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Jane Austen’s Wastebasket

Humor inspired by literature, history, and life

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How to Court the Great Eye of Sauron in 5 Simple Steps

He might be all eyeball, but you can win his heart

3 min readSep 18, 2025

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Modern dating is a never-ending parade of humiliation and it’s shocking anyone does it. But, people in 2025 are desperate for affection—they’re willing to slap their heavily-filtered selfies onto online dating marketplaces for all the world to see. They’re willing to sit across the table from desperate single after desperate single, dodging terrible jokes and chewing through one mediocre rigatoni after another.

You know who doesn’t care about selfies? Sauron the Abhorrent Eyeball. You know who can’t eat pasta, due to not having a mouth? Sauron the Loathsome King of Flames.

So, maybe it’s time to start pitching your woo in the direction of Mordor.

1). Get Off the Apps, Girl

If you’re serious about winning his vile and shriveled affections, you’ll have to do it the old fashioned way. The realllllyyyyyyy old fashioned way.

Stop DMing random internet scrubs and start studying up on siege strategies and interrogation techniques. Learn to swing a battle axe without tripping on the chain. Maybe start training up an army of ghouls. These are the kinds of qualities you’ll need to hold the attention of the entity known as Sauron the…

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Sarah Lofgren
Sarah Lofgren

Written by Sarah Lofgren

Engaged in inadvisable wordsmitheries and other creative acts. http://sarahlofgren.com

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