Austin is home for his holiday break, and no one in the world could be more excited to see him than his stepmom, Alaina Taylor. She goes through his backpack…

Emmy notices that her stepson David is upset and turns out he was asked at school if he knew what a breast felt like… but he clearly didn’t. Emmy tells…

After her divorce, Kate’s stepson Nicky moved in with her for a while, which made Kate confront her fantasies that she’s been having about Nicky. After letting him get a…

Nova Sky has been fantasizing about her stepson, Billy Boston, and more specifically what he’s packing under his boxer shorts. When Billy overhears a private conversation Nova is having, he…

Bodacious blonde MILF Kylie Kingston and her stepson have a special relationship. So, when she catches him jerking off, instead of freaking out, he tells her all about his problems…

Victoria June comes down hard on Ike Diezel when she finds out how poorly he is doing in school. His grades are awful, and he’s stopped showing up most of…

Sara St Clair confides in her stepson Alex Jett, telling him that her agent said her career is over and the only thing for her to do to revive it…

When Sheen Ryders stepson asks her for help getting his tie on for his big date, she immediately turns on the motherly concern. She does not want her handsome young…

My stepsister, Jade Nile, has been going through some weird adolescent angst, and she’s been shoplifting as a way to act out. My ginger stepmom, Lauren Phillips, makes me go…

Silvia Saige is a slender brunette with a new husband, a stepson,…and a dating app profile? When her stepson stumbles across some of her racy pics online, she does some…

When Alex Jett’s stepmother Lilly James tells him that she’s been having trouble selling clothes he rises to the occasion and decides to help her out. Alex tells Lilly that…

Hot Italian MILF Artemisa is hosting new year’s eve with her new family for the first time. Worried about his husband being abroad, she asks Alex, her new stepson, and…