2005

Orlando Bloom

May 06

What a Knight!

Kingdom of Heaven, an epic in which he plays a knight who defends Jerusalem during the Crusades, is released in the U.S. Playing a darker, more grown-up character, Bloom breaks away from his LOTR image. "His image was more for teenage girls before, like 'I am not threatening,'" costar Eva Green tells PEOPLE. "But in this movie he is sexy. He's a man."

Orlando Bloom

October

Sequels On and Off Screen

Bosworth takes the couple's dogs Lila and Sidi to visit Bloom while he films two sequels to Pirates of the Caribbean in the Bahamas. When finished with the movies, Bloom tells PEOPLE, "I've loved working on Pirates, but I'm looking forward to new projects. When you do a movie that's so successful, people think that's all you've done." By September 2006, although they don't publicly confirm their breakup, Bloom and Bosworth seem to have moved on from their on-and-off relationship.

Orlando Bloom

October 14

A Modern Man

Stepping away from his typical period characters, Bloom stars as a failed businessman who finds love with quirky flight attendant Kirsten Dunst in the romantic comedy Elizabethtown. At the Toronto Film Festival, a 135-minute version screens, which the press criticizes as boring.

2006

Orlando Bloom

September 15

Bloom Finds Haven

Bloom's first producing foray, Haven, a thriller about young love in Grand Cayman, hits theaters. Bloom, who plays Zoe Saldana's boyfriend in the film, tells PEOPLE, "I hated kissing Zoe. . . I was like, 'Take your tongue out of my mouth, please. Your boyfriend is standing right there'...It's always awkward, man."

2007

Orlando Bloom

May

Bloom Takes a Break

Pirates of the Caribbean: At World's End opens at No. 1 at the box office. "I cannot f---ing believe how lucky I've been – Pirates has afforded me the luxury of choice," Bloom, who expresses his need for a break from films, tells Details. "I can figure out exactly what I want to do...On a personal level, I just want some time and space from everything." In July, he hits London's West End in the David Storey play, In Celebration.

2008

Orlando Bloom

Bloom Nabs Victoria's Secret Model

Although Bloom has been romantically linked to lingerie model, Miranda Kerr, since last spring, the cat doesn't come out of the bag until the pair are spotted on a PDA-filled date in New York. "He's a sweetheart and that's all I'm gonna say," Kerr tells PEOPLE, blushing. In April, things get serious between the two beauties when Bloom meets Kerr's parents.

Photo Credits

BIOGRAPHY (top to bottom): 20th Century FOX/Everett; Jon Clarke/REX USA; Neal Preston/Paramount Pictures; Yari Film Group; Stephen Vaughan/Disney; Flynet

Edited by Mai Dinh, Janet Murphy