Is it possible to be content with being unhappy?

Hmmm, Technically speaking yes, i would say a person could become content with being unhappy. It's the same as how people get convinced that "it's ok to abuse women", or "I'm going to be a failure at everything i do", For example if Billy (first name i could think of) lives in family that has everyone telling him hes gonna be a failure in life, 9 times out of 10 Billy's gonna grow up thinking hes a failure!! Sometime in his childhood he may accept this and make it his reality. It's kind of like the saying "Your thoughts become your words. Your words become your actions. Your actions becomes your destiny" I think its worded a little differently, but you get the point.