My Date With Satan by Stacey Richter (1999)

Fabulous, inventive, winning short stories, with varied, unusual narrators and characters. Loved the story of a woman who tries to get a grant to become a crazy cat lady, the story of the guy who hooks up with a Swedish goth band to play heavy metal, and the story of an aged teen idol.  

See also Twin Study, which includes the title story about grown-up twins, one about a lapdog who gets a taste of freedom, another about a suburban couple trying to resist the pressure of Christmas decorations, and one about cavemen wandering into a contemporary California town.