I originally bought vintage because I could afford it, and it was most unique. I was a "unique outcast" sort of person in high school. Every year since I was 14 I have worn a beautiful 1920's or 1930's dress on my birthday, halloween! I find the 1920's dresses to be so insanely ornate. I love details such as gold lace, silk velvet, beading, sequince, net tulle, ribbon decorations, lace, the list goes on!!
Years ago before people were wearing silk camisole tops, I wore 1930's PJ tops with jeans. I loved the femininity of the tops with all that lace. I still have a bunch, but have added to that with modern redesigns from designers such as Rebecca Taylor. With these, new tops do last longer. Old silk falls apart very easily.
I love vintage shoes now. They are so decorative. I can find perfect shoes for $10-30 on ebay just like new. If I found the same thing designer it would be $500. Now, I don't know about other people, but I can only afford so many $500 pairs of shoes. It ends up for the better anyways. My shoes are more unique, and I don't feel as weird to tip toe around them, actually not worrying about wearing them out.
Vintage 50's sweaters are great. You can always find one to match everything.
I have lots of very beautiful dresses I just can not give up from the 1920's-60's. I only keep what I wear, so it is a really nicely picked out collection that I am very proud of!