Love that dress Not Spaghetti. I agree that finding people on YouTube or Pinterest to follow who are your shape, and checking our their style, is really helpful. There are loads in over 50s age groups of all shapes and sizes with a variety of styles. Seeing how something could look on your shape can make a huge difference to what you feel comfortable in. I would agree with the getting the under garments right, it helps with how clothes hang on your shape. You don't even have to make a lot of changes, maybe just a different neckline or shape of top.
It's not about copying someone else, it's about getting ideas for what you may feel comfortable in, what may suit you, how to put your own spin on a dress/skirt/trousers and make it look right for you. It costs nothing, takes no effort, can be done at any time and is often more fun than watching TV.