Revisiting Hugh Hefner and Holly Madison’s Complicated Relationship

Holly would go on to marry longtime beau Pasquale Rotella in 2013. In 2018, just weeks before celebrating their five-year wedding anniversary, they filed for divorce. A year later, their divorce was finalized. They share two kids together, Rainbow Aurora Rotella, 8, and son Forest Leonardo Antonio Rotella, 2.

But during the two years of her marriage, and four years without any contact from Hugh, Holly shed new light on her former life when she published her memoir, Down the Rabbit Hole. In the no holds barred book, the former Playboy cover girl and Hugh’s one-time leading lady shared her own controversial account of her time at the infamous property.

In print, Holly, who initially was under the impression the women did not actually have sex with Hugh, recalled her first night with him in formerly unheard vivid detail. ”Two huge television screens projecting graphic porn lit up the otherwise dark bed,” she wrote. “In the middle, a very pale man was tending to his own business (if you’re catching my thinly veiled innuendo) and puffing on a joint before passing it around to the nearest blonde. The girlfriends, in various stages of undress, were sitting in a semicircle at the edge of the bed — some kneeling, some standing, some lying down.”