CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Kyler Quinn
Kyler and Zac have been trying to have a baby but to no avail. After going to a fertility clinic they are referred to an insemination specialist. Zac is obviously a bit apprehensive and not at all comfortable when the big handsome man named Jovan informed them he was that specialist. Things get worse for […]
CuckoldSessions – Khloe Kapri
Khloe answered an ad for a Calendar shoot put out by Jax. Khloe sets up a meeting to interview for a calendar shoot but just can’t shake her clingy jobless wanna be pro gamer boyfriend Kevin. Kevin insists on going with Khloe to her interview. They both show up and the door gets answered by […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Lana Smalls
Lana and her boyfriend have been having relationship problems. So they made an appointment with a very well know Dr who has a good reputation for helping couples solve their relationship problems. Dr Jax asks what are the problems. Immediately Lana goes in on James with one complaint after another. Jax interrupts her and James […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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. […]
CuckoldSessions – Lauren Phillips
Our session opens today with Cuckoldress Lauren Phillips in a frantic mood. She’s frantic because her Bulls are on their way over, and she likes being fucked on clean furniture. Her slave, Fluffy, isn’t doing a satisfactory job. All he has to do is clean the damn furniture to her liking…and the worthless loser can’t […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Nesty
You would never guess who is taking a trip It is Charlie Mac, and the first thing he wants to do after the flight is to love a traditional Hungarian meal. He is spotted by a couple fans, as he is looking on the menu. They’re taken right back, cause it is strange to find […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Sophia Locke – Putting Sperm In Sophia
Sophia Locke and Michael Jackman have been trying so hard to get pregnant and have decided to consult with a fertility clinic that many of their friends have recommended. Immediately Dr. Don Sudan & Dr. Sheem The Dream make both of them feel comfortable and assure them that they are willing to go to any […]
CuckoldSessions – Rachele Richey – My Boyfriend Cuckold
Rachele Richey is one hot piece of ass, and there’s a big reason why: Hubby! He’s 65 years old, filthy rich, and gives Rachele anything — and I mean anything — she wants. He’s also turned a skinny, flat-chested petite girl into a busty, busty slut with dick-suckin’ lips and a chiseled nose! Only the […]
CuckoldSessions – 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 […]
CuckoldSessions – 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. […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Nina Elle And Angel Smalls
Indoctrination. You’re about to witness it, first hand. Nine Elle and her hubby are in the middle of a cuckold session when their barely-legal daughter, Angel, came home early from a date. Angel is home early because she was sick and tired of watching her boyfriend check out all the other girls at the beach! […]
CuckoldSessions – 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 […]
CuckoldSession – 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 […]
CuckoldSessions – London River – Taking My Friends To London
London River comes home a bit too early one day from work and finds her husband Draven Navarro jacking off to a very dirty site while wearing her panties. Much to his shock she is not angry but instead turned on. She asks him about the scene he is watching and he confesses that he […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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. […]
CuckoldSessions – Sarah Jessie
Sarah Jessie is the head of HR and a happily married Woman to her wife Arielle. Sarah just has some needs that her wife just can’t satisfy really and that’s her need for warm big cocks. Sure Arielle has a nice strap on and loves her so very much but a cold dildo is just […]
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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Kendra Cole Second Appearance
Kendra Cole is no ordinary housewife as Rico & Blaccwood find out when they come home after work with their friend Draven. It seems Draven and Wife have a different kind of relationship and she wears the pants so to speak. She is quick to let their guests know she is available and ready for […]
CuckoldSessions – 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 […]
CuckoldSessions – Spencer Bradley
Spencer just can’t help it. Whenever she sees her husband she literally wants to slap his face. His very essence makes her furious. So when she returns home to find him with a couple of his co workers enjoying drinks after watching football his happiness triggers her. She is never happy with him. And especially […]
CuckoldSessions – 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 […]
CuckoldSessions – 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, […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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. […]
CuckoldSessions – 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 […]
CuckoldSessions – Sophia Burns – Sophia Burns Fucks In Front Of Her Husband For His Birthday
Sophia Burns and her husband Kevin have been talking about her bringing another man into their bedroom. Kevin got up and heard his wife Sophia moaning in the other room. Kevin went to see what the commotion was and as he walked in, he saw another man smashing on his wife. Sophia then said ‘Happy […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]
CuckoldSessions – Summer Day
Summer Day and her hubby, Ryan, are self-proclaimed freaks. They’ve got an “open” relationship and practice polyamory. What’s this mean? Ryan fucks any women he desires, and he may (or may not) fuck them with Summer. What else does this mean? Ryan enjoys watching his watch being satisfied, and nothing satisfies Summer Day more than […]
CuckoldSessions – 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 […]
Katie 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 […]
CuckoldSessions – Lexi Lore
Lexi Lore is a greedy slut, and she knows if she hits the gym super late at night (or early in the morning), she’ll be one of the few working out…and have a better chance at hooking up! Lexi is always horny, and she loves being in the gym when she’s horny. It’s that “smell” […]
CuckoldSessions – 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 […]
CuckoldSessions – 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 […]