Supernatural
Despite being a show about hunting monsters , Sam and Dean Winchester had many romantic human relationship inSupernaturalover the long time . Journeying across the United States and defeating legion supernatural existence often meantthe Winchester brothers encountered some interesting characters on their travel , and some bewitch their eye more than others . With a known reputation for being a “ ladies ’ man , ” Dean Winchester ’s various spree were a persistentSupernaturaltrope that happened in almost every sequence , and Sam was often left on the sidelines .
However , interestingly , Sam actually had more onscreen lovemaking interest than Dean inSupernatural , and one of his relationship was even shown in the archetype episode . Having struggled with the grief of losing his crony more than once , as well as being soulless for a brief prison term , Sam had quite a few love life interestingness throughoutSupernaturalto keep him company , although there were only 10 that he truly give care about .
1Jessica Moore
First Appearance: Season 1, Episode 1
When Sam abandoned the huntsman life for college , he meet Jessica Moore through a mutual friend called Brady . Sam and Jess live together and dated for a class before Dean whisk Sam away on the Woman in White huntseen in the pilot , in the Hope that they would find their miss father . Unfortunately , when Sam returned , Jess was killed the same manner as his mummy ; combust up on the cap by Azazel . In later seasons , it comes to light that Brady was work for Azazel and on purpose congeal Sam up with Jess .
Sam had nightmares as a result of his girlfriend ’s expiry and rejoin Dean in hunting once again
Jess ’ death really affected Sam , despite her short appearance on the show . Sam had nightmares as a result of his girl ’s death and riposte Dean in hunting once again , driven by the want to notice the demon that had now obliterate two of his loved I . view Sam want to espouse her and that he still references her in late seasons , Jess really should ’ve been utilized in more episodes ofSupernaturalas not much is really known about her personality beyond what is seen in the pilot .
2Lori Sorensen
First Appearance: Season 1, Episode 7
Lori was a minister ’s daughter who was at the shopping center of a string of murders involving the urban legend lie with as “ the Hookman . ”The episode highlightedSupernatural’shorror movie per installment planas a prostitute - killing spectre with a hook hand , called Jacob Karns , hunt people down in a slasher - comparable way . After Karns ’ death , the sweetener was disappear down and Hookman latch onto Lori and her Father of the Church due to their gamy moral values . Hookman pop Lori ’s boyfriend for being forceful , her roommate for pushing Lori into dress licentiously , and snipe her Father-God for possess an affair with a married woman .
There have been many versions of Sam Winchester throughout Supernatural ’s 15 season , due to tack universes and circumstantial changes .
Sam and Lori bonded over the deprivation of their married person during the episode and even shared a buss , show their reciprocal attraction . However , it was too soon after Jess ’ last for Sam to follow up on the family relationship with Lori any further . Therefore , when Dean suggested that they stay in town for a while , Sam decline his go .
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3Sarah Blake
First Appearance: Season 1, Episode 19
While working on a case involving a preoccupied painting , Sam and Dean encounter Sarah Blake , the girl of an artwork art gallery proprietor . Sam went on a appointment with Sarah to arrive at information about the frequent painting but find that he was attracted to her . Surprisingly , when Sarah found out about the case , she was moderately helpful in their investigation due to her stubborn nature , prompting Dean to point out “ get married that girl . ” Sam was ab initio reluctant as Jess ’ end was still quite recent , but he kisses Sarah as they ’re about to leave , so the Winchesters to stay for a while longer .
Sarah Blake is one of a few Winchester love interests that appear inSupernaturalmore than once .
Sarah also seem in season 8 as Crowley begins to hound down every someone they have saved , come out from the beginning . In “ Clip Show , ” Sam and Sarah reunite in less - than - ideal circumstances , and Sam learns that she is gayly married and that her daughter ’s first birthday is a calendar month away . However , in a atrocious twist of effect , Sarah is choked to death by Crowley ’s hex bag spellwhich was hidden inside a phone .
Created by Eric Kripke, Supernatural is a fantasy/drama series that premiered in 2005. The series follows the adventures of Dean and Sam Winchester - two men wronged by supernatural beings as children who now spend their days investigating and hunting demons, ghosts, and monsters across the United States.
4Madison
First Appearance: Season 2, Episode 17
Referred to as “ the first woman since Jessica [ Sam ] really loved ” by Sera Siege , the publisher of Carver Edlund’sSupernaturalbooks , Madison appeared in one ofSupernatural’smost memorable episodes , “ middle . ” In the episode , Sam and Dean grab wind of a lycanthrope case in California , with Madison at the centre of it all . Originally believe Madison ’s genitive X was to blame for the killings , Sam stayed behind to guard Madison all Nox and the two started to bond . However , Sam and Dean quickly get a line that it is Madison who is the werewolf , although she has no retention of what happened .
With the case resolved , Madison and Sam have sex , but Madison suddenly transforms in the nighttime and escapes .
The Winchesters seek to cure Madison , and when she did not change by reversal that Nox ( as she did n’t fall asleep ) , Sam and Dean conceive it has worked . With the case resolve , Madison and Sam have gender , but Madison suddenly transforms in the dark and escapes . Eventually returning to the Winchesters , Madison asks Sam to shoot her so that she wo n’t bolt down anyone else . A tearful Sam then kills her offscreen , despite Dean ’s offer to do it alternatively , marking one of thesaddest graphic symbol death inSupernatural .
5Ruby
First Appearance: Season 3, Episode 1
Ruby was quite possibly the most complicated human relationship Sam had , and also one of theWinchesters ' worst fault inSupernatural . As a demon , Ruby first look in time of year 3 , play by Katie Cassidy , and organize an alliance with Sam to aid his brother get out of his daimon deal . Ruby informs Sam and Dean about Lilith and the three of them become reluctant alliesagainst the powerful demon .
Genevieve Cortese met Jared Padalecki onSupernatural , and later became his wifein real aliveness . She now goes by Genevieve Padalecki .
6Becky Rosen
First Appearance: Season 5, Episode 1
Supernaturalhas a penchant for being meta , with legion reference and nod to the fandom throughout the show . Yetno one quite encapsulates just how metaSupernaturalcan be than Becky Rosen . Becky is a rooter of theSupernaturalbook serial publication written by Carver Edlund , aka Chuck Shurley ( who is later revealed to be God himself ) . As an avid fangirl , Becky has read every book and even writes fanfiction about the Winchesters . Her infatuation eventually leads to her meeting the brothers in real biography , wherein Becky demonstrate a particular obsession with Sam .
In “ Season Seven , Time for a Wedding ! ” Sam reciprocates Becky ’s feeling , and the pair are due to be we d.
Becky come along quite a few times throughoutSupernaturaland continually flirts with Sam , despite Sam not reciprocating and her relationship with Chuck at the time . However , in “ Season Seven , Time for a Wedding ! ” Sam reciprocates Becky ’s flavor , and the twain are due to be we d. Afterward , Sam ’s affections are proved to be fake as he is under a sexual love piece , and the marriage is annul . In time of year 15 ’s “ Atomic Monsters , ” Chuck visit Becky to reminisce about their relationship and the Winchesters , and it was break that Becky had prompt on and locate down with a family of her own .
7Amy Pond
First Appearance: Season 7, Episode 3
When Sam was a adolescent , he protected a girl called Amy Pond from some bullies , and the two link due to their absent parents and life on the road . Amy was Sam Winchester ’s first kiss . regrettably , Amy ’s female parent returned home and tell apart Amy they had to leave as the hunting watch had found them . Sam , who had been hiding in the water closet , egress and Amy ’s female parent grabbed him . To save his life story , Amy stabbed her mother , killing her , and pray Sam to feed away with her . deplorably , Sam refuse and state her to run , despite her being a monster .
When Sam get a line about Amy ’s slaying , he struggle to forgive Dean for a long time .
In season 7 , Amy starts kill people in guild to feed her inauspicious son , attracting the attention of Sam and Dean . Sam confronted Amy , who explain how the beat mental capacity she had been eating in the morgue were not sustaining her Word through his illness , leaving her no choice but to kill , so Sam determine to rent her go . Dean , on the other hand , was less forgiving and secretly killed Amy behind Sam ’s back . When Sam learned about Amy ’s murder , he struggled to forgive Dean for a long fourth dimension .
8Amelia Richardson
First Appearance: Season 8, Episode 1
Amelia first appeared in season 8 , episode 1 , and consistently shows up through Sam ’s flashbacks throughout the time of year . After Dean is transport to Purgatory , Sam accidentally hit a dog with the Impala , causing him to belt along to the veteran . The vet , Amelia , tends to the dog-iron and convinces Sam to take fear of him . This interaction eventually conduct to a family relationship shown through flashbacks ; Amelia and Sam are a happy twosome who bond over their drop screw ones – Amelia ’s husband , Don , had fail in Afghanistan and Sam ’s buddy give way to Purgatory – with Sam have a good relationship with Amelia ’s sire .
Supernatural may have run for an impressive fifteen seasons , however , the Winchesters never truly found whole love interests , and for safe reason .
YetSupernaturalhas a tendency of dead characters returning , andDon is revealed to be alive , causing Sam to leave Amelia so that she can be with him . However , when Dean tricks Sam into chitchat Amelia again , it dredge up old feelings and Amelia proposes an ultimatum ; if either one wants to proceed the family relationship , they should go to the motel “ and we ’ll know . ” Sam decides to move on from Amelia to continue hunting , thinking she would move on too . Amelia turns up at the motel alone .
9Eileen Leahy
First Appearance: Season 11, Episode 11
Eileen Leahy was a Orion who lost her parents and her hearing due to a Banshee attacking her family as a nipper . Eileen and Sam met on a case hunting the very Banshee that kill her parent , and the pair communicated using what little mansion language Sam acknowledge from college . They grow a friendship later on and continued to stay in touch , with Sam learning more sign words to communicate well . When Eileen accidentally frivol away a British phallus of the Men of Letters , she was killed by Arthur Ketch ’s Hellhound , leaving Sam distraught .
Supernatural season 15 ’s ending posed a huge inquiry about Sam Winchester ’s life after the show ends , and a likely season 16 would answer it .
In season 15 , Eileen makes a reappearance as a spook and helps Sam to find the trance for a soul bomb . During their search , Sam also finds a spell to resurrect her , which surprisingly work . Sam and Eileen then become very domesticated in the Bunker , with Dean seemingly approving of the human relationship . When Eileen was used by God to excruciate Sam , however , Sam kissed her good day and they take on a happy chance . This was later called off in “ Last vacation , ” as Sam and Eileen go on a date .
10Velma Dinkley
First Appearance: Season 13, Episode 16
The most surprising love interest Sam had inSupernaturalwas Velma Dinkley . In time of year 13,Supernaturalaired one of the best episodesof the show ; aScooby - Doocrossover episode featuring an enliven Sam and Dean . The installment is dead eccentric as the Winchesters endeavor to convince the Scooby Gang that ghosts are real , leading to the persona break down . However , during the installment , Velma observe blab out about Sam ’s “ all-inclusive articulatio humeri , ” and seemingly hinting at a crush on the Winchester .
" Scoobynatural " wasSupernatural’sfirst and only crossover .
take in that the Scooby Gang can not do by the fact that real ghosts exist , Sam and Dean pretend that the ghostwriter was Cosgood Creeps in camouflage the whole fourth dimension . Satisfied with her deductions , Velma teases Sam about specter not being real before dipping him and kissing him . Although Sam never externally expressed any amorous pastime in Velma , he seemed pleased by the candy kiss , hinting that it was not one - side , marking one of the foreign romances inSupernatural .
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make by Eric Kripke , Supernatural is a phantasy / drama serial that premiere in 2005 . The series abide by the adventures of Dean and Sam Winchester - two men wronged by supernatural beings as children who now pass their day investigating and hunt fiend , ghostwriter , and monsters across the United States .
