Plus Size Coastal Grandmother Fall Outfit

What does your trend-making grandma wear when the weather turns colder?  A plus size coastal grandmother fall outfit, of course.

Not sure about this “coastal grandmother” trend?  Check out my first two plus size coastal grandmother posts here and here.

Plus Size Coastal Grandmother Fall Outfit

Plus Size Coastal Grandmother Fall Outfit with a plus size ivory turtleneck sweater, cashmere wrap, dark wash bootcut jeans, and a floppy hat by Alexa Webb

Outfit Details

Start with some basics, like an ivory turtleneck sweater.  

Pair it with your favorite dark denim.  I opted for these slim bootcut jeans.

Top with a cashmere wrap as needed.

You might remember this cashmere wrap from this post or this post.


For shoes, I chose some classics: the Tory Burch Miller flats.

And the bag, another classic, the Louis Vuitton Neverfull.

A floppy wool hat works well with the coastal grandmother vibes.

For sunnies, classic Wayfarers.  See a theme?  Keep it classic!

For jewelry, the watch at the top of my wish list: the Michele Deco with diamond-embellished face.

And some sparkly Kate Spade stud earrings.


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.


Now make sure you smell as expensive as you look!

I tried this perfume brand, Dossier.

I ordered a bunch of their scents.  And so far, I love them! 

For this look, I chose their “Floral Ylang Ylang,” which is inspired by one of my favorite scents: Chanel’s Gabrielle.

Oh la la!  An amazing luxury scent at a fraction of the price!

Plus Size Coastal Grandmother Fall Outfit

Plus Size Coastal Grandmother Fall Outfit with a plus size ivory turtleneck sweater, cashmere wrap, dark wash bootcut jeans, and a floppy hat by Alexa Webb

Shop the Look

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13 thoughts on “Plus Size Coastal Grandmother Fall Outfit

  1. I love your feed but I don’t want to look at trends that make me feel older.
    Please stick with 30sh plus size professional and casual wear.
    You’re the only plus size style blogger I follow. I don’t want to look like a “grandma”.

  2. Alexa, thank you so much for the variety of looks that you post. I appreciate that you are serving a diverse community of plus size women. Not everyone has the same clothing needs! You have a great eye for color so I can always get something from your posts even if the type of outfit isn’t appropriate for my stage of life. BTW, I love the Costal Grandma vibe.

  3. So even though I am a grandma…no body better call me that…lol…but I do like the look…not loving the name. They need to come up with a new name for that trend…it like yacht rock…can we just call it smooth rock…maybe I am just overthinking this.

  4. Alexa, I love your blog and all the amazing outfits you post. Your sense of style and color combos make me want to buy allllll the outfits you put together! Your ability to find such beautiful and stylish pieces that we can all wear and be on trend is exceptional and I, for one, am excited to see every single post!
    Thanks for keeping plus size fashion up to date !!!

  5. Love this outfit! It does not look old to me at all – just following the trend by using the name people recognize. It is a sophisticated look that is perfect for fall weather. Love that hat. Do you know how it will work for those of us with a large head problem. LOL

    1. Haha. Thanks, Lindsay! The hat will fit up for a 24″ circumfrence. If you have trouble fitting hats, I would measure your head before ordering. If you need a larger one, please let me know if you’d like some suggestions. 🙂

  6. I LOVE this look. It’s “coastal” in an NYC and LAX kinda vibe, like if your grandma was Diane Keaton or Jane Fonda. I’d love a whole wardrobe of this!

  7. This outfit is great! It is a trend for a wide range of ages and I love it.

    Thank you for all the outfits but I truly love these.

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