Longest I've stayed awake is four, five days. I honest cannot remember because I went a bit insane during that time. I was both hyper aware and utterly confused at the same time, twitchy, seeing colours and hearing noises that weren't there. I don't remember going to bed but I was fine after. My reason for doing this was that I was 18, just started energy drinks and I could. I cannot stress enough how I do not recommend you (yes, you reading this) try this. Seriously, don't.