It takes a special kind of man to be a movie star capture the heart of a brilliant woman convince a friend his cat is dying of constipation. But George Clooney is exactly that kind of man. Over the last two decades, the actor has made headlines not only for his performances, but also for his pranks. In honor of April Fools' Day, we've rounded up some of the best and brightest from the Clooney archives in hopes that they might inspire the next generation of prank legends. (Amal Alamuddin, we're looking at you!)

1. That time he made Richard Kind think his cat hadn't had a bowel movement in weeks.

This is some vintage Clooney. In 1993, fresh off his divorce from Talia Balsam, George temporarily moved in with old friend Richard Kind. It turns out the Spin City star kept his cat's litter box in the guest bathroom, which George (his guest) was using. Each day, George would empty the litter box but say nothing to Richard. Naturally, Richard began to worry that his feline was woefully constipated — and eventually took the cat to the vet. Clooney then left his own special "present" in the box instead. Oh, George!

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2. That time he gave Richard Kind a hideous painting he found in the trash and passed it off as his own work.

Poor Richard just can't get a break. Just three years after the infamous kitty litter prank, George's longtime pal got nailed again. It all started when Clooney found an awful, gigantic painting in a random pile of trash, took it home, framed it, and signed it as his own. Then for months, he kept telling Richard he was taking art classes. On Richard's 40th birthday, George gifted his friend the painting, which Kind dutifully hung in his living room.

"Everyone else knew but him," George recalled. "So everyone would come over and compliment him about the painting." Clooney finally came clean when he revealed the ruse five years later on a talk show. (Five years later, people!)

3. That time he challenged Brad Pitt's manhood with a bumper sticker.

To be fair, Brad Pitt kind of brought this one on himself. While filming Ocean's Twelve in 2004, the future Mrs. Angelina Jolie sent out a memo to the Italian crew saying that Clooney wanted to be referred to as "Danny Ocean" and forbidding anyone from making eye contact with the star. In retaliation, Clooney slapped bumper stickers on Pitt's car. One read, "I'm gay and I vote." The second was perhaps even more poetic and announced, "Small penis on board." Everywhere Brad drove, people waved and cheered. (There's no word though on how long it took him to notice the decals.)

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