I must be a "glass is half full", optimistic kind of guy: I tend to wipe memories of really bad outcomes in favor of remembering the really sweet ones. That being said, in response to the thread focus, I do recall embarrassing shots from my first year playing... like how did I get that throw stuck near the top of THAT tree? But I really remember them for the fact that kind-hearted younger (but more experienced) players saw my predicament ( the two or three times I did it) and generously offered to climb up there and retrieve my disc(s) for me. Meeting good folks like that at the outset really got me hooked on the camaraderie of disc golf.
"Worst" memorable shot a friend threw, though, might be "black acing" the 17th basket off of an icy 18th tee pad
at AJ Jolly. If you've ever played there, you'd know that was a FEAT.