At a Glance
- Sara Foster says a double date with George Clooney arranged by Cindy Crawford and Rande Gerber roughly 30 years ago was “depressing”
- Foster, then a teenager, recalls thinking the Oscar winner “felt so old” and felt offended by the setup
- She doubts Clooney was interested either, admitting she spent the evening crying about an ex
- Why it matters: The candid retelling offers a rare Hollywood blind-date flop from an A-list setup
Sara Foster has pulled back the curtain on a star-studded setup that fizzled decades ago, revealing that Cindy Crawford and Rande Gerber once tried to play matchmaker between her and George Clooney-and it tanked.
The Setup That Sank
During the January 15 episode of The World’s First Podcast, Foster, 44, told sister Erin that the foursome’s night out landed with a thud. “Do you guys know that I got set up with George Clooney like 30 years ago and it was such a blah [date]? Sorry, had to say,” she opened.
Foster recalled the double date in detail:
- Crawford and Gerber arranged the meetup
- All four sat together, but sparks never came
- Foster fixated on the age difference
- She left feeling “depressed”
“So Rande and Cindy tried to set me up with him … and we, like the four of us, all like met and I was [like], ‘No.’ It was just such a hard no,” Foster said.
‘He Felt Like a Grandpa’
The teenager at the time balked at Clooney’s age. “I just remember being like offended that they would set me up with him ’cause he felt so old at the time,” she explained. “I’m gonna die. I’m so sad over the other one and then there’s this one who just feels like a grandpa.”
Foster expanded on her stance against wide age gaps, saying she never understood how a “19-year-old that’s into a 40-year-old” could work. She conceded that “sometimes” such relationships “make sense,” but insisted this outing wasn’t one of those times.
Clooney Wasn’t Into It Either
Foster suspects the lack of chemistry ran both ways. “I also think it wasn’t George being like, ‘Oh set me up with Sara Foster.’ I think it was more like Rande and Cindy being like, ‘We know someone great.’ Like I don’t think he was that into it either.”
Her on-date behavior probably sealed the deal. “I showed up just like, I started crying about my ex to him,” she remembered. “Yeah, so I think he was like, ‘This chick’s not okay.'”
Erin teased that her sister might be “the only one on the planet” who would feel bummed sitting opposite America’s then-heartthrob.
Where They Are Now

Foster and Clooney both eventually found lasting love elsewhere.
| Person | Next Chapter |
|---|---|
| Sara Foster | Dated tennis pro Tommy Haas from 2006, had two daughters, split in 2024 |
| George Clooney | Married Amal Alamuddin in Italy 2014, welcomed twins Alexander & Ella June 2017 |
Crawford and Gerber, still married, have not publicly weighed in on the decades-old mismatch attempt.
Key Takeaways
- A-list matchmaking can flop: even Cindy Crawford and Rande Gerber couldn’t kindle romance between Foster and Clooney
- Age perception mattered: Foster’s teen viewpoint framed the future Oscar winner as “a grandpa”
- Mutual disinterest ended the evening early, with Foster admitting she cried over an ex rather than engaging
- Both parties moved on to high-profile relationships, proving one awkward dinner doesn’t define destiny

