Fifty Two Shades of Shay: Boots

I’ve already told you about my love of wedges.  They are my shoe of choice (I mean come on…even this graphic has a wedge on it!).  But if it’s not wedge season, then I must wear something else…and thus, I bring out my boots.
I love a good pair of boots!  Love, love, love them!  The thing about boots is that if you buy a good pair, they will last you FOREVER!  Some shoes come and go, some shoes rely on trends but boots…boots are classic.  Boots will be with you for years and years and years.  Today, I’m showing you my favorite kinds of boots…the ones I’ll have forever and wear all fall and winter long.  
Rain Boots
I’m not even going to pretend like I would recommend a different brand of rain boots…Hunter Wellingtons in my opinion, are the only rain boot option!  They are warm, they are comfortable, they are classic, they are durable and most of all, they keep your feet dry!
I really do wear my Wellies year around.  They are a great investment! 
Tall Boots
I love tall boots because they work so well with both skinny jeans and skirts or dresses.  I have two pairs of tall boots that I bought before I was even married (over 10 years ago!), and I still wear them all the time.  Tall boots really do probably have the longest shelf life in your closet.  Here are some of the tall boots that I’m in love with right now (and don’t worry…these are all heels…the flat boots will be discussed in a minute!)…
I love the lace detail on the back of these slouchy boots!  These boots also come in black as well, and I think they’re just so cute!  I can see them with both tights and a skirt or jeans.

A pair of classic boots like this would stay in your closet FOREVER!  You can wear these to work, church, dinner, or over skinny jeans…they are timeless and classic.

And aren’t these boots pretty?!?!  They also come in black but I just really love this gorgeous caramel color.

And these wedge boots (also in black) are just so pretty.  I think you could dress them up or down (plus, a wedge heel is just sooooo comfortable!).

I have been wearing booties for years and love them because they’re just so easy!  You throw them on with anything and your outfit is immediately elevated just a bit.  Let me show you…

Aren’t they fun?!?!  They can take a basic outfit and make it more interesting…love them!

Not only does Steve Madden create some of the most comfortable shoes ever, he also creates long lasting, durable shoes at a great price!  These booties will last you a lifetime and be comfortable too!

If you love your Uggs, you’ll flip over these Ugg booties!  Such a cute way to keep your feet warm this winter!

These Sole Society Booties come in 4 different colors and are under $80!  They are all so sassy that I don’t know which color is my favorite?!?1

If you don’t want a tall heel, these BP Booties offer just a little heel but not too much.

And these are the booties I bought this season…I love them.  I love the gold detail and I love the wedge heel.  Believe it or not but they are so comfortable!  That heel really does give you a lot of support.  I have already worn them several times and am IN LOVE!

Riding Boots

I told you in August that I bought my very first pair of riding boots…these Steve Madden ones right here!  I have never worn flat riding boots before but since they’re always, always on trend (a classic!), I’ve decided to add them to my boot repertoire.  I just love the zipper up the back!

These boots have lycra in them for a stretch and perfect fit at the calf!  Thank you Isaac Mizrahi for considering all calf sizes when creating a boot!

I’m pretty sure any riding boot fanatic will tell you that Frye’s are the standard to which all other riding boots try to reach.  These riding boots above are just yummy…yes, that’s right…I called a pair of boots yummy :).

So there you have it…if it’s not a wedge, it should be a boot.  Why not end today’s post on a combination of the two?  I give you…the Wedge Boots

These Jessica Simpson wedge booties come in three different colors.

These gorgeous cognac boots are under $100!

These Uggs will keep your feet warm and your outfit stylish!

And these little booties are just plain cool :).
Happy Tuesday everyone!  Wear a pair of boots and think of me :).
And on the foodie blog today, my easy Apple Pie Ice Cream Sandwiches!
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  • Ashley @ Words About Waverly September 17, 2013 at 9:55 am

    Love these, thanks for sharing!!!

  • Sheaffer {Pinterest Told Me To} September 17, 2013 at 10:30 am

    SO GOOD! So SO good!!!! How have I not seen some of these boots? LOVE those slouchy boots at the top! People. Listen to Shay. She knows boots.

  • Kelly Jo September 17, 2013 at 10:52 am

    Awesome! I needed this post. It is COLD in Minnesota this morning!

  • Narci D September 17, 2013 at 12:39 pm

    Those red Wellies! 🙂 Also, I love those slouchy boots! So cute!

  • Junk Chic September 17, 2013 at 12:48 pm

    I love boots too! Thanks for the fun post today!

  • Carissa September 17, 2013 at 1:05 pm

    What about the leopard booties you showed on instagram. I love those and would love to know where you got them!

  • aprilparrish September 17, 2013 at 1:06 pm

    So many pretty boots to choose from!!! They are all so stylish and fun!
    I can't wait to see you dressed in those black wedge booties. They are bad to the bone!!! 🙂

  • Jessica Still September 17, 2013 at 1:22 pm

    Love this post! Love me some Frye's, so classic & beautiful! I really need to add some rain boots and booties (& another pair of Frye's 😉 ) to my collection!
    p.s. I have enjoyed all your 52 shades of Shay posts!

  • Carrington September 17, 2013 at 1:57 pm

    I have been dying to wear my new riding boots! Now I'm even more ready. Now if the weather in Fernandina Beach, Florida would cooperate!! Great post!

  • Simi @ September 17, 2013 at 1:58 pm

    Riding boots are my favorite!! As soon as temps drop below 70, I consider it time for the Fall uniform – riding boots, skinny jeans, and cozy sweaters!

  • Anonymous September 17, 2013 at 2:37 pm

    Lots of great information! My husband and I are going to Europe next month and plan to do lots of walking. Can you recommend a boot that would be super comfortable for walking an average of five miles a day?

  • Erika September 17, 2013 at 2:39 pm

    Lots of great information! My husband and I are going to Europe next month and plan to do lots of walking. Can you recommend a boot that would be super comfortable for walking an average of five miles a day?

  • September 17, 2013 at 2:42 pm

    i've been eyeing hunter rain boots for years! i almost feel silly investing in them, since i live in southern california where it hardly rains. but, they are just so darn cute, that i may have to get them!

  • Laurie Ann September 17, 2013 at 3:01 pm

    Great post! This is honestly the first thing to get me excited for the cooler weather coming in the fall and winter! I love All seasons, but I've been stubbornly trying to enjoy summer until the solstice when it officially ends. But now…I'm right on board the fall train!

  • Danielle September 17, 2013 at 3:16 pm

    I am shoe obsessed! One thing I love about the fall is the reappearance of boots. I was so excited when I saw your post title. Love all of your picks 🙂

  • Tab & Erika September 17, 2013 at 3:37 pm

    Love the slouchy boots too!!! And of course, those Wellies!! As soon as Narci and I come up with a visitation schedule…maybe we can purchase!! Ha!

  • Mix and Match Mama September 17, 2013 at 3:49 pm

    For all of your traveling shoe needs, check out my 52 Shades of Shay: What I wear/take/read on Vacation post. Just click 52 Shades of Shay at the top of this post to locate it!

  • Sarah E @ September 17, 2013 at 5:43 pm

    On the hunt as we speak for the perfect cognac riding boot. Needs to be cheap to fit into my budget, so it may take me a while, but I will have them this season if I can help it!! Thanks for the inspiration. I can't believe I didn't own a tall boot until last year – I have no idea why I waited so long?!! 🙂

  • Kim Kauffman September 18, 2013 at 12:10 am

    Love boots! I really could use some Hunter boots as I live in Oregon where it rains for eight months out of the year. This is so stupid but they intimidate me to try and style??! I don't know why! I guess I should peruse Pinterest! I think they are SO cute and would love to work them into my wardrobe!!

  • Dianna September 18, 2013 at 3:31 pm

    I love tall boots but have noticed that the heel wears out. Does this happen to you? Any suggestions on ways to avoid it or do you take them to get fixed?

  • Mix and Match Mama September 18, 2013 at 5:26 pm

    I have never had a problem with my heels wearing down. However, a shoe cobbler can be a girl's best friend. Take your shoes to get repaired if you notice damage…they'll be like new again!

  • Angie September 19, 2013 at 4:06 am

    I need a good pair of rainboots. Everytime I try on a pair though, they are uncomfortable. I may just have to break down and eventually buy Wellies!

    I have so many pairs of riding boots. They are by far my favorite kind of boots!

  • Anything and Everything September 19, 2013 at 7:12 pm

    Shay, I LOVE those rain boots. But what color do you suggest getting? I have A LOT of trouble incorporating colors into my wardrobe. I am more of a neutrals, then a pop of color kind of gal. But I was hoping for something that would be versatile from outfit to outfit. Thoughts?

  • Mix and Match Mama September 20, 2013 at 9:59 am

    If you're unsure about color, then go for a nice neutral like black or grey. You can never go wrong with black!!

  • Jenny a Cool Person September 24, 2013 at 8:40 am

    I love the narrow boots you featured!!! You can also pair them with the socks over legging instead of skinny jeans. That gives us cool look.

  • LISA November 20, 2014 at 4:32 pm

    Hi Shay, Can you help me figure out the difference between the Military Red and Pillar Box Red Hunter Rain boots? Thanks so much!