My worst stuck was my very first time offroad and the funny thing about it, was that I was at the Jeep Jamboree in Rocky and on the eep 101 trail. We all came down the hill to the final obstacle and it just happen to be about 150 m of good ol' Rocky muskeg. Our first trail guide tries it, get stuck (33s) and winches across. The next trail guide tries (33s, lockers fr and rear), gets stuck and winches across. I was 2nd in line for participants and they got me through at about 6 pm and there were still about 10 jeeps to get across and it jeep was taking about 15 mins per Jeep to get through the muskeg. Oh yeah, one of the trail guides winches was starting to overheat after 2 pulls
After I was across they told me to head up the hill, take a right, and it will take you back to basecamp. What they did not tell me was that the 1st hill was starting to get a little slick, there was another mud hole, and another hill after that. Needless to say my little YJ on my 235 AT/S did not cut it and I got stuck in the mud hole.
Walked back down to tell the trail guides and they decided to get on the HAMs and call in the reinforcements. 3 Jeeps on 35s and 1 jeep on 44 boggers. Now remember this was back in 2000 and 33s were a good size tire and 35s was big and 44 were HUGE!! So they setup a string of tow Jeeps; the Jeep on 44s for the muskeg, one for the first hill, another for the mud hole and the last one for the final hill. My dad and I stayed behind and to help the guides out hooking up the tow straps. By the time we got the last jeep onto the road it was about 10:30 pm. Ask Steve (can't remember his webname) what it is like to be towed up a hill behind a Jeep on 44s
Oh and just to give you guys an idea of how bad the muskeg was, the jeep on the 44" boggers at one point had to use his 12,000lbs winch to help him pull an XJ through. He was fumed off that day because the trail he guided was kind of dry. By the time he was finshed pulling 10 Jeeps across, he Jeep was black and the only part of his body that was not covered in mud was his right leg and the area around his eyes where his glasses were.
As it turned out the Jeep 101 trail was one of the hardest that day