Videos (stepmom helps awkward stepson prepare for school dance)

Always horny Anya Olsen helps teach her stepson all the steps to seduce a lady to make her cum around the world

Blonde milf Alexis Malone gets stood up for a dinner date so she turns to her stepson to give her a big creampie

Jodie Johnson likes bossing her stepson around even more when she realizes how horny it makes him to fuck her

Yuna Poppy slips into her elegantly designed nightgown and relaxes in bed, embracing the soothing nighttime atmosphere. She takes a moment to unwind and enjoy her tranquility.

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate

Mona enjoyed a sunny day on her balcony, feeling relaxed until she noticed her stepson Charlie observing her. When she approached, she found him in an awkward situation. Surprised yet intrigued, they explored their dynamic playfully, sharing moments

Payton Preslee is devastated by her husband's infidelity, including betrayal by her sister. While caring for her stepson Charlie, she feels angry and plots her next moves. Together, they embark on an unexpected journey, exploring trust, loyalty, and

Alex Mack is adjusting to life with his young stepmother, Skylar Snow, with whom he feels a strong attraction. Their relationship becomes complicated as affection grows, leading to intimate moments that challenge family boundaries, prompting them to

Molly Little is excited for her first day back at school and seeks outfit advice from her stepbrother Oliver Flynn. While trying on different looks, they navigate a mix of awkwardness and playful banter about family and feelings, exploring their budd

Sharon White finds her stepson's socks in poor condition while doing laundry, prompting a conversation with Raul Costa. Their encounter becomes awkward, but they discuss the need for clearer boundaries and open communication, enhancing respect in the

Brick struggles with having his new stepsister Sophia around, especially after a door-opening mishap. Following a conversation about boundaries, they engage in playful banter and build a stronger bond, emphasizing respect and communication in their e

Lisa Belys exudes confidence and charm in her stylish pink outfit as she prepares for a calming bath. The inviting scene, with water running, embodies tranquility and comfort, highlighting her vibrant personality.

Tiff and her boyfriend Van decide to film a playful video but unexpectedly encounter Van's stepmom, Janet, who offers filming tips. Janet encourages Tiff to explore her skills, fostering a supportive atmosphere. The trio navigates intimacy and connec

Coco Lovelock and her best friend Percy Sires are thrilled to start the new school term. They choose their outfits and check on Coco's stepbrother, Damon Dice. The trio enjoys playful teasing and laughter, deepening their bond and looking forward to

Melanie Hicks embraces her new life after remarriage and develops a playful bond with her stepson, Eddie. They share a fun day outside, applying suntan lotion and teasing one another. Through laughter and storytelling, they strengthen their family ti

Nikki Nutz feels anxious about his date, but his stepmom, Alyssa Reece, encourages him to practice. They role-play compliments and light interactions, with Alyssa offering supportive advice on confidence and communication. By the end, Nikki feels mor

Thanksgiving poses challenges for Reagan, her stepson Kyle, and adopted daughter Kiara. As they navigate awkward moments, Reagan encourages gratitude, but Kyle's response creates tension. Despite discomfort, they share appreciation, finding joy and c

Andi Rose grows closer to popular Madi Collins, who plans a Fourth of July gathering. Supervised by Madi's stepbrother Zac, they collaborate on decorations, sharing ambitions and playful banter. The party turns into a lively adventure, strengthening

Jayrock is startled to find his stepmother, Kayla Paige, on his computer. As he nervously asks her to close it, she notices the content and suggests it's just pop-ups. Their conversation shifts playfully, exploring their relationship boundaries and i

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