Do you have certain clothing items you tend to gravitate toward over and over again? I have a weakness for striped shirts, fit-and-flare dresses and pencil skirts. My friend Melissa apparently shares a similar affinity for pencil skirts, and a few weeks ago, she decided she was going to wear one every day for a week, trying to style it differently every time.

As you can see, she succeeded beautifully. Her outfits show why both of us like this style of skirt so much — they are so versatile and work with all different types of tops/shoes, they can be dressy or casual, and you don’t have to just stick to plain black.

Anyway, after she was done, she challenged me.

As you might be able to tell, the weather was a little wacky that week. It went from cool to hot and rainy to cold. I also ended up doing a ton of walking a few days, so I couldn’t wear heels. But I think I did OK.

Now, I’d like to challenge y’all. If you have a few pencil skirts hanging in your closet, I’d love to see how you style them for a week of outfits. Send me your photos at marshmallowsandmargaritas (at) gmail (dot) com, and/or hashtag them #penciladay on Instagram and tag me (@jhlad)!

Melissa’s outfits (L-R): 1. Sweater: Smart Set (Closed), Top: Forever 21, Skirt: Mossimo from Target (similar), Platforms: Aldo (similar), Necklace: LOFT (similar).
2. Sweater: Costa Blanca (Closed), Top: H&M, Skirt: H&M, Booties: BCBGeneration, Necklace: Aldo (similar)
3. Top: LOFT (similar), Skirt: Zara (this one and this one are cute), Wedges: Nine West, Heart necklace: Kate Spade (similar)
4. Sweater: Costa Blanca (Closed), Top: Peace Collective, Skirt: LOFT, Booties: TOMS
5. Top: H&M (similar), Skirt: H&M, Booties: Steve Madden (similar), Necklace: Forever 21, Belt: Aldo (similar)

Jen’s outfits (L-R) 1. Sweater: Anthropologie (similar), Cardigan: J.Crew, Skirt: Anthropologie (similar), Shoes: Cole Haan, Headband: J. Crew (old)
2. Top: Madewell (on sale), Skirt: Banana Republic, Shoes: Coach (similar on sale), Necklace: Stitch Fix (similar)
3. Top: Lilly Pulitzer (different print, or look for this print on sale at an LP store), Jacket: Banana Republic (old), Skirt: Banana Republic, Shoes: Coach (old), Pink monogrammed bracelet: Moon and Lola
4. Top: Stitchfix (similar), Skirt: Banana Republic, Shoes: Coach (similar), Necklace: Madewell (old)
5. Sweater: J.Crew (on sale), Skirt: Madewell (on sale), Tights: Target, Shoes: Doc Martens (literally 20 years old), Headband: Scunci

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