Jesus figured out the riddle quickly. This woman was an outcast. The other women wouldn't let her draw from the village spring. They didn't approve of her. She had bounced from man to man to man, perhaps taking other women's husbands along the way, perhaps just taking turns living with every man in the neighborhood.
People talk about a woman like that.
After speaking with the woman for a while, Jesus used a metaphor which I find very appropriate for those caught up in the sin of lust. Lust leaves one thirsty. It never satisfies. Sex within marriage, within a loving, life-long relationship is like a never ending spring, always satisfying and full of abundant life. This Samaritan woman was bruised and battered 5 times over.