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The Wardrobe Stylist

Advice on Fashion, Beauty, Fitness, Home Décor & DIY

What to Wear on Date Night: Street Style Edition

March 27, 2022 · Fashion, Menswear, Style tips, Womenswear




So she finally said yes, huh? Or maybe he finally worked up the guts to ask you out? Well, congrats! That means it’s time to figure out what you’re gonna wear on that date night. It’s gotta be fresh, without looking like you’re trying too hard. Casual, but not lazy. No pressure. It’s even more challenging now that you have to factor in social distancing.

Zaful

What to Wear on Date Night Street Style Edition_Pin

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Date Night Outfit Ideas

We’ll give you the best tips and tricks to know exactly what to wear on date night. Here’s the thing; whether this is your first date or 5,392nd date, you have to make an effort. Believe me, they always notice when you stop trying. Babes know best. That’s why you always gotta dress to impress. Here are some street style looks to kill it on date night, for both gals and guys.

Dudes – Dress to Impress

Bro, you wanna look dapper for your big date? You’ve gotta up your style game. Put away the gamer tees for tonight. Button-up tees are the way to go. They are totally in for guys right now. You can style these with just about anything. Button-ups look great over a t-shirt and jeans. It’s pretty easy, honestly. You can dress up or down these shirts, too, so they work for pretty much anything, no matter what you’re going to be doing. They’re kind of the best of both worlds because you can wear them to a dinner or a virtual date or a night out and about. Keep your trendy style without sacrificing comfort.

If you’re looking to increase it up a notch, the options widen. Discover this season’s top trends in men’s top 5 spring trends for an instant wardrobe upgrade.

Double-breasted

This season’s double-breasted suit trend are a timeless appeal of the suave suit-wearing gent. This piece is sure to impress your date.

Online survey, get money to fill it out

Man in grey double breasted blazer

Source


Seersucker and Linen

Give it a taste of pure Americana. Trends come and go, but seersucker and linen are a vintage take that never goes out of style. A handsome double-breasted two or three-piece suits made to fit your life and everyday style all season long. They are especially classy for the warmer weather and aren’t too dressy where you look like you’re going to a wedding party.

Single-breasted

Single breasted suits are this season’s go-to for the discerning man’s wardrobe. A four-button vest over a slate grey Mohair single-breasted suit with a hint of blue offers a striking look for any occasion. Relax the ensemble with an open shirt atop understated jeans and accessorized with a crisp pocket square.


Striking Colours

The stand-out trend this season is colour and how you wear it. Try pieces in bold colours or a bright blue with mustard compliments. These are sure to make you pop out in a crowd. If you’re too shy to flash, opt for colourful socks or scarf.

Zaful

Man in burgundy suit

Source



Signature Look

There’s no better way to set the tone for the first date than with a signature look – a style that’s uniquely yours. It might take some trying different outfits, but you will surely find the one piece that screams you. Be it a graphic tee with a blazer and jeans, a vest over pleated pants, suspenders to finish your look…the options are endless

Babes – Killing it With Style

You probably know exactly what to wear on date night, don’t you? But just in case you don’t, we’ve got some hot outfit ideas, too. You can never go wrong with a tight skirt or low cut dress. There are so many street style looks to consider these days taking us back a couple of decades that are worth noting. If you’re not looking sexy for him – you’re looking sexy for you.

Wide Leg Pants

I equate our relationship with our skinny jeans to the one we have with our long-term boyfriend, but sadly that relationship has rupture and we’re on to dating with flared pants. We’ve been wearing skinnies for as long as we’ve been dating our ex-boyfriend meaning we’re about as comfortable in them as one could ever hope to be and we know exactly how to wear them (or in our boyfriend’s case how to spend a Friday night with him).

Woman leaning against wall in purple top and flare pants

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Now that it’s out of that comfort zone, we need to learn fashioning a new fashion. So when the explosion of flared, 1970s-inspired jeans hit the runway, our relationship with denim suddenly went from predictable and safe, to exciting and slightly intimidating.  Switching from skinnies to wide legs is like having a whole new potential boyfriend. While we’re slightly frightened by the prospect of breaking in a new style of jeans, these suggestions will have you master them in no time:

  • Bluenotes has some favourite so far are their wide leg trouser jeans with the front seam detail.
  • A pair in a solid dark wash can always be dressed up the best. YesStyle has many affordable options to choose from.
  • Standard and Practice wide leg pants in lace, sateen or sheer, they are perfect for a date night

Shoes For Those Flares

This brings us to the question of what shoes to wear with your new wider leg jeans? A heel is a must and a heel with a platform is even better.

Top it up

We’re much bigger fans of the tucked in shirt/wide leg jeans combo than the untucked look, it’s much more contouring. How about a killer mesh top and perfect heels that will have him shook even on a virtual date? These are perfect date outerwear tops because they show off, without showing too much. They’re crazy sexy, but can also be worn layered with a cardigan or blazer for a more elegant look.

New Arrivals

Redhead in flared pants and black tops with platform shoes

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The Gist of it

Make it a date night to remember. Now the what to wear on date night dilemma is solved, you’re off to a fresh start with brand new person. Guys, you can be daring and opt for blazer or summer suit options to up the anty. Gals, the new flared pants looks will have you looking amazing with a sexy top and platform shoes. Don’t forget to accessorize with jewels and makeup, these details don’t ever go unnoticed.

What tips do you have for a first date night look?

P.S. If you enjoyed this post, sign up to my newsletter to get the latest advice, tips, and giveaways right into your inbox!


2 Comments

Comments

  1. Sally Johnson says

    April 26, 2022 at 3:53 pm

    What a great site! My sister is looking for a new job and wants to look great. She has been looking into an atlanta wardrobe stylist.

    Reply
    • The Wardrobe Stylist says

      May 2, 2022 at 10:07 pm

      Thank you! So glad you’re enjoying it! Hope your sis gets what she wants.

      Reply

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Hi, my name is Rania. Welcome to my blog The Wardrobe Stylist where you'll get the best advice on fashion, fitness, beauty, home decor and DIY.

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