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Wearing cowboy boots with a formal dress is all about confidence and personal style

It also features a crew neckline and has long pullover sleeves

Chunky sneakers like Fila Disruptors or Nike Shox were the go-to, but Timberlands also carved out their place in casual Y2K outfits for men

In Edith Heads Hollywood , Head said for that pivotal movie moment, she envisioned the iconic cocktail-dress silhouette of 1950

So you go online to search for smart casual attire for men or smart casual style guides that variously counsel everything from shorts, which dont strike us as especially smart, to Ascot ties, which dont come over as particularly casual