29:34CuckoldSessions – 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 […]
40:16CuckoldSessions – 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 […]
35:08CuckoldSession – Aubree Valentine
Princess Aubree and her little cucky bucky just took delivery of their first real cage for cucky to stay in. She has never let cucky watch her fuck her Bulls before but now that he can be locked behind steel bars she feels maybe it’s time to show him just how pathetic he really is […]
39:14CuckoldSessions – Skye Blue
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 […]
35:56CuckoldSessions – Aubree Valentine – Sit There And Watch
Aubree Valentine is a woman that has needs and knows what she wants. She is adamant that any potential boyfriend be ok with her fucking other men…in front of them. Aubree is the Queen of Cuckolds and she’s been on the prowl for a new cuck since the last one didn’t work out. She has […]
48:04CuckoldSessions – Blake Blossom
Blake caught her boyfriend Elias taking on the phone with his ex girlfriend behind her back. She called him out on it and threatened to break up with him. Elias panicked and asked what he could do to make it up to her. Blake said that since he can talk to his ex, that she […]
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 […]
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 […]
32:04CuckoldSessions – Lana Rhoades
Meet the Rhoades family: Poppa Rhoades, his oldest son, Robby, and Robby’s little “sissy”, Lana. Since she turned 18, Lana’s turned into quite a handful. She’s in trouble at school, she’s hanging out with the wrong crowd, and she recently started dating a boy named “Rico”, who she’s about to introduce to her Pops and […]
35:04CuckoldSessions – Riley Reign
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 […]
33:23CuckoldSessions – 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 […]
28:39CuckoldSessions – Sonny Mckinley – Taking Care Of The Package
Fuck Buck works at a local shipment warehouse. His girlfriend, Sonny McKinley, got him the job when his streaming career took a nosedive. One day while working at the warehouse he gets to talk with a new guy on the job named Jonathan Jordan. They chat about work, other companies and eventually about Sonny. Jonathan […]
34:28CuckoldSessions – 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 […]
38:43CuckoldSessions – Rachael Cavalli
Rachael has been cheating on her husband for a while now. She just can’t help it. He is such a little limp wristed cuck boy it’s almost like she has to. Do you realize for the last six months she has been banging her black boss and coming home with a cunt ladeled deep with […]
35:50CuckoldSessions – Valentina Nappi
Valentina Nappi is a foreign exchange student whose being hosted by Kade and his family. Kade is quick to discover that Valentina is fucking her African-American Studies professor, much to the dismay of Kade. We find Professor Diesel in his study as Kade barges in and demands answers-that’s a huge blunder on the part of […]
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. […]
33:40CuckoldSessions – Alena Croft – Second Appearance
Cucky Marcelo is scurrying around his Mistresses house cleaning and getting it ready for his Mistresses date later. He is so quick he runs out of things to do and spends the rest of his time worshiping his Mistress feet until they hear the doorbell. Dismissing Marcelo to greet her stud Alena casually makes her […]
29:20CuckoldSessions – 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 […]
48:51Lexi has finally opened up to her BF Derek about her needs and that she needs more than what his little dick can provide. But she found out just how understanding he is and they ordered a chastity cage for him and invited over some of her old hook ups who know how to fill […]
32:47CuckoldSessions – La Sirena
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 […]
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 […]
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 […]
29:26CuckoldSessions – Lily Rader – My Boyfriend Cuckold
Lily Rader and her man are in all sorts of trouble…and about to get into more! They’re broke, they’re unemployed, and they need money…fast! They’ve decided to do something “sketchy”, so they’re meeting with a man who steals identities in order to get with their crew. “It’s a white-collar crime,” Lily’s boyfriend says. “It’s not […]
38:25CuckoldSessions – Adreena Winters
Adreena and her man have a special relationship. He takes care of her and the house then he gets what he wants. He doesn’t and Adreena locks him up in chastity. Today is one of the days he decides to misbehave. Adreena locks him up in order to help curb that behavior. Later that day […]
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 […]
40:51CuckoldSessions – 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 […]
44:04CuckoldSessions – Penny Pax
Warning :This scene is not for the faint of heart. Penny Pax is in the middle of treating a white cuckold (kinda redundant, right?) like a piece of shit and face fucking him with her huge strap-on. The master of humiliating cuckolds,Shane Diesel, enters the picture and our sick tale takes an interesting turn. The […]
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 […]
43:57CuckoldSessions – Syren DeMer Second Appearance
After repeated surveillance a shoplifting team of Husband and Wife have been detained by the mall security team. The wife Syren is very mouthy when first brought in and denies she was guilty of anything. Once presented with the evidence right from her own purse she claims they planted it on her. Will, the head […]
42:15CuckoldSessions – 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 […]
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 […]
40:48CuckoldSessions – Arietta Adams
Marcelo is a power broker yelling at his employees for not making specific trades when requested. As Marcelo is yelling at everyone on the phone his girlfriend came to him asking if he was ready to go out to dinner. Marcelo rudely tells Arietta to go make him dinner. Arietta isn’t having this and decided […]
44:16CuckoldSessions – 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! […]
30:03CuckoldSessions – Rocky Emerson
Rocky has been such a good GF to her Rockstar BF Daxxx, she has let him fuck all the groupies he wants all the time and never complains. So finally she feels like she needs some time for her, just for her and the big dicks she needs to keep her happy. He knows it’s […]
37:24CuckoldSessions – Mellanie Monroe
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 […]
31:47CuckoldSessions – Richelle Ryan Third Appearance
Richelle is the kind of Woman who wears the pants in her relationship to say the least. Her constant verbal abuse of her husband is the only way to keep him in his place. But after whining to be included more in her life she agreed to let the panty-waist husband come with her to […]
36:46CuckoldSessions – Maddy May – Maddy Gets Double Penetrated
Maddy May and her Husband Al Argento have long talked of bringing others in to fuck his insatiable and slutty Wife. With their anniversary coming up it seems like the right time to break the ice. So Al, Maddy’s Husband, gets two of his best friends he trusts to come by and meet with and […]
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 […]
35:47CuckoldSessions – Marilyn Johnson
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 […]
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 […]
31:10Bunny Madison got up sad with her Husband already gone and left the house on Her Birthday. But she tried hard to make herself feel pretty putting on her favorite pink dress with some stockings and doing her hair really cute. But when her Husband Sage Roux got home he saw her sulking sitting on […]
36:31CuckoldSessions – Krissy Lynn
You’ve suspected your wife’s been cheating on you for a long time, but you just need to catch her, red-handed. Or, in this case, black-handed…black hands all over her, and today you’re about to witness what you’ve suspected all along as it goes down. Starts with the black dude leaving your house. A stranger to […]
42:27CuckoldSessions – Audrey Madison
Tommy & Audrey have their 10 year anniversary coming up and Tommy has something special planned. His little slut wife has said to him for years she wanted to finally do anal and be what the bad girls call being Airtight!. Well Tommy loves his wife , and brought a camera too. So just as […]
34:31CuckoldSessions – Aubrey Black
Aubrey is a Real Estate Agent sick of her lazy Husband who just sits around and watches TV all day but refuses to get a job. She tells him she has an important meeting with her Real Estate Agent partner to go over some figures and can he go somewhere else in the house and […]
48:01CuckoldSessions – Aria Carson
Brad is sitting in his room on his phone when his new girlfriend Aria has to remind him that its their one month anniversary. Aria gets upset because brad forgot and didn’t think a one month anniversary was a thing. Seeing that his new girlfriend was upset about him forgetting their one month anniversary, Brad […]
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 […]
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 […]
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 […]
35:37CuckoldSessions – Kiki Daire
Kiki Daire’s been a huge name in the business for over 15 years. When we looked at potential talent to humiliate YOU, Kiki’s name was at the top of the list. We find Kiki Daire and Jovan Jordan getting ready to fuck each others brains out while you can only watch. The verbal assault laid […]
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 […]
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 […]
34:29CuckoldSessions – Abella Danger
Abella Danger might be one of the greatest Cuckoldresses this site has ever seen. If you don’t believe us now, you will by the end of this Cuckold Session. Her minion, Jay Wimp, has been a bad boy. Abella’s warned him — on more than one occasion — that if he touches his little, white […]
31:34CuckoldSessions – Payton Preslee
It’s Payton’s Special day and she is doing it her way. The wedding plans are all set and she made sure some special guys were coming as well besides her little dicked husband. The Preacher is a big man in all ways and so is her witness Jon Jon. When it comes time for her […]
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 […]
39:54CuckoldSessions – Reese Robbins
Reese has recently taken charge of cuckolding her StepDad while her Mom is out also screwing around. But Reese has the key to his chastity device and knows how to use that power over him as well. So since she wants to go shopping she thought she would drop into StepDads work and tease and […]
41:31CuckoldSessions – Maya Woulfe
Marcelo was caught jerking off to porn by his girlfriend Maya again. Maya feels that jerking off to porn is equivalent to cheating in her book. Maya being upset with what she walked into decided to teach her boyfriend a lesson. Maya pulls out her paddle, leash, skirt and dog collar. dresses Marcelo up in […]
31:51CuckoldSessions – Lolly Dames
Lolly & Luke are new to the lifestyle and hoping to find a good stud to load up Lolly with a big cream pie that Luke is dreaming about as well. So they decide to check out the swingers club that they heard about online. But in their eagerness it seems they arrived a bit […]
36:36CuckoldSessions – Adira Allure
Joel has always dreamed of having a threesome with his hot young wife Adira. What husband would not like his trophy wife to bring one of her hot friends over. Well apparently Adira feels Joel would only embarrass her and himself so she has invited a stranger from the club over to join them. Well […]
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, […]
55:53CuckoldSessions – 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 […]
31:29CuckoldSessions – Audrey Royal
The Sheik has so much money, he doesn’t rent porn — he rents people. The Sheik also has some of the hottest girls in the world in his Harem. The Sheik loves “renting” Bulls to come to one of his many homes to bang out his babes, and today he’s offering up Audrey Royal, perhaps […]
41:03CuckoldSessions – Vanessa Vega
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 […]
34:01CuckoldSessions – 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 […]
37:55CuckoldSessions – Lilly James
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 […]
