Caykon....why don't you spend a couple of hours going to shops such as Dorothy Perkins, Top Shop, New Look, etc to see what sorts of shapes and colours are around and things you might like to try.
Don't feel pressured to buy straight away, just see whats there.
Jeans are fine, but I would invest in a smartish pair, dark denim, maybe bootcut and long enough to wear with heels on a night out. I think a good coat is a great investment, it can trendy up the plainest of outfits. What sorts of things do you wear at the moment?
Get some decent boots, and some flats (Converse?) for pootling around.
hair, I would say get some layers cut into it if you want to keep it long. Again, you can make an appointemnt for a concultation at any salon, you musn't feel obliged to get your hair done then. They can advise you on what would suit your face shape.
Make up.....What you are putting on sounds fine...maybe get some lip gloss, it can be a bit more modern looking and natural than lipstick,.and maybe a decent blusher rather than bronzer which can look a bit brown and flat. Do you have eyelash curlers? I swear by mine.