Casual Thanksgiving Day Outfit Idea

Happy Friday! I hope you’ve had a great week and that you’re looking forward to a good weekend. I’m surprised to report that we still have some beautiful colors on the trees in Ohio, mostly red maples. And we’ve had lovely weather this week to enjoy the lingering days of fall hues. But today I’m focusing on the end of this month when we’ll be celebrating a new kind of Thanksgiving. I’m sharing a casual Thanksgiving Day outfit idea that could serve you well no matter how you’re celebrating.

In my recent post How to Work with Contrast in Intensity when Creating Outfits, I shared how you can create the harmonious looks by using low contrast in intensity. So while the outfit I’m sharing today may be a little on the “dark side,” I think this blend of black and cabernet is still very easy on the eyes.

You’re going to love the price point on these stretch cotton joggers from Wit & Wisdom. Not only does this brand consistently offer good quality at a reasonable price, but these contemporary pants are currently 35% off. Score!

I love the banded elasticized hem on these 97% cotton, 3% spandex joggers. Plus they feature side zippers at the ankles, adding a little edge and interest. These utility joggers are available in a full range of sizes (as I type this post)from 00 to 18. The joggers fit true to size; I’m wearing my usual size 8. I’m wearing them in Cabernet, a deep wine color, but they’re also available in Mr. Mushroom, which appears to be a mossy brown.

Also note the length. I’m 5’8″ and these pants hit right below my ankle bone. I’ve paired them with my lace-up Captain boots in Old English leather. And yes, I absolutely am wearing black crew socks with this duo. It’s cold here, y’all! And many of my readers frequently ask me how to wear socks with today’s pant silhouettes. So I decided to just go for it and wear these “real woman” style! I don’t think the socks are all that noticeable, and they’re just a necessity in some climates…including mine!

Really I think these pants are perfect to wear with my lace-up Captain boots. The boots are an investment, but lace-ups are trending right now. I bought mine last year and have really enjoyed them. The Old English color that I’m wearing is on back order, but there are eleven other colors to choose from. Do size up .5 from your normal sneaker size. Thursday Boots feature true high quality leather and craftmanship at reasonable prices.

By the way, I purchased these faux leather lace up boots from Target last year and really enjoyed them, too. So these are a great alternative at a much lower price point if you want to give this trend a try but not invest too much.

I topped this edgy pairing with a classic black v-neck cashmere sweater from Talbots. I think the juxtaposition between the modern pants and boots and the classic sweater give this look added interest without really trying too hard. I’m wearing a medium in the cashmere sweater. If you don’t want to add another cashmere sweater to your wardrobe right now, may I suggest a knit blend v-neck in black or a cableknit black sweater. Either would help you achieve the same look, and I think a black sweater is such an essential piece in a modern classic closet.

I pulled this look together with a gentle front tuck. But instead of wearing a black belt to match my sweater I opted for the brown side of this reversible leather belt to coordinate with my Old English Captain boots. I kept my jewelry simple with my Elisa multi strand necklace, classic hoop earrings and classic bangle (comparable).

Whether you’re actually heading out to eat or celebrate with family or you’re just getting out for a stroll to walk off the calories, adding a puffer vest with a faux fur collar will keep you warm and stylish. Mine is from last year, but Talbots has a similar one this year. I purchased the green one for an upcoming collaboration and I find it to run a bit large, but I haven’t yet tried the small for comparison.

Finally I carried my classic black satchel from Michael Kors. This particular bag is no longer available, but this one and this one are comparable, and they’re both on sale. I love Michael Kors for beautiful structured bags (another classic wardrobe staple). I just added the silk scarf to the bag to add a little color and light to my outfit. It’s from a previous season and no longer available, but this one or this one would work beautifully.

I’ll have more casual outfits to share with you before Thanksgiving, of course. So if this one’s not your cup of tea or it doesn’t really fit your plans, stay tuned. There’s more to come!

Shop the Post:

You can shop the look through the links in the copy above or through the shopping widget below. Sale prices are not always reflected in the widget, so click through to get pricing info. Remember, if you purchase anything through these links I potentially earn a commission, but at no cost to you. Thank you for shopping through Dressed for My Day. I am grateful!

Don’t Miss a Post:

If you like what you’re seeing here at Dressed for My Day, I invite you to subscribe to my email list. You can receive an email each time I post (about 6 times weekly) or just on Saturdays. You choose! But you’ll also receive the password to open up all the subscriber freebies I offer.

Blessed for My Day

I’ve had hang-ups and habits that I thought I’d never be able to break free from. What about you? Honestly, I’ve also had patterns of sin that I shamefully thought I’d never be able to break. But I’m here to tell you that I did indeed break free from hang-ups, habits and even sins that had a throttling grip on me. Praise the Lord! I never could have broken out of those prisons of bad behavior if it weren’t for the freeing power of the blood of Christ and the indwelling power of the Holy Spirit.

If you’re battling an addiction, a co-dependency or debilitating thought pattern, I’m here to tell you there is hope. And if a sin has captured you in a spiral of self-defeating compulsion, you need to know that you, too, can stop it. Oh, yes, you can. I know it may feel hopeless right now. I get it. I’ve been there. But lift your head, dear sister. Cling to Jesus. Seek Him. Follow Him. Press in hard. He will free you. And you really will be free.

Jesus answered them, “Truly, truly I say to you, everyone who commits sin is a slave of sin. Now the slave does not remain in the house forever; the son does remain forever. So if the Son sets you free, you really will be free.” ~ John 8:34-36