Summer to Fall Outfits (15 of my Recent Real-Life Looks)

September is here and with that our weather here in Northern NY has cooled down drastically. We have still had some warmer days, but the majority of the days have been in the 60 and 70s which means I am starting to pull out my fall wardrobe.

I’m really loving the trees beginning to change colors and the cool breeze and I am getting SO excited to pull out my jeans, clogs, socks, sweaters and all my favorite fall layers again. Here are some of the early fall outfits I’ve worn so far in September, with lots of easy, casual, and comfortable outfit ideas for those in-between days when summer is ending and fall is beginning.

I will link all of my outfits below each photo, and I do use affiliate links. This just means I earn a small commission if you purchase something (at no additional cost to you) and I so appreciate your support! Thank you!

I love “sweater and shorts” weather! This is a cotton sweater and these are linen blend shorts so I’m super comfy

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You’ll see a lot of my denim shirt(s) in this round up and all of my fall outfits. They are such a staple wardrobe piece for me!

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I decided to try these barrel jeans last year and I ended up loving them. I was excited to pull them back out this year.

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I love a black and denim look. it just always works for me!

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This midi skirt (it’s a maxi on my because I’m petite) is one of my favorites. I wear it in all 4 seasons!

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I love these pants so much. They’re comfy, make me feel like a cool mom, and so easy to wear! I also have them in green.

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I love these wide leg Gap jeans so much! They’re so comfy and mold to your body as you wear them. They come in petite, regular, and long too (I’m wearing petite).

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This skort is mom friendly and adorable! I have loved wearing it this last half of summer and I know I’ll be excited to pull it back out again next spring/summer.

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This lace skirt is my take on the fun sheer lace skirt trend. It’s fun, it’s comfy and it’s so cute!

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I bought this denim dress last year, so it’s older, but Old Navy has one almost exactly like it (with patch pockets). It’s such a staple piece for me! So cute styled so many ways.

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A comfy little running errands outfit!

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Track pants are another fun trend I love! So comfy and cute.

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We spent a family day at The Wild Center finding the Thomas Danbo trolls. It was so fun!

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This little skirt has been such a fun piece to wear! Neutral and cute with so much.

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Another fun little wrap skirt, but this one is denim. I paired it with a tee, cardigan and tall boots (mine are from my college days!)

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15 Late Summer Outfits I’ve Been Wearing in Real Life: Petite Casual Mom Style

This summer is absolutely flying by–I can hardly believe it’s August already. We’ve had such a beautiful and fun summer and it’s slowly winding down as we prepare for our youngest to get his tonsils and adenoids out next week and his recovery after that. Before we do that though, I want to share some of the recent outfits I’ve worn this summer. This is a good mix of casual mom outfits, church and fancier outfits, really comfy and easy outfits, and everything else in between. I hope this round up helps you find some outfit inspiration for the rest of these warm summer months!

I linked each of these outfits (or similar options if a piece is older/ unavailable) on my LTK below each picture. I do use affiliate links and this just means that I earn a small commission if you purchase anything using these links, at no additional cost to you. I appreciate your support as it helps me to keep creating content. Thank you!

I’ve been wearing these built in bra tanks for a couple years now and love how easy they are!

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A little “princess Diana” outfit for a quick grocery and errands run!

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This little faux-wrap skirt is one of my favorite finds lately! It’s 100% cotton and sooo cute. It works so well for now at the end of summer and going into fall!

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I’ve had these wide leg sweatpants for a few years and recently purchased the matching hoodie. It makes for the coziest little set!

outfit linked HERE

I love this color green (as you know if you’ve been here for awhile!) and it looks so cute with these linen/cotton white shorts. So comfy too!

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An all black outfit is such a favorite of mine in all seasons. This little button front tee is also 100% cotton and so cute!

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This little skort is another really cute new favorite piece! It has built-in shorts which is perfect for all of us moms!

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This 100% organic cotton maxi is STUNNING. It’s also so comfy and comes in other colors as well. I loved wearing it to church and brunch afterwards.

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I love a little black and brown outfit. This top is 100% cotton but I do think it’s sold out so I linked some similar ones!

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Some days call for the easiest outfit– a hoodie and shorts. This is the same hoodie from the matching set above that I love!

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Wearing the same little button front cotton top from above. It looks so cute with these gingham boxers and a denim top layered over it.

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I love a cute skirt outfit! I paired this fun one with a sweater tank that I love so much!

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This is an outfit that feels so much like “me”. I love a layered look and especially when it involves a gauze cotton button up!

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I bought these Gap barrel pants back in the spring and have worn them SO much. A true staple in my wardobe!

Outfit linked HERE

I had a bridal shower to go to for my soon-to-be cousin and it was at a winery and this is what I wore.It’s so flowy, colorful and fun! I also wore it on our Florida vacation and it would be great for a wedding too.

outfit linked HERE

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