Valentine's Day Date Ideas and What To Wear

The time has come for us ladies to bring out our best red dresses and pamper for a special night! The most romantic time of the year is here and today's post has all your fashion needs from casual to fancy and everything in between!

We've got 5 different charming looks to show you for your enchanting night out as well as the perfect occasion to wear them to! Every Valentine's can be stressful... between the kids, work and still trying to find that perfect outfit. Well don't sweat and keep scrolling for some V-day inspo!

1. Casual Chic

Let's start off with a simple, casual look. We tend to live in sweaters when the cold front comes because they're an easy option that never disappoints! Gold is super elegant so let us show you how we changed the appearance (without changing the sweater) for an easy way to elevate the look!

A bold red skirt is the perfect piece to heighten this outfit with it's adorable ruffled waist and adjustable fabric belt! What screams V-day more than velvet? If you answered 'nothing'... you're correct! This casual chic look is super sweet and girly!

This top features a subtle twisted back detail with gold shimmer all over! It adds the perfect romantic touch! Tie a simple bow or knot in the belt and create a front tuck with the sweater for a cute effect!

Date Ideas                                          Shop This Look

                                                            Depo Cutout Bootie                                                     

2. Classy but Casual 

Jeans are a classic favorite. They are comfy, go with everything and can easily be dressed up! The medium wash pair of denim we chose for this look is essentially perfect to make an outfit feel instantly more evening-appropriate! The front button detail is a customer favorite and advances the look! 

Can we just talk about this silk bodysuit?! This little number is a one-piece wonder! A flattering, sexy piece that is great tucked into jeans, skirts, shorts... any bottom you can think of!

The cinched sleeves are super cute and can be adjusted! The square neckline and baggy sleeves make for a unique style and add a super whimsical vibe! Providing tension from the shoulders down helps to play up your curves, especially with a low cut neckline! Throw on some of your favorite mules or heels and some statement jewelry! 

Date Ideas                                             Shop This Look

                                                               Mel Mules


3. Dressy Casual 

Picking out the right 'dressy casual' outfit can sometimes cause panic. You might find yourself asking, "Is this too casual?" Maybe you were even thinking too dressy. Let us show you an amazing look that has the perfect balance! 

So, obviously we can say these boyfriend jeans are the casual feature to this look. With distressing on the knees and thighs, this pair of denim is so cute and definitely laid back! The style of these boyfriend jeans is vintage and feminine while the fit is stretchy and classic! Keep scrolling to see how we dressed these jeans up and turned the look into a trendy, stylish Valentine's Day look! 


Something sheer is alluring and youthful. Not to mention it definitely helps dress the look up! This cranberry red cardigan is super eye catching and will turn heads for sure! The beautiful paisley-like design of this cardi is unique and stands out in the best way! Layer with accessories to match and go for something subtle underneath! If the Winter chill is still strong by the time V-Day rolls around... don't worry! Add a long sleeve top underneath for a simple but cute transition for this look! 

Date Ideas                                             Shop This Look

                                                                Drum Chocolate Bootie


4. Dressy 

Ah, for the love of silk! Just like velvet, silk couldn't be more feminine and sexy for Valentine's Day right?!  A visually stunning fabric that is key for this look. I don't think silk could be replaced as one of the top tiers to luxury fashion... are you with me ladies? 

Have you been anticipating that evening dinner or night on the town because you just don't have any dressy pieces that you'd really consider being THE ONE, that perfect option that just feels right? Let us Spirited ladies tell you... this is it!


The high low style of this dress gives it a refreshing vibe and shows off your gorgeous legs! The collar and button down front creates a unique look under the  chunky sweater we threw on! You could throw any neutral colored sweater on over just in case the breeze is a little too heavy! We made sure to complete the look with some handmade, brass jewelry! 

 Date Ideas                                              Shop This Look

  • Wine Tasting                                   Shale Bootie


5. Cocktail  

It's not everyday that you can get away with wearing a sparkly dress! Valentine's Day is the ultimate excuse! It's a proven fact that the colors we wear effect our moods so let's talk about a look that will put you and the one you cherish in that lovey dovey mood! Captivate your significant other in this gorgeous Aratta dress! 

A statement piece is sometimes just a no-brainer for this Holiday, don't you think? It's all about feeling your best self whether you go out with your girlfriends or your lover! 


We're keeping a romantic theme going with this deep red mini wrap dress! This mini dress has gorgeous sequins and a tie around the waist that you can tighten! The bell sleeves have an edgy vibe and are undeniably eye-catching! The cotton lining on the inside makes this a surprisingly comfortable piece! With some unique patchwork booties and a gold statement necklace this look was made for the spotlight! Keep warm in this look with a plush neck scarf or knit poncho! 

Date Ideas                                               Shop This Look

  • A Romantic Boat Ride                    Shale Bootie
  • A Fancy Evening Dinner


We're hoping you feel much better about finding your favorite look for Valentine's day whether it's a casual lunch with friends or a fancy outing with family or a loved one! How would you put your own twist on these looks? Which style was your favorite? Let us know in the comments what you have planned for Valentine's day! 

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Written by Anna Crusselle


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