3.01 The Magnificent Seven3.02 The Kids Are Alright3.04 Sin City3.09 Malleus Maleficarum3.12 Jus in Bello3.16 No Rest for the Wicked4.01 Lazarus Rising4.02 Are You There God? While Dean is in Hell, Ruby finds Sam at his lowest point.It's Me, Dean Winchester4.03 In the Beginning4.04 Metamorphosis4.09 I Know What You Did Last Summer4.10 Heaven and Hell4.12 Criss Angel Is a Douchebag4.14 Sex and Violence (voice only)4.16 On the Head of a Pin4.21 When the Levee Breaks4.22 Lucifer Rising5.01 Sympathy for the Devil You don't even know how hard this was! She sets him down the path of going after Lilith for revenge and trains him to practice with his powers and enhance them by drinking her blood, getting him powerful enough to exorcise (and later, kill) demons by thought. When she comes to save Sam from a trap set by Lilith's minions even after he threatened to kill her if she interfered, she finally earns some measure of his trust. she is tasked with a secret undercover operation by Lilith (the new leader of the demon army) instead, one that pits her against her fellow soldiers: when 65 of the 66 Seals have been broken, Ruby has to get Sam Winchester to kill Lilith in order to break the last seal and free Lucifer. Yeah, I'm sure you're a little angry right now, but, I mean, come on, Sam! – Ruby, 4.22 Lucifer Rising Around the time of the Black Plague in Europe in 1350, Ruby is a human who sells her soul to the demon who would later possess Tammi Benton. Ruby goes to Hell and eventually becomes a demon herself after centuries of torture. Gordon: (to Sam, in the dark) You have no idea what I've faced to get here.
Debuting in the third season premiere "The Magnificent Seven", Ruby (Katie Cassidy) trails Sam Winchester—a hunter of supernatural creatures—and eventually rescues him from a group of demons, whom she kills with her unique demon-killing knife.
By the fourth season, she has won Sam's trust and begins training him to kill demons with his psychic powers, though Dean remains fearful of ulterior motives.
The character departs the series at the end of the fourth season.
Ending her time by being put down by the brothers once and for all.
These boys just can not catch a break with the ladies!