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In the episode of Dating My Stepson, Pristine Edge persuades her stepson Jimmy Michaels to date four of her milf acquaintances and one mystery woman. Despite her upset situation, they make the most of it, forming a flirtatious relationship. After discovering Jimmy has cheated on her friends, Pristine confesses her feelings to Jimmy, who interrupts the interview. Pristine then performs a full-body sex show, resulting in Jimmy blowing up his stepmother, making her the winner of the dating game show.
Theodora Day and Maya Woulfe are discussing girls at school when Jay Romero, Theodora's stepbrother, visits. Jay observes Maya lowering Theodora's top and complimenting her tits. Jay suggests that Theodora could find a healthy way to unleash her pent-up energy by getting raped before school. Maya assists Theodora in getting on her hands and knees to jam Jay's dick into her pussy. Theodora plays cowgirl and rides Maya's tongue while Jay's cock is on her back. They form a double act, with Maya diddling Theodora's snatch and Jay giving her a doggie smackdown.
Lacy Tate and Macy Meadows encounter Jason, Macy's stepbrother, while searching for Christmas gifts. Jason threatens to hurt them if they sneak around again. They continue their hunt, but Lacy enjoys rocking on the cock. Jason invites Lacy to join in, and she accepts. After finishing her sentence, Jason beats Macy, and Lacy plays on Macy's tongue. Macy eats Lacy in reverse cowgirl fashion. Jason pulls out, giving the girls a Christmas present.
Simon Kitty, Max Charger's stepsister, is growing on him and mistreats his possessions. She demands Max switch off the TV and offers to let him fuck her. Max resists, and Simon offers to blow him with his tongue. She continues hitting Max until he cums. She gives Max a pissing session, hair tugging, and hammering. When Max gives her salty sperm, Simon sucks his cock.
Kyler Quinn and her stepbrother David Lee are in a rift due to their constant verbal abuse. Kyler saves cereal from David, spilling it over his head. David tries to talk to Kyler while she prepares a sandwich, but she ignores him. David slants Kyler over, kisses her, and presses her leg on the counter. Kyler doesn't show emotion and is rewarded with a mouthful of cum.
Maya Woulfe, Andi Rose, and Leana Lovings watch a facial compilation and discuss their favorite aspects of male anatomy and sex. They play with each other's bodies and strip down, displaying their triple threat. Leana goes cowgirl on an ass cock, while Maya plays cowgirl in reverse. Andi drops on her knees, and Jay kisses her while licking Leana's slit. The women prepare a pussy buffet for Jay, with Leana grabbing his fuck stick first. In the epilogue, Andi and Maya witness Leana receiving a facial before enjoying a delightful cum exchanging.
Alexa Kiss and her stepbrother Peter Green enjoy a beautiful poolside swimsuit, but their feelings for each other become awkward. Peter leaves to his bedroom, and Alexa pursues him, admitting her crush. They argue about having a fuck, and Alexa blows Peter's fuck stick while he tugs at her hair. They finish their relationship, and Alexa enjoys spooning with Peter, but longs for a big O on her back. They agree that a partnership might work.
Amber Summer, the new stepsister of Apollo Banks, and her friend Skyler Storm are in their bedroom, attempting to get into his pants. After her stepfather refuses, Amber convinces Apollo to have a good dick. They alternate sucking, and Apollo can easily slip home. Skyler scales Amber's face and rides her tongue, while Amber eats her BFF out. Apollo pounds Amber and Skylar, leaving a mess for the two coeds to clean.
