I'm still trying to lose another 10-15 pounds myself. I'm 5'5" and 135- pre-T, and all the weight is in my thighs, hips, and ass, so super skinny jeans are a no-no currently. I find that the Levi 514- slim-straight jeans are a nice compromise, especially as they seem to have a bit of stretch to them. The super dark, almost black indigo color seems to downplay my hips a bit too.
If you can rock the skinny jeans though, that's awesome, I think they're a lot more flattering on most guys than super lose jeans are, and they work so well with goth/punk/skater fashion. I actually bought a pair of Vans Slimbo red and black corduroy 'jeans' recently, and I think they'll look pretty sweet once I ditch the last of the chub, since my bone structure itself isn't very girly at all.
About packers, I think it would depend on personal preference and the fit of the particular jeans. A lot of guys sag the super skinny fit jeans, but if you didn't and they rode up in certain sitting positions, I imagine it might look pretty obvious if you weren't packing, but only some jeans on some guys.
