Frill of It All: The Season's Flirtiest Trend

Add a ruffle: tiers of crinkled feminine flounce put a little pep in the step of relaxed tomboy staples.

The Pretty Tomboy

Jacket, $3,000, Christian Dior; top, $89.50, MICHAEL Michael Kors; skirt, $58, J.Crew; shoes, price upon request, Marc by Marc Jacobs; bag, $425, 3.1 Phillip Lim; glasses, $119, Ray-Ban; watches, $100 & $130, Timex
David Roemer

The Pretty Tomboy

Top, $595, 3.1 Phillip Lim; skirt, $265, Diane von Furstenberg; jacket, $39.50, Old Navy; boots, $340, Timberland Boot Company; bag, $558, Coach; bracelet, $120, Orly Genger by Jaclyn Mayer.
David Roemer

The Pretty Tomboy

Sweater, $398, Ralph Lauren Blue Label; shirt, $59.50, Gap; shoes, $495, bag, $3,495, Ralph Lauren Collection; shorts, $995, Marc Jacobs; socks, $34, Falke; belt, $254, Rachel Comey; brooch, $350, Ranjana Khan; hat, vintage.
David Roemer

The Pretty Tomboy

Trenchcoat, $1,395, Burberry; dress, $1,500, belt, price upon request, Marc Jacobs; watch, $200, Timex; bracelet, $400, Eddie Borgo.
David Roemer

The Pretty Tomboy

Top, $195, Gryphon New York; skirt, Givenchy by Riccardo Tisci; shoes, $900, Esquivel; belt, $96, Kristin Kahle; earrings, $453, Delphine Charlotte Parmentier; watch, $175, DKNY.
David Roemer

The Pretty Tomboy

Blazer, $850, Arkas; top, $865, Tom Scott; pants, $974, Alexandre Herchcovitch; shoes, $590, watch, $225, Michael Kors; earrings, $375, Eddie Borgo; bag, $440, fleabags.
David Roemer

The Pretty Tomboy

Jacket, $2,590, Yves Saint Laurent; shorts, $58, belt, $55, J.Crew; earrings, $315, Ranjana Khan.
David Roemer

The Pretty Tomboy

Jacket, $2,435, Chloé; top, $34, Kensie; skirt, $1,598, Preen by Thornton Bregazzi; shoes, $280, Madison Harding; hat, $150, Rachel Comey; bracelet, $95, Lizzie Fortunato Jewels.
David Roemer
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