Castiel helps Sam and Dean hunt down Cupid on Valentine's Day after townspeople start to kill each other for love. However, after Cupid tells them he's innocent, they discover Famine, one of the Four Horsemen of the Apocalypse, has arrived in town.
Anna is sent back in time to kill Mary and John Winchester before Sam is conceived.
Gary, a teenage nerd, conjures up a body-switching spell and changes bodies with Sam. Thrilled by his new handsome and built body, Gary (now Sam) investigates a case with Dean and takes advantage of his good looks and age by hitting on women and getting drunk. Meanwhile, Sam is stuck in Gary’s teenage body, dealing with intrusive parents and high school.
Sam and Dean investigate a series of deaths at a mental hospital caused by a supernatural force. The only way they can get in is to go undercover as patients, and they soon discover they have some issues to work out.
Sam Dean, and Castiel track down the Colt and head off to find Lucifer to send him back to Hell. It’s a hunters’ reunion when the crew joins forces with Bobby, Ellen, and Jo for what could be their last night on Earth.
Super-fan Becky tricks Sam and Dean into attending a “Supernatural” fan convention, complete with fans dressed up as Sam and Dean.
When Sam and Dean find themselves living their lives on what appear to be TV shows, it makes for a whole new style of reality television and they wonder if the Trickster is to blame. From a sitcom to a soapy hospital drama to a Japanese game show to a crime procedural, each new experience they encounter is more bizarre than the next and they want out. But is the Trickster really the mastermind behind the madness?
Bobby risks his life by betting 25 years of his life on a poker game run by a witch. Dean tries to save Bobby but ends up drastically aging.
Sam and Dean investigate a series of murders that echo fairy tales and urban legends. Their probe leads them to an 11-year-old boy who's able to make everything he believes come true. Castiel thinks the lad is a threat and wants him eliminated.
Sam and Dean head to a small town where people are murdered by famous dead icons. However the brothers come to a dead end when two teenagers reveal they saw Paris Hilton kidnap their friend.