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Jimmy Fallon Brought Back His 1980s-Style Video Dates for Valentine's Day, and It's Spectacular
In Cupid's Arrow Valentine's Day 2024, JB Smoove, Keegan Michael-Key, and more join Jimmy Fallon to play lovable(?) '80s weirdos looking for love.
Long before dating apps like Tinder and Hinge, there was Cupid's arrow.
On February 14, The Tonight Show Starring Jimmy Fallon decided to celebrate Valentine's Day with a golden new installment of his 1980s-style "Cupid's Arrow" dating videos, first introduced on Late Night with Jimmy Fallon.
"We do our show from the historic Studio 6B here in 30 Rockefeller Plaza, and over the years this studio has been used for tons of different shows from the Texaco Star Theater to the news," said Jimmy Fallon, as he introduced the clip's premise. "But we recently found out that our studio used to be home to a video dating service from the '80s called Cupid's Arrow. We found one of the old tapes, and since it's Valentine's Day I thought it would be fun to watch."
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For the children out there: Back before there were dating apps or websites, single people looking for love would record themselves on video, and submit them to a dating service where other people could watch their interviews and potentially find a mate.
Even though this "Cupid's Arrow" compilation is supposedly from the '80s, the bachelors should look familiar to any Tonight Show fan.
The Tonight Show Takes a Trip Back in Time Looking For Love With Cupid's Arrow
The supercut opens with Fallon in a mullet, introducing himself. "What's up? It's me, the Dip, a.k.a. Chiz Dippler, a.k.a. your mom's new favorite boyfriend."
From there we see other Tonight Show familiar faces playing lonely hearts, like announcer Steve Higgins as Brustin Prouch, and head writer A.D. Miles as James Spadge. Actor Keegan-Michael Key also makes an appearance, as well as actor-writer Bashir Salahuddin, The Roots vocalist Tariq "Black Thought" Trotter, JB Smoove, and Diallo Riddle.
"Here's a great idea, let's go to the lake. I'll have my friend Dan pull us in a boat. We'll be on the back, you can ride me like a waterski," says Fallon as Chiz Dippler, who returns later in the video. "You can yank me around the lake for a couple hours." The Tonight Show Host ditches the mullet to play other eligible bachelors named Lonnie D, Gary Chutch, and Rod Rory.
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Watch a previous installment from 2013 below, also featuring Chiz Dippler, Brustin Pouch, James Spadge, and one "Mark Peanus." Shocking that it seems these suitors are still on the market after all these years later.
"I'm sure some of those guys are still available if you're interested," said Fallon after the video ended. If you want to find any of these guys we'll leave it to you to track down the Cupid's Arrow contact info.