New York is known for many things: great architecture, amazing museums, stylish people, and of course, out-of-this-world restaurants and bars. In New York, you can pop into almost any neighborhood and find a Michelin-star spot somewhere. If I’m being honest, this is one of the reasons I ditched Los Angeles for the Big Apple. I’ll admit I’m something of a foodie. Sitting in a fabulous New York restaurant and sharing delicious food and cocktails with friends is at the top of the list of ways I love to spend my time.
But once you snag your ultra-exclusive, how-the-hell-did-you-get-that reservation comes the inevitable question: “What am I going to wear?” This was precisely my dilemma when I finally got a reservation at the very cool cocktail bar Jac’s On Bond after months of trying. So the first thing I did was start outfit planning.
I mean, you can’t show up to one of New York’s chicest watering holes in a so-so outfit. While planning what to wear for my Saturday night out at Jac’s, I started thinking I should make a guide of foolproof looks to refer to the next time I can’t figure out what to wear. So I began researching and found four outfits that are so good you can wear them on repeat.
Keep scrolling to see which outfits I’ll be rotating through for my upcoming dinner dates.
I love that it’s finally warm enough in New York to wear a skirt without tights. I’d wear this look when heading out to a downtown restaurant like Raoul’s or Saint Theos with friends on a Thursday evening. I love how it’s styled above with a flower choker.
This outfit is perfect for a night out over the weekend. When wearing statement pants, it’s important to let them do the talking. This is the look I’d wear for dinner at The Nines before walking across the street to Jack’s On Bond. It’s the perfect Saturday night look if you ask me.
This look is a no-fail, guaranteed winner. From the runways to the fashion crowd, red is really having a moment right now. And, as any New Yorker will tell you, you can’t go wrong wearing black. This is my go-to look when I have a 9 p.m. reservation at American Bar.
For dinner with friends, there’s a 90% chance I’, reaching for this outfit. There’s something so fun about wearing a corset top with a flirtatious miniskirt that makes this look perfect for dinner and drinks. I’d wear this look to Hasalon and for drinks at The Mulberry.
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