Warning: Spoiler! (Click to show)
Do you guys have pics/examples of the look your going for? Going to get a cut today.
I usually just lurk this thread, but I wanted to chime in. Based on your pictures it looks like our hair might be pretty similar. I could never get a cut that I liked until a few years ago when I got it pretty short on the sides with a bit more length on top and then thinned out all around. I've found that a cut like that lets the hair "grow in" without looking too poofy on the sides, which is what always happened to me before.
I just google image searched "short hairstyles for men with thick hair" and took my pick from what I saw. The few that I played around with are these. I took the Brad Pitt one in to my stylsit for a while and the one I've used the last few times is the Jake Gyllenhaal picture. Keep in mind that it doesn't have to be exactly like the picture. I just use the picture as a guideline to show what I would normally be terrible at putting to words. Good luck!
A more extreme example: