Not sure that I really have any good ones aside from getting my Ranger stuck once. I used to run mud tires on the rear in the winter and aggressive AT tires in the front. I took my GF at the time and we were going to go play around a friend's farm with my 88 Bronco II that I had stored there at the time. Well, when we got up there, I couldn't get 4x4 to work on the BII, so I said f-it and we took the Ranger around. First trail I go up, I make a left to continue up the hill (going straight would have taken me out in the owner's dad's yard). Got turned up the hill and that was it. Buried the back till the axle was sitting on the ground. I looked at my GF and she goes "Oh no, you can't really be stuck. You better get us moving again right now." (On the way up, I had joked that maybe I should fake getting stuck so we could make out).
Walked back to the field and flagged down the owner's brother. Talked him into bringing his Chevy 2500 to free me. He didn't want to do it at first, but I got on him about how he was talking up his Chevy that he had a lift on it and off road tires and whatnot. He finally decided to show me what a Chevy could do. Hooked up a tow strap and the Chevy digs in... and doesn't budge my Ranger. He gave it a couple tries and then gave up and unhooked the strap, said he'd go fetch his brother. Goes to leave and... yep, he's stuck. So he hooked up his quad to his truck and it pulls the Chevy out. He comes back with the quad and tries pulling me with that, but it's a no go (although the quad moved me more than the Chevy did). So we fetch the landowner and he tries driving my truck out. Got it out of the holes I dug but not really anywhere else, so he fetches his Ford backhoe. Yep, I had to get dragged out by a backhoe.
Other than that, most of my stucks have been kinda stupid. Got my 89 Eddie Bauer BII hung up on a snowmobile track once, got a yank from a Chevy 2500 to get out. Got my Ranger stuck on a logging road when the hitch landed on top of a water bar and became an anchor. Got my F-150 stuck when I first got it because the auto hubs were blown out and I didn't know it, mom's Explorer pulled be back up onto the driveway. Got the F-150 stuck once plowing snow, was getting ambitious stacking snow and had it spill over the top of the plow, filled up above the level of the hood and buried my 7.5' anchor, got pulled out with a Chevy 2500. Almost got the F-150 stuck when I pulled off my driveway with probably around 1.5 tons or so of wet dirt in the back (instantly sank to the rear axle as soon as it left the stone driveway), but 4-low saved my bacon. Buried my choptop up to the frame in swamp mud. Probably would have made it out if my D-28 wouldn't have grenaded, got pulled out by a YJ Jeep on 34's. Got my 89 Eddie Bauer pulled out when I buried that in a swampy area simply by stopping moving for a minute to evaluate the trail ahead, got pulled out by same YJ.