Madewell is J. Crew's cool little sister with the more hip styles and the trends you like but aren't sure how to wear. Their jeans are killer for the price and the experience is always enjoyable. I wish they offered more shoes though.
J. Crew is such a classic all-American brand. The styles are always updated classics with a spin. The shopping experience is enjoyable and the stores are always nicely organized, making it easier to find things. I shop here at least once a week.
Ann Taylor is such an easy place to find professional clothes. I love their recently updated styles that are less "grandma-ish" than in the past. I think they have great customer service and it is always an enjoyable shopping experience.