Sweet & Sassy | 3 Looks for Valentine’s Day

Happy Monday, lovebugs!!! It’s an especially happy one for me since I’m hours away from one of my favorite places!! Mr. SP and I are running off for a few days of fun and relaxation, and I’m beyond excited for the time to rest and reconnect together!

Life is busy, and it’s hard to keep our marriage at the top of the priority list, so I’m so grateful we’re able to get away like this. They’re like a crash-course in marriage therapy! It’s not always easy to make them happen, but always 100% worth it!

I’ll be sporting swimsuits and beach hair for the next few days, but I’ve got some fun outfit ideas for your Valentine’s week… whether you’re headed out for something sassy, or keeping it casual at home. We’re all a little bit sweet and a little bit sassy, right?!

And even more fun, I styled every look with new favorites from Kendra Scott… and it’s all 20% off exclusively for HSP readers with code SUGARPLUM20!!

Look 1 //

I love any excuse to dress up! If you’ve got a date night out planned, this bright romper and skirt combo is a great option! That’s right… I said romper!! I actually wore the Capri Romper from our recent GxHSP Resort Collection as a top, and paired it with one of my go-to a-line skirts.

You can’t beat the style and fit of this skirt, and for only $20, it’s no wonder I have it in several colors! I wear it in the winter with tights, and other months with sandals and heels.

Fit Tip: I’m wearing XS romper and 2 skirt.

Romper (worn as a top) | Skirt (under $25!) | Heels (on sale in lots of colors!) | Quilted Crossbody Bag

I packed the romper for this week at the beach, and I can hardly wait to wear it with flat sandals for day and wedges for night! The ruffle neck and bow-back are favorite details, not to mention the incredible fabric!

Link Bracelet | Cuff Bracelet

I kept the whole look affordable with my fave under $20 bag and neutral heels.

Skirt (under $25!) | Heels (on sale in lots of colors!) | Quilted Crossbody Bag

Now let’s chat jewels! Kendra Scott brought back their iconic earring, but this time with a more delicate frame and gorgeous faceted stone. They make a stunning statement, without overpowering. Plus, they’re a great weight for wearing all day.

I added the two bracelets as a fun stack. Even my polish is Kendra!! I wear ‘Pink Agate‘ more than any other shade… it’s the perfect pink!

Fun Fact: The Kendra Scott headquarters in Austin has a free in-house nail salon for employees!!

Faceted Statement Earrings | Link Bracelet | Cuff Bracelet

Link Bracelet | Cuff Bracelet  | Nail Polish in ‘Pink Agate’

Romper (worn as a top) | Skirt (under $25!) | Heels (on sale in lots of colors!) | Quilted Crossbody Bag | Link Bracelet | Cuff Bracelet  | Nail Polish in ‘Pink Agate’

Look 2 //

Maybe your Valentine’s Day consists of carpool and class parties. Keep it casual and chic with a bright top and utility jacket in my fave pink and red combo! And sneakers are always a great idea!

Fit Tip: I’m wearing XS in both the jacket and tee, but size down in the sneakers.

Utility Jacket in ‘Washed Pink’ | Scoop Tee | White Jeans | Striped Sneakers (only $18!)| Checkered Tote | Necklace

I used the simple outfit to highlight Kendra’s new Love Knot collection! I’m crazy for the shape and versatility of the pieces, and wear them with everything from dressy to casual.

The hoops are lightweight and so easy for all-day, everyday wear, and the trio of Love Knot rings makes an incredible gift idea! The necklace has a sliding Love Knot, so you can wear the tassel as high or low as you’d like.

Don’t forget all Kendra jewels are 20% off with code SUGARPLUM20!

Love Knot Hoop Earrings | Initial Necklace | Adjustable Tassel Necklace | Love Knot Bracelet | Adjustable Bracelet | Ring Trio Set

I’m always down for a coffee date, how about you?

Adjustable Bracelet | Love Knot Bracelet | Nail Polish in ‘Pink Agate’

Utility Jacket in ‘Washed Pink’ | White Jeans | Striped Sneakers (only $18!)| Checkered Tote

Can you believe the price of these sneakers?! I’ve had them since last Summer and they’ve held up so well! I get compliments every time I wear them.

White Jeans | Striped Sneakers (only $18!)| Checkered Tote

Utility Jacket in ‘Washed Pink’ | Scoop Tee | White Jeans | Striped Sneakers (only $18!)| Checkered Tote | Necklace


Look 3 //

If cozy is more your game, you know I’m never too far from my favorite joggers. Or a good jean jacket, for that matter!

‘XO’ Sweatshirt | Jean Jacket in ‘Medium Wash’ (such a good price!)| Fleece Joggers | Sneakers | Sunglasses (only $11!)

These mesh slip-on sneakers have been HSP reader-faves from the day I shared them. And I’m right there with you! Such a good price point, soooo incredibly comfortable, with lots of colors to choose from. Win-win-win.

Fit Tip: I’m wearing XS sweatshirt, joggers and jacket, and sneakers are true-to-size.

Heart Earring Studs | ‘XO’ Sweatshirt | Jean Jacket in ‘Medium Wash’ (such a good price!) | Sunglasses (only $11!)

Isn’t this ‘XOXO‘ so cute for Valentine’s Day, yet totally adorable for wearing anytime.

‘XO’ Sweatshirt | Heart Earring Studs | Phone Case

How stinking adorable are these heart stud earrings?! (A fave with teens!) The ring trio comes with a silver, gold, and rose gold… wear them as a set or break them up. Both make great Valentine’s gifts for teachers, friends, daughters, sisters… all the gals you love and appreciate!

Heart Earring Studs | Phone Case | Love Knot Ring Trio Set

‘XO’ Sweatshirt | Jean Jacket in ‘Medium Wash’ (such a good price!) | Fleece Joggers | Sneakers | Sunglasses (only $11!)


I’ve always loved Kendra Scott jewelry, but after spending time at their headquarters last week, I’m an even bigger fan of the company and woman behind the brand! Everything about them is geared towards bringing joy and giving back. It’s beyond inspiring, and I’m humbled to be a brand ambassador for them again this year.

I hope these sweet and sassy outfits have given you some inspiration for your Valentine’s Day plans! Which style will you be sporting… dressy, casual, or loungy?

Don’t forget all Kendra Scott jewels are 20% off exclusively to Hi Sugarplum readers with code SUGARPLUM20. Perfect timing for Valentine’s Day gifting… but hurry, because the code expires February 14! If you need more Valentine’s Day gift ideas, be sure to check out my most recent Faves Under $50! Happy sweethearts week, lovebugs!



Leave a Comment


  1. Bev wrote:

    I love the way you paired all three outfits! Wearing the romper as a top – genius! I must add that your photos are awesome. As one who loves photography, I notice all the effort that goes into staging the perfect shots! The one taken of you from the outside of the coffee shop with XO on the window is perfection! Kudos to your outfit expertise and to your photographer! xo

    Posted 2.10.20 Reply
    • Cassie wrote:

      Thank you so much, Bev!!! Audrie and Mary are the best photographers, I’m so lucky to have them by my side! xo, Cassie

      Posted 2.11.20 Reply
  2. Sandy wrote:

    I call those “save the marriage” dates/trips!
    What’s beach hair? ha,ha, I know!

    Posted 2.10.20 Reply
    • Cassie wrote:

      Yes exactly!!! xo, Cassie

      Posted 2.11.20 Reply
  3. Jane wrote:

    That romper is so cute, and I’m thrilled that the legs look longer than many of the rompers out there. Call me an old lady, I don’t care 🙂

    Posted 2.13.20 Reply
    • Cassie wrote:

      Hi Jane! I’m very partial to this romper as well, I’m so glad you like it! xo, Cassie

      Posted 2.14.20 Reply
  4. Susan wrote:

    Can You tell me what color the quilted crossbody that you have in the post is? I have the black and love it!

    Posted 2.16.20 Reply
    • Cassie wrote:

      This one is the blush!

      Posted 2.17.20 Reply