A roomy boyfriend style is like the perfect gentleman: you can take it anywhere. With that motto in mind, we selected one oversize coat (Tibi, $525; tibi.com) and styled it three ways. With soft tailoring and a smart pinstripe pattern, this topper is a polished partner to all outfits.
1. Break up a dark palette and accentuate your waist by tying a white sweater over a clingy knit dress. Match with a sporty bucket bag in ivory for even more eye-catching dimension. Swipe on a glossy red lip color to transition from the office to dinner.
Shop the look (above, left): Ann Taylor sweaterdress, $120; anntaylor.com. Veda sweater, $330; thisisveda.com. Elizabeth and James bucket bag, $445; neimanmarcus.com. Trademark loafers, $428; trade-mark.com.
2. Pay homage to the slinky day of Studio 54 with a flirty jumpsuit. Forget the boys' club: Sultry extras—a snake-like lariat necklace and skin-flashing pointy-toe pumps—make this an effortlessly feminine combo.
Shop the look (above, center): Vince jumpsuit, $395; vince.com. Fallon Jewelry necklace, $125; fallonjewelry.com. Asha by ADM rings, $495 (rock crystal) and $225 (hematite); ashabyadm.com. Rag & Bone bag, $625; rag-bone.com. Massimo Dutti pumps, $198; massimodutti.com.
3. With tough hardware and a cropped fit, a moto jacket (sub it in for a blazer) brings some biker cool to business class. Keep the rest of the look conservative for contrast. A charcoal above-the-knee A-line skirt and loafer wedges look demure yet sharp.
Shop the look (above, right): Gap jacket, $295; gap.com. American Apparel turtleneck, $32; americanapparel.com. Theory skirt, $179; piperlime.com. Duo clutch, $140; duoboots.com. & Other Stories wedges, $195; stories.com.
For more fashion features like this, pick up the December issue of InStyle, available on newsstands now and for digital download.