The First-Time Wincest Fest Masterpost
With no further ado, we present the collection of works created for this fest, organized by episode! Thank you so much to everyone who participated, and enjoy :)
1.01: How to Take Care of Your Brother: Part 1, by Descended_from_Hufflepuffs (gen, 0.8k)
1.01: Climbing up the Walls, by Dalphinia (teen, 1.5k)
1.05: Down at All, by coricomile (teen, 1.4k)
1.05: Closing Walls and Ticking Clocks, by gaialux (teen, 0.7k)
1.08: I’d take our family over normal any day, by redmyeyes (explicit, 3.7k)
1.08: put the car in reverse and hit the brakes, by irreputablyyours (teen, 0.7k)
1.10: In asylum (I live a lie), by redmyeyes (teen, 1.7k)
1.11: gonna buy me an apple-pie life, by irreputablyyours (gen, 0.5k)
1.11: How to Take Care of Your Brother: Part 6, by Descended_from_Hufflepuffs (teen, 1.1k)
1.12: Hell of a Week, by spiralicious (mature, 0.6k)
1.15: like a blessing, like a knee in the chest, by monsterq (mature, 1.5k)
1.15: the foetal grave, by coricomile (teen, 0.9k)
1.16: Putting Roots In My Dreamland, by gaialux (explicit, 1k)
1.19: Queen City of the Hudson, by scippy (teen, 4.5k)
1.21: Weak, Broken in a Motel, by Shibbolez (explicit, 2.7k)
2.05: we are not alone, we are not separate, by uncleanobscene (mature, 1.2k)
2.10: waiting for the click, by redmyeyes (explicit, 9.9k)
2.11: Mine, by Vexed_Wench (mature, 1.2k)
2.12: Is It Tomorrow (Or Just the End of Time), by Prince_of_Elsinore (explicit, 8k)
2.13: No Quarter, by redmyeyes (explicit, 12.4k)
2.14: Picking Up the Broken Pieces, by WitchVirus (mature, 3.2k)
2.15: How To Take Care of Your Brother: Part Three, by Descended_from_Hufflepuffs (teen, 1.3k)
2.19: Trade You For Smokes, by SinnamonSpider (mature, 1.2k)
2.20: They’re Never Going To Know That I Move Like Hell, by notyourmartyr (explicit, 1.7k)
2.21: The Stars are not Wanted Now, by Venhedish (teen, 2k)
3.02: How to Take Care of Your Brother: Part Four, by Descended_from_Hufflepuffs (gen, 1.8k)
3.08: How to Take Care of Your Brother: Part Five, by Descended_from_Hufflepuffs (teen, 2k)
3.10: in your dreams, whatever they be, by debian (teen, 1.5k)
3.10: Only In Our Dreams, by kelios (explicit, 1k)
3.11: Yesterday Don’t Matter if It’s Gone, by alwaysthrowsscissors (explicit, 6k)
3.11: Demi-Gods and Hungry Ghosts, by Venhedish (explicit, 5.8k)
3.12: the whole weak-in-the-knees, tattoo-you-on-my-chest thing, by easycurez (teen, 1.4k)
3.13: The Wrong Idea, by debian (teen, 1k)
3.15: Gently, a peck, by GhostlyVoid (gen, 0.9k)
3.16: Voices Carry, by SinnamonSpider (mature, 0.5k)
4.01: Dean, Forever, by soulless_puppy (mature, 2.6k)
4.13: Truman High Sucks, by staubfingers (teen, 4k)
4.14: Baby, Love Me Apocalyptic, by outoftheashes (explicit, 2.5k)
4.16: My Pain Fits In The Palm Of Your Freezing Hands, by KassandraScarlett (teen, 3.2k)
4.17: A Well-Respected Man, by genevra1676 (explicit, 8.6k)
4.21: Most Floods Are Caused By Man, by Casey679 (explicit, 1.6k)
4.22: Timshel, by PrincexZelda (mature, 1.5k)
5.03: home in the darkness, home on the highway, home isn’t my way, home I’ll never be, by staubfingers (mature, 3.2k)
5.08: Playing Our Roles, by alwaysthrowsscissors (explicit, 4.8k)
5.16: Luke 23:43, by cihppas (explicit, 2.9k)
5.16: Matter Of Fact, It’s All Dark, by soulless_puppy (mature, 3.4k)
5.22: If You Leave Tomorrow, by KassandraScarlett (teen, 0.8k)
6.05: Blood Like Cream, by outoftheashes (explicit, 4.8k)
6.07: Pretty When You Fight, by AnOddSock (explicit, 6.8k)
6.09: houses swallowed by the earth, windows thick with frost, by monsterq (explicit, 3.1k)
7.02: Devil in His Eyes, by outoftheashes (explicit, 2k)
7.03: you can holler, you can wail, you can blow what’s left of my right mind, by staubfingers (mature, 2.4k)
7.08: I Know Your Plans Don’t Include Me, by SinnamonSpider (teen, 1.5k)
7.14: glitter & seltzer, by IndridGrey (teen, 0.9k)
7.16: can’t shake this little feeling, by monsterq (teen, 4.5k)
8.10: Kintsugi, by Tintentrinkerin (explicit, 2.3k)
8.21: Last Temptation, by merle_p (mature, 3k)
9.03: Let ‘Em On In, by scippy (mature, 4k)
9.10: Rusted H(u)e(w), by Dyed_Red (teen, 2.3k)
9.15: All The Broken Pieces, by Amoreanonyname (mature, 2k)
10.03: Profound Pain, by Tintentrinkerin (mature, 1.6k)
10.04: We Time, by Amoreanonyname (teen, 1k)
10.14: any weight beyond your own, by flownwrong (explicit, 5k)
10.16: Paint It Black, by writethelifeyouwant (mature, 3.8k)
11.04: Baby, by writethelifeyouwant (teen, 1.8k)
11.05: Bullet for my Valentine, by merle_p (mature, 8.8k)
11.13: Tug of War, by IndridGrey (explicit, 1.1k)
11.16: Apply Within, by PrincexZelda (explicit, 1.4k)
11.17: Drunk on Borrowed Time, by AnOddSock (teen, 2.8k)
11.19: Some Starless Night (Love May Come an’ Tap You on the Shoulder), by Prince_of_Elsinore (mature, 9.1k)
11.22: Now Lie I Like a King, by interstitial (explicit, 4k)
11.23: Alpha and Omega, by writethelifeyouwant (explicit, 7.3k)
12.01: Alpha and Omega, by writethelifeyouwant (explicit, 7.3k)
12.11: Beautiful Stranger, by SinnamonSpider (explicit, 7.6k)
14.03: On This Lonely Night, by KassandraScarlett (teen, 3.1k)
14.20: Neutral Evil, by Tintentrinkerin (teen, 1.4k)
15.03: To Freedom, by Amoreanonyname (teen, 1.5k)
15.04: All Of You And All Of Me, by KassandraScarlett (teen, 1.5k)
15.11: Lucky Streak, by merle_p (mature, 6.3k)
15.13: There will always be a first time, by redmyeyes (explicit, 5.9k)
15.19: We Will Always End Up Here, by ficforthought (teen, 4.3k)
15.20: Sweet as Sugar, Easy as Pie, by merle_p (teen, 6.1k)
15.20: Happily (For)Ever After, by KassandraScarlett (teen, 2.1k)
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Dolly
Summary: Idk what to tell you guys, this is basically some degradation pwp, enjoy.
Pairing: Sam x Reader
Rating: 18+
Tags: BDSM relationship, dollification, sub ownership, denial, degradation, kneeling
Word Count: 935
Created for: @spnkinkbingo - TedTalk!Sam | @j3bingo - PWP |@samwinchesterbingo - Dom!Sam
“So, in conclusion,” Sam centres himself on the stage for his final delivery, “Invest in a treadmill desk, don’t drink coffee, and stick to a raw food diet. I mean, God bless kale – am I right?” He gets a laugh from the crowd and gives a short bow, waving as he runs off the side of the stage. He takes a moment once he’s out of the spotlight to take a deep breath and let his heart rate slow back down. It’s always such a rush being on stage like that.
Now composed again, Sam makes his way back to his dressing room, where he knows you’re waiting for him. If you’ve been good, he’ll find you waiting exactly where he left you. He’s curious to know if you’ve managed it.
When Sam pushes open the door to his room a small smile makes it onto his face. You’re still unclothed, on your knees and legs spread, his cum visibly dripping from your naked pussy. You don’t look up when Sam enters, obediently keeping your eyes trained on the floor and not reacting to his presence. Sam stands still for a moment, door to the hall wide open while he admires his doll where anyone else could join him – he swears he can see you get even slicker the longer he lets the risk play out.
The door swings shut behind him as he walks forward, giving your hair an affectionate stroke before reaching for a bottle of water and sprawling out on the couch you’ve been knelt next to for the past hour. He knew it was cruel, asking you to stay on your knees on the hard, tiled floor when there were chairs and a couch right there but that was part of the fun. The discipline was something you’d asked him to help teach you when you’d been purchased, and he has been happy to oblige.
“Did you enjoy the talk?” Sam questioned, taking a deep drink from the water he’d grabbed.
“Very much, Sir,” you nod, looking up at him now you’ve been addressed. “But you did leave off one of your recommendations for success.”
“Did I?” Sam raises his brow, surprised you’re challenging him on something.
“Yes, sir. My favourite one,” you smile.
“And what is that?” Sam leans forward, his fingertips resting together between his knees.
“Regular sexual release.” You blink up at him innocently, and Sam can’t help cracking a smile.
“You’re right,” he admits. “I think that’s my favourite too,” Sam reaches out and pinches your nipple, making you whimper, and your eyes slide shut. “Never gonna be successful like me if you spend all your time edging like a little slut. That’s why you’re never gonna get anywhere in life, isn’t it doll?”
You nod eagerly, knowing your place. You’ve achieved the highest status you can possibly hope to as Sam’s doll, and you’re immensely grateful for his ownership of you – it’s all you’ve ever wanted out of life.
“Yeah, you like being denied too much, don’t you,” Sam coos, massaging both your breasts now, pinching your nipples when he sees you settling too much into the pleasure of his actions. After all, he’s not touching you for you, he’s doing it for him. Because he likes the feel of your flesh in his hands. “How long has it been since your last orgasm, doll?”
“Three–” you squeal when he delivers a harsh slap to your clit “–weeks, sir,” you manage to tell him, proudly. He grins at you coldly.
“Very good.” Sam scoops his fingers through the cum between your legs. Some of it had dried, but you’d been slowly leaking the whole time you were on your knees waiting for his return from the stage, and you’d grown even wetter once he’d begun touching you again, prompting more to slide out of your pussy and start a small puddle on the floor.
“It’s the longest I’ve ever gone.” You whine as Sam curls two of his fingers into you, pressing insistently at the small spongey point just inside your pussy, not giving you the satisfaction of being filled.
“Really?” Sam asks curiously. You nod, eyes squeezing shut as he speeds up the ‘come hither’ motion of his fingers. “That make you proud of yourself, dolly?” You nod again quickly, and Sam’s thumb reaches out to start making light little circles over your clit. Your orgasm is building quickly inside you, Sam knowing exactly how to coax what he wants out of you.
“Well we can’t have you getting too big headed, can we?” Sam smirks, his focus on your clit unrelenting now, and you feel your thighs start to shake with the effort of holding back your climax.
“No, sir, please,” you try to beg but you can already tell you’re going to fail. Sam’s too good at this. He’s too good at everything, the exact opposite of you. And you love it.
“Cum for me dolly,” Sam teases, and you can feel yourself nearly there, despite all you’ve done to hold back. “C’mon, let me see how pathetic you really are,” he sneers and you can’t resist the pleasure anymore, cumming hard on his hand, squeezing his fingers inside you and soaking his hand. You feel tears leak from the corners of your eyes, whether in relief or disappointment at finally cumming after so long, you can’t tell.
Sam pulls his hand away, wiping it on the couch cushions. “What do you say, doll?” he asks calmly, after you remain silent, tears streaming down your face now.
“Thank you, sir.”
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