Many years ago, my brother was visiting from California. He'd been training for the Western States 100 (a 100-mile RUN) and wanted to go out on a 25-30 mile run. So I obliged and RODE alongside, using my speedo for pacing. Unfortunately, at the far point of the route, I ran over a sharp stone that ripped the sidewall of the tire. No repair possible. We walked/jogged together to the nearest establishment: a bar about 5 miles away. We were on our third beer by the time the Good Wife(tm) rescued me. The brother, of course, was mad that I ruined his run.
Nearer to the present, I went on DALMAC this year. The first three days were awesome, with warm weather and mostly-dry riding. Then the weather caved in on us. 30 mph winds with 50 mph gusts, temps in the 40s and rain. I know what I like, and that wasn't it! That was the end of my tour!