Two words that should never hook up on a Saturday night? Urban cowboy. Having said that, you may don the trendy Western-style shirt if you follow some basic rules. “Don’t wear a denim shirt with jeans and pair it with a simple, modern belt,” says stylist Penny Lovell, who recommends dudes sport lightweight corduroy slacks in tan or dark brown with a chambray shirt. A plaid version works with jeans. “And accessorize away from anything cowboy,” she adds, meaning boots or hats.