Who Needs a Comedy Special When You Have These Boomer Dad Jokes?

Imaginary Friends

Dating can be exhausting — so why not invent someone who always gets your jokes and never shows up late? This dad joke about imaginary relationships is both whimsical and weirdly relatable. No awkward silences, no dinner checks, no heartbreak.

Of course, there’s the downside of never getting that goodnight kiss. But hey, you can’t argue with the convenience. It’s all fun and games until you realize you’re laughing alone. Or are you? Maybe your imaginary date thinks it’s hilarious too. Either way, it’s spooky how funny this one is.