Demi Lovato Asked Out 'Schitt's Creek' Star Emily Hampshire Via DM; See Actress' Reaction

Demi Lovato once tried to score a date with Emily Hampshire but got rejected.

During the Wednesday episode of the "4D With Demi Lovato" podcast, the "Schitt's Creek" star, 40, revealed that she first met the 29-year-old singer when Lovato messaged her via Instagram.

"I did, I slid in those DMs," Lovato was quoted by Entertainment Tonight as saying.

Hampshire recalled that Lovato sent her a message that said, "Hey, I like you on the show. We should kick it sometime."

"And then you said, below it, 'And by kick it, I mean go on a date. I find you attractive,'" she continued. "You made it clear it was a date. And I loved that because sometimes that's confusing. I'm decades older than you, so 'kick it,' I was looking it up."

According to Lovato, Hampshire pointed out their age gap, with the "12 Monkeys" star noting that they may not find the same things funny.

"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 added, referencing 78-year-old Taylor and 46-year-old Paulson's romance. "I thought it was the funniest thing in the whole world because I was a Holland Taylor in that situation. Proud to be."

Lovato admitted that the comparison to Taylor and Paulson was not their "smoothest move." However, Hampshire found it endearing, and although they didn't end up going on a date, they both found a friend in each other.

"A non-binary person can dream. And they, she -- I was a 'she' at the time -- she was dreaming big. I was like, 'What's the worst that could happen?' And I made a really good friend. You're a dope friend, and I'm happy we became friends," Lovato told Hampshire.

"Me too. I wish you weren't 29!" Hampshire replied.

Both Lovato and Hampshire are single. The singer got engaged to Max Ehrich in July 2020, but they split two months later.

Meanwhile, Hampshire got engaged to singer Teddy Geiger in November 2018, but they called off their engagement after six months, E! News reported.

The "My Awkward Sexual Adventure" star admitted that she felt dating might be too difficult after the split. Lovato agreed and said they also wonder if they would be able to find someone who shared their interests.

"I've gotten to that point too where I'm like, 'But wait, I really love my 'Grey's Anatomy' marathons that I have by myself.' I don't know if someone who I date is going to be interested in that," Lovato said.