Fashion Friday: The First Date (You too, Dudes!) & Weekend Mini Mix

A couple of weeks ago, my girlfriends and I were talking about the simultaneous excitement and anxiety that accompanies the anticipation of a first date. Staring into her closet, Nicole contemplated outfit options as I sat on her bed eating pita chips supporting or vetoing the items. We couldn’t stop cracking each other up as we revisited tales of dating trial and tribulation, which got progressively more comical as the wine bottle diminished. She was hitting the town to meet up with a cutie and, as always, the question of “what do I wear?” was of utmost importance.

It was at this moment that I confessed the very point of this post to Nicole: I’ve worn the same outfit, with minor tweaks based on seasonality, on almost every single date I’ve had the honor or horror to attend. “You only need one!” I insisted, “It’s not like future suitors will be alerted.” She laughed at my explanation, but I stand by my philosophy! Either you’ll go out with someone again and change it up, or you’ll never hear from him/her again and the next guy/girl will have absolutely no way of knowing you’re in a first date uniform. Fact. So why drive yourself crazy planning or buying something new? Tried and true is always best.

There are many reasons I stand by this way of thinking. Primarily that it eliminates the stress associated with the question “what should I wear?” because you’ll know exactly what you’re going to sport and that you look amazing in it. But also because it eliminates the potential for Doing the Most. It’s a phrase you’ve probably heard thrown around a lot, but in this context it’s of extreme importance. Why? Because trying too hard (i.e. Doing the Most) is frowned upon on a first date. And if you don’t frown upon it, you may want to reconsider your point of view. Ideally, you want to convey a sense of  great personal style without the perception that it’s extensively crafted. Doing the Most propels an image of insecurity and overcompensation. Neither of which is attractive to a relative stranger. Refined simplicity will help you proudly present yourself to someone for the first time.

Whether you’re meeting the girl you met at your favorite bar last weekend or the guy who prompted you to “swipe right” and won you over with a clever pun, you want your clothes to convey who you are without becoming the focal point of your personality, because that’s what the art of conversation is for. Striking that balance can feel challenging, which is why I’m sharing my date uniform template as a great starting point for putting yours together.

Date Night: Women

                         
The beauty of this outfit is in its simplicity. From coffee dates to drinks to dinner, this ensemble is perfect for most first date occasions. You can’t go wrong with a sexy flowing blouse over a pair of jeans that fit just right. Give yourself a little height with a pair of booties, but try to stay away from an extreme stiletto heel unless you’re going somewhere upscale. Incorporate a statement piece like your favorite necklace, big earrings, or a fab scarf to inject your personal style into the look.  It’s effortlessly cool without sacrificing a fierce sense of style. Don’t forget to throw your favorite essentials into your bag — signature scent and lip color, mandatory!
Date Night: Gents
     
Men, there is no excuse for laziness! Especially since it’s so easy for you to look put together. Impress your date with a pair of perfectly-cut jeans like these from Rag & Bone. Don’t be afraid of a straight leg silhouette, they flatter your legs (and butt!) more than boot cut and look more dapper. There’s nothing more important than fit, so go the extra mile to find pants that are actually the correct size! Ditch sneakers or boat shoes for a pair of leather desert boots. Keep it simple up top with a button-down/sweater combo — but add some visual interest with a pattern, a plain sweater is a little too boring. Fun socks are always a plus in my book, so don’t be shy about adding a pop of color to the ensemble.

Got an exciting date planned for this weekend? Here’s a mini mix to rock out to:
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