12 Real-Life Comfy Fall Outfits I’ve Worn Lately
I’m back with some more Fall outfit inspiration! October has been the perfect combination of Fall weather with a chill in the air and sunny days that make the ever-changing leaves even prettier. I’ve been enjoying putting together new combinations of outfits with some newer pieces and lots of my old favorites. It’s always a good day when I can create an outfit I feel great in and that I also can wear comfortably. Here are twelve of the looks I’ve worn in October–I hope they can give you some ideas for comfy fall outfits!
As usual, I use affiliate links to link my outfits. This means I earn a small commission if you purchase anything using my links–this helps me keep creating free content like this for you to enjoy. I appreciate your support more than you know. Thank you!
Orange and black is a no-brainer color combo for October! I own this tee in many colors and I have been wearing these 100% cotton barrel style pants a bunch. They are so comfy! Paired it all with my favorite denim button up to finish up the look.
outfit linked HERE
I love when the weather allows me to wear a mini skirt or dress with a layer and tall boots. It’s such a fun combo that really only works a few times a year!
outfit linked HERE
I don’t always do 3 colors in an outfit, but it’s so fun to do! I love a green and orange combo and the red makes it so much cuter.
outfit linked HERE
We had an extremely rainy and dark day and I wanted to dress to boost my mood– this cardigan really did the trick. It’s so bright and cheery!
outfit linked HERE
and then later I stayed cheery but changed into sweatpants!
outfit linked HERE
I have been loving the comeback of the windbreaker– this one is fashionable and functional! I paired it with these wide leg jeans I’ve been loving and comfy sneakers (only $25!).
outfit linked HERE
I LOVED this outfit that I wore for church . It gave me 90s vibes but with a fun boho flair.
outfit linked HERE
I bought a couple knit triangle scarves and they’re so cozy and cute. I wore the red one (I also got black) with a cream sweater and cute little denim mini skirt and tights.
outfit linked HERE
Thesev sweatpants are part of the cutest little Old Navy matching set and the color is perfect for Fall and they’re so comfy. Paired them with a sweater, puffer vest, sneakers and a crossbody bag to take my kiddos to tae kwan do.
outfit linked HERE
Is there anything cuter for cold weather than corduroy pants? These are a favorite of mine! The color is a cross between green and brown so they’re so versatile. They look cute styled casually with a crewneck sweatshirt and a red beaded necklace for a pop of color.
outfit linked HERE
We took out kiddos on a Saturday morning coffee and treats date and then the library and I wore a super comfy outfit. This green beanie that I got for Christmas last year and I wore a ton (and LOVE!) is back in stock too.
outfit linked HERE
Love these pants forever and ever!
outfit linked HERE
We had an unseasonably warm day and I took advantage of it and wore a fun and flowy outfit.
outfit linked HERE
Make your “Denim Shorts + a Top” More Interesting
It’s easy to get stuck in the rut of getting dressed in the morning and reaching for a plain tee with denim shorts everyday. It’s a cute look and I really love it, but sometimes I want a little bit more variety.
Here are 6 different types of tops you can pair and wear with your denim shorts (or jeans!) instead of a plain white tee.
If you prefer video content, watch the reel HERE.
You can find these outfits (or similar styles) linked below each photo on my LTK page. These are affiliate links, which means I may earn a small commission if you make a purchase—at no additional cost to you. I truly appreciate your support!
1. A graphic tee
A graphic tee is a cute way to feel comfy and still look a little more elevated in the “denim shorts + a tee” uniform. My favorite graphic tees are from Mountain Moverz (use MARISSA20 for $$ off)!
Outfit linked HERE
2. A high neck tank
A high neck tank is such a great alternative to a plain tee. I think it’s so cute with a couple layered necklaces!
Outfit linked HERE
3. A blouse
Any little top that is different is always a cute option with denim shorts! I love this babydoll style top and I also have some cute textured tanks that I love to throw on for something a little more interesting.
Outfit linked HERE
4. A little white tank (or tee!)
A white top and denim is a classic in my book! I love how they pair together. This tank is SO OLD (from my highschool days) but I’ll link some cute ones that are still available.
Outfit linked HERE
5. A button up top
A button up top (cotton or linen especially!) is one of my favorite items to pair with denim shorts. It works great as a layer over a tank or even on its own.
Outfit linked HERE
6. A sweater tank
A sweater tank is adds fun texture to a denim shorts outfit. This one comes in lots of colors and o really like the crewneck on it and the side slits.
Outfit linked HERE
What kind of top do you like to wear with your denim shorts?! Should I do a second part to this and add more items?
Seven Ways I’m Wearing a Denim Midi Skirt for Summer
When denim midi and maxi skirts started coming back into style I said I would NEVER wear them—I was homeschooled and grew up in a very conservative environment and long skirts just gave me those vibes (nothing wrong with them, they just weren’t for me!).
BUT, I’ve slowly come around and I’ve been seeing so many cute ways to style them and I really found myself wanting to give one a try. So I picked this one up from Lulus and I feel like the high slit gives it a more modern vibe and not so “homeschooled”.
So, here are 7 ways I’m wearing a denim midi skirt for warm weather. I can’t wait to find even more ways to style this skirt!
You can shop these outfits (or similar ones) through the links under each photo on my LTK page. They’re affiliate links, so I might earn a small commission if you buy something—no extra cost to you. Thanks so much for the support, it really means a lot!
Outfit 1: Denim Midi Skirt + Lime Green Sweater Tank
A pop of color is always fun with denim! I love how this cute little cropped sweater tank looks with the denim midi skirt.
Outfit linked HERE
Outfit 2: Denim Midi Skirt + Black Tank
Black is always so classic with denim! This little black tank has a ruffle top and cinched bust so it’s just a little cuter than a basic tank.
Outfit linked HERE
Outfit 3: Denim Midi Skirt + White Eyelet Top
Another classic is white and denim! This little eyelet top is absolutely adorable. I love the tie front and the cute ruffle sleeves.
Outfit linked HERE
Outfit 4: A Denim Midi Skirt + Orange Sweater Tank
Orange is one of my go-to favorite colors and I love how this fun bright orange sweater tank looks with the skirt. The little ruffle at the bottom makes it extra cute!
Outfit linked HERE
Outfit 5: Denim Midi Skirt + Black Tie Front Top
This little tie front eyelet tank is adorable! It’s such a great amazon find and I can’t wait to style it more ways. It looks so cute front tucked into my denim midi skirt.
Outfit linked HERE
Outfit 5: A Denim Midi Skirt + Basic White Tank
You can’t go wrong with letting the denim midi skirt being the star of the show—a basic white tank helps that do the trick!
Outfit 7: A Denim Midi Skirt + A Green Blouse
I actually wore this outfit last week grocery shopping and really loved it! I think the teva sandals look cute with the denim skirt and I always love a pop of bright green!
Outfit linked HERE
12 Spring/Summer Outfits That Are Effortless, Cool, & Actually Comfortable
As you can probably tell in this post, it was warmer out and then it got cooler again.
I start out in dresses, shorts, tanks, and breezy cotton and linen and I end up trading them out for jeans and pants near the end of the post. All part of living in northern NY and the ever changing weather and temperatures. What matters is I loved every single look and felt comfy and cute!
You can find these outfits (or similar looks) linked below each photo on my LTK page. These are affiliate links, which means I may earn a small commission if you make a purchase—at no additional cost to you. I really appreciate your support!
1. Olive Maxi + Neutral Layers
A flowy olive colored maxi dress paired with a neutral chunky knit cardigan—cozy, earthy, and perfect for transitioning between seasons.
Outfit linked HERE
2. Denim Shorts + Olive Button-Up
Classic denim cutoffs, a dark green tank, and a lightweight cotton green button up shirt for a casual summer uniform.
Outfit linked HERE
3. White Tank + Rusty-Pink Layers
A crisp white tank and soft pull-on shorts made cute with a cozy flannel and a baseball cap—comfy and cute.
Outfit linked HERE
4. White Knit Sweater Tank + Olive Linen Pants
Structured but soft, this look combines texture with comfort. The white sweater tank pops against the relaxed olive pants and a fun crossbody bag brings it all together.
Outfit linked HERE
5. Graphic Tee + Rust Shorts
The perfect mom look—a comfy and colorful graphic tee tucked into stretchy waistband utility shorts, with Birkenstock sandals that keep it casual.
Outfit linked HERE
6. White Tee + Denim Shorts
A timeless duo. The loose-fit tee and longer denim shorts are easygoing staples that look fresh with yellow sneakers and a green crossbody bag.
Outfit linked HERE
7. Oversized Cotton Button-Down + Black Denim Shorts
Neutral but cute—The oversized green shirt over a grey tank and black denim shorts looks effortless and cool.
Outfit linked HERE
8. Sleeveless Tee + Olive Shorts
Comfy linen shorts, a flowy tank, and a crossbody bag paired with comfy sandals is a go-to for hot days! Cute and casual.
Outfit linked HERE
9. Black Cotton Button Up + Straight-Leg Denim
This black cotton button up and jeans combo is perfect for a day of running errands. Finished it up with my go-to bag and comfy (waterproof!) sneakers.
Outfit linked HERE
10. Lime Green Shirt + Relaxed Jeans
A bold pop of color is one of my favorites—this lime shirt brings personality, while my go-to jeans keep it casual.
Outfit linked HERE
11. Graphic Tee + Gingham Linen Pants
I love to pair a graphic tee with a pattern—gingham here, but floral is so cute too! It’s a fun combo but also so comfy.
Outfit linked HERE
12. Blush Tones + Cotton Everything
A soft color palette with floaty shapes. This tan button up and these blush colored cotton pants feel so comfy on. I added a little bit of cool color with my green bag.
Outfit linked HERE