26 Internet People Share The Most Awkward Situation They Witnessed Where An Attempt To Be Funny Just Went Absolutely Wrong

I've only tried to use "yo mama" jokingly twice in my entire life. Both times, the person's mother had died unbeknownst to me.


A girl had what looked like a little spot of bean dip on her upper lip, and I jokingly said that she kinda looked like Hitler. She started crying. Turns out it was a permanent scar that happened recently. Another time I saw a girl crying at a party, and I just said "Hey, it's okay. Guys are dicks." It was kinda my go-to before this when I saw crying girls at parties, and it usually cheered them up. Turns out her boyfriend just died in a car crash. So anyway, that's why I never talk to people anymore.