Popsugar Celebrity Award Season Jennifer Lopez MTV VMAs Pictures Through the Years Take a Walk Down Memory Lane and Look Back at Jennifer Lopez's Sexy MTV VMAs Evolution 9 August 2018 by Monica Sisavat Solís View On One Page Photo 3 of 18 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 3 Jennifer and then-boyfriend Diddy showed up to the show hand in hand in 1999. Previous Next Start Slideshow Award SeasonCelebrity EvolutionsMTV VMAsRed CarpetJennifer Lopez