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Casey jr reached out to Leon, not expecting to actually grab hold of him. Successfully bringing Leon through the portal, they landed ungracefully in the middle of times square. Realizing they made it to the past safely, they hugged each other, finally feeling safe enough to share a moment between son and father.

“How are we going to get the key?” Leon looked up from the picture he kept, Casey jr was distracted by the bright lights and the tall buildings. “Casey?” waving his arm to get Casey's attention, snapping back to focusing on Leon, Casey let out a tiny ‘hm?’

“We have to find my brothers.”

Here you were, face to face with what you presumed to be an older Leo, and a boy who looked like that foot clan soldier that hung out with yall sometimes. All you wanted was water in the middle of the night, only to find the two in your apartment, at 2 am. The three of you had paused, making eye contact with older Leo, he just looked you up and down with that Signature Leo flirty smirk. “So, this is how you dress when no ones around, huh?” you must’ve looked confused, he motioned towards your legs. Now realizing you were in a tank top and underwear, you muttered a quick apology and booked it back to your room to change.  

While you were putting on some sleep pants you could hear low murmurs of the two talking, hearing the words ‘brothers’ and ‘the krang.’ walking out to your small kitchen to finally talk to the future version of your best friend and the other kid. They didn't notice you had come back out, you made a small cough to alert them.

They both turned to face you, Leo’s smirk coming back to his face, while the shorter boy whose name you didn't know, just was looking at you softly. “So, I'm going to assume you’re the future version of my Leo? I'm sorry but I have no clue who you are” the second part directed at the shorter boy, he went to speak while Leo just nodded and had a small smile on his face.

“I’m sorry for not introducing myself earlier, I'm Casey Jones. You must be the pretty lady Leo always talked about, I never got to meet you in the future.” Casey ended up with a sad look on his face when talking about the fact he never got to meet you, he would've liked to have met the woman his Master was always reminiscing on.

You genuinely had no idea which part to think about, was he Cassandra jones's son? What do you mean you two never met? Leo talked about you in a way that was obviously more than just friends. “Okay, first of all, is your mother Cassandra jones? And second, what do you mean we never met?” you purposely left out the last thought, it wasn't a good time to talk about this.

“Ah! You knew my mother? And uhm,,” he looked nervously towards his Master, who looked incredibly sad and angry, but softened up when he realized Casey was looking towards him. “You did meet her, you were just incredibly young. You helped watch over Casey jr for Cassandra,” the last part directed towards you “but I died young, and so early in Casey Jr's life that he doesn't even remember me?” Leo didn't make eye contact.

“Well, we can talk about that later, I'm assuming you found me to help you guys find the boys right?” both of them nodding, you looked at the time on your stove. It read 2:30 am. Donnie would definitely be up still, sighing you turned around and pulled out your phone, quickly dialing your best friend.

“You’ve reached the line for Donatello, may I ask why you are still up when you have a very early morning shift?” as always, Donnie was quite the hypocrite. “I could ask you the same thing Donnie, but no i doubt I’ll be going to work tomorrow. Look, I just need you and the boys to come to my apartment, bring April and Splints if you can.” you could hear him sigh at the thought of having to wake Leo up and hear him bitchin’ about his ‘beauty sleep.’

“Alright, whatever you need, we’ll be there in, 15 minutes, give or take. I'll text you if Leo gives me any trouble” you laughed, Leo was such a pain in the ass to wake up “just tell ill give him a kiss if he gets up” You giggled at Donnie's gag, he was so funny to mess with. At this point you had turned to face the future boys again, seeing the older Leo raise an eyebrow at your comment. Red-faced, you invited them into your living room to keep them comfortable and get some rest.

It was less than ten minutes before your blue-clad hero was portaling straight in front of you, the rest following after him. He scooped you into his arms, rubbing his face against yours, mumbling about how tired he was and how ‘mean’ and ‘cruel’ Donnie was for waking him. You just giggled, allowing him to nuzzle against you basically, Donnie's cough broke the both of you apart. You two weren't together but acted like you had been married for decades, Leon just smiled softly at the two of you, thinking back on how much he missed that feeling.

“So these two appeared in my apartment when I was going to grab water,” you motioned toward the men on the couch, making the rest of the team turn to face them. Leo still clinging onto you, but instead of it being in a sleepy way it was more protective. Leon meant no harm but he knew how he was pretty protective of you in his timeline. 

Leon couldn't help but keep thinking back on when he first saw you, nothing on but a tank top and the cutest white panties. He knows he should be more focused on getting the key and protecting the world from the Krang, but goddamn, you had looked so fucking hot. He seriously doubts younger him would be away from you in order for him to get close to you, no matter what version, Leonardo hamato was protective of his girl. 

Even at this moment Leo was eyeing Leon, whose eyes happened to be drifting a little too close to the cut of your tanktop. Leo wasnt the only person to catch onto this little ‘subtle’ action, Leon was snapped out of his little drool session by none other than Casey jr. he had this awful scowl on his face that told Leon to cut the creepy drooling.

Thankfully you hadnt picked up on the eyeing, or so Leon had thought, you definitely felt his eyes on you. Truthfully it was kinda nice to be looked at like that by a Leo version, your Leo was so respectful to the point it hurt. You dropped hints left and right about wanting to be at the very least fwb, you wanted a full relationship with him but didnt know how he felt. The most your Leo did was painful flirting and pickup lines that you wanted to go further but didnt.

So, to have a leo eye you up and down spiked your confidence and made you a little hot and flustered. No, this was not what you needed to focus on right now. You needed to focus on why they're here and what sort of danger you guys were in, but all you could think about now was Leo’s arm wrapped around your waist. You knew he was protective of you but damn, from himself? Thats hot.

Raph could sense the tension between Leo and Leon, he shouldnt be surprised that the two Leos would be sizing each other up. It was silly to him to think that leo was sizing his older self up just because he looked at you, but it was Leo so. Coughing to break the tension and get the attention on himself worked, “okay, what’re ya doin here and how’d ya get here?”

“We’re here to stop the Krang from getting to our dimesion and causing a war, and we’re here because Mikey made a time portal. He figured this was the time before it got stolen,” everyone groaned and looked towards Leo, who looked guilty, sweating and all.

“Yeah,,, so what happens if the key was already,,uhm stolen,,?” doing his signature ‘im too cute for you to be mad at me’ smile, Leon look pissed. There was definitely no coming back from that, sure Leo looked scary when angry but Leon? He was terrifying. Maybe it was because he’s already lived through the apocalypse and would rather not do it again, but damn was it also hot as hell.  

“What do you mean it was already stolen?” Leon stood up, making everyone back up. He was a bit taller than Raph, meaning he towered over everyone else. “Are you responsible for losing the key?” at this point he was leaning over Leo, quite a bit. Leo gulped, indicating it was infact his fault for losing the key, and it seemed Leon was not going to get over it.

“Okay wise guy, if it’s your fault for losing it, it’s your sole purpose to find it and get back. Do you understand me, Leo?” Leo nodded vigouresly, trying to seem like he wasnt intimidated, but even Donnie was slightly scared. 

“Okay, here’s the plan, we’re going to go back there and getting the key. We’re going to put an end to this whole thing.”

Getting there was easier said than done, and thanks to leo for ruining the surprise attack, it was even harder to get the key back. There wasnt enough of the donnie pods for everyone there, meaning some people got stuck there. You saw the whole thing happen, Leo escaping his pod and grabbing the key only for raph to use his pod on Leo. Leon had stayed back, letting casey jr get the donnie pod instead, meaning it was you two and raph who got left behind. 

It happened so fast, raph getting taken and Leon picking you up to get the hell out of there before the Krang kidnapped you both as well. He held a hand against your mouth so your cries and wails for Raph were muffled, you tried your best to get out of his grip to get to raph but it was futile. Leon had a good grip on your waist, throwing you over your shoulder, pulling you back down into bridal style once he realized you watched raph being taken.

“Hey, hey, shhhh its okay, we’ll get raph back. It’s going to be okay,” his attempt at comforting you made you wail even more, making him wince at the sound. As he was running away he was trying to find a room to bar up to stay safe from the krang and their zombie army. Spotting an office not too far from the train tracks, he opened the door, sat you down and went to work on baracading the door and windows. At this point shock had set in and you had stopped loudly crying but, tears kept falling making your neck and pants wet.

Sighing, Leon sat down next to you, trying to think of ways to help. He thought maybe pick up lines would work, “yknow, i could totally help distract you from your thoughts” he had leaned down to whisper those words in your ear. You looked at him, taken aback, only to see he was red faced and still clearly shaken as well. Realizing this was just his attempt at helping you calm down, you let him continue, squinting your eyes and nodding at him.

“You’re just as beautiful as the last time i saw you, you know?” that caught you off guard, in true leo fashion you were expecting a flirty look after a dirty joke. You were not expecting for Leon to call you beautiful, “what?” you breathed out, his face softening. He’d have to have a conversation with his younger half with how to woo the ladies.

He reached out to caress your face, you leaned into his touch, of course the softest moments with a leo wouldve been with his older, future counterpart. He was leaning closer and closer in to your face, til he just slowly kissed you. You were shocked at first but slowly melted into it, it was the softest kiss you’ve ever recieved in your life. You could tell he was pouring everything he’s ever wanted to say to you, or your future counterpart, but couldnt get it into words.

His kiss slowly grew into something hungrier than just love, it was obvious he was wanting something else but was restraining himself. His hands had moved to wrap around you, pulling your body closer and under him more. One hand was gripping your hip, hard, while the other was wrapped around your waist.

Soon you found yourself completely under him, your legs wrapped around his waist, his hands holding himself were by your face, basically caging you in. still making out, your arms had reached up and found themselves resting on his shoulders, squeezing every now and again, making him let out cute gasps and moans.

Moving one of his hands to grip your waist and bring you up closer, leaving his other arm to hold his weight. “Can we go further?” he had pulled back to fully face you, trying to catch his breath, chuckling a little when you chased his lips. You paused, it was clear you were really thinking this through and he appreciated that. 

“I would love to,,, just- wh- ugh, what about my leo? I dont want him to think id just go for anyone and i really like him, i dont want to basically cheat,” you were frustrated and as much as you wanted Leon to rock your world, you cared too much about your leo. “Hm, i do see where you’re coming from but is it technically cheating if it’s the same person? Besides, you can find out early what you’re getting into,,at least down there wise. Between us, Leo is done growing down there” your eyes widening at what he was trying to get at, but was it really considered cheating if it was leo, just older him?

Fuck it. It’s not like you didnt care about leo, you just wanted him so bad and here he was wanting you, well a version of him wanting you. You gave your answer in the form of kissing Leon hard, pulling him down to you. During the kiss he somehow managed to get your pants off and thrown somewhere in the office,he pulled away from the kiss and looked down he saw it was the same pair of panties he saw earlier. He didnt think he’d see them again, tuggin on them to ask you if he could take them off.

“Please fuck me leon, i need you”

Didnt need to tell him twice, he practically ripped your panties off of you. Leaving the rest of you clothes on, he reached down to feel that you were soaked. Your panties were a dark gray in the crotch area, showing just how aroused you had been. Looking away embaressed at just how wet you were, Leon just simply chuckled thinking it was hot that you were aroused enough to not need lube or spit down there.

He was teasing you by rubbing your clit and just gently sticking the tip of his finger in your hole, missing where you needed him the most. It was clear that he was going to tease you mercilessly, simply trying to pull the noises out of you, which he successfully did. Finally after your incessant begging, he stuck a thick finger in you, pumping it in and out trying to get you prepped.

“Please just fuck me already” you breathed into his mouth, just barely kissing him “sorry princess, i gotta get you stretched and prepped for my cock” just that sentence made you moan into his mouth. He closed the distance and swept you right back up into making out, the soft kisses were far gone, instead being replaced by hard and hot kisses. While he was kissing you tried to stick another finger in you, making you whine and pull away. You were obviously very hot and bothered and he wasnt helping at all, teasing you and making you moan.

Fianlly though, he decided that you were ready, he took both his fingers out. He showed you the wetness on his fingers, he slowly licked his fingers to clean them, not stopping the eye contact he held with you. He leaned up and off of you, pulling his pants down to his ankles. His cock was out and free now, your eyes widened at the sight of it, how did you not notice it in his pants? And if he was right, your leo was also carrying that. He leaned back down to you, resting it right between your legs.

“Impressive right?” he had looked up at you and waggled his eyebrows, classic leo. 

“Yes, it’s very impressive” giggling, you reached up to just hold his face, rubbing you thumbs on his face. Leaning in to your touch, it made your heart melt.  “I dont know how much i can hold back, princess,” he looked a bit worried, but you honestly couldnt care if he went hard.  “Thats okay, Leon” smiling softly, you knew he was most likely nervous and so were you.

Taking a deep sigh, he readjusted to where his cock was resting right at your cunt. He pushed it in gently, not wanting to hurt you. The stretch was enough to make you cry, it had been a long time since you’ve done anything and especially with someone this huge. Leon stopped noticing that it was obviously painful, resting for a moment so you could adjust.  After a minute of adjusting, you nodded to tell him to continue.

“Youre takin me so well, princess” he had finally bottomed out, he leaned down to kiss both of your cheeks before kissing your lips. While trying to distract you by kissing, he slowly slid his cock in and out, finally getting a nice pace going. He not so slowly started to let go and started going at a harder pace. 

“You’re so pretty when you’re under me” he pulled your hips up more to hit a certain spot, making you moan louder than you have yet to. He quickly put his hand over your mouth, while he wanted to hear how pretty you sounded while you got fucked, now was not the time to be a loud whore.

“God, you feel s- so fucking good, princess” his hips were now slamming against yours, he was clearly just to fucking kill you with pleasure. There was no stopping him at this point, he wasnt lying when he said he wasnt going to hold back. Moaning behind his hand and slightly drooling wasn’t his only indication that you were into this, you were soaking wet and meeting his hips at every thrust. You were close, you had no clue if he was, it seemed he was at times and other times he restarted on the orgasm meter.

It was only when he started whining and his hips were faltering in pace, he started moaning and trying to go even harder. “ ‘m about to cum, where,,’m fuck you feel so good, where do you want me to cum?” you were so fucked out of your mind that you didnt understand what he was saying to you, so of course he went with the common ‘pull out and cum on the stomach’ move.

He was close, he just needed to make you cum before he could, he was a gentleman of course. He started rubbing your clit in figure eights, the pleasure becoming too much, making you cry and shake your head ‘no.’ finally, you came and he could tell by the loud moaning of his name and the insane grip your cunt had on his dick. You coming pushed him over the edge, quickly pulling out and resting his cock between your thighs, he came right onto your stomach and a little bit landing on your shirt. 

He leaned down onto you, the both of you panting and trying to catch your breath. You quietly slipped into a peaceful slumber, Leon was a bit concerned but it was quickly dissolved when he heard snoring. He gently put your panties back on, kissing right at the band, then putting your pants back on with an urgency. He had forgotten where they were during the moment, he pulled his pants back up.

Picking you up and carrying you out of the office, after a bit of searching he found the gang. Immediatly Leo rushed to Leon upon seeing you in his arms, he gently took you out of Leons arms. He didnt like the way Leon and you both looked disheveled but put it away as you two had a rough time getting back to the group. 

Bonus 2012 meme: