Sometimes I wonder about all the “could have beens” in life — all the jobs I could’ve had if I’d applied, all the people I could’ve known if I’d gone to a different school, all the relationships I could’ve had if I’d only known the other person was interested.
Jimmy Fallon had to confront that last one on his show with actress Kate Hudson.
Jimmy is no stranger to awkward run-ins with potential former flames.

In 2015, an interview with Nicole Kidman went viral when Jimmy learned on national television that what he assumed was a friendly meeting ten years prior had actually been a date.
“I *liked* you!” Nicole revealed, after Jimmy explained his side of the events, “Not now, I’m married now.”

As Jimmy floundered to try to respond to this news, Nicole added, “You wouldn’t talk . You didn’t say anything, and then you put on a video game or something.”
“After about an hour and a half, I thought, ‘he has no interest. This is so embarrassing.'”
It turns out that Nicole Kidman isn’t the only Hollywood legend that Jimmy missed his shot with, as Kate Hudson explained in a recent episode of his show.
While talking about the film they were both in, *Almost Famous*, Kate mentioned, “There were like relationships that came out of it — oh, which by the way, we need to discuss.”
“Some of the best laughs I’ve ever had in my lifetime were from that movie,” Jimmy added.
“And then, you and I ended up hanging out all the time,” Kate continued.
“And when you were doing your show, I had like 100 people send me that clip,” Kate laughed.
Kate was referencing another episode of The Tonight Show where Jimmy had listed Kate as a co-star he had wanted to date but never did, a clip that clearly made its way back to Kate.
“I was like ‘I had no idea,'” Kate said.
“I wish people could be in my body to watch you and I’s relationship and friendship because you gave me no indication,” she continued, making it clear Jimmy did not make his feelings known at all.
“I felt a little indication,” Jimmy insisted.

“I thought we were good together. We were good buddies. We hung out all the time,” Jimmy insisted, although I don’t know if most people would understand that that indicated a romantic interest.
But then Kate dropped the real bombshell.
“Jimmy, if you would have actually made a move I would have totally gone there,” she said.
“I remember thinking to myself like, ‘Why has Jimmy never made a move?’ And then I just kind of realized, ‘Oh, he’s not into me like that.’ I was just like ‘Okay, well whatever.'”
“Everything turned out perfectly,” Jimmy responded, after a little back and forth about whether she really would’ve dated him.

Kate and Jimmy are now both happily with their partners, and Jimmy has been married to his wife for thirteen years!
What a cute story, and at least now Jimmy knows what would’ve happened if he’d made a move!
Fans have obviously been loving the story.
And it is pretty cute, to be honest! It makes me wonder how many people I could’ve had a shot with if I had just made the first move!
Some fans called Jimmy a hero to unassuming dudes everywhere.
It just goes to show that being funny and sweet can really get you a long way, even when it comes to Hollywood stars like Kate Hudson!