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  1. February 20, 2014

    Hi Amanda! Love this post. I wanted to wear booties with skinny jeans last week and they were too long so I cuffed them. I walked around all afternoon thinking… Do I look silly. I love the look and this post confirms that I made a good choice! Love the blog and look forward to reading more. :)

  2. February 20, 2014
    Claire says

    I always wear my booties with one roll, but I’ve been getting a little tired of it, so this post comes at the perfect time for me. I was also wondering what brand those jeans are? I love them and am always looking for good jeans.

  3. February 23, 2014
    Miranda says

    I love this post! So very helpful! No I need to hit the mall!

  4. February 23, 2014
    Sue says

    Finally! All my questions answered!

  5. February 27, 2014
    Jodi says

    I definitely think the last look isn’t the greatest but I have seen it before, on myself as well, and it doesn’t look too bad if you have the right skinny and the right boot.

    I’m all about your posts that give options. Love them :).


  6. February 28, 2014

    […] How to wear booties with skinny jeans.  […]

  7. February 28, 2014
    Cassie says

    ahhhhh i have totally worn my jeans over the booties. Fail on my part. Thanks for the tips!

  8. March 3, 2014

    […] my ankle boots (which I know you can barely see). I am following the advice on this post — How to wear booties with skinny jeans. I went with option 3 and did two small rolls leaving a bit of skin showing. My coworker even […]

  9. March 3, 2014
    NZ Muse says

    I’ve definitely done the last a lot :X

    What would you recommend for ankle boots that have a large cuff themselves? Would double cuffing (if you cuff the jeans too) be a nono?

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  35. October 23, 2014
    Jennifer says

    I bought some boyfriend jeans was so excited to wear them with my new ankle boots but I looked frumpy and silly so I went on a search and found this site and now I understand why I looked so stupid my boyfriend jeans are to long! Do you suggest I cut them? I want to wear them cuffed!!!

  36. October 24, 2014
    Abby says

    So glad I found you!!! I wore some skinnies with new ankle boots to work today and didn’t know how to style them. Cannot wait to read the rest of your blog!

  37. November 22, 2014
    Becca says

    Hi I really love your blog and am looking for some further bootie advice. I am a stay at home mom and have very little time to shop so I was hoping you could suggest a few cute black bootie options. Ones that I could wear every day (I don’t get dressed up that much any more!), with jeans, or slacks, or leggings. Low heel is preferable. Thank you so much!

  38. December 9, 2014
    NMarie says

    Hi! I was just wondering if you’d be willing to share with us where you got your booties as well as where your jeans are from? Love them both!

  39. January 1, 2015
    PT says

    May I ask where you purchased your booties? I love them!

  40. January 17, 2015

    Great. Love these booties :)

  41. January 21, 2015
    Miesha says

    I was wondering where your jeans are from?! They’re really cute and I’ve been looking for some in that shade/length.

  42. January 29, 2015

    […] these helpful tips from advice from A Twenty Something […]

  43. September 23, 2015
    Jessica says

    Thanks for the tips! As someone with short legs, I am always a fan of rolling once or twice b/c my pants are always too long. :)


  44. October 5, 2015

    dear Amanda,

    I now this blogpost is kind a little older, but never the less still so helpfull.
    as a huge fan of your blog, I was strolling around your posts and stayed here. not for the advice how to wear jeans with boots, but because I’m a small women who almost never fit into standard trouser length.
    your option 2, the pull up, was a light bulb moment for me :D now I usually tend to wear my skinny jeans this way, no matter I choose boots, loafers or mules!

    thank you so much for this very fashion-life saving inspiration! :)
    <3 Tina

  45. October 14, 2015
    Janell says

    What boots are those- LOVE them!

  46. October 22, 2015

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  47. December 8, 2015
    riboon says

    WOW just what I was looking for. Came hsre by searching for buckle

  48. December 10, 2015
    Tania says

    This is helpful, however I can’t find any resources on what to do in cold winter months. I follow these guidelines now, but when it gets below freezing I don’t want to expose skin. And with tall riding boots on their way out of style (if not already), what’s a girl do to stay stylish and warm?

  49. January 13, 2016
    Barbara Chatham says

    Thank. You. So. Much.

  50. February 10, 2016
    Michelle P says

    Thanks for this post!

  51. July 12, 2016
    Simon says

    My wife just took me though all options. Now, I need a drink and a lye down

  52. January 11, 2017
    k meyrs says

    Who cares if you wear the jean over the boot? If you think you look great or like the look or are comfortable wearing the look I say do it. Don’t live your life because its what everyone is doing, live it like YOU want.

  53. January 12, 2017
    Nancy says

    Enjoyed your helpful hints. Is this advice good for seniors?

  54. February 11, 2017
    Julia says

    I really enjoyed reading looking at your images, they are well taken and self explanatory, There is one question though if I may ask, Is it always necessary to show a little bit of skin when wearing ankle boots? I mean can’t I just wear it over the jeans?

  55. February 28, 2017
    Jane says

    Thank you for your advice. I have a great pair of black ankle boots by la canadienne -style Shelby. I’m finding it difficult to wear because they cover my ankle. Any suggestions?

    Thank you

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  57. October 29, 2017
    Lisa says

    Awesome! Just the advice I needed. Bring a mum now, and been out of the fashion loop, I really needed to confirm how to wear my super new booties with my skinnies. Having the jeans finish just before the boot top made sense, but worried I was too out of touch to trust my thinking 😆 I like to think I can still rock this look!

  58. December 10, 2017
    Mary says

    have really thin legs and need advice as to how to get the jeans legs smooth in tall boots

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