1 - 20 of 80 Bookmarked Items in Alternate Universe - Pennywise is Defeated in the First Battle (IT)
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It’s a miracle Eddie even has sex with him in the first place, it would be unfair of him to start demanding more. He doesn’t need more. Really, he doesn’t! Richie is completely fine with the whole friends-with-benefits thing they’ve got going on. He’s more than fine with it! He loves it! It’s great! Life has never been better!
At least, that’s what he’s been telling himself these past few months.
But now, he’s standing in a room full of drunk college students, red solo cup scrunched in his fist, pop rock blasting loudly in his ears, and every muscle in his entire body is locked up, frozen in dread - because Eddie is talking to a girl. More specifically, a girl is talking to Eddie. And she has her hand on his arm. And she’s hot. And he’s looking at her tits.
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Richie sees Eddie, his roommate/ bestfriend/ fuckbuddy, getting hit on and fails to react appropriately. Epically. Fails.
Series
- Part 3 of The Intricacies of Masturbation
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Poly Losers by Geekygirl24
Fandom: Baldur's Gate (Video Games), IT (Movies - Muschietti), IT - Stephen King
14 Dec 2025
- Words:
- 29,318
- Works:
- 20
- Bookmarks:
- 4
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Can I Borrow Your Boyfriend? by lezzout
Fandoms: Stranger Things (TV 2016), IT - Stephen King
11 Dec 2025
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"Can I borrow your boyfriend?"
"What the fuck?"
"Will. Your boyfriend. Can I borrow him?"
"Beep beep, Rich. He's not my boyfriend."
"Oh, so I can just go ahead then?"
(Will and Richie fake date to make their crushes jealous)
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Bookmark Notes:
Richie and Eddie move into Mike’s basement post Vecna
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“We were close, weren’t we?” Beverly says. “Close enough to read each other’s minds.”
It may have meant as a curse, but they were taking it as a gift. The power to read each others minds was more than they could have asked for. Especially when it saved Eddie's life when he tried to take it.
- Language:
- English
- Words:
- 13,021
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 14
- Kudos:
- 275
- Bookmarks:
- 50
- Hits:
- 2,763
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Bookmark Notes:
Finished
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The Intricacies of Masturbation by hermeticism
Fandoms: IT - Stephen King, IT (Movies - Muschietti)
11 Nov 2025
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As it turns out, living with Richie actually isn’t half bad. It’s only been one and a half semesters, but Eddie, shockingly enough, still has his sanity intact!
Yeah, Richie keeps him up at night with his nonsensical rambling, and is always stinking up their room with his bong and playing his music too loud, but for the most part - he’s a pretty good roommate.
Honestly, if Eddie’s really thinking about it, he doesn’t have one mention worthy problem with him as a roommate.
Oh yeah. Besides the jerking off.
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Richie and Eddie are college roommates. One is a chronic masturbator, the other can’t even touch his dick. Spending half a year listening to your best friend orgasm himself to sleep every night takes a toll on even the strongest of men... long story short, Eddie is not strong.
Series
- Part 1 of The Intricacies of Masturbation
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Bookmark Notes:
it
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The Intricacies of Masturbation by hermeticism
Fandom: IT (Movies - Muschietti), IT - Stephen King
15 Dec 2025
- Words:
- 33,522
- Works:
- 3
- Bookmarks:
- 6
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But He Took My Shoulders, and He Shook My Face by orphan_account
Fandoms: IT (Movies - Muschietti), IT - Stephen King
28 Jan 2021
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Mike and Bill are friends; they’ve been friends for a few years, but it feels like even longer. Sometimes it feels like they’ve been friends for Mike’s whole life, or that they will be friends for the rest of Mike’s life. Bill is Mike’s best friend, if he’s being honest. Mike doesn’t think he’s had a friend understand him the way Bill does.
Mike and Bill are friends. So, why couldn’t Mike just say that?
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It’s just scary, giving up control like that. Letting someone put themself inside you. Even if that someone is your best friend in the whole world. So, logically, Eddie has decided he wants to fuck Richie first.
He figures if he can experience the act from the- enterers- point of view, it’ll be less overwhelming when he’s the- you know- the enteree. Less unfamiliar. He’s not sure he’s even going to like it. Putting his dick in an ass. Yeah, it is Richie’s ass, but it’s still an ass. And, as he’s recently discovered, he likes having his ass played with, not playing with other asses. But still, he wants to try.
And Richie is more than happy to do anything he wants to try.
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Home from college for the summer, friends-with-benefits Richie and Eddie have penetrative sex for the first time. It goes... about as well as can be expected.
Series
- Part 2 of The Intricacies of Masturbation
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i want to be with you (everywhere) by stanshika
Fandoms: IT - Stephen King, IT (Movies - Muschietti)
26 Feb 2025
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God, he missed Richie. They literally hadn’t even been apart for a day, and he missed him. The two of them hadn’t spent a day apart since the summer started, and Eddie hadn’t realized how used to it he’d gotten until now.
He dragged a hand over his face. If Richie knew what he was thinking right now, he’d never let it go. Why the fuck did his best friend have to be such a dumbass?
Eddie was going to have to sneak out to find Richie Tozier.
Or, Eddie realizes he’s in love with Richie Tozier and he’s sick of pretending they haven’t been dancing around it for ages now.
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you're giving me some mean butterflies by robertmontauk for deaddoggy
Fandoms: IT (Movies - Muschietti), IT - Stephen King
07 Jan 2022
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"What’s going on in that weird old brain of yours?”
His shrug is stuttered and he avoids looking at her — Richie Tozier is many things, but a good liar is not one of them. “Me? Brain? Nah. Nothin’ up here. Ahaha.”
Bev’s eyebrows shoot up. “Did you just say ‘ahaha’ out loud? Did you get replaced by a fuckboy or a hey mamas lesbian on your way over?”
- Language:
- English
- Words:
- 4,943
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 12
- Kudos:
- 175
- Bookmarks:
- 21
- Hits:
- 1,503
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oh l’amour (what’s a boy in love supposed to do?) by yoitsjuli
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT (1990)
12 Dec 2025
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Something in that moment shifted for him, because now all he could think was, I wish you would kiss me.
It wasn’t even really the fact that he was gay that sent him into a full on crisis, it was the fact that it was Richie of all people.
You just had to go and get a crush on your best friend, huh? Nice going, dumbass. Richie, who was loud and obnoxious, who teased him non-stop, who made inappropriate jokes about fucking his mother, who ruffled his hair and kissed his cheek just to annoy him, who called him Eddie Spaghetti.
He fucking liked Richie Tozier.
This was dangerous. Richie was his best friend, and you weren’t supposed to get feelings for your best friend, especially if you’re both boys.
So no one could find out. This was a secret that would live and die with him, even if it meant being slowly eaten away until he withered down to bones.
That was, until Bill and Bev started dating.
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or in which Richie tries to send hints to Eddie, chasing him, while Eddie runs away, convinced there’s no way Richie could like him back. Naturally, this results in an excruciating amount of pining between two best friends who are both too afraid to mess it up.
- Language:
- English
- Words:
- 47,085
- Chapters:
- 31/?
- Collections:
- 1
- Comments:
- 196
- Kudos:
- 898
- Bookmarks:
- 112
- Hits:
- 17,953
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Bookmark Notes:
<3
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He who deserves happiness. by baby345, IDontUnderstandThatReference
Fandoms: IT - Stephen King, IT (Movies - Muschietti)
27 Dec 2019
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You wanted more time right?” Stan Inquired.
“ what?” Richie stammered, he must have been drunker than he thought he was talking to his dead best friends.
“More time, we are here to give it to you.”
“Am I finally going fucking crazy? Am I still in the deadlights? What the fuck.”
“No this is your second chance.” Eddie said.
After they defeat IT for the last time, Richie is left heartbroken and has nothing to live for anymore. Praying for a second chance, he wants a do over.
Maturin The turtle in payment for them killing IT decides that he owes Richie and the losers a better ending than the one they got. They lost two of their own, who were never suppose to die.This is their second chance.
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“I'm in love with you.”
“Richie, that's so not funny. Why would you even-”
“I'm not joking. I mean it. I’m in love with you.”
“But. But…you have all those posters on your wall?”
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or Richie and Eddie decide to start datingSeries
- Part 1 of so high school
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“What’s going on Bill?” Stan asked as they reached the bumper cars, Bill avoiding looking the other teen in the eyes.
“W-what do you mean?”
“This was your idea, this fairground.” Stan recounted the facts of the day, ignoring how Richie joined the queue for the cars, pulling Bev with him, the pair of them eagerly making bets about who could knock who the most, “But you’ve barely spoken to any of us, and you’ve been stuttering again. What’s going on? And don’t lie to me.”
Series
- Part 1 of Poly Losers
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All The World Is Waiting For The Sun by Disastrous_Canasta (orphan_account)
Fandoms: IT - Stephen King
23 Jan 2022
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Summary
It rains on Bill and Stan's wedding day, and brings up some uncomfortable memories.
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Do you swear you'll stay forever, even if my body is quivering with sickness? by Allece
Fandoms: IT (Movies - Muschietti), IT - Stephen King
01 Dec 2020
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Richie frowns as he struggles to tear open his eyes from the deep slumber. He briefly wonders what has woken him up so late and blinks several times before something in the room catches his attention. A squeak escapes his throat when he registers the blurry outline of a person near the window. He jumps upright bumping into the headboard.
“Sorry,” A whisper cuts the night’s silence.
Richie narrows his eyes.
“Eddie?” He replies hoarsely, shaking off the remains of sleep. Now when he has adjusted to the dark, he can see it is Eddie. Eddie in nothing but a t-shirt and sleeping shorts. “It’s fucking freezing outside, Eds, what are you doing?!” He whisper-shouts, pulling the boy onto the bed.
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taxi cabs and busy streets (that never bring you back to me) by eddiekaspbrakirlsblog
Fandoms: IT - Stephen King, IT (Movies - Muschietti), IT (1990)
08 Mar 2024
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Richie’s career took off not long after he graduated, which Eddie was glad for, the idea of Richie performing in these pretty sketchy bars late at night did not fill him with hope, luckily just over a year in he’d been seen performing at a bar where he was a regular when he’d been seen by someone who had connections in the world of comedy and before long Richie had auditions for Saturday Night Live and there were meetings about him getting his own comedy special on Netflix. Eddie couldn’t be happier for him but this new life came with new things.
OR a long distance reddie au when richie goes on tour for the first time
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“Oh, I’m definitely up for it,” Richie says, raising his eyebrows for emphasis.
“Up for jerking each other off?”
“Yep!”
“Blowjobs?”
“Yes, sir!”
“Anal?”
“Well, you are kind of high-strung-”
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or Richie has an unexpected reaction to listening to the rain, and things get a little messy after thatSeries
- Part 2 of so high school
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- Words:
- 61,406
- Works:
- 2
- Bookmarks:
- 5
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Bookmark Notes:
AHHHHHHHHHHHHHHHH!!!!! This is so sweet and cute, I love this so fucking much!!!!! ❤
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melt my frozen heart and feast on it by ZabZabZab
Fandoms: IT - Stephen King, IT (Movies - Muschietti)
12 Jun 2020
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'“Morning, Rich.” Eddie said eventually, as he placed a plate laden with food in front of Richie. Eddie always looked so cute in the mornings, face all flushed from a good night’s sleep and still dressed in the oversized shirt of Richie’s that he’d slept in since they were fifteen, the one that had Richie digging his nails into his thigh so he didn’t grab at Eddie’s waist. He wondered what Eddie would do if one morning he did just that, gripped onto his hips and pulled him onto his lap and never let him go. He thought that Eddie probably wouldn’t even mind.'
Richie protects Eddie's honour, he gets repaid.
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