Videos (desperate times call for desperate measures in roommate encounter)

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

Effie Snow is sick of her stepbro annoying her so she puts his fingers and then his cock to use pleasuring her pussy

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

Bigtit milf Tiffany Madison wants to get knocked up so she manhandles her stepson and his BFF in a BBG threesome

Lesbian lovers Lisbet and Baiba Doll come together in a sweet and sexy romp that features plenty of pussy licking

Jade Kimiko and Jade Maris need some extra cash so they fix a leaking sink and then Jade's stepbro's leaking dick

Anya Olsen plans to start a family and enters a playful evening with her stepson, Lucky Fae, and his friend, Jayden Marcos. With a bouquet in hand and a box of chocolates from Jayden, they share laughter and explore their connections in a lighthearte

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

Jena LaRose is a confident woman who feels playful when her new stepson, Ricky, comes home. Their lighthearted exchange reveals mutual intrigue and boundaries as they bond over Jena's vibrant personality, ensuring their dynamic stays respectful and f

Britney Rose seeks to boost her social confidence and turns to her stepbrother, Joshua Lewis, for advice. As she adopts a more playful and assertive approach, their light-hearted banter strengthens their bond, helping Britney discover her individuali

Juan is exploring the room of Liz Jordan, a passionate volleyball player close to her friend Maya. Initially worried about their friendship taking time away from him, he appreciates their bond and looks forward to the potential adventures of blending

In this season of "Dating My Stepson," three stepsons and their stepmoms navigate complex relationships. In a recent episode, Alex and Shalina share a candlelit dinner, where initial awkwardness turns to a budding romance marked by a sweet kiss, high

Elsa Violet returns home with new outfits and seeks her stepbrother Jay Romero's attention. To engage him, she changes outfits in front of him and asks for his opinion. They share playful banter and enjoy discussing their favorite styles, creating a

Josh Rivers stumbles upon his stepmom, Gigi Dior, struggling with selfies. She asks for his help, leading to a playful photo session where Gigi changes outfits. Josh feels unexpected emotions, and they share laughter while bonding over fun poses and

Alex Coal interviews newcomer Elsa Violet, 24, helping her overcome nerves by exploring stylish outfit options. With the light-hearted presence of Juan Loco, Elsa gradually relaxes, leading to playful moments filled with laughter, support, and a warm

This season on *Lil Sis*, love coach Alex Coal helps caller Parker Ambrose, who is dealing with an awkward situation with his stepsister Lulu after being caught by her mom. They discuss the need for clear boundaries and respectful communication to im

During Cinco de Mayo, Jade Maris aims to make the celebration memorable with playful teasing of her stepbrother Max Fills about filling a piñata. As they share intimate moments, their connection deepens, leading to a fun exploration of their relation

Myra Moans creates a fun makeup video, but her stepbrother Jimmy keeps appearing. She invites Britt Blair, who shares cookie news and flirts with Jimmy. The trio enjoys playful banter and camaraderie, ending with a sweet cookie treat, celebrating fri

Kay and Katie invite a charming masseuse, Damon, for a couples massage but soon feel playful. The flirtation grows as they engage in light-hearted exchanges during the session, creating a fun atmosphere. Their evolving dynamic leads to laughter and a

Lulu and Whitney share a joyful day filled with compliments and laughter when Parker overhears their feelings for each other. Later, in Parker's room, they enjoy playful banter and explore their friendships, celebrating their connections in a light-h