Ann and I’ve been in adult video for quite some time. I’ve thought I’ve seen it all but today I’m getting my own personal cuckold to service me. He’s a subhuman white boy who does whatever his Mistress Julia Ann wants. I felt like having him in a bondage mask while […]
31:53CuckoldSessions – Kali Roses
Kali’s Husband Bo really knows how to celebrate and for her 25th birthday he has something special in mind. She notices that he has decorated the house completely and especially the cake looks so good. But she can not figure out why there is only a 3 on top of the cake and not 25? […]
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 […]
52:50CuckoldSessions – Karma RX – Third Appearance
Celtic has been taking his wife’s abuse for years now. She tears him down verbally and mentally at every opportunity. She fucks other men literally right in front of him every chance she gets. She humiliates him to all of his friends and associates by sending pictures of her exploits and his shame. She even […]
37:31CuckoldSessions – Karma RX Second Appearance
Karma has been cheating on her husband for years now. Constantly going out to meet men at hotels, motels, parking lots, offices, alleys, bar bathrooms, wherever. Anywhere she can get a cock crammed in her hungry slut box she goes. But dammit this woman is sick of it. Why the hell can’t she just fuck […]
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 […]
30:21CuckoldSessions – Kate England
No one likes a snitch, which is why Isiah and Rico are paying Nathan a visit. They used to be a crew, with Nathan leaving that life behind him when he met his beautiful, blonde girlfriend Kate England. Even though Nathan denies the accusation, Isiah and Rico aren’t buying it. As they’re kicking his ass, […]
39:44CuckoldSessions – Kate England Second Appearance
Kate England and her Hubby are a happy, happy couple. When there’s so many unhappy couples in this day and age, how do Kate and Hubby maintain their status? It’s simple: Hubby knows his place…and it’s making sure Kate is being banged out by other men! And as long as Hubby can watch, he’s a […]
34:48CuckoldSessions – Katie Kush
Katie is throwing a very special Birthday for her cuckold with a few very special surprises that will blow him away. But first a bit of tease and humiliation for him to always know his place. The two hot Men she arranged for her present she immediately gets to sucking on and he can only […]
33:53Katie Morgan and Ethan Sinns have been married for three years now and while they love each other let’s face it after 3 years things get a bit stale. Now on Anniversary night they are getting ready for dinner. Ethan thinks when Katie comes in dressed up more than expected and declares to Ethan that […]
36:18CuckoldSessions – Katie Morgan – Second Appearance
Chris has brought a few friends, Jason and Jon Jon home from work for his wife to enjoy cause she just can’t get enough. Chris is so excited to see his wife get dicked down hard its hard for these guys to believe it. But when Katie enters looking smoking hot and goes right for […]
39:12CuckoldSessions – Katrina Colt – Katrina Takes Three Meaty Cocks
Katrina Colt and her Husband Sage Roux have decided to have a BBQ and Sage left the invites up to his lovely wife. Sage being the good little house Hubby he is hard at work getting all the food ready for their guests. Katrina comes over to thank him for all of his hard work […]
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 […]
30:18CuckoldSessions – Katrina Jade Second Appearance
Katrina Jade and her Hubby are freaks…and they love to let their freak flag fly! Often! You’re about to witness the way they do that: Hubby invites a buddy over to hang out. He’ll immediately tell Katrina, who will pick out one of her smallest bikinis — a bikini so small they’re called “microkinis”. When […]
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 […]
30:01CuckoldSessions – Kay Carter – Second Appearance
Kay and her sissy Hubby Johnny have been exploring taking his cuckold and sissy service to the next level. She finally got him to grow his hair long and to wear more feminine clothing. And Now finally even wearing matching girly attire to the gym out of the house. She is so pleased with his […]
31:06CuckoldSessions – Kay Lovely
Kay is in a dilemma, her very small husband is in jail for fraud and the bigger men are picking on him. She gets a panicked phone call from him in Jail that some guys found the picture of her she had sent him. They demanded he introduce them to her on their next conjugal […]
33:55CuckoldSessions – Kayla Kayden
Kayla and Husband Jordan are celebrating their Anniversary special this year with a big surprise from Jordan. He found a specialty website that sets up married couples with hot studs for the wife. She is a bit hesitant until the guys show up and look just as good as the pictures and then she is […]
34:21CuckoldSessions – Kayla West
The life of a cuckold and his thought process is best illustrated in a recent encounter between Kayla West, Charlie Mac and a white guy who’s mind is as low as his self esteem. We find the cuckold as he’s watching an interracial couple out and about. His life’s only meaning is watching big black […]
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 […]
39:49CuckoldSessions – Kayley Gunner Second Appearance
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 […]
