Would You Wear It- Plaid

Happy Saturday ladies. It’s time for would you wear it. Each Saturday my friend Pam and I share a mannequin we’ve photographed and ask if you would wear what it’s modeling. I share my styling ideas with you all week so this is your turn!

Grab a cup for your favorite coffee or tea and let’s have some fun with fashion. It’s easy to get in a styling rut so I love to have you share how you might wear this look. Let’s inspire each other to think outside the box.

This is from Nordstrom

What are your thoughts? Would you wear part or all of this look and how could you style the pieces to reflect your style?

Popular On AWSL this week:


Weekend sale highlights:

J.JILL –  an extra 40% off sale

ANN TAYLOR – 50% off select merchandise

J. CREW– the big fall sale with 40% off your purchase with the code GOBIG

LOFT– 50% off your purchase and an extra 10% for loyalty members with the code LOVEU

TALBOTS – all markdowns are an extra 50% off 2 or more thru Sunday

CHICO’S – new markdowns up to 60% off and jewelry up to 40% off full-priced jewelry

MACY’S – lowest prices of the season at 40-60% off

Now let’s go see what Pam’s mannequin is modeling at Over 50 Feeling 40

Thanks for reading and remember to wear what makes you feel confident.

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  1. The plaid shirt is one of those pieces that looks better on someone else rather than me. It emphasizes the top of the body. Love the higher rise jeans. The necklace is a funny touch on this outfit and I am a firm believer in that.

  2. I roll up the sleeves of my plaid shirt, leave the last 2 buttons undone so I can tie the shirt ends at my waist, and wear a long cardigan. I love this look! I feel sloppy if I wear the shirt tails outside my pants. Eddy Bauer has some beautiful plaids.

  3. I would keep those jeans and belt and team with a crisp cotton plaid shirt, rather than the flannel. I happen to have a great Foxcroft one in my closet in tones of black, tan and white. In fact, I will put this very look together today from my own closet! I will add a white tee, an autumn toned necklace and tan booties! It is a little chilly, so if I go out I will put on my 3/4 length dark brown suede moto jacket that I bought at least 10 years ago on a trip to Argentina. Thank you for the inspiration on what to wear today. My daughter is coming down for the weekend and now I am set for a wine tasting trip to a local winery!

  4. I would wear this outfit exactly as shown, knowing I could substitute a pink, black, teal or white tshirt depending on my mood and the shoes I chose, which could be Birks, Blundstones or sneakers. It’s the epitome of “ west coast (very) casual “ 😎

  5. Yes I would wear it all. A nice casual look and good layers too.
    I have a product I’d like you to try. It’s called City Lips and it’s working well for me.

  6. This is a really fun look, but I would have to actually go out and purchase a pair of jeans, a T shirt, AND the flannel to wear it. Having a disproportionately huge bust means never wearing pockets on the chest, and also never wearing such a high-necked T. I would dearly LOVE to feel attractive in an outfit like this, but I could never.

    1. Janet, I have a large bust also. I would wear this with a v- neck tee. Crew necks are not flattering on me. Also I would choose a more subtle plaid so the dark vertical isn’t across the chest.

  7. Plaid anything revs my engine and changes mindset…energizing and comforting at the same time. Fringed suede booties in caramel or taupe.

  8. Before I opened your email I was browsing an email from Eddie Bauer. They had a great deal on flannel shirts. (BOGO) I seriously considered purchasing 2 since this is the look my daughter and granddaughter have been wearing. I came to the realization that for me it’s a no go! With my body type (broad shoulders and small bust) any type of button down is not very flattering. This look is adorable on others, just not me!

  9. I’ve never owned a flannel shirt, only flannel pjs. Plaid only in a scarf, I’m not attracted to prints in general. I can see it’s usefulness in the garden. I prefer sweaters.

  10. This is really cute! I would definitely wear this outfit just like it’s shown here. The brown leather belt really pops that little touch of pink in the plaid. I would add brown boots.

  11. I have a pretty lavender plaid, light weight flannel shirt like that one. If I were to style it, I would keep it the same and wear brown booties. It is still warm here, so maybe sockless white tennies or Tom’s.

  12. Definitely I would wear this look. I often do, now. It’s certainly a very casual look and one many of us wear in New England. I would not wear it during my winter months in Florida.
    I also like the pretty sweater and jeans. It’s a bit elevated with the jewelry. Nice! The sweater dress would do me no favors, with my short, stocky shape. I feel it’s a bit long, and at 5’1” tall, I would not come short enough for me.

  13. This is my go-to outfit almost daily since I live on a working ranch and love plaid in any form. Add a pair of barn boots and I’m good to go!

  14. Ah, yeah…You’ve heard of the Canadian Tuxedo? This is the Vermont Uniform, Ah-yuh. (Often corduroys, lined jeans, or thermal layers underneath in the dead of winter.) : )) Carol in VT

  15. Just received the Target teal dress! Love it. I’m just a bit above 5’ and had visions of it being too long, but it wasn’t. Awesome! Thank you for the great find!

  16. I like the plaid, shirt, am going to look for one today. Perhaps softer, more feminine colors. And I do need a new belt!
    Can I just say thank you for not allowing those annoying pop up ads? I find them so distracting on other sites and always getting in the way of the very thing I want to read..

  17. I love this casual outfit. Wore something close to it just a few days ago. The plaid shirt adds interest and color and the belt dresses it up a bit. I’d wear this with white sneakers or booties or loafers and add simple earrings that pick up one of the colors in the plaid.

  18. I have worn plaid flannel shirts and jeans my whole life and I like these, but couldn’t find a link. Would you be able to add one? Thank you from a mother of 4, grandmother of 6.

  19. Yes, yes, and yes. I always wear plaid flannel shirts around the house. I love that Target dress. Thanks. Have a wonderful day.

  20. I like the colors in the plaid, but the scale is too large for me. Overall, minus the pretty chain, this looks like one of my gardening outfits.

  21. For myself don’t wear plaid flannel shirts as street wear but do find them a nice alternative to a sweater if one wishes to lightly layer with some pattern that gives a casual sporty outdoor’s vibe. As to this shirt itself; for around the house I would style/wear it as is whereas outdoors would exchange the T to a long sleeved fine weave turtle neck and rush the shirt sleeves up. *Note – still unbuttoned and no tuck-in. I also would pair it with a dark washed blue or black slim legged jean (or perhaps that of a very fine pin wale cord) and in cooler weather would top it off with a leather/suede/down jacket or vest. Footwear in order of choice would be; a boot of some type, loafer or sneaker in either the color of the belt or bottoms. Jewelry would be only my watch and simple stud or hoop earrings. -Brenda-
    Footnote: I do have what I’ll describe as a ‘forest green’ cropped leather jacket that I’d probably wear with it.

  22. I like the plaid shirt because it has soft feminine colors.

    The dress from Target is nice. I have something else from that “New Day” line that it’s a part of, and I find it to be a good value. It seems to focus on basic with a little twist.

  23. Yes, yes, yes! My teenage granddaughters wear similar outfits, and I do too. I would skip the belt, wear a short v-neck shell underneath, and call it a day. Casual, cute, and comfortable.

  24. Love the plaid and jeans…everyday look for me in Ohio during the cold months. I’d wear it to spend time with my pony, walk the dog, or make a quick grocery run. Especially like the straight hem on the flannel shirt and the length…not too long. Proportions would work for me. Add a pair of boots and a down jacket…good to go!

  25. I don’t wear plaid shirts like that. The plaid is too big and overwhelming. I like the cream shirt on the left and would gladly wear that with a flowly plaid scarf and jeans. Happy Saturday!

  26. That’s an everyday look here in New England! But it was 83 degrees here in CT, so we’re still looking forward to breaking out the flannels.

    1. In parts of MN and among several diverse groups, plaid flannel, or lighter weight, shirts and jeans are a ‘go to` for around home, up-north, going to class and casual and not generally so casual (some were even spotted on main floor at Orchestra Hall last night). Depending on weight of flannel it’s great between seasons and extra warmth when those Alberta Clippers descend on the state.

  27. I love the jeans with belt and tee , but tried a plaid shirt look last fall, and its just not me at all.
    I’d substitute a long open cardi or a shorter buttoned cardi rather than a plaid shirt to help me feel my best.