Videos (stepbrother pranks showering sister with surprise creampie)

Alex Mack is feeling bored at home when his stepmom, Lauren, joins him. She rolls out a yoga mat for stretches and invites Alex to join, discussing family and her wish for children. Later, she suggests taking a break for quality time, fostering a lig

Mandy Waters desires a family, but her husband's frequent absences complicate things. During her fertile period, she considers an unconventional option involving her stepson, Juan. Their interactions lead to a deep exploration of emotions and complex

Kiki Klout is lively and confident. While tidying up, she finds her stepson Parker's phone and sees workout selfies that spark her curiosity. Playfully, she asks him about her outfit choice, leading to flirtatious banter and lighthearted moments that

Millie Morgan is eager to celebrate the holidays but feels incomplete due to her husband's hesitance on starting a family. Inspired by moments with her stepson, Ricky, she aims to infuse joy into their festivities. They share playful interactions, cr

Clara and I have a lovely first meeting filled with warmth and connection. We share smiles and a sweet kiss, engaging in activities that strengthen our bond through laughter. The experience captures our joy and intimacy, ending with a tender moment t

Busty milfs Cassie Del Isla and Natasha Nice enjoy their stepsons' cocks in a glory hole before riding them to creampies

Julia Robbie walks in on Jay Romero and her stepson, Joshua, watching cartoons. Disapproving, she takes the remote but soon lightens the mood with playful banter. They suggest a fun activity together, sharing laughter and promoting camaraderie in a s

Demi Diveena discovers a tempting slice of chocolate cake and enjoys it secretly, hiding evidence from her stepson, Anthony. When he searches for it, she playfully engages him, leading to a fun adventure that strengthens their bond through laughter a

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

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

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

Working with Payton was a delightful experience filled with playful interactions and deeper connections. We enjoyed exploring different angles and expressions together, creating great chemistry and leaving us both satisfied. It truly was an enjoyable

Juan is upset about being grounded and missing a party, but his supportive stepmom, Addison, offers to help him have some fun later if he completes a task for her. They share playful banter and enjoy each other's company while preparing for the outin

Jayden and his friend Parker surprise Jayden's stepmom, Sydney, by cleaning their house for Mother's Day. Touched by their effort, Sydney playfully joins in their banter about dating, fostering laughter and camaraderie. They share a memorable day of

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

Juan and his stepmom, Cory, share a strong bond as they confront suspicions about Cory's best friend, Anny, potentially getting too close to Juan's dad. Through an unexpected conversation, they discuss trust, boundaries, and the importance of open co

Christy Love yearns for parenthood but faces hurdles with her husband. While bonding with stepson Jay, she shares her secret plan, prompting discussions about names. Christy's confident appearance shifts their dynamic, leading to deepening intimacy a

Ricky's private moment is interrupted by his stepmom, Rachael, who playfully prompts him to share what he's hiding. After a light exchange, she returns in a stylish outfit, fostering flirtation between them. Their playful banter highlights a fun, unc

Armani Black enjoys a shower and asks her stepson, Peter Green, for help washing her back. After the shower, she playfully acknowledges their chemistry, leading to a mutual exploration of desire. They share an intimate connection, embracing their att

This collection features point-of-view riding clips with performers like Scarlit Scandal, Lily Love, Demi Sutra, Vienna Black, Marley Brinx, Aidra Fox, Sky Pierce, and Mia Li.