A Classic Preppy Look of Check Blazer, Roll Neck and Jeans #iwillwearwhatilike

A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style

I’m wearing the same straight-leg jeans two weeks in a row, but when they’re this good why not?

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In yet another example of why I think skinny jeans aren’t as good/modern/on trend as straight leg jeans are right now, here’s another way to wear the same dark wash straight leg jeans* I wore last week. This weekend I did a classy preppy look – with maybe a little twist here and there – and I’m convinced skinnies just wouldn’t have cut the mustard with this outfit.

 

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A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style

SHOP THE LOOK:

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I went away for a weekend with my detox retreat girlfriends in the Cotswolds (we wanted to spend some time together where naughty food and booze was allowed for a change!), and I wore the pink corduroy jumpsuit to drive there and this outfit to drive back. It wasn’t particularly cold so thick jumpers or socks weren’t necessary; I decided on a comfy-jeans-and-blazer combination.

Apart from the new-ish jeans these are all items which were, again, already in my wardrobe.

I’m still loving my Prince of Wales check blazer from AW17 (similar), and I honestly think a white roll neck is the hardest working layering piece I have during the autumn/winter months. Put them together and you’ve got a touch of the preppy AND a touch of the 70s.

Dark wash jeans are a classic, still with a deep rolled-up hem (as I mentioned in last week’s post I bought the long length jean specifically for that reason).

A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style

With a little bit of ankle poking out – SO much more flattering than jeans skimming your shoes – I wore my beige flatforms for a bit of extra height and leg-lengthening as well as for driving. (See the selection below for other choices.)

Finally, accessories: I’ll admit I’ve been more than a little inspired by Blair Eadie in the headband and pearl hoop earrings area (she’s the queen of this look IMO). You can see me wearing variations of that theme throughout this year here, here and here.

Do you dip into the preppy look now and then – blazers, dark wash jeans, loafers, etc.? Or has Blair’s headband/earrings combination got you like it has me?! Comment below…

Catherine signature

P.S. Do add your outfits to this week’s link up – and if you’ve added a link to here or my button to your post you may be featured in my bi-monthly Women Who Wear What They Like post!

RELATED  Finding Your Most Flattering Dress Silhouette #iwillwearwhatilike

A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style
A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style

Blazer: Zara (similar)
Roll neck: Asos (similar white, similar winter white)
Jeans: JD Williams (gifted)
Shoes: Marks & Spencer (similar)
Bag: Next (gifted 2018, similar)
Headband: Asos (similar)
Earrings: eBay

 

OTHER FLATFORM SHOES YOU MIGHT LIKE:

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4 ways to wear a Prince of Wales check blazer…

Here are some of the other ways I’ve worn my Prince of Wales (AKA Glen Plaid) check blazer so you can see the different ways it can be styled:

4 Ways to Wear a Prince of Wales Check Blazer in Autumn/Winter | Not Dressed As Lamb, Over 40 Fashion and Style

Top left / Top right / Bottom left / Bottom right – this post.

Pin for later!

4 Ways to Wear a Prince of Wales Check Blazer in Autumn/Winter | Not Dressed As Lamb, Over 40 Fashion and Style

 

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A Classic Preppy Look of Check Blazer, Roll Neck and Jeans | Not Dressed As Lamb, Over 40 Fashion and Style

30 Comments

  1. November 7, 2019 / 2:57 pm

    I like the outfit, it’s casual and modern. I love the hair band: a very nice fun touch! And I like the bag too!

    • Catherine
      Author
      November 7, 2019 / 6:43 pm

      Thanks so much Sonia! 😀

  2. Kareema Hamdy
    November 6, 2019 / 8:29 pm

    Love this outfit….the hair band looks fabulous too xx

    • Catherine
      Author
      November 7, 2019 / 6:43 pm

      Thank you Kareema- there’s more where that one came from!! 😉

  3. November 6, 2019 / 8:20 pm

    I love this classic look on you especially with that cute hair band! I’ve recently bought some dark wash jeans and think this idea of rolling them up is a great leg lengthening trick – but there again, you’re a bit of an expert with these fashion tricks.
    Have to mention that superb pink cord jumpsuit before I go. Gawd, I bet you caused a rush on sales by showing that on your IG account! It’s glorious and you look totally fabulous in it. Am green with envy 🙁

    • Catherine
      Author
      November 7, 2019 / 6:44 pm

      Hehe thanks Anna – I’m so relieved I got a jumpsuit! I would have been upset had I missed the boat on that one 🙁

  4. November 6, 2019 / 4:02 pm

    This look–jeans and plaid blazer– is such a classic. I like how you updated it with the cool headband and the rolled jeans. Very cute!!

    xx Darlene

    • Catherine
      Author
      November 6, 2019 / 6:33 pm

      Thanks Darlene – I just can’t stay away from headbands right now!! 😉

  5. November 6, 2019 / 10:41 am

    Such a great look, Catherine! Something I would totally wear. I need to find my flatform oxfords…they are buried in my closet somewhere. That crossbody bag is gorgeous. I love the color. I hope you had the best time on your girlfriend retreat!

    Shelbee

    • Catherine
      Author
      November 6, 2019 / 11:08 am

      Thanks Shelbee – sometimes classic looks are the best!

  6. November 6, 2019 / 6:13 am

    How fun!! We’ve both got a blazer and jeans look going on…and yet they couldn’t be any more different!! That’s the amazing power of personal style, isn’t it?! Your checked jacket, straight leg jeans and headband are preppy perfection, Catherine; and those hoop earrings are the most modern take on the pearl trend I’ve seen yet!! XO Monika

    • Catherine
      Author
      November 6, 2019 / 11:09 am

      Thanks Monika – yes I can imagine you taking a blazer and jeans and making it look COMPLETELY different…!

  7. November 6, 2019 / 5:00 am

    I’d totally wear this entire look—that blazer is so versatile!
    Cheryl Shops

    • Catherine
      Author
      November 6, 2019 / 11:09 am

      Thank you Cheryl – I’m so glad I got a POW check blazer in the end (I took ages to find just the right one)! x

  8. November 6, 2019 / 4:53 am

    I’m a huge fan of matching plaid blazer + jeans, always, but the yellow mustard headband was what made me go WOW. Absolutely love how it makes a bold beautiful statement in a classic outfit combo.

    xo, Liyana | The Good Weekender

    • Catherine
      Author
      November 6, 2019 / 11:09 am

      Oh wow thanks Liyana – I can’t stay away from headbands at the minute 😀

  9. November 5, 2019 / 6:05 pm

    I really prefer cropped jeans like these, super flattering as you said, but it’s the cold ankles I can’t bear in winter. Although I quite like my socks collection so showing them off is an option. What I’m debating with myself at the moment is whether I should buy a pair of smart trainers (I don’t own any) or go for more of a brogue like you’re wearing here? I used to wear my ballets on repeat but I feel like I want a chunkier look now. Maybe put the ballets away for a year so I can miss them?

    • Catherine
      Author
      November 6, 2019 / 11:11 am

      It’s really not that cold here at the moment MT, but then I have that weird thing of keeping toasty warm feet even when the temperature really drops.

      I’d say definitely go for the smarter lace ups – mine are SOOOO comfy, just as comfy as trainers! x

  10. November 5, 2019 / 4:25 pm

    Oh yes, thank you for the reminder! To wear headbands! Forgot today and my hair was awful. It will be awful tomorrow too but with a headband it will look good!!

    • Catherine
      Author
      November 6, 2019 / 11:12 am

      Hehe I never need a reminder Nancy as I have so many on y dressing table right now! 😉

  11. November 5, 2019 / 4:12 pm

    All these looks with the blazer are great. My trousers always skim my shoes! Otherwise, it would look like I didn’t have any legs! xx

    • Catherine
      Author
      November 6, 2019 / 11:14 am

      Ahh but I think the bare ankles actually make petites (like yourself) look longer, Laurie… it’s all about proportions and showing off that elegant bit of your leg! x

  12. November 5, 2019 / 3:58 pm

    Straight leg (and boot leg!) definitely the bomb. Skinny legs look pretty dated now . In my humble opinion……

    • Catherine
      Author
      November 6, 2019 / 11:16 am

      I have to agree with you, Gail! It had to happen eventually…!

  13. November 5, 2019 / 3:38 pm

    OMG, I thought your turban was some weird color situation with your hair! Thank goodness for the close-up!

    I want to thank you for all the helpful information that you provide here, along with the linkup parties. I recently referenced your “What to do if you’re gifted something” post, to double check the “nofollow” rules. You are a fantastic resource!

    • Catherine
      Author
      November 6, 2019 / 11:17 am

      Oh Anne that’s so kind of you – thank you!! So glad you find them helpful! x

  14. November 5, 2019 / 3:31 pm

    I love to dip into this smart/casual look. It’s probably my favourite way of dressing and fits with my lifestyle. Also, I’m with you regarding the straight jeans – so flattering. The hairband is the finishing touch. I’ve had a quick peep on Blair Eadie’s blog and think they look great. thanks for the inspo!
    Alison xx

    • Catherine
      Author
      November 6, 2019 / 11:18 am

      Thank you, Alison! I think blazer and jeans variations are my go-to for most occasions…!

  15. November 5, 2019 / 3:17 pm

    You look amazing in this denim and blazer outfit! Fabulous shoes as well and I love how you added the pearl hoops to this look!
    Ellibelle’s Corner

    • Catherine
      Author
      November 6, 2019 / 11:18 am

      Aww thanks so much Ellibelle, I’ve been craving the pearl hoops for a while…!

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