T. Stone is in the middle of a marathon masturbation session with the inspiration of an online video that gives him a beat to jerk off to. When his stepsister Kenzie Reeves walks in on him masturbating, she challenges him to last two minutes while watching her boyfriend fuck her. T. accepts Kenzie's challenge, then one ups her by saying he could last even if she was naked. Kenzie is game to keep escalating the bet with a sexy striptease. Once Kenzie's panties hit the ground, she caresses her small boobs and bald pussy. T. still hasn't cum, so she drops to her knees to stroke him off. Leaning forward, she puts her mouth to work as well. Even that doesn't bring T. off, so Kenzie lays on the couch and spreads her thighs so he can bury his fuck stick balls deep in her bare twat. Soon the pair is fucking at a hard fast pace that gets Kenzie moaning about her love for T's big cock. Getting on her hands and knees, Kenzie turns around so that T can bang her from behind. The porn keeps playing in the background, providing a sensual backdrop that helps T. keep up the perfect rhythm. He brings Kenzie off, and then barely pulls out of her horny sheath before exploding all over her back. Kenzie considers herself the winner since T. has not reached the end of the Cock Hero video.

While trying to sneak out of the house, Tiffany Watson gets stuck in the window. Fortunately, her stepbrother Van Wylde finds her. She asks for his help, but he decides instead to snap some photos and take a video. Then he pounces on his opportunity to feel up Tiffany's ass while peeling off her shorts and playing with her thong. The next thing Tiffany knows, Van is sliding his fingers up and down her bare twat. Finding her wet and willing, Van whips out his cock and pushes all the way into her. Her little moans of pleasure are music to Van's ears, and now that he knows she wants him he finally lets her out from the window so that they can relocate to the bed. He finger bangs her before gliding back into her fuck hole and fucking her until he delivers a big creampie. Later, Tiffany finds that Van hasn't deleted the video. She offers to stop sneaking out and fuck Van in return for him getting the video off his phone. Living up to her end of the bargain, Tiffany starts with a blowjob and then moves on to riding Van's hardon. They switch it up to doggy style at Tiffany's request, making it easy for her to get off. This time, Van pulls out and delivers his giant cumshot all over Tiffany's bottom and all the way up to a creamy facial.