A Classic & Fool-Proof Date Outfit in 3 Steps

Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Casual Classic Date Outfit Idea, Liverpool Jeans Bridget High Rise Ankle Skinny Button Fly Silky Soft, Forever 21 Black Ruffle Balloon Sleeve Blouse, Spring Date Outfit, Jaggar Red Active Slingback Pumps, Tilden of To Be Bright
Ruffle Sleeve Top: Forever 21 | High-Rise Denim: Liverpool | Slingback Pumps: Jaggar (on sale!)

Date outfits can be a tricky thing. In the decision process of deciding what to wear, you most likely will ask yourself the standard question, “Am I trying too hard or not trying enough with this look?” Then you lose yourself going back & forth with different outfit combos until it’s time to leave. Then you’re rushing out the door, wearing something that probably doesn’t ‘spark joy’, & has now left you feeling on-edge. We’ve all been there..

I’m no outfit wizard, but 9/10 of my outfits with jeans have led to 2nd & 3rd dates when I was single. Honestly, I find a casual outfit is more approachable & helps to present you in a humble light – especially if you’re just getting to know someone. That being said, you don’t want to be “too casual” either – that can position you as someone who doesn’t put forth effort. So the trick is to elevate the basics & find a happy medium between low key & overdoing it.


STEP ONE

Start with a strong foundation & build your outfit around it. We can all agree that jeans are a safe bet to wear on a date, preferably regular wash or black. Next is to pick a jean that has something to offer in its details – like this high-waisted pair with 4 silver buttons instead of a zipper. Other denim styles to consider are lightly distressed (limited to the knee), wide-leg cropped, or ankle straight with a fun hem (frayed, split front, etc.)

STEP TWO

Now that it’s Spring, blouses are a great option to pair with your denim. Again, the details help elevate the entire look – from fun sleeves to the color/print to even the neckline. Remember to balance out whatever you choose to wear up top with what’s already below the waist. For example, if you’re wearing skinny jeans, then a ruffle balloon sleeve blouse will partner up with them just fine. If you opted for a wider leg below, then a fitted blouse will be a better option.

STEP THREE

Finally, the footwear choice will tie the whole look together. As much as I’m a sneaker head, there are times when I know I should opt for something that will contribute to a more put-together ensemble. Since I HATE heels & won’t even consider them unless at a black-tie event, I’ll lean towards a bootie or a kitten heel option instead. Unless you’re a tiny person and/or can rock heels all the live-long day (kudos to those of you who can, seriously!), you’re better off wearing something that you know you can walk in comfortably.


To Be Bright

8 Comments

  • Reply Nicole April 3, 2019 at 1:46 pm

    You make me miss having a waist hahaha BADASS shoes, that is something I could actually wear. You look so put together yet still comfy.
    xx, Nicole
    http://www.nicolesometimes.com/2019/03/spring-wishlist.html

    • Reply Tilden April 3, 2019 at 5:35 pm

      YES! They’re the perfect height & the perfect pop of color! xx

  • Reply Marta April 3, 2019 at 2:13 pm

    Thanks for the tips! I always struggle with what to wear on dates, I tend to either dress like I’m going to a job interview or like I put on the first thing I saw and didn’t really care, or at least that’s what I feel like. I’m definitely gonna follow these tips next time.

    • Reply Tilden April 3, 2019 at 5:35 pm

      Yay!! So happy this post will help you Marta! xx

  • Reply Shalom April 3, 2019 at 5:21 pm

    Love this look!! Those sleeves are to live for….

    • Reply Tilden April 3, 2019 at 5:34 pm

      This might be my favorite top like ever..I just got it in white too! xx

  • Reply Britt Harris April 4, 2019 at 4:24 pm

    ♥ this look! The sleeves on that blouse are to die for! I tend to dress like this on most date nights. It’s quick and as a mama of 4, quick is a godsend.

    • Reply Tilden April 6, 2019 at 10:54 am

      Quick and easy is all I strive for these days! Anything that can save me time is PRIME! xx

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