Olivia Rodrigo and Sabrina Carpenter headlined this year’s Lollapalooza festival in Chicago from July 31 to August 3. The lineup also includes artists like Tyler, the Creator, A$AP Rocky, Doechii, and Luke Combs. Fans took to social media to share their reactions when the official lineup was announced. One person humorously suggested that Joshua Bassett, who is a mutual ex of both Olivia and Sabrina, might be feeling a bit overwhelmed by the news.
Another fan alluded to the ongoing rumors of a feud between Olivia and Sabrina, commenting, “In my head, Olivia Rodrigo and Sabrina Carpenter are still beefing over Joshua Bassett.”
Both Olivia and Sabrina expressed their excitement for the festival. Sabrina shared “Awww sh*t” on her Instagram story, while Olivia posted “Wohoo!!!” with pink hearts and a flower emoji.
Olivia’s popular song “Driver’s License” is widely believed to be about her breakup with Joshua, which happened after they worked together on “High School Musical: The Musical: The Series” in 2019. The song, released in January 2021, gained global success, with many speculating about Joshua as the inspiration behind its heartfelt lyrics.
Fans speculated that Sabrina was the “blonde girl” referenced in the song, especially as Olivia’s lyrics mention a blonde who caused doubt in her relationship. Additionally, Olivia, 22, was younger than Sabrina, 25, adding more fuel to these speculations.
Both Sabrina and Joshua were linked in mid-2020, but their relationship reportedly ended by 2021. Neither Olivia nor Joshua confirmed or denied their romantic involvement, leaving room for ongoing speculation.
Currently, Olivia is in a relationship with actor Louis Partridge, while Sabrina was in a public relationship with actor Barry Keoghan in 2024 but ended it earlier this year.
Despite any past tensions related to Joshua, it appears that Olivia and Sabrina have moved forward in their careers, leaving behind any unresolved issues. Fans are looking forward to the possibility of a reunion at the Lollapalooza stage.
Sabrina’s song “Please Please Please,” released last year, quickly climbed the charts. The song reflects her concerns about her partner’s behavior, with lines like “I beg you don’t embarrass me / Mother f*****r” and “I heard that you’re an actor / So act like a stand-up guy.”
In an interview with Variety, Sabrina mentioned Barry’s positive reaction to the song, stating that he loved it and appreciated the lyrics. The couple reportedly split to focus on their respective careers.
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