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1 year ago
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CuckoldSessions Eliza Ibarra 02 28 2021

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 is exactly what happens as Eddie and his cellmate Musa break out of prison and make a beeline over to Eliza’s house. Surprised at first that the prisoners have come to her house, Eliza is also worried they may...

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1 year ago
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CuckoldSessions Skye Blue 10 09 2022

Skye and Husband Tommy have decided to embark on a new adventure together in the Hot Wife lifestyle. Skye is a self admitted size queen and really craves being stretched out to the max. Her Husband Tommy has decided to ask for help from one of the guys at work. His buddy Jax has quite the reputation in the secretaries pool for having laid all of them with his giant cock. So here we find Skye and Tommy waiting for Jax to arrive with Tommy worshiping his sexy wife’s feet, his camera...

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1 year ago
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CuckoldSessions Paisley Porter 10 05 2020

Paisley Porter has put her foot down. Her Husband Epic has promised her an open relationship for years but always there is some excuse. So Paisley found herself a sleazy attorney who promised her an iron clad Cuckold Contract. Left with no option, Epic signs on the dotted line and off they are for home and for her needs to be met. Coming home to find two Big studly men she planned for, she dismisses her husband to the corner with a camera to record her adventure. Paisley has set goals for...

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1 year ago
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CuckoldSessions Richelle Ryan 08 19 2018

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 black and they’ve got one thing on their mind: banging Richelle Ryan! Since Richelle is a “B.C.S.” (black...

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1 year ago
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CuckoldSessions Celestina Blooms 09 11 2022

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 to discuss a project that they are working on at work. Jax walks in and says hello to Celestina’s boyfriend George. As per usual George blows Jax off for this phone game. As Jax and Celestina are...

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1 year ago
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CuckoldSessions Lucy Doll 12 18 2022

Lucy truly is an adorable Doll. She knows how to keep her men in their proper place from the cuckold boys who take her shopping and clean her house to the big cocked studs who come by to fuck her sweet pussy right. Today her world collided, her bitch boy Tony has been particularly good so she thought he deserved a show. She invited two of her big cocked Men to visit her today so he could watch and dream of what it’s like to service a Woman of her caliber. We see little tony rubbing and...

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1 year ago
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CuckoldSessions Anny Aurora 03 31 2019

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 a small ween? Her hubby knows this as well, which is why we’re here today: it’s their anniversary, and Hubby has a whole week of activities planned: fancy dinners and lavish...

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1 year ago
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CuckoldSessions Astrid Star 01 21 2018

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 are personal trainers! When Astrid saw their pictures online, she almost came in her panties! So Astrid and Hubby set up a “consultation”...

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1 year ago
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CuckoldSessions Sidra Sage 08 02 2020

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 her insistence he will be gagged and blindfolded, only allowed to hear her moans of pleasure as she takes real Men’s cocks for Her pleasure. These Men know they are there for her pleasure and even take fun in reminding her slave of...

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1 year ago
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CuckoldSessions Karlee Grey 10 02 2016

Karlee Grey’s boyfriend, Brad, is a freaky voyeur. There’s nothing he likes better than his significant other getting banged out by his black buddies. He’s a Southern Boy, and he knows the taboo factor raises significantly when a white girl is getting down with the Brothas. Today he’s invited Rico Strong and JC Power over for a “gamer session”…but he’s got something up his sleeve. Karlee’s a slutty, busty babe who embraces Brad’s...

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1 year ago
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CuckoldSessions 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 through. He has been teasing his sexy wife all week that he hears Jon Jon is the “biggest” guy at work and she will not be denied. Back at the house she is begging for Jon Jon’s cock and...

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1 year ago
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CuckoldSessions Anissa Kate 03 17 2019

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 fuck buddies, Anissa changes into her sexy lingerie and heads out to entertain her new friends. That’s when the...

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1 year ago
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CuckoldSessions Jane Wilde 12 23 2018

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 men! Today she’s going to level Jay with a full-blown cuckold session. You see, Jane’s fuck buddy Jax is swinging by. “Time for you to...

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1 year ago
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CuckoldSessions Kyler Quinn 06 13 2021

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 Zac when Jovan tells Kyler to get naked and lay on the bed. What the fuck kind of place is this?! With all these beds around Zac has a bad feeling. Can’t we just leave, he pleads to his...

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1 year ago
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CuckoldSessions Febby Twigs 06 21 2020

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 over from there and voraciously gobbles down the Black Cocks before her and begs them to fuck her in everyway possible even the very naughty pile driver. She takes one load in the face and one deep in her...

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1 year ago
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HornyHousehold Luna Mills Anal With Petite Asian Teen Luna Mills

Petite Asian teen hottie Luna Mills starts off on the bed sucking Conor Coxxxs huge cock, deepthroating and stroking it. He then takes his pants off, and fucks her tight pussy in missionary. Then while still in missionary position, Conor slides his hard cock into Lunas tight young asshole. He licks her pussy, then fucks her some more in missionary, going from pussy to ass. Luna then gets in doggystyle position, and he fucks her asshole some more, even pile driving her ass. Then Luna rides him...

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1 year ago
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CuckoldSessions 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 Men with real Big Cocks. Mazee and Coach enter to a good laugh at the cuckold’s expense, the natural reaction to someone so pathetic. Kayley is quick to shift her attention to the Cocks in front of her and is...

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1 year ago
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CuckoldSessions Jade Nile 09 02 2018

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 of the guys isn’t. After a brief store inspection, Ms. Nile starts a meeting. A very interesting sales meeting, as Ms. Nile’s sales techniques are a bit…shall we...

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1 year ago
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CuckoldSessions Charley Chaplin 09 22 2019

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 water to show off his wife a bit. She’s into him, but her mind is elsewhere. Charley’s gaze is fixed on John whose trunks are getting tighter...

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1 year ago
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CuckoldSessions Bella Jane 01 07 2018

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 next level: Bella and Billy are in a neighborhood neither knows, and they’re in a bar they should really be in…and they’re dancing. The patrons at the...

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1 year ago
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CuckoldSessions Sarah Jessie 06 05 2022

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 not the same as a hot pulsing cock. Jessie has been secretly playing with a couple of guys down in sales on her lunch break for some time now but her loving wife just picked the wrong day to try to come and take her...

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1 year ago
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CuckoldSessions Kenzie Reeves Olivia Austin 07 28 2019

The Arrows have been on a losing streak lately. Their Coach, Damien, is just not the leader he once was. It’s showing up in his marriage now too. His wife Olivia is not as satisfied as she used to be and had started to get a wandering eye. Maybe it’s because they do everything together and need some spice in their life. Or maybe it’s because she’s realizing just how lame he is. Years of being the Head Football Coach and Olivia as the Head Cheerleader Coach has made them quite the power...

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1 year ago
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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 for her. On the menu for today are all her holes and a double stuff moment as well. The men put her through her paces stretching out her throat to start before they get down to her...

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1 year ago
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CuckoldSessions Tiffany Watson Second Appearance

Tiffany and her cuckold have decided to meet a new Bull at a Naughty Motel. This place is a perfect balance of vintage sleaze and cum filled carpets. Cucky is amazed at his Mistress when she exits the bathroom looking so very sexy in her slutty meeting outfit. Cucky drops to his knees to worship her feet and works his way up until a little face slap puts him back in his place. A knock at the door and cucky crawls over to answer and thank the Bull Will for fucking his Mistress. Will of course...

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1 year ago
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CuckoldSessions 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 he takes pictures to save and relive the moment over and over as he shows them to his friends and masturbates to them. Rob is at first slightly put off by the kinky couple but quickly gives in when he realizes she is...

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1 year ago
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CuckoldSessions Brittany Andrews 12 01 2019

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 dicked dudes to come fuck her in front of her well-paying cuck of a husband. She assures the gentlemen he’s got a mannequin pussy for a dick and is no threat at all. They enjoy the cash and the huge tits...

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1 year ago
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CuckoldSessions Melissa Lynn 02 17 2019

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 black men who Melissa doesn’t know — in her kitchen! Turns out the men work for a character named “Chi Town”, and...

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1 year ago
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CuckoldSessions Lana Smalls 08 28 2022

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 as they started bickering and recommended this new “WOKE” therapy technique that has been working on a lot of his patients. Lana and James are willing to try anything to...

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1 year ago
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CuckoldSessions Lexi Lore 05 26 2019

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” that does it for her! The smell of a man working out! It’s 4 am, and it’s just the three of them — and Lexi wants them both! She’ll follow them into the men’s...

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1 year ago
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CuckoldSessions Sharon Lee 06 16 2019

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 Lee, who has no problems with doing the dishes and cleaning the house and doing the wash and ironing clothes! Sharon will still give blowjobs to...

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1 year ago
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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 his buddy visits, Katrina will be tanning near the pool, topless. Which always leads the buddy to say something like, “man, your wife is hot!...

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1 year ago
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CuckoldSessions Adira Allure 07 25 2021

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 ok Joel thinks. It’s still a girl. Poor cuck Joel is shocked to discover a big good looking man walks in and immediately Adira is all over him. Did she lie to me, he thinks. Was he led on. And to...

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1 year ago
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CuckoldSessions Assh Lee 08 06 2017

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 conducts study sessions after school, too, and if you think she teases the men during class, wait til you see what she does afterward!! Today, her tutor group is small: a white boy...

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1 year ago
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MylfXKarupsOlderWomen Briana Banks Mom Creeps Deep

Horny cougar Briana Banks was having a glass of wine when one of her son’s friends stopped by. Briana was chatting him up, telling him how horny she was while she sipped some wine. He suggested she get laid and she told him about her plan to go out that night, get drunk, and hook up with a guy. When he suggested that might not be a very good idea, the busty blonde MILF reached down, pulled his dick out of his jeans, and took it in her mouth. If there is one thing this mature bombshell knows how...

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1 year ago
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CuckoldSessions Chanel Grey 08 25 2019

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 meets two of her neighbors. They know her grandma pretty well and are shocked they had never met Chanel before. Being the sweet (and horny) girl she is, she invites them over so they could...

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1 year ago
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CuckoldSessions Riley Nixon 11 12 2017

Wanna hear about a typical Saturday afternoon for Riley Nixon and her boyfriend? First, he demands Riley make-up her face and wear clothes as if she were a street walker. Then, he literally makes her walk around on the sidewalk, watching Riley grow more and more embarrassed as people gawk and passing cars sound their horns. Then, he’ll push her right into a local bar and let the regulars know Riley is available for “slow dances.” He’ll also encourage the fellahs to grope...

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1 year ago
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BoldlyGirls Valentina Nappi Italian hoe 8217 s

We love soccer at CumLouder and we sometimes like to challenge our international sluts on the pitch. This time it will be the turn for Valentina Nappi to recreate a classic match: Spain versus Italy. Since Moisex is a very smart Spaniard, he’s gonna let her score first to enjoy Valentina’s exhibitionistic celebrations. But Moi still remembers bitterly the way Tassotti broke Luis Enrique’s nose during the Soccer World Championship in 1994 and decides to take revenge by breaking...

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1 year ago
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CuckoldSessions Ryan Conner 07 23 2017

If you want to have a freaky marriage, make sure your wife is way older. Just ask Ryan Connor’s hubby! He’s 20 years her junior, and they are swingers. Hubby loves watching Ryan get banged out, especially by hung, black Bulls. Hubby managed to bring a couple Bulls home today, and guess what? They walk into the house as Ryan is shoving a huge, black dildo into her Cougar Cunt! She’s watching interracial porn, too! “Honey! I want you to meet my friends!” Hubby says,...

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1 year ago
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CuckoldSessions 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 short matter of time one of the Bulls cuts in. He elbows the Cuck and starts dancing with Jennifer — and he starts groping...

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1 year ago
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CuckoldSessions Riley Reign 01 01 2023

Riley is the Queen of her world with an adoring cucky boy. And it’s date time for Riley and the biggest cock her cucky can find for her. When Brickzilla arrives Riley can not believe how enormous his cock is and praises her cuck for finding such a man for her. She orders cucky away to prepare her bath and gets right to sucking that giant cock right there on the patio. She chokes herself trying to take in as much as she can. She is so happy and sucks with a smile. Brick is not one not to...

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1 year ago
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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 some BBC. Each time Draven protests she makes him remove some more clothing until she makes him reveal his big secret Pink Panties and a chastity cage. His coworkers roar with laughter and then dive...

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1 year ago
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CuckoldSessions Carmen Valentina Gia Paloma 12 10 2017

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 the two Black Cock Sluts all riled up, and who better to take out all their white boy frustrations than a Cuckboi who refers to himself as...

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1 year ago
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CuckoldSessions Skylar Snow 03 18 2018

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. More than anything, she loves her Big, Black Bulls. She’s got two huge, muscular Bulls today. They’re real men! Their...

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1 year ago
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BoldlyGirls Alicia Poz MAlice Poz

Alicia Poz told us she’s a bad-ass chick. We wanted to check it out by ourselves so we subjected her to three challenges full of malice. The first one: having a naked bath in the sea and film everything with a little aquatic cam. The second one: sucking Juan-Z’s dick until he cummed in her mouth while he was riding the car on their way to the hotel. The third and last one: fucking him like a real naughty slut in a hotel room. Alicia was very successful in the three challenges and...

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1 year ago
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CuckoldSessions Olivia Austin 02 19 2017

Olivia Austin is a true Cuckoldress. Just look at her! She marches in from a day using her man’s credit card to fulfill her desires, only to discover he’s brought up a bottle of the wine she doesn’t like! Can’t he do anything right?! Of course he can, starting with a foot massage. Walking long hours in the mall with slutty heels can take their toll on any gal, and Cuckboi sure does a great job making them feel better! So much so, she’s going to tag...

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1 year ago
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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 the dick they know it’s their lucky day. Katie is quick to take control and get those dicks in her mouth. She sets a tough pace for these guys to follow with her insatiable need for Cock. Before long the...

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1 year ago
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CuckoldSessions Audrey Madison 01 02 2022

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 Tommy is fixing up her last garter the boys come on over. Carefully selected by Tommy to take care of his loving wife in a slutty way she needs. The work her open slowly with her pussy taking a good round of...

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1 year ago
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CuckoldSessions Lauren Phillips 03 19 2017

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 even do that correctly. Fluffy has his chastity device strapped on, and it’s electrified! That’s right…with the simple turn of the dial,...

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1 year ago
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CuckoldSessions Kayla Kayden 12 27 2020

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 on it. Both dicks come out quick at her and demand she takes them deep in her mouth first to savor every inch. But she is not one to waste a moment and they are both soon taking turns on her pussy every...

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1 year ago
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CuckoldSessions Brooklyn Chase Karma RX 09 08 2019

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 insatiable for dick she’s been lately. No matter how much Brooklyn gets fucked she’s missing one important thing: her husband. Brooklyn would love nothing more than to fuck a few guys...

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1 year ago
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CuckoldSessions Mandy Muse 10 28 2018

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 to pitch The Investor: not only is Hubby going to try and sell the home, but Hubby is going to offer up his beautiful,...

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1 year ago
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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 example. Jay’s so confused, he doesn’t know he’s a cuckold — yet. But you’re about to witness Dr. Chase...

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1 year ago
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CuckoldSessions Vanessa Vega 05 23 2021

Joel comes home very upset looking for his wife. Earlier they had gone to his mother’s funeral and she just up and left. Angry and hurt he soon hears her happy voice coming in the front door with a huge stranger. As any husband should be, Joel is rightfully upset and demands to know how she could disappear on him during this most painful of weeks. Especially at his mothers funeral when all of the family and friends were around. Unfortunately for Joel, his wife immediately lets him know...

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1 year ago
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CuckoldSessions Marilyn Johnson 01 16 2022

Elias thought he finally had made it in life. He had always been a bit of a loser, especially with the ladies, but he did have parents with money so when he met a hot blonde who he thought liked him he got his mother to open up his trust fund and buy him a house for him and his new bride. His wife Marilyn told him she would only marry him if he bought her a nice house and she could quit her job at the nail salon. So he did. Well marital life is not so blissful because as soon as she had married...

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1 year ago
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CuckoldSessions Pristine Edge 10 29 2017

Everyone meet Pristine Edge and her man, Trent. They’re “freaky”. Trent loves being married to a slut. They met at Pristine’s work — a strip joint! And once he wifed her up, Trent demanded that Pristine keep her stripper job. In fact, he loves to walk into the club just to watch her give horny fellahs a lap dance! It didn’t take too long before they were inviting girls — and guys — into their bedroom! Now…what’s a guy going to get for...

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1 year ago
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CuckoldSessions 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 happy, happy man. Today Kate’s bringing home a co-worker from her real estate office. He’s a tall, buffed black stud, and Kate’s had her eye on him since he...

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1 year ago
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CuckoldSessions Lily Lane 01 12 2020

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 you get to be her cuckold. She will show you where she wants the BBC while reminding you of your insignificant manhood. She’s been sleeping with other men for years and since you’ve been such a good boy,...

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1 year ago
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CuckoldSessions Mellanie Monroe 08 14 2022

Mistress Mellanie Monroe deserves only the best, from a dutiful slave to tend to her every need and multiple Big Cock Studs to fuck every hole she has. First we find Mellanie with her rubber slave kneeling and rubbing her stocking clad legs in a whorshipful manner and then helping her on with her sexy boots. All the while she is telling that sissy cuckold bitch that she has two Fat Cocked studs on their way. Before that though she expresses her sexy sadistic urges by spanking her slave with a...

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1 year ago
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CuckoldSessions Lilly James 02 07 2021

Lilly loves abusing her husband by fucking other men in front of him. He’s just a hustling well to do businessman who is always recruiting commission only sales men to sell his insulation product. They call it the “drill and fill”. Well that is exactly what his wife Lilly likes getting done to her. Right in the middle of his sales pitch she has the nerve to start hitting on all the hot men he has over. One thing leads to another and she is sucking their cocks right in front of...

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1 year ago
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CuckoldSessions Cindy Starfall 08 05 2018

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 all? She’s a freak in the sheets! She’ll literally do anything Hubby Brad asks, and one of Brad’s favorite things is...

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1 year ago
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CuckoldSessions Riley Reid Riley Reid 8217 s Second Appearance

Riley Reid has a boyfriend, and it’s his birthday! But let’s face it…Riley is WAY out of his league, but she sticks with him for a couple reasons: he’s an earner (and makes a lot of money); he also never questions where Riley goes or who Riley “hands out” with; and, finally, he’s very generous with his credit card in order to fund Riley’s many shopping sprees. Something else Riley likes about her man — his favorite kind of porn is...

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1 year ago
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CuckoldSessions Riley Reyes 02 04 2018

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 around, pull your pants down, and start beating that tiny worm that lives between your legs as you watch a real man have his way with a woman...

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1 year ago
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CuckoldSessions Aria Carson 06 19 2022

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 tries to make it right with her asking what does she want for their anniversary? Aria says that she wants to fucks his roommate Jax! Brad being afraid of upsetting Aria because the sex is...

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1 year ago
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CuckoldSessions Abella Danger 07 10 2016

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 weiner, that there would be consequences. Sure enough, after walking him around like a puppy dog, Abella locks him up…for a three month sentence! Imagine your blue balls after 90 full...

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1 year ago
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CuckoldSessions Karmen Karma 01 06 2019

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 his home and asks, “why did you cancel on me yesterday?” The truth? When he was flying back home, airport security detected his chsity device!...

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1 year ago
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CuckoldSessions Melissa Moore 08 07 2016

Leo and Melissa seem like a happy couple, and they are…do a degree. Melissa’s been addicted to black cock since banging half the basketball team back in school, and Leo needs new pussy all the time. Leo suspects Melissa is still with the BBC, but he’s going to confirm it today. He’s sent two of his college buddies over to his house disguised as “pool service”, and today he’s about to confirm what he’s known all along. Instead of getting mad,...

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1 year ago
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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 financially and if he wants to have his relationship, he has to look the other way when she fucks other guys. He doesn’t like it, but desperate that he is, he compromises his...

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1 year ago
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CuckoldSessions Audrey Royal 04 29 2018

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 his hottest babe! Audrey has never “entertained” two Bulls at once, and that’s something The Sheik has always wanted to witness. He makes some calls, and soon two well-hung...

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1 year ago
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CuckoldSessions Adriana Chechik 09 17 2017

Adriana Chechik is married to a billionaire. He developed one of the most popular apps for mobile phones, and there’s a chance you may know his real name. What you don’t know, however, is the name Adriana calls him: “Slave Fluffy”. Or, if she’s in a good mood, simply Fluffy. Fluffy is a cuckold. He’s used his vast fortunes to maintain quite a lifestyle: his beautiful home, his beautiful wife, as well as satisfying his beautiful wife in any way possible. This...

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1 year ago
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CuckoldSessions Lana Rhoades 08 21 2016

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 older brother. Robby knows about Rico, mainly from his rep at school. Or, as Robby puts it, “he’s not one of us,...

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1 year ago
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CuckoldSessions Gina Valentina 04 02 2017

Gina Valentina has a Cuckold Sugar Daddy! It’s the best of both worlds! BBC and money! Gina loves turning Sugar Daddy Cuckold into a Pay Piggie, and she drains his wallet all the time: shopping, nights out with the girls, bills, and taking her Bulls out to shop and have nice dinners as well! She even uses his place to fuck her Bulls, which, of course, Sugar Daddy Cuckold knows. That’s why he “came home early”, right in the middle of Gina’s fuck session....

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1 year ago
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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 a gift in the bedroom for your raise,” he said. “Go put it on, cause I have two more big surprises for you!” Abella was so excited, she could feel her pussy warming up and...

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1 year ago
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CuckoldSessions Riley Star 04 14 2019

You’re invited to a cuckold party, and Riley Star is throwing it! You see, Riley loves watching all sorts of porn, and recently she’s been watching movies with cucks! She’s not sure what to make of it, so she called two of her pals over — Rico and Rob — to explain to her a little bit more about cuckolding porn…and if cucks really existed! Turns out Rob and Rico brought their cuckold pal Jay over to meet Riley, watch some cuckold porn, and then…you know,...

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1 year ago
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CuckoldSessions Emma Jade 07 31 2022

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 women for hours every night. Emma out of the kindness of her heart suggested that Jax could show Marco how to please her in bed by having him do everything to her while Marco...

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1 year ago
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CuckoldSessions La Sirena 02 09 2020

Lasirena69 loves dick. She’ll take any color, but her favorite? The one her boyfriend can’t give her of course. A big, thick juicy black dick. She loves the contrast against her pale skin and the sensation of her holes being stretched beyond their limit. She especially loves fucking her boyfriend after she’s taken a good black pounding because she usually can’t feel him at all. After their party, when just one guest is left, Lasirena69 enters the room with no top on and crawls across her...

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1 year ago
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CuckoldSessions 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 his system. He’s under doctor direction to abstain from sex so that only adds to the marital disappointment. After the lashing and feeling even worse about his life, he sneaks back into the fridge,...

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1 year ago
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CuckoldSessions Cory Chase 12 06 2020

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 little ass. Not to miss an opportunity, Prince and Rico promise to come by and scratch that itch. Just moments in the door and she is on her knees sucking those Big Cocks and letting these men know she is all theirs and they better take...

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1 year ago
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CuckoldSessions Rachele Richey 06 10 2018

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 best, most-expensive plastic surgery in order to turn Rachele into the very best black cock slut he can create! Which is the other thing Rachele gives Hubby: the...

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1 year ago
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CuckoldSessions Richelle Ryan Second Appearance

Richelle and her husband have been upping the ante in their sex life lately and have turned to some riskier tactics to hit the spot. When two men come in to have their contracts reviewed, Richelle calls her husband in to make sure things are “agreeable” with the gentlemen. Instead of discussing their contract, she checks to make sure hubby is locked up in his chastity and ready to go. He loves watching his wife take big, black cock, even if it means risking the business and being disbarred for...

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1 year ago
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CuckoldSessions Chloe Couture 04 16 2017

Chloe Couture is the biggest slut ever. Just ask her boyfriend. He likes to brag about Chloe and her slutty ways to all his friends. Just listen to him shooting hoops and blabbing about all the naughty things his girl will do! Which is just about the time Chloe comes out to do a little sunbathing. She’ll go topless, too, and not care what her boyfriend — or his buddies — think. Chloe’s boyfriend brags “she’ll do anything I say! Just watch!!” Soon,...

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1 year ago
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CuckoldSessions Tiffany Watson 09 04 2016

They call him “Fluffy”. It’s a nickname that’s stuck since the 7th grade P.E. Class, where he earned it. Fluffy’s never been good at sports — or getting the girls — but today he thinks he might have a chance. Tiffany Watson, his classmate in Business 101, has been flirting with Fluffy. Fluffy hopes it’s because she thinks he’s cute; in reality, Tiffany needs someone to do her homework and help her pass the class. So does All-American...

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1 year ago
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CuckoldSessions Britney Amber 02 05 2017

You’re about to witness the happiest couple in the whole world…and what makes them so happy? Britney’s a cheater, and even though she craves BBC, she feels kinda bad lying to Hubby. Hubby, on the other hand, know’s Britney’s a cheater. It gives him a huge thrill to know Britney’s unfaithful, and he’s waiting for the right time to not only break the news to Britney that he knows she’s a cheater…but to tell her it’s OK. Hubby loves that...

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1 year ago
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CuckoldSessions Nym Fleurette 04 07 2020

Epic wants to give his loving wife Nym the one thing he knows she Wants and Needs but he can not offer which is a Big Black Cock. So he brings her over and blindfolds her for her surprise, talking sweet and dirty in her ear telling her how much he loves her. He takes off her blindfold to a Giant Black Cock in her face and she can only exclaim that she only got him a tie and then proceeds to swallow that dick whole. Being the dirty little slut she is, she takes the cock in both holes and begs...

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1 year ago
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CuckoldSessions Lilly Lit 05 05 2019

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 backyard with some friends when Lilly gets back from a “girls’ day out”. After Lilly greets The BF, she heads directly to their bedroom so she can put on the skimpiest of...

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1 year ago
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CuckoldSessions Gia Derza 11 07 2021

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 those dicks she completely misses her husband sneaking back in the backyard to look in the window with a smile on his face. Finally Jason notices her husband Dan and instead of trouble her husband informs them he has been watching...

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1 year ago
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CuckoldSessions Maggie Green 07 08 2018

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 often forwards e-mails that contain dirty jokes, and the minute he discovered Maggie’s personal phone number? Well…that’s...

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1 year ago
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CuckoldSessions Brandi Love 12 09 2018

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 idea Brandi would actually follow through. Sure, you bought her a video camera for a gift, and you talked about filming some naughty...

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1 year ago
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CuckoldSessions Krissy Lynn Second Appearance

Krissy loves to date white boys but she only fucks black men. She brings home her new boyfriend and just as he thinks it’s going to be the day he deals the deal, he’s stopped in his tracks by the two dudes sitting on his girlfriend’s couch. Krissy explains that her sexuality is far-reaching and that she wants him to watch her but no touching. She tells him she met these guy at the club and has been strictly fucking them ever since. He’s not so sure about this at first, but warms up to it and...

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1 year ago
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CuckoldSessions Bunny Colby 12 19 2021

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 told this day is all about her and for cucky to learn his place. Once Will drops by it’s all about Him and Bunny fucking and sucking. Cuck boy is reduced to Lube boy and that’s as much of a title as he gets....

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1 year ago
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CuckoldSessions Gianna Grey 09 26 2021

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 do to get to Hawaii. She decides to surprise her husband at work all dressed up with a mind to solve this problem. When Jordan’s boss walks in and sees Gianna and dressed for action he is quick to...

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1 year ago
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CuckoldSessions Chloe Temple 03 13 2022

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 has lined up for his sexy wife. She shoots a bit of whip cream on her toes for him to practice for the other cream waiting for him later. She puts on a bit of slutty gear and heads to the bedroom...

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1 year ago
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HornyHousehold Gia DiBella Fucking The Tight Teen Ass Of My Filipina Italian Stepsister

Sexy petite Filipina Italiana slut Gia Dibella starts off undressing herself, and then playing with her toys. She uses the hitachi on her clit, while using her glass toy in her ass. After that, Gia puts her butt plug in, and gets dressed to meet up with her date, Conor Coxxx. He shows her some things on his phone, and then they start kissing and undressing. He licks her clit and fingers her pussy. After that, Gia gets on her knees and starts sucking his big cock. Its not long before the horny...

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1 year ago
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CuckoldSessions Alexis Fawx 09 03 2017

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. Take today, for example. Hubby has hired a crew to “fix” a wiring problem with the house. While we all know there’s no problem, the happy couple have now landed a...

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1 year ago
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CuckoldSessions Alana Cruise 05 14 2017

Alana Cruise has a controversial relationship with her step-son, Codey. If you’ve been to Cuckold Session’s sister site, Watching My Mom Go Black, you already know all about Alana and Codey. Today things just get more…”controversial”. Codey’s on a hunt for BBC to satisfy Alana after a long day at work. Codey is striking out. No luck. This disappoints Alana, so she ups the ante: “find me two black bulls, and I’ll suck your dick! I’ll be...

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1 year ago
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BoldlyGirls Julia de Lucia Hangover Sex

Let’s say that your name is Juan and you go out the last night of the year. You drink like a fish and, at the wee hours of the morning, when you lost all hope of getting laid that night, a gorgeous brunette called Julia lays eyes on you and takes you to her bed. The problem is that you’ve already had one too many drinks and she takes seduction very seriously and very calmly. The exhaustion and the booze finally defeat you and you fall asleep. You better get ready because...

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1 year ago
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CuckoldSessions Ivy Lebelle 07 14 2019

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 able to finally have a chance to hit them up. They came over that afternoon and Indiana led them straight to the action. Ivy had always wanted two men at once. She wanted to feel one at each end and get...

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1 year ago
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CuckoldSessions 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 that her heart desires and since Penny is such a giver, she makes sure he spreads his wealth with her friends. You won’t want to miss the ending… it’s exactly what the nightmares...

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