Em's Kinktober
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Mac Tries to Trap Dennis by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
01 Oct 2026
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Summary
Mac sits up on his elbows, tilts his head. "Would it really be so bad?"
"Would what be so bad?" Dennis snaps, arms crossed over his chest. God, Dennis is so pretty. Too pretty, it makes Mac stupid.
"If I got you pregnant," Mac says casually.
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(Kinktober 2026 Day 1 Prompt: Condoms)
Series
- Part 1 of Em's Kinktober
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Mac and Dennis Roofie Dee by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
02 Oct 2026
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Summary
Mac and Dennis attempt to take advantage of some very rare alone time while living with Dee. They fail.
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(Kinktober 2026 Day 2 Prompt: Embarrassment)
Series
- Part 2 of Em's Kinktober
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Summary
"What're you gonna do, tough guy?" Jess drops the trash bag, gets on his tip-toes to put his face close up to Dean's. "Cause I don't think you're gonna do a fucking thing."
There's a moment when Dean's eyes flick down to Jess's lips and his own lips part- that's when Jess knows he can't live with himself if he doesn't go for this wet dream of a scenario.
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Prequel to the events of I Wanna Be Sedated. Part of my Actually Romantic series, but can be read as a standalone.
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(Kinktober 2026 Day 3 Prompt: Hate Sex)
Series
- Part 1 of Actually Romantic
- Part 3 of Em's Kinktober
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Dennis Fails a Challenge by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
04 Oct 2026
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Summary
"Great to know I can turn you on just by touching you now."
"It wasn't just because you touched me," Dennis snaps, even as his hips buck up into Mac's hand.
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(Kinktober 2026 Day 4 Prompt: Body Writing)
Series
- Part 4 of Em's Kinktober
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Summary
Suddenly, Sammy lunges at him, presses their lips together quickly before Sam pushes him off. "What the hell are you doing?!"
Sammy backs away. "I'm sorry- I'm sorry, I just thought… if I'm gonna kiss my first guy it might as well be… myself?"
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(Kinktober 2026 Day 5 Prompt: Selfcest)
Series
- Part 5 of Em's Kinktober
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Mac "Punishes" Dennis by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
06 Oct 2026
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Summary
Dennis glares. "Oh yeah? Do something about it then."
Mac raises his eyebrows in shock. So that's why Dennis has been acting like a mega asshole today. He's looking to get dicked. Hard.
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(Kinktober 2026 Day 6 Prompt: Held Down)
Series
- Part 6 of Em's Kinktober
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Summary
"Do you think I'm fuckin' your brother, Sam?"
Sam's mouth falls open. "What?"
"That why you're so jealous?" Benny stands up, steps closer. Sam doesn't move away. "You wish I was fuckin' you, don't you?"
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(Kinktober 2026 Day 7 Prompt: Dirty Talk)
Series
- Part 7 of Em's Kinktober
- Part 1 of Morning's Echo
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Dennis Shows Mac How It's Done by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
08 Oct 2026
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Summary
"No, I'm gonna show you exactly what I want from you, lay the fuck down." Dennis walks to the end of the bed. "Go on, lay down." He flicks his wrists at Mac.
Mac lays on his back tentatively. "Like we're gonna act it out or-?"
"No, I'm gonna fuck you," Dennis says, grabbing the lube as he climbs between Mac's legs.
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(Kinktober 2026 Day 8 Prompt: Switching)
Series
- Part 8 of Em's Kinktober
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Summary
“Now, we don’t have to do this,” Perry says. “You can tell me no and I’ll drop it, alright? No harm, no foul.”
“No, I want to.” JD bounces on his feet, stomach dipping with excitement.
Perry smiles. “You’re gonna have a fantastic reward waiting at the end of today, I promise.” He reaches his hand out, leads JD into the bedroom. “But if you fail… that reward becomes a punishment.”
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(Kinktober 2026 Day 9 Prompt: Discipline)
Series
- Part 9 of Em's Kinktober
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Summary
Dean kisses him slowly and deeply, hands roaming under Benny's shirt but no further. It's rare that Dean lets Benny have this, the soft and slow intimacy. He's always so frantic, like he thinks Benny might disappear if he doesn't hurry, if he doesn't take it hard and rough.
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(Kinktober 2026 Day 10 Prompt: Gentle Sex)
Series
- Part 10 of Em's Kinktober
- Part 2 of The Fragile
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Summary
"I need a safe place for him to stay," Dean says softly, pulling Benny into the kitchen as Sam helps the man over to the couch. "Sorry I didn't warn you."
"Who is he?"
Dean glances back worriedly before responding. "Name's Garth. He's a friend. He… got bitten by a werewolf."
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(Kinktober 2026 Day 11 Prompt: Age Gap)
Series
- Part 11 of Em's Kinktober
- Part 1 of The Were and the Vamp
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Mac and Dennis Try Phone Sex by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
12 Oct 2026
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Summary
"Can we not fight?" Mac whines through the phone. "We've been fighting too much."
"Then I'm gonna hang up on you because if we keep talking we're gonna fight," Dennis snaps.
"No!" Mac yells. "No, don't."
"Tell me something worth hearing then." Dennis puts his hands on his hips.
"I'm not wearing any pants," Mac rushes out.
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(Kinktober 2026 Day 12 Prompt: Phone Sex)
Series
- Part 12 of Em's Kinktober
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Summary
“Did you keep your word, Dean?”
Dean squares his shoulders, standing at attention. Muscle memory. “About what, sir?”
John scoffs, shaking his head. “You know what. Don’t play stupid.”
Dean swallows. “Yes, I did.” It’s the second time in his life he has blatantly lied to his father’s face.
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(Kinktober 2026 Day 13 Prompt: Frottage)
Series
- Part 2 of How Many More Times
- Part 13 of Em's Kinktober
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Mac and Dennis Don't Have Car Sex by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
14 Oct 2026
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Summary
It's silent for a beat. "So what now?" Dennis asks.
"I dunno," Mac says. "I'm fine here holding an ice pack on your crotch."
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(Kinktober 2026 Day 14 Prompt: Roleplay)
Series
- Part 14 of Em's Kinktober
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Summary
Dean stares at him, jaw clenched as he walks up and grabs Sam by the chin. "Put that on and meet me in the Dean cave in ten minutes. No more than that or you won't like what happens to you."
The thrill shooting straight down to Sam's dick is all that keeps him from bitching back and telling Dean to fuck himself. Whatever this is, he wants to see how it plays out. So he nods.
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(Kinktober 2026 Day 15 Prompt: Corsets & Human Furniture)
Series
- Part 15 of Em's Kinktober
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Summary
Sam struggles fruitlessly beneath the vampire's impossible strength, knife fallen from his hand just out of his reach. "What the hell do you want with me?!"
A mean chuckle, low and right by his ear. "Oh, I think you know, sweet thing."
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(Kinktober 2026 Day 16 Prompt: Predator/Prey)
Series
- Part 16 of Em's Kinktober
- Part 2 of Morning's Echo
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Dennis Finally Sleeps by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
17 Oct 2026
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Summary
"What the fuck could you possibly want from me at 1:30 in the fucking morning?!"
Mac scoffs. "What do you think, Dennis?"
Dennis fumes, grabbing Mac's pillow and pushing it down over his face. "I'm gonna fucking kill you!"
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(Kinktober 2026 Day 17 Prompt: Rough Sex)
Series
- Part 17 of Em's Kinktober
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Summary
The sight of him since that night in the alleyway makes Jess's blood boil. Anger and lust churning together until they boil over in an outburst of either an insult or a kick to Dean's chair.
Dean always looks back at him, insults him or flicks him off. It doesn't satisfy Jess like it used to. He needs more now.
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(Kinktober 2026 Day 18 Prompt: Deepthroating)
Series
- Part 2 of Actually Romantic
- Part 18 of Em's Kinktober
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Mac and Dennis Share Smoke by okarmawhereartthou (partyondean)
Fandoms: It's Always Sunny in Philadelphia
19 Oct 2026
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Summary
Mac hesitates by the door, eyeing the bed warily. Always so nervous when Dennis is being obvious about what he wants.
"C'mere," Dennis says, patting the bed next to him. "Smoke with me." He holds up his cigarette, lays back on his stomach facing the window.
The bed dips as Mac lays down next to him. He reaches for the pack of Marlboros on the windowsill and Dennis puts a hand on his to stop him. "Share mine." He passes the cigarette to Mac who takes it between his fingers.
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(Kinktober 2026 Day 19 Prompt: Cigarettes)
Series
- Part 19 of Em's Kinktober
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Summary
"Benny," the man says as he sits down, holding out his hand.
Dean takes it, lets his touch linger. "I'm Dean."
"Nice to meet you, Dean," Benny says, smiling. "Would you let me buy you a drink?"
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(Kinktober 2026 Day 20 Prompt: One Night Stand)
Series
- Part 20 of Em's Kinktober