The sillies
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Death Never Seemed So Sweet (Don't Leave Me Behind) by LoserLeo233
Fandoms: Original Work
04 Jul 2024
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Summary
Leo couldn’t pinpoint exactly what caused him to started hating himself, but he knew how to make it stop.
Or: An argument with one of his boyfriends pushes an already unstable Leo to try and kill himself. His boyfriends are left in shambles as they wait for him to wake up.
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Fluff alphabet collection for all my oc's!
This'll be marked as complete since it's a headcannon book, but I'll continue to upload chapters as time goes on.
Series
- Part 2 of The sillies
- Part 2 of X Reader Stuff
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If anyone had told Leo that today would be the day he would lose his virginity, he would have laughed in their face.
Of course, he had thought about it, fantasized about it even, wondering what it would be like when he finally let his boyfriends take his virginity. It wouldn't be new to them, Leo knew they were having sex regularly when it was just the two of them alone, not wanting to make Leo uncomfortable but also wanting to take care of each other's needs while they waited. Leo was fine with that, he didn't mind that they didn't wait for him to be ready before getting with each other, he understood. He had almost asked to join them a couple times, but anxiety plagued his mind before he could, and he ultimately decided that he just wasn't ready yet.
At least, he had thought he wasn't ready.
Or: Leo's finally ready to lose his virginity but isn't sure his boyfriends want him, so they prove him wrong the best way they know how.
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- Part 3 of The sillies
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"Ok, to be fair, this place reeks of alcohol and smoke, not to mention how many people are packed in here right now. It's hard to smell anything at all, let alone individual scents." Leo countered, more confident in this argument than the last. It was true that it was hard to smell any one individual, although with how clingy both of his mates were, and with how close the rival alpha had tried to get to him, he had his doubts about how hidden his mate's scents were.
"That is true," Micah agreed, and for a second, Leo allowed himself to hope that maybe his alpha would come to his senses and compose himself a little.
"Which is why I need to be extra sure my scent sticks this time." Micah continued, pressing his nose even further into Leo's neck. "We wouldn't want this happening again, now would we?"
His hopes were futile, it seemed.
Or: A short drabble of jealous Micah scenting Leo while Rain intentionally makes everything worse (or better).
Series
- Part 4 of The sillies
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One one hand, he never had sex with people he wasn't dating. Leo was a lover, he didn't like the notion of doing something so intimate with people when there wasn't an emotional or romantic aspect to it. To him, sex wasn't a tool to use whenever he was horny, it was an act only done with people he loved and trusted.
But on the other hand... he really, really liked the men in front of him. He'd go so far as to say he was in love with them, and had been for a while, not that he'd ever tell them that. He couldn't deny how desperately he wanted to be loved by them, to be added to their poly relationship, to be cherished the way they cherished each other. He would take any opportunity to be with them, and it seemed like he'd just been gifted one, however temporary it was. And... They were really good friends of his. He already trusted them, and he knew they would never intentionally hurt him.
It was really unfortunate how self destructive loneliness made him.
Or: Leo agrees to play a little game. The only question is: What will happen when it's over?
Series
- Part 5 of The sillies
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Blood.
There was so much blood. His hands, his shoes, his clothes, the floor, everything was covered in crimson blood, the air thick with copper.
He didn't know where it was coming from. He tried to cry out, but his voice no longer existed, his jaw open in a silent, pointless scream.
He felt no pain. He looked down, and despite the liquid red crawling over his skin, he saw no injuries. The blood was not his.
No.
Or: Months after Leo's suicide attempt, Rain has a nightmare. Leo is there to pick up the pieces.
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Sometimes, Leo felt like he was drowning.
Overwhelming emotions often swirled inside of him, creating a typhoon of self-hatred and overwhelming despair that filled him until he felt he would burst at the seams. Everything would become too much, whether it be the largest of problems or the smallest of inconveniences. His mind was flooded with endless tragedies, reminders of his shortcomings in practically every field of life, his thoughts becoming sharp winds battering at the sides of his skull until the pressure was almost too much.
But he had a saving grace. A life vest that not only helped keep him afloat, but also released the water from his being, relieving the pressure his thoughts created within the body that wasn't big enough to contain all the pain.
Ordinarily, metal would sink, bringing anyone unfortunate enough to cling to it under. But in the torrents of Leo's mind, it floated.
Or: Leo has a nasty self-harm habit. He's ok, he really is (or so he thinks), but he has to hide his coping mechanism from his boyfriends. So what'll happen when they walk in on him?
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Micah just wanted to do something special for his boyfriends, so he takes them to an aquarium. He knew they'd be excited, he just didn't realize HOW excited they would be.
Or: Micah takes Rain and Leo to an aquarium and realizes that he's dating man children. Shenanigans ensue.
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Rain pulled his legs out from under the blankets and went to swing his legs over the side of the bed, but before he could, arms wrapped around his waist, tethering him to the bed. "...Rain? Where are you going?"
Rain stiffened up, placing one of his hands on Leo's. "Hey bug. Did I wake you up?"
Leo didn't say anything for a moment. Then, "Wet dream?"
Rain stiffened up even further, slowly lowering himself back down the couple inches he had managed to get off the bed. "...Maybe. Don't worry about it, I just gotta take care of myself. I'll be back in a bit."
"...Use me."
Or: Rain has a wet dream and needs some relief. Good thing Leo's there to help him out.
Series
- Part 9 of The sillies
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Five men. Five different personalities. Five different ways they kiss you for the first time.
OR: First kiss scenario's with some of my oc's!
(Featuring: Leo Myers, Rain Cantrell, Ren Hirota, Charlie Craven, and Micah King)Series
- Part 10 of The sillies
- Part 3 of X Reader Stuff
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Mate Madness: The name given to a mental disease that afflicts those who are mated, in which the victim becomes increasingly doubtful of their place amongst their pack/with their mate. There are five observable stages, each one more severe than the last. While Mate madness is treatable, it is often ignored until it is too late.
Or: The stages of Mate Madness as they appear in Leo's life, from the perspective of its victim.
Series
- Part 11 of The sillies
- Part 1 of Mate Madness Series
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A bunch of fluffy, romantic headcannons for a bunch of my ocs. Pay attention to each chapter's notes for chapter specific warnings!
Series
- Part 12 of The sillies
- Part 1 of X Reader Stuff
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When he and Rain had found Leo bleeding in the shower four months ago, he had taken the razor his boyfriend had used on himself and tossed it in the garbage, and then gone straight back to worrying about Leo, and only Leo. He hadn't thought there would be more of them, tucked away where he wouldn't normally find them. He hadn't even bothered to check. Leo had never said anything about having other razors, other tools , and Micah had just assumed that meant that there were none left, not after he had thrown the last one out.
He guessed he was wrong.
"Babe? Why do you have a razor blade box?"
Or: Four months after finding out about Leo's self-harm addiction, Micah discovers his boyfriend might not be as clean as he thought he was.
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If Leo had some sort of secret talent, hidden away under the dust and must of his consciousness, it easily would have been getting sick at the most inconvenient moments imaginable. He couldn’t count how many times he had missed tests, or canceled hangouts at the last minute, or ruined family trips for himself and others. All due to his shitty immune system and the twisted hand of fate.
Today was no exception.
Or: Leo gets sick right before date night and his boyfriends come over to take care of him.
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Bleeding Hearts (aka Yandere! Headcannons for the Masses) by LoserLeo233
Fandoms: Original Work
16 Jan 2026
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Summary
Yandere! headcannons for some of my ocs. All characters are adults, please heed the tags when reading!
(Note: I DO NOT CONDONE ACTUAL YANDERE BEHAVIOR. I write yandere content because I find it fun, not because I think it should be emulated. If anyone is displaying behavior like that to you irl, RUN).
Series
- Part 15 of The sillies
- Part 4 of X Reader Stuff
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When Leo received an urgent text from Rain to come to his apartment, he didn’t know what to expect.
Or: Rain sets up a piercing station and pierces Leo (and then himself). It's the perfect date!
Series
- Part 16 of The sillies
- Part 2 of Mate Madness Series
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“My heat is coming up, and I want to spend it with you guys.”
After three years of the pack dating Leo, he reveals that he's ready to become their mate. With his heat on the way and their mating soon to follow, the pack is determined to show Leo how much he means to them in every way imaginable.
Or: Leo is ready to mate with the pack and everybody loses their minds.
Series
- Part 17 of The sillies
- Part 3 of Mate Madness Series