You're with a group of people at a social gathering, or trying to open a speech or presentation, and want to tell a funny anecdote. But you're worried about telling the story so it comes across as funny and entertaining, as opposed to...
Part 1 of 2:
Preparing to Tell the Story
Determine your set up. The set up establishes the premise of the story by providing your audience with the necessary background information and details.
Figure out your punchline. The punchline or laugh line is the heart of the story. It should lead the audience in one direction and then surprise them by suddenly escalating into a more interesting climax or going off into a completely different direction than was suggested by the set up.EXPERT TIP
"Sometimes it's best to get to your punchline, wait for the big laugh, then cut the lights and end the scene."

Dan Klein
Improvisation Coach Dan Klein is an improvisation expert and coach who teaches at the Stanford University Department of Theater and Performance Studies as well as at Stanford's Graduate School of Business. Dan has been teaching improvisation, creativity, and storytelling to students and organizations around the world for over 20 years. Dan received his BA from Stanford University in 1991.
Dan Klein
Improvisation Coach
Write the story down. Read your first draft of the story out loud to determine which points are funny and which points in the set up could be tightened or edited out.
Practice telling the story in the mirror. Watch your body language as you tell the story. You should be relaxed, friendly, and appear confident.[1]
Add tags to the story. Once you have practiced the story a few times, you may start to get comfortable with the material and start to add tags, or additional punchlines.Part 2 of 2:
Telling the Story

Introduce the story. If you are trying to introduce it into an existing conversation among friends, use a short introductory phrase to begin the story, such as: 'You know, that reminds me of a story…' or 'It's funny you should mention that, just the other day, I was…'
Be brief. It's important to get the first laugh as quickly as possible, ideally in the first 30 seconds. Don't worry about setting up an elaborate, detailed scene or mentioning what happened the night before, unless it's full of funny details that get to the point.[3]
Be confident. Don't trail off, don't look away from people and don't stutter. Try to relax and tell the story in a casual tone, like you're telling it to a good friend.
Remember to use your hands and face. Well-timed hand movements and facial expressions can really liven up the details of the story and keep your listener engaged.
Make eye contact. Don't be afraid to look your audience in the eye as you delve into the details of the story.
Try to end on the biggest laugh. Most listeners will only remember the last part or punchline of a story. If the ending is flat, it will likely ruin the funnier details in the set up. Remember not to laugh yourself.[4]
Move on if your audience doesn't laugh. Desperation, no matter how smoothly it's presented, is never funny.[5] If your story doesn't get the big laugh you were hoping for, shrug it off.Update 24 March 2020
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