2011

Ashton Kutcher

January 21

Back on Top

Nearly a year after topping the box office with Valentine's Day, Kutcher strikes again with the romantic comedy No Strings Attached, opposite Natalie Portman. "I've been trying to get her to do a movie with me about six or seven times," he tells USA Today. "Every time I have a new one, I ask, 'What if we do it with Natalie Portman?'"

Ashton Kutcher

May 13

The Switch Up

Kutcher, 33, steps in to replace a fired Charlie Sheen in the CBS sitcom Two and a Half Men. "I can't replace Charlie Sheen, but I'm going to work my ass off to entertain the hell out of people!" he says in a statement about the show, for which he'll reportedly earn $650,000 to $750,000 an episode. "Ashton Kutcher is a sweetheart and a brilliant comedic performer," Sheen responds, adding, "Oh wait, so am I!!"

Ashton Kutcher

November 17

Marriage Interrupted

Despite his career resurgence, Kutcher's home life crashes when Moore announces her decision to end their six-year marriage. "I will forever cherish the time I spent with Demi," the actor posts on Twitter. "Marriage is one of the most difficult things in the world and unfortunately sometimes they fail." The couple's divorce is finalized two years later.

2012

Ashton Kutcher

April

More Than Friends

Nearly six months after his divorce, Kutcher, 34, sparks rumors of a romance with his former That '70s Show costar Mila Kunis after the two are spotted enjoying dinner in Los Angeles and a weekend getaway to Carpinteria, Calif. Though they dismiss talk of romance, the pair go public at a wrap party for Kutcher's upcoming biopic, Jobs. "They stayed within five feet of each other practically the entire evening. It looked like young love," an onlooker tells PEOPLE.

2013

Ashton Kutcher

January 25

'Jobs' Offer

Following a strict fruit-only diet, Kutcher steps into the signature black turtleneck and running sneakers of Steve Jobs in a new biopic about the late Apple co-founder, called jOBS. "Kutcher's committed performance, certainly his most impressive turn in years … conveys the character's focused, manipulative intentions in each calculated look," raves Indiewire of the film's Sundance Film Festival premiere, while others remain unconvinced.

2014

Ashton Kutcher

February 27

Engaged and Expecting

Following nearly two years of dating – and ongoing rumors of an engagement – Kutcher pops the question. "They're incredibly happy together," says a friend of the actor. A month later, PEOPLE confirms the couple will also welcome their first child later this year.

Photo Credits

BIOGRAPHY (top to bottom): Dale Robinette; Matt Hoyle/CBS; Jackson Lee/Splash News Online; X17online; Glen Wilson; Noel Vasquez/GC

Edited by Julia Wang

Ashton Kutcher

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