You're standing in line outside the venue. It’s freezing, or maybe it’s sweltering, but honestly, nobody cares because the energy is electric. You look around and see a sea of leather, stars, and weirdly enough, a lot of people in pajamas. If you’re heading to see Conan Gray in 2026, you've probably realized by now that the dress code has evolved way past just wearing a "Heather" sweater. It’s gotten more theatrical, a bit more "80s synth-pop," and a lot more specific to the Found Heaven and Wishbone eras.
Picking a conan gray concert outfit is basically like choosing which version of heartbreak you want to embody for the night. Are you feeling the high-glam, star-studded energy of his recent hits, or are you leaning into the cozy, "I’ve been crying in my room" vibe of the Wishbone Pajama Show?
The 80s Leather and Stars Aesthetic
If you want to match the core energy of the Found Heaven era, think 1980s David Bowie meets a lonely prom king. This is the era of high-waist leather pants, silver accents, and enough star motifs to make an astronomer dizzy. Fans have been DIY-ing their own versions of Conan’s stage looks using yellow acrylic paint on black faux-leather jackets. It's messy. It's perfect.
Basically, if it’s black, yellow, and looks like it belongs in a neon-lit alleyway, you’re on the right track.
- The Leather Base: A cropped leather jacket or a vest is the standard. Bonus points if you add yellow racing stripes or the "teardrop star" logo on the back.
- Star Everything: Don't just stop at a shirt. We’re talking star-shaped hair clips, star-printed fishnets under denim skirts, or even painting stars directly onto your boots.
- The Color Palette: It’s almost exclusively black and yellow right now. A yellow tank top tucked into baggy black jeans is a classic move that won't make you overheat when the beat drops for "Never Ending Song."
Many fans have been spotted recreating the Lonely Dancers music video look. It’s iconic for a reason. You take a black leather jacket, some yellow tape or paint, and suddenly you aren't just a fan in the pit; you’re part of the set design.
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Why Everyone is Wearing Pajamas Now
So, about the pajamas. It’s not just because people are tired. For the 2025 and 2026 Wishbone tour dates, Conan literally leaned into a "Wishbone Pajama Show" theme. His stylist, Katie Qian, worked on these looks to tell a story of coming-of-age and recovery from heartbreak.
Wearing pajamas to a concert feels illegal, but at a Conan show, it’s the ultimate sign of being a "Conehead."
- The Classic PJ Set: Think navy blue and white stripes. Many fans are buying matching sets from places like Gap or even official merch like the Wishbone blue striped robe.
- The Sailor Twist: The Wishbone album cover features a distinct sailor aesthetic. Mixing a sailor hat with pajama pants sounds chaotic, but it works. It’s "nautical but make it sleepy."
- Red Accents: Since the Superache era is still dear to everyone’s hearts, people are throwing red ribbons or red bows onto their pajama looks. It’s a nice nod to the "roses and thorns" vibe of 2022.
What Most People Get Wrong About the Shoes
Listen. I know those 5-inch platform Doc Martens look incredible with a plaid skirt. I get it. But unless you are a seasoned veteran of standing in a GA pit for six hours, your feet will hate you.
The "Conan Gray uniform" usually involves Docs, but 2026 trends are seeing a shift toward custom sneakers. Fans are taking white Converse or Vans and drawing wishbones and stars on them with Sharpies. It’s cheaper, it’s personalized, and you won't be limping back to the parking lot.
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If you absolutely must wear platforms, go for the lightweight ones. Your future self will thank you when you're jumping during "Maniac."
The "Superache" Legacy: Red and Preppy
Even though we’re firmly in the Found Heaven era, the Superache aesthetic hasn't died. You’ll still see plenty of people in what they call "Ivy League preppy"—but twisted.
Think white collared shirts with thin black ties, maroon varsity jackets, and pleated skirts. It’s very "The Exit." If you’re a fan who prefers a more academic, romantic look over the 80s leather vibe, this is still a totally valid way to go. Just maybe toss a yellow star pin on your lapel to bridge the gap between the albums.
Makeup is the Final Boss
You can’t talk about a conan gray concert outfit without mentioning the face. The Found Heaven makeup is legendary. It’s usually a mix of yellow and blue eyeshadow, often in a teardrop or star shape around the eyes.
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Some people go full-on with the "three-dot" look from the Never Ending Song era. Others just dump a bucket of biodegradable glitter on their collarbones. There's no middle ground. Honestly, the more it looks like you’ve been crying glitter, the better.
Making it Practical (The Boring But Necessary Stuff)
Concerts are hot. Even in winter, a room full of 5,000 people screaming "Family Line" is going to get toasty.
- Layering: If you wear a leather jacket, make sure you have a lightweight tank or tee underneath. You will want to take that jacket off by song three.
- The Bag Policy: Most venues are still strict about clear bags. Don't ruin a great outfit with a bulky backpack that security will make you throw away. A small clear crossbody with a star-patterned strap is the move.
- Thrifting: Don't buy fast fashion for this. Conan himself is a king of thrifting. Check your local vintage shops for oversized sweaters or 80s windbreakers. It feels more authentic to his brand.
Actionable Next Steps for Your Look
Start by picking your "era." If you're going for Found Heaven, hunt down a yellow base layer and some star accessories. If you're doing the Wishbone vibe, find a comfortable striped pajama set and a sailor hat.
Once the base is set, DIY one element. Whether it’s painting a wishbone on an old denim jacket or adding star patches to your jeans, that personal touch is what makes the community feel so connected. Check the specific venue’s bag and shoe policy today so you aren't scrambling at the last minute.
Finally, do a "wear test." Put the whole outfit on and dance around your room to "Bourgeoisieses." If something falls off or pinches, fix it now. You want to be focused on the music, not a wardrobe malfunction.