Fall footwear: The essentials.

When people ask me my favorite season I have such a hard time answering – there is so much to love about each season! But when people ask for my favorite season for fashion that’s easy. I live for fall fashion. Being able to wear cozy layers, deep colors, and fab boots is my absolute favorite and even though just a few days ago it was in the nineties – it’s already fall in my mind.

So even though I can’t exactly wear any of my fall clothes yet, I have been mentally preparing outfits in my head for weeks.

With this September heat, I really can’t take outfit pictures, so I thought it would be fun to start talking about fall footwear until the weather decides to catch up to me.

So, as was probably expected, the majority of shoes featured in this post will be boots – as they are pretty much the crux of fall fashion (for me, anyways!) But I’m a firm believer in the idea that a girl can never have too many pairs of boots so I am just going to share my favorites with you!

The Riding Boot.

The first pair of boots that I ever saved up for were a pair of dark brown riding boots. These are a universally flattering classic – and if I could only have one pair of boots for the rest of eternity – it would be riding boots.

My favorite ways to style riding boots is with socks peeking out. Skinny jeans and a big, comfy sweater have you looking good without even trying.

Fall Riding Boots

The Rain Boot.

So, I know that in some areas, rain boots are reserved for the spring and the spring alone. Well, I live in the midwest where occasions to wear rain boots arise year round. My mom found me my first pair (ever!) at the end of the season last year and I’ve already had more than one occasion to wear them since returning to campus. Rain boots are a godsend.

Rainy Day


The Ankle Bootie.

Ok, I know that I said I love riding boots, but ankle booties also have a special place in my heart. Whether they are heeled or flat, they can instantly take an otherwise boring outfit to chic. This summer I accidentally acquired quite the collection of ankle booties and I am not complaining. Black, brown. Heeled, flat. I’ve got them all and can’t wait to start styling them as the weather cools down a bit!

City Chic


The everyday casual.

For day to day errands I’m definitely more casual than the rest of these outfits – and more often than not I’m in either my Keds or Converse. I can pair them with basically everything and they are super comfy! And I love you all so much – I’m giving away a pair of Keds on the bottom of the post!

Ked Set

The flat.

In middle school ballet flats were all the rage, and I feel like they’ve stopped getting the recognition they deserve! A good ballet flat looks elegant, girly, and stylish while staying super comfortable. I love pairing flats with those sneaky outfits that are super easy going and comfy, but make it look like you tried!

Casual Friday
After reviewing this post – I guess it’s pretty obvious what my favorite hues for fall are! I want you to tell me what look out of these that you’d be most likely to wear in the comments! (p.s. I made all of these outfits on Polyvore which was my favorite site in middle school. I hadn’t been on for years – did any of you used to use Polyvore?)
Now for the giveaway! I’ve been loving doing giveaway lately, because y’all rock and deserve to have nice things and I want to be the one to give them to you! I have a fancy little gift card for a pair of Keds (some limitations on what kind!) that I don’t need (I have enough casual shoes!) so I want to pass it onto one of you.

a Rafflecopter giveaway

  • Love the last look with the flats! I do like fall fashion, but it won’t be coming my way anytime soon (the joy of living in the south, haha!). I would love if it would cool down -j u s t- a tad so I could wear some sweaters and not sweat like crazy!

    Peace & Love // Celestralite

    • At least you don’t have to face miserable winters! Every January I wish I were in the south!

  • Kayleigh Adam

    So many great picks!

  • Ashley Vickney

    These are so cute! I love how you styled each of them! I love my converse for everyday casual, and I wear the rest a lot as well!

    • Thank you so much – and I’m crazy for converse! They are so cute and versatile!

  • Jessica Grace

    I’ve just spent a solid 20 minutes looking over this post. I love the way you’ve completely accessorized EVERYTHING! I think the riding boot look is my favourite, I love the burgundy jumper and grey knitted hat. Also… the heart shaped sunglasses! So cute!!

    Jessica Grace

    • That makes me so happy to hear! Thank you so much, Jessica! And heart shaped glasses are my everything! My trusty pair broke so I’m on the hunt for new ones!

  • I love fall footwear. I cannot wait to pull out my riding boots again.

    Mikayla | A Seersucker State of Mind.

    • I’m so eager for full-fledged fall weather so I can wear my cute fall clothing!

  • Sara Holt

    I love shoes in general. Out of all of these, my Hunter rain boots are my favorite. I hope to have a pair in every color one day. Even though the husband does not agree!

    • That is an amazing dream to have! And he’ll come around!!

  • Agreed that fall is my favorite season for fashion, but summer is my favorite season. I am absolutely in love with all these choices, but I also really love my bean boots! Great post! And I love polyvore!!!

    My Pop of Color

    • I love summer!

      UI’ve never heard of Bean Boots – I’m off to google them!

  • I love your outfit collages!
    During fall time, riding boots, booties, and flats are my all time favorite.

    xoxo, Jenny || Breakfast at Lillys

    • Thank you so much! Polyvore came in handy!

  • The ankle boot is definitely my go-to boots for the Fall! Love how you styled it

    Felice Raina // The Kiss Of Joy xoxo

  • caroline | thecarodiaries

    I agree! My go-to is always a pair of riding boots – I have them in three different colors! My next purchase is going to be suede over-the-knee boots (but I’m too broke right now!)

    • I’ve been dying for a pair of suede over the knee boots – we are operating on the same wave length here! They are so perfect!

  • Lauren Ashley

    Oh I absolutely love this! Fall is my favorite season and the fashion that comes with it is also my favorite!!


    The Fashionista’s Diary

    • Fall fashion just makes me so happy! Everything is so warm and comfy!

  • I love all of your different looks! I’m a massive fan of riding boots!

    Nicole // Chronicling Home

    • Same here – they are so classy and really make the outfit!

  • I think all of your footwear essentials are spot on. I adore riding boots…I would wear them everyday if I could!

    • I love riding boots – they are such classics!

  • Ally

    These are awesome essentials. Definitely using this as a reference the next time I strap on some boots. I actually always find myself wondering how to style my rain boots correctly. Thanks for the inspiration!

    Alessandra | The PumpUp Blog

    • Rainboots are definitely the hardest to style! I’m glad I could help!

  • Omg seriously, I have all of these essentials except for the Keds! This list is right on point.

    Jadore l Jadoregrace

    • Thank you so much – I hope you entered the giveaway! Maybe you’ll win a pair!

  • Ashley

    All of these shoes are absolute essentials to any girl’s fall wardrobe!! Such cute outfits too!

    xo Ashley

  • OMG, love all of these essentials! I just picked up a new pair of flats last night and I’m eyeing those Hunters!

    xo, Alicia | Alicia Tenise

    • I’ve been eyeing hunters for a few seasons now – I might have to splurge!

  • I love the boots in the first image!

  • Boots, boots, boots!! They are definitely my favorite Fall essential!
    xx, Southwestern Prepster

  • I am all about the booties for fall! It is definitely my favorite season for fashion, as well. Bring on the layers!

    XX, SS || A Little Seersucker Sass

  • I LOVE these collages you put together! Allllll about dem boots for fall. It’s my absolute favorite time of year!

    Coming Up Roses

  • Leah

    I’m so excited to be the winner-thank you!!!!

  • Maricar

    I really really really want The Everyday Casual.