Destiel/Wincestiel Kink Fic Rec List: Twinks & Age Difference (39 fics)
I split this rec list into two categories, the twink will be either Dean or Cas. Squick alert, ages range from 11-17 for underage. Basically what I do is if the age sounds too young I ignore it and replace it with an age I’m comfortable with.
CAS IS A TWINK
(A Blessing Or) A Curse by Lovegonestale [AO3] 8 900 words NC-17 Dean and Sam find a fallen Castiel, about 10-15, and take him on the road with them. Dean and Sam can’t resist molesting him though and convince Castiel that he’s been cursed and it makes them need to fuck him constantly. Still naive to humans and a child Castiel believes them utterly and feels guilty for making the Winchesters needing to have sex with him all the time.
Accidents Happen by anonymous [LJ] 2 100 words NC-17 AU where young Angels are sold as pets. They imprint on the first human who touches them and the bond makes them need to have sex with that human frequently or they’ll get depressed and waste away to nothing. 
All That Jazz by Stoatsandwhich [LJ] 4 100 words NC-17 “No one’s ever done this to you, have they?” he murmurs. “No one’s ever touched you like this before.” Cas shakes his head, cheeks flushing prettily, and when he twists around to look at Dean his face is half frightened, half eager, and all innocence. 
Baby I Got Your Money by Saltandbryne [AO3] [LJ] 4 300 words NC-17 Twinkie hooker Cas has a rough night with Dean, or does he?
Blue Eyes and Knee Highs by Saltandbryne [AO3] [LJ] 6 200 words NC-17 All-human AU where Dean is his current age and Cas is a cute little twink (still legal though please!). Dean likes to spank Castiel and Cas likes to call him Daddy.
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Bored + Wide Awake = You Do The Math by Annabeth_Crestfallen_LeMorte [AO3] 3 300 words NC-17 This is what happens when Dean watches that last videotape labeled ‘DB’.
Boys Next Door by Endversed [AO3] [tumblr] 7 500 words NC-17 Castiel Novak has got a crush on the boys next door.
Daddy’s Boy by Endversed [AO3] 4 900 words NC-17 Dean used to be a total vanilla, and then Cas came along, bringing with him a love for kinky sex and, in particular, calling Dean his daddy.
Devil or Angel (I Can’t Make Up My Mind) by Saltandbryne [AO3] [LJ] 4 400 words NC-17 Dean wants to fuck the Novak twins, Jimmy and Castiel. Dean thought the doublemint twins were crazy. Then he met the Novak boys. 
Dean Winchester Is Not A Pervert [LJ] 5 500 words NC-17 Dean’s never had much patience for moral dilemmas. 
Dream A Little Dream Of Me by anonymous [AO3] [LJ] 1 500 words R He has very few memories from before. A handful at most, and not one of them is about heaven. 
Gape by anonymous [LJ] 2 100 words NC-17 Cas is underage, a teenager but very small still and extremely tight. Dean is an adult. He loves the way Cas is spread wide and almost broken on his cock.
Heat Of The Moment by anonymous [LJ] 1 800 words NC-17 Castiel had known his body was different to Sam and Dean’s. It was younger, smaller than the two men he followed, but that hadn’t been an issue. Castiel had, on occasion, enjoyed the fact that his body made him look defenceless. It had given him the element of surprise. 
In Another Life It Could Happen To You by Ladydrace [AO3] 3 100 words NC-17 Dean is a college professor, and Cas is his gifted, but shy student. Only, as it turns out, maybe not so shy after all.
Lessons In Touch by anonymous [LJ] 1 500 words NC-17 Cas has a crush on best friend Sam’s older brother Dean. While waiting for Sam to come home from basketball practice, Cas sneaks into Dean’s room and lies down on his bed.
Phys Ed: The Practical Side by Sully86 [LJ] 5 400 words NC-17 Dean Winchester remembers a lot of the students he now teaches after moving to the high school in his small home town of Sioux Falls, South Dakota. But no other student sticks out like Castiel Novak.
Sinners Of God by Earth_Heart [LJ] 3 400 words NC-17 In which Castiel is an Amish boy, Dean is a popular but mysterious singer, and we learn that sinners of God are everywhere.
Sixteen Again by Midnightwrites [AO3] 2 900 words NC-17 Dean can’t stay away from Castiel’s new, younger vessel.
Sixteen Will Get You Twenty by Marie-de-sade [AO3] [FF.net] [LJ] 14 600 words NC-17 Castiel get’s zapped by a witch, now Dean stuck with a bratty teenager who’s a sniveling mess when Sam’s around and a character straight out of a Penthouse letter when he’d left alone with Dean.
Sneaking Around by Endversed [AO3] [tumblr] 1 900 words NC-17 Dean’s got the middle of the night and the backseat of the Impala, but most importantly he’s got Cas underneath him, writhing and panting and sixteen years old, for Christ’s sake.
Stepbrothers Verse by Saltandbryne [AO3] [LJ] 18 100 words NC-17 “Sneaky little bitch,” Dean mouths over Sam’s neck, making a teasing cluck of his tongue. “You were watching me with Cas, Sammy?”
Temptation by anonymous [LJ] 1 500 words NC-17 Castiel sucked in a low shuddering breath and dug his fingers into the unyielding wood as he gripped the back of the pew he was currently bent over. Belatedly he tried to remember he was supposed to be praying.
The One Where The Winchesters Adopt Castiel by Stoatsandwhich [AO3] 15 800 words NC-17 The Winchesters adopt Castiel.
The Witch Is A Bitch [LJ] 3 500 words NC-17 Witches are bitches, but maybe Dean can forgive them for this one. Maybe.
Thirteen Days by Alsoann [LJ] 17 000 words NC-17 Castiel has thirteen days until he turns sixteen. Thirteen days left to go into his first heat.
Wanna Steal Your Innocence by Endversed [AO3] [tumblr] 6 600 words NC-17 Dean’s a mechanic in his late 20s and Cas is a freaking sixteen year old high schooler. Dean shouldn’t want to fuck the kid as much as he does. 
With All The Lights Turned Down by Alreadypainfullygone [FF.net] 4 300 words NC-17 Dean and Castiel’s discoveries in sexuality begin at the tender age of nine. 
You Pick The Insects Off Plants by Brokentoy [AO3] [LJ] 10 700 words NC-17 The only place where Castiel feels safe is here, with the Winchesters.
DEAN IS A TWINK
Father by Crock_sock [LJ] 3 000 words NC-17 Even though he’s new to their church, Dean knows Father Castiel wouldn’t hurt him. Not ever.
Grown by Lizzstomania [LJ] 2 900 words NC-17 It’s bad enough he has to have a sitter. The fact that it’s Cas is almost unbearable. 
I Can Show You The Devil by Earth_heart [LJ] 2 900 words NC-17 Castiel fell from Heaven a long time ago.
No Saint by Happyeight [AO3] 2 200 words NC-17 Dean is cursed to be 15 years old again. Castiel’s willpower is tested.
Past Tense by Hollybennett123 [AO3] [LJ] 5 100 words NC-17 Castiel can’t be sweet talked into misusing his time-travelling abilities except for when he can be, and then threesomes happen.
Power Of Cheap Eyeliner by Anne-higgins [AO3] [LJ] 5 300 words NC-17 On a hunt in San Francisco, the Winchesters and Castiel need a ‘pretty princess’ for bait. Gabriel supplies one. 
Remember Me As A Time of Day by Triedunture [AO3] [LJ] 4 800 words R A gift for brokentoy, who asked for teenage hooker!Dean. Castiel is still hallucinating at the mental hospital, lashing out with his angelic strength when the visions get really bad. In a desperate bid to escape Lucifer, Cas travels through time and meets a much younger Dean Winchester. Meanwhile, present day Sam, Dean, and Meg need to figure out where their angel went.
Teenage Dream (Confessions of a Pizza Delivery Boy) by The_diggler [AO3] [FF.net] [LJ] 3 600 words NC-17 The first time Dean delivers pizza to 401 Lazarus St. is when Castiel Milton instantly becomes the man of Dean’s teenage dreams.
Underage!Dean/Castiel by anonymous [LJ] 1 000 words NC-17 Under-aged, pretty!Dean lets Cas fuck him. John finds out.
Untouched by Scarlett_rogue [AO3] [FF.net] [LJ] 2 500 words NC-17 Dean messes with the wrong witch and gets a de-aging spell cast on him. Now the size of his twenty-year-old self, both men are surprised by the reaction this younger, smaller body has for Cas. It’s almost as if Dean is untouched, perfectly clean, and Cas wants nothing more than to dirty him up.
Your Dirty Secret by Bellacatbee [AO3] [LJ] 5 400 words NC-17 “Your yard looks like crap. I’ll come round after school and sort it for you if you pay me ten bucks.” Those were the first words Dean ever said to Castiel. How was Castiel supposed to know then that he was going to fall in love with Dean? AU.

Destiel/Wincestiel Kink Fic Rec List: Twinks & Age Difference (39 fics)

I split this rec list into two categories, the twink will be either Dean or Cas. Squick alert, ages range from 11-17 for underage. Basically what I do is if the age sounds too young I ignore it and replace it with an age I’m comfortable with.

CAS IS A TWINK

  • (A Blessing Or) A Curse by Lovegonestale [AO38 900 words NC-17 Dean and Sam find a fallen Castiel, about 10-15, and take him on the road with them. Dean and Sam can’t resist molesting him though and convince Castiel that he’s been cursed and it makes them need to fuck him constantly. Still naive to humans and a child Castiel believes them utterly and feels guilty for making the Winchesters needing to have sex with him all the time.
  • Accidents Happen by anonymous [LJ] 2 100 words NC-17 AU where young Angels are sold as pets. They imprint on the first human who touches them and the bond makes them need to have sex with that human frequently or they’ll get depressed and waste away to nothing. 
  • All That Jazz by Stoatsandwhich [LJ4 100 words NC-17 “No one’s ever done this to you, have they?” he murmurs. “No one’s ever touched you like this before.” Cas shakes his head, cheeks flushing prettily, and when he twists around to look at Dean his face is half frightened, half eager, and all innocence. 
  • Baby I Got Your Money by Saltandbryne [AO3] [LJ4 300 words NC-17 Twinkie hooker Cas has a rough night with Dean, or does he?
  • Blue Eyes and Knee Highs by Saltandbryne [AO3] [LJ] 6 200 words NC-17 All-human AU where Dean is his current age and Cas is a cute little twink (still legal though please!). Dean likes to spank Castiel and Cas likes to call him Daddy.

  • Bored + Wide Awake = You Do The Math by Annabeth_Crestfallen_LeMorte [AO3] 3 300 words NC-17 This is what happens when Dean watches that last videotape labeled ‘DB’.
  • Boys Next Door by Endversed [AO3] [tumblr7 500 words NC-17 Castiel Novak has got a crush on the boys next door.
  • Daddy’s Boy by Endversed [AO3] 4 900 words NC-17 Dean used to be a total vanilla, and then Cas came along, bringing with him a love for kinky sex and, in particular, calling Dean his daddy.
  • Devil or Angel (I Can’t Make Up My Mind) by Saltandbryne [AO3] [LJ] 4 400 words NC-17 Dean wants to fuck the Novak twins, Jimmy and Castiel. Dean thought the doublemint twins were crazy. Then he met the Novak boys. 
  • Dean Winchester Is Not A Pervert [LJ5 500 words NC-17 Dean’s never had much patience for moral dilemmas. 
  • Dream A Little Dream Of Me by anonymous [AO3] [LJ] 1 500 words R He has very few memories from before. A handful at most, and not one of them is about heaven. 
  • Gape by anonymous [LJ] 2 100 words NC-17 Cas is underage, a teenager but very small still and extremely tight. Dean is an adult. He loves the way Cas is spread wide and almost broken on his cock.
  • Heat Of The Moment by anonymous [LJ] 1 800 words NC-17 Castiel had known his body was different to Sam and Dean’s. It was younger, smaller than the two men he followed, but that hadn’t been an issue. Castiel had, on occasion, enjoyed the fact that his body made him look defenceless. It had given him the element of surprise. 
  • In Another Life It Could Happen To You by Ladydrace [AO3] 3 100 words NC-17 Dean is a college professor, and Cas is his gifted, but shy student. Only, as it turns out, maybe not so shy after all.
  • Lessons In Touch by anonymous [LJ] 1 500 words NC-17 Cas has a crush on best friend Sam’s older brother Dean. While waiting for Sam to come home from basketball practice, Cas sneaks into Dean’s room and lies down on his bed.
  • Phys Ed: The Practical Side by Sully86 [LJ] 5 400 words NC-17 Dean Winchester remembers a lot of the students he now teaches after moving to the high school in his small home town of Sioux Falls, South Dakota. But no other student sticks out like Castiel Novak.
  • Sinners Of God by Earth_Heart [LJ] 3 400 words NC-17 In which Castiel is an Amish boy, Dean is a popular but mysterious singer, and we learn that sinners of God are everywhere.
  • Sixteen Again by Midnightwrites [AO3] 2 900 words NC-17 Dean can’t stay away from Castiel’s new, younger vessel.
  • Sixteen Will Get You Twenty by Marie-de-sade [AO3] [FF.net] [LJ] 14 600 words NC-17 Castiel get’s zapped by a witch, now Dean stuck with a bratty teenager who’s a sniveling mess when Sam’s around and a character straight out of a Penthouse letter when he’d left alone with Dean.
  • Sneaking Around by Endversed [AO3] [tumblr] 1 900 words NC-17 Dean’s got the middle of the night and the backseat of the Impala, but most importantly he’s got Cas underneath him, writhing and panting and sixteen years old, for Christ’s sake.
  • Stepbrothers Verse by Saltandbryne [AO3] [LJ18 100 words NC-17 “Sneaky little bitch,” Dean mouths over Sam’s neck, making a teasing cluck of his tongue. “You were watching me with Cas, Sammy?”
  • Temptation by anonymous [LJ1 500 words NC-17 Castiel sucked in a low shuddering breath and dug his fingers into the unyielding wood as he gripped the back of the pew he was currently bent over. Belatedly he tried to remember he was supposed to be praying.
  • The One Where The Winchesters Adopt Castiel by Stoatsandwhich [AO315 800 words NC-17 The Winchesters adopt Castiel.
  • The Witch Is A Bitch [LJ3 500 words NC-17 Witches are bitches, but maybe Dean can forgive them for this one. Maybe.
  • Thirteen Days by Alsoann [LJ17 000 words NC-17 Castiel has thirteen days until he turns sixteen. Thirteen days left to go into his first heat.
  • Wanna Steal Your Innocence by Endversed [AO3] [tumblr] 6 600 words NC-17 Dean’s a mechanic in his late 20s and Cas is a freaking sixteen year old high schooler. Dean shouldn’t want to fuck the kid as much as he does. 
  • With All The Lights Turned Down by Alreadypainfullygone [FF.net] 4 300 words NC-17 Dean and Castiel’s discoveries in sexuality begin at the tender age of nine. 
  • You Pick The Insects Off Plants by Brokentoy [AO3] [LJ] 10 700 words NC-17 The only place where Castiel feels safe is here, with the Winchesters.

DEAN IS A TWINK

  • Father by Crock_sock [LJ] 3 000 words NC-17 Even though he’s new to their church, Dean knows Father Castiel wouldn’t hurt him. Not ever.
  • Grown by Lizzstomania [LJ] 2 900 words NC-17 It’s bad enough he has to have a sitter. The fact that it’s Cas is almost unbearable. 
  • I Can Show You The Devil by Earth_heart [LJ] 2 900 words NC-17 Castiel fell from Heaven a long time ago.
  • No Saint by Happyeight [AO3] 2 200 words NC-17 Dean is cursed to be 15 years old again. Castiel’s willpower is tested.
  • Past Tense by Hollybennett123 [AO3] [LJ5 100 words NC-17 Castiel can’t be sweet talked into misusing his time-travelling abilities except for when he can be, and then threesomes happen.
  • Power Of Cheap Eyeliner by Anne-higgins [AO3] [LJ] 5 300 words NC-17 On a hunt in San Francisco, the Winchesters and Castiel need a ‘pretty princess’ for bait. Gabriel supplies one. 
  • Remember Me As A Time of Day by Triedunture [AO3] [LJ4 800 words R A gift for brokentoy, who asked for teenage hooker!Dean. Castiel is still hallucinating at the mental hospital, lashing out with his angelic strength when the visions get really bad. In a desperate bid to escape Lucifer, Cas travels through time and meets a much younger Dean Winchester. Meanwhile, present day Sam, Dean, and Meg need to figure out where their angel went.
  • Teenage Dream (Confessions of a Pizza Delivery Boy) by The_diggler [AO3] [FF.net] [LJ3 600 words NC-17 The first time Dean delivers pizza to 401 Lazarus St. is when Castiel Milton instantly becomes the man of Dean’s teenage dreams.
  • Underage!Dean/Castiel by anonymous [LJ] 1 000 words NC-17 Under-aged, pretty!Dean lets Cas fuck him. John finds out.
  • Untouched by Scarlett_rogue [AO3] [FF.net] [LJ] 2 500 words NC-17 Dean messes with the wrong witch and gets a de-aging spell cast on him. Now the size of his twenty-year-old self, both men are surprised by the reaction this younger, smaller body has for Cas. It’s almost as if Dean is untouched, perfectly clean, and Cas wants nothing more than to dirty him up.
  • Your Dirty Secret by Bellacatbee [AO3] [LJ] 5 400 words NC-17 “Your yard looks like crap. I’ll come round after school and sort it for you if you pay me ten bucks.” Those were the first words Dean ever said to Castiel. How was Castiel supposed to know then that he was going to fall in love with Dean? AU.