Out of the Corner, Jennifer Grey recalled that her agent set her up on a blind date with Depp in 1989. “We ate, talked, drank Jack Daniel’s, laughed our asses off, took cigarette breaks midcourse.
He was so ridiculously beautiful. And surprisingly open, funny, quirky and sweet…” she wrote, per The Independent. According to Grey, Depp proposed to her within two weeks of meeting her.
But soon, the relationship started to get complicated. “Johnny was commuting every week back and forth from Vancouver, but had begun more and more regularly to be getting into trouble: fights in bars, skirmishes with cops," she wrote, according to The Independent. “He’d started missing his flights home to LA having overslept or, when he did come home, he’d be crazy jealous and paranoid about what I’d been up to while he was gone.
I attributed his ill temper and unhappiness to him feeling miserable and powerless to get off 21 Jump Street.” Depp was the star of the television series 21 Jump Street a the time, which launched him into stardom.
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