64-year-old Madonna is not playing around when it comes to dating these 20-somethings. She’s on a level that even Leonardo DiCaprio isn’t caught up to, and we don’t give her enough credit for also helping set new standards in cradle-robbing. Her newest 29-year-old boxer boyfriend, Josh Popper (who could pop the fuck out of me–let me tell you), reportedly had to sign an NDA to date the great Madonna. You gotta deal with her weed-gummy-induced rantings in private and then keep them secret?!
Madonna and Josh made their Instagram debut in March after she broke up with 28-year-old backup dancer Ahlamalik Williams. But at first, she was accused of only dating Josh to help promote the boxer’s new gym. Of course, that was dispelled with some PDA pics. Apparently, that PDA only came after the NDA because RadarOnline has spoken to an insider who claims Madonna was holding out on Josh until he signed some papers swearing secrecy.
Sources say the 64-year-old singer decided to not move forward with the romance until Josh agreed to her terms. “The number one rule of dating Madonna is you don’t talk about Madonna,” said a source. “No one is more controlling of her image than she is.”
The insider said, “Everyone who works on her upcoming tour had to sign an NDA before they could even audition–and the same applies to boyfriends. Before they even know if they’re dating her, her lawyer is on the phone!”
You want me to believe this 29-year-old Creed extra was hunting down Madonna’s good-good enough that she was the one issuing ultimatums? The Ultimatum just got a new mega-confusing couple for next season. I think what’s actually happening here is that Madonna doesn’t want her dark secret coming out and seeing the harsh light of day. That secret is: that she’s actually only dating a twenty-something so that she can learn to improve her TikTok content somewhat.