Valentine’s Date Night Outfit Inspiration

Okay, don’t faint, but I actually have an outfit today! I know, it’s been a while. But after back to back fall and winter outfit series and the hustle and bustle of the holidays, I was really feeling burned out. I’m starting to get back in the saddle, so to speak, and today I’m excited to share a Valentine’s Date Night Outfit with you!

To make it even better, I’m teaming up with Deborah from Fabulous After 40, so that’s TWO Valentine’s date night outfits for your fashion inspiration. AND, we will be back tomorrow with two Galentine’s party outfit ideas for you. No matter what you have planned for Valentine’s Day this year, hopefully one of our ideas will inspire you.

On the heels of yesterday’s post on 3 tricks for creating more interesting outfits, I have to admit, I’m feeling a little extra pressure today!

I didn’t really go shopping for this look; instead, I did what I normally do for our Valentine’s Day date nights — I shopped my closet!

Our Valentine’s date night plans usually consist of going out for dinner on one of the weekends preceding or following everyone’s favorite Hallmark holiday. Paul and I both love good food and good drinks, so we often pick a restaurant that is a little fancier than our usual, but we usually stay out here in the ‘burbs where nothing is super dressy.

It’s also important to note that here in Philly, February is usually one of the coldest months of the year, so when putting together my Valentine’s date night outfit, I usually go right for a pair of my favorite jeans and a cozy sweater. Then I add layers for interest and warmth.

That said, the day we shot this look, it was unseasonably warm, so I didn’t bundle up quite as much as I usually do, but I did choose over-the-knee boots because that’s usually my go-to for date nights this time of year. Besides looking super chic, they’re also the warmest footwear option in my closet.

If it’s cold when I wear this outfit next weekend, I may swap out my v-neck sweater for a turtleneck, and I’ll add my leopard-print wool scarf to the mix, but otherwise, this is pretty much what I’ll wear for our Valentine’s date night — cashmere sweater, dark wash skinny jeans, black suede over-the-knee boots, my trusty black leather jacket.

I added a red bag to make the monochromatic outfit pop, and of course the red is a nod to Valentine’s Day!

Yesterday we talked about 3 keys to an interesting outfit — focal point, juxtaposition, and a completer piece, and this outfit has all three. Not every outfit has to have all three to be complete, but I do find that my favorite outfits are the ones that incorporate them all.

This gorgeous red bag is the perfect pop of color against the monochromatic outfit, and it has both luxe and edgy components — but the juxtaposition can be found elsewhere in the outfit. I consider this bag the focal point because of the bold color and interesting chain-link accents.

The leather jacket is definitely the completer piece, and the  juxtaposition is here too — the tough leather jacket, the luxe cashmere sweater, the casual jeans (although they’re a dark wash, so not quite casual, but still…) and the edgy OTK boots create a mix of textures and styles that create some tension and contradiction in the monochromatic look.

Of course we never want to overlook fit and proportion when creating an outfit. Having a good collection of wardrobe basics that fit well is key to being able to shop your closet and put together different looks.

These dark wash jeans, black v-neck sweater, leather jacket, and OTK boots are all quality basics I’ve had for a couple of years and use over and over again to create different looks.

The bag is a newer addition — a bit of a splurge, but exactly what I’ve been looking for, and at half-off, I couldn’t resist. It’s luxe and edgy, a little different from what everyone else is carrying, and I have nothing like it in my closet.

Here are some more options for red clutches and crossbody bags at different price points:

I also added a couple of key accessories to complete the look. These Kendra Scott earrings were a Nordstrom Anniversary Sale purchase, and I’ve worn them a ton since I purchased them in July.

They make a statement without overpowering the outfit or the other delicate jewelry I may be wearing, and the unusual shape and filigree details are eye-catching. They’re not too much for everyday, but they’re blingy enough to carry off a date night look.

This bezel stone station necklace is a nice compliment to so many of my earrings. It’s delicate enough to support a statement earring, but it still adds a little something to an open neckline of this sweater..

Even though it’s small in scale, it has a lot of sparkle and shine, so I usually wear it with my dressier outfits.

There are a lot of options to tweak this look — it’s more of a formula than an outfit.

If your personal style isn’t as edgy as mine, you could totally swap out the leather jacket for a blazer; it would be classy and elegant and still have juxtaposition, a focal point, and a completer piece.

You could wear dark wash bootcut jeans and pumps instead of skinnies and OTK boots, or you could wear this outfit as-is and just swap out the OTK boots for pumps, which I may do if it’s not too cold next weekend — leopard pumps would be amazing with this look. Basically, whether it’s a scarf or pumps, I’m going to find a way to incorporate some leopard print!

There are so many options, but hopefully this look inspires you to shop your closet for whatever Valentine’s festivities you have planned!

similar jacket // sweater (similar here) // exact jeans // OTK boot options // red crossbody // earrings // necklace // photo credit: Alison Cornell

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Be sure to visit Deborah to see the Valentine’s date night look she styled today; and as irony would have it, Cyndi has styled a Valentine’s date night look today as well, so be sure to check that out!

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