Sara Foster just dropped a bombshell about her dating history that involves Hollywood’s most eligible bachelor—at least, he was back then.
The revelation came during a recent episode of her podcast, and it’s equal parts cringe and hilarious.
Turns out, Foster went on a blind date with George Clooney decades ago, and let’s just say sparks did not fly.
In fact, the 44-year-old actress described the entire experience as “depressing” and admitted she spent part of the evening crying about her ex-boyfriend.
When Cindy Crawford Plays Matchmaker
Speaking on the January 15 episode of The World’s First Podcast, Foster—daughter of acclaimed composer David Foster—revealed that supermodel Cindy Crawford and her husband Rande Gerber orchestrated the fateful double date.
At the time, Foster was around 24 years old, which would have put Clooney at approximately 44. The age gap? Twenty years.
It was such a blah. Sorry, I had to say it.
Foster didn’t hold back when describing her first impression of the Ocean’s Eleven star, now 64.
He is so old.
A Date From Hell
Foster described sitting at dinner with Crawford, Gerber, and Clooney as an experience she could barely survive.
I’m sure George Clooney is a nice guy, but I just remember it being the four of us sitting there and thinking like, ‘I’m gonna die, like I’m gonna die.’
She went on to explain that Clooney felt more like a grandfather figure than a potential romantic partner.
Then, here’s this one who just feels like a grandpa. It was depressing. I was so depressed.
But here’s where things get truly awkward: Foster spent part of the evening crying about her ex-boyfriend to George Clooney himself.
Clooney’s Likely Reaction
Foster suspects Clooney wasn’t exactly thrilled with how things were going either.
So I think he was like, ‘This chick’s not OK.’
Can you imagine? One of Hollywood’s biggest stars sitting across from someone who’s sobbing about another man while simultaneously thinking he’s ancient.
Nobody Asked For This
Foster made it clear she doesn’t believe Clooney requested or pursued this setup in any way.
She speculates Crawford and Gerber simply thought they’d make great matchmakers and were wildly off the mark. Both Foster and Clooney were apparently equally in the dark about being set up.
Looking back, it’s clear this was a case of good intentions meeting terrible execution.
The Age Gap Problem
Foster’s candid comments highlight something many people experience but rarely discuss publicly: age gaps that work for some couples can feel completely wrong for others.
At 24, Foster was in a completely different life stage than 44-year-old Clooney. She was processing a recent breakup and figuring out her twenties, while he was an established Hollywood heavyweight.
What might seem like harmless matchmaking to friends can actually create uncomfortable situations where neither party is genuinely interested.
Different Timelines, Different Priorities
Foster’s reaction—calling Clooney “grandpa-like”—wasn’t about his actual age but rather how their life experiences simply didn’t align.
She was navigating heartbreak and finding herself. He was navigating Hollywood A-list status and established career success.
Sometimes chemistry just isn’t there, and no amount of well-meaning friends can force it.
Where They Are Now
Clooney eventually found his match in international human rights lawyer Amal Clooney, whom he married in 2014. They share twins and appear blissfully happy.
Foster has also moved on, finding success in acting, podcasting, and building her own life beyond that awkward dinner decades ago.
Her willingness to share this story shows she can laugh about it now, even if she wanted to crawl under the table at the time.
Lessons From a Failed Setup
Foster’s story offers some valuable takeaways about blind dates and matchmaking:
- Age is more than a number: Compatibility requires similar life stages, not just mutual availability
- Timing matters: Setting someone up when they’re fresh from a breakup rarely works
- Check first: Well-meaning friends should probably ask before orchestrating surprise dates
- Chemistry can’t be forced: Sometimes two perfectly nice people just aren’t meant to be
Foster’s honesty about the experience is refreshing in a world where celebrity encounters are often sanitized and polished.
She didn’t pretend to be starstruck or flattered. She kept it real: the date was awkward, she wasn’t interested, and she was still hung up on someone else.
That authenticity is exactly what makes her podcast—and this particular revelation—so entertaining.