How To Develop Your Personal Style

It’s an often-repeated and common belief that we’re either born with great style or we’re not. That’s like thinking you’re either born with good manners or you’re not, which we all know is nonsense. Style is a skill we can learn and like anything else, the more we practice, the more confident we become. If you’re lucky enough to be exposed to style and stylish people early on, your sartorial choices may feel easier so your style appears more effortless. But what if we’re not? How do you develop your personal style?

Here are a few tips to help you develop your personal style.

How To Develop Your Personal Style

  • The first step is to be curious. Being interested in and aware of other women’s styles is a great starting point to discover your own personal style.
  • Be observant of women around you. Train your eye to see the different aspects of an outfit you admire.

More –Your Best Style Muse

  • Start a Pinterest board and save images of looks that appeal to you. Even if you’re not sure what it is about a look you like, pin it for inspiration.
  • After you have a large collection of images, go back through them, and look for similarities in the outfit. Are the colors similar? Do most of them have classic elements or are they on the boho side?

More – 9 Wardrobe Essentials for a Successful Wardrobe

  • Take pieces in your existing wardrobe and create new outfits similar to looks you’ve collected and admired on others.
  • Be brave. There’s no harm in trying and it’s often the fastest way to learn what we love.
  • Feel free to imitate someone else’s style. That sort of plagiarism is encouraged and the highest form of flattery to the woman you imitate.
  • Take selfies. The fastest way to see if you like how a style looks on you is to take selfies. You can be more objective when seeing yourself in a picture than looking in the mirror.


Great style can be found at every price point, so don’t feel limited by your budget.

How would you define your personal style?

I would love you to follow me on Pinterest and if you enjoyed this post, please pin it so others can find me.


This post may contain affiliate links which won’t change your price but will share some commission.


  1. Lin
    August 30, 2020 / 2:23 pm

    Like this “ try it you might like it attitude”.
    I stick with the same traditional style so my closet looks pretty much the same.
    I love the idea of taking selfies when changing it up. I will try this to add a bit of flair.

  2. Lisa Antoniou
    August 30, 2020 / 1:49 pm

    Great information.I worked as a personal shopper and image consultant for many years.It was. so easy to dress others but I found it more of a challenge to look objectively at myself. Now I am way over 60 and discovering new ways to put outfits together that suit my age and lifestyle.
    I lived in the San Francisco Bay Area but now find myself living in tropical Queensland Australia. No Nordstrom JJill Old Navy or Chico’s !!!..just to name a few. I am a redhead with naturally curley hair very fair skin and a curvey petite body. Being retired and on a very tight budget is also a challenge here. There are some high end clothing stores and items do go on sale but finding “warm toned colours” can be difficult. If I could wear black white or any cool toned colours it would be easy here. This seems to be a very “cool to toned” country.Crisp white shirt? no problem…cream one? not going to happen. At times I findi myself in a ” personal style dilemma” I now feel I know what would work for me but finding it is the problem. I will continue to try to stick to basics and use accessories creatively to add interest. The cooler months may not be such a challenge. In our hot humid Summer I wear wrinkled linen and count the days until Fall arrives! Having a sense of humour is sometimes the key to having or knowing our personal style!

  3. Joanna
    August 30, 2020 / 9:02 am

    I think for the most part, I am a classic dresser. I love a crisp white shirt with the collar popped. I only buy jeans in a dark indigo or black wash. A LBD is a must! I love scarves as they add colour and texture to an outfit.
    I tend to wear black in my outerwear no matter the season. I’m trying to get out of that and have bought a red winter jacket. I wouldn’t be surprised if it gets returned though. The tags are still on with the receipt in a pocket. 🤔
    I love shoes & booties. Too much so! My hubby counted them one day and I was surprised that I have 40 pairs. How much is too many? Please tell me you have at least as many pairs.

    • June
      December 29, 2020 / 3:56 am

      Just found this. If it makes you feel better I donated 70 pairs of shoes, booties, plus 3 dozen handbags and I still have over 200 pairs 😉

  4. jmp
    August 30, 2020 / 9:01 am

    Great post today! I’ve lost weight recently and struggle to see my “new body” as I decide my new style. Your suggestions are helpful!

  5. Rose
    August 30, 2020 / 6:14 am

    I love your ideas. You have helped me be a little bolder with my style. I’ve always been classic and a little sporty, similar to my mom. She always looked and dressed beautifully. As did my sister. As I’ve gotten older I’ve realized you are just more overlooked so trying a little harder helps with self esteem.

  6. carol
    August 30, 2020 / 6:00 am

    i wore a uniform of some kind most of my life and find myself now at 67 trying to figure out what my style is…

    • Susan
      August 30, 2020 / 8:51 am

      Join the club. I have worn a uniform since I started school aged 5, until I retired aged 55. I have always struggled trying to find a stylish, casual look, gravitating between a relaxed boho look (which generally swamped my figure) to a more tailored look which always felt a bit too ‘stitched” up and at aged 63, can be a bit ageing. I always check out what Jennifer is wearing as I think she has really nailed polished, casual dressing which has given me some great style ideas.

  7. Jan
    August 30, 2020 / 5:54 am

    My personal style has developed from years of observation and years of trial and error. Today, I may see someone who has a clothing or hair style that I may admire but I know it does not fit my personal style. For me, my personal confidence is the bottom line. When I look in my closet today, it can be sorted into a 90% group of basic, classic items and a 10% group of trendy items. I tend to add a few trendy pieces of clothing in the summer months. More often than not, they might only survive one season. My goal now is to enhance my personal clothing, hair or makeup style. I loved the style and confidence that my mother and her sisters had developed. Maybe, they sprinkled a bit of that magic dust on me.
    I watch very closely the style and details that you are showing us Jennifer. It really works to keep me current.

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