Madonna has always been a headline grabber, especially when it comes to her love life , but her latest breakup with Josh Popper has most people intrigued for a different reason: her unconventional approach to dating. While the 35-year age gap between Madonna and Popper raised eyebrows, it’s her meticulous method of selecting potential beaus that has truly captured the public’s attention.
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An insider close to Madonna reveals that her process for choosing boyfriends has been in place since her divorce from filmmaker Guy Ritchie two decades ago. “Madonna took a little bit of a break after she split up with Josh, but she’s now back to the same old routine where she pretty much auditions guys until she finds the right boy toy,” the insider shared with BLANK. After being deeply hurt by her split from Ritchie, Madonna decided to treat her dating life like she does with her career: with a methodical, business-like approach.
“She’s been doing this ever since she and Guy Ritchie split up twenty years ago. She vowed never to let her heart get too involved after that because she was crushed by her divorce, so now she treats her love life the same way she would any other business hire,” the source explained to Life & Style Magazine .
Her selection process is thorough: prospective boyfriends are interviewed against a checklist of criteria and required to sign Non-Disclosure Agreements (NDAs) to maintain privacy (Popper also signed an NDA ). “They need to check all the boxes and, of course, sign ironclad NDAs, and then when she’s tired of them or they stop satisfying her on every level, she cuts them loose, usually with a nice farewell package to keep them sweet,” the insider continues.
Madonna’s checklist is demanding, which makes sense, given her status: attractive, athletic, talented, fun, loyal, and passionate. And don’t even think about faking interest — Madonna can spot a fame-chaser from miles away. “She swears she can tell when a guy is faking it and just in it for fame. She wants a guy that is really attracted to her,” the insider reveals.
Currently, Madonna is giving French singer Eric Labat a trial run. “She’s now giving a new guy, this French singer [Eric Labat], a test run, and if all things work out he’ll be her next boyfriend. Until she gets tired of him, of course,” the source noted.
As for Josh Popper, their split seems amicable and drama-free. “Madonna has barely seen Josh for months because her schedule was so hectic,” the insider said. “There is genuinely no bad blood—they’re still fond of each other. At the moment their relationship doesn’t feel feasible and they’ve cooled things off, but they are staying friends.”
Madonna’s dating methods might be unconventional, but they highlight her determination to protect her emotions while managing her high-profile love life, which typically draws attention due to her history of dating younger men since her divorce from Ritchie.
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