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This is a list of the must-read destiel fanfiction. They are stories that I personally think are the best and the “classics”. They’re all very popular so you may have read them before, but if not, go ahead and give a try. They are all brilliant.

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300 Things by cautionzombies [LJ] [AO3]Rating: NC-17Additional Characters: Sam Winchester, John Winchester, Bobby SingerSummary: Dean’s life at twenty-four makes him feel like he’s forty—he works two jobs to help pay bills for his house and put his genius little brother through private school, and has spent six years (on and off, let’s be honest) working on his mechanical engineering degree at KU. With so much of his life devoted to his family, Dean has little time in his schedule for class and no time for social interaction. Then, while getting his classes together for the fall, he finds himself in a do-or-die situation: He must take his last literature class now, his spring already filled with those left for his major…except that none of the English classes will fit his schedule. This is how Dean grovels and begs Dr. Castiel Milton to make a special arrangement for him, and Dr. Milton does. 
Named by mclachland [LJ] [AO3]Rating: NC-17Additional Characters: Sam Winchester, GabrielSummary: Jesus Christ is dead. Somehow, that isn’t the worst part of Dean’s week. 
In This Secluded Spot As I Wouldn’t Dare Elsewhere by rhymephile [LJ] [AO3]Rating: MAdditional Characters: Alastair, Zachariah, Bobby Singer, Anna Milton, Michael, John WinchesterSummary: It’s 1995, and Castiel’s high school years are destined to be difficult: home-schooled until eighth grade, he is awkward, shy, and socially inept. The weird kid with the funny name would rather isolate himself and draw in his sketchbook than deal with the constant bullying he faces every day. Things only get worse in his junior year when he excels in home economics class, leading the captain of the baseball team, Alastair, to start taunting him for being gay. 
Carry On by tamryneradani [AO3]Rating: NC-17Additional Characters: Sam Winchester, Bobby Singer, John Winchester, Benny, GabrielSummary: When Sam gets into Stanford, Dean needs a bigger paycheck than Bobby’s garage can give him. Luckily, he knows a guy.
All Things Shining by askance and standbyme [AO3]Rating: NC-17Additional Characters: Sam Winchester, Bobby SingerSummary: Something in the world is waking up.It isn’t long before it’s brought to the attention of the Winchesters and Castiel: miracles are spreading across the country, the paranormal seems to be shrinking back on itself—and it all has something to do with the missing prayer book of a traveling preacher who died over a century ago.Dean is convinced it’s all the lead-up to another Apocalypse; Sam and Castiel aren’t so sure. Regardless, it sends them out on a less-than-typical road-trip, following the Mississippi and remnants of a very old story that seems increasingly to call to them. And along the way the trio learn much more about themselves—and the consequences and origins of love—than they’d ever have anticipated.
Redemption Road by various authors [LJ] [AO3]Rating: NC-17Additional Characters: Sam Winchester, Bobby SingerSummary: With Castiel having set himself up as the new God, drunk on power and volatile as a nuclear reactor, Dean, Sam, and Bobby find themselves on the run from the jealous, capricious monster wearing the face of their friend. Desperate for protection and wary of his brother’s mental state since Castiel unlocked Sam’s memories of Hell, Dean knows Castiel must be defused before he can wreak further havoc in Heaven or on Earth. Although Bobby advocates for destroying Castiel by whatever means necessary, Dean is convinced the Cas he once knew still remains, buried somewhere beneath the mass of poisonous souls and calling out for help. Determined to save the angel who once rescued him from Hell and redefined his purpose in life, Dean himself must resist the allure of the false deity vying for his obedience, and come to terms with the knowledge, long-suppressed, that his feelings for Castiel run much deeper than brotherhood. It is this bond, and the dubious distinction of the Righteous Man, that will ultimately grant Dean access to where Castiel’s grace languishes in Purgatory. However, what Dean brings back with him is broken, angry, and only half-angel, certainly not the Castiel he remembers—and nor is it the only thing that returns to Earth with them… 
The Ghosts of Blackthorn Hallby linoresearch [LJ] [AO3]Rating: NC-17Additional Characters: Sam Winchester, Jessica Moore, Ellen Harvelle, Jo Harvelle, Bobby Singer, Ben BraedenSummary: In 1843 Castiel Milton leaves his life of quiet faith and duty to take up employment as tutor to the young ward of one Mr Dean Winchester, at Blackthorn Hall. Set deep among the Yorkshire moors, Blackthorn is a place of mysteries – a wild place, where pale faces appear at the windows, and mad women laugh in the night. Castiel is drawn to the enigmatic Master of Blackthorn and they form an attachment neither of them expected. But there are secrets hidden behind Blackthorn’s stone walls, truths that threaten to destroy their fragile happiness, as they are forced to confront the ghosts of their past.
Waves by wormstaches [AO3]Rating: MAdditional Characters: Sam Winchester, Jo HarvelleSummary: Dean Winchester is the average guy: football, college, kid brother, nice car, girls and beer; his life is black and white, that is until he meets Castiel Collins: pretentious, slutty, sweater-wearing genius, who won’t even take the time to look up at him from his obscure novel while he insults him. And then everything is shades of gray and Dean is drowning.
Twist and Shout by gabriel, standbyme [LJ] [AO3]Rating: NC-17Additional Characters: Sam Winchester, Jessica Moore, BalthazarSummary: What begins as a transforming love between Dean Winchester and Castiel Novak in the summer of 1965 quickly derails into something far more tumultuous when Dean is drafted in the Vietnam War. Though the two both voice their relationship is one where saying goodbye is never a real truth, their story becomes fraught with the tragedy of circumstance. In an era where homosexuality was especially vulnerable, Twist and Shout is the story of the love transcending time, returning over and over in its many forms, as faithful as the sea. (I should warn you that this story is extremely sad. So be warned, because you will cry.)
Out of the Deep by riseofthefallenone [AO3]Rating: NC-17Additional Characters: Sam Winchester, Jessica MooreSummary: Stay away from the light-beds. Stay in the deep. It is the first thing hatchlings are taught the moment their fans unfurl and they can swim without their parents to buoy them along. It is the first rule, the first law. It is the beginning of every boogey-monster bedtime story told when they settle against the cliffs to sleep... Castiel should have listened better.
Point Pleasant by chainedtoacomet [PDF]Rating: NC-17Additional Characters: Sam Winchester, Jessica Moore, John WinchesterSummary: Dean Winchester grew up in the idyllic town of Point Pleasant, West Virginia. A terrifying encounter with the supernatural during his childhood shaped his worldview and served as the catalyst for his successful career as a bestselling horror writer. Dean left Point Pleasant at the age of twenty, driven from his hometown by rejection and heartbreak, but thirteen years after abandoning his home and family, Dean finds himself drawn back to the town by the promise of investigating the apparent reemergence of the supernatural creature responsible for Dean’s childhood nightmares. Once back in Point Pleasant, Dean is confronted not only by the town’s resident monster, the Mothman, but also by his childhood best friend, Castiel Novak. Together, with Bobby Singer—the old drunk who lives on the edge of town—Dean and Castiel uncover the mystery of Point Pleasant’s Mothman in all its terrifying reality. Point Pleasant is a horror story, but aims to show that the ghosts that haunt us are sometimes made of flesh and blood. And sometimes, they lead us home.
Thursday’s Child by strangenessandcharm [DW]Rating: NC-17Additional Characters: -Summary: Thursday’s child has far to go… (Spoilers for 5.04, ‘The End’. So I got to wondering: what would have happened if past!Dean hadn’t turned up in 2014, and future!Dean had actually succeeded in killing Lucifer with the Colt? Apparently, it involves lots of angsting. Who knew? )
The Open Sky by weatheredlaw [LJ]Rating: NC-17Additional Characters: Anna Milton, Sam Winchester, Ruby, Becky, ChuckSummary: And Cas wants to believe that this is the way it can be.
The Mechanics of Love by invisiblebookwm [LJ]Rating: PG-13Additional Characters: Sam Winchester, Jessica MooreSummary: Loosely based on the manga "Absolute Boyfriend". Dean is less than amused when, for his birthday, Gabriel signs him up for a month-long trial with Castiel, a humanoid robot prototype developed by Heaven Technologiesto be the perfect boyfriend. At first, Dean is not thrilled at the new addition to his household, but as he spends more time with the robot, Dean finds himself slowly falling in love.
How to Romance a Human by cloudyjenn [FF.NET]Rating: TAdditional Characters: Sam WinchesterSummary: Castiel consults a Cosmo article in order to seduce Dean.

This is a list of the must-read destiel fanfiction. They are stories that I personally think are the best and the “classics”. They’re all very popular so you may have read them before, but if not, go ahead and give a try. They are all brilliant.

300 Things by cautionzombies [LJ] [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, John Winchester, Bobby Singer
SummaryDean’s life at twenty-four makes him feel like he’s forty—he works two jobs to help pay bills for his house and put his genius little brother through private school, and has spent six years (on and off, let’s be honest) working on his mechanical engineering degree at KU. With so much of his life devoted to his family, Dean has little time in his schedule for class and no time for social interaction. Then, while getting his classes together for the fall, he finds himself in a do-or-die situation: He must take his last literature class now, his spring already filled with those left for his major…except that none of the English classes will fit his schedule. This is how Dean grovels and begs Dr. Castiel Milton to make a special arrangement for him, and Dr. Milton does. 

Named by mclachland [LJ] [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Gabriel
SummaryJesus Christ is dead. Somehow, that isn’t the worst part of Dean’s week. 

In This Secluded Spot As I Wouldn’t Dare Elsewhere by rhymephile [LJ] [AO3]
Rating: M
Additional Characters: Alastair, Zachariah, Bobby Singer, Anna Milton, Michael, John Winchester
Summary: It’s 1995, and Castiel’s high school years are destined to be difficult: home-schooled until eighth grade, he is awkward, shy, and socially inept. The weird kid with the funny name would rather isolate himself and draw in his sketchbook than deal with the constant bullying he faces every day. Things only get worse in his junior year when he excels in home economics class, leading the captain of the baseball team, Alastair, to start taunting him for being gay. 

Carry On by tamryneradani [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Bobby Singer, John Winchester, Benny, Gabriel
Summary: When Sam gets into Stanford, Dean needs a bigger paycheck than Bobby’s garage can give him. Luckily, he knows a guy.

All Things Shining by askance and standbyme [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Bobby Singer
Summary: Something in the world is waking up.It isn’t long before it’s brought to the attention of the Winchesters and Castiel: miracles are spreading across the country, the paranormal seems to be shrinking back on itself—and it all has something to do with the missing prayer book of a traveling preacher who died over a century ago.Dean is convinced it’s all the lead-up to another Apocalypse; Sam and Castiel aren’t so sure. Regardless, it sends them out on a less-than-typical road-trip, following the Mississippi and remnants of a very old story that seems increasingly to call to them. And along the way the trio learn much more about themselves—and the consequences and origins of love—than they’d ever have anticipated.

Redemption Road by various authors [LJ] [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Bobby Singer
SummaryWith Castiel having set himself up as the new God, drunk on power and volatile as a nuclear reactor, Dean, Sam, and Bobby find themselves on the run from the jealous, capricious monster wearing the face of their friend. Desperate for protection and wary of his brother’s mental state since Castiel unlocked Sam’s memories of Hell, Dean knows Castiel must be defused before he can wreak further havoc in Heaven or on Earth. Although Bobby advocates for destroying Castiel by whatever means necessary, Dean is convinced the Cas he once knew still remains, buried somewhere beneath the mass of poisonous souls and calling out for help. Determined to save the angel who once rescued him from Hell and redefined his purpose in life, Dean himself must resist the allure of the false deity vying for his obedience, and come to terms with the knowledge, long-suppressed, that his feelings for Castiel run much deeper than brotherhood. It is this bond, and the dubious distinction of the Righteous Man, that will ultimately grant Dean access to where Castiel’s grace languishes in Purgatory. However, what Dean brings back with him is broken, angry, and only half-angel, certainly not the Castiel he remembers—and nor is it the only thing that returns to Earth with them… 

The Ghosts of Blackthorn Hallby linoresearch [LJ] [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Jessica Moore, Ellen Harvelle, Jo Harvelle, Bobby Singer, Ben Braeden
Summary: In 1843 Castiel Milton leaves his life of quiet faith and duty to take up employment as tutor to the young ward of one Mr Dean Winchester, at Blackthorn Hall. Set deep among the Yorkshire moors, Blackthorn is a place of mysteries – a wild place, where pale faces appear at the windows, and mad women laugh in the night. Castiel is drawn to the enigmatic Master of Blackthorn and they form an attachment neither of them expected. But there are secrets hidden behind Blackthorn’s stone walls, truths that threaten to destroy their fragile happiness, as they are forced to confront the ghosts of their past.

Waves by wormstaches [AO3]
Rating: M
Additional Characters: Sam Winchester, Jo Harvelle
Summary: Dean Winchester is the average guy: football, college, kid brother, nice car, girls and beer; his life is black and white, that is until he meets Castiel Collins: pretentious, slutty, sweater-wearing genius, who won’t even take the time to look up at him from his obscure novel while he insults him. And then everything is shades of gray and Dean is drowning.

Twist and Shout by gabriel, standbyme [LJ] [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Jessica Moore, Balthazar
Summary: What begins as a transforming love between Dean Winchester and Castiel Novak in the summer of 1965 quickly derails into something far more tumultuous when Dean is drafted in the Vietnam War. Though the two both voice their relationship is one where saying goodbye is never a real truth, their story becomes fraught with the tragedy of circumstance. In an era where homosexuality was especially vulnerable, Twist and Shout is the story of the love transcending time, returning over and over in its many forms, as faithful as the sea. (I should warn you that this story is extremely sad. So be warned, because you will cry.)

Out of the Deep by riseofthefallenone [AO3]
Rating: NC-17
Additional Characters: Sam Winchester, Jessica Moore
Summary: Stay away from the light-beds. Stay in the deep. It is the first thing hatchlings are taught the moment their fans unfurl and they can swim without their parents to buoy them along. It is the first rule, the first law. It is the beginning of every boogey-monster bedtime story told when they settle against the cliffs to sleep... Castiel should have listened better.

Point Pleasant by chainedtoacomet [PDF]
Rating: NC-17
Additional Characters: Sam Winchester, Jessica Moore, John Winchester
SummaryDean Winchester grew up in the idyllic town of Point Pleasant, West Virginia. A terrifying encounter with the supernatural during his childhood shaped his worldview and served as the catalyst for his successful career as a bestselling horror writer. Dean left Point Pleasant at the age of twenty, driven from his hometown by rejection and heartbreak, but thirteen years after abandoning his home and family, Dean finds himself drawn back to the town by the promise of investigating the apparent reemergence of the supernatural creature responsible for Dean’s childhood nightmares. Once back in Point Pleasant, Dean is confronted not only by the town’s resident monster, the Mothman, but also by his childhood best friend, Castiel Novak. Together, with Bobby Singer—the old drunk who lives on the edge of town—Dean and Castiel uncover the mystery of Point Pleasant’s Mothman in all its terrifying reality. Point Pleasant is a horror story, but aims to show that the ghosts that haunt us are sometimes made of flesh and blood. And sometimes, they lead us home.

Thursday’s Child by strangenessandcharm [DW]
Rating: NC-17
Additional Characters: -
Summary: Thursday’s child has far to go… (Spoilers for 5.04, ‘The End’. So I got to wondering: what would have happened if past!Dean hadn’t turned up in 2014, and future!Dean had actually succeeded in killing Lucifer with the Colt? Apparently, it involves lots of angsting. Who knew? )

The Open Sky by weatheredlaw [LJ]
Rating: NC-17
Additional Characters: Anna Milton, Sam Winchester, Ruby, Becky, Chuck
SummaryAnd Cas wants to believe that this is the way it can be.

The Mechanics of Love by invisiblebookwm [LJ]
Rating: PG-13
Additional Characters: Sam Winchester, Jessica Moore
SummaryLoosely based on the manga "Absolute Boyfriend". Dean is less than amused when, for his birthday, Gabriel signs him up for a month-long trial with Castiel, a humanoid robot prototype developed by Heaven Technologiesto be the perfect boyfriend. At first, Dean is not thrilled at the new addition to his household, but as he spends more time with the robot, Dean finds himself slowly falling in love.

How to Romance a Human by cloudyjenn [FF.NET]
Rating: T
Additional Characters: Sam Winchester
SummaryCastiel consults a Cosmo article in order to seduce Dean.

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