He sure met his match! Shortly after splitting from girlfriend of two years Stacy Keibler, Clooney met Alamuddin at a charity event in 2013. It took some wooing, but Clooney ultimately won the London-based barrister's heart and proposed to her in April 2014. "She's very smart and can hold a conversation," a pal told Us of Alamuddin. "He does like having her around."