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If you’ve spent any time watching Aidy Bryant on Saturday Night Live or catching Conner O'Malley's frantic, sweat-soaked YouTube videos, you probably know they are two of the funniest people on the planet. But honestly, what most people get wrong is how they actually work as a couple. They aren't your typical "Hollywood power couple" doing matching red carpet outfits and curated TikTok dances.
Basically, they are the comedy world’s best-kept secret.
From the Annoyance Theatre to Brooklyn
It all started back in 2008. Chicago. Specifically, the Annoyance Theatre.
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Aidy was a student at Columbia College Chicago, doing improv every single night. Conner was already a fixture there. They were cast in the same show, and Aidy later admitted on Live with Kelly and Ryan that it wasn't exactly love at first sight in a cinematic way. It was more about a shared vibe. The Annoyance is known for being "avant-garde"—we’re talking performance art that pushes boundaries, not just "guy walks into a bar" jokes.
They saw each other the next night at a different club. Conner asked for her number. The rest? Well, it’s been nearly 18 years of history now.
That "Unfancy" Engagement
By the time 2016 rolled around, they had been together for almost a decade. Aidy was a household name on SNL, and Conner was writing for Late Night with Seth Meyers.
The engagement story is kind of legendary because of how un-glamorous it was. Aidy told Seth Meyers that she walked into their apartment and saw their dog wearing a bow tie. She knew immediately. Conner came running around the corner and popped the question.
"I can't say the word 'fiancé,' it just feels corny to me," Aidy told People in 2017.
They skipped the "fancy" period and went straight to the wedding on April 28, 2018. It was held at the Wythe Hotel in Brooklyn. If you've seen the photos, it was the definition of "hip." Aidy wore a short lace dress with purple Prada heels—not white, purple. It was cool, understated, and felt exactly like them.
The Professional Synergy of Aidy Bryant and Conner O'Malley
While they often keep their personal lives off the grid, their professional lives overlap in the weirdest, best ways.
You’ve probably seen Conner show up in Aidy’s Hulu series Shrill. He played Reggie, and his chaotic energy was the perfect foil to the show’s more grounded tone. They don't just "support" each other; they seem to share a specific, jagged sense of humor that most people either love or are deeply confused by.
What they're doing in 2026
Fast forward to today, January 2026. Aidy is busier than ever. She’s currently filming a pilot for Disney called Holes alongside Greg Kinnear. She also made a massive splash recently by returning to SNL in December 2025 to reprise her "Trend Forecaster" character with Bowen Yang. People lost their minds. It’s clear she hasn't lost her touch.
Conner, meanwhile, has become a sort of cult hero. His 2024 special Stand Up Solutions solidified him as the king of "unhinged" satire. He’s currently on tour—catch him in Lexington or El Cajon if you can—and he's still the guy making the most biting commentary on tech culture and modern masculinity.
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Why their relationship actually matters
In a world of celebrity breakups and "soft launches," Aidy Bryant and Conner O'Malley represent something rare: longevity built on a foundation of shared struggle. They moved to New York together in 2012 when Aidy got SNL. At the time, Conner was walking dogs and making Vine videos.
They’ve seen the "shimmer and shine" fade, as Aidy once put it, and replaced it with something real.
Actionable Insights for Fans
If you want to keep up with them without scrolling through fake tabloid rumors, here is what you actually need to do:
- Watch Shrill on Hulu: Not just for Aidy, but to see Conner’s recurring role as Reggie. It's the best look at their on-screen chemistry.
- Check Conner’s YouTube: If you want to understand the "other half" of this marriage, watch his videos. They are stressful, loud, and brilliant.
- Follow the New Projects: Keep an eye out for Aidy’s Disney project Holes and Conner's 2026 tour dates.
- Support the Chicago Scene: Both of them credit the Annoyance Theatre for their careers. If you're in Chicago, go see a show there. It’s where the next generation of this kind of talent is currently practicing.
They aren't trying to sell you a lifestyle. They're just two people who met in a weird theater in 2008 and decided to keep the joke going forever.
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To see more of Aidy's recent work, you should check out her guest appearances on Last Week Tonight with John Oliver, where she's been a frequent contributor over the last year.