CRLC Challenge; Hit the Road Jack

The Carrot Ranch Literary Community April 29, 2021, prompt: In 99 words (no more, no less), write a story using the phrase, “hit the road, Jack.” You can interpret the phrase any way you like — road trip, goodbye, or story. Go where the prompt leads!

Hapless Jack

Like a hapless fairy tale Jack he was always certain his luck would change, that things would work out for the better.

But the perfect job always fell through, usually after a heated argument with his boss. Or he’d quit to pursue some entrepreneurial scheme. “Jack be nimble, Jack be quick,” he’d say. But the scheme would fail.

“Next time,” he’d say. And he’d smile that smile and tell Jill no matter what, she was his princess. Once more they’d pack up. “Time to hit the road, Jill.”


Jill sighed. How much longer would she go stumbling after?

20 thoughts on “CRLC Challenge; Hit the Road Jack

  1. This is great, D. I like the way you’ve combined a few Jacks. I’ve done the same in mine – not published yet. Still ‘polishing’. I think we all know a few Jacks and Jills as in your story. It’s up to Jill to decide what’s best for her and stumble no more.

    Liked by 1 person

  2. Pingback: Hit the Road Jack « Carrot Ranch Literary Community

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