This is an old post that I have to return to because... I'm back at the same spot. I went to Macy's and tried on a bunch of wool pants. I chose the ones that looked and fit best, Ralph Lauren. So now, let me try to refine the question:
Simply, I have a lot of "package" in my crotch and I wear boxers. How do you maintain your jewels in more fitting pants?
I realized that i need to lower them slightly on my hip and they feel and drape just fine when standing up. I figured out that the rise (split in the pant's crotch) has to be slightly on the side of the package and my anatomy can hang loose. Lowering also gets rid of the slight wedgie in my crack. I suppose this all indicates that this style of pants is worn a bit lower than jeans and dockers.
However, when i sit down, the rise cuts into my package and, well, i get man camel-toe. Its not that bad (its not too uncomfortable), but things bulge and don't look right. I have to really lower the pants for them to fit well, feel unnatural.
I'm 6' tall and 195 lbs with a gut so I normally wear comfortable pants - slightly loose jeans and dockers to look better, but they all have a lot more room in the crotch.
I really need some advice here. I want to be able to wear these nice slacks, but my junk gets in the way :(