5 Tips for Wearing More Dresses and Skirts When You’re a Pants Person

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Switching to Dresses and Skirts When You Always Wear Trousers and Tops

Reader Question: I would really like to wear more dresses and skirts, something more feminine in terms of clothing. I mostly wear pants and mid-length tops because I’m overweight, so I tend to be self-conscious about wearing something different. I find it difficult to get dressed after Covid when you don’t need to go anywhere. I also bought a bowler style hat last year. I haven’t dared to wear it yet.





1. Be brave

You often feel uncomfortable trying something different or new because it is different from what you are used to. You may feel that you are attracting negative attention to yourself or even just getting attention, which is irritating to some.

Each of us has style challenges. It’s hard for you to wear dresses and skirts. They may have a hard time wearing accessories or changing hairstyles for someone else. And others will find dresses easy and trousers hard!

By having the courage to try and potentially fail, you learn and grow. You might even find something that really brightens you up when it comes to your style. Jill Chivers She talked about it as she only wore two pieces of clothing until she met me, and I talked to her about wearing dresses and skirts and she’s a huge fan now!

2. Be Comfortable With Being Uncomfortable

Even if it doesn’t feel like it right now, a little discomfort goes a long way in terms of personal growth, even if it doesn’t result in immediate positive feedback or rewards.

Few people really enjoy the feeling of being uncomfortable, but it’s a big part of improving style. The challenge is to overcome the initial feeling of wanting to return to normal so you can thrive and benefit from this discomfort. That’s why I love knits for dresses, like wearing a t-shirt but in a garment, so I’m physically comfortable!

Transition from trousers to dresses and skirts

When you get into a style routine, you find that your comfort zone is getting smaller and smaller. When you go out of your way to experience new things or allow new things to happen to you, your body creates new neural pathways that feed your creative spark, and you gradually begin to expand that comfort zone.

I really recommend that you do Improve Your Style challenge because you’ll be amazed at how quickly you get out of your comfort zone. You will begin to look at your wardrobe; your clothes and style with new eyes. In this 31-day challenge, I saw remarkable changes in participants in less than 31 days. You’ll be surprised how much more stylish you become and how you stop being so bothered about trying something new.

3. Baby Steps

We often feel uncomfortable trying something different or new because it’s different for you. The best way to start is to start each day with small steps, such as taking a step in the direction that interests you. How does this help? It works because it gradually exposes you to a new experience. So try wearing the dress or the skirt just around the house. Just wear it at home and it will become second nature when you are outside. Then wear it to the supermarket or any low-risk location. Notice how people don’t react negatively to you, and this can give you confidence to start wearing them when you go out socially or go to work.

4. Wonder

Do you have a supportive friend or partner? Put the dress or skirt around them and ask them questions. This will help you understand that there are many different perspectives in the world and it’s okay to have your own perspective.

this Improve Your Style program She has a Facebook group full of amazing women like you who do little daily challenges to improve their style. They post photos of their outfits and provide kind and thoughtful feedback; Celebrate each other’s style wins. I am continually grateful for the encouragement and support they give each other as each participant goes through challenges.

Dresses and skirts don't have to be formal - wear them with sneakersRemember, your dress or skirt outfit doesn’t have to be formal, it can be casual – if you’ve only ever worn skirts or skirts, why not wear your dress or skirt with a pair of sneakers or a denim jacket to feel more comfortable? dresses in more formal settings before?

5. Embrace the Compliments

When you make changes to your style, it’s natural to feel self-conscious. Other people may notice and you may get a few comments. These comments will be largely positive and encouraging. If you’re having trouble accepting a compliment gracefully, simply reply with “Thank you.” You deserve praise for accepting the opportunity to develop your style and acting accordingly.

You can look great at any weight. It’s just a matter of finding styles and outfits that suit you. So roll over in those skirts and put on the hat!

Want to improve your style? Refine Your Style is a 31-day life-changing process Style challenge created using the latest brain science is guaranteed to get you out of your style routine! This challenge gives you daily tips, which are small steps to create different outfits each day and put all the knowledge you have learned into the program.

If you want to dive deep and define your style, go to: Style program in 7 steps. 7 Steps to Style provides color, style and wardrobe essentials to transform yourself. You will create a fresh, flattering and inspiring style that you will own and love. 7 Steps to Style it encourages you to express your individual personality through your style and does not place you in a strictly predetermined style category. As a bonus, the Improve Your Style challenge is also included!

further reading

How to Improve Your Style When You Have No Confidence

11 Ways to Improve Your Body Image, Self-Acceptance, and Style

Why Courage Is The Material You Need To Be More Stylish

Why You Can’t Be Stylish in a Week

5 Tips for Wearing More Dresses and Skirts When You're a Pants Person

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