Gwyneth Paltrow Is Awkwardly Asked If She’ll Get Back Together With Ex Brad Pitt — and Her Response Is Priceless!

Ben Affleck and Jennifer Lopez

"Bennifer" only dated for four months before becoming engaged in November 2002. There was huge media buzz surrounding the wedding, but four days before it was set to take place in 2003, the couple called it off.

Sheryl Crow and Lance Armstrong

After dating for two-and-a-half years, the couple became engaged, but split six months later. "We were up against her biological clock — that pressure is what cracked it," the cyclist later said. Sheryl went on to adopt two sons as a single mom.

Brad Pitt and Gwyneth Paltrow

After meeting on the set of Seven, the pair dated for nearly three years (with a six-month engagement) before calling it quits in 1997. Gwyneth later said she couldn't believe Brad went out with her, given she was "such a mess."

Demi Moore and Emilio Estevez

The young actors were supposed to marry on Dec. 13, 1986, but called off the ceremony shortly before, announcing their decision to remain "just friends." Demi tied the knot with Bruce Willis the following year.

Katie Holmes and Chris Klein

Chris put a ring on Katie's finger in 2003 after three years of dating, but following a two-year engagement, the duo called it quits. A few months later, the actress was engaged to Tom Cruise.

Julia Roberts and Kiefer Sutherland

The A-list couple were set to tie the knot at 20th Century Fox's Soundstage 14 in 1991, but three days before the ceremony, Julia ran off with the actor's best friend. More than a decade later, Kiefer admitted, "I commend Julia for seeing how young and silly we were, even as painful and difficult as it was."

Ryan Reynolds and Alanis Morissette

The Canadian duo got engaged in 2004 and shocked fans by separating three years later. "They remain close friends and continue to have the utmost love and admiration for each other," their reps said at the time.

Rachel Weisz and Darren Aronofsky

The actress and director got engaged in 2005 and welcomed son Henry a year later. They officially split in 2010 after nearly 10 years together.

Nicole Kidman and Lenny Kravitz

The duo previously dated from 2003 until 2004. In a 2017 interview, Nicole revealed the two were once engaged but never married!

##Charlie Sheen and Brett Rossi

Charlie Sheen called off his engagement to Brett — also known as Scottine Ross — just weeks before their October 2014 wedding!