ERIN PHRANER, 25
If you've got va-va-voom curves, flaunt 'em in a fit-and-flare floral dress. The stylish 20-something touches: a slim metallic belt to accent the nipped-in waist, a major gold cuff, and glossy (glam!) Mary Janes.
Belt, $35, Cole Haan.
KATHERINE PHRANER, 51
With its full-skirted silhouette and oversize roses, this stunner is stand-alone elegant. All it needs to be special-occasion-worthy: bow-topped sandals and a classic link bracelet.
BRIDGET FORDHAM, 54
Tone down the trendiness of vivid pants with a belted white shirt—its peplum is super-flattering—and classic sandals.
Blouse, $150, Byron Lars Beauty Mark.
KEIYANA FORDHAM, 31
If you're under 40, don't play it safe with these geranium pants: Top 'em with an equally wowza graphic tunic. Studs give strappy sandals attitude.
Tunic, $118, Vineyard Vines. Sandals, $40, Just Fab.
JILDA SAGLAMER, 51
Paired with a not-so-subtle fuchsia skirt, the same marigold-hued blazer now has the polish of a suit with none of the stuffiness. A color-happy scarf pulls it all together.
Skirt, $90, Talbots.
NICOLE SAGLAMER, 21
How to loosen up a tailored blazer: Roll up the sleeves—show off that lining!—and team it with a laid-back tee and skinny jeans. One other youthifying move: Mix in more color, like these cute, comfy salmon wedges.
Tee, $35, Loft.
PAULINE NAKIOS, 40
Wrapped and tied, this very versatile top emphasizes décolletage and balances drapey silk pants. Wedges upgrade the look from lazy-day lounging to weekend lunching.
Tank, $72, Eugene Is My Middle Name. Necklace, $120, Eva Hanusova.
FREIDA SOKOL, 78
Worn open, the lavender top becomes a body-skimming duster—the perfect color boost for a summery skirt and tank. The finishing touch: a mega-link choker.
JAMIE KOLE, 54
Splashed with blossoms, this navy skirt becomes work-appropriate when worn with a refined ruffled blouse. Detail to note: Nude pumps visually elongate legs.
Earrings, $160, Jamie Kole.
ALEXANDRA GOLDMAN, 24
Paired with an easygoing cherry-red tee, the print skirt is ready to hit the town. Leg-flaunting heels and a layered necklace ramp up the flirt factor.
Necklace, $198, Jamie Kole.