Monster Date Problems: 10 Tips We Learned From Dating Monsters

Real problems, unreal dates. In the spirit of Halloween, we take dating from the point of view of one young man named Jim who takes the phrase ‘beauty is in the eye of the beholder‘ to a whole new level–and learn from his many, many exploits.

Whether winter elementals to giants to vampires to a multitude of other monsters looking for love, Jim teaches us that some dating tips are useful for any walk of life–or non-life, as it were.


1. Despite best intentions, some people just aren’t compatible with each other.

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2. Sometimes honesty just isn’t the best policy.

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3. Even if things get rough in the relationship, there’s always a silver lining if you look hard enough.

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4. Not all reactions to horror movies are cute.

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5. It pays to do a little research about your date. Just avoid being creepy about.

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6. When your significant other makes odd yet sincere requests, they’re usually for your own good.

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7. When dating, a reliable wingman is a great advantage.

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8. Remember though–even loyal wingmen can get fed up with repeatedly bad decisions.

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9. It pays to have extra cash just in case. Granted, that’s a tip that’s useful for just about anything.

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10. When you see an opportunity to be smooth–

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–Take it.

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MistaWolfie Read more Monster Date Problems by MistaWolfie to follow more of Jim’s (and his ever-suffering wingman Marcus) adventures in the potentially dangerous territory that is Jim’s love life. This webcomic is updated with two new comics every weekend.

Monster Date Problems keybies

Monster Date Problems keybies designed by the awesome MistaWolfie are available at the Cafe’s E-Store!Choose from 3 main designs with 2 variations each, and get them as:

  • dustplugs
  • cellphone charms
  • keychains

All designs come in Medium and Large, at $2.5 and $3.5 each respectively.

We also ship worldwide, and accept payments through PayPal. Each purchase is confirmed upon checkout, so we can double-check your order and send you your bill after everything—wait for it—checks out.

Monster Date Problems keybies

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