What to Wear on Valentine’s Day: Casual Edition

What to Wear on Valentine's Day: Casual Edition
Reading Time: 3 minutes

What to Wear on Valentine's Day: Casual Edition

Valentine’s Day is a little over two weeks away! Can you believe it?

Since my fiancé and I are saving up for our wedding, we will probably stay in and do something simple that night, but as long as we spend time together, it will be fun!  Our first year of dating – because we were long distance – we Skyped and watched Spy Kids! 😂  I’ll never forget that.  However, if we do get the chance to go out on the town, I will most likely wear this outfit!

While plenty of gals love a dress for Valentine’s Day, sometimes the plans we make on this holiday call for something more casual.  That being said, I took the time to construct a sexier look revolving around a good pair of skinny jeans! One of my favorite ways to bring serious fire to a denim-based outfit is to add a pair of killer heels!  Red is always a good color option, no matter the occasion, but it’s especially perfect for Valentine’s Day!  These ruffle stilettos are only $25 and are the ideal statement shoe for a date night with your boo!

Outfit Details // similar top | similar jacket | pants | heels | similar bag

What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition

Do you want an outfit that is significant other-approved?  This is a winner!

It only took one glance for my fiancé to stop and say, “Wow! You look great!” Now, as a fashion blogger, I wear a plethora of unique outfits, and my man is ridiculously sweet about them all; but when he actually pauses to just express his love for a certain ensemble, I know it’s something I’ll be wearing again on date night!  Skinny jeans, a top that accentuates my chest (without showing all my goods), a bad@$$ leather jacket, and some heels?  This is the recipe for one heck of a Valentine’s Day look!

What to Wear on Valentine's Day: Casual EditionWhat to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual EditionWhat to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition What to Wear on Valentine's Day: Casual Edition

Here’s to a fabulously casual Valentine’s Day.

↓Pin for Later↓

What to Wear on Valentine's Day: Casual Edition

Photos by Brandon of Erudite Productions Inc.

Outfit Details // similar top | similar jacket | pants | heels | similar bag

previous
next

82 Comments

  • Reply
    Anna English
    January 29, 2018 at 9:46 AM

    I absolutely love mixing pink and red together. Those heels are darling too!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:46 PM

      Same here! They honestly compliment each other so well. The funny thing is that I remember a time when this color combo was as bizarre to people as black and brown – and now look at all the amazing styles that can come from them! 🙂

  • Reply
    Maggie
    January 29, 2018 at 10:13 AM

    This is such a cute and casual V-Day outfit! I love the mix and matching of pink and red!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:46 PM

      I’m so glad to hear that you like it! I can pretty much guarantee that it will be my V-Day outfit if we end up going out at any point haha!

  • Reply
    Torey Noora
    January 29, 2018 at 10:24 AM

    I’m in love with those jeans and shoes! So pretty!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:46 PM

      These jeans are unreal! I loved them so much after I purchased them that I went back and bought them in black as well. Now they’re the only two pairs of pants I pretty much ever wear!

  • Reply
    Shelby Back
    January 29, 2018 at 10:25 AM

    these photos are so fun! love with pink & red mix!

    xo!
    Shelby

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:47 PM

      Thanks a million! I was so happy when I found this cute little restaurant to shoot in front of. It matched my outfit so well haha!

  • Reply
    Meghan
    January 29, 2018 at 10:31 AM

    What a cute look! I love mixing up pink and red together. Perfect Valentine’s Day look!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:47 PM

      It’s the most classic combination for Valentine’s Day! It might be “basic” but I sure do love it!

  • Reply
    lydia
    January 29, 2018 at 10:53 AM

    Love the mix of red and pink together! I’m all about causal, so totally loving this outfit for Valentines Day! And those heels are ahhmazing. Happy Monday!

    xo, Lydia

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:48 PM

      I’m all about casual most of the time, so I feel you! After this shoot, I switched from heels to Superstars and the outfit was still super cute and perfect for a fun day out! You can’t go wrong with pink and red!

  • Reply
    Annette Dattilo
    January 29, 2018 at 10:59 AM

    Love the red and pale pink paired together.

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:48 PM

      There’s nothing quite as beautiful and feminine as these two colors combined, in my opinion! They make me happy!

  • Reply
    Krystin
    January 29, 2018 at 12:10 PM

    This is such a cute outfit, love how you paired these colour combos together and those heels are killer! So gorgeous!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:49 PM

      Thank you so much for all the love on this outfit! It’s definitely something I’ll be going back to over and over again!

  • Reply
    Delia
    January 29, 2018 at 12:12 PM

    Your shoes are so cute! What a cute Valentine’s Day outfit! So fun!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:53 PM

      I seriously couldn’t believe it when I saw the $15 price tag on these shoes! Definitely a good statement pair to have in your shoe wardrobe!

  • Reply
    Kyrsten
    January 29, 2018 at 12:24 PM

    Those shoes are everything 😍😍

  • Reply
    Julia Comil
    January 29, 2018 at 1:03 PM

    Love this look absolutely pretty for a casual valentine’s day! I have similar shoes from Whowhatwear they are so stylish!!
    Xoxo
    Julia from Houseofcomil.com

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:54 PM

      Oooh now I want to see how you would style a pair of killer red heels like these. I’m sure the outfit would be absolutely dynamite!

  • Reply
    Brenda Canas
    January 29, 2018 at 1:08 PM

    This outfit is sooo cute and those colors go so well together! I’d love to find a jacket like that without the print, so obsessed with it!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:55 PM

      Without the embellishments and print? I’ll email you a link for the closest solid blush jacket I’ve found. It’s SO perfect!

  • Reply
    Haley Stanley
    January 29, 2018 at 1:09 PM

    Dang you look SO CUTE. Love this!!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:58 PM

      Awww that’s so sweet of you! Thanks a million for the love! Have a wonderful week.

  • Reply
    Hannah
    January 29, 2018 at 1:50 PM

    Loving the casualness of this outfit but still so fun and flirty:) This year I am dressing down for a casual dinner!

    xoxo, Hannah

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:59 PM

      Flirty is a great way to describe this look! I kept titling it “sexy” but it’s still even a little less than that, which I love. It’s perfect for a fun, casual date! I hope you have a great Valentine’s Day.

  • Reply
    Aliya
    January 29, 2018 at 2:32 PM

    Really like this cute Valentine’s Day outfit. I especially love the red sandals. They are so nice!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 2:59 PM

      Can you believe they’re only $15!? I was seriously shocked when I saw that! I knew I needed them right away!

  • Reply
    Rach
    January 29, 2018 at 2:42 PM

    I love this look for Valentine’s Day! My husband and I are keeping it low key too. I’m all about this outfit because as much as I would love to wear a dress, it is too cold in Chicago for that haha!

    http://www.rdsobsessions.com

    • Reply
      Stephanie Whitman
      January 29, 2018 at 3:00 PM

      Oh my gosh I totally feel you on the weather. It’s been super up and down in Richmond so it could either be in the 70’s or snowing haha! No in between lately, so I’m sure staying inside will be a good idea for us too. Hope you have a wonderful time celebrating Valentine’s Day!

  • Reply
    Amanda Winters
    January 29, 2018 at 4:24 PM

    That’s very cute! I love the peachy-pink with the red

    • Reply
      Stephanie Whitman
      January 29, 2018 at 9:56 PM

      Thanks a million! In person, this jacket is the perfect blush and practically a neutral that goes with so much of my wardrobe. I love it!

  • Reply
    Shira Rosenbluth
    January 29, 2018 at 5:27 PM

    That jacket is so fun! Love the red pops!

    • Reply
      Stephanie Whitman
      January 29, 2018 at 9:56 PM

      Oh yay! I’m so glad to hear you love it. I’m a huge fan of pops of bright color. It just brings such life to an outfit!

  • Reply
    Cara
    January 29, 2018 at 9:47 PM

    These red heels are adorable! Loving this whole look!

    Xo, Cara
    https://brighterbold.com

    • Reply
      Stephanie Whitman
      January 29, 2018 at 9:57 PM

      I’m a massive fan of these fun heels! I still can’t believe they were only $15!

  • Reply
    Sami | The Classic Brunette
    January 29, 2018 at 10:52 PM

    These photos are adorable! I love this look too, it’s so perfect for Valentines Day. The heels are my favorite!

    xo
    Sami
    The Classic Brunette

    • Reply
      Stephanie Whitman
      January 30, 2018 at 12:41 PM

      Awww you’re too sweet. Thank you for the kind words and the love on my heels. They’ve gotta be my favorite part of the outfit!

  • Reply
    Denise Kokinis
    January 30, 2018 at 1:20 AM

    Such a cute casual look for Valentine’s Day! Those red shoes are soo killer with this whole look! Love the way you put all these pieces together!

    Denise | Fashion Love Letters

    • Reply
      Stephanie Whitman
      January 30, 2018 at 12:41 PM

      I think there are very few problems that can’t be solved by a good pair of red heels 😉

  • Reply
    Kileen
    January 30, 2018 at 4:13 AM

    These heels are so cute girl and I am loving this fun jacket!

    Kileen
    cute & little

    • Reply
      Stephanie Whitman
      January 30, 2018 at 12:42 PM

      Thanks beautiful! I was so surprised when I saw the jacket was still in stock after nearly two years! I love it so much.

  • Reply
    Nataly
    January 30, 2018 at 8:40 AM

    I love mixing pink and red during this time of year! This whole look is fabulous!

    • Reply
      Stephanie Whitman
      January 30, 2018 at 12:42 PM

      It truly is the best time of year for all the girly colors to surface! Such fun, isn’t it?

  • Reply
    Gita
    January 30, 2018 at 9:22 AM

    Your heels sure do give the outfit a “pop”. I love it!

    • Reply
      Stephanie Whitman
      January 30, 2018 at 12:42 PM

      Bringing pops of fun and unexpected color to my outfits is one of my favorite things to do! 🙂

  • Reply
    Kelsey
    January 30, 2018 at 12:56 PM

    Omg yes girl you look absolutely perfect!! Those heels are way too cute! xo

    • Reply
      Stephanie Whitman
      January 30, 2018 at 1:44 PM

      Well, I think perfect is far from true – but YOU on the other hand always look like an absolute dream 🙂

  • Reply
    Amanda
    January 30, 2018 at 1:05 PM

    This is the perfect Valentine’s Day look, Stephanie! I love the combination of red and blush together!

    • Reply
      Stephanie Whitman
      January 30, 2018 at 1:44 PM

      That’s so sweet of you, Amanda! Thank you for the love on my color combination! It’s definitely one of my favorites right now.

  • Reply
    Amanda | The Golden Girl Diary
    January 30, 2018 at 1:09 PM

    Okay, I need those shoes like yesterday. So gorgeous!

    xx, Amanda | http://www.thegoldengirldiary.com

    • Reply
      Stephanie Whitman
      January 30, 2018 at 1:45 PM

      Umm YEAH you do! And they’re only $15 so you should scoop them up before they’re gone!

  • Reply
    Steph
    January 30, 2018 at 1:16 PM

    Love everything about this outfit! The jackets so cute & loving the red heels!

    xo, Steph
    http://www.urbanblonde.com

    • Reply
      Stephanie Whitman
      January 30, 2018 at 1:45 PM

      I can definitely see you rocking this look! I can’t wait to see your Valentine’s Day outfits!

  • Reply
    KatWalkSF
    January 30, 2018 at 1:56 PM

    Loving this casual Valentine’s Day look. Those heels are everything!

    • Reply
      Stephanie Whitman
      January 30, 2018 at 5:07 PM

      I agree! I think the heels are such a great addition to this outfit – it wouldn’t be the same without them!

  • Reply
    Molly
    January 30, 2018 at 3:33 PM

    Give me those heels! They’re amazing!

    • Reply
      Stephanie Whitman
      January 30, 2018 at 5:08 PM

      You should definitely get them! I mean, for $15, they’re pretty hard to pass up!

  • Reply
    Taylor Aube
    January 30, 2018 at 7:12 PM

    That jacket is so pretty! And those shoes are gorgeous too!

    • Reply
      Stephanie Whitman
      January 31, 2018 at 9:23 AM

      I am a huge fan of this jacket. It’s seriously been on repeat since the day I got it – nearly two years ago!

  • Reply
    Laura
    January 31, 2018 at 12:53 AM

    This is such a fun casual V-Day outfit!! Those heels are so fun and you are just adorbs in your pics!!

    xo, Laura

    • Reply
      Stephanie Whitman
      January 31, 2018 at 9:24 AM

      I’m all about a good casual look. I’m so glad you like this one!

  • Reply
    Megan
    January 31, 2018 at 3:06 AM

    This blush and red outfit is so perfect for Valentine’s Day! This blush colored leather jacket is so sassy!

    Megan | http://www.pipmegan.com

    • Reply
      Stephanie Whitman
      January 31, 2018 at 9:25 AM

      I agree! Sassy is a great way to describe this look. It’s lots of fun, that’s for sure!

  • Reply
    Morgan
    January 31, 2018 at 9:18 AM

    Loving the mix of pink and red here! I’m usually scared to try this combo but what better day to do it than Valentine’s Day?! Oh and your shoes – OBSESSED!

    -Morgan
    How 2 Wear It [] http://how2wearit.com

  • Reply
    Emily Wilkinson
    January 31, 2018 at 9:28 AM

    I am all for a casual V-day look! I love this outfit!

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:30 PM

      Agreed! Casual is often the best way to go. It’s comfy and fun and usually the date loves it too 😉

  • Reply
    Ashley DTKAustin
    January 31, 2018 at 12:10 PM

    This outfit is so fun!!! I love all of the cute details and pops of red. I’m all about being casual on Valentine’s!

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:31 PM

      Pops of fun color is one of my favorite things about style. I seriously adore adding those in for the “wow” factor!

  • Reply
    Liz
    January 31, 2018 at 12:12 PM

    Such a cute outfit! I love the casual take on Valentine’s Day!

    liz

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:31 PM

      Thanks a million, Liz! I’m all about a good casual look. This one is especially comfortable!

  • Reply
    Lavenda Memory
    January 31, 2018 at 5:06 PM

    What a fun look and play on the holiday. 🙂

  • Reply
    Greta
    January 31, 2018 at 8:50 PM

    Obsessed with all the cool pins on this jacket! Such a fun look for Valentine’s Day!

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:32 PM

      Me too! When I first saw this jacket I knew I needed it in my life hehe. I couldn’t believe it was still in stock after almost two years. You should get it and we can be twins!

  • Reply
    Kyla
    February 1, 2018 at 12:52 AM

    Ummm you are adorable! I don’t think I told you yet but I’m obsessed with your engagement ring! Also, I need to get those shoes! They’re fabulous!
    Kyla
    wanderlustkyla.com

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:33 PM

      AWWW thank you! I seriously love hearing that. He did so good when he picked it out. Rose gold band, with a morganite stone in the center, and a beautiful ring of tiny diamonds along the sides. Simple, elegant, and so perfect for me!

  • Reply
    Danielle
    February 1, 2018 at 11:00 AM

    Okay I am ALL about casual style this vday! I love how you paired the pink and red (the pins add the perfect pop!)

    xx, Danielle | Pineapple & Prosecco

    • Reply
      Stephanie Whitman
      February 4, 2018 at 2:33 PM

      Thanks so much cutie! I can only imagine how perfect your Valentine’s & Galentine’s style will be! You always inspire me!

  • Reply
    Stephanie // A Sparkle Factor
    February 6, 2018 at 3:05 PM

    OK, I love mixing blush and red! The cutest casual look! NEED THOSE JEANS AND HEELS BTW!

  • Leave a Reply

    This site uses Akismet to reduce spam. Learn how your comment data is processed.