The 'On the Floor' hitmaker credits the plunging emerald gown as her "biggest fashion moment" to date, but the 49-year-old star revealed that the look was created just a few days before she stepped on to the red carpet and only because she had left looking for a gown so late, there was very little to choose from.
She said: "Probably my biggest fashion moment ever was wearing the green Versace jungle print dress. I was nominated for a Grammy that night and I was filming 'The Wedding Planner' at the time with Matthew McConaughey and I was out in the middle of nowhere where we did the horseback riding scene and my stylist comes in and she's like 'The Grammys are tomorrow'.
"I had no time to do a fitting and she brings like three of four dresses, she was like 'There's nothing out there, you guys waited too long, I've been trying to do a fitting with you for weeks'.
"So on the day of the Grammys I'm getting ready I'm doing hair and make-up. Usually if you come to a fitting of mine, there's, like, tons of dresses. There's always so many choices. But this day, we really had a choice between two dresses. One was kind of like a white dress, and the other was the Versace jungle-print dress."
And the 'Medicine' hitmaker's stylist Andrea Lieberman originally discouraged her from wearing the jungle print dress because Donatella Versace had already worn it to the 1999 Met Gala, but Jennifer's longtime friend and manager Benny Medina was "adamant" that it was the one.
In her new YouTube series 'Moments of Fashion', she added: "I put on the green dress and come out and Benny goes, 'That's it. That's it. Don't even talk about it. That's the dress!' And of course my stylist is mortified. She's like, 'No! It's been worn before!' But the guys were so adamant that it was an amazing dress, and we said 'Ok'.
"The only concern was whether or not my boobs were gonna pop out onstage because it was so low-cut, we literally laid double stick down and we stuck the dress to it and went out. There was never any danger of that. I was so securely stuck into that thing that there was gonna be no mishaps."