Demi Lovato slid into Schitt’s Creek star Emily Hampshire’s DMs to ask her out

A side by side image of Demi Lovato and Emily Hampshire

Trying to ask someone out on a date is awkward, and Demi Lovato isn’t immune to that after a Schitt’s Creek star revealed the “funny” way the pair first met.

On the latest episode of their podcast, 4D with Demi Lovato, Canadian actor Emily Hampshire shared that the singer tried the often ill-fated method of sliding into her DMs to ask her out on a date.

“You slid in my DMs, and you said ‘Hey girl, I like you on the show. We should kick it sometime’,” Hampshire recalled. “And then you said below it ‘And by kick it, I mean go on a date. I find you attractive’.”

The Schitt’s Creek star, 40, said it was clear from Lovato’s messages that it was “clear it was a date”, and she respected how forthright they were because she admitted such messages can be confusing.


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“I loved that because I was like ‘Sometimes that’s confusing’… I’m decades older than you so ‘kick it’ – I was looking it up,” Hampshire explained.

Demi Lovato, who is only 11 years younger than Hampshire at the age of 29, admitted the actor did immediately point out their age gap in the conversation. But that didn’t deter them from continuing to chat up Hampshire, Lovato explained.

“You also said that,” Lovato remembered. “You were like, ‘I’m decades older, I don’t think we’ll find the same thing funny.'”

They continued: “I was like, ‘Mm excuse you’, and I sent you a really good meme.”

And then, Hampshire remembered how Lovato – still trying their hardest – mentioned the iconic LGBT+ power couple, Sarah Paulson (46) and Holland Taylor (78).

“You also said, ‘Think of Sarah Paulson and Holland Taylor’, and then right after you were like, ‘I don’t mean you’re the Holland Taylor,’” Hampshire said.

“I thought it was the funniest thing in the whole world because I was a Holland Taylor in that situation. Proud to be.”

Demi Lovato responded that a “non-binary person can dream”, and that they were “dreaming big” at the time. Despite not being a romantic item, Lovato said they were happy to make a “dope friend” after that.

“Me too, I wish you weren’t 29,” Hampshire joked.