See more by tags CuckoldSessions Bree Brooks

Bree Brooks - Bree Fucks A Fan On Friday Cam Show

Released: February 14, 2026

Bree is quite the internet sensation and on her Friday cam show with her cuckie at her feet she decides to run a 'fuck a fan Friday' show. While doing her show she evaluates the studs sending in their dick pics waiting to find the right one. 9 inches or better she declares to her fans. Finally the really big one comes online named Goldey. Showing his Giant cock to cuckie he whines asking if that would even fit. But Bree Brooks is determined to make this one fit and gives him the address.

Moving the show over to the bed she keeps the flow going until cuckie brings in Goldey and quickly compares his giant cock with cuckie's little tiny chaste wiener to everyone online to laugh about. Wrapping up her show with the promise to post the video Bree wastes no more time and swallows as much cock as she can before Goldey destroys her pretty little blonde vagina. Cuckie does a very careful clean up of cum off her tight tummy and she grabs the camera and says that's how you spend a Freaky Friday.

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See more by tags CuckoldSessions Octavia Red

Octavia Red - Octavia Red Get Fucked By A Real Man

Released: February 7, 2026

Octavia and Tony are meeting with their Lawyer Kris. When they first married Tony was a trust fund dude and Octavia saw this as a way to a much better life. But over time Tony never raised to be good with money and a chronic masturbator/sex fiend blew through all the money except for enough to put his wife through school and now she is the executive and the real power in the relationship now. Being a powerful Woman she wants a Powerful man in bed as well. Now that Tony is totally reliant on Octavia, things have to change.

In the meeting with their attorney Kris, the original Prenuptial agreement will be torn up and Tony offered a choice of a cuckold contract instead or out on the street it is. Being a massive pervert that he is, Tony is turned on by the ideal of being locked in chastity and watching his wife be regularly fucked by Real Men. Once he signs the new contract Octavia will be ready with her strap-on to slam home the meaning of his new place in life much to the laughter and ridicule of Kris. Once done with Tony, huffing and puffing she jumps Kris to his delight and swallows his cock and impales herself onto a Real Man's Cock to seal the deal of their new life together.

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See more by tags CuckoldSessions Angelina Moon

Angelina Moon - Angelina Moon Is Ready For a Load

Released: January 31, 2026

Angelina Moon has had the hots for her Stylist at the Salon for a while but knows that her Dominant lifestyle is not for everyone. So before she even really needs it she makes an appointment to go see him again but this time to bring her cuckold with her and gauge his reaction. Boswell Black is a bit shocked you can say to see this obviously submissive boy following along behind one of his favorite customers, a bit more even when he drops to his knees to worship her feet while he gets started on her hair.

Seeing that she was just in to see him and comments on this, Angelina lets Boswell know that she is here to see him just as well. Angelina makes no pretense from this point on grabbing at his cock and commenting on how it's just as big as her arm. Boswell, a bit confused asks what is the relationship between her and her cuck Taylor so she makes Taylor stand and display his very tight chastity device to which Boswell has a good laugh and now knows Angelina will be his. Just for her own enjoyment Angelina compares to her arm to Boswell's huge cock and it is indeed bigger than her arm in places, and just the right size for her Pussy.

See more by tags CuckoldSessions Cassie Del Isla

Cassie Del Isla - Getting The Job

Released: January 24, 2026

Cassie Del Isla has finally been promoted to a position at work to which she deserves, as a partner in the firm and now truly a position of power. Being married to Des Irez, the cute boy from the mailroom, has certainly not helped to pay the bills of the kind of life she likes to lead. So when it comes time to celebrate Cassie recruits a couple of studs (Will Tile and Goldey) from the sales department who really know how to go balls deep in all of her holes. Des loves his sexy and powerful wife and tries to show it the best way he is capable of but flowers are just not going to cut it this time. He comes home just in time to see her hands are fully wrapped around two big throbbing solutions to her needs.

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See more by tags CuckoldSessions Liz Jordan

Liz Jordan - Liz Jordan Gets Spanked By Her Boss

Released: January 10, 2026

Liz Jordan has been working for a very strict boss as of late and finds that she enjoys his discipline so much she is making deliberate errors to get her spanking fix when she needs it. Well it's one of those days with many errors on purpose that she has assumed the position over her bosses desk when her weak ass boyfriend comes by calling her name to take her to lunch. She calls out that she can't make it followed by a firm swat to her ass and then another.

Her intrigued boyfriend takes a look through the cracked door and starts to touch himself to the very sexy sight of Liz's ass red and warm. Her Boss Justice Nice is laying it down when he spots Pony Boy the bitch BF spanking his wiener and decides to give him a show and pulls down her sexy panties as well. Followed by his thick cock into Liz's sexy mouth. Justice let's Liz know that her BF is watching and she orders him to lick her getting her ready for a True Man Sized Cock from Justice to use her while the pathetic Pony spanks his terrible two inches and eventually cleans up the Real Man's Cum.

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See more by tags CuckoldSessions Kayla Kayden Kris Kixxx

Kayla Kayden & Kris Kixxx - Kayla Kayden's Dom Controls Her Pussy

Released: December 27, 2025

Kayla Kayden , the incredibly sexy wife of Oliver, has been seeing a Dominant Man outside of her marriage for some time. Oliver has been indulging in his wife's fantasy and honestly he gets off on it as well and is afraid to tell her just how much. But Kayla's Dom has her wrapped around his little finger and she loves how she buys her slutty things to wear and serve him sexually. Well on this visit Kris Kixxx decides to up his game and make Kayla tell him that her pussy belongs only to him from now on, no more fucking her weak ass husband. Kris has bought something for Husband Oliver as well this time, a chastity device and Sir Kris will hold the key.