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.)

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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.

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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.