WIW: hopeful update for an old favorite denim pencil

After seeing Angie's denim skirt post, I tried to update mine with plaid, cognac-like accessories and pointy toed loafers. I didn't have a bomber that worked so used a twill moto jacket. Does this work? Would booties with a bit of a heel be better than the flats? Yes, I need to shop for a shorter belt!
The pieces are all several years old except for the plaid shirt (Target). Does it look ok for a casual day? Your thoughts and suggestions are appreciated!

This post is also published in the youlookfab forum. You can read and reply to it in either place. All replies will appear in both places.


  • replied 4 years ago

    Goodness, you look very up to date and modern in this Joy! I love the midi length of your skirt. The brown belt and pointy shoes look great and the twill moto jacket is really terrific, a more than adequate substitute. Wow. *plonk*

  • Suz replied 4 years ago

    Joy, you look amazing in this!! So current and fun! 

  • TraceyLiz65 replied 4 years ago

    Yes, a definite modern take on denim skirt!  Great job Joy!

  • Runcarla replied 4 years ago

    Love the jeans with plaid combination, and the cognac accents. The loafers are better than ok...I think booties would the the 'expected thing' so the loafers are a little more fun. The jacket is a bit dark (but by no means bad!) I'd like to see a little more contrast between the skirt and jacket. Your white leather bomber?

  • Angie replied 4 years ago

    You are super cute as always. xo

  • replied 4 years ago

    Really nice, modern and polished. And I don't mind that belt the way it is, either!

  • Alana in Canada replied 4 years ago

    This makes me wish I could do all I need to do to copy you immediately! 
    (Return black pencil skirt at one store, pick up denim pencil skirt at another, buy loafers, buy moto jacket. I have a plaid shirt.)

  • replied 4 years ago

    This totally works! You look great!

  • Janet replied 4 years ago

    I like it! Target does great plaid shirts, don't they?

  • celia replied 4 years ago

    Love this. I think you updated your denim skirt very very successfully.

  • Joy replied 4 years ago

    Thank you all for your encouraging comments.
    Alana, a black pencil skirt could work just fine with a plaid shirt.
    Janet, Target has several plaid and checked shirts and tops right now, but I've seen some on sale on the Nordstrom site for great prices. I liked the colors of this one and that it is silky (polyester) for a dressier look than flannel. It runs big and is very long ( assymetrical hem)

  • Firecracker replied 4 years ago

    Joy, this is a great look! I like it just as it is--no booties required. Your cognac loafers, bag and belt are terrific with the blues, and I love the moto jacket with the outfit. Since you're looking for a shorter belt, I wonder if the shirt is too long to wear out, with the jacket over it to provide structure? I could see a high-low hem beneath the jacket working nicely.

  • Joy replied 4 years ago

    The shirt tails are very long on this shirt. They seem ok when worn out with skinny jeans, but the back shirt tail reaching to below my knees and front hanging to the knee felt too long with the skirt. Maybe I need to experiment some more.

  • unfrumped replied 4 years ago

    I think the loafers you chose work great.

  • Jules replied 4 years ago

    You blow my mind with your fabness, Joy. I'd put you way younger than your age due to your current-seeming pieces and way of putting them together... And I love that you do it all on a reasonable budget!

  • Joana replied 4 years ago

    Very nice outfit, I am not very fond of denim skirts, but you look awesome.
    Maybe the belt could be altered by adding one more hole in it?

  • Tanya replied 4 years ago

    I think this works very well.  Great idea to update the skirt with a plaid shirt.

  • CocoLion replied 4 years ago

    I love it.  The bag, shoes and belt in cognac look so polished while not overdone.

  • Joy replied 4 years ago

    Joana, that is a good idea to have more holes added to this belt. The belt length needed is an odd one because they are high hip rather than at the waist. If at my natural waist, the skirt would be too short. If at hip level as I use for jeans, the belt is too long as you see here.
    Thank you everyone who commented. I'm glad that these old pieces are working in a new way.

  • N-Marie replied 4 years ago

    I think this looks great-both versions. It looks very pulled together with the topper. I don't think you need to wear a heel with that outfit unless you prefer it.

  • shevia replied 4 years ago


  • Firecracker replied 4 years ago

    Oh, no, Joy, that sounds indeed too long for the skirt. Fine with skinny jeans, as you say, though!

  • Neel replied 4 years ago

    This is just perfect Joy! The jacket and plaid shirt are brilliant with the skirt. I wouldn't change a thing ^_^

  • Day Vies replied 4 years ago

    Love it both ways but I think you may have hit on the right note by suggesting booties. I feel like they would work better with #1 to balance the moto jacket. Everything works well together with #2. So I prefer #2 over #1 but I think #1 works and would come together very well with a bootie in a tough style to mimic the jacket's style.

  • thimblelina replied 4 years ago

    That look could have been snatched off the rack this week, so good work! I like the flats but booties would be cute too.

  • Lynne replied 4 years ago

    I love everything about this look, Joy!  Your fabulous sunglasses, the interesting belt, and the blue with leather accents are fab to the power of fab.  So glad you had this skirt lurking in your closet; yay for staples with wardrobe longevity!

  • merwoman replied 4 years ago

    Love the colour palette - mostly blues with cognac hits and a dash of platinum blonde in your beautiful hair bringing out the white check in the shirt. Great tailoring on the jacket - you look fantastic and oh so current!

  • Joy replied 4 years ago

    Thank you so much for all your insights and encouragement. I will wear some version of this outfit again as I am really enjoying this plaid shirt. I would not have thought of using cognac accessories if not for Angie's post.

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