Videos (teaching the stepson a lesson leads to passionate threesome)

Bigtit milf Bunny Madison helps her stepson take better dick pics and then makes sure he knows how to fuck

Charlie is thrilled about his new stepsister, Tommy King, and teaches her the card game War with a friendly wager. After winning, Tommy agrees to help wash his motorcycle in a fun outfit. Their playful banter leads to deeper feelings and a joyful day

Juan Loco is thrilled about his relationship with Khloe, but his stepmom Ashley keeps interrupting their private moments. After a surprising encounter, Ashley embraces the situation, leading the trio to explore their boundaries and desires together,

Christy Love and Crystal Clark talk about their disappointing Mother's Days and the challenges with their stepsons. They plan to help Ricky and Anthony improve their dating skills. The conversation becomes light-hearted as they focus on communication

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

Jennifer, a stepmother, creates a playful home video for her stepson, Tyler, and his college girlfriend, Maya. Her attempts to get their attention lead to comedic moments and discussions about relationships, culminating in a light-hearted and enjoyab

Adriana Chechik eagerly awaits her partner Kylie Kalvetti, surprising her with a playful scarf. Their playful energy leads them to the bedroom where they engage Ryan Driller, fostering intimacy through laughter and exploration. The night unfolds in s

In this episode of "Dating My Stepson," Micky Muffin and Alex Charger bond over a round of golf. Despite a mishap with her swing, they share playful moments and laughter, leading to a growing chemistry. Watch their connection develop on this unique o

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

Joshua Lewis and Cassie Del Isla share a fun fitness session, starting with yoga. Their playful banter and lighthearted teasing create an enjoyable atmosphere as they stretch and exercise together, strengthening their friendship through laughter and

Josephine James seeks an adventurous and intimate connection for the night. Confident and alluring, she is determined to fully enjoy the experience, cherishing every moment for complete satisfaction.

Scarlit had long shown interest in a group experience with Small Hands and me, and we finally made it happen. It was more enjoyable than we anticipated, with us taking turns engaging with her. We concluded our session in a satisfying way for everyone

Madison Wilde awaits her girlfriend, Aria Valencia, who has exciting news. They share deep moments, then invite Madison's stepbrother, Max, along for playful fun. In his room, the trio explores their connection, engaging in activities that deepen the

Kira, Small Hands, and I collaborated for the first time as a trio, building on our existing rapport. We enjoyed playful and intense moments while exploring various dynamics, ultimately emphasizing the strong connection and chemistry between us.

Bailey Bradshaw studied with her boyfriend while her stepmom, India, offered encouragement. Feeling the need to lighten the mood, India playfully crawled on the floor, sparking Bailey and her boyfriend's chemistry. This moment led to exploration and

Raul and Lucy share a kiss while their friend Suzy observes. Lucy invites her to join, leading to playful interactions among the three. Laughter and teasing fill the air as they bond, exploring camaraderie through lighthearted touches and banter, enj

Trent and Mona host exchange student Emily, but tension arises when Mona catches Trent in a compromising moment with her. Seeking clarity, she involves her stepson Codey. After their dynamics evolve through playful interactions and honest discussions

Emma and Kyler plan a fun evening together, leading to an unexpected twist with Emma's crush on her piano teacher's husband, Kyle. They create a playful atmosphere, engaging him in lighthearted conversations and enjoying each other's company while ex

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When Ivy Ireland admits to her stepson she was a wild sex fiend in college she realizes she wants to be one again