3 Tips for How to Dress During the Transition to Fall When It’s Not Yet Fully Fall

Outfits for the Transition to Fall

Today I want to share some tips to help you dress during the transition to fall!  Some of you already have fall weather, while many of us are waiting out some leftover summer heat.  Today’s outfits won’t work for full blown summer weather, but the tips will!  I’ve been following these in our 90 degree weather, just with shorts and lighter weight bottoms instead of jeans.  Anyhow, if you’re itching to shift your wardrobe out of summer vibes and into fall but the weather hasn’t quite caught the memo, here are a few tips to try to help you dress during that in-between period.

Before we get to that, I just want to remind you that next week I’m hosting my FREE master class called The 3 Most Important Keys to Effortless Style!  It’s based on Simply Put Together, which also opens next week.  BUT, even if you’re NOT interested in Simply Put Together, you WILL get something out of the free master class!  I packed it full of helpful tips that will set you on the path to truly making style effortless.  Learn more about it and register HERE!


Outfits for the Transition to Fall


Tip #1: Wear lighter materials in darker colors and fall prints.
Fake like it’s fall with darker colors and prints you’d typically find in fall style, but in lighter weight materials to stay cooler.  Choose lightweight t-shirts or dressier tops in colors like maroon, tan, olive, black, mustard yellow, navy, and any other type of hues you’d wear for fall. 

You could also go for fall prints.  Leopard print is a great print year round, but it works fantastically with typical darker fall colors.  Camo is another great year-round print that also works perfectly for fall feels.  Of course, stripes and polka dots always work, too!  You can also find plaid tops in lighter weight materials and short sleeves (which we’ll talk about next.) If you’re going for florals, try darker print florals in lightweight materials.

Below are a couple of examples of lighter weight tops in outfits that work well for the fall transition.

Business Casual Outfit: black sleeveless v-neck blouse + dark green tie-waist pants + leopard loafers + grey tote + tan leather earrings

I’ve talked about this top a ton, and though it’s no longer on sale, it’s still just a great piece, period.  It’s SILKY soft and feels amazing on your skin.  It’s pretty lightweight, so it’s great to stay cooler!  Comes in TONS of colors HERE.  I wear size S.

Shop the Outfit:
Top: Nordstrom (exact–wearing size S)
Pants: Nordstrom (exact–wearing size 6, similar in color Dark Green)

Shoes: Nordstrom (exact–wearing size 9, similar)
Tote: Sole Society (similar)
Earrings: c/o Nickel & Suede (similar color)


Fall Casual Outfit: leopard v-neck tee + skinny jeans + taupe slip-on sneakers + metallic leather earrings

This tee is a thinner tissue type tee and really great for warmer days.  I’ll wear this outfit once the weather drops to jeans temps. For now, I’ve been wearing this tee with black shorts and black slip on sneakers, or black linen pants with sandals. I’m noticeably cooler in this tee compared to some other tees I have.  You wouldn’t think it’d make that huge of a difference, but I feel it!  This tee is mostly sold out in this print, though it’s available in other colors.  I linked to two similar looking ones below, though they are probably not as thin as this one.  But short sleeves are still good!  Which brings me to my second tip for dressing in the fall transition…

Shop the Outfit:
Tee: Nordstrom (exact–wearing size S, similar in A02 Panther-white, similar in C-leoprint 1)
Jeans: Nordstrom (exact–wearing size 4)

Shoes: Nordstrom (similar, similar)
Earrings: c/o Nickel & Suede (similar color–I wear size M)


Tip #2: Go for short sleeves or sleeveless tops in darker colors and fall prints.
It might seem obvious that you can and should wear short sleeves or sleeveless tops in September or October if it’s hot where you live.  However, for some reason I always felt like I wasn’t supposed to, even though that sounds silly.  Anyway, in case you have that weird notion in your head too, I just wanna say you can totally wear short sleeve and sleeveless tops.  Make them feel more “fall” by trading summer colors and prints for fall ones.  If you combine tips 1 and 2, you’ll stay even cooler!

Here are some outfits with short sleeves that work for the fall transition.


Casual Fall Outfit: camo tee + black skinny jeans + black slip-on sneakers + cognac tote + gold circle pendant necklace

Shop the Outfit:
Top: c/o JCPenney (exact–wearing size S, similar–I wear S, similar–I wear S, similar)
Jeans: c/o JCPenney (similar–I wear size 6, similar, similar)
Shoes: (similar, similar, similar)
Tote: Nordstrom (exact)
Necklace: c/o Dear Mushka (exact)
Earrings: c/o Nickel & Suede (exact–wearing size M)


Dressy Casual Outfit: black and white dotted sleeveless blouse + skinny jeans + red flats + metallic leather earrings

Shop the Outfit:
Top: Nordstrom (exact–wearing size S)
Jeans: Nordstrom (exact–wearing size 4)
Shoes: Amazon (exact–wearing size 9)
Earrings: c/o Nickel & Suede (similar color–I wear size M)


Tip #3: Wear skirts and dresses in fall colors and prints.
Stay cooler with bare legs!  Transition dresses into fall by adding booties.  Throw on a scarf if it’s not crazy hot.  Otherwise, just pull it together with a necklace!

Once temps dip even more into cooler fall weather, you can add a lot more layers.  But for the transition to fall, all you need is some booties!

Fall Dress Outfit: black 3/4 sleeve swing dress + leopard scarf + tan booties + cognac tote

Shop the Outfit:
Dress: Old Navy (similar, similar, similar)
Scarf: Nordstrom (similar, similar)
Booties: c/o Sole Society (similar–I wear size 9, similar)
Tote: Nordstrom (exact)


Pretty simple stuff!  It might all sound silly to some of you, but for a long time I always felt awkward during the fall transition, unable to wear my full blown fall clothes but not wanting to wear summer clothes.  Once I finally embraced that it’s pretty warm in September and October here and made a game plan to buy short sleeve tops in fall colors and prints (instead of summer prints and colors), I felt more in charge and less awkward.  If any of you can relate, I hope this post helps a bit!


3 Most Important Keys to Unlock Effortless Style

Remember to register for my free masterclass!  If you want to know the path to TRULY loving your wardrobe AND feeling like style is EFFORTLESS everyday (not just once in a while), join me!

Also, if you’ve been interested in Simply Put Together, I’ll share a lot more about it there.  And if not, join the free master class anyway and just leave once I start talking about SPT!  No hard feelings, and no big deal.  The class will be helpful for ANYONE who wants effortless style, whether you’re interested in SPT or not!

Learn more about the FREE class and register for The 3 Most Important Keys to Unlock Effortless Style HERE.

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