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Seth and Rihanna Go Day Drinking

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Rihanna out-drank a late-night host on national television, and Seth Meyers has the neon eyeliner to prove it.

On June 20, 2019, “Late Night with Seth Meyers” aired one of its boozier “Day Drinking” installments yet, sending Meyers and Rihanna to The Jane Hotel in New York City for a nearly 12-minute segment built almost entirely around shots, beers, and champagne. The timing lined up with the launch of Rihanna’s Fenty pop-up at The Webster in SoHo, giving the singer a reason to be in town and Meyers a reason to hand her a microphone and a mixed drink. What followed was a slow, visible unraveling — his, not hers.

• The segment was filmed at The Jane Hotel and built around custom Rihanna-themed cocktails, liquor shots chased by chugged beers, and multiple bottles of popped champagne.
• “Late Night” producer Mike Shoemaker posted photos from the shoot describing the pair as “druuuunk,” and the finished cut aired June 20, 2019, timed to the Fenty pop-up opening at The Webster in SoHo.
• Rihanna gave Meyers a drunken makeover with neon eyeliner from her Fenty Beauty line as he visibly fell behind her drink for drink.

The Setup at The Jane Hotel

“Day Drinking” is Meyers’ recurring bit where he takes a guest bar-hopping and gets progressively more honest — and less coherent — as the segment goes on. For this edition, the location was The Jane Hotel, and the guest was about as big as the format has landed: a pop star who, by mid-2019, was running her own cosmetics line and had just opened a Fenty pop-up shop at The Webster in SoHo. The pop-up gave the whole outing a real-world hook, but once the custom Rihanna-themed drinks came out, the segment stopped being about promotion and turned into a straightforward drinking contest that Meyers was clearly going to lose.

Shoemaker’s on-set photos, captioned with the two of them being “druuuunk,” previewed exactly what made air: liquor shots immediately followed by chugged beers, champagne bottles getting popped between bits, and Meyers’ composure eroding in real time. It’s the kind of unscripted deterioration that’s made the “Day Drinking” format a reliable hit for “Late Night,” in the same lane as other talk-show bits built on guests getting overconfident the longer the cameras roll.

The Pickup Lines That Landed Nowhere

Midway through, Meyers tried running a set of deliberately terrible pickup lines past Rihanna, presumably hoping for a reaction bigger than the blank stares he got. “What’s a nice boy like me doing in the big city without his parents?” produced exactly the confused silence you’d expect. It didn’t get better when he pivoted to asking for actual advice, wondering aloud how to “blow my wife away with, like, a romantic night out.”

“You said it. Blow your wife.”

Rihanna’s deadpan comeback was the segment’s sharpest moment — dry, immediate, and delivered without missing a beat while Meyers was several drinks past his best material. It’s the line that carried the clip once it started circulating.

The Fenty Beauty Makeover

As the afternoon wore on, Rihanna took over the segment entirely, using neon eyeliner from her own Fenty Beauty range to give a visibly drunk Meyers a full makeover on camera. It doubled as a low-key plug for the cosmetics line without ever feeling like the point of the bit — the point was watching a late-night host get made up by a pop star while he could barely hold still. By this stage of the shoot, Meyers had stopped trying to keep pace with Rihanna’s drinking and the segment had turned into straight drinking-game chaos, with the shots, beer chugs, and champagne pops piling up faster than his ability to narrate any of it.

A Late-Night Segment Built for Sharing

The “Day Drinking” format works because it’s unscripted enough to produce real moments — a blank stare, a quick-witted comeback, a host losing his composure on camera — and this installment delivered all three in under 12 minutes. It aired on “Late Night with Seth Meyers” on June 20, 2019, riding the promotional wave of Rihanna’s SoHo pop-up while never actually feeling like an ad for it, which is usually the trick with these segments in late-night television.

Meyers has run “Day Drinking” with plenty of guests over the years, but few have out-drunk him this decisively on camera — Rihanna simply never stopped being the sharper, steadier one in the room, right down to that “blow your wife” line landing before he’d even finished the question.