CuckoldSessions


Cindy Starfall

Cindy Starfall @ CuckoldSessions.com 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, […]


Maggie Green

Maggie Green @ CuckoldSessions.com 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 […]


Rachele Richey

Rachele Richey @ CuckoldSessions.com 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 […]


Abella Danger

Abella Danger @ CuckoldSessions.com 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, […]


Daizy Cooper & Carolina Sweets

Daizy Cooper & Carolina Sweets @ CuckoldSessions.com 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 […]


Daizy Copper & Carolina Sweets

Daizy Copper & Carolina Sweets @ CuckoldSessions.com 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 […]


Skylar Snow

Skylar Snow @ CuckoldSessions.com 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 […]


Riley Reyes

Riley Reyes @ CuckoldSessions.com 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 […]