Videos (stepmom gianna grey teaches disrespectful stepson a lesson)

Stepmilf Armani Black offers to show Mandy Waters how she lets her stepson cum inside her to save money on tissues

Sarah and Katrina spend time with their stepsons, Jimmy and Ricky, focusing on building family relationships. They share advice on support and understanding, emphasizing communication and trust. Their discussions lead to a mutual agreement on fosteri

Juan discusses an unusual interest with his stepmom Jaimie, who feels uneasy about it. When Juan's friend Kylie visits, Jaimie observes their interactions and steps in to guide them with humorous advice. This results in playful, awkward moments, leav

Crystal Rush enters her stepson's room unannounced, finding him in a surprising situation. Concerned about his lateness for school, she helps him get ready despite his teasing about cultural norms. Their playful banter leads to laughter and a memorab

Atlantis Deep joins her stepmom Charlie Dean in the family's sauna. She drops the towel, then tells Charlie that he's going to have to get used to being naked.

Richelle Ryan is sick her stepson Johnny going through her dirty panties. She insists that they clear the air between them.

Evelyn Payne feels neglected in her marriage and suspects infidelity after preparing dinner for her husband, who doesn't come home. Seeking comfort, she invites her stepson, Anthony, to join her. They share heartfelt conversations, grow closer, and e

Tony, stressed about finals for his gynecology program, finds support in his stepmother, Jennifer. She helps him study anatomy practically by guiding him through a pelvic exam. Their session boosts his confidence and skills, leaving him better prepar

When her stepson reads her diary and realizes she was a slut in college Ashley Tee gives him an encore performance

Max and his stepmom, Cherry, have a study session interrupted by a coffee spill. After he declines a refill, Cherry expresses her coffee preferences. As they study, the atmosphere becomes charged, leading to playful affection and an exploration of th

Karina King is secretly chatting online, which her stepson Alex accidentally discovers. Their brief but intense conversation leads to emotional upheaval and unexpected feelings between them. As they navigate their complicated bond, they confront fami

Cherry and Katrina enjoy coffee while their stepsons, Parker and Juan, excitedly discuss a golf tournament. The stepmoms change into nicer outfits, receive compliments, and invite the boys to join them for some lighthearted banter. They share laughte

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

Two stepmoms, Lauren and Skylar, accompany their stepsons, Robby and Juan, to a crafting event. Frustrated by delays, they humorously switch roles to motivate the boys. Their playful approach helps refocus the kids, leading to laughter and plans for

Pristine Edge sets up dates for her stepson, Jimmy, to help him find romance. On his first date with Sarah, they enjoy a couple's massage. Initially nervous, Jimmy’s awkwardness leads to a playful moment when Sarah joins him on the table, making the

Valentina Bellucci calls her stepson Chris Lockwood to assist with a plumbing issue. After fixing it, Valentina invites him to stay, leading to playful and complicated interactions that leave Chris feeling uncertain yet intrigued. The encounter creat

Sandy Love aims to be a caring stepmom to Parker Ambrose, supporting him with his favorite pizza and offering comfort when he can't spend time with his dad. She engages playfully, creating a loving atmosphere that fosters their special family bond.

Sadie Ambrose prepares for a night out, applying moisturizer and dressing up. Her stepson, Parker, offers to help with her zipper and playfully inquires about her plans. Their interaction leads to humorous misunderstandings, highlighting family dynam

Jennifer White is a stepmom now. Since Mother's Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels.

Pristine Edge encourages her stepson, Jimmy, to date her friends on "Dating My Stepson." Surprisingly, her final date is with Jimmy. They start awkward but become playful as Pristine discovers he’s dated her friends. After a heartfelt admission of fe