your dad's co-worker!leon would be a contender for the world's biggest self hater for lusting after you... let me expand (18+ mature content ; afab)
leon and your dad have worked together for some twenty odd years. he remembers the day your mom and dad got engaged, he was even a groomsman at their wedding. he remembers the day your father was promoted, when he got raises alongside him. he remembers the day your dad announced your mom was pregnant. he remembers the day you were born.
he remembers seeing all these photos of you - wrapped in that blanket the hospital gives every newborn, your chubby body in a gauzy white dress the day they took you home. your first day of preschool, your kindergarten graduation, your first day of middle school, pictures of you in a pretty dress with an awkward nerd as your date to prom. hell, he'd even attended your high school graduation. and here he was now, picking you up after you'd gotten drunk at a college party because you were too scared to call your parents. and you knew you could trust leon.
leon - your dad's co-worker and probably closest friend. he was there first your big middle school play, for your dance recital in ninth grade, for your high school graduation. and now? now, he was pounding your cunt in the back of his Porsche.
you had been the one who called, voice all slurred and eyes all bleary as you begged him not to tell your dad when he finally pulled up to the curb in his luxury car. your hands had been shaking so hard from a mixture of the cool night air and the alcohol in your system that leon had to buckle you into the passenger seat himself. as you begged for his secrecy, he'd given you a pat on the knee and said in his gruff tone, "don't worry, kiddo, my lips are sealed."
it had been down the street from your house - you'd also begged him to pull over a few houses down so you could sneak back inside your parent's house - that you had reached over the middle console to kiss his scruffy cheek. of course, leon turned his head at the wrong moment, leading to that kiss being planted on his mouth instead.
you both had pulled back immediately, your own eyes wide with alarm and worry. worry that he would be mad, that he would never talk to you again, that he would tell your dad about the whole incident. your chest tightened as you stared, his expression tight and unreadable as he stared back at you. almost like he was lost. then, his rough hand cradled the back of your neck, and he kissed you again.
it had been rough and sloppy and all teeth and tongue and spit. and you usually hated being kissed that way. but this time, it felt good. he kissed you like a man starving, his opposite hand running up the side of your thigh to slip under the hem of the very pretty, very short dress you wore. his calloused fingers grazed the elastic of your underwear, your legs parting open without being prompted.
above all, leon was generous. he made sure to prep you, making you cum on his fingers before he told you to get in the backseat. you climbed over the console, plopping down on your ass on the backseat, watching as leon followed. nothing about any of this was graceful. he clambered over you, bunching the fabric of your dress up above your hips. he braced the back of your head with his hand as you laid on your back across the seats. then, he unzipped his pants, pulled your underwear to the side, and slowly pushed into you.
it didn't take long for the air in the car to become thick and stiflingly hot, the mix of both your heavy breaths fogging up the windows. your hands grasped his thick biceps as he pounded into you, his head hung, the ends of his bangs tickling your chest. leon was a sucker for eye contact while fucking. and he longed - yearned, really - to look into your eyes. see the blissful, fucked out expression on your pretty face. but he also knew he'd feel a world crushing amount of guilt. he already did. he hated himself. he was fucking his best friend's daughter in the back of his car. your dad would never forgive leon if he ever found out.
so he kept his head hung, eyes screwed shut as he fucked you. your chest arched into him as you felt your release inch closer. your whines became louder, your gasps deeper. god, he loved those sounds. he wished he could hear them forever. and that he had never heard them at all. he felt you clench tightly around him as you came. your nails digging into the skin of his arms as you rode out your high.
"leon-leon, please, cum in me," you whined, your voice breathless and high pitched.
"can't, sweetheart," he panted - sweetheart, he'd called you that a thousand times before but now it meant something different. "m'not wearing a condom."
"i don't care, please." you begged, voice teary and muffled from you burying your face in his hair.
"can i - shit - can i cum on you? that okay, baby?" leon huffed, trying to hold himself together long enough to convince you.
"mmhm, fine," you whined again, almost brattily this time.
"fuck," he cursed through gritted teeth, pulling out at the last possible second and spilled on your belly.
the moments after were filled with nothing but shame for him. your chests heaved with exhaustion, your hands sliding up his arms to wrap around his neck. you let out a pleased hum. like this was something you'd dreamt about for a long time. and it had been. meanwhile, leon was wrestling with his own self loathing.
"you can not tell anyone," leon had told you as he helped clean you up as best as he could. he pulled your underwear back in place, smoothed down the skirt of your dress, ran his fingers over your face.
"'course not, leon." you had smiled, pressing a kiss to the tip of his nose. "don't worry, my dad'll never find out."
it wasn't you he was worried about. leon knew you wouldn't tell your dad about any of this. he worried about himself. he watched you walk to your house in the dark hours of the morning, chest boiling with such intense self hatred he couldn't stand it. you had turned back and waved at him, smiling widely before ducking into the backyard.
god, he was so fucked. and even though he hated himself for it, he kept coming back to you every time.
{Genuinely ashamed of this one bc it sucks so bad but I hope you guys like it 😭 I wanna make a pt.2 to this, I've been writing it for days now and ugh I just love dbf leon like omggg re9 leon aggghhhh im gooning- my masterlist of Leon fics is right here, enjoy !}
{Warnings: none for now!!!!! just some fluff, reader is younger than Leon, Leon is divorced to an unknown person, theyre absolutely lovestruck and uh yea thats it}
You'd known Leon ever since you were a child, seeing him as one of your fathers, if not his greatest, friends. As you grew, he never really noticed you much, you spoke a few words to each other, and you could see that he greatly appreciated and respected you. Of course, you were his friend's daughter, he had to. You always had a crush on him, it only grew as you became a woman, which concerned you a little. You thought it was a teenage girl thing, to fall for an older man, meet a boy your age, and forget him.
But no, it only progressed with every passing year. You entered college successfully a few years back, you were dealing with many things upon finally reaching your mid-twenties. You still lived with your mother and father, and Leon was still around, frequently visiting your dad, having a few drinks and watching games like they always did. When you turned twenty-six, you noticed how Leon began more small talk with you. Asking you about college, about your interests and what you were studying, what was gonna be your future carreer and etcetera. You noticed, you noticed his intense, piercing blue eyed stares that made your legs feel like noodles. You felt the way he'd look at your body, which had changed and only for the better.
Leon worked for the government, that's all you really knew, only your father knew for certain what he had devoted his life to and his most intimate secrets. You figured not to ask your dad about Leon as it would raise suspicion about why you suddenly want to know about his life. That being said, you decided to simply live and let everything flow. Trying to focus on your studies, rather than Leon Kennedy, your father's charismatic and handsome confidant.
On your way back from campus, you arrived at your house only to meet your dad, beer in hand, talking to Leon. He wore that tight shirt that hugged his arms too well, eyes immidietly finding yours "hey sweetheart", he greeted. His deep voice practically and the nickname pushing the air out of your lungs. You smiled at him, brightly, you always did when he was around. "hello Leon, " Your father had gone outside, checking on the grill.
"how was college?" he asked with a hearty smile, looking almost boyish. "It was alright." you responded, putting your hands together and rubbing your thumb on your ring, playing with your mood ring. You fiddled with your bracelets, and observed Leon. He was so beautiful it was just unfair. "That's good," he added, "Your father told me you've been studying hard, I'm very proud." your heart flipped in your chest at the sudden words of affirmation. "Thank you, Mr. Kennedy."
"You know you can call me Leon, baby, you're old enough to." your hands began to sweat. Sure he called you sweet nicknames before but now it felt so different for some reason, it felt too good. "Okay, Leon.." you smiled at him, he smirked the entire time. "Hows things at your job?" you asked, trying to build some sort of small talk before you were caught looking at him like he hung the stars himself, well, you did notice he stared at you the same way, but you didn't want to be so painfully obvious.
"Well, normal. just the usual things I deal with in my job. nothing important." Leon apparently did not want to talk about his stressfull job, for which you couldn't blame him, he said it so politely. You'd noticed how gentlemanly Leon was. He had a wife once, but he divorced years ago, and he'd been alone for ages now, with sometimes only having alcohol and your father as his company. It made your heart swell how he'd been with your family through every step of the way, he'd witnessed every important event, he was there when your parents married.
"Okay.." you answered, shifting in your heels, Leon came closer, walking towards you, making you tense up. "You look very beautiful, (name)." "you're the most beautiful woman I've ever seen. I wanted to ask you if you would like to go out with me sometime, I dont know, we could do anything you'd like. If you dont want to it's fine I-" Leon was cut off immidietly by your response "Yes Mr. Kenned- I mean Leon, I would like to go out with you sometime. I appreciate your company alot.." you muttered, both of you still smiling ear to ear.
After this, you knew you'd never stop thinking of Leon. And after this, Leon knew for a fact he'd never stop thinking of you.