Three Casual Date Night Outfits

by Julie Marshall

$250

15 Minutes

Easy

Do you love the idea of going out to dinner, but struggle with what to wear?

You know, your hubby just told you that he got a reservation at the new restaurant in town. The happening spot with lots of folks wearing cute looks…

You’re so excited at the idea of going out but wonder what the right style to wear would be.

Well, look no further. I’ve got you covered with three Casual Date Night Outfits that you will love.

Check these three fun looks are all comfortable, pretty, and just a little bit sassy! Let’s take a look.

Here are the three date casual night outfits that I am describing in this post.

In this post...

Three Casual Date Night Looks

Outfit #1 (of the Casual Date Night Looks)

three casual date night outfits, Here is the first of three casual date night outfits I am wearing a black fuzzy sleeveless top over black velvet jeans and grey suede booties My accessories are faux diamond stud earrings a stainless steel watch and bracelet

Here is the first of three casual date night outfits. I am wearing a black fuzzy sleeveless top over black velvet jeans and grey suede booties. My accessories are faux diamond stud earrings, a stainless-steel watch and bracelet.

Isn’t an all-black outfit such a go-to look for your favorite casual date night look? When I don’t know what to wear, I frequently reach for all black. Black in my top and pants is always slimming. But, since this is all about cute casual date night outfits, I like to add a bit of interest in the fabric or style of the top. In this cute date night outfit, I paired a darling (and very reasonable) black fuzzy Halogen top with classic black velvet skinny jeans.

The black fuzzy top is a great buy and very comfortable to wear. It’s very soft and not at all scratchy.

Black velvet is such a classic fabric. I wear it all fall and winter. Of course, I wear it during the holidays, but I also wear it for casual date night outfits like this one.

For accessories, I added grey suede booties, faux diamond stud earrings, my stainless steel Ebel watch and a silver bracelet. All this looks sleek, and a bit sexy. But we all know that a sleeveless top can be too cool sometimes on a fall or winter date night. So, look how I deal with that (in the next photo).

I added a cute Talbots boucle coat that I just draped over my shoulders for instant class. I love how this is reminiscent of a man’s jacket. It’s a neat solution to the ever-changing temperatures in restaurants and if you get too warm, you can just put the coat over the back of your chair.

Outfit #2 (of the Casual Date Outfits)

three casual date night outfits, In this second casual date night outfit I am wearing a black print blouse under a faux fur vest with black velvet jeans and grey booties

In this second casual date night outfit, I am wearing a black print blouse under a faux fur vest with black velvet jeans and grey booties.

Isn’t this a cozy look for what to wear to a dinner date? In the fall and winter, I love to trot out fake fur vests. This one is old, but I have linked a very similar one here. I put it on over the same black velvet jeans as in the first outfit, but I switched out the top to a terrific Evereve top that is so pretty and versatile. By wearing a vest, the arms and midline of the top peek out, adding interest to the otherwise black look.

In this second casual date night outfit, I am wearing a black print blouse under a faux fur vest with black velvet jeans and grey booties. Here is a closeup of the multiple colors in the vest including cream, mustard, burgundy and blue.

Here is a closeup of the top with the fur vest. I am wearing a size small. I added a pave diamond heart necklace (a great basic), and faux diamond stud earrings. Again, I am wearing grey suede booties.

In this second casual date night outfit, I am wearing a black print blouse under a faux fur vest with black velvet jeans and grey booties. The blouse has multiple colors in the vest including cream, mustard, burgundy and blue.

Above you see the pretty black print top. It has a tiny bit of elastic at the bottom of the top and sleeves, which makes it easy to look tucked in even when it isn’t. I usually find elastic on the edge of a top to be annoying and unflattering, but it really works with this top. I am wearing a size small.

Here is a close-up of the Evereve top. Aren’t the colors amazing? The background is officially black, but depending on what I wear with it, it can look dark olive or slate grey. There is some mustard, cream, and even burgundy in this print making it very versatile. It would be a terrific Thanksgiving top too, don’t you think?

Outfit #3 (of the Casual Date Night Outfits)

three casual date night outfits, In this third casual date night look I paired a satiny pale blue camisole with a black faux moto jacket and distressed jeans I added a pave silver heart necklace to fill in the neckline

In this third casual date night look I paired a satiny pale blue camisole with a black faux moto jacket and distressed jeans. I added a pave silver heart necklace to fill in the neckline.

Here is a bit sexier date night outfit. I put a satiny camisole (sold out, similar, here, here, and here) under a faux suede moto jacket. I wore these with a distressed pair of jeans and black suede booties. Again, I wore the diamond pave heart necklace with the faux diamond studs.

In this third casual date night look I paired a satiny pale blue camisole with a black faux moto jacket and distressed jeans. I added a pave silver heart necklace to fill in the neckline. This is a full view where you can see my black booties.

I think the pairing of a camisole with a moto jacket is a great combination. I like the juxtaposition of the feminine cami with the tougher aspects of a moto jacket. I love the smoothness of the satin top against the faux suede of the jacket.

Conclusion (to the Casual Date Night Outfits)

There you have it! Three casual date night outfits that you can wear to most fun dinners out at your favorite restaurant. Which one is your favorite? Do you have a go-to look for your date nights? Let me know in the comments below. I truly LOVE your comments. If you prefer a more private conversation, please DM me @drjuliemarshall. Thanks!

XO,

Dr. Julie

PS Here are a few more fun posts for you to enjoy:

Five Plaid Blazer Outfits for Fall

How to Wear a Slip Dress Seven Different Ways!

How to Style a Houndstooth Cardigan Four Ways

How to Plan for Thanksgiving (Part One)

Easiest Appetizer Ever

Delicious Ina Garten Ginger Cookies for Fall!