November 20, 2024 | Style

Outfit Diaries – 30 Pictures of My Favorite Recent Fall Outfits!

by Jennifer

Welcome to my clothing diary!

I’ve never really done anything like this but figured I should make use of all of the outfit photos I have! I’ll take pictures a lot and save them, mainly because I’ll wear an outfit, love it, and then never wear it again because I forget I ever wore it lol. Picking out an outfit for anything other than errands or school pickup feels the same as trying to decide what to make for dinner most days and I really don’t need one more thing to over think in my life! This week I also started a separate pictures folder on my phone where I am saving all of my outfit pictures, something I’ve really never thought to do! We’ll see if it makes my life easier like I think it will 🙂

If any of this sounds like you then hopefully this post will be helpful for you! Copy these outfits exact or look for items in your closet to recreate similar looks! Everything in this post is here for a reason, that reason being I love it and deem it worth it’s price! I’ve included notes for some of the items, not all simply because that would be a gigantic novel of a post- I tend to buy the smallest size available so if I have anything not in my normal size I will make note of that! If there are no notes it means fits TTS and is amazing without explanation 😉

Happy shopping, whether it’s for you or Christmas gifts for those you love!

Jeans: I have always loved these jeans. They are a true straight leg, the perfect jean for someone who wants more of the skinny-jean look versus the flare or wide leg pant. There is enough room for a boot to fit under the pant, as seen here. These jeans don’t have a ton of stretch and keep their shape PERFECTLY, no matter how long you’ve been sitting!

Vest: This vest is crazy soft, like cashmere soft and fits a little oversized covering the booty if you wanted to wear buttoned up with leggings.

Boots: LOVE love love these boots. They fit TTS and have a very chunky almost platform heel which makes them very comfortable to wear all day or night. I have super high arches and have never experienced any discomfort with these- they are my “go-to” black boot in my closet. Can’t recommend them enough!

Every day casual! I also wear this with high top shoes for an even more “I just threw it on vibe”

Denim jacket: I have this denim jacket in five different colors- so that alone is saying something! This is a true denim fabric- not super thin which gives it amazing shape, great quality and some warmth when wearing! I also love this denim layer with shorts in the Fall or Spring months, this truly is an all year round piece!

Black basic tee: The very best! Fitted, stretch soft soft soft and not a bodysuit. Normal length!

Casual holiday gathering or when I have to run up to the kids school looking presentable with minimum effort.

Sweater dress: This is actually a dress! It’s so cute as an oversized cozy sweater though- shown here. Super soft, great sleeve detail and a true loose turtleneck fit. SO so cozy for colder days because it’s so soft!

Vest: Yes, it’s as good and as comfy as it looks. It’s oversized and provides actual warmth!

I think this is my current favorite outfit! I’d wear this anywhere for anything, I just feel so casual chic in it!

Shirt: Is AWESOME. This shirt should be a closet staple for everyone, I love it so much! It can be dressed up or dressed totally down, either way it looks so effortlessly chic! It’s very light weight and SUPER silky soft. It is very long in the back- goes way past the butt, one of the mail reasons I like it!

Jeans: A MUST HAVE for wide leg comfy jeans. These are basically pajama pants lol. I’ll wear these if I have to wear pants but don’t want pants.

Tee: The perfect loose tee! Very soft, comes in a 3-pack, white is a little see-through if you’re wearing a black bra (I am in this photo, actually.)

Vest: It’s reversible!

Hat: NEW Armor Brewing merch! My favorite hat of all time because of the colors we have as well as the fit!

Sweater: Your new favorite sweater! Trust me.

Purse: I am loving this dark cherry red! I’ve never been a red fan and I am really leaning into it this Fall. I feel like it’s the new neutral this season 🙂 If you don’t like wearing red, try accessorizing with it!

Cardigan: Butter. Made of actual butter, guys.

Bow flats: I typically don’t like flats but these are ADORABLE! You can’t tell from the picture but the bow detail is so cute for a casual outfit but also more dressy! Very comfy- has padding in sole! I also have them in red for that new neutral pop 🙂

My new favorite sleek holiday party outfit. I also have it in green- stunning!

Vest: This sherpa vest is 20x cuter in person- pics don’t do it justice. I get compliments all day when I wear it. I’ve had a lady screenshot it in my amazon app while standing in a line at a store!

I just love a good, classic oversized denim on denim look. That is all 🙂

Jean: Another super comfy jean! Jeans to wear when you don’t want to wear pants, they do give a little the more you wear them. They are soft and not as tight/ stiff as some other Levi’s I have.

Leggings: Fav of all time. This is the brand I will destroy my legging drawer to find. I should probably donate all of the others I have at this point!

Boots: Love these! I also have them in the army green color. So chucky and chic and also indestructible! lol

Dress: This will be your new favorite dress. It’s soft like cashmere and just hangs off. So dang comfy. I also have in red!

Boots: Obsesseddddd with these! My favorite new shoe this season! Love the chucky heel for comfort and they kind of mimic a cowgirl boot in a nice subtle way.

So sleek but also can wear to church- we love to see it!

Basic Tee: The best fitted long sleeve tee I own. Very soft!

Skirt: So so cute. Super soft, lots of colors!

I wore this to my end of year tennis party 🙂

What I wore to my photoshoot for the new flavor of Glow! Classic black on black- my comfort zone 🙂

Oversized Puffer Vest: I love incorporating color into vests and layering pieces. I feel like it’s less of a commitment and not as “trendy”… I feel like a red vest will last longer than a trendy red top because layering pieces tend to stay in style longer, ever notice that?

Denim top: I also wear this unbuttoned as a layering piece in Fall and Spring. It is light weight- thinner than real denim!

Shoes: I love these clogs. I feel like they are the acceptable houseshoe for out of the house. So dang comfy and a Fall/ Spring staple! I even see people wearing these with leggings and socks for a super casual cozy vibe!

Take me back to Boston!

Coat: Favorite coat of the season and it’s REVERSIBLE! seriously so cute and crazy warm. This is a true coat.

Vest: You’ll love it! So dang soft- I would obviously wear this with a fitted long sleeve tee now that temps have dropped! Can also be worn unbuttoned or in warmer temps by itself as pictured. Super versatile!