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theyhavetakenovermylife · 11 months ago

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Stake Out (18+)

2003!Leonardo x reader

A/N: I know SuperQuest is in the BTTS season, but I couldn’t help myself.

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You and Leo are still frustrated after having been interrupted a few hours earlier. So you decide to use this stake out to your advantage.

Warnings: Public sex, face fucking, rooftop sex, Leo trying to focus.

All characters are aged up.

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The night stretched endlessly over the city, like a dome of inky blackness adorned with the glimmering jewels of stars. The distant hum of traffic and the occasional siren created a white noise that surrounded you, but in the stillness of the night, it was as if time itself held its breath. High above the bustling streets, Leonardo and you crouched silently on a familiar rooftop, your eyes trained on the rhythmic heartbeat of the city below. Or on a certain warehouse to be specific. A warehouse owned by members of the Purple Dragons.

A few hours before you and Leonardo had started your stake out, Donatello had managed to get information that Hun was waiting for a delivery. What delivery he did not know, but Hun had seemed stressed over his messages, leading Donatello to believe it must be important.

But it was what you and Leo were doing before Donnie called out of the leader in blue, that stayed in your mind, taunting you as time went on. Making out on his futon bed with his three fingered hand down your pants. He was just about to reach your core when Donnie started yelling about a delivery to the Purple Dragons.

So there you were several hours later, on a rooftop with your ninja boyfriend, still incredibly turned on from your heated make out session in his bedroom. But your boyfriend didn’t show any signs of frustration. His keen eyes were scanning the street below, analyzing every moment.

As the night deepened, so did the unspoken desires that simmered beneath the surface of your skin. You sighed in frustration as your mind started wondering what could have happened, if you and Leo hadn’t been interrupted. How Leo most likely would have fingered you, while telling you to keep quiet with his family just outside his bedroom, in the big open living area. Leonardo knew that sigh of frustration. It was one he had heard many times, during the countless nights he had teased you near the point of begging. Leo’s usually reserved demeanor softened under the celestial gaze, his attention drifting more towards you instead of the warehouse.

The subtle shift did not escape your notice. A mischievous smile crept up on your face. Leo also knew that smile. He knew it way too well. And whenever he saw that smile, he usually loved what came along with it. You and your dirty ideas never seized to amaze him. But as much as he wanted to give in, and do whatever you had thought of doing on that roof, he had to stay focused. He was on a stack out, a mission.

But as you crawled towards him, and placed your lips on his with a passionate kiss, Leo’s focus had to fight against the burning desire that had builded in him for several hours. He broke the kiss to look you in the eyes, surprised that he already was out of air.

“You know I want to, (Y/N). I really fucking want to, but I have to keep an eye out. They said Hun would get a delivery tonight”, Leonardo said slightly breathless, nodding towards the warehouse on the other side of the street.

“Who said you had to look away?”, you asked innocently. Leo looked at you in confusion, but as soon as you started to tie your hair back, he caught on. He got comfortable on the roof, making sure he still had a full view of the warehouse, while being covered by the shadows. You got down low, your face mere centimeters from his slightly pulsing cloaca. Leo was biting the inside of his cheek as his gaze flickered between you and the street below.

Leo’s grip on the roof edge tightened as you started licking around his cloaca. As you looked up you saw his mouth fall open, letting out a silent moan. You continued licking, deciding that this was the way you would make him drop. Teasing him like he had teased you so many times before.

Leo chuckled, biting his lips and shook his head slightly, eyes still on the warehouse. “You little tease”, he breathed out, one hand finding your head, stroking your head with his fingers.

As you continued licking around his cloaca, you started working on the buttons of your pants, struggling a little before pushing them down your legs. Leo caught himself staring at you in your blue underwear, thinking of what he would have done to you in his bedroom if he had seen them there. He mentally slapped himself before looking back to the warehouse, only to gasp as he felt himself drop into your mouth. The cold air around his pulsing erection taunted him, as you sat up to take your hoodie and t-shirt off, leaving you in a black bra. Leo wanted to strangle Hun. Had he not decided to get a delivery that day, Leo would have had you begging in his bed wearing that bra several hours ago.

Leo felt your warm tongue glide up his shaft, making his vision blurry for a short moment. He looked down just in time to see you take his head into your beautiful mouth, your eyes shining innocently at him. Innocent, as if you weren’t sucking and licking his dick on the rooftop of New York City, just opposite a Purple Dragon's hideout.

You took him all the way into your mouth, gaging slightly as he hit the back of your throat. How Leo fucking loved the feeling of you gagging on his dick.

While still keeping half an eye on the warehouse, Leo took your hair into his fist, before raising your head and his hip ever so slightly. You relaxed your throat, knowing full well what was about to happen. With small rapid thrusts, Leo started fucking your mouth, still deviding his attention between you and the street. Both of you knew that had this been happening in his bedroom, he would not be holding back at all. Just simply telling you to be a good girl and keep quiet.

You grasped for air as Leo pulled his now soaked dick out of your mouth, enjoying the sound of your heavy breathing as he gave himself a few tugs.

“On your back”, Leo breathed out, getting up on his knees as you laid down, keeping an eye on the still quiet warehouse.

Using your hoodie and pants as a pillow, you got comfortable on the ground, opening your legs wide enough for your turtle boyfriend to position himself between them.

With one arm of the roof edge, Leo held himself up high enough, not letting the warehouse out of sight. The other hand went to his shaft, giving it a few tugs before gliding his head between your wet folds, feeling you jolt slightly as he pressed against your clit.

Leo looked down for a few seconds, making sure he was aligning up with your entrance properly, catching a quick glance at your eyes. Pupils just as blown out as his, your lips parted, watching his every move with anticipation. There was no doubt in Leo’s mind. Once this stake out was done, he would take care of you probably in his own room.

Leo fought to keep his eyes open as he pressed into you. His mouth slightly open, letting out a low groan at the feeling of you around him. The hand he had used to position himself, was now on your hip, keeping you in place as he slowly made his way in, making sure you took him as far as you could.

Once he had made it all the way in, he settled for a moment, making sure you had adjusted to his size before he started moving. You started whimpering, even at his smallest movements, prompting Leo to place his hand over your mouth, gradually speeding up his movements.

You moaned into his hand, holding onto his arm to keep yourself grounded as your mind started fogging up in pleasure. Your breast bouncing inside of your bra, the small sight of it almost making Leo go wild.

As Leo’s thrust became faster, his eyes would flicker between you and the ever quiet warehouse on the other side of the street. He managed to catch a glimpse of your hand sliding down to your clit, rubbing yourself as he continued to thrust himself into you. He breathed out a curse, closing his eyes for a few seconds, before looking back down on the street. Still nothing. How badly Leo wanted to give up on that warehouse so he could focus on the feeling of your cunt, squeezing his cock tighter as your fingers started to move faster against yourself.

As Leo felt his climax slowly reaching, his thrust became more and more erratic. The was something deeply exciting about fucking you on the rooftop, knowing that the Purple Dragons could find the two of you if you were a bit louder. It did unexpected things to Leonardo’s head, just like the feeling of your walls closing further around him, letting him know that you too were about to cum.

“That’s it, baby”, Leo mumbled, keeping a weak eye on the goddamn warehouse. “Cum for me, (Y/N)”.

And that was all it took for you before you came hard around his dick, fighting to keep quiet. If it wasn’t for the fact that your boyfriend was the most talented person you had been with in bed, you would have been embarrassed.

It didn’t take long before Leo came too. His hips shuttering and he let his streaks flow inside you, one by one, riding out both of your highs, enjoying the warmth you provided him.

He pulled out and moved to the side, careful as to not be seen by the people on the other side of the street, when his t-phone gave a little notification. He looked at it, while you started putting your clothes back on.

“You gotta be joking”, Leonardo mumbled irritatedly as he read the text on the small screen in his hand.

“What is it?”, you asked.

“Hun’s delivery was just the newest copy of SuperQuest and it got canceled”, he growled frustrated. But as soon as Leo had said those words, a smile started creeping up on his lips, all frustration disappearing. “You know what this means right?” He took your face in his hands, bringing it close to him, making you giggle. You had a feeling you knew what he was talking about. “I can do this all over with you again in the lair, and this time be able to watch you”.

“Are you sure that’s a good idea?”, you asked with a teasing smile. “Hun could be up to something else”.

“Hun can go and fuck the Admin Wizard for all I care”, Leo said, getting himself ready to leave. “Now, get your clothes on so I can take it off of you again when we get home”.

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