(3 of 10) Katie HolmesKatie Holmes’s private life isn’t the only thing that’s caught our interest: From her early Dawson’s Creek days to her current place under the paparazzi spotlight, Holmes has proved herself a master at pulling off the timeless, pulled-together look. Long preferring a crisp palette of black and white for both red-carpet debuts and soccer-mom moments, she fuses effortless chic with Old Hollywood glamour. November 2003
Wrapping a long scarf around her neck to elongate her silhouette, Holmes hit VH1’s Big in 2003 bash at Universal City in L.A.