I had such a blast style collaborating with my friend Ashliegh this past winter, I’m thinking of just getting some trend-related tag teaming trending!

Today I’m partnering up with one of my nearest and dearest blog friends, southern sweetheart Tiffany of Endless Bliss. I don’t even know how or why we got to talking, because she’s also one of my oldest bloggy sistahs, but what I do know is that we share a mutual love for bright manis, talking on camera, notebooks with quotes on the covers, our adorable men (not like we’re biased), and sweet wine in springtime. Needless to say, the IRL meetup is in the works, so hold onto your gotchies, folks.

We each took to styling our favorite pieces in our wardrobes and taking them from winter to spring. With Tiff being down south, she’s a bit luckier when it comes to weather, and I’m still dealing with the whole It’s-not-really-always-sunny-in-Philadelphia bi-polar vortex climate thing. Global warming, people. That’s all I’m sayin’.

Can we talk about how caaaaaute Tiff’s skater skirt is?? Can we also talk about how we BOTH WORE BLACK TIGHTS. I swear this girl and I are sometimes way too much on the same brain wave to not be secretly related or something. The resemblance is striking, is it not?

I’m working around a favorite pair of wedge ankle booties: these gems from Rebekah Craig. I kid you not, the most COMFORTABLE heeled shoe in my closet. And I have over 120 pairs of shoes – absurd, I know – so I know me a comfy heel. What I love about them? Besides the ridiculously cool snakeskin/gold design and 2.5 inch wedge, these shoes actually have engineer-designed insoles to maximize comfort and work with your foot, and they’re coming to you as part of an exclusive collection based out of New Zealand.

(Use code “cominguproses” for 15% off your own pair!)

For my first look, I’m going for a classier day-to-night look, pairing my long-sleeve leopard-print sweater dress (you all know how I love me some leopard) with a 3/4 sleeve black cardigan and basic black tights. I’ve got on my two-tone metal boyfriend watch as a finishing preppy touch, and I’m good to go! The key to mile-long legs? Wearing black tights with your iconiK booties. The black from your tights runs right into your shoes, so you’re just long and lean with some gold polish.

iconiK Booties: Rebekah Craig // Cardigan: Target // Leopard dress: Ross // Black tights: Kushyfoot

Next, time to shed layers and embrace SPRINGTIME HALLELUJAH THANK THE SWEET LORD BABY JESUS IS THAT A FLOWER. Bring on the iced lattes and aviators, because it *might* not actually snow anymore. I kept it simple by throwing my booties on with a strapless babydoll dress and my favorite neon statement piece from Baublebar.

iconiK Booties: Rebekah Craig // Dress: An oldie but goodie! // Necklace: Baublebar (similar here)

Tiffany’s style is so perfectly sweet and feminine. From the heart sweater to the flower crown, she’s got it goin’ ON every season amiright??? But I don’t want to steal your thunder, since I’m sure you’re loving her look, too. Be sure to head on over to her post here and leave her some love!

How do you style ankle booties into springtime?

Let me know down below, then head on over to Instagram for your chance to win $150 to Nordstrom, an Electric Pink Rebecca Minkoff Leo Clutch, and the cutest tassel necklace. #winning