It’s ~brutal out here~ in the music industry, and seeing two pop stars form a genuine friendship is a rarity, if not impossible. But, there are always exceptions, and with all the buzz currently surrounding Olivia Rodrigo’s new music, we can’t help but be reminded of her special platonic bond with Conan Gray.

The two initially met through their shared music producer, Dan Nigro, who worked extensively on Olivia’s Grammy-award-winning album Sour. Since then, the two artists have bonded over their shared passions – the Heather singer never misses the chance to support the Brutal songstress, and vice versa.

Let’s explore a timeline of Olivia Rodrigo and Conan Gray’s adorable bond…

March/April 2021: Swifties unite

Conan and Olivia Rodrigo first caught fans’ attention in March 2021, when Olivia posted an Instagram photo of the two celebrating the 2021 re-recorded version of Taylor Swift’s album Fearless.

Olivia Rodrigo

Via @oliviarodrigo on Instagram

They doubled down on the Swift *craze* by comically lip-syncing to Taylor Swift’s You Belong With Me (Taylor’s Version) in an Instagram video posted by Conan.

June 2021: Sour prom dates 💜

The Driver’s License singer celebrated her high-school graduation by releasing Sour Prom, a live concert film directed by Kimberly Stuckwisch and Toby L, in which Liv brought her ground-breaking studio album Sour to ~life~.

Conan Gray, alongside The Regrettes front-woman Lydia Night and actress Iris Apatow, showed their support to Olivia Rodrigo by being her *Sour* prom dates !!

Via @conangray on Instagram

Sept/Oct 2021: Halloween

Conan and Liv celebrated Halloween together twice, at Halloween Horror Nights (Universal Studios) and at Vas J Morgan and Michael Braun‘s Halloween party. The two humorously danced together in an Instagram video where Olivia Rodrigo dressed as Elvira Hancock from Scarface.

Nov 2021: Platonic date at the AMA’s

The two attended the 2021 American Music Awards side by side. Gray, who was sitting next to Olivia Rodrigo during the award show, gave the Jealousy Jealousy singer a *big* hug as she got up to receive her award for new artist of the year. This supportive duo has us ~in our feels~.

Via @AMAs on Twitter

Dec 2021: Olivia shows love to Conan on his birthday

On Conan’s 23rd birthday, Olivia gave the Sagittarius a birthday shoutout in a *precious* Instagram photo of the two. She expressed, “happy birthday sweet cone. i love u more than anyone has loved anyone ever.”

Via @oliviarodrigo on Instagram

Jan 2022: New Year, Same Olivia and Conan

The duo said hello to the New Year together. Olivia posted an Instagram photo of their celebration, sharing, “happy new year!!!! thank u guys for giving me the most exciting 365 days of my whole life. so grateful and so stoked for next year!!!!!! love u love u love u” We hope these two will remain good friends for *many* years to come.

Via @oliviarodrigo on Instagram

Feb 2022: Conan shows love to Olivia on her birthday

The Maniac Singer returned the party favour to the ~spicy pisces~, writing, “happy bday my liv <3 my heart has been looking for yours for a long long time. love u endlessly”.

Via @conangray on Instagram

April 2022: Their performance on the Sour tour

Liv and Conan shared the stage at the Vancouver Show of Olivia’s Sour Tour, during which the good friends performed a ~mesmerizing~ acoustic duet to The One That Got Away by Katy Perry. Olivia shared a snapshot of the performance in an Instagram video, writing “ilysm @conangray singing with u is my favorite thing everrrr”

Via @oliviarodrigo on Instagram

May 2022/2023: The MET Gala

The 2022 MET was Conan’s very first and Liv’s second. The Good 4 U songstress donned a gorgeous Versace lavender dress while Conan stunned in Valentino. And although the good friends didn’t walk the red carpet together, Conan posted an elevator selfie of the two post-gala.

Via @conangray on Instagram

In the 2023 MET, Conan rocked a Balmain suit white Olivia dazzled in an Audrey Hepburn-esque black-and-white gown by Thom Browne. Liv posted an *iconic* photo of the two on their way to the after-party.

Via @oliviarodrigo on Instagram

Oct 2022: Olivia shows her support at Conan’s show

The Traitor singer proved that she was Conan’s biggest fan when she attended his show in a “that’s my f—— best friend” t-shirt. Liv cheered for Conan in an Instagram post, writing, “GO CONAN!!!!💘💪🏽💘” We’re ~rooting~ for the two best friends !!

Via @oliviarodrigo on Instagram

Nov 2022: Blackpink concert

We’re picking up on a bit of a concert theme here. The duo attended a Blackpink concert together, and Conan posted an Instagram photo of them with the band: “blink 4 life 🖤💗”

June 2023: Conan supports Olivia’s new single

Conan fully participated in the hype surrounding Liv’s brand-new single, Vampire, which is set to be released on June 30. The Never Ending Song singer shared a meme on his Instagram story, which was later re-posted by Liv, recreating a twilight scene with “Olivia’s Rodrigo’s new single” and “Vampire” in the subtitles. We are *living* for these twihards.

Via @oliviarodrigo on Instagram

So…that’s all – at least for now. Fans suspect that Olivia and Conan might have a secret collaboration under wraps (fingers crossed) !!

Check out Conan Gray’s new single here, and stay tuned for Olivia Rodrigo’s new single coming out on June 30!