Celebrity Style

And for date night, no less.

Though she wore a low-key all-black ensemble, nothing about her was basic.

In fact, Jenner rockednot one, but two typically controversial styling techniques and absolutely slayed.

Kylie Jenner wears a mini dress over leggings in NY.

Her LBD featured a saucy asymmetrical neckline that draped off one shoulder.

On her feet, theKardashiansstar wore heeled sandals with minimal straps over her tights.

And much likethe rest of the trendsfrom the 00s, the look wasutterly polarizing.

Kylie Jenner wears a mini dress over leggings in NY.

It was quickly dubbed a faux pas and hasnt been touched by the fashion set since.

The recentY2K renaissance, however, has unleashed questionable styling choices of decades past including the contentious dresses-over-pants trend.

It wasnt the only controversial styling choice of the night, either.

Kylie Jenner wears a mini dress over leggings in NY.

Wearing tights with open-toe sandals her favorite styling trick as of late was another fashion risk that paid off.

Chalamet wore a lilac jacket with a shearling lining over a lavender hoodie with an orange block print.

Keeping the rest of his look understated, theDunestar swapped color for grays and blacks.

Kylie Jenner wears a mini dress over leggings in NY.

He wore gray jeans, black sneakers, and a matching baseball cap.

Say what you will about this pairing, but you cant deny: they look good together.

Timothée Chalamet wears a hoodie, jacket, and jeans in New York.