15 (Allegedly) Real Cases of Celebs and Private Investigators Crossing Paths

Detectives and celebrities. What is this, a crossover episode? Despite the fact that most times you see celebrities and detectives together it’s either an episode of Law & Order or the O. J. Simpson trial, there’s actually a long history of celebrities working with private detectives on all manner of investigations… although most often, it’s just the boring, normal things PIs are typically hired for. It turns out, even when working for the stars, life as a PI isn’t all that glamorous. 

After all, making movies doesn’t mean your life resembles one, does it? Stars are (as far as we know) never involved in, say, illegally transporting gold Krugerrands from South Africa under the cover of diplomatic immunity. No, they are just as petty as the rest of us – that’s what makes them relatable. Well, except for the “routinely hiring PIs” stuff. (Also, the millions of dollars. Mostly the millions of dollars, actually. But the PI thing is important, too.)

Here are some times celebrities have hired, been investigated by, or had close interactions with a private investigator (just like Sherlock Holmes, in that they’re probably addicted to drugs and need a roommate).