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Semel is about as close as we can get to young, affluent lipstick lesbian.But with money and small doses of fame comes, um, problems. But problems that make you so EXHAUSTED you have to check into rehab. Most recently in the news for allegedly assaulting a Las Vegas security guard and enjoying a fling with MTV bi-starlet Tila Tequila, Semel now spends her time on-and-off dating fellow heiress Casey Johnson (she of the Band-Aid fortune) and whining to her father.Courtenay Semel has seen more millionaire cooch than a Beverly Hills gyno.All summer long, she’s had a celeb on her arm, her name in the headlines, and money in the bank.CAREER: As an adolescent, Courtenay was cast in Bruce Willis’ failed Hudson Hawk. LITTLE KNOW FACTS: Courtenay was just arrested on Wednesday in Las Vegas for battery.In 2000, she joined an all-celebutant cast with the likes of Paris Hilton, to make the unreleased indie flick Sweetie Pie. After arguing with the bouncer at the Caesar’s Palace club Pure, she hit him on the back of his head.Stephan de Kwiatkowski Casey briefly dated Stephan, the son of the owner of Kentucky's legendary Thoroughbred breeding stable Calumet Farm, when she was a teenager; in 2002, she instigated a melee at New York's Bungalow 8 by screaming "Why don't you start dating someone who is past puberty?
John Dee Casey began dating music manager John Dee, then 26, in 2005, around the time of her 26th birthday party.Everyone thinks Samantha is Lindsay’s first lesbian love, but we were very passionate until her fear of being found out drove us apart,” Courtenay told a pal.“At the time she was terrified her career would be over if she revealed her sexual tendencies.When Casey Johnson died at the age of 30 earlier this week, she left behind a list of ex-lovers dotted with fame, scandal, and not a little crazy.Among her high-profile relationships were the older boyfriend she accused her aunt of stealing from her, Yahoo scion Courtenay Semel, and her fiancée at the time of her death, the constantly-tweeting, allegedly bereaved Tila Tequila. We can learn a little more about her brief and troubled life by looking at the people she spent it with.