Sam Winchester loved his brother, but man the guy could be so annoying. He played his music too loud ninety percent of the time, any attempt to get Dean to eat healthy was met with several rude insults, and don't even get Sam started on Dean's unhealthy obsession with the Impala.
Then again, his big brother Dean was always there for him. Whether it be bullies, monsters, and even the rare occasion when their father said something hurtful to the youngest Winchester, Dean stuck with his brother.
So, yeah, the guy was annoying as hell, but he had his moments.