Date night fashion can be tricky here in the South especially as we transition between seasons. As we continue to transition to Fall Fashion here, I thought I would share a few easy date night outfits. Date night fashion can be fun and flirty or sexy and trendy.
Using some of your fun summer items helps to make the transition to fall a bit easier. Take your favorite romper and layer it with a fabulous kimono, topper or long cardi.
Add Your Summer Favorites to Your Date Night Fashion
As you can see here, I styled my black romper with a ¾ sleeve long topper and ta-da easy date night outfit. To finish the outfit, I chose black chunky wedges. This outfit is still suitable for the warm summer evenings and the sleeve length on the topper offers some warmth if it gets a bit cooler.
Romper with Topper Always having Fun
Here’s another way to transition to fall for date night. Start with a bright colored tank and add a light weight, long sleeve cardi in fun muted fall colors. Light weight Khakis or twill pants with booties say “Yes, I am ready for Fall but I won’t swelter in the heat”!

Wear Chunky Wedges or Booties
And finally, as we get closer to October, I love to add some Halloween themed items. This cute graphic tee paired with a blazer will keep you warm. The flared jeans add a ton of fun to this outfit. And, of course, it wouldn’t be Fall without the addition of your favorite booties. These snake-skin booties are my go to and will be on repeat this Fall.
Fun Graphic Tee Blazer on Trend for 2021
Date Night Fashion – Be Fun & Flirty or Sexy & Trendy
Saving my personal favorite for last! Love adding a long sleeve top that is lightweight and looks amazing with dressy shorts. Again, I added my favorite chunky wedges. Such an easy style that’s perfect for our warm evenings here in the south!

I hope you enjoyed this short and sweet post! If you did, check out these previous posts:

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I almost always wear a dress on date night so I need to start mixing it up a bit! I definitely need more fun graphic tees for our casual outings 🙂 xo Nipa
Yes, mixing it can be fun and it keeps our date guessing!
All great date night looks! Whats most important is that we take time for each other and make it special. Thats what helps a marriage grow ❤️
Yes, we love date night. It has made a difference since we became empty nesters.