How to Fail at Flirting: Hilarious Lessons from My Awkward Attempts

How to Fail at Flirting — the story of my life! If you’re reading this, maybe you, too, know the struggle. You see, I wasn’t just bad at flirting. I practically turned it into an art form of failure. Every attempt was a new lesson in awkwardness. Let me take you through my story, one cringe-worthy fail at a time, and maybe you’ll find some value in what not to do.

First Fail: Overthinking Every Little Move

When I first started trying to flirt, I had no clue what I was doing.

I’d see people laugh, smile, make eye contact, and somehow connect. So, I figured I’d do the same.

Except, I made one big mistake: I overthought everything.

In my head, a thousand questions raced. “Is my smile weird? Did they catch me staring? Was that joke too much?”

If you’re asking yourself a hundred questions while talking to someone, let me save you some time: they can tell.

Nothing is natural.

I was so worried about looking “cool” that I came off as nervous and, let’s be honest, a little creepy.

Lesson learned: Overthinking ruins the moment. Just relax, listen, and go with the flow. Easier said than done, right?