what to wear on a summer date

what to wear on a summer dateexpress black tank dressray ban round gold sunglassesblack dress date nightthin gold rings with alexander wang bagwhat to wear for a casual date night

A casual date night is the potentially one of the most fun activities during the summer. Whether it’s a first date (butterflies!) or you’ve been with the person for a while, taking the time to put yourself together and spend time together is the best. Here are my tips for getting dressed on date night:

1. Keep it simple (and not skin tight)
It can be tempting to want to up the ante and pull out a sexy dress, but I’ve always found that men prefer something that a) leaves something to the imagination and b) you feel comfortable in. The best dates are the ones where you end up eating like 10 courses so you can keep talking, so you don’t want something too tight 🙂

2. Don’t overdo it on the jewelry
As much as I think you should stay true to your style, keeping your jewelry simple on a date is the best way to go. You want to be the centre of attention, not your statement necklace. These rings are feminine and dainty, but still very cool.

3. Add a cross-body bag
You don’t want to be holding a clutch (and probably forgetting it somewhere, if you’re like me) so stick with a chic + easy cross body bag (PS I also love this one). All you need is your wallet (it’s 2016, nothing is as strong and sexy as picking up the cheque, ladies), sunglasses, gum + a few makeup items to touch up.

4. Wear comfortable footwear
Add comfortable footwear as you never know where the date might take you. It’s not sexy to be the girl in super high heels who can’t do whatever the gentleman (or lady) might have planned. Again, if you’re a klutz like me, you don’t want the added risk of potentially bailling. Not sexy.

What’s your go-to date night outfit?

Express dress, rings | Adidas Stan Smith sneakers | Alexander Wang Prisma bag | Ray-Ban round sunglasses
Shot in collaboration with Express



    • August Diaries
      05.22.2016 / 6:00 pm

      Thanks Liz!

  1. 05.19.2016 / 7:26 am

    A dress is probably my go-to date night outfit. According to historic trend, I tend to go for fit & flare for date night. Generally, I like something a little sexy yet classy. Sophisticated and feminine. Understated elegance. Like I love the silhouette of a pencil skirt or a sheath dress.


    • August Diaries
      07.10.2016 / 9:11 am

      Absolutely, that’s exactly what you want to go for 🙂

  2. 05.24.2016 / 9:57 am

    Stunning! I have a very similar dress I got over at Aritzia.com last summer. Wilfred, I think. Anyway, I love how you’ve styled this and it is making me want a pair of those sneakers!
    You inspire me, Jill! Your style is soooo good.

    • August Diaries
      06.25.2016 / 6:07 pm

      I seriously wear these sneakers 24/7 and I just ordered another pair 🙂

      Thanks for the sweet comment Gina!

      xx J

  3. sophiak
    07.09.2016 / 10:38 am

    what bralette are you wearing? ive been looking for a good lacy one!

  4. Lesley
    07.11.2016 / 9:53 am

    Jill, can you tell me if your Stan smiths are white with black or with navy? I have been looking everywhere for black detail but can only find while with green or white with navy, sometimes red. There are many different styles of Stan smiths, as you likely know, and with different style, there is a different price. I suppose I am looking at the basic, which I believe you have and the ones I am looking for. Would love to know where you bought yours if you do in fact own the white with black, basic, Stan smiths. By the way, I love your blog and mostly, your style. Stunning yet effortless beauty, always.

    • August Diaries
      07.11.2016 / 2:51 pm

      Hi Lesley,

      No worries, there are so many styles so it can be super confusing. These ones are actually very very light grey with navy detail. I have yet to see white with black detail. I also just bought a pair of all-white!

      Here are the ones with navy detail- they are called “Blue Multi”: http://bit.ly/29yOCu2

      And the white, called “Eco” just in case! http://bit.ly/29t5Sf1

      Hope that helps 🙂

      xx Jill

      • Lesley
        07.13.2016 / 4:52 pm

        You are the best, thank you, Jill! I appreciate this a lot! I love your all white too. 🙂 xo

        • August Diaries
          07.16.2016 / 10:43 am

          You are so welcome!

          xx Jill

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