Vanilla Slim: An Improbable Pimp in the Empire of Lust

On December 8, 2002, the San Francisco Chronicle published an article by "Insight" contributor Bob Armstrong titled "Zen Dolls: Confessions of a Pimp in the Pod." In the article, Bob briefly recounted his adventures running an "escort" service before being arrested on March 27, 2002, on one count of pimping and two counts of selling drugs, all the while working as a freelance journalist. He spent time in the county lock-up where fellow inmates dubbed him "Vanilla Slim," but with a clean record he got off with 19 days served and three years probation. Articulate, argumentative, engaging, and witty, Armstrong is the philosopher-pimp: a college-educated, 50-something-year-old man, hip to San Francisco's various ethnic and cultural scenes, and hip to the city's history. Beautifully described in a kind of Bukowski-esque style, Armstrong relates the stories of his Zen Dolls with compassion and insight. Charging $500 a session, he's a cultural and sex industry critic, whose need to live a life of danger led him to think there was some good money and good times to be had by running a high-end operation. Armstrong's rise and fall is a rollercoaster ride through a life lived on the edge.