CuckoldSessions


Jenna Ivory

Jenna Ivory @ CuckoldSessions.com A $10,000 debt is about to cost Chad Diamond more than just his dignity. Chad and his girlfriend, Jenna Ivory, are caught in a quagmire: does she give up the white pussy so that Rico Strong doesn’t end Chad Diamond over a debt? It seems as […]


Miley May

Miley May @ CuckoldSessions.com Big day today! Miley’s boyfriend — Chad — is the Birthday Boy. It’s Miley and Chad’s day. After riding the paddle boats around the lake, Miley and Chad are figuring out what to do on his special day. It’s not too long before Miley spots Rico […]


Janet Mason And Misty Stone

Janet Mason And Misty Stone @ CuckoldSessions.com If you’re hip today’s lingo, you’ll probably know “to catfish” means to lie about yourself during an online, “getting to know you” chat session. One of the biggest reasons to catfish? Dick Size, of course. That’s what today’s cuckold — Ciccle — is […]


Riley Reid

Riley Reid @ CuckoldSessions.com Riley Reid’s cuckold is ONLY allowed to play with her feet, get treated like a woman and to watch as Riley fucks a real man. Shane Diesel comes in only after Riley’s white cuckold has sucked down a black dong and gotten his lips glossed up. […]


Riley Reid

Riley Reid

Riley Reid @ CuckoldSessions.com Riley Reid’s cuckold is ONLY allowed to play with her feet, get treated like a woman and to watch as Riley fucks a real man. Shane Diesel comes in only after Riley’s white cuckold has sucked down a black dong and gotten his lips glossed up. […]


Katerina Kay

Katerina Kay @ CuckoldSessions.com The white man’s self-esteem continues to sink lower and lower with each passing generation. Katerina Kay’s boyfriend is lacking the funds needed to score some “party favors” for a rave they’re to attend. Charlie Mac is the man to go to in times when just the […]


Natasha Vega

Natasha Vega @ CuckoldSessions.com You’d think that Natasha Vega- big tits and all- would only suffer from a bad back and not an injured foot. However, Natasha’s boyfriend injured her and a visit to Dr. Bangg’s office is one of the errands they have to run today. The good doctor […]


Christie Stevens

Christie Stevens @ CuckoldSessions.com Christie Stevens and Shane Diesel are the Bonny and Clyde of cuckold dominating. This week Christie is verbally demolishing any self respect the cuckold has left in his body. Shane Diesel is there to show the cuckold that black cocks are superior AND white girls have […]