Looking Posh For a Night Out in 2025 Means Wearing This ’90s Shirt Trend and Heel Trend With a Miniskirt

Now that it’s mid-September, chances are that your fall social calendar is filling up, and you’re going to need after-dark outfits. While jeans and a nice top is a pretty fool-proof combination, there are going-out outfits that are more posh, and Chase Sui Wonders just put one on display. For her attendance at a Chanel dinner in NYC this week, Wonders opted for an all-black outfit that would’ve looked as chic in the ’90s as it does in 2025.

As someone who loves a miniskirt outfit this time of year and is as invested in ’90s style as every other fashion person, Wonders’ outfit really spoke to me. With her leather miniskirt, she wore a shirt trend that was everywhere during the decade, along with a shoe trend that Chanel made famous. I’m referring to a silk button-down shirt and slingback block-heel shoes (yes, the cap-toe ones). The beauty of this posh going-out outfit is that it’s quite simple to put together, and you might even have similar pieces in your closet already.

For an even more night out-friendly look, do as Wonders did and button just a few buttons in the center of the shirt. Keep scrolling to see what I mean and shop similar pieces to recreate her ’90s-inspired outfit.

On Chase Sui Wonders: Chanel bag and shoes