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Jay Romero is perusing Christmas gifts when his stepsister Molly Little and her companion Katie Kush discover him. They play pranks on him, revealing a unique gift. Molly and Katie suggest that Jay fuck Molly, but Jay still believes it's phony. Katie flirts with Jay while hosting Molly's party, and when she screams, she tells him he's been having an affair. The celebration continues, with the females giving Jay a double BJ and riding Jay's cowgirl fuck stick.
Skylar Vox, a virgin, is upset after her boyfriend broke up with her due to her unmarried status. She confronts Tony, who teaches her how to fuck like an expert. Tony teaches her how to suck a dick, give her a messy BJ, and combine large jugs for a titty fuck. Skylar is excited to get a large cock between her thighs and is shown various sensual poses. Tony then teaches her how to ride the D in cowgirl and reverse cowgirl, and she swallows a large cumshot.
Lily Larimar, unable to pay her phone bill after being fired, enlists her stepbrother Tony to help. Tony is uncooperative and refuses to help Lily and her boyfriend. Lily takes Tony's credit card and promises to impart knowledge. Tony suggests they have sex, and Lily agrees. Tony is excited when Lily gives him attention and fucks him. Lily mounts Tony and rides him, enjoying his fuck stick. They have a doggy-style fuck, and Tony gives in to Lily's pleas. The story ends with Lily expressing her love for Tony.