Olivia Rodrigo, Conan Gray Perform, Kiss Surprise at Governors Ball 2025

At the 2025 Governors Ball festival, Conan Gray and Olivia Rodrigo showcased their close friendship by performing back-to-back sets on the main stage, with Rodrigo praising Gray as her best friend during her headlining performance. Gray captivated the audience with a theatrical set featuring songs from his upcoming album, Wishbone, slated for release in August. Additionally, Gray surprised fans by joining Maine-born musician Role Model on stage during his performance of “Sally, When the Wine Runs Out,” where he kissed Role Model, continuing a tradition of special guests dancing during the song. Role Model, known for inviting both fans and celebrities like Reneé Rapp and Bowen Yang to join him on stage, expressed surprise and delight at Gray's unexpected appearance. These moments highlighted the camaraderie among rising artists and brought an energetic and personal touch to the festival's performances. Gray’s forthcoming album and tour have been highly anticipated, with his recent UK experiences influencing his songwriting.