Video Description: This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today's episode, Russian widow Kira Queen meets up with her date Alex Charger for a massage date. Kira is eager to learn more about this outgoing and handsome young man, so she comes up with a plan before ever laying down on the massage table...

Video Description: Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty...

Video Description: Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Crystal Clark is in it to win it. She's already into younger guys, so Jimmy is right up her alley. She can't wait to drain Jimmy's balls as she fucks him right.