Credit: Sara Jaye Weiss/Startraks Photo: Jessica Szohr at Maybelline's Celebration of "The Fashion File" on October 27, 2010
When Janie Bryant, the woman behind the costumes on Mad Men, writes a book about style, people are sure to sit up and take notice. Jessica Szohr (Vanessa) showed up to celebrate the release of the book wearing an update on the classic suit, switching out stuffy slacks for a pair of tweedy bermudas and replacing a button-down with a loose tunic top. We love Jess’ middle ground between formal and casual, and it just takes four simple pieces to complete the look. See how we pulled it off for less!

Get Jess’ chic casual look:
Toss on this blazer and go for an instantly put-together look. Gibson One Button Fleece Blazer, $88; Wear a loose tee underneath to make it feel a bit more easygoing. New York & Company Streetwear Drape Neck Tee, $14.97; Wearing shorts instead of a skirt or pants makes your outfit look less interview-ready and more street-stylish. Stussy Girls Bermuda, $40; Wrap things up with a great textured pump to make your calves look fantastic. Snake Platform Pump, $34.30