I would say a wise man knows the right time to stop, but... I don’t know the right time to stop asking for sequels myself, so I†˜m not qualified to give anybody else an advice...
That's quite the title.
I like how he swore to 'teach her a lesson' and such, only for her to outsmart him and ruin his plans, and take all his money in the end. Ah yes, he's even in the signature pose of defeat on that last page.
Great ending though! Well hey, there's always another chance in the 'revenge match', keep trying, I'm sure one day things will go your way...Maybe. That or she'll keep on milking you for all you're worth.
"You've got to know when to hold 'em, Know when to fold 'em. Know when to walk away, Know when to run. You never count your money, When you're sittin' at the table. There'll be time enough for countin', When the dealin's done." - "The Gambler" by Kenny Rogers
Clearly Sensei-san DIDN'T KNOW ... and he paid the price of his ignorance or innocence, both in yen and in male pride.