Clothes in My Closet I Can’t Wait to Wear This Fall

September 1, 2020

Fall in the Catskills I wit & whimsy

Happy September! Fall is nearly here and I am even more ready for it than usual this year. It’s most likely because this summer hasn’t been as carefree or travel-filled as past years but I also just  much prefer Fall to summer. Fall is my absolute favorite time of year for so many reasons but it is also my favorite season to get dressed. My recent move had me cleaning out and refining my wardrobe but it also had me discovering so many clothes I can’t wait to wear as soon as the temperatures start to feel a bit more crisp. I rounded up some of the pieces to share with you today – many of which I’ve owned for years and stand the test of time year over year.

Long time readers will recognize a lot of these pieces and already know that I truly believe in making investments in your wardrobe for classic pieces that you know will be in style for years to come. In a time where we are all shopping less, I think key investment pieces can be far more rewarding than buying a lot of things you may discard by the time next Fall arrives.

Fall Clothes I Can’t Wait to Wear:

Fall Neutrals I wit & whimsy

This & Other Stories sweater (size down – I’m wearing a Small – so glad they brought this back for the third year! It has sold out multiple times last two years!) It’s the coziest and perfect when paired with leggings.

Styling Classics I wit & whimsy

These beloved Levi’s jeans. Wearing a size 28. More about them here. And also this button down which remains one of the best classics in my wardrobe. I’ve tried a lot of button downs and this is the best ever. I’m wearing a size 40 and may invest in another color this Fall.

Ann Taylor Spring Try On I wit & whimsy

I love the Levi’s so much I also bought them with a non-distressed hem seen here. Wearing a size 28. Also just got them in black! (When you find a jean you love wearing you lean in!)

Inez Boot Review I wit & whimsy

These Inez Boots. They are so comfortable!

French Girl Style I wit & whimsy

These favorite jeans (size 27). You can find my whole love letter to these jeans here. I now own them in 3 different colorways.

Gucci Mini Bag I wit & whimsy

This little mini Gucci bag. It is one of my Fall & Winter favorites. It doesn’t fit much – just my phone, credit card and keys but it makes the perfect teeny companion to a lot of my outfits and ensures I let my doesn’t-show-up-often minimalism shine.

Evelane Fleece Sweatshirt

This Fleece Sweatshirt (size M) and these Lululemon Align joggers (size 6) were two of my best quarantine buys. So comfy that I practically lived in both during cooler months earlier this year. I know I’ll be reaching for them a lot come Fall.

48 Hours in Portland I wit & whimsy Guide

This Madewell Utility Jacket that’s the perfect casual jacket. It’s a weekend staple for me. Wearing a M.

Puff Sleeve Cashmere Sweater I wit & whimsy

This puff sleeve cashmere sweater – it was one of my most worn pieces through Fall & Winter! Wearing a M.

H&M Plaid Dress

I bought this H&M dress (size M) the moment I saw it as I knew it would look so good with a leather jacket and heeled booties come Fall & Winter.

Vince Scuba Jacket I Forever21 Inverted Pleat Dress I M. Gemi Boots I wit & whimsy

My Vince leather jacket. I bought it back in 2014 and it is still one of my most worn items that I own. It is the most buttery, soft leather and I love the fit so much. Faux, affordable similar styles here and here.

Stuart Weitzman Lowland Boots I wit & whimsy

These Stuart Weitzman boots (still one of my best investments) and my favorite cashmere sweater (size M) I’ve had and worn on repeat for the past six years.  This Everlane cashmere crew is a good affordable alternative to the Equipment sweater but I don’t say this lightly – the Equipment one is worth the splurge. It’s a classic style and the quality is so good. For me to still be wearing something so regularly for six years running may be a record!

Amour Vert Joggers

Another good cashmere option – also an investment – is this White + Warren Essential Cashmere Sweater that comes in several classic colors like the camel I’m wearing. I love this sweater. It’s great alone but also ideal as a layering piece. The quality meets my standards. More cashmere picks of mine here. I’m wearing it with the Amour Vert Joggers which have been MVPs of mine in 2020. They are ribbed making them stylish yet soft enough for lounging. I’m wearing a M but also probably could have done a S. They now come in gray + navy, too. These were one of my most sold items in the first quarter of 2020!

Plaid Blazer + Distressed Denim I wit & whimsy

My Golden Goose sneakers are a year-round wear for me (and even more this year!) but they are definitely Fall favorites when paired with jeans and a good blazer. I also love wearing them with my joggers.

Vuroi Joggers I wit & whimsy

If I had a $1 for every time my girlfriends and I have discussed how amazing the Vuori joggers were this year, I’d be rich. We are obsessed. They are so soft, so comfy and manage to be stylish enough for both outdoor and indoor wear. I sized down to a Size Small.

Business Casual Outfit I wit & whimsy

The J.Crew Regent Blazer is just so.damn. good. My blazers will be getting less wear this year but I still plan to work them into outfits at every chance I can. They are actually perfect for Zoom calls this Fall I think! I wear a size 6.

All White Fall Outfit I wit & whimsy

I wear my white jeans well past Labor Day because I love an all white Fall & Winter look. These Velvet Twiggy jeans are a favorite pair of white denim – so much so that I just bought the style in a blue jean, too! Wearing size 28.

Meghan Donovan of wit & whimsy discusses affordable wardrobe essentials

This Everlane blazer that I now own in every color way (see below!) I size down to a size 2.

Fall Basics Pieces I wit & whimsy

Everlane Boots and Blazers I wit & whimsy

Everlane Boots and Blazers I wit & whimsy

I also can’t wait to wear these Everlane Boss Boots. They are so comfortable (put to the test with 25,000 steps in Paris last November!) They run TTS. You’ll get loads of wear out of these.

Styling a Belt Bag I wit & whimsy

The J.Crew sweater blazer (size down – wearing a Small). Want inspiration on ways to wear the sweater blazer? Look no further!

Styling a Silk Midi Skirt I wit & whimsy

This J.Crew slip skirt that is so versatile.

Sezane Striped Tee

This classic Sezane striped tee. Wearing a M. Also comes in Navy!

Fall to Winter Travel Outfit I wit & whimsy

These velvet Spanx leggings. They are such a luxe way to level up leggings and look great with oversized sweaters. Wearing size Small.

Teddy Coat and Kick Flares on Meghan Donovan of wit & whimsy 3

These booties that are the most comfortable, most worn in my closet (similar more affordable style here). See also: all my favorite shoes.

Cashmere Tee + Jeans I wit & whimsy

This Everlane Cashmere Tee. It’s a layering favorite. Wearing a M. (It now comes in loads of colors, too!)

Fall Neutrals I wit & whimsy

These perfect + comfy cognac boots by Margaux.

This perfect “jardigan” that has one of the best fits of anything I own. An investment piece that wears well both closed or open. Wearing a M.

Cable Knit Sweater on Meghan Donovan of wit & whimsy lifestyle blog

This classic Barbour jacket that’s a Fall Favorite. (Love the Navy, too!) Wearing a US 8.

Barbour Beadnell Jacket I wit & whimsy

And this Barbour, too.  Wearing a US 8.

Gucci Loafers I wit & whimsy

These Gucci loafer mules. I sized up a half size. A similar affordable style.

Everlane Hooded Windbreaker I wit & whimsy

This affordable and lightweight jacket and the teddy sweatshirt that I wore so, so much this Winter. (M in both).

Sezane Gaspard Sweater I wit & whimsy

My beloved Sezane Gaspard sweater. I wear it both frontwards and backwards. Wearing size Small.

Cozy Yet Stylish Travel Outfit I wit & whimsy

This Naadam Cashmere Hoodie (L) + Lou & Grey Joggers (Size S).

Barbour Icons Collection I 125th Anniversary I wit & whimsy

These Marc Fisher boots.

Linen Blazer I wit & whimsy

My favorite ever sneakers. These are my most worn shoes year round!

My beloved Agolde Toni jeans. Wearing size 27. The best ankle crop jeans to pair with booties.

Easy Outfit with Blazer I wit & whimsy

This oversized blazer that doubles as a jacket on crisp Fall days. Wearing a 4.

Everlane White Jeans

This puff sleeve sweatshirt I loved so much in ivory that I also bought it in Black (size M).

Parisian Inspired Outfit I wit & whimsy

This puff sleeve sweater that was a favorite buy of mine (size M)  + they just restocked it! Also my beloved Sarah Flint Natalie flats! You can get $50 off your first pair of Sarah Flint shoes with code MEGHAN50.

p.s. all my favorite jeans and all my favorite shoes.

[Top image via]

20 comments on “Clothes in My Closet I Can’t Wait to Wear This Fall”

  1. This roundup has me SO READY for fall now! Wow lol. Love a lot of your picks too! Such great staples for everyone’s closet.
    Xo, Kacie |

  2. I’m so here for your fall content. Would love current scarf ideas if you have any! The ones I find are always too bulky OR too light/flimsy.

  3. I’ve been impatiently waiting for fall weather and your round-up has me even more excited now. I’m happy to see the & Other Stories sweater is back since I could never catch it in stock last year. I’ve also been eyeing those Sarah Flint boots so can’t wait to see how you style them!

  4. This made me soooo excited for fall! I’m going on year five with that dreamy Vince leather jacket because of you. The best investment piece I’ve ever bought!

  5. Your style is so perfectly timeless and chic! I’m pretty sure I just pinned practically every outfit photo to my fashion inspo board!

  6. Thank you for your post!! I’m looking for more really warm clothes for the Minnesota winter months… which of the casual sweatshirts would you Recommend? Thanks!!!

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