Chloe Bailey is turning one messy relationship memory into a reminder that the smallest clue can tell the biggest truth. Bailey appeared on the July 1 episode of “Call Her Daddy” with Alex Cooper for a conversation about relationship red flags, dating dealbreakers, people-pleasing, and learning to step into her worth.
The moment that had social media talking came when Bailey recalled finding an eyelash extension that did not belong to her and a hair tie on the shower floor at her then boyfriend’s place.
Bailey said she did not immediately explode after finding the evidence.
“I kept it internal, and I took a picture of it,” Bailey said. “And I texted my godmom, and she’s like my voice of reason. Halle [her sister], she’ll have me crash out.” That one line says a lot about how Bailey processed the moment, because she admitted she needed the calm counsel of her godmother instead of the sisterly fire that might have pushed her to confront everything right away.
The singer and songwriter said she had “no idea” who the other woman was, but she “peeped” the evidence and “kept it quiet until the next morning.” Then came the part that made the story feel painfully real.
“And then I walked in the bathroom like it was brand new,” Bailey explained. “Like I just saw it ‘cause I still wanted my night of cuddles. I’m that toxic.” The Parkwood signee said the ex chose to “deny” cheating, and she joked that her revenge involved “responding” to men she normally would not entertain.
“And then once I’m out of it, I just won’t text them back,” she continued.
This is not the first time Bailey has opened up about being cheated on without naming names. She spoke on “The Zach Sang Show” in 2023 about how her song “Cheatback” connected to a previous betrayal and said she had dealt with an unfaithful partner “a couple of times.” Bailey also said in that 2023 conversation that she chose to “move on” from cheating partners.
“I’m like ‘You know, we aren’t perfect humans, but you cheat on me? I’m out.’ And they don’t believe me until their number is blocked,” she said at the time.
That is why the internet immediately went into detective mode, but the public paper trail around Chloe Bailey’s dating life is not as clean as the rumor mill wants it to be. Bailey told Cosmopolitan in April 2023 that she was focused on working on herself and understanding her worth before looking for love from someone else.
One of the earliest names often pulled into Bailey’s dating conversations is Diggy Simmons. According to MadameNoire, Bailey and Simmons sparked rumors after playing a couple on “Grown-ish” and being spotted together off-camera. However, the outlet also noted that both had denied a potential relationship in interviews. According to MadameNoire, Bailey later said “Yeah, single” during a 2020 interview while promoting Chloe x Halle’s “Ungodly Hour,” a moment that fans read as a sign that whatever people thought was happening had already cooled down.
Gunna is another name tied to Bailey’s romantic history, but the two have repeatedly framed their bond as friendship. According to TheGrio, Bailey called Gunna “such a good friend” while discussing their collaboration, while Gunna said, “Yeah, we’re not dating,” after they were seen together at an Atlanta Hawks game. Gunna described the outing as a date vibe but still called Bailey his friend. Bailey later admitted she wrote “For The Night” about Gunna, while also clarifying that she was single.
Quavo rumors also followed Bailey after their work on “Praise This.” Quavo called Bailey a “great talent” and “great soul” while discussing their film. Bailey also addressed the speculation on Latto’s 777 Radio. When Latto asked about the tea, Bailey said, “I don’t know where that came from,” and pointed to the fact that they were working together.
Memphis Depay is also an alleged ex of Bailey. Fans speculated about the two after social media posts showed them together, including a birthday post involving a private jet setting. Bailey later shut down romance talk on Instagram Live by saying music was her focus. That makes Depay another example of a public link that stirred chatter but never became a fully confirmed relationship from Bailey herself.
In later 2024, Burna Boy was attached to Bailey in a major way after their Lagos sightings. They further fueled dating rumors in December of that year when they were seen leaving a nightclub in Nigeria while holding hands. Bailey later appeared on “The Breakfast Club” and avoided confirming a red carpet debut with Burna Boy, saying her NAACP Awards date would be “My god mom and my manager.” When asked about a possible public debut with Burna Boy, Bailey replied, “You’ll have to ask him.”
While the cheating story has everyone trying to solve the mystery, Chloe Bailey appears to be in a different season publicly. She recently starred in the Peacock thriller “Strung” and released “Resurrection,” her collaborative album with Timbaland.
Chloe Bailey is not just telling a funny cheating anecdote for the timeline. She is showing how a woman can look back at a situation that once hurt, tell the truth without naming the person, and still keep control of her own narrative.
