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    Style Trend: Over the Knee Boots


    I love my Stuart Weitzman 50/50 black over the knee flat boots I purchased last fall/winter. They were by far my best purchase of the season.  I wore them with skinny pants and slim fitting trousers, leggings, skirts and dresses. 


    Now I am on the search for  tall brown boots and I really like these ones.



    1. Frye shirley $447.95
    2. Via Spaga georgia $298
    3. Tory Burch jack $550
    4. Michael Kors bromley  $197.90 on sale 

    Over the knee boots can be intimidating but done right they create a stylish and chic look.


    style’n tips on wearing over the knee boots:

    1. If you wear these boots with short skirts the best length is 1-3 inches above the top of the boots.

    2. For skirts and dresses, match up your leggings or tights to the boot to create an elongated look with out breaking up the colors.  Unless you are trying to copy Julia Roberts in Pretty women, avoid tight skirts and bright colored leggings.

    3. Ok but if you do wear your boots with a tight skirt then go for a tailored look. Add a well cut shirt,  a mid thigh length tailored coat, and an oversized bag.

    4. One of my favorite looks is to pair up over the knee boots with leggings and long tunics

    5. Beware they do not look good with loose fitting pants, flared pants, boot cut, and boyfriend jeans. They do look amazing with skinny jeans.

    6. Taller women can get away with these but if you are shorter and have the confidence you can still wear them.  And the tall flat boots will be more flattering and classy than the stiletto over the knee boots.

    7. And stiletto vs. flat? I think flat is better and more practical. Definitely not as edgy and provocative as the stiletto but you get more of an equestrian and casual look. 

    8. It is best to avoid shiny materials, patent, and too many details like lace and studs.

    What do you think about wearing over the knee boots? What outfits do you wear them with?

    Reader Comments (45)

    I didn't think they would look good on me, but I tried a pair on and loved them!!

    September 24, 2010 | Unregistered CommenterCara

    Major yes to OTK boots. Loving the 1st pair you picked out. :)SarahD

    September 24, 2010 | Unregistered CommenterMy Republic of Fashion

    I'm really short and am not sure I could walk in these. I think they look hot on women with really long legs though!

    September 24, 2010 | Unregistered CommenterMelissaNibbles

    i'm not a fan – 1 i'm short, i'm like 5'4 .. and i'm not the skinnest girl by ANY means – i think u need to have THIN legs to pull them off and TALL legs .. otherwise makes you look short and stumpy – but that's just me! .. i like my boots to stop below the knee ..

    September 24, 2010 | Unregistered CommenterErika @ ~TiptoeButterfly~


    I wore over the knee boots two winters ago and last winter…now my boots are so worn in that the 'over the knee' part sags lol! I gotta get a new pair!!

    Love the brown riding boot!

    September 24, 2010 | Unregistered Commenterphotohogger

    like the look not sure if I could pull them off. Great tips! I do like the flat look much better.

    September 24, 2010 | Unregistered Commentercoolkids

    I tried a pair on a few weeks ago…all was fine until I went to sit down..I felt like my knees were getting cut in half…not exactly sure why? Im 5'3", maybe not tall enough?

    Have a Fabulous day!” rel=”nofollow”>Statements in Fashion Blog

    September 24, 2010 | Unregistered CommenterCollette Osuna

    Stuart Weitzman makes my favorite pair of OTK boots. These tips are so smart…and well, style'n!

    September 24, 2010 | Unregistered CommenterThe Zhush

    I LOVE these type of boots. I don't have any, but you know I love (and *need) your tips when it comes to a new item that I have not yet 'attempted'… so THANKS!

    Happy Friday:).

    September 24, 2010 | Unregistered CommenterTorrie

    I'd love it with heels but I doubt that my feet can last day to night in heeled OTK boots. Love the Tory Burch though the price is pretty steep!


    ML” rel=”nofollow”>20 YORK STREET

    September 24, 2010 | Unregistered Commenter20 York Street

    Great tips! I love boots with dresses. I would go with the Spaga or Burch. I like the rich brown on both.

    September 24, 2010 | Unregistered CommenterBella *Bellgetsreal

    Love OTK boots, just wore mine yesterday ๐Ÿ™‚

    September 24, 2010 | Unregistered CommenterAudrey Allure

    Over the knee boots are amazing! I have yet to buy a pair though!

    September 24, 2010 | Unregistered CommenterTasha

    thank you for your suggestions ๐Ÿ™‚
    Olivia x

    September 24, 2010 | Unregistered CommenterOlivia RPS

    I've been wanting a pair of over the knee boots.Thanks for the great tips! I love #4..what a perfect idea!


    September 24, 2010 | Unregistered CommenterSamantha

    I love long boots and I have a pair…I love to wear them with skinny jeans and loose tops:)

    September 24, 2010 | Unregistered CommenterDiana Mieczan

    I love OTK boots but since I am 5", I look very short in them:-( They make any outfit so polished!!

    September 24, 2010 | Unregistered Commenterbollywoodstylediaries

    i think my legs are way to short for this trend, wahhh!


    September 24, 2010 | Unregistered Commentersamantha.

    I love Serena's boots, and those Frye and Tory Burch boots are to die for! And great tips for how to work them!
    xo Josie

    September 24, 2010 | Unregistered CommenterJosie

    I bought those too last year! They're probably the same ones. I've been eyeing those Frye ones this year. Great taste ๐Ÿ™‚

    Have a great weekend, sweetie!

    September 24, 2010 | Unregistered CommenterTHE ALTERNATIVE WIFE

    I LOVE over the knee boots!

    September 24, 2010 | Unregistered CommenterKatie

    i like how it looks, but i don't think i can pull them off! haha, happy weekend! ๐Ÿ˜€

    <3, Mimi

    September 24, 2010 | Unregistered CommenterMimi

    it can def be tricky pulling off these boots, but your tips are great pointers for pulling off this look. love the Frye pair…” rel=”nofollow”>

    September 24, 2010 | Unregistered Commenterstyle-haus

    I love them! I've been wanting a pair for a while now but I might just have to order a pair of Frye's this weekend!

    September 24, 2010 | Unregistered CommenterChas

    Great pointers! I agree with most of them … Can't wait to wear my boots! It is no where even close to fall right now … Wonder when will I actualy get to wear them! ๐Ÿ™‚

    September 24, 2010 | Unregistered CommenterTanvi

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