1 - 20 of 4,901 Works in It's Always Sunny in Philadelphia
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10:00 AM– when she is halfway through her shift, when she has only had a few shots of raw espresso…when the door opens, and her brother and his stupid roommate come marching in.
A stylized-drabble about Dee's morning at the coffee-shop.
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are you wild like me? by macdennisnation (its_steddie_time)
Fandoms: It's Always Sunny in Philadelphia
08 Oct 2025
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day 8: biting, intoxication
charlie likes to bite. he wants to bite dennis. dennis wants that too.
Series
- Part 5 of iasip kinktober 2025
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Prompt: cages
It felt like heaven, it felt like hell. It felt like mercy, it felt like retribution. It felt like agony, it felt like ecstasy. And beholden to the will of a cruel and merciless god, Mac understood the Old Testament fear and adoration, the full weight of his glory thrust between his thighs. Full to the hilt, bursting at the seams of his body, rim stinging around the hard intrusion, Mac threw his head back and screamed.
Series
- Part 8 of Codependent Losers [Kinktober 2025]
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"I..I think…"
Charlie's eyes glimmer. "You're going into heat."
sunny kinktober day 8: biting
Series
- Part 8 of sunny kinktober 2025
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sick sweet dream by macdennisnation (its_steddie_time)
Fandoms: It's Always Sunny in Philadelphia
08 Oct 2025
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Summary
day 7: quiet sex, semi-public
dennis has a girl over. there's a knock on mac's door. it's dennis.
or: mac and den fuck for the first time, quietly.
Series
- Part 4 of iasip kinktober 2025
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If Dennis is going to hell, he'll have to take Mac with him.
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An Alternate universe in which Mac is Batman, and has to race against the clock to save Commissioner Mathis, not without a little assistance from Catwoman though.
- Language:
- English
- Words:
- 12,341
- Chapters:
- 1/1
- Kudos:
- 4
- Hits:
- 23
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Still That Kid by AllTimePhan73
Fandoms: It's Always Sunny in Philadelphia, It's Always Sunny in Philadelphia RPF
07 Oct 2025
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Charlie was still that same kid who turned up at Mac's window in the middle of the night, soaked from the rain, and crying about how desperate he was to disappear.
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wasting my young years by sageisnotpepesilvia
Fandoms: It's Always Sunny in Philadelphia
07 Oct 2025
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Summary
"'That friend of yours. You're telling me he left you alone on your birthday?' He sat down on the stool right next to Mac. The disdain on his voice was clear.
'Well, you said it yourself.' Mac took another sip, trying to get the rum to hit as fast as possible. Hard alcohol was a must for nights like these, and he had some catching up to do. 'Nothing matters more than pussy, right?'
'That's not what I said. I said nothing matters more than getting laid. You don't care for pussy, do you, kid?'”
***
When Dennis leaves Mac's nineteenth birthday early with a girl, Mac ends up going home with an older man and learning a couple things about himself he's never going to forget. A look into Mac's misunderstanding of love and devotion through his birthdays.
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"Bend over and take your pants off."
sunny kinktober day 7: gunplay
Series
- Part 7 of sunny kinktober 2025
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Prompt: chastity
Was this not the purpose of Lent, to sacrifice one's self for the sake of another? To lay his pleasure upon the altar of his sacrifice, to lay himself down in sweet surrender? As much as he wanted to reach into his own pants, as much as he wanted to rub himself to completion, there was something almost poetic in the way Dennis kept him on his knees. Like a sinner knelt down to pray, like a devotee on knee in worship.
Series
- Part 7 of Codependent Losers [Kinktober 2025]
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The Room Feels Haunted ( Smut Oneshots ) by phoenixwritten
Fandoms: Durarara!!, Dead by Daylight (Video Game), 僕のヒーローアカデミア | Boku no Hero Academia | My Hero Academia (Anime & Manga), It's Always Sunny in Philadelphia, Lethal Company (Video Game), 伊藤潤二『コレクション』 | Ito Junji Collection (Anime), Ao no Exorcist | Blue Exorcist, RWBY, Death Note (Anime & Manga), Biohazard | Resident Evil (Gameverse), Bleach (Anime & Manga), K (Anime), Scream (Movies), Kuroshitsuji | Black Butler, IT - Stephen King, Deadpool - All Media Types, 恋与深空 | Love and Deepspace (Video Game), Five Nights at Freddy's (Movie 2023), Criminal Minds (US TV), Vampire Knight (Anime & Manga)
07 Oct 2025
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A collection of reader-insert smut oneshots featuring various canon characters, and an OC or two at a friend's request.
!! CHAPTER ONE IS AUTHOR'S NOTES !!
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Close Your Eyes And I'll Kiss You by vampire_dove
Fandoms: It's Always Sunny in Philadelphia
07 Oct 2025
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He would know how Mac felt anywhere. Sap. Of course, he wanted to go first.
Series
- Part 7 of Kinktober 2025
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all things rushing out (i wanna feel good) by macdennisnation (its_steddie_time)
Fandoms: It's Always Sunny in Philadelphia
07 Oct 2025
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day 5: bloodplay
dennis is a vampire who has never tasted human blood. mac cuts his finger. dennis reacts.
Series
- Part 3 of iasip kinktober 2025
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Dee pretends to smile with life in her eyes when someone looks at her on the street. She pretends like she is the kind of person that would smile again if she ever saw them a second time.
Dee pretends.
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Another ongoing collection of angsty trash poems <3
Series
- Part 2 of It’s Never Poetic in Philadelphia
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Prompt: outdoor sex
So he took him where he had no excuse, where no one could hear his screams and cries of sheer fucking ecstasy. Mac had arranged this whole trip with one hope in mind. He wanted to fuck Dennis Reynolds.
As Mac deemed them far enough, he tossed his pack against the ground and turned to face the object of his desire, the prey beneath his teeth. Eyes darkening as his gaze caught hold of Dennis, jaw tightening with the slow realization, the implications settling against the base of his skull. Swallowing down hard on his bile and his pride, he straightened his shoulders, feet turning at the heel to run.
Series
- Part 6 of Codependent Losers [Kinktober 2025]
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curiosity, satisfaction by sunflowersocialist
Fandoms: It's Always Sunny in Philadelphia
06 Oct 2025
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When Charlie puts him on his knees in the bar bathroom after hours, Dennis isn't dumb enough to be confused about why he's there. He knows it has something, if not everything, to do with the seventeen thousand questions he asked the night before. About Mac. About Charlie and Mac, and how Mac behaves when it's him in Charlie's bed instead of Dennis.
sunny kinktober day 6: glory hole
Series
- Part 6 of sunny kinktober 2025
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The Gang Exploits The Good Place by kathleenbrash27
Fandoms: It's Always Sunny in Philadelphia, The Good Place (TV)
06 Oct 2025
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Dee Reynolds awakens in a strange room and is greeted into an office by the celestial Michael. After fatal events while on vacation on a Christian cruise, Dee decides whether she prefers the taste of her own medicine or to embrace the challenges of mortality.
"Is God punishing me for my wrath? I’m sorry, Jesus! I liked your messages. I was always agnostic, man."