Videos (stepmom and friend swap stepsons for wild foursome)

When her stepson reads her diary and realizes she was a slut in college Ashley Tee gives him an encore performance

Max and his stepmom, Cherry, have a study session interrupted by a coffee spill. After he declines a refill, Cherry expresses her coffee preferences. As they study, the atmosphere becomes charged, leading to playful affection and an exploration of th

Petite spinner Emma Rosie wants to win a competition for most beads so she seduces her stepbrother so he'll give her his

Joshua discovers his stepmom, Isabel, crocheting a baby gift and discusses her longing for motherhood. Later, she prepares for a special moment with him, leading to a deep emotional and passionate connection. They recognize the significance of their

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

Anna Claire Clouds and her friends prepare for a fun party to celebrate a personal milestone she missed earlier. Intrigued, her stepbrother Oliver joins in. They break a piñata, play games, and share laughter, strengthening their friendship and creat

Diana Grace and Gianna Grey celebrate Halloween with treats and playful teasing. They invite Juan Loco to join their fun activities, including apple bobbing. The evening is filled with laughter and friendly banter, creating cherished memories togethe

Laura and her friend Anya are enjoying an illustrated book when Laura's stepson, Lucas, notices but feels embarrassed and leaves. Anya checks on him, leading to a heartwarming conversation. The trio discovers a shared attraction and engages in playfu

Brooklyn and Tara return home from shopping and Brooklyn invites Tara for a workout with her stepson, Bambino. A playful argument ensues, creating a competitive atmosphere. As they work out, Brooklyn and Tara bond, enjoying a fun, lighthearted experi

Jason struggles with personal challenges, taking his frustrations out on his stepsister. After a tough exchange with his stepmom, Britney returns to support him. She encourages open communication and helps him manage his feelings, emphasizing family

Gina, focused on fitness, invites her stepson Raul to join her for stretching after an unexpected visit. Their playful interaction reveals underlying tension, shifting to a more intimate exchange that emphasizes consent and communication, deepening t

Mandy Waters relaxes on the couch when her stepson Johnny returns from college, feeling stressed about a math exam. To help him unwind, she suggests joining her for a shower, fostering a lighthearted conversation that strengthens their bond and empha

Jennifer White is a stepmom now. Since Mother's Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels.

In this episode of "Dating My Stepson," moms and sons bond while preparing dinner. Sam surprises Shalina with a rose, sparking chemistry. Lighthearted antics, including a playful water splash, create laughter and connection as they enjoy a delightful

Valentina Bellucci calls her stepson Chris Lockwood to assist with a plumbing issue. After fixing it, Valentina invites him to stay, leading to playful and complicated interactions that leave Chris feeling uncertain yet intrigued. The encounter creat

Sandy Love aims to be a caring stepmom to Parker Ambrose, supporting him with his favorite pizza and offering comfort when he can't spend time with his dad. She engages playfully, creating a loving atmosphere that fosters their special family bond.

Sadie Ambrose prepares for a night out, applying moisturizer and dressing up. Her stepson, Parker, offers to help with her zipper and playfully inquires about her plans. Their interaction leads to humorous misunderstandings, highlighting family dynam

Cum loving stepmom Kathryn Mae can't get enough of her stepson watching her do yoga and then fucking her bare twat

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

Nelly Kent realizes her stepsons dick is the same size as her dildo and decides that he will be the better sex toy