Looking back on his early career, Howard Stern remembers being "petrified" that he wasn't going to be able to make a living. "All the sexual antics, the religious antics, the race antics — everything that I talked about, every outrageous thing that I did — was to entertain my audience and grow my audience," he says. "Whether you liked it or not, or the person down the street liked it or not — I didn't care as long as I kept growing that audience."
Billionaire filmmaker Howard Hughes has long been regarded as one of Hollywood's most eccentric and prolific playboys. A few years back, writer and film critic Karina Longworth stumbled onto an online message board, listing women Hughes had had sexual relationships with — just a list of names, no other information.
"In each of these names there's a whole life and a whole story," says Longworth, who hosts the film podcast You Must Remember This.
If you're into counterculture kitsch, you might want to check out the nostalgia-themed resort hotel at Walt Disney World in Florida. It features a "Hippy Dippy" swimming pool, surrounded by flower-shaped water jets, peace signs and giant letters that spell out "Peace, Man," "Out of Sight" and "Can You Dig It?"
Billy Eichner indulges his passion for all things pop culture as host of the truTV series, Billy on the Street. On the show, Eichner roams the sidewalks of Manhattan with a microphone, asking strangers open-ended questions about pop culture, and offering them a dollar if he likes their answers.