1. Everyone has fit issues
Clothing is not designed for the individual (unless you have something made) anymore. Clothing is designed for a mannequin with "typical" proportions, and those "typical" proportions can vary country to country and designer to designer. So getting it in your head that there is something incredibly wrong with you because a dress doesn't fit you, is ridiculous. It wasn't made to fit you. There is nothing wrong with you being bigger or smaller or having small or big boobs or the fact that you're petite, plus, or tall.
2. Not everything works or has to for every "body"
There are certain trendy pieces or clothing pieces in general that will look stunning on certain body types and on others it will look awful. Due to the different sizes and proportions of different people, certain things just will or won't look good on you, and there is nothing wrong with that. You should not take it personal or try to force yourself to wear something because it's on trend...just because. You should accept the body you have and learn what works for you. The stylish people we know and love and see in mags and vlogs are ones that can say, I know this doesn't work for me, and move on. This is part of understanding and developing a style POV that allows you to take a sharp editing eye to pieces that have no business being in your wardrobe.
3. Love what you wear
If you hold up any item in your wardrobe, you should be able to say, "I love this," or at the very least, I have to wear this for work. You should not just keep items that make you feel bad about yourself, don't fit, are the wrong colors, etc. Don't buy clothing or shoes that someone else thinks you "need" to wear. If you are not first and foremost comfortable wearing your clothing pieces, you will show it. You won't walk as confidently, or you'll be pulling, and adjusting non-stop. You'll also be stumbling over shoes that are too high or too awkward for you to walk in normally. If something is not your cup of tea, be firm in saying a hard no to it and not wasting your money on something you will never wear or be firm in your ability to toss it out of your closet to make room for something you will love!
4. Money does not automatically equal style
Just because you spent $1,000 dollars on a coat, does not mean you have style or are stylish. It means, you spent $1,000 on a coat. Money does not just mean you have style because you spend more of it on designer labels. I've said this about a million times now, but some of the most stylish people make their own clothes, buy off the rack, thrift, or simply have an eye for style. Many designers which people covet, sit at the same parks and cafes in New York and Paris and Milan that normal people walk by and see what normal people are wearing and take what they see and turn it into runway fashion. You can be stylish and fashionable at ANY price point.
5. Use the internet to your advantage
If you are struggling to find what you like or something that fits, trussssssssssst me, you are not the only one. I have spent hours and many miles searching for long inseam pants which are the bane of my existence, but rather than do that forever, I hit the internet and look for people who share my fit woes and see what they do and where they go to find items that I can't otherwise seem to find on my own. If you can't find it in store, find out where you can AND for a price you can afford.
6. You don't need to defend your style to anyone
First and foremost, you are wearing the clothing and not anyone else. I find that with women in particular, we often have to combat people telling us that our style is not feminine enough, or it's too sexy, or too demure, or not proper or whatever "someone else" feels we should or have to look like. You do not have to defend your style choices. Love what you wear, and wear it and be proud and happy about that. If someone else doesn't like it, that is their problem and they don't have to wear it.
7. But *sometimes* there is a time and place
As sure as I made my last point, do keep in mind that sometimes there is a time and place for your style or fashion choices. Jobs, funerals, weddings, religious ceremonies, meeting dignitaries and VIPS, etc. have a certain dress code which you should abide by out of respect or because it's your job to do so. Adhering for a few hours should not be something that breaks your soul to have to do. When someone lists a dress code or requires one, they are asking you to abide by it in their domain as sign of respect to the occasion or the people involved. It's the same concept as your house, your rules, or your children, your parenting style. If you want people to respect you, your home, and your choices, show that same respect to them on occasions where it is called for. This should not be confused with someone asking you to change your style all the time everyday all day to suit what they think you 'should' have to wear.