A Fashion Risk

I was so torn over this dress, I loved it, I loved it not. I tried it on, put it back on the rack, then grabbed it again. But as you can see, it made it out of the store! The vertical lines had a slimming effect that I liked.
I think I have to switch to wedges or shorten it because my feet disappeared! But it's still not as long as some maxi dresses I've seen. I am wearing my Hermes-esque bracelet with it and some gold hoop earrings. It made me feel like I was about to jet off somewhere and fashion is all about fantasy isn't it? :)

Fashion is also about taking risks and I am glad I bought it since this dress will definitely not blend into the background. So, do you ever question your fashion choices? And what risks have you taken that have paid off? 
I was close to ordering this one, but I am short and wasn't sure how long it would be. But it's really cute too.