Videos (stepmom ivy ireland gives stepson a special helping hand)

Horny stepmoms Justine Jakobs and Jessica Ryan test their stepsons in a series of sexy games before jumping their dicks

This season of "Dating My Stepson" features a twist where potential partners must impress their date's mother first. Cherry, Lindsay’s mother, takes Parker on a fun dinner date with s’mores and games, allowing them to bond and explore their connectio

In "Dating My Stepson," men must impress their date's mother first. In this episode, Rebecca and Alex enjoy a fun evening playing pool, leading to flirtation and shared laughter. They express mutual interest, leaving open the possibility of future da

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

Michelle Anderson looks fabulous for her date, showcasing her stylish dress. Michael Fly arrives with a thoughtful gift— a new phone— which she eagerly uses for selfies. They share laughter and flirtation, growing closer in a cozy setting filled with

Bigtit hottie Bunny Madison is the milf you would marry, who comes on with a slow burn that heats up super fast

Hotblooded milf Crystal Clark takes her turn dating her friend's stepson but all this horny mama wants is the D

Charlie Valentine aims to be a caring stepmother to Juan Loco and decides to bake cookies. During decorating, icing spills occur, leading to a playful mess. Juan shares the funny moment with a friend, prompting Charlie to invite him back for a lighth

Jazmin Luv planned quality time with her boyfriend Kyle Mason but found him preoccupied with his phone. Intrigued by his stepsister Kyler's excitement over a "boo bag," they decided to create a surprise for him. Dressed in ghost-themed outfits, they

Julia discovered a personal item in her stepson Van's room that led to a heartfelt conversation about his relationship struggles with his girlfriend Halle. She chose to support them, facilitating open discussions about intimacy, trust, and comfort, h

On a warm afternoon by the pool, Anita and Totti embrace playful energy during an outdoor adventure. They share teasing moments while exploring each other's desires, shifting positions to enhance their connection. Their laughter fills the air as they

Jay Romero unexpectedly encounters his stepmom, Charli Phoenix, in a private moment. She playfully asks him to help retrieve a toy, leading to light-hearted banter and an exploration of boundaries. They share mutual enjoyment and agree to keep the ex

Nikki Nutz feels anxious about his date, but his stepmom, Alyssa Reece, encourages him to practice. They role-play compliments and light interactions, with Alyssa offering supportive advice on confidence and communication. By the end, Nikki feels mor

Melanie Hicks embraces her new life after remarriage and develops a playful bond with her stepson, Eddie. They share a fun day outside, applying suntan lotion and teasing one another. Through laughter and storytelling, they strengthen their family ti

Mona enjoyed a sunny day on her balcony, feeling relaxed until she noticed her stepson Charlie observing her. When she approached, she found him in an awkward situation. Surprised yet intrigued, they explored their dynamic playfully, sharing moments

Payton Preslee is devastated by her husband's infidelity, including betrayal by her sister. While caring for her stepson Charlie, she feels angry and plots her next moves. Together, they embark on an unexpected journey, exploring trust, loyalty, and

Alex Mack is adjusting to life with his young stepmother, Skylar Snow, with whom he feels a strong attraction. Their relationship becomes complicated as affection grows, leading to intimate moments that challenge family boundaries, prompting them to

Sharon White finds her stepson's socks in poor condition while doing laundry, prompting a conversation with Raul Costa. Their encounter becomes awkward, but they discuss the need for clearer boundaries and open communication, enhancing respect in the

Seth assists his stepmother Claudia and stepsister Kyler with chores, sharing playful banter. They later retreat to the bedroom to explore their feelings but are interrupted by Claudia. Back in the living room, their flirtation intensifies until Clau

Thanksgiving poses challenges for Reagan, her stepson Kyle, and adopted daughter Kiara. As they navigate awkward moments, Reagan encourages gratitude, but Kyle's response creates tension. Despite discomfort, they share appreciation, finding joy and c