7 Easy Date Outfits to Wear in the Winter Time

Do you have a date night coming up but are struggling to find a cute outfit that doesn't compromise for warmth? Freezing and frigid winter weather can feel like a fashion buzzkill, but it doesn't have to be. These seven easy date outfits to wear in the winter time will have you feeling confident and beautiful while you go out with your special someone. 

I've broken these outfits up into two categories; tops & bottoms and dresses & skirts. There is something for everyone and every style, and the best part is you'll still be turning heads while keeping snuggly warm. Whether you're headed to a nerve-wracking first date or 10 year anniversary celebration, I've got you covered!

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Tops & Bottoms

First up we have tops and bottoms. These date outfits will pair pieces like denim jeans, trousers, and vegan leather pants with sweaters, bodysuits, and flattering tops. Of course, I've added a toasty warm and flattering jacket or coat to each look as well so you won't have to sacrifice warmth for style. 

7 Easy Date Outfits to Wear in the Winter Time

A Bodysuit & Jeans

Date outfits don't have to be complicated. This elevated simple outfit adds flattering touches with the v-neck cut and heeled boots. Add some dainty gold jewelry and an adorable shoulder bag to complete the look!

7 Easy Date Outfits to Wear in the Winter Time

A Sweater & Trousers

I've said it before, but I absolutely love trousers. You can find an entire collection of trouser outfit ideas in my How To Style Trousers Guide. Pair them with a classic striped sweater, gorgeous puffer, and booties for the perfect date night look. 

7 Easy Date Outfits to Wear in the Winter Time

A Sweetheart Top & Leather Pants

There nothing quite like vegan leather pants to elevate an outfit! This pair in particular is extremely comfortable and flattering. Pair it with a sweetheart top and cute accessories to complete the look.

7 Easy Date Outfits to Wear in the Winter Time

A Sweater & Jeans

A sweater and jeans is such a classic and perfect for a casual date night. These 90s relaxed style jeans are comfortable and flattering, and they pair beautifully with this pearl button sweater. Add some cute gold jewelry, purse, and boots to finish the outfit.

Dresses & Skirts

Next, we have dresses and skirts. These date outfits are perfect for nights you want to feel extra fancy. Sweater dresses, longs sleeves, and fleece lined tights are life changing. Add a gorgeous outer layer and you're ready to face those teeth-chattering temperatures. 

7 Easy Date Outfits to Wear in the Winter Time

A Sweater & Skirt

This is one of my favorite easy yet elevated date outfits. The pieces are all simple yet come together to create such an elegant and elevated look. Winter doesn't have to mean saying goodbye to skirts; these fleece lined tights are incredibly warm and give the illusion of sheer panty hose. 

7 Easy Date Outfits to Wear in the Winter Time

A Sweater Dress

Sweater dresses will be your best friend in the cold winter months. If you're headed to a fancier dinner date this is the look for you. Pair the dress with a pair of knee high boots, fleece lined tights, and warm wool blend coat for a stunning look. 

7 Easy Date Outfits to Wear in the Winter Time

A Maxi Dress

This look is for my all-black loving girlies. You could even take it up a notch by switching out the grey coat for a black version. The square neck cut of this dress gives a flattering touch, and the strapy heels elevate the look. Add those fleece lined tights for extra warmth if the temps are too cold for bare toes!

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