The hundred-dollar rule is in direct conflict with the ninety-day rule. It states that if a man spends a hundred dollars on a women and she does not have sex with him then he has to stop dating her. Personally, with inflation, I’m thinking if you’re really going to have a rule it should be more like a thousand dollars. But what if the woman has her own rule. Maybe she’s thinking he needs to spend $500.00 or $750.00 before she’ll sleep with him. And what if you break it off and you were only a pack a gum away from getting lucky. This is why I try not to follow any of these ridiculous rules.