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Entertainment

Kylee Anderson Breaks Silence: Unpacking the ‘Benny’ Song and Benson Boone Cheating Rumors

Last updated: October 20, 2025 11:42 am
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Kylee Anderson Breaks Silence: Unpacking the ‘Benny’ Song and Benson Boone Cheating Rumors
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Popstar Benson Boone’s childhood best friend, Kylee Anderson, navigates intense speculation surrounding her connection to his breakup with Maggie Thurmon, carefully responding to questions about cheating allegations and her emotionally charged music.

The entertainment world is buzzing with rumors surrounding popstar Benson Boone’s recent split from his ex-girlfriend Maggie Thurmon, and at the center of it all is his longtime childhood friend, singer Kylee Anderson. Fans have been scrutinizing social media activity and song lyrics, leading to widespread speculation about Kylee’s potential involvement in the breakup.

Recently, Kylee Anderson was approached by reporters while leaving Skybar in L.A. and was pressed for answers regarding the swirling accusations. Her response, while diplomatic, has only fueled the fan theories.

The Unfolding Drama: A Timeline of Speculation

The saga began in September when Benson Boone and Maggie Thurmon officially ended their relationship, a story originally reported by TMZ. Fans were quick to notice that the former couple unfollowed each other on social media. However, eagle-eyed followers observed that both Benson and Maggie had also unfriended Kylee Anderson, igniting suspicions that she played a role in the fallout.

The speculation intensified when Maggie Thurmon posted a cryptic TikTok video about cheating, which she later deleted. In the comments section, Maggie explained her decision to remove the post, stating she was “very overwhelmed” and expressing gratitude for the outpouring of support from her fans.

Screenshot of Maggie Thurmon's TikTok, hinting at the cryptic post that sparked widespread cheating rumors.
TikTok / @maggiethurmon

Kylee Anderson’s Evasive Responses

When questioned about her rumored involvement, Kylee Anderson remained tight-lipped. “I can’t answer any questions like that,” she told reporters, effectively dodging direct inquiries about the cheating allegations. This cautious response, however, did not deter further probing.

Reporters also asked if she was still in contact with Benson Boone. Kylee played coy, offering a compliment instead: “He is an amazing, talented artist.” She further revealed that a significant portion of her music draws inspiration from him, but refrained from elaborating on the specifics of their current relationship.

“Benny”: A Song for the “Chosen Second”

Adding another layer to the narrative is Kylee Anderson’s hit song, “Benny.” Many fans have speculated that the track, which shares a striking similarity to Benson Boone’s first name, is directly about her longtime friend. During her recent impromptu interview, Kylee delved into the meaning behind the song.

She explained that “Benny” is written for those who were “chosen second,” a poignant theme that resonates deeply with listeners. Kylee articulated that the song aims to connect with individuals who experience unrequited love, falling for someone who doesn’t return their affections. She expressed hopes that people could relate to this sentiment, though she carefully avoided any explicit mention of Benson Boone as the song’s subject.

The Fan Community’s Perspective: Connecting the Dots

The fan community has been particularly active in dissecting every detail surrounding this developing story. The history of Benson Boone’s and Kylee Anderson’s childhood friendship, combined with her acknowledgment of his influence on her music and the suggestive title of “Benny,” has led many to believe there’s more to their relationship than meets the eye.

Online forums and social media are rife with theories, with fans pointing to the emotional depth of “Benny” as a possible confession of unreturned feelings for Benson. This narrative echoes common themes in pop music, where artists often draw inspiration from personal experiences, as Billboard often highlights when discussing rising stars and their creative processes.

Generic Getty image representing the music industry or celebrity culture.
Getty

The Silence from Benson Boone’s Camp

Amidst the swirling rumors and Kylee Anderson’s careful statements, Benson Boone’s representatives have yet to issue any comment. The silence from his camp only adds to the intrigue, leaving fans to continue piecing together the narrative from social media clues and song lyrics.

The lack of a definitive statement from Benson or his team means the rumors are likely to persist, keeping the focus on Kylee’s new music and her complicated ties to the popstar. As the story continues to unfold, the fan community remains vigilant, eager for any new details that might shed light on this intriguing celebrity entanglement.

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