See more by tags CuckoldSessions Harley Love

Harley Love - Wants To 'Model' In Front Of Her Hubby

Released: December 20, 2025

Harley Love and her husband Cole Church have recently moved to the area and she has been looking for a job. She answered an ad for modeling work and the agent Will Tile thinks she has lots of potential. He wants to signs her up for all kinds of work, especially a fans program but he is not sure about her husband and if he will be ok with it. So Harley brings Will to her home telling him privately that Cole has some cuck tendencies and she thinks he will go along with the plan.

When they first talk to Cole he is very supportive of his wife's plans but when Will tells him exactly what she will be doing his tone changes a bit when he finds out she will be fucking lots of other men. Both Harley and Will want to be sure he will be ok with this by fucking each other in front of him which Cole was very much not prepared to but his strong cucky nature will not allow him to stand up for himself and his own hardening cock gives him away too. Harley is quick to tell her husband Cole that after taking Will's Giant Cock she will likely never be able to feel his much smaller penis. Will finally seals the deal, shooting his load all over Harley and Harley asks Cole to clean her up with his tongue and kiss her to show his acceptance of the new path for her life.

See more by tags CuckoldSessions Alexis James

Alexis James - Alexis James Meets Her Goal To Fill Her Holes

Released: December 6, 2025

Alexis James has been out all night leaving her cucky boy Tony Orlando at home worried sick about her. She has been getting railed in the bathroom at the club by two hot guys and even in the cab on the way home. But for Alexis that was not enough for a Woman with her goals. After dealing with her whiny cuck for a moment she gets right back to her plan to fill all of her holes at once. She keeps a chaste little cuck at home to be a house bitch and cook and clean for her but Her real needs must be met by men with Giant Cocks.

Ace Hardz and Goldey are just the men for the job and put her through her paces quickly moving on from just fucking her pussy to having her ass opened up and then even more with both cocks inside her at once. This is the moment Alexis has been waiting for and her eyes roll back in her head with joy. Both men bang her with abandon until ready to drop their loads on her face and chest with cucky right there to orally worship and clean up the sticky mess.

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See more by tags CuckoldSessions Olivia Madison

Olivia Madison - Olivia Madison Gets Her Fix From Plumber Kris Kixxx

Released: November 29, 2025

Olivia Madison has been nervous about having a plumber come over to fix the sink in one of her bathrooms. Well because it just happens to be attached to her playroom. When she informs the Plumber Kris Kixxx he seems unfazed, that is until he gets a peek inside and then he is full of questions for Olivia and he likes all of the answers. But the best moment comes when her naked cuckold slave Jake Alexis comes asking if he can do anything and Kris can't help but have a full laugh seeing this tiny manboy naked with a pink cage locked onto his tiny little thing that passes for a cock.

Kris immediately asks him how do you call yourself a man to which both he and Olivia laugh. Seeking his opportunity to be the Man of the house Kris makes his move much to Olivia's delight. She needs a strong large cocked man in her life with a tiny cucky Jake around. Olivia gobbles up Kris's enormous cock with vigor before spreading this Goddesses 6 foot 4 legs wide, wide enough for Kris to fuck the daylights out of her and cucky to still worship her feet. Finally Kris fucks her to a mighty pop all over her ass and cucky finally knows he has some worth as a cum lapping little bitch to lick clean her luscious ass to Kris's combination of recoil and amusement with a very long winded ....Damnnn!

See more by tags CuckoldSessions Olivia Madison

See more by tags CuckoldSessions Gypsy Rose

Gypsy Rose - Gypsy Rose's Real

Released: November 15, 2025

We find our subby boy dutifully cleaning his Mistress's house, Gipsy Rose when she calls letting him know that she will be coming home for Lunch. He is so excited and starts rambling on about how he will make lunch but she has already hung up. Gypsy comes home with cucky Tony showing her the lunch he made to her laughter saying that was not what she had in mind for her Lunch time. Goldey comes in right after and she grabs onto him immediately, especially his cock and drops to her knees saying now this is what she had in mind.

Slurping and sucking away at Goldey, Tony sits down and mopes thinking Gypsy was going to spend time with him. In the Master Suite Gypsy bends that luscious ass over for Goldey to lick and stick deep with his cock, Gypsy can not help but start to squirt immediately. Those two are lost in the moment of their own when Tony sneaks in asking if he can at least watch. Gypsy tells him to strip down to his chastity device to howls of laughter from both Gypsy and Goldey. She crawls forward on the bed with Goldey's cock following inside her so she can slap Tony around for good measure. What follows is a cock and cum crazed Gypsy riding cock and spraying her squirt all over and especially in Tony's face. The bed is absolutely soaked by the time Goldey drops his load inside Gypsy's stretched out pussy. Tony is quickly ordered to clean up that Used & Cum filled pussy. Tony's ultimate humiliation though is when Gypsy orders Tony to give Goldey the keys to his chastity device symbolizing that her pussy now belongs to him and Tony's cock might as well be locked forever.

See more by tags CuckoldSessions Gypsy Rose

See more by tags CuckoldSessions Brittany Andrews

Brittany Andrews - Brittany Andrews Penetrates His Ass With Strap-On

Released: November 8, 2025

Brittany Andrews is finally engaged to a very sweet man and she plans to break him completely. Her final test for him before getting married is to see if he can handle her needs for more and more cock than even he can provide for her. She has arranged to bring one of her Studs Will Tile over to service her needs while her Fiancé Pierce Paris, who has been a bit feisty about this plan is safely tied to a chair at least at first. Right on time Will enters and takes charge of the situation helping Brittany to strip out of her stylish MILFY wardrobe and immediately she drops to her knees to worship his enormous Cock.

But Will is quick with the plan and bends Brittany over to be face to face with Pierce so he can see her face contorted in Passion. But after a bit of riding that fat cock she finally let's Pierce out of his bondage so she can play with is cock and balls as she is fucked on her back and finally loaded up deep inside with Will's Manly load. With something less than enthusiasm Pierce licks his Fiancé's cream filled pussy as she taunts him with the rest of her plan to penetrate his ass with her strap on until he too cums, sealing the deal of their future together.

See more by tags CuckoldSessions Ashley Tee

Ashley Tee - Birthday Fuck For Ashley Tee

Released: October 25, 2025

Ashley Tee thought her Husband had again forgotten all about her Birthday and was off on a business trip not to be heard from. This has been going on for a while now and Ashley has been turning her attentions to the studly man from London down the street. For about 6 months now his giant cock has been stretching Ashley's pussy out wide without her husband Oliver Clothesoff the wiser. Well after inviting Oliver over and wearing her pretty pink party dress for him, well Oliver knows what time it is to sink his fat cock deep into this lonely housewives pussy.

Just as she is trying to crack her jaw open wide on that Huge Cock does her Husband Oliver come in carrying roses and balloons for his wife's Birthday. Never even taking her hand off the cheating cock she asks her husband what did he expect? For her to wait around for his tiny cock to come home, maybe if he remembered. A bit crushed but aroused at the same time of seeing his wanton wife, lips dripping fresh from her sucking cock. He quickly admits that when he is so often on the road these are the kinds of movies he rents in the hotels. Ashley jumps right back to what she was doing and soon jumps on Mannie Coco's cock again for her first time ever squirting, inspired by her slutty behavior of course. Ashley uses her husband and sex furniture all while telling him this is the slut he can expect from now on. Oliver's descent is complete when Mannie sits on Oliver's back to have his wife suck his cock as well. Mannie's load is soon all over Ashley's tits and her husband rushes to kiss and lick her clean followed by kissing his lovely bride.

See more by tags CuckoldSessions Ashley Tee