Taylor Swift has articulated her thoughts on "Cruel Summer" through various platforms. In a discussion during the iHeartRadio Lover album release party and secret session, she described "Cruel Summer" as a reflection of the emotions tied to a summer romance, often laden with feelings of longing and occasional secrecy. She elaborated on the complexity of engaging in a relationship infused with desperation and pain, where the longing for something just beyond reach is a central theme. Swift highlighted her fondness for the lyrics in "Cruel Summer," expressing that they rank among her favorites. Additionally, in her Lover enhanced Spotify campaign, she mentioned her intention for the song to encapsulate a desperate summer love, perhaps destined for despair from the outset, resonating through the lyrics, 'I love you. Ain’t that the worst thing you ever heard?'.
Moreover, Swift described "Cruel Summer" as a song revolving around a "summer romance," portraying an uncertain romantic relationship filled with elements of pain and desperation.
The track "Cruel Summer" from her 2019 album "Lover" had a notable resurgence, particularly on TikTok, and was eventually released as a single, delighting Swift's fandom. The delay in its release as a single might have heightened the intrigue and affinity toward the song, reflecting the enduring impact of the emotions and narrative encapsulated in "Cruel Summer".