10 best Oscar dresses of all time
5. Jennifer Lopez
At the height of Bennifer-mania – remember those days? Remember when everyone thought that Batfleck/Sad Affleck was “too classy” for J-Lo? Karma is a vengeful beast, isn’t she? – Jennifer Lopez and Ben Affleck walked the red carpet together at the Academy Awards. When Jennifer was with Sean “P. Diddy” Combs, she made some pretty questionable fashion choices…for which she should be forgiven, thank you very much.
However, in 2003, she made one of the most amazing fashion choices of her career in a baby blue Valentino that earned her a spot at the halfway mark of the 10 best Oscar dresses of all time. Reportedly, Lopez drew inspiration from no less of a fashion icon that First Lady Jackie Kennedy – in fact, the dress she wore on the red carpet was strikingly similar to one Valentino made for Jackie Kennedy back in 1967. The dress was asymmetrical and paired with understated jewels and open-toed shoes, and was completed by Jennifer’s choice of upswept hair that was parted down the middle. She easily upstaged the man who would be Batfleck, and it wouldn’t be the last time she would do so. Karma, baby!