An Easy Date Night Outfit

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Madewell Wrap Top & Evereve Earrings

Wrap Top for Date Night

Date Night Outfit

Ahhh, date night – one of my favorite nights of the entire week. But can you blame me? First of all, you get your significant other’s undivided attention and depending on what you do, you’re most likely going to be eating delicious food, having a few drinks, and (hopefully) having a blast. What’s not to love?

When Chris and I are planning date night I always try to aim for a week night (even though I hate doing shit after work) – it’s a great way to break up the week and the weekends are typically filled with errands, family commitments, and nights out with friends. Plus as someone who has a casual dress code at work, it’s always fun to get dressed up!

Black Wrap Front Top

Easy Date Night Outfit

Evereve Statement Earrings

Chic Date Night Look

Date Night Look

madewell top and statement earrings

As a denim girl through and through, I’m always looking for new ways to style it and a wrap top is the perfect way! Over the last few seasons, wrap tops have been making waves and I am allllll about it.  They’re easy, you can wear them to work, and practically all clothing stores carry them. This one (which comes in a bunch of different colors/patterns) is super easy and is fastened in a few different places so even if the tie comes undone, you won’t be walking around with your boobs out which is always a plus.

I have a few pairs of shoes that are my go-to for date night, with this pair of mules being one of them. They’re also what I consider the best TJMaxx find of all time and you guys are going to kill me but, I’ve looked EVERYWHERE and they’re no longer available. I have linked a very similar pair by the same designer below, but will keep you posted if I find my exact pair in stock somewhere!

Not a jeans person? Here are some other date night outfit ideas:

  • Dress & Sneakers – I always reserve dresses and heels for special events so I always opt for sneaks if I do wear a dress (which is very, very rare). It’s cute, casual and perfect for a day date!
  • T-Shirt & Culottes – Is anyone else loving the wide-leg pant trend? I’ve tried on a few pair of culottes and haven’t pulled the trigger yet, but I am loving them pair with a fitted tee and slides!
  • Jean Shorts & Chunky Cardigan – This time of year is so funky. Last week it was 60 degrees, yesterday was 80 degrees. Welcome to New England. The bright side of the variations in temperatures is that you can wear all the jean shorts and chunky cardigans you want.

What is your favorite outfit for date night?



Photography by: Southwell Photo

Leave a Reply


  1. 9.27.18
    Cecilia said:

    Love this outfit! So cute and sweet, but still casual enough that you could wear it walking around after grabbing food.

    xoxo, Cecilia //

    • 10.8.18
      Rachel said:

      Thanks Cecilia!

  2. 9.27.18

    This is such a perfect outfit! I’m all about the dress and sneakers look!

    xo, Hillary |

    • 10.8.18
      Rachel said:

      Sneakers and a dress is so chic, too!

  3. 9.27.18
    Mariah said:

    You look freaking good!!! I love this outfit! Also while I hate doing things after work too I’m finding date nights during the week are kind of nice. I’m hoping on the train!

    • 10.8.18
      Rachel said:

      Thanks Mariah! You’re the best!!

  4. 9.27.18
    miriam said:

    loving this casual and chic look for a date night. black top and jeans would be my go-to too.

    • 10.8.18
      Rachel said:

      Thanks! Black is my fave for date night!

  5. 9.28.18
    Renee said:

    I am loving this look! it looks perfect for the fall, I really love the jeans and those shoes!

    • 10.8.18
      Rachel said:

      Thanks Renee!

  6. 9.28.18

    This is a perfect date night outfit! It looks beautiful without too much effort going into it. I like your earrings.

    • 10.8.18
      Rachel said:

      Thanks Laura!

  7. 9.28.18
    Logan said:

    Oh my god. I literally need these booties! SO cute! Also I think you read my mind because I have no idea what to wear to date night tonight.

    Xo Logan

    • 10.8.18
      Rachel said:

      They’re seriously the best!!

  8. 9.28.18
    sarah lindner said:

    Love the mules! TJ maxx always has the best stuff!

    Sarah Lindner

    • 10.8.18
      Rachel said:

      Thanks Sarah!

  9. 10.1.18
    Laura said:

    Such a cute date night look! I love that your rocking a crop top and mules!!

    xo, Laura

    • 10.8.18
      Rachel said:

      Thanks Laura!

  10. 10.2.18
    Amanda said:

    SO cute! Love the shorter top (the perfect amount of sexy!) and the cute mules. Great look!

    • 10.8.18
      Rachel said:

      Thanks Amanda!