The Great Ankle Boot Search of 2012

To say I’ve been on quite a search for a new pair of ankle boots (aka “booties”) this season would be an understatement. (Although the word “booties” makes me snicker. I AM SO IMMATURE.)

Even though we are in the midst of house renovation crazy right now, I’ve taken on a good deal of new work lately, so I decided I would treat myself to a new pair with some birthday cash from relatives. Now, we all know that boots aren’t the most inexpensive shoes in the world, and this is no time for me to be frivolous, so I’ve been picky about finding the right ones. (Extra super duper neurotically picky, as you will soon see, but I’m determined to find a pair I truly love.)

Would you like to go on this extra super duper neurotically picky journey with me? Oh, you know you want to.

2012 Boot Criteria:

Flat or low heel
Taupe or grey suede
Ankle height

First, I started with the DV Juju boot.

These were okay, but the heel was a little higher than I originally wanted. However, the real deal breaker was the “weathering” effect on the toe and heel. It wasn’t my favorite.

Next pair? Sam Edelman Petty.

I tried both on, posted this shot asking for opinions on my Facebook page, and 94 comments later, I still wasn’t sold.

(You can really see the weathering effect on the Juju boots in the full-length mirror shot on the right. Looks like I dipped my toes in a pond.)

((p.s. – I don’t usually wear ankle boots with my workout clothes. So hot.))

I can’t put my finger on why I didn’t keep the Sam Edelman boots. I really liked them. Great color and great construction.

Boot Status:

Next pair on the hunt? Isabel Marant Jenny Boots.

You guys, these boots were perfection. So unique, so comfortable, so in looooove. However, the price point? SO NOT IN LOVE.

Ohhhh, they were really good, and I’d love to say that I returned them because I simply refused to pay such a large amount for a pair of boots that could have been procured from a dumpster dive, but that would be a lie. I returned them because they were a bit too small, and the size I need is impossible to find anywhere. (Size 38, friends! Any leads? I mean, not that I would buy them or anything…)


Next up? The J. Crew Aggie Suede Boot.

Refined style, good color, but once again, the heel height was borderline too high for my criteria. Also, I found that the sole seemed a bit hard. (I had thin socks on at the time, so there’s that.)


You guys, I was about to give up until I saw the Madewell Barnwood boots.

Love the color, love the heel. Could these be the one? I’m not sure if they go a little too Western, though. Will I feel an inclination to dosey doe? I purchased them with a 25% off promotion code, so the price is right. They are currently on the way, so we’ll see…


What boots are you loving this season? As always, I’m open to suggestions. (Many, many more boots for your enjoyment on my Pinterest board too. What did we do without Pinterest, people? Oh right, we actually accomplished things.)

  • Kim

    November 14, 2012 at 9:39 am

    What happened with the H by Hudson option…?

  • SFDC

    November 14, 2012 at 12:52 pm

    Ella Moss actually makes a really cute pair, similar to the Sam Edelman ones. I love them.

  • Erin

    November 14, 2012 at 7:43 pm

    U have been aching thru the same thing! Loving certain booties but then trying them and knowing I will not wear them. OK!!!! I FOUND THE PERFECT PAIR! I am a mom of a 2year old boy who I run around with all day. THese shoes are super flattering bc of where they cut off on the leg. Not too tall or short. Take a look! So comfortable too.

  • Claudia

    November 15, 2012 at 1:13 pm

    Tried this on at Target yesterday. On sale for $8.99. (No, that’s not a typo.) Ultimately decided I didn’t want the color, but might be what you’re looking for. http://tinyurl.com/c94xfu7

  • […] Right on the tail of my bootie obsession (seriously, WHEN ARE THE MADEWELL BOOTS GOING TO GET HERE?) is my hat obsession. Here are 10 of my […]

  • blue hydrangea

    November 22, 2012 at 8:24 pm

    I feel your pain, I have been on the same search and I have to admit I have the DV boot the Sam Edelman boot and the Madewell barnwood boot, I may have a small boot problem. I love all 3 for different reasons. The Sam E. boot is GREAT for everyday, the DV for dressier times and the Madewell boot is fabulous!! It would be my hands down favorite except I had to get one size bigger than I normally wear but I loved them so much I kept them. Can’t wait to hear if you love them too!!

  • blue hydrangea

    November 22, 2012 at 8:41 pm

    PS I can’t believe I admitted I bought 3 pairs of boots! So unlike me since I haven’t bought new boots in years…it’s just that I couldn’t find one fab pair that worked with everything. Ok that’s all for now!!

  • Seven Things | whoorl

    November 30, 2012 at 8:02 am

    […] You guys, the Great Bootie Search of 2012 rages on. I’m putting together another post featuring four (FOUR) more pairs that I tried. […]

  • Frannie

    December 3, 2012 at 7:53 am

    I found the PERFECT gray booties!!! And….they have a bow on the side. For only $15 at Ross!! The brand escapes me, but they’re on my Instagram (franceslindsay).