Videos (riley star wakes up to stepbrother s surprise while sleeping with best friend)

Bigtit horny milf Jennifer White sees how much her stepson cums and says that he and his friend should only nut in her

Vivian Fox finds her stepson's messy sheets while doing laundry and feels concerned. She talks to Johnny about his romantic life, emphasizing responsibility in relationships. Vivian encourages open dialogue on love, intimacy, and the importance of tr

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

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

Victoria Lobov tried to help her stepson, Johnny, look his best, but he rushed out. Planning to relax, she was surprised when he walked in, leading to an unexpected and meaningful conversation. They bonded by sharing thoughts while respecting each ot

Demi is feeling bummed about the rainy weather, but her friend Tiana reminds her that rain is part of summer. After playful banter with Demi’s stepdad Danny, the girls don rain jackets, lifting spirits. Danny eventually offers to shop for them, impro

During Thanksgiving, Katie invites her friend Skyler to join her family, including her mom Lindsay and stepbrother Jay. Playful interactions arise when Lindsay suggests Jay take Skyler to the movies. The group enjoys a fun meal, dessert, and lighthea

Kylie is grounded and can't attend the pool party, but she has a plan to persuade their stepdad. While teasing her, Juan finds Kylie and Lulu in matching swimwear having fun. They decide to enjoy snacks and games, aiming to make great memories and ev

Anya Olsen fiercely defends her stepson, Joshua, after an incident in the girls' restroom. She discusses it with her friend, Lindsay, who brings in her stepson, Lucky, to provide another perspective. This leads to light-hearted exchanges about parent

Aria Valencia teases her stepbro with Allie Addison's help, begging him to shove his carrot into their Easter baskets

Lusty Alexa Kiss learns her crush on her new stepbro is mutual so she sucks his cock and rides her way to satisfaction

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

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

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

Milf Crystal Clark lets her stepson and his friend ask her anything and then explore her fuckable body in a threesum

As graduation nears, Jade, Sera, and Kai gear up for the big day. Kai reminds the girls to focus on the ceremony, leading to playful discussions about their college plans and a lighthearted challenge to share bold stories, all filled with excitement

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

Cory eagerly prepares a festive New Year's Eve, dressed to impress in hopes of catching her stepson Diego's attention. She adds a fun surprise behind a curtain, creating a playful atmosphere. Their light banter leads to a joyful celebration as they w

Ohana Petite is excited to spend time with Renato, who surprises her by arriving a day early. They share affectionate moments and create a playful, loving atmosphere, deepening their connection through tenderness and laughter, leaving them both fulfi

Ashley Alexander is excited for Valentine's Day during a business trip with her dad. She has a crush on his boss, Van, and plans a surprise with treats. When he doesn't approach her, she uses a clever excuse to get close, leading to a playful encount