Chapter 9.5 "Moms I’d Like To Film": A 20 minute minisode about the history of another low budget sometimes very profitable film genre: sex comedies! with Tess Lynch in dual roles as Jennifer Coolidge (as Stifler’s Mom) and as Kim Cattrall.

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Chapter 9 “The Game”: Jenna signs a book deal. The story of girlboss publishing tycoon Judith Regan’s own tumultuous rise and fall, and how Jenna’s co-writer Neil Strauss went on to cover the rise of male pickup artists.

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Chapter 8 “Club Jenna”: Jenna starts her own internet studio called Club Jenna and falls in love with porn producer Jay Grdina.

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Chapter 7 “Cybersex”: Porn hits the internet and a gold rush ensues. The history of phone sex hotlines and early internet adult pioneers like Danny Ashe and Cindy Margolis. A hustler named Seth Warshavsky turns Seattle into a cam girl (and boy) mecca with his company Internet Entertainment Group.

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Chapter 6 “Climaxing”: Jenna breaks through into mainstream media as a guest on Howard Stern’s show and becomes a superstar. She sweeps awards shows from Cannes to Las Vegas and becomes increasingly obsessed with her own fame.

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Chapter 5 “Savannah”: The story of Jenna’s porn star inspiration Savannah, and how the mainstream media focused on only tragic stories of adult film stars to create a narrative that the adult film industry is a death trap. 

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Chapter 4 “The Valley Goes Gonzo”: Jenna fends off her drug issues and a bad boyfriend in Las Vegas. She goes to LA, makes new friends and shoots her first porn at the height of the “gonzo” trend in adult film.

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Chapter 3 “B.J. (Before Jenna)”: Steven Hirsch founds Vivid Video and turns adult actress Ginger Lynn Allen into porn’s first video age superstar. The San Fernando Valley becomes the epicenter of the adult industry. 

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Chapter 2 “Learning From Las Vegas Showgirls”: Jenna drops acid, goes to a biker rally, gets a tattoo, and gets a sketchy older boyfriend. Carol Doda invents topless go-go dancing in San Francisco at The Condor Club. 

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Chapter 1 “Enter Jennaworld”: Host Molly Lambert introduces listeners to the Jennaworld podcast universe and outlines 90s porn superstar Jenna Jameson’s cultural impact. Jenna Massoli is born in Las Vegas, Nevada to a showgirl mother and cop father, whose romance comes to a tragic early end.

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