If you can follow what I'm about to say, pro dudes check me if I'm off on this, I have a simple way to help noobs (like me) understand the whole DOF/OOF/Bokeh thing.
1.) Take a piece of regular printer paper and draw a line left to right. This line should be 20cm long - 1cm for each f stop in the aperture you'll be using, rounded to the nearest whole number (f/5.6 = 14cm long). This represents your aperture.
2.) Then place a dot 1cm away from the center of your line for each foot your subject will be from you.
3.) Now, using a ruler, draw a straight line that starts at each end of your aperture line, crosses the subject dot, and continues. These are your focus lines.
That's it. Now here's what this demonstrates. The closer your focus lines are to each other, the more in focus that range in the image will be, the farther they are apart, the less in focus that range in the image will be. Playing around with this by changing your aperture (the length of your aperture line) and the distance between you and your subject, will allow you to see, and better understand, how and why you achieve better blur.
I came up with this on my own, and it helped me understand.