My first-date track record is hit-or-miss, but I chalk that up to chemistry and not what I wear (thank you very much). When I'm picking out what to wear on a first date, I'm a creature of habit. Having spent a few years navigating dates with strangers, I've made a habit of deliberately dressing "normal," which for me usually entails jeans with a T-shirt or dressy top and a pair of comfortable shoes. Despite what that description may lead you to believe, that's not to say I don't put in the effort. Simply put, as a distinctively low-key person, I've realized that I want a first impression to be an honest representation of who I am.
Still, since dating is a process that's a bit of a closed-feedback loop (it's rare and frankly weird to get a review afterward), I was curious to know how other women dress for a first date. So I decided to reach out to single friends on social media and hear about their habits for date-night dressing. The hope is that crowdsourcing other women's tricks for a first date will make things just that much easier for you the next time it's your turn. Read on to learn more!
"I like to show my personal style on a first date while keeping it fun and flirty. My go-to outfit formula in the winter is leather pants, platform Dr. Martens, and a cute top that shows some skin (but not too much). Accessorizing is the key to keeping the outfit true to my style. I always wear bright-red lipstick, a standout piece of jewelry—either a gold necklace or statement earrings—and a mini purse to keep the look sophisticated and feminine. Lastly, I like to wear a bright-colored coat for a fun pop of color to complete the outfit." — Emma
"My go-to outfit for a first date is extremely simple, and there's a science behind it. Being stressed out trying to put a sophisticated outfit together before heading out for the night is not going to help you radiate your best energy when you arrive. I always tell my friends that they're going to only see you from the waist up for the majority of your time together, so just focus on finding tops that flatter your figure without being too revealing. That's why I always choose a statement top and flattering jeans, gravitating toward pairs that make my legs longer. Oh, and high heels are a must no matter how tall he is." — Sierra
"My go-to first-date outfit is always casual but chic. I lean toward an all-black ensemble because I feel the most confident and comfortable. A little bit of leather never hurts." — Isabel
"I reach for an oversize shirt or a dress with tights and finish it with knee-high boots and a classic blazer." — Kelly
I've worn a version of this outfit more times than I can remember on a first date, and it's never failed to make me feel like the coolest version of myself. I like to add personality to the jeans-and-a-cool-top formula by opting for a pair of checkered jeans—I like that they let my personality shine through and usually earn me a compliment.
"My perfect first-date look is always a great-fitting pair of jeans with an off-the-shoulder top." — Zoe
"When picking out a first-date outfit, I always put focus on choosing a pretty top that flatters my collarbone and jewelry fit of my personal style. Since we're typically sitting at a table or bar, that's what they'll be seeing the most, and I keep the rest simple." — Kendall
"I usually go for a long-sleeve midi dress with sneakers. Comfy, cool, and cute." — Danielle
"Silky button-down shirt with a cute lace bra peeking through with a pair of cool pants. A good pair of raw denim and low-heeled mules for something more casual, and then to dress it up a tad, I'll go for flared pants that match the top for a monochrome moment." — Vanessa
Next up, 12 Fall Date-Night Outfits You Can Absolutely Wear at Home
from Who What Wear