Date Night Fashion Ideas

My husband and I don’t go on very fancy dates, typically a casual lunch or dinner and a movie. I still like to up my fashion game a bit for date night, you know what I mean? Here are some ideas for winter date night fashion.

I’m wearing a top I designed and collaborated with Elegantees on in all of these outfits, The ASHLEIGH TOP! The top comes in ivory and gray and is ethically made by women rescued from sex trafficking in Nepal. It’s beautifully made from organic cotton.

I’m wearing both colors in size small. The top fits me just right, not too fitted or loose and is long enough to tuck or not. For reference, I’m 5’7″ and typically a small on top, size 28 or 6 on the bottom.

The jewelry is from Sela Designs, the nonprofit jewelry company I founded that donates 100% of profit to charity. The earrings featured are the Cora Leather earrings in Camel & Peach Kisses. I’m wearing the Marcie Choker Necklace as well. These earrings are available for a limited time with the Ashleigh Top as an exclusive bundle deal.

date night fashion ideas
ASHLEIGH TOP
Skirt
Chelsea Boots
Fanny Bag – use code ASHLEIGH to save 10%

This skirt is the best ever! It even has pockets and works in every season. Grab a pair of footless tights and voila, a perfect winter date night outfit. I’m wearing the Freida skirt in size small.

date night ethical fashion ideas
ASHLEIGH TOP
High Rise Jeans
Shoes – old (similar)
Clutch via Cause Box

White jeans give me a glimmer of hope that Spring will come! Fresh & classy I love the high rise on these. I’m wearing my usual size 28.

Also worth mentioning: if you don’t do heels wedges are amazing! I’ve had these Tom’s wedges for years and I still love them!

date night outfit ideas
ASHLEIGH TOP
High Rise Jeans
Scout Bag – use code ASHLEIGH to save 10%
Boots – old from Everlane

Did someone say Monochromatic trend?! I’m here for it! Here’s my favorite white look for a winter date night. It pairs so well with camel leather!

winter date night outfits
ASHLEIGH TOP
Skirt – old from Trove
Bag
Boots (Toms sold out) – similar

Listen, I’m baring my very pale legs here, but if you live in a warmer climate this is a great option for a cool night out! You can’t go wrong with a classic A-line, knee-length skirt. Pair it with a great pair of booties in the Fall/Winter and Sandals in Spring/Summer.

date night outfit fashion
Scarf (similar)
Jeans (similar)
Bag – use code ASHLEIGH to save 10%
Boots (similar)

This is my favorite date night outfit of them all! Distressed denim can be sexy, especially when paired with great heels, in this case, boots with a heel. And don’t get me started on a great bandana scarf! Casual, modern and sexy all the way.

date night outfit fashion ideas
ASHLEIGH TOP
Jeans
Clutch via CauseBox
Chelsea Boots
Leather Jacket (old, circa 1999)

I had to dig deep for my nearly 20-year-old leather jacket, but it is worth it! Sexy moto look with dark wash skinnies and black leather boots! Heck yes!

Size note: This brand denim has odd number sizing not by waist size. I’m wearing size 7 in these jeans.

ethical fashion date night outfit ideas
ASHLEIGH TOP
Scarf (similar)
Jeans
Boots (similar)
Heather Bag – use code ASHLEIGH to save 10%

An easy, go-to: dark high rise jeans and booties, but that wrapped scarf is another way to wear a bandana. I feel a little like a French GIrl in this outfit! Bonjour!

date night outfit ideas
ASHLEIGH TOP
Scarf via The Grace Case
High Rise Jeans
Fanny Bag – use code ASHLEIGH to save 10%
Chelsea Boots

First the white monochromatic look and now the gray/black. Can’t go wrong with a black/gray combo. Jeans are tts. I’m wearing my usual 28. This is such an easy go-to for a quick date night out.

One top, 8 date night outfit ideas! Which is your favorite? You can catch a video including how I tied all of my scarves on my IGTV here.

date night fashion ideas ethical fashion

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