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This season of "Dating my Stepson" features guys seeking romance, but first, they must connect with the potential girlfriend's mother. In this episode, Rion King is excited to impress Crystal Rush, the mother of McKenzie, to meet her daughter.

Josephine Jackson rents a beautiful vacation apartment, causing her stepson Alex to feel frustrated about his hostel stay. As they discuss their feelings, tension builds, leading to an unexpected kiss. Realizing the time, they grapple with their newf

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

Penny Barber seeks connection with her stepson, Max, often visiting his room for snacks and conversation. As their playful banter evolves, they both become aware of their feelings and aspirations, confronting the challenges of their unconventional bo

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

Scarlett Mae, a young stepmother, navigates the complexities of her relationship with her stepson Zane, who is closer to her age than her husband. Seeking personal space while Zane seeks a ride to practice leads to humorous misunderstandings as they

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

Bigtit milf Sasha Pearl has her stepson and his friend help with chores then give her pussy a good pounding

Hyley Winters is hot, horny, and all set to fuck her stepson once she lures him into the bedroom and seduces him

Bigtit milf Alexa Payne has phone sex and the real deal at the same time when her stepson bangs her bare pussy

Busty milf Justine Jakobs had such a bad day that she needs her stepson to massage her from the inside out

Bigtit milf Sarah Taylor peels off her clothes and uses her juicy pussy to teach her stepson a lesson about self control

Thick and curvy Brittany Andrews climbs into bed with her stepson to take care of his morning wood with her hot pussy

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

Baby craving Anya Olsen measures up her stepson and his friend and decides they're both nice and hard for fucking

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

Betsy Long is a charming and stylish individual whose captivating presence shines through her modeling. Known for her elegance and grace, this talented housewife continues to impress and is a delightful addition to any occasion.

Novella Night exudes elegance with her sparkling collar and stylish appearance, embodying a princess. Beneath her formal facade lies a playful, adventurous spirit, making her approachable and delightful to interact with.

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