Recommended clothes to wear when dressing up

I've lost weight and want to dress nicely, but what kind of style should I wear to make it obvious I've put effort into my look? I feel a bit self-conscious about anything too hip, so are there any clothes that are a bit hip yet innocent?

I really love the look of a pleated skirt with a belt and a jacket. Do you have anything similar? Fashion gods!!! Please help me.