#and in the world of the kraang apocalypse no one can imagine a future where cass goes down and raph isn't immediately behind her

[its-captain-sir]

literally I think sooooooo much about Cassandra making Leo the godfather of Casey

[tmntxthings]

So I’ve been seeing a bunch of Future Leo fics where he goes back in time floating around and it got me thinking

Imagine being Leo’s s/o in the future only to die like protecting him or something and then when he gets sent back and sees his s/o’s younger self?? The angst material here!!? Especially if they aren’t dating yet and get together during the Kraang apocalypse. And then when Young Leonardo is being stupid he pulls him aside and grabs his shoulders and is like

“Cherish them! Fucking cherish them!!” As he like sobs or something idk.

This idea just popped into my head. Feel free to add on or just react to this

一∑ blast from the past。・゜・

my reaction? OUCH- my freaking heart anon, you just stomped on it, did a little jig on it, DAMN 😏 you’re good

author’s notes: idk just adding a little something something to this angsty bit^ also imagine future!leo like being unable to stop himself from pursuing 👀 like the implications… the jealousy.. the age gap? 💀 JUST A THOUGHT OKAY???

warnings: angst, cursing, more angst, flashbacks, mentions of death and unedited asf

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About a month had gone by since Leo had dropped out of the sky back in time. During that time, he had explained himself as best he could. It was surprising how easily they accepted the concept of time travel but Leo guessed they had experienced weirder things! Luckily he had traveled back a day before his younger self royally fucked up! That gave Leo time to explain the kraang with the help of dad, and formulate a foolproof plan. They had made sure to save the world without any casualties. The Kraang didn’t even get the chance to exit the prison dimension. He had saved the world. He had saved their world. Maybe that could make up for the wrongs he had committed in his own timeline. It didn’t feel like it, but Leo felt at least a little bit of hope knowing that none of his brothers would be dying because of his mistake this time around.

After that some things had to be settled. The main thing was what would he do now? A 40-something turtle in a timeline that wasn’t his own. He didn’t belong, despite this being his home. So when the dilemma came up about what to do with the key. Leo readily offered up himself. He had plenty of reasons. 1. He had lived his life already, he didn’t mind living on the run, away from New York, away from the Foot Clan. 2. He was older, he wouldn’t make the same mistakes twice. 3. Who else would do it? It wasn’t like it could be destroyed and it also couldn’t stay in the lair or anywhere else that the Hamato Clan held dear.

So yeah, he would take the key. And he would go on what he liked to call around the youngins ‘a vacation.’ He made it sound so grand. He would go travel the world. The first mutant turtle world traveler! To Tahiti and beyond. Plus it wasn’t like they couldn’t call him, FaceTime him. It would be like he had never left! At least that’s what he told the teenagers. For the most part Leo thought he had convinced them. And he had convinced himself too.. until he saw you.

He rarely left the lair, now more than ever since he was leaving in a couple of days. He couldn’t continue to risk everyone’s safety by staying for too much longer. For having the key there in one place for so long. But he had wanted to spend as much time with the boys as possible, so when they offered for him to join in patrol, “Ya know only if your old bones can handle it~” Leon shot back. “What he means to say is—“ Raph started to say, giving his little blue brother an annoyed side eye. “Sure sure, we’ll see who’s trailing behind on the rooftops,” Leo said with a smirk.

The competitive glint shone not only in Leon’s eyes but everyone’s. Good! Leo thought to himself and kept his word. He had a massive lead, the youngins still had a lot to learn. Which made the inevitable departure that much harder. He skidded to a stop on a low-rise building. He peered behind his shoulder, smiling at the group who were now racing amongst themselves for second place. He chuckled to himself as he turned back to the street in front of him. Leaning over the edge to see the sidewalk and it was like someone had physically punched him. Straight in the gut. He wobbled backwards, blinking rapidly before moving forward once more. It couldn’t be! What were the chances?!

Yet there you were, headphones on, none the wiser of the ninja watching you from above. Trailing you as you continued on your merry way. Yes it was just like you, with music involved to be doing a little dance in the middle of walking. His breath caught in his throat. You were here. You were alive. It brought him back to his time, when he had lost you. The pain in his chest from the memory alone had his good hand going up to his upper-plastron. “What’re we looking at,” Leon murmured. It came as no surprise that he would get second place. What was a surprise was how serious he sounded. Leo made sure to school his features, to give nothing away. You didn’t need to get involved… maybe in this timeline you would never have to worry about mutants and villains.

Maybe you could have a normal life and continue doing your little happy dances down the New York City sidewalks. “Nothing, just had a flashback.” Leo decided a half truth would allow you to escape his younger versions curiosity. “Wait a minute! That’s Y/n!! Hold on Peepaw,” and before Leo could stop him, Leon was portaling down in front of your path. He had already met you in this timeline?? His gut wrenched as he pictured your lifeless face. A kraang standing tall, over your body and raining down a harsh red glow. Leo watched as his younger self became animated, talking cheerfully and pointing up to the rooftop. Leo immediately stepped back, the boys taking his place and waving down at you.

Raph looked back giving him a questionable look. Leo just shook his head. He didn’t think he could face you. It was a miracle in itself that he came across your path to begin with. “You guys done saving the world yet? Can I come hang soon??” You hollered and Leo flinched. Sure it was dark, and sure not many were out, but attention shouldn’t be drawn to them. Mikey readily hollered back, “Soooooon! In like a couple of da—“

Donnie smacked a robo hand over his orange brother’s mouth. Donnie pressed his wrist and it lit up. “Not yet! I’ll text you.” He spoke into the voice channel. Leo assumed that was to keep the yelling to a minimum since Leon was next to you and could listen in to the comms. Leo couldn’t see what happened next but he felt nauseous. Like he had just ran a marathon, eaten too quickly, and went on a rollercoaster all at once. Leon portaled back up and Leo presumed you had left. Until you also came through the portal. He seized up all over again. If only for a second before realizing he was an adult and had to act like one. Maybe you wouldn’t notice him on the far side of—

“Yeah see, I told you ! He’s me, just from a different future!” Leon said smugly as he motioned his arm towards his future self. “Oh wow you weren’t kidding!” Your mouth dropped open in sheer shock. You were so close now. And so much younger, he had met you during the apocalypse in his lifetime. He drank in your features. They were softer, you weren’t battle worn, the light was still glowing in your eyes. Music played lowly from your headphones that rested on your collar. “Yeah he doesn’t talk much..” Leon coughed. Leo cleared his throat with frustration, such a little shit. “Hi,” he said lamely.

“Hi!” You smiled back, and took liberty to close the gap. “So I’m guessing you were a big help in saving the world huh?” Leo gulped. Was that a trick question? “Well.. yeah I guess,” it would be too time-consuming to say he had to learn the hard way first. Yeah, actually I destroyed my world, and being the last survivor fate must’ve felt like second-chances were a thing and dumped me here to fix what I had royally screwed. You wouldn’t understand, and from the innocent gaze in your eyes he wanted to keep it that way. You didn’t need to know the truth. It would only dull that spark. “Thank you! For coming back and saving our butts then,” you winked as if this was a little inside joke. Leo couldn’t help but crack a soft smile, one that must’ve gave himself away because in his peripheral he saw someone stiffen. A lot of someones. He could only nod after that, any verbal response completely leaving him as he looked down to his feet. To your feet. He had missed you. It was hard not to just reach out. To hug you. But it was enough to know you were here in this world, alive and happy from what he could tell.

“Rightttt well, let’s portal ya back down huh?”

“Oh wait, look Donnie! Know this one??”

“Indignant scoff! What am I listening to??”

“Lemme listen! C’mon lemme listen!!”

“Guys we gotta get going!”

Leo’s gaze had lifted to see the exchange. Watched as Mikey bounced around with grabby hands for the headphones. Only for Leon to make a well-timed portal once Donnie had chucked them off of his head. “Heyyyyy!” Mikey cried out as Leon placed the headphones on his own head. “Don you’re crazy this is a vibe!” His younger self said as his head bobbed. “I disagree!” Donnie replied promptly. Mikey was turning feral as he lunged for the headphones once more, complaining that it was his turn. Raph caught him mid-air, and Mikey struggled to be released. “Don’t worry Mike I’ll send you the song asap!” You shot him a thumbs up and that was the only thing that seemed to subdue him. Raph still held on for good measure. Leo kept the headphones on as he made a grand gesture for you to go first into the portal behind you. “See you guys later!” You waved before disappearing into the blue circle.

So you had known them for a good while, Leo deduced. He didn’t know how to feel. His initial reaction was to act like you hadn’t existed. Pretend like he had never known you, for your safety. But maybe that had been selfish of him… you were always a joy to be around. Even during the darkest times. It was what had drawn him to you from the beginning. When he couldn’t be the ‘leader’ anymore, when he couldn’t put on the bravado and be the fearless warrior. You had picked up his slack. You had been his lighthouse during an eternal night. The patrol went smoothly from there. Though Leo knew he was distracted. He wasn’t called out about it until they reached the lair again. “So what was that about?” Leon asked.

Ahh fuck. He really didn’t want to explain himself. Not to himself! It would just mess things up further. The less Leon knew, the better. So he did what he thought was best. Brush it off. “I don’t know what you’re talking about,” Classic Leo, classic. “Mhmm no, that’s not happening. What was that look??” Leon continued to badger. And one by one Donnie peeled off, Raph dipped, and Mikey slipped away. Until it was just the two in blue in the common area. “What look???” Leo continued to feign ignorance. Leon crossed his arms, “You know them don’t you? Why were you trying to act like—“

“Can you just drop it?” Leo gritted out as his good hand flexed at his side. “No.” Leon stated plainly. Each looking at one another with a level stare. “Yeah sure I knew them! Alright??” Leo exasperated as he turned to leave. To go to his own room. To escape from any further interrogation. So much for being an adult! “Hey! We ain’t done here, how did you know them?? Why did you look so.. so sad?” His former self sure was incessantly annoying. “Leon just leave it.” He warned for a second time. But no, that was never his style. He had to keep pushing and pushing until someone finally caved. Until the limit was long past breached and crossed and stomped on. “What? Did you like them??”

Leo stopped his escape. He froze in place. The only reason being the way Leon said it. Haughtily. Like such a thing was infeasible. Unbelievable. Laughable. He felt his eyes turn icy as his head whipped back and he couldn’t stop himself as his body moved. Leaning forward and getting into Leon’s space. “Fuck you. You don’t know what the fuck you’re talking about. So I suggest you stop talking altogether.” His tone was deathly low. Leo hadn’t just liked you. That word didn’t even scrape the surface. “They deserved better.” He spat. That was more towards himself but it felt good to see Leon flinch. To stop fucking around for once. If it wasn’t for him— for me— Leo’s face crumpled.

“You need to cherish them. All of them. Dad, Raph, Donnie, Mikey, April! And especially.. them.” Leo swallowed thickly, “Because you never know what will happen. Got it?” He cocked his head, maintaining that hard stare on his younger self. He watched as Leon nodded. Hands clasped tightly into fists. Like he wanted to punch. Like he wanted to fight. Whatever. Leo had to make sure that at least this piece of advice got through that thick skull of his. “Good,” now fuck off you little shit. The rest went left unsaid but Leo was tired and knew it wasn’t completely healthy to berate a teenager. Even if it was himself. Ugh, such a mess.

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[toothlesshat]

I'm curious about what your character analysis for Future Leo would be considering how little we got to see of him. Although, we can clearly see more in the scrapped opening and in Casey's mannerisms and design too

So, with the very short time we spend with Future Leo, the things Casey says about him, and what we know about Series/Present Leo, I think we can safely say that Future Leo is a fucking mess! In short, Leonardo is a forcefully matured, self sacrificial, self loathing person trying his hardest to make up for a mistake he made as a teenager, but he keeps all of this hidden under the same nonchalant facade that gets easier to see through every single day.

This Leo is, by all means, a drastically different version than the Leo we know solely because he's a thousand times more traumatized. He's a lot like Raph in the sense that both of them had to mature fast to protect what's important to them (for Raph, it's his family. For Leo, it's the entire world). Leo growing up to become the leader of their resistance and the world's greatest ninja is his way of trying to right his wrongs and bring hope back to people. I honestly think Leo wanted to give himself up to the Kraang long ago and die heroically, but people followed him, they looked up to him, so his sacrifice isn't to die but to save the world he doomed. He still tries to make people laugh and keep their spirits up because that's what he did best, but we know his mind is more focused than its ever been before.

I think we can put the pieces together with Future Leo, honestly. He's willing to die and make hard calls if it means the world will be saved. He blames himself for what happened but knows that blame isn't going to fix anything, so he tries to inspire hope instead.

So real quick, I want to focus on him and Casey, because I think Casey is one of the core parts of his character.

I feel like Leo is a lot like Splinter in the sense that most of his life happened by accident, especially becoming a child's guardian. Honestly, I imagine Leo took on Casey out of guilt for the invasion (sorry to keep mentioning it but, yk..). If anyone remembers the Bullhop episode, Leo is a very remorseful person who's incredibly insistent on making up for when he wrong someone (he's good at apologies, remember?). So, we don't know how Cassandra ended up with Casey, but either way, I can see it being a situation where Leo looks down on this baby and thinks that it's his fault he has to live in the apocalypse. It's his fault Casey will have to fight for his life every day, it's his fault Casey will never have a normal life. So in an attempt to amend that, he takes Casey on as his student, basically raising him and doing everything in his power to protect him.

I know what the scrapped opening says, but the final version of it tells me that Leo was always going to send Casey through. He always wanted Casey to have a better life because it's not about him. He doesn't care what becomes of him, but he cares deeply about what happens to Casey, and wants him to survive more than anything. Maybe this is too headcanon-y, but I think it works with his character as well as anything.

In the end, I think Future Leo died satisfied to know he gave Casey his best chance at life, but he ultimately had a hard and miserable life.