There was a thread here about this some months ago.
I did this bushwack in the opposite direction (down Nippletop to the trail near Hunter's pass) as part of an interesting hike we called the "Elk Lake Circumnavigation." We hiked the Pinnacle ridge, over Blake and Colvin, up Nippletop, and then down and out via the Dix trail. This was about 8 years ago.
The slope of Nippletop was EXTREMELY thick (can't see your feet), but young and healthy spruce. There was little blowdown. 3/4 mile, downhill, took us a couple hours.
Now, post Hurricane Floyd, I would guess that a trip up that slope would be a very long undertaking. Were I in Hunter's pass, and seeking to go to Nippletop, I would take the Round Pond trail out to Gravestone Brook, and take the easy bushwack up to the Leach trail near Bear Den.
TCD