I am often asked, “What should I wear to a club?” Without knowing more about the specific club, I often recommend a racer-style (not biker) black leather jacket. The streamlined, minimalist jacket is upscale without being ostentatious, and exudes masculine attitude while being quietly stylish. You can wear it with a shirt and tie to be dressy but hip, or wear it with a t-shirt for a more relaxed look.
If there’s one pair of pants every guy needs for summer, it’s chinos. They dress up or down, they are as comfortable as jeans, and they are cool, breathable cotton. And don’t mind the wrinkles – that’s what gives them that style cachet.