That's no worse than a fat sister in law sitting on the tailgate. Ain't pretty, but as long as she's comfy, no harm done.
I don't use the truck after a boating trip. Am curious if I can leave the trailer with boat hook up to the truck. Will it damage the truck's shock since its being compressed down? Thanks.
Anytime I've left things attached and knew it was going to be that way for a few days I just put the tongue jack down and gave it a few extra cranks.