A Challenge She Made You Quickly Regret

I'm sure I'm not the only one here who convinces myself that I can take more than what I really can, and then turn that into a challenge for my lady.

What have you challeneged your partner to that she made you quickly regret, or for the women what challenge did you take on or challenge your partner to where you made him quickly realize it was something he couldn't win.

Ex.
"I bet you I can take 10 kicks and not fall."
"I bet you can't make me tap out in 1 minute by squeezing my balls."

Etc...