Winter Party Outfit: OTK Boots + Shift Dress

For Day 18 of our 25 Days of Winter Fashion, I’m styling my OTK boots with a shift dress I received in a recent LeTote.

Fashion Over 40: OTK Boots with a Knit Dress

This outfit is definitely outside of my comfort zone, but I see tons of women wearing their OTK boots with dresses on Pinterest and Instagram, and I wanted to give it a try. I actually love this. I hope I can get up the nerve to wear it out to a holiday dinner or blogging event.

These boots are still on sale for $199, but unfortunately the sizes are limited. I hope they restock. They are great quality, and they’re actually quite comfortable — both the footbed as well as the shaft of the boot. Someone asked how they feel to sit in, and they are totally fine for sitting. There’s a split in the back so they don’t bind the knee area at all. They also help keep me warm. 

Fashion Over 40: How to Wear OTK Boots

I accessorized with my Stella & Dot tassel pendant necklace (ON SALE!), but next time I might try a blanket scarf for something different.

Fashion Over 40: OTK Boots with a Knit Dress

I really like the quilted fabric and the color of the dress. I sent it back in my last LeTote, but I would request it again if I had an occasion to wear it.

LeTote is a clothing rental box service. I’m enjoying it for the purpose of having new pieces to show here on the blog. It would be perfect for the working woman who wanted a lot of variety in her wardrobe. The products they send me are good quality, and I can always request them to send something back again if I decide I want it down the road.

Fashion Over 40: OTK Boots with a Knit Dress

For a bag, I like how this metallic perforated double clutch plays off the metallic tones in the necklace. It’s also a Stella & Dot piece. FYI, I am a Stella & Dot stylist, so I get most of my pieces at a discount. If you’d ever like to hold an online trunk show and earn free jewelry, let me know! I can help you set that up!

Fashion Over 40: How to Wear OTK Boots

I’m really pleased with how this outfit came together. Now I just need a date night!!

Fashion Over 40: OTK Boots with a Knit Dress

Outfit Details: Quilted Sheath Dress via LeTote | Dolce Vita ‘Ohanna’ Over the Knee Boot on sale for $199 (option $127) | My Stella & Dot Milana Tassel Necklace on sale for $50.36, Renegade Cluster Bracelet $59, and Metallic Double Clutch $89

Here are some other sheath dresses to consider, if you’re looking to add one to your wardrobe.

Now be sure to visit Cyndi to see what she’s wearing today! And if you want to make sure not to miss any of my posts, you can sign up to receive my blog in your email inbox.

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26 Responses

  1. You look great. I love that color on you and the boots are to die for!! The Stella & Dot necklace is one of my favorites. I finally bought it and enjoy wearing it.

    1. I think petite ladies can pull them off, but I would definitely recommend heels, and not everyone wants to tromp around in heels. 😉 Fortunately ankle boots are super on trend as well.

  2. I know we’re not suppose to covet, but I am over this entire outfit! You look hot, but in good taste! Swoon your husband and wear this on a date night!!

  3. KEEP the dress! Not only does the color look fabulous on you but the color of the boots as we’ll as the heel look fantastic!
    I’d plan a date night around the outfit! LOL????

  4. I’ve worn my OKB with a knit dress of a similar length but I wore tights. It gave me a little more coverage and I liked that look on me.

  5. Go for it JoLynne! You look fabulous. I have spent my whole life dressing in my comfort zone. Don’t be that person!

  6. Those boots and that necklace – love them both! I don’t have any yet, but I’m really diggin what you did with this outfit. For winter date nights, these would be great!!

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