4. Backdoor Britney: Hart recounts working with Spears for her movie Drive Me Crazy in the late '90s. Hart says Spears, who was underage at the time, was being micromanaged by her team, who wouldn't let her stray from her busy schedule for even one lunch date. "I devised a plan to sneak her out of her hotel and then take her dancing so she could chill with people closer to her age, if just for one night. Britney loved the idea," Hart says. After lying to Spears' bodyguard, they drove to L.A.'s Club Cherry where they were snuck in through the back door. "But once we got inside, Britney got absorbed by the crowd, and I lost her," Hart explains. "At the end of the night, I found her in a private booth with dozens of people kissing her ass as she basked in the attention and down time she'd worked so hard for...Since then, Britney's been snuck in and out of more back doors than I can count, but I shudder to think that I first showed her how it's done."
5. Getting Back at Jerry O'Connell and His Wandering Eye: Writing about running in to her former classmate Jerry O'Connell at the Kentucky Derby in 2002, Hart recounts, "Jerry hardly showed me any attention when we were at school or bumping into each other around Manhattan, but that night, he followed me around like a puppy dog...If experience taught me anything, it's that charismatic flirts are rarely boyfriend material—and Jerry sure thought a lot of his own charms. I also wanted to give him a taste of his own standoffish medicine, since he pretended to barely notice me for four years even though we saw each other all the time."
Honorable Mentions: Hart's first onscreen kiss was James Van Der Beek, she turned down the Newlyweds show that later went to Jessica Simpson and Nick Lachey, Oscar de la Hoya once tried to lure her back to his house, Tara Reid was once her naughty BFF in school and her Dancing With the Stars partner Mark Ballas gave up on her during her stint on the show.
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