What do y'all think?

Earlier this summer, I saw an article in Esquire about wearing shorts with a blazer. I thought it looked pretty cool (full disclosure: I was a hardcore preppy once upon a time) and have even considered trying it. But only once the temperature drops below 90. No way am I putting on any sort of coat when it's 104.

Now, the NYT has an article about the trend ...

http://www.nytimes.com/2008/07/31/fashion/31shorts.html?_r=3&oref=slogin&oref=slogin&oref=slogin




So am I crazy? Would I look unbelievably stupid dressed like that?