Date Night Style Guide

We all know that a finding the perfect outfit for an important date can be a stressful situation, especially if it’s early on in the relationship. You need to make sure you look as good as you possibly can without looking overdressed, and striking the right balance is no easy talk! Here’s our style guide to the perfect outfit for different types of dates:

1. Casual Hangout

Casual Hangout

The casual hangout date is a low-pressure situation, so don’t feel like you have to overthink your outfit choice.  Ask any guy and they will tell you they love a girl in a simple tee and jeans.  Choose a pair of flattering skinny jeans in a neutral dark wash, and to add a flirty touch, wear a statement necklace and a simple pair of studs to finish the look.  If the daytime hangout continues into the evening, swap basic sandals for wedges and amp up your makeup with a bold lip color.  Keep the look simple but just make sure your date night outfit has a super flattering fit.

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Date Night Style Guide


      Classic Striped Tee - Short Sleeve Jersey Knit T-ShirtDouble Ball 360 Stud Earrings - Double Pearl Studs - Humblechic.comReversible Vegan Leather Tote - Oversized Pebbled Leather Work Bag

2. Drinks

Drinks Date Street Style

Getting drinks is more open-ended than a dinner date, and that leaves room when it comes to your date night outfit choice.  If you are feeling adventurous, pair a cocktail dress with a leather jacket and heels.  This combination of sophistication and edge is a cool and yet polished look.  If you want to play it safer, wear a flattering blouse, dark wash skinnies, and heels.  Top off the look with a bright lipstick and a loose updo.  In general, less is always more.  It’s always best to avoid flashy patterns and excessive jewelry in a date night situation.

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Vegan Leather Motorcycle Jacket Crystal Embellished Striped ShiftDark Skinny Jeans Fitted Chiffon Back Sleeveless Top


3. Dinner Date

Dinner Date Style Guide

Appropriate attire for a dinner date night outfit depends on where you’re dining.  For more casual destinations, pair a skinny jean with a chiffon top.  If the restaurant is elegant, a simple cocktail dress with a bold statement necklace is a perfect choice. If you aren’t sure what type of place you’re going, a classic shift or A-line dress is a safe and versatile choice and can easily be dressed up or down.  Wear understated makeup and bring some extra accessories in your purse in case you need to adjust quickly to a more dressy setting.

Shop the Look:

Fit and Flare Striped Mini Skirt Zebra Striped Cutout MiniBlack Jeggings Long Sleeve Crochet Chiffon Top


Regardless of what you’re wearing, never forget that the most important accessory you can bring to a date is a gorgeous smile. Stay Chic! xo

Humble Chic NY is based in NYC and offers boutique product & service at an affordable price point. Since its inception in 2012, the brand has been featured by Vogue, Instyle, People StyleWatch & more.

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