Q&A: Can Older Women Wear Trendy Boots?

As an Amazon Associate I earn from qualifying purchases. For more details, please see our disclosure policy.

This week’s Q&A actually comes from me to you. I’m asking you for your fashion advice as regards older women and fashion trends.

Want to save this post?

Enter your email below and get it sent straight to your inbox. Plus, I'll send you time- and money-saving tips every week!

Save Recipe

A month or two ago, Aerosoles sent me some boots to review. These boots. They are amazingly comfortable, exactly what I expected from the brand, known for its comfort. I love wearing them.

The boots are also on the trendy side. I, as we know, am no fashionista. But, I do like to dress in the current decade when possible. So, I look forward to updating my wardrobe whenever I can.

These boots are also tall. I knew they were sending me tall boots, but I was a little surprised that they were sooooooo tall. They are, indeed, knee boots. Apparently, in my old age, I’m not reading things as carefully as I should.

To be honest, I feel a little piratey. Would that it be Elizabeth Swan I resembled. Or perhaps a little super hero-esque? Mrs. Incredible, maybe?

However, I’ve been observing other women out and about. At least here in Southern California it’s not uncommon to see knee boots. Usually, though, I’m seeing them on much younger women than I. This year I turn 39 (for the second time) and while I’m not ready to relegate myself to “old lady clothes,” neither do I want to dress beyond my age.

According to some of my younger and/or hipper friends, Shaina and Jenn, both claim that these are totally appropriate for someone in my stage of life. As long as I wear something longish to cover my rear and balance the ensemble.

But, never one to be satisfied with a simple yes, I turn to you. What do you think?

Can this old lady wear trendy boots?

Disclosure: I was sent a review pair of boots by Aerosoles. All opinions are my own.

Similar Posts

Leave a Reply

Your email address will not be published. Required fields are marked *

97 Comments

  1. It really has nothing to do with your age (and please, while I’m a few years younger than you, I would prefer not to look forward to “39 the second time” as being an “older woman!”). It’s how you feel (okay, there are exceptions – juvenile fashions should not be worn on adults, but these boots are hardly juvenile). Do you feel good in them? I’ve had people tell me that they could never pull off something I am wearing (in that instant it was one of my fav skirts), and it kind of surprised me. Because I didn’t think I was doing anything “trendy” I just thought I was wearing something that I felt good in and looked nice. Apparently I rocked the look, cuz I had the confidence, not because of any other factors (and certainly not because I had the perfect anything). So, really? How do you feel? Confident? Self-conscious? My advice – Keep wearing them until you make up your own mind for certain. 🙂 You will either grow more confident and embrace it, or you will decide for yourself that the look just doesn’t work for you and leave it behind. 🙂

    1. I’m more than half kidding on the age thing. I do feel more tired than I did at 23, but it may be because I no longer feel invincible. 😉

      And, yes, I think confidence makes a world of difference!

  2. Yes, you can definitely wear these boots! They look great, however, I wouldn’t necessarily pair them with jeans unless they are jean leggings, which would look adorable. These boots would also look great with skirts and tights or with leggings (and a long shirt or sweater.) And you could totally wear any of those looks. You go girl!

    1. Believe it or not, these are skinny jeans that I’m wearing. I don’t think I could get them tighter and still move. ha!

  3. I definitely don’t think you’re too old to be wearing this trend… but I do think that since you’re on the shorter side (like me *sigh*), that these boots seem unbalanced on you… if that makes sense. They seem to “cut you off” at your knees. I don’t know if it’s because of the wide opening at the top, or because of the height, or because of the angle of the photo. Just my two cents. I absolutely think you could wear tall boots, though without looking as if you’re dressing inappropriately for your age! 🙂 I’m just wondering if a different boot would be a better fit (no pun intended).

    1. Yes, I would imagine that on a taller woman, they wouldn’t “take up” so much of the body. They certainly are 1/3 or more of me, aren’t they?

  4. Noting what others have said, I thought I would point out that I think the boots are meant to have a “pirate” flair to them. I recently saw an “older woman” in similar boots with black jeans and a long shirts with ruffles down the front and on the shirt cuffs. She added a vest and looked adorable. But she also looked like she wore this type of outfit all the time. She was SUPER comfortable in her outfit and couldn’t have cared less what anyone else thought. Truthfully, I think that is what makes ANY outfit…your comfort level. I am 45 and I like to wear things that I am comfortable in. I don’t care if it is intended for someone younger than me, I just want it to look good and make me feel good. I often find that there are fashion trends that look GREAT on older women if paired differently than intended. So my advice….GO FOR IT! Wear them until you own them!

    1. Great input. I think you’re right on the comfort/confidence thing.

  5. I agree with others. The length seems fine, but the wide top, I’m not sure about! Maybe it is the sweater with it? Either way, I totally know what you mean that going out of the comfort zone is hard, so good for you for stepping out…and you still look cute!

  6. I would love to see another picture of you wearing these boot with black leggings and a dress. I LOVE big boots and your adorable so you could definitely pull it off, or any look off for that matter. But these particular boots I think maybe would look better with black leggings and a dress or skirt.

    1. I will try that. That seems to be a common suggestion. Will report back later!

  7. I think you look great and you will get used to them once you wear them out a few times. Does your husband like them? My husband likes me in tshirts and jeans which is kind of boring. My kids like it if I try something new. I bet your kids think they are cool boots.

    1. The first time I wore them I got a few raised eyebrows in-house. But, now no one even blinks twice. They are super comfortable.

  8. I’m putting my two cents in on the “these boots might be a bit too big for you” side. In the first picture, I actually thought they were over-the-knee boots, which I think are inappropriate for ANY age. I might also pick brown for you to go with your skin tone – I think the black is a little harsh.
    HOWEVER. You go, pirate! I think the rest of your style is awesome and comfortable. I’m one of those people who judge people’s clothes on the street (as in, that skirt is far too short, or leggings are not pants, or ballet flats are not appropriate for a Chicago winter slushy day), and I would walk right by you thinking you put thought into your appropriate clothing. 🙂

  9. It’s not about age. It is about the fit and attire with it.
    The boot is a little wide at the top. If you cannot get a slimmer fit, you could wear black leggings to give it a more streamlined look. Skirts are very cute. If the top of the boot stills throws you off wear black stockings. It is a great look once you get the fit and ensemble right. If first you do not succeed, try, try again.

    1. I think I will try it with my black leggings and black skirt. Thanks for the suggestion.