2003

Ashton Kutcher

January 10

Movie Marriage

Kutcher and Brittany Murphy enjoy box office success with their romantic comedy Just Married. Off-screen, the two stars wear their movie wedding bands but deny engagement rumors. After five months, Kutcher and Murphy call it quits. Before the break, Kutcher tells PEOPLE that "Brittany will forever be my first wife."

Ashton Kutcher

Pulling a Hat Trick

Kutcher takes a crack at fellow celebrities (including Justin Timberlake, left) with Punk'd, the MTV version of the old hidden camera trick. For the series, the actor tries on all three hats as cocreator, coproducer and host, but it's his trucker hats that ignite a fashion trend. After two successful seasons, the jokester abruptly ends Punk'd, but the joke is on the fans. The show's third season is announced on April Fools 2004.

April

La Dolce Vita

Kutcher invests in an Italian restaurant, Dolce Enoteca, which opens up in West Hollywood. Other celebrity partners include Danny Masterson and Jamie Kennedy. The star power and modern Italian cuisine combination proves successful and leads to several more locations in Atlanta and Reno.

Ashton Kutcher

May 30

Moore to Love

From Ashton's eatery in L.A. to Diddy's yacht in Miami, onlookers take notice of Kutcher and a new woman in his life – Demi Moore, who is 15 years his senior. A witness tells PEOPLE that the two stars shared a "very romantic" kiss outside a Miami restaurant.

2004

Ashton Kutcher

January 24

A Thrilling Effect

The actor surprises unfriendly critics with the success of his sci-fi thriller The Butterfly Effect, costarring Amy Smart (left). Making nearly $58 million at the box office, the film portrays Kutcher as a college student who keeps going back in time to fix his friends' lives.

2005

Goodbye to the '70s

The 2005/2006 season of That '70s Show goes on without regulars Kutcher and costar Topher Grace. After seven seasons, the two decide to pursue their film careers but make guest appearances on the show.

Ashton Kutcher

January 23

Matchmaker for the Geeks

The actor moves up the ladder to executive producer in his new WB show Beauty and the Geek, a reality series that matches beautiful women with intelligent but awkward men.

Ashton Kutcher

September 24

A Quick To-Do

After months of rumors, Kutcher and Moore tie the knot. The high profile couple marries in a Kabbalah ceremony at their home in Beverly Hills. Kutcher takes on the role of step-dad to Moore's three daughters from her earlier marriage to Bruce Willis. The girls nickname their new parent "MOD," short for "My Other Dad."

2006

Ashton Kutcher

October

A Swimming Team

Kutcher teams up with Kevin Costner in the Coast Guard action drama The Guardian (left). When the film opens, Kutcher nabs the two top spots at the box office with The Guardian and the animated movie Open Season, in which he voices an one-horned mule deer.

2008

Ashton Kutcher

May

Ashton Gets "Sexy" for Details

Kutcher shows off his ''super sexy'' side in the latest issue of Details, where he discusses his decision to marry Demi Moore at age 27: "I've literally just been voted the world's most eligible bachelor and I'm like, I'm going off the market. I've found the one. If I had thought about it I would have been like, 'Nah, nah.' But what can you do? When you're in that deep, you can't think." The 30-year-old actor also stars with Cameron Diaz in the romantic comedy, What Happens in Vegas, which opens at No. 3.

Photo Credits

BIOGRAPHY (top to bottom): JEFF VESPA/WIREIMAGE; MTV; MATT BARON/BEIMAGES; New Line Cinema; Warner Bros./Everett; ERIC CHARBONNEAU/BEIMAGES; Touchstone

Edited by Mai Dinh, Janet Murphy