7 Summer-to-Fall Outfit Formulas That Work at Any Age
Photo Credit:@wear.juti.eats
Last week, I wore a sundress in the morning, regretted everything by lunchtime, and ended the day wrapped in a cardigan from my car’s backseat emergency stash. Welcome to that awkward style season where summer’s still hanging on—but your closet is begging for a refresh.
This is the time of year where dressing gets weird. You’re sweating by noon, freezing by five, and wondering if your closet even makes sense anymore. (Spoiler: It probably doesn’t. But we can fix that.)
If you’ve ever found yourself whispering “I have nothing to wear” while staring at 45 hangers, this one’s for you. These 7 outfit formulas will save your mornings. They work whether you’re 29 or 59—and they’re built for real life: unpredictable weather, back-to-school chaos, and yes, even last-minute pumpkin patch invites.
Quick style tip before we start: If you’re already feeling overwhelmed by your closet, download the Fall Wardrobe Essentials Checklist or the Wardrobe Inventory Spreadsheet and use this post to plug the gaps. No more buying random stuff you won’t wear.
1. Denim Shirt Dress + Comfy Sneakers
This one’s for the days you need to leave the house in five minutes flat.
Why it works: The dress gives you airflow. The denim jacket gives you “I tried.”
Style tip: Pick a darker wash or black denim for a fall feel.
Age-proof add-on: Swap sneakers for loafers or low boots if you want to feel more polished.
Belted Denim Shirtdress
$99.00
Retro Runner Slim Ultra Sneaker (Women)
rag & bone
$298
2. Wide-Leg Pants + Lightweight Sweater Tank + Strappy Sandals
Perfect for when it’s 60 degrees at 9 a.m. and 85 by 3.
Why it works: Wide-leg pants feel breezy but look pulled together.
Style tip: Tuck in the tank, add a belt, and throw on gold hoops.
Bonus: Works for everything from errands to casual dinners.
Hudson Knit Tank
Reformation
$68.00
Baobab Organic Cotton Wide Leg Pants
COS
$135.00
Holly Ankle Strap Sandal (Women)
Bibi Lou
$210
3. Midi Skirt + Graphic Tee + Leather Moto Jacket
Giving cool-girl energy without trying too hard.
Why it works: The tee keeps it casual, the jacket makes it fall-ready.
Style tip: Knot the tee or do a French tuck. Add ankle boots or high-top sneakers.
Yes, you can: Rock a midi skirt at any age—just pair it with pieces that feel like you.
Pieced Back Leather Bomber Jacket
Avec Les Filles
$549.00
Women's Lost Gods Floral Doodles Graphic T-Shirt
Lost Gods
$32.99
Salome Pleated A-Line Midi Skirt
ASTR the Label
$138.00
4. Button-Down Shirt + Paperbag Shorts + Slides
For when you’re still clinging to summer, but fall is happening.
Why it works: The shirt gives polish, the shorts say “I’m not done with summer yet.”
Style tip: Go monochrome for a more elevated look.
Make it yours: Try a cropped shirt or tie it at the waist.
Acqua Cardigan
PAIGE
$219
Twill Bermuda Short
Enza Costa
$275
5. Jumpsuit + Mules
No thinking required. Just throw it on and go.
Why it works: A jumpsuit is a one-and-done hero. The trench = instant sophistication.
Style tip: Belt the trench for extra shape.
True story: This combo saved me on a coffee date where I wanted to look cute but not like I tried too hard.
Pippa Jumpsuit
PISTOLA
$188
6. Tank Top + Cardigan + Straight-Leg Jeans
A classic layering moment for unpredictable temps.
Why it works: Tanks keep you cool. Cardigans keep you cozy.
Style tip: Swap jeans for trousers or faux leather pants to dress it up.
Low-effort upgrade: Add kitten heels and a crossbody.
Square Neck Tank
Open Edit
$35.00
Mathilde Oversize V-Neck Blouson Cardigan
EDIKTED
$67.20
Arleth Mid Rise Straight Leg Jeans
Reformation
Pelican
$168
7. Satin Slip Dress + Longline Blazer + Chunky Sandals
Yes, you can wear your slip dress in the fall—and look amazing doing it.
Why it works: The blazer gives structure. The sandals say, “It’s still warm, relax.”
Style tip: Add a belt if you want shape. Layer with a turtleneck later in the season.
Fall It-Girl Formula: Works with any blazer color—brown, camel, or even plaid.
Pleated Drop Waist Dress
ASTR the Label
$128.00
Double Breasted Blazer
$169.00
PS: These Formulas Pair Well With…
Hot coffee
A fresh mani
And a closet that doesn’t make you want to scream
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