Video player with party shuffle

[cr125mxer]

Does anyone know of a multimedia player with advanced shuffle features? Here is what I am trying to accomplish: I have a bunch of wake, skate, n snowboard videos on my pc and I want to be able to play sections of each video for a fixed interval of time (i.e. 5 min) then jump to the next file. Like a scan feature on a car stereo. The catch is that I don't want it to play the first 5 minutes of each video, I just want it to randomly jump to different sections of different videos - like a party shuffle mode. Has anyone come a cross a program with the potential to achieve what I am trying to do? Any ideas would be great. I know I could separate all of my videos into fragments but I don't want to waste my time with that....