Plus Size Sweater Blazer Outfit

A plus size sweater blazer outfit for fall with kick flare jeans, a striped tee, and mules.  Such a classic look!

But before we get into the clothes, I have a fun announcement!

Last Call for the Giveaway

In honor of my 5th blogiversary, I’m hosting a giveaway!

Alexa Webb 5th Blogiversary Giveaway - Alexa Webb

Two lucky winners will get: 

  • A one-hour styling session with me via Google Meet.
    • You’ll fill out a form ahead of time with some basic information and questions you’d like to ask.
    • Then we’ll schedule a time we can meet online.
    • You’ll have one hour of personal style coaching during which we can go through your wardrobe, solve specific outfit styling issues, discuss specific garments that will work well for your body type and personal style, and/or shop online together.
    • The session must be scheduled and completed by 10/30/20.
  • A $250 gift certificate to Nordstrom to do some online shopping with me!

Enter to Win

  • Step 1: Subscribe to receive my posts by email.
  • Step 2: Then comment on my last blog post.  Be sure to use the same email address as the one you subscribed with.
  • That’s it!

Bonus entry: Fill out my Fifth Year Questionnaire.  Again, be sure to use the same email address as the one you subscribed with.

You must enter to win by September 7th at 11:59 pm EST.

Ok, now back to the clothes!

Wear the Stripes

This outfit includes a navy striped tee.  As I mentioned in my last post with stripes, I am an unapologetic stripe-aholic.

But, I often get questions and concerns from readers about stripes making you look bigger or a “rule” about no stripes.

In my opinion, life is just too short to worry about wearing stripes and as Melissa at Suger Coat It demonstrates in her blog post “Are horizontal stripes REALLY making you look fat?,” they’re really not.

She does such a fantastic job of breaking down this outdated “rule.”

Madewell Jeans

Plus Size Madewell Jeans in Cali Demi-Boot - Alexa Webb

These Madewell jeans, called “Cali Demi-Boot,” look like a kick flare jean but with a little less flare.  They’re cropped at 26.5″ putting them well above the ankle.

And they’re available in petite and tall.  Woot!

They’re made of “super stretch” denim, which I have heard is ultra-comfortable and super flattering.

And they’re also known for retaining their shape.  Meaning, they aren’t going to stretch out throughout the day as you wear them.

The sizing is similar to that of J.Crew.  See the size chart below to find your correct “vanity” waist size:

Madewell Jeans Size Chart

Madewell Jeans Size Chart - Alexa Webb


I thought I’d also mention the featured lipstick is my favorite.

As I’ve said, the Yves Saint Laurent Rouge Volupté Shine Oil-in-Stick Lipsticks (or here) are my favorite lipsticks. 

I readily admit they are bougie AF and totally break the budget.  But they are amazing!

They’re 65% oil and feel amazing on the lips!  Not to mention they smell fantastic. 

Plus, the packaging is so gorgeous that I actually bought a lipstick holder, like this one, to display them.

And I just can’t say enough great things about them!

The closest lippies I have found at more reasonable prices are L’Oreal’s Colour Riche Shine Lipstick and Sephora’s Rouge Lacquer Lipsticks

While both are similar, they aren’t even close to the decadence of the YSL ones.

Plus Size Sweater Blazer Outfit

Plus Size Sweater Blazer Outfit with Stripe T-Shirt, Crop Bootcut Jeans, Bucket Bag and Mules - Alexa Webb

Shop the Look

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Disclosure: This post may contain affiliate links, which means if you click on or purchase through certain links, I may receive a small commission.

24 thoughts on “Plus Size Sweater Blazer Outfit

  1. Love the striped top and your comments about the outdated (or perhaps irrelevant!) “stripes make you look wider” assumption. Your sense of style continually inspires me! Thank for what you do for the plus-size community.

  2. love this! Please keep posting your wardrobe capsules! Its amazing seeing the different price points all on one post

  3. I have a pair of the Cali demi-boot and they are very comfortable. They do stretch so if you are between sizes, size down. Super cute syling.

  4. Fellow stripe lover here! I have a shorter but similar blazer and never thought to put it together with stripes! Love, love, love this idea. Thanks for all of your hard work and amazing blog. Congrats on 5 years! Cheers

  5. I love your posts. You always give me great ideas and many a time I accomplish similar outfits to the ones you post.

  6. Hi Alexa!
    I’m not a fan of ankle pants (or crops), they’re just not flattering on me. I prefer full length pants, which are surprisingly harder to find. I love the rest of the outfit, the bucket bag and the mules especially! Classy way to dress up a casual striped tee and jeans, definitely copying this fall!

  7. I enjoy your post! I’m not sure what else to say I normally don’t comment on anything lol. Thanks for all your hard work on the blog!

  8. I love that striped shirt! I have it is several colors/variations. I’ve never met a stripe I didn’t like! LOL!

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