• Life
  • College
  • Style
  • About
  • Nav Social Icons

  • Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer
  • Home
  • Life
  • College
  • Style
  • Book
  • Mobile Menu Widgets

    Connect

    Search

The SK Way

The SK Way

Where Simplicity Meets Sophistication

  • Home
  • Life
  • Style
  • About
  • Contact

Early Fall Outfit Inspo

September 16, 2023 · In: Fall, Style

Welcome back to the blog! I don’t know about you, but the last month or so has felt like an absolute whirlwind ! August truly slipped away and I cannot believe we are entering the last two weeks of September! Since my last post, I became a Certified Clinical Medical Assistant , got two new jobs, and have been working on all of the wedding details! Needless to say, I have not been posting on Instagram or on the blog nearly as much as I would like, and am hoping to get into a routine as we enter a new season.

On the topic of a new season, the official first day of fall is exactly one week away! I seriously could not be more excited. I can never get enough of that crisp & cozy sweater weather and thought I would round up five different looks today to hopefully inspire you as you shift your closet to include some more autumnal pieces. I hope you enjoy!

Cute & Classic

I absolutely love this look and think there are countless different ways to style these pieces! This summer, we saw a lot of longer shorts which I liked! This pair of chino shorts from J.Crew Factory is high waisted with a slightly longer inseam making them so easy to dress up or down. These would be a great option if the weather is still warm where you live. The chambray shirt allows this look to be more transitional than a white or a linen top that I would wear more often in the summer months. Add a belt with a matching shoulder bag to create that “old money”-inspired style we’ve been seeing all over lately!

Transitional LBD

I know that I have posted about this dress multiple times on LTK and Instagram stories, but this is THE dress for early fall! The length is perfect for a workplace setting, but you can easily style this dress for everyday wear. I paired it here with my favorite sandals from Tuckernuck and a simple leather tote. I love that the puff sleeve is a bit slimmer which makes it easy to layer – you could throw on a jean jacket and pair it with white sneakers for a more casual look on a chillier day.

Cozy At Home

These boyfriend cardigans are on major trend alert this fall! I have been seeing these sweaters everywhere and they are so cozy! I love the option to wear it open or fully buttoned like I have here. I picked up this one from Target, but I know that most stores have some version of these! This was a super easy piece to style with a simple tank top and jeans, but I can also see myself dressing it up with a nicer pair of pants.

Navy is a Neutral

The infamous J.Crew lady jacket has been all over my Pinterest feed – and for good reason! This is one of those wardrobe staples that can take you from work, to weekend brunch, and everything in between. I can never resist a classic navy & white stripe, and love how this allows you to carry those colors into early fall. I love how easily it pairs with some relaxed-fit jeans and white sneakers for a more casual “out of office” look, but you could easily swap those pieces out for dress pants and a pair of flats in a professional setting.

Elevated Athleisure

Sometimes it’s nice to have a cozy weekend, but still feel put together! The cable knit sweater not only keeps you warm on a chilly day, but adds a classic touch. Opting for a sweater over something like a crewneck sweatshirt gives this outfit a more elevated feel. The tennis skirt ensures that you will be comfortable, but is also a practical option for running errands after your morning walk or workout!

Thank you so much for reading!

Like this:

Like Loading...
PinFacebookEmail

By: Shannon · In: Fall, Style · Tagged: classicstyle, preppy, preppy blogger, preppy fall outfits, preppy outfit, preppy outfit ideas, preppy style, style

you’ll also love

What To Wear: Thanksgiving 2025
2025 Autumn Style Essentials
Fall Color Crush: Chocolate Brown
Next Post >

We’re Engaged!!

Primary Sidebar

Meet Shannon

Meet Shannon
hello!

Welcome to The SK Way - I am so glad you are here! If you love classic & timeless style, coffee, and the color blue, you have come to the right place!

Read More

Connect

do it the sk way

Featured Posts

What To Wear: Thanksgiving 2025

2025 Autumn Style Essentials

Creating Balance While Working From Home

Categories

  • Life
  • Style
  • Wedding

Search

Archives

Follow Along

@the.sk.way

Weekend camera roll! ⚓️🏈 We took a quick 24-hour t Weekend camera roll! ⚓️🏈 We took a quick 24-hour trip to Annapolis to see Navy win their last home game of the season! Did a little bit of shopping and had lots of good food (and coffee!) before heading back to VA! What were you up to this weekend?
Shared this outfit yesterday on stories but though Shared this outfit yesterday on stories but thought it deserved a permanent spot on the feed 🤭 I just saw that these off-white jeans I’ve been wearing non-stop are currently on major sale!! Comment “OOTD” and I’ll send you a link with all of the details!

This classic, cozy outfit would also be a perfect casual look for Thanksgiving. I’m sharing even more Thanksgiving outfit inspo on the blog today! Head over to The SK Way to learn more 🤎

#classicstyle #thanksgiving #thanksgivingoutfit #falloutfitideas #whitejeans https://liketk.it/5x10u
Sharing a behind-the-scenes look at what it’s like Sharing a behind-the-scenes look at what it’s like to balance work with social media! 👩🏻‍💻☕️ Every day looks different for me but I’m very grateful to be able to do both 🫶🏻 Thank you all so much for being here!

#morninginmylife #smallcontentcreator #wfhlife #dayinmylife #spendthemorningwithme
Not sure what to wear for Thanksgiving this year? Not sure what to wear for Thanksgiving this year? Here are 5 classic (and comfortable!!) outfit ideas that would be perfect whether you’re looking to dress up or keep it casual! 🤎 What are your plans for the holiday?

comment “OUTFIT” and I’ll send you a link with all of the details!

#effortlessstyle #holidayoutfits #thanksgivingoutfit #whattowear #thanksgivingstyle https://liketk.it/5vAKq
If I were to re-build my fall wardrobe from scratc If I were to re-build my fall wardrobe from scratch, this is what I would choose! 🍂 Today on the blog, I’m sharing my autumn style essentials - a small collection of my favorite staple pieces that will lay the foundation for an effortless, classic, and timeless fall wardrobe! Head over to The SK Way to learn more! 

#styleguide #fallstyle #wardrobeessentials #capsulewardrobe #classicstyle

Footer

On the Blog

  • Life
  • Style
  • Wedding

Info

  • About
  • Contact

stay in the know

Copyright © 2025 · Theme by 17th Avenue

%d
    We use cookies to ensure that we give you the best experience on our website. If you continue to use this site we will assume that you are happy with it.