Pristine Edge has arranged for her stepson, Jimmy Michaels, to go on dates with several of her friends as part of her efforts to help him find a girlfriend. In this episode of "Dating My Stepson," the first date is with Sarah Taylor, and they have a couple's massage planned. As Sarah steps out in her robe for the massage, she reassures Jimmy, who is feeling a bit nervous, that there's no need to be embarrassed. The date starts off on a relaxed note, but things take an unexpected turn when Jimmy accidentally reveals his awkwardness during the massage. In a playful attempt to lighten the mood, Sarah makes a bold move to join him on the table. As their date progresses, they share a lighthearted moment and engage in some playful interactions. They both navigate the challenges of their first date, trying to connect and enjoy their time together in a fun and engaging way. Sarah ends the date with a cheeky request for Jimmy to remember this unique experience, leaving them both with a memorable story to share.
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