I think to look really fabulous, one pretty much has to plan on having everything tailored. Even jeans and “minor” purchases. I have a friend that does this and she said once she finally made up her mind that tailoring would be part of her clothing budget, she felt very empowered. This is my resolution for this year.
I totally agree with this. I'm petite and have a heavy bust, so I have to get pretty much everything tailored (always need to hem pants and even t-shirts sometimes, need to buy larger shirts and get them fitted to avoid the horrendous gape, etc), and that's been a part of my shopping budget for years now.
Sometimes it gets a bit frustrating though - I have this top which had complicated darts. Had to take to 3 different tailors to get it properly fitted. Was a loooong process.