I once showed up for a date on THE WRONG DAY.
I showed up on a Monday instead of a Tuesday. Still not sure how that happened, but I started being more careful with my note taking from phone calls after that. Good thing it was a day date and the girl wasn’t home. but it’s annoying to borrow a car, make all the hachanos, and drive all the way out for nothing.
I’m not sure if it’s a shidduch story, but it is a true story going back 15-20 years. Once a guy just wasn’t goreis traffic lights on Ocean Parkway. Must have been late at night when you can do this without getting killed. Turns out a cop has been trailing him the whole time. Cop pulls him over, and makes him a deal- just pick the intersection and he’ll write him one ticket instead of 8. The guy picks one, the cop writes down the chosen intersection, and they go their separate ways. Yes, the guy successfully fought the ticket; yes, the cop was fuming; and no, there is no traffic light by Ocean Parkway and Avenue k.