Out With the In-Laws
A fancy dinner out on his parents calls for a more conservative look—stick a crisp collared shirt under your sheath, then decorate with an Art Deco locket. Classic Mary Janes and a chain-link belt keep in line with the classic feel.
What to add: Old Navy poplin-stretch dress shirt, $20; CC Skye Maze Mirror Locket, $300; 3.1 Philip Lim "Peep Show" Mary Jane, $575; Dorothy Perkins black stud chain tassel belt, $12.
Where to go: Bistro Bis, Café du Parc, 1789
Lunch With the Girls
What better excuse for a good meal than catching up with old friends? Dress down, then hit a Restaurant Week lunch special—$20.10 for three courses—at a more casual spot. A light floral scarf hides a conservative neckline and adds color, while two-tone, high-top saddle boots are a fun fall trend ready to take off.
What to add: LOFT Ink floral print scarf, $19.99; Madewell Aberdeen two-tone boot, $198; MIJA Jewelry flower bud bangles, $290 each; Gap studded leather belt, $19.50.
Where to go: Liberty Tavern, 3 Bar & Grill
Leopard print and crimson lips is an always-sexy combination. Keep the rest simple, and you’ll be sure to wow him.
What to add: Sephora Collection Lush Flush lip & cheek stain, $12; Yves Saint Laurent Tribute 80 Pump, $880.
Where to go: J&G Steakhouse, Ceiba, Hook
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