Videos (stepbrother helps injured stepsister pepper hart in taboo encounter)

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the

Blonde cutie Brookie Blair needs to make a sex tape but when she can't find her stepbro then her stepdaddy will do

Lauren Phillips seeks help from her stepson's friend Ricky's stepmom, Crystal, regarding their behavior. They hold a candid discussion with the boys to understand their feelings on relationships. The adults provide guidance on communication, boundari

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

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

Joshua Lewis faces a significant change when his adopted dad, Ken, introduces his new wife, Crystal. Despite initial awkwardness, Crystal's friendly approach helps them bond as they navigate their new family dynamic, emphasizing love and open communi

Stunner milf Cassie Del Isla tells her clumsy stepson that if he can make her cum with oral sex she'll fuck him right

Jade Marris and Megan Marx enjoy a sunny day, playfully engaging with each other until their friend Jennifer White reminds them to be nice on Mother's Day. They celebrate her with hugs and joyful moments, appreciating their time together in a relaxed

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

Elsa and Camila return from shopping, excited to try on new outfits. They invite Camila's stepbrother, Diego, to critique their looks, dressing as princesses. Impressed by their matching outfits, they share playful banter and enjoy a fun, light-heart

Penelope Kay and Renee Rose start a kissing booth for Valentine's Day. Initially skeptical, Renee's stepbrother Juan later returns with money. Excited, the girls suggest fun kissing styles, celebrating with laughter and creativity while enjoying thei

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

Nickey Huntsman is getting ready for the day while her stepson Ricky plays video games. Her friend, Juan Loco, arrives, and they catch up. Ricky joins in, and they all share playful banter and laughter, highlighting friendship and family bonding.

Home alone, Lucky takes charge while Lana playfully challenges his authority. Despite some restrictions, they find ways to have fun, engaging in lighthearted antics and climbing furniture. Their playful disagreements strengthen their bond, promoting

Demi Hawks and her friend Brianna Arson host a fun livestream challenge involving whipped cream. As they prepare for the messy activity, Demi's stepbrother Parker joins, leading to playful teasing and humorous exchanges among the trio, creating an en

Aria Valencia and her stepbrother Rion King create a good deeds jar to promote kindness between them. They exchange compliments and lighthearted actions, share playful moments, and reflect on their enjoyable day, looking forward to more good deeds ah

Azazai and Raul Costa prepare for a fun night with their friend Shona River. As Azazai gets ready, Shona and Raul share playful moments on the couch, creating a lighthearted atmosphere. The trio enjoys laughter and camaraderie, deepening their friend

Chad and Vanna planned a dinner out but decided to stay cozy at home instead. As they enjoy playful moments and affection, they deepen their connection with sweet kisses and laughter. Their intimate evening brings joy and satisfaction, celebrating th

Demi Hawks chats with her adoptive mom, Pristine Edge, about a previous night filled with sounds, which Pristine humorously claims were just game nights with stepdad Tyler Cruise. The next evening, Demi joins their playful games, leading to a joyful

Tiana Blow and her friends, Eliza and Kimmy, chat about dating, with playful banter suggesting Tiana might like her stepbrother, Jimmy. They brainstorm fun shark facts to engage him, incorporate candy for added enjoyment, and even suggest creating a