Well, on an offroad mountain bike solo trip twenty years ago, I: lost the weed, then dropped my sleeping bag off the top of my rack while tooling around in a field and had to backtrack to find it. Next day, popped a pannier off the rack on a speedy descent and caught it in my spokes, spitting it open.
Somehow lost the toilet paper, the main stash of matches, and my flashlight. Went back up hill but they were lost in the steep underbrush. Then, later that day, riding up hill, the single rack stay sheared at the bolt, leaving me to have to use bailing wire to rig the rack back to the bike.
The next day, as soon as I hit pavement, it began to torrentially downpour so there was six inches of rain on the roadway. Slept in the back porch of an oil company as there was no place dry to pitch tent. The next day, I aborted the trip and rode 100 miles on a loaded mountain bike with knobbies to end the ordeal.

That's (one of) my stories.