Supernatural Season 1, Ep. 22 “Devil’s Trap”

After learning that their father has been captured, the brothers go to family friend and fellow hunter Bobby Singer (Jim Beaver) for help. However, Meg tracks them down, but is caught underneath a mystical symbol known as a "devil's trap", which renders her immobilized and powerless. Before the real Meg dies, she offers a clue to John's whereabouts. Sam and Dean head to Jefferson City, Missouri, and rescue their father. However, Azazel soon reveals himself to be in possession of John, and attacks them. As the Azazel tortures Dean, though, John is able to temporarily gain control, and begs Sam to use the Colt to kill Azazel. Not able to bring himself to kill his father, Sam instead shoots him in the leg, and Azazel flees. On the way to the hospital, the three then crashed into a truck driver.

Supernatural Season 1, Ep. 20 “Dead Man’s Blood”

When an old vampire hunter is targeted by a group of vampires, he tries to attack them with an old Colt pistol, but is killed before he can fire a shot. Returning to the nest, the vampire Kate (Anne Openshaw) gives the Colt to her mate, the leader Luther (Warren Christie). When Dean recognizes the murdered hunter's name in the newspaper, he and Sam head to Boulder, Colorado, and discover a letter addressed to their father, who suddenly returns. The letter reveals to him that the gun is mystical and capable of killing anything. Realizing that they can use it to finally kill Azazel, the demon responsible for their mother's death, the Winchesters capture Kate and attempt to trade her to Luther in exchange for the gun. During the negotiation, Luther attacks John, and the brothers intervene. John retrieves the gun, and the legend of the Colt is proven to be true as he shoots Luther dead.

Supernatural Season 1, Ep. 19 “Provenance”

After a young couple is found brutally murdered within a locked house, the brothers investigate, and learn from their father's journal that similar deaths have occurred in the area over the past few decades. All of the couple's belongings were taken to an auction house, so they check to see if a spirit may have attached itself to an object. After asking Sarah (Taylor Cole)—the daughter of the auction house's owner—out on a date, Sam is able to get copies of the provenances of the items. Dean discovers that a painted portrait from 1910 of Isaiah Merchant’s family—Merchant later killing his family and then himself—belonged to all of the other murder victims. Realizing that the painting is haunted, the brothers burn it, but it later repairs itself. Dean tracks down Merchant's body and cremate it, but when Sam and Sarah then attempt to destroy the painting again, Merchant's daughter emerges from it, having been the killer all along. Dean finds an antique doll with the girl's hair in the mausoleum, and the spirit disappears after he burns it. After the painting is finally destroyed, the brothers leave town, but not before Sam kisses Sarah goodbye.

Supernatural Season 1, Ep. 18 “Something Wicked”

On a tip from their father, Sam and Dean head to Fitchburg, Wisconsin, to investigate a case in which children have fallen into comas. They soon discover that the creature responsible is a vampiric witch known as a shtriga, which is stealing life force from the kids. Dean reveals to Sam that their father had previously attempted to kill the creature when they were young, and that Dean's recklessness almost cost Sam his life and allowed the shtriga to escape. After they learn that the owner of the motel they are staying at has a young child that has also fallen victim to the creature, they use the boy's older brother as bait to lure the shtriga. Sam and Dean kill it, and all the children recover.

Supernatural Season 1, Ep. 17 “Hell House”

As a prank, teens spread the word that a local house is haunted by the ghost of Mordechai Murdoch, a man who reportedly killed his six daughters during the 1930s, and it ends up listed on the urban legend website Hell Hound's Lair. When it soon appears that the house actually is haunted, the brothers head to Richardson, Texas, to investigate, and run into paranormal investigators Ed Zeddmore (A. J. Buckley) and Harry Spengler (Travis Wester), owners of the website. Although their research shows no truth in the legend, the brothers nevertheless encounter the spirit, but it is different from what the legend describes. When Sam and Dean realize that the Mordechai's origins on Hell Hound's Lair has also changed, they theorize that the spirit is actually a Tulpa brought on by a Tibetan spirit sigil painted by the teens as a joke, with the beliefs of the website's visitors causing the story to become reality. The brothers trick Ed and Harry into posting a vulnerability for Mordechai onto their website, and later return to the house to kill him. However, Ed and Harry are also there, and reveal that the website's server crashed. With the Tulpa unaffected, Dean decides to burn the house down to stop the entity.

Supernatural Season 1, Ep. 15 “The Benders”

Sam and Dean head to Hibbing, Minnesota, where a young boy witnesses a man disappear. While investigating, Sam is also abducted. Dean pretends to be a police officer in search of his cousin, and teams up with Deputy Kathleen Hudak (Jessica Steen). Although she soon learns Dean's true identity, she allows him to continue investigating with her, as her own brother went missing in the same manner three years before. Despite this, she does not trust him, and handcuffs him to her car when they find the kidnappers' property. Kathleen is soon captured, and learns that the culprits are a human family who hunt and kill people for sport. Dean frees himself and goes after her, but is also captured. However, this distracts the family long enough for Sam and Kathleen to break out from their cages, and the three of them subdue their captors. When Kathleen is later alone with the father, he taunts her about her brother's death, and she shoots him, lying to Sam and Dean that he had tried to escape.