The Worst Date Ever: How to Start a Storytelling Moment

You're at the bar or restaurant, and you're all alone. Is this going to be the worst date ever? You've been waiting for over an hour. Hoping beyond hope that the person who is supposed to be across from you or next to you will still show up. By the end of the night while the staff is closing up around you acknowledge that they are never coming. The panic and humiliation set in as a cold sweat breaks out across your body. Now you'll stink and you got stood up. Worst date ever — right? 

Not so fast! It might be your worst date ever, but it could be a great story to share with someone else. You're going to be laughing about this in ten years right?  Worst dates can be turned into hilarious stories that will make people laugh until they cry (or vomit).

The Weekly Prompt About Your Worst Date Ever

Some of the best stories involve a date gone terribly wrong. You know, that one time you said something totally inappropriate and out-of-line to your new love interest. Or when you were trying to be all sophisticated and classy but had some type of food spill on your favorite shirt before the big night? This article will walk through how you can take those moments and turn them into memorable storytelling moments to be shared for years to come.

Why remember those moments? 

It's easy to talk about fun stuff, but it is also part of our life experience to share some of the crappy things too–the things that happen which are kind of like why did this have to happen? Sometimes these memories become treasured ones since they're hilarious and juicy to downright inappropriately fabulous.

In a world where everyone talks about happy things, it can be nice to have an outlet for sharing those embarrassing memories. Keep in mind people's boundaries, and if they become uncomfortable, or you feel that way too – maybe skip this topic at your next family dinner!

Week 35 of 52 Weeks of Storytelling — Worst date ever

How to Start Telling your Worst date ever ​Story

You’ve been there. You know the feeling of your stomach sinking as you leave a date and think “there is no way this will work out”, but you don’t want to tell anyone about it because what if they say: “I told you so.” 

We need to talk about those bad dates. It's time to stop hiding from them and let everyone else in on our worst date stories. So here are some prompts for how to start telling your worst date or the story of your loved ones!

• Have you ever had a horrible dating experience?
• When did your worst date ever happen?
• How old were you?
• Where did your worst date happen?
• Who were you with? (feel free to change names…)

These simple questions will help bring your best memories to life. You can also find more prompts in my blog post “10 Ways to Write About Your Worst Date Ever”.

That is a little about our weekly writing prompt and some things you can think about. Take some time to check this is a guideline. You can use any other prompt you'd like. If you have the printed pages or printed journals, feel free to write whatever you'd like in them and cross things out.

What’s Next For Your Worst Date Ever Story

We’ve provided some helpful hints on how to start telling your worst date ever with the Legacy Storytelling Method – so share it with someone who will appreciate it! 

And if you want more help getting started telling your own stories or need advice about which prompts would work best for your project, click here. Happy Writing!