The real rules about how old and young you can date. According to this rule, society should accept a 50 year old man dating a 32 year old woman. A quick poll of my friends says otherwise. This made me wonder, does the creepiness rule actually reflect what is socially acceptable when it comes to age differences in dating? In other words, does the creepiness rule actually reflect what society findscreepy? The internet is divided on the topic. The researchers approached random people in public and asked them to imagine themselves in a romantic relationship with an attractive person of the opposite sex.