Thrift Store Finds – Trying to be Brave

So I have a definite type of things I like. They are usually black or grey. Usually plain, not patterned. I try for tops that are longer and skinny jeans. 


But . . . a little while ago, I saw this: 

I am a cute vest!

While it is black, it's also patterned and it is a little shorter on me. And it's a vest. This is an article of clothing I've not had in my wardrobe since the 90s! Remember this? 

Still, I thought there must be a way I could wear it. I bought it for $4.49 and worked to figure it out. Here's what I came up with: 

Together with an Express pencil skirt (via Goodwill), a green shirt from Target and my beloved boots. 

I like it, though I think I will have to pace myself wearing it. It is a fairly memorable outfit. 

Are there any pieces you have been a little scared to try that ultimately worked?