Down The Rabbit Hole

Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny is a memoir of early-21st-century life in the Playboy Mansion, narrated by Holly Madison, the former “main girlfriend” of the late Hugh Hefner, founder of Playboy Enterprises. Over seven years, Holly experiences bitter rivalry with other girlfriends and private denigration by Hefner, even as he publicly declares his love. Holly becomes a budding reality TV star and ultimately a sought-after Las Vegas entertainer. The core theme of her story is discovery, not only of the grim realities behind the Playboy Mansion’s glamorous façade, but also of her own inner resilience, personal talents, and well-deserved capacity self-confidence and self-esteem. A New York Times #1 bestseller, Madison’s memoir was originally published in 2015.

This guide references the Dey Street 2016 paperback edition.

Content Warning: Down the Rabbit Hole depicts women’s objectification, sex work, explicit scenes of sexual intercourse, infidelity, substance abuse, and suicidal ideation. Obscene language occurs throughout the source text and is used to demean women. To ensure factual accuracy, this guide engages with all of these aspects of the source text. It also includes background

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