Two spring to mind, I misunderstood a guy over a deal involving a cheap Spanish non ejector I wanted to get rid of, he talked about a deal with an English double he had, it turned out (too late sadly) he meant he wanted a straight swap, it was a Field coil spring sidelock similar to the one B.Graham on this site has. It was in good shape but I thought he meant the Spanish gun and my cash for it, so turned him down. He sold the gun on for peanuts and gave me £50 for the Spanish boxlock. Doh !
The other was a grubby but beautiful 20 bore Harper single barrel hammergun. It was at a local auction with a starting price of £60 (iirc) I decided I'd go up to 150 but there was a last minute bidding frenzy . Commission aside, I'll bet the seller was happy that day.