Jessica Hall: The Woman Of Many Talents (and Playboy Stories)

This show could’ve been a few hours and we still wouldn’t have gotten to all of Jessica Hall’s stories. Never an official Playmate of the Month, Jessica has been featured in Playboy numerous times, most notably as Cyber Girl of the Week in 2005. 

Everyone knows Jessica Hall. She’s an actress, reality TV star, host of numerous TV and radio shows, writer, social media influencer and mother of two. Jessica tells Brian and Jenn that her success wouldn’t be possible if it weren’t for Playboy and Hugh Hefner. It’s because of Playboy that she met Kendra Wilkinson, her best friend of almost 20 years. Jessica probably won’t admit it but her toughest role would have had to have been playing “Jessica Hall” on 6 seasons of Kendra On Top. 

Jessica recalls her first trip to the Playboy Mansion, back when she was 18, and her first encounter with Hef. Jessica has a great story about turning down Hef’s advances and worrying that her time with Playboy would be over. Instead, Hef insisted that Jessica bring her then boyfriend (now husband) to The Mansion. As Jessica says, “Hef loved love”. Jessica and Jenn talk about the great sisterhood that all of the women of Playboy have. Many of Jess’s other friends have come from her time at Playboy. There’s also a great discussion about motherhood and when is the right time to tell your young children about your past. Neither Jenn or Jess have told their kids that they “graced the pages” of Playboy. 

Jessica will be back. She’s too much fun not to have as a guest again. Maybe we can chip more into her memory bank because 30 minutes was definitely not enough...And the Mayhem continues! 🤟