Brad & Jen: The Good Old Days

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June 1998

Jennifer Aniston and Brad Pitt began dating in 1998. In one of the first photographed appearances, the couple watched a concert together in L.A.

Brad & Jen: The Good Old Days: June 1998

 

 

June 1999

The ever-casual Aniston and Pitt went shopping on L.A's ritzy Rodeo Drive.

Brad & Jen: The Good Old Days: June 1999

 

 

September 1999

Hand-in-hand, the couple made their first public appearance together at the Emmy Awards in L.A. "Jen is the fire we all crowd around for warmth," Pitt once gushed of his date, who would soon become his fiancee.

Brad & Jen: The Good Old Days: September 1999

 

 

November 1999

Aniston showed off her engagement ring onstage at NYC'S Beacon Theater during a Sting concert.

Brad & Jen: The Good Old Days: November 1999

 

 

March 2000

"Brad is the kindest person I know... the sweetest goofball on the planet," Aniston (with Pitt at the Erin Brockovich premiere in Westwood, California) once said. They married four months later, on July 29, in a lavish Malibu wedding.

Brad & Jen: The Good Old Days: March 2000

 

 

September 2000

"You know if there's ever an argument, it's not like you can go, 'Screw you, I'm outta here!' You're there for the long haul," Aniston (with Pitt at the 52nd Annual Emmy Awards in L.A.) once said of marriage.

Brad & Jen: The Good Old Days: September 2000

 

 

February 2001

"Just when you think you've gotten all you can out of it, you get knocked upside the head," Pitt (at The Mexican premiere in Westwood, Californnia) once said of his love for Aniston. "It's good fun. We still have that friendship. We still have a good laugh."

Brad & Jen: The Good Old Days: February 2001

 

 

January 2002

The couple shared a hug at the Golden Globes in Beverly Hills. "I love the feeling of being in love," Aniston has said. The equally romantic Pitt famously sneaked into her dressing room on the set of Friends one Valentine's Day to fill it with roses and spell out "I Love My Wife" in petals.

Brad & Jen: The Good Old Days: January 2002

 

 

July 2002

A scruffy looking Pitt and a tank top-clad Aniston stayed close at the Full Frontal premiere. One of the low-key duo's favorite snacks? Chips and guacamole!

Brad & Jen: The Good Old Days: July 2002

 

 

September 2002

Pitt supported Aniston after she won an Emmy for Best Actress in a Comedy Series for Friends. Pitt had guest-starred on the hit NBC show's 2001 Thanksgiving episode, titled "The One With the Rumor."

Brad & Jen: The Good Old Days: September 2002

 

 

April 2003

Aniston and Pitt chatted up pal Courteney Cox at the Project A.L.S. "Friends Finding A Cure" event in Beverly Hills.

Brad & Jen: The Good Old Days: April 2003

 

 

January 2004

Aniston shared a private moment with Pitt while on the red carpet for her Along Came Polly premiere in Hollywood.

Brad & Jen: The Good Old Days: January 2004

 

 

May 2004

With rumors churning about Pitt's chemistry with Angelina Jolie on the set of Mr. and Mrs Smith, the pair was all smiles at the Cannes Troy premiere. Days later, during an interview in Japan, Pitt proclaimed, "I love my wife."

Brad & Jen: The Good Old Days: May 2004

 

 

January 2005

The two took a vacation to Cabo San Lucas Mexico -- which included a seemingly romantic beachside stroll -- shortly before announcing their split.

Brad & Jen: The Good Old Days: January 2005