Will & Grace Season 1 Episode 4 Between a Rock and Harlin's Place ( Air Date 1998-10-12 ) Genre Comedy category. Overview "When Grace decorates Harlin's apartment, she gets carried away with a cowboy theme. Will is both shocked and embarrassed by the cowboy chic and makes an even greater mess of the situation. Meanwhile, Jack decides to embark on a “singing career“ with a little help from Karen.".