Lost Password?

A password will be emailed to you. You will be able to change your password and other profile details once you have logged in.

Fashion Boots for Women Over 40, 50, 60 – You Can Never Have Too Many Boots!

fashion boots for women

by Tina Boomerina (Christina Gregoire)

You can never have too many boots!  There are so many cute, winter-friendly styles out there that are totally indispensable for older women. So, put on your boots and look hot, not dowdy, in 2013/2014.

No matter who you are or what your age, if you are a woman, you need as many pairs of boots as you can get. Well, within reason. Why? Boots are a hot look, but more importantly, boots are more stable, more convenient, and more practical than most shoes. And, fashionable boots are cute.

High Heel Boots Are Stablehigh heel boots

If you are over 40 (or 50 or 60) and you wear high heels, you can use your footwear to fool your public into thinking you are:

  • Taller than you really are.
  • Skinner than you really are.
  • Sexier than hell.

However, if you are a Baby Boomer chick (or older), you may not have the balance you once had in your disco days. Well, I have found that boots are more stable than pumps or high-heeled sandals, because properly fitted boots will hold your ankle in place, thus keeping your heel under your foot's center of gravity.  And, that’s a good thing, even if you aren’t out dancing the Funky Chicken or whatever crazy things you used to do when you were young and single.

Stable footwear is important for everyday stuff, like going up and down stairs... like walking to the car... like shopping at the market.  Sure, you can get stability with Nike-like shoes.  But, Nikes will make you look frumpy, not elegant.

Boots Are Convenient and Practical

I don’t like to wear jeans because I got boots for baby boomer women over 40 50 60burnt out on them after wearing denim non-stop during my hippie days.  Also, I find pants hard to fit and uncomfortable.  So, after wearing skirts and dresses for years, I know the advantages of knee-high boots over regular shoes... especially if you have more important things to do than to obsess over fashion and beauty. In my opinion, boots are indispensable because:

  • You don’t have to waste time finding the right color tights or hosiery to coordinate with your shoes or hemline.
  • You don’t have to shave or wax your legs as often because your boots cover your legs.
  • It is easier to find two boots that match, when your closet is a disaster, than to find two shoes that match, because boots are bigger and easier to spot.
  • Boots keep your legs warm when it’s cold and raining or snowing.

Boots With Slacks and Jeansfashion boots for women

Boots look fabulous with pants. It’s so easy to upgrade your favorite jeans (or slacks) with some cute knee-high boots, a huge Parisian-style purse, and a big pair of sunglasses.  Also, good boots will save you money in the long run, because you can wear your same old, boring jeans without looking old and dowdy yourself.  And, that’s because boots are a young, hip look.

If you hate jeans because they don’t have enough stretch, you can wear leggings (or jean jeggings) tucked into your knee boots (or ankle boots) for a cute alternative to that ugly, suburban uniform of jogging suit and white tennis shoes.  Why look like an old lady who shops at the local mall when you can look like a hip celebrity by shopping the entire world of boots on the internet?

Hey, looking hot doesn’t take much money. It just takes a little imagination and the courage to wear what looks good on you.

What Boots Are Hot for Fall/Winter 2013/2014?

Do you really care what’s new and hot? Most of the newest styles are too edgy for women in midlife, however, if your gay hairdresser and your granddaughter approve, you can try knockoffs of super trendy boots.  But, when you're spending those big bucks, you should look for classic, investment-grade styles. (article continues)

Keep reading about cute boots for older women on page two.

Tina Boomerina (AKA Christina Gregoire) is a Baby Boomer born at the end of 1952. Her mission is to make the internet a kinder and gentler place for Baby Boomer women around the world. Tina's specialty is fashion for women over 50.

Follow Me on Pinterest Follow My Boomer Lifestyle Blog on facebook

Related Posts


  1. Miriam

    how do you keep your jeans or leggings or whatever tucked in with shorter boots?

    • Tina-Boomerina


      I must have short legs or long leggings and jeans. Sometimes, I tuck my leggings into my socks. They also have something called boot socks with cute prints (tiny repeating prints) and I've seen models in magazines wear those so that they come up above their boots... but I've never tried that myself. My short boots come up to my ankles or above, so I've never had a problem. I've read that rubber bands work, but that might not be very comfy. Also, you might need boots that fit tighter in the ankle.

      Anyway, I wear my husband's socks or I wear those knee sock nylons and scrunch them down. If none of these ideas work for you, please let me know and I'll ask around. Maybe you need "tall" sized leggings if the socks don't keep them in. As for jeans, I don't wear jeans because they are not comfortable and I'm 61... and I've paid my dues with tight clothing... so I think I deserve a break after wearing all the crazy trends over the years. However, I just read that these same tricks work for skinny jeans. Hope this helps. If you're still having problems after trying socks and all the other ideas, you either have the wrong boots (too short or too loose) or your leggings/jeans are too short for your long legs. But, let me know if you need more info.

      Tina Boomerina

  2. nancy

    I am 73 years old, slim and want to know I can wear boots and not try to look like a young girl??

    • Tina-Boomerina


      The secret to wearing boots and not looking like a young girl is to go with suede and not leather. If you happen to have a short bob, you can wear a heel up to 2 to 3 ½ inches. It’s best to wear a straight skirt just past your knee, but if you want to go a little above your knee, you can wear dark tights to cover your knees. An oversized A-line coat never hurts.

      Another fun fall look is to do the equestrian style. Wear tan boots (with a low or flat heel) and jeans or leggings that tuck into your boots. Wear a tailored coat or a black, high-neck sweater with a blue scarf knotted around your neck.

      Thank you for your question. You have inspired me to write an entire article dedicated to this concept.


      Tina Boomerina

  3. Lori Grantzinger

    Wherecan I find the cadigan showen tin the piture with the artical,boots with slacks and jeans. I have the boots and loved the sweater

    • Tina-Boomerina


      Sorry to say that the cardigan is from Hobbs UK 2012, when I first wrote this article. Sometimes I update my photos, but that outfit is from 2 years ago. You can try Hobbs to see if they have anything similar.

      Tina Boomerina

  4. Helen

    can I wear a over the knee boot at age 66

  5. Tina-Boomerina


    About a year ago I would have said no, but they are so popular now that I have to say, "It depends."

    I would not wear those over-the-knee hooker boots with the stiletto heels. In my opinion, if the whole outfit is put together right, so that the main focal point is NOT the boot, and you are wearing a flat boot over jeans, I think you could pull off wearing over-the-knee boots.

    I can't see your outfit, so I would get a second opinion from someone honest like your daughter. However, I can imagine a hip baby boomer chick in over-the-knee boots. I suppose I should write an article that explains the right look.

    If you play with different pieces, I'm sure you can come up with an ensemble that looks put together, with a bit of class, but also with a fashion forward edge. You might want to get some inexpensive boots to try out the look before going high end. However, if you like the look and people respond well to it, an "older" woman almost always looks better in "better" clothing and accessories.

    Send me a pic if you feel like it. I promise not to publish it or comment on it. I'm just curious.

    I've been wondering about that style of boot for a long time.


  6. Lynda

    can women over 60 wear jeans tucked in boots

    • Tina-Boomerina


      Sure. I do it all the time. Well, I don't like most jeans so I tuck my jeggings into my boots. Hey, I'm going to add you to my newsletter. If you don't like it you can opt out. Look in your junk mail, but I just sent one out today. I won't send another for about a week (or maybe less). Who knows....


  7. Lisa

    I like the article, but wondered why you would have young models posing for an article about women over 40...

    • Tina-Boomerina

      I use young models because I get those photos for free. Alternately, I could use the underexposed/overexposed/out-of-focus photos that my husband takes of me.

      I think I'm using the lesser of the two evils. If you want to volunteer and send me photos of you or your friends in boots, I'll use them.


  8. Annie Lin

    Is a 69 year old woman too old to wear jeans tucked into her boots. She's 5'6" and wears size 6 jeans.

  9. Jerene

    Please add me to your newsletter list. I'm 61 and fashion challenged. I just bought some cute ankle boots and don't know how to wear them. I also saw that tall boots are okay. But, what do I wear with them? I don't wear dresses very often, mostly slacks and jeans.Don't have any leggings. Should I get some? I sure don't want to look like an old lady trying to be young. I just want to look confident and put-together.

    • Tina-Boomerina


      I'm about two months behind in answering comments. Sorry. I'll try to get out a newsletter sometime in the next year. I promise.

      I only wear jeggings because they are more comfy than jeans. If you can fit into jeans and slacks without the buttons busting off, you're fine in slacks and jeans. Well, it depends on what you're wearing. If you like tailored jackets and things like that, you're fine.

      I'll email you... two months late... long story.