Once I gave this achievement some thought I found a way to abuse the system. Simply roll and see if you get a double. If you do, peachy. Roll again. If you do not recieve a double, hit the windows button before your piece begins to move. Then return to the game and resume it. You should be back at your previous roll without losing your saved double(s). Took me near 15 minutes after trying legitimately for 2 hours. Hope this helps.