Videos (stepmom alexis malone spoils stepson on family vacation)

Athena Fleurs is interviewing Fiona Frost when her stepson demonstrates that he has a free use fuck card for Athena

Vivian Fox finds her stepson's messy sheets while doing laundry and feels concerned. She talks to Johnny about his romantic life, emphasizing responsibility in relationships. Vivian encourages open dialogue on love, intimacy, and the importance of tr

Busty milf Sasha Pearl give her stepson boner exposure therapy then hops on his dick to help him deal with wanting her

After her stepson stretches her out for a yoga cooldown, bigtit Sydney Paige decides to get into bed and seduce him

Sam Bourne discovers a laptop in his dad's room while searching for him. When his stepmom, Zlata, walks in, they share a surprising moment that leads to a complex conversation about boundaries and communication. They emphasize the importance of respe

Brady Bud thinks he’s alone at home and watches a movie, but his stepmom, Josephine, is also there. She checks in on him, discovers his interest in older women, and suggests a neighborhood drive. They bond over a light conversation about relationship

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

Busty milf Taylor Vixxen wants a creampie for Easter and discovers her opportunity when her stepson costumes up

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

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

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," men seek love by impressing their potential girlfriend's mother first. In this episode, vibrant mom Veronica Leal interviews Alex Charger in her unique space. A charming connection develops, leading to playful moments and cand

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

Jayrock's new stepmom, Viviann Desilva, is vibrant and young, sparking his curiosity. After discovering missing clothes, Viviann confronts Jayrock, expressing concerns and advocating for open communication. They explore ways to resolve tensions while

Ashlyn Peaks stumbles into an indulgent moment in her stepson Charlie's room, prompting an unexpected conversation when he arrives. She playfully invites him to explore their connection, blending humor with curiosity as they navigate their feelings i

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

Nick's shower is interrupted by his stepmom Audrey, leading to an awkward moment. Later, playful teasing from Audrey raises questions about her intentions. With his girlfriend Penelope's open-minded suggestion, the trio explores a newfound connection

Crystal practices yoga in the living room due to space issues, leading to discomfort for her stepson, Jayrock, about her attire. They discuss their feelings and boundaries, agreeing on the importance of respecting each other's space and keeping their

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

Jessica Ryan is excited to listen to a baseball game on the radio while wearing her spirited outfit. Her stepson, Rico, enters, and they share light banter, including a funny mispronunciation. After a playful kiss, he leaves to get ready for his game