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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.

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See more by tags CuckoldSessions Savanah Storm

Savanah Storm - Savanah Storm Can't Resist Her Personal Trainer

Released: October 11, 2025

Savanah Storm has been wanting to fuck her personal trainer for some time now and finally decides to bring him home when she thinks her husband is not there. She walks in immediately grabbing his cock and talking oh so dirty to her trainer Will Tile, not knowing that her Husband Silas is just around the corner in shock at her betrayal. Savanah drops to her knees to taste that giant cock slurping away and promising him that her husband is not there.

Not knowing that now he is listening to her slutty behavior just around the corner. Off the dirty couple run upstairs and Silas the cuckolded husband moves closer to listen as they obviously move on to more dirty things. Taking off his shoes to be quiet he sneaks up the stairs to see what they are up to and gasps quietly when he does. By now Savanah has Will's cock deep inside her and begging for it to go deeper. Silas can not help but notice his own cock hardening watching them and takes a seat to whip it out and jack to the obscene show. Finally in the throws of ecstasy Savanah notices her Husband sitting there and recoils in shock. Silas approaches to confront them but with his own cock out and very hard his argument lacks merit. It's obvious that he is enjoying the show and Savanah gets right back to it taunting her husband with her slutty behavior. And when she tells Silas to get on his knees to lick her dirty used stretched out pussy she knows she can do this from now on anytime she likes. This deal is sealed when both men cover her in their cum but with Silas licking both loads up and coming up more to kiss his now Cuckoldress Wife.

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See more by tags CuckoldSessions Whitney OC

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Whitney OC - My Husband Watched Me Fuck With The Masseur Cole Church

Released: September 13, 2025

Whitney OC and her husband Cole Church have an appointment with a very naughty massage parlor. Cole heard about this place from some friends of his who were married and they said it really spiced up their sex life. So he called them up and asked for a special sexy massage. Goldey, the masseur on duty, and he is not used to a couple quite so good looking coming in and pulls Cole aside and asks are you sure about this? Cole assures him this is exactly what they want.

Goldey starts off light but teasing the sexy wife, playing her body with years of skill to coax the slut right out of her. But once he flips her over and massages her breasts then drops even lower to lick her pussy with his special technique. Cole has his cock out now watching his beautiful wife Whitney succumb to Goldey's ministrations. By the time his cock spreads Whitney's pussy open wider than ever before she is pulling Goldey all the way in with need. Whitney needs cock in so many ways and tries to get it as far inside her with each position. Suddenly Goldey pulls from her heated pussy to jack a fat load onto her stomach only for Cole to jump in and taste it and share it with a kiss with his beautiful wife.

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See more by tags CuckoldSessions Sophia Sterling

Sophia Sterling - Double Dip Treatment For Sophia Sterling

Released: August 30, 2025

Sophia Sterling and her BF Jake Alexa have what most couples wish for. A loving caring relationship, but what they do not have is sex. Sophia's boyfriend Jake has a micro penis, a labia nudger, a cockette not worth the two fingers he uses to play with himself. Sophia of course has needs and finally got Little Jake outfitted with a very special chastity device that resembles what he really is to her. See it looks like a pussy and since he is really more of her GF than a BF it is very suited to him. On this special occasion they have decided to have a cuckold date with a couple of Bulls she has been keeping on the side. So out comes little Jake with his pussy shaped chastity on much to Sophia's delight. Jake is so embarrassed but then he should be even if his cockette was showing. After a quick subby foot rub the Bulls are here and she sends Jakey to answer the door wearing only his device. Goldey and Jaxson Briggs come in laughing with delight at such a ridiculous sight. But with Sophia raring to go they quickly take her body very seriously. For Sophia this is a special night to get all of her holes filled and will not be satisfied until she gets the double dip treatment. Little Jakey is in for the sight of his life seeing his special girl split wide open with real Cock. These guys used her hard until they both dump their huge loads of cum on her for Jakey to dutifully clean up.

See more by tags CuckoldSessions Sophia Sterling