"Why can't these writers come up with endings that work?"
This sounds like a quote from some modern-day film producer or book critic. In fact, it was written by Aristotle who predates movies and the printed word by a good few years.
Endings are hard. Have you ever sat through a perfectly good movie only to be disappointed, confused or even angry at the end? One of the problems with endings is that the really satisfying ones are often also the most predictable. This is partly because the ending we want as a viewer is the one that does all the things we are hoping will happen. As a writer, sometimes the job is to get to this end in a way that looks like you won't get there or provide an end which is original. There is a need to be creative amongst writers that can make going for the obvious distasteful.
The ending in an improv scene or narrative can also be obvious. It should, in general, be a tying up of as many things that have been established as possible without it feeling overdone or trite. And given the fact that improv audiences are more forgiving than moviegoers, knowing as they do what is being done is being made up there and then (and not been in production for the best part of a year), you shouldn't worry too much about overdoing it and certainly you should not overthink it.
Surprise endings in general rarely work well. It’s fantastic when they do (these are the story endings that get celebrated), but so often they don’t quite get it right. Even in movies and books, where the writer has time to put enough subtle clues in so that the surprise is surprising but also still satisfying, I would say most attempts at a "surprise ending" don't please the audience. In improv, we can't be nearly so clever as to pepper subtle clues to something we have no idea about at that moment. Truly random ends to stories with no clues to them are the ones that make people the most confused and angry. Many people reading this will recall improvised stories they were in where at the last minute something unexpected was introduced that became or triggered the end.
The satisfying ends are when something that has been struggled or searched for is finally achieved or found. Or it is not found, but the characters realise something important about themselves, in particular that they didn’t need it and what they really needed they had all along. A good end comes from a clear want or need, either of the central character or the group as a whole. In fact, a very satisfying story sees the group get what they need, the hero gets something they wanted, and the antagonist gets what they deserve. Another common end is to end up back where you started but with a new perspective.
The end is a hard time, but we are instinctive storytellers. It might be hard to know what to do for an end, but when an end happens, we feel it. The audience especially does. I have been at enough shows where the audience has felt the end and is surprised the story is continuing. Sometimes leading to a further end or pleasing “denouement” but mostly not.
So, if you have listened hard throughout, stopped making up new things after the middle, played and explored the characters, situations and world you have, realise what the characters want and need, and set the on the path to achieving that, you’ll be on your way to something that feels like an end.
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