The Reattatchments

I find myself attatching a couple of documents over and over again to different emails. Sometimes I'm not at home, and I have to go into my sent email, download them from there, and then reattatch them. Wouldn't it be nice if GMail gave you an option to browse files you've previously attatched, or atleast a handfull of favorites, and then let you attatch them in one click?

I don't read Life Hacker at all, so maybe someone has beat me to this idea and made it a reality.