Videos (stepmom kate helps stepson cole with studying in xxx story)

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

Cum hungry Becky Summer wants her stepdad to breed her but shes happy to accept her stepbrothers creampie first

Bigtit mama Sophia Locke wants a pearl necklace for mother's day so she taps her stepson to cum all over her

Milly has intense feelings that heighten her awareness of her body and how her clothing feels. To explore these sensations, she takes moments for herself, gently touching and discovering what feels pleasurable.

Cathy Cream is a free-spirited adventurer with a flair for unique fashion. She enjoys playful activities and is always ready for fun and laughter, inviting others to join her in her next exciting experience!

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

Maya Kendrick's evening is disrupted when her stepbrother Lucas Frost changes the channel. Their mother, Fallon West, intervenes, urging them to settle down. Amid rising tensions and a sense of secrecy, Maya and Lucas navigate their emotions carefull

Kristen Scott's relationship with an older partner comes to her stepbrother Kyle Mason's attention, leading to a secretive and complicated dynamic between them. As they navigate their feelings, they find themselves in unexpected situations that chall

Babes Madison Wilde and Serene Siren have mutual crushes on each other so they act out all their lesbian fantasies

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

Busty redhead milf Sophia Locke hears her biological clock ticking and needs her stepson to drop a load inside her pussy

Katrina Colt, a caring stepmother, feels conflicted as she learns about her stepson Nick's struggles. After a call from her pastor, she talks to Nick, emphasizing healthy relationships and mutual respect. Their supportive conversation strengthens the

In "Dating My Stepson," three mothers and stepsons tackle relationship dynamics. In this episode, Shalina and Micky compete for Matthew's attention but eventually team up, sharing time with him and fostering a lighthearted atmosphere. Their playful r

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

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

Cum crazed Evie Ling sees that her stepson is a cum dispenser and decides to seduce him through lingerie and sex

Jodie Johnson likes bossing her stepson around even more when she realizes how horny it makes him to fuck her

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