CuckoldSessions


Anissa Kate

Anissa Kate @ CuckoldSessions.com Anissa Kate is horny. Very horny. And when Anissa’s clit throbs as much as it’s throbbing this afternoon, she swipes right. A lot. Today, after “sizing up” all the online dick pics she’s asked for, Anissa has chosen three dudes with the biggest cocks…because, let’s face […]


Jane Wilde

Jane Wilde @ CuckoldSessions.com Jane Wilde has an admirer. His name is Jay. Jay wishes nothing more than to be with Jane; Jane, however, doesn’t feel the same. Jane’s a little “evil”, too: whenever Jay leaves Jane’s place, he leaves with blue balls. Big, fat, aching testicles. Which is to […]


Angel Wicky

Angel Wicky @ CuckoldSessions.com It might be your dream to move to Europe and marry a hot European girl. We know that was multi-millionaire Steve Steele’s dream, and as good as it sounds to take a much younger bride, well…it appears there’s some serious consequences. He’s married to a Czech […]


Karma Rx

Karma Rx @ CuckoldSessions.com You purchased a cuckold session, and Karma Rx is your Cuckoldress. This means she’s going to talk to you…and only you. In this session, once you’ve paid up, Karma will start in with some “SPH” — small penis humiliation. This is one of the reasons you’re […]


Richelle Ryan

Richelle Ryan @ CuckoldSessions.com Look at weak, worthless, white-boi foot piggy, groveling at Goddess Richelle Ryan’s feet! He pays big money to worship his Goddess, and he loves sniffing and licking and kissing Richelle’s lovely feet. There’s just one problem. In the middle of his foot session, a couple of […]


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 […]