My Bestfriends Dad- Harry

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You were never one to sneak around. Nor were you one to be into older men. At least, that was the case until you met Harry. You knew that you shouldn't have been lusting a man that was substantially older than you, let alone a man who was the father of your best friend. It's just that neither you nor Harry could help yourselves.
You and Christine were both in your second year of college when you two met and became instant friends. It didn't take long for you two to become really close and rock solid in your friendship. Once midterms rolled around, the two of you two were inseparable. And the fact that the two of you were from the same place, and lived there all the way up until you both left for college (which wasn't that far away) solidified the friendship even more. The two of you even joked that the universe really wanted you guys to be friends.
But after meeting Harry though, you were starting to think that the universe had other plans.
She had invited you join her to have dinner at her dads. After knocking down the lame excuse of not wanting to intrude on their father daughter time, she was able to finally convince you to tag along with her. What was the harm in having dinner at her dads house? That was what ran through your mind as you said yes to her. You were expecting to have a nice dinner with her dad, and give him an introduction to the girl who's been hanging around his daughter. That's it and nothing more.
To be completely frank and honest, you were expecting to find a middle aged (or close to it) man, who was about average in looks and built, and nice. The only thing you got right was the middle aged and nice part. The rest was the complete opposite of your expectations. When the front door opened, you could've sworn that you were met with a god. He was the literal epitome of god loves some of us more than others. You couldn't believe that he was dad. And even though he was your best friends father, his name followed up by the categorization of dilf was going down in your book. Let's just say that from the moment you stepped foot into his home, you were salivating; and it wasn't because of the food. As the time passed, you were paying attention to every word that left his mouth; and every muscle that he involuntarily flexed as he finished getting dinner ready. You even made sure to say little so that he could talk to you more. To make matters worse, Harry was one of the nicest and kindest human beings on the planet. Which meant that your thoughts ranged from him ravishing you to walking down an aisle with him at the end of it. You were a complete mess.
While you were kicking yourself for lusting after your best friends dad (dilf), Harry was doing the same. Harry was kicking himself left and right for lusting after a young woman who was not only young enough to be his daughter, but who was in fact the best friend of his daughter, and therefore a woman he could never have. From the moment he opened the front door, Harry was gone. It was like you were the opposite end of the magnet that was pulling him towards you. Ever since he and Christines mother divorced years ago, Harry had dated and slept with a good (and very healthy) amount of women. In all of that time, he'd never felt the same feeling he got from simply looking at you. He'd gotten close to it a couple times, but he'd never experienced the jolts of electricity that were firing throughout his entire body and the swelling of his heart as he looked and talked to you at this capacity before.
These feelings weren't the only feelings you and Harry had in common though. The both of you were also hoping and praying that Christine didn't have to go to the bathroom and leave you two alone together. But that's exactly what happened.
"M'gonna run upstairs to the bathroom real quick and you two can talk some more. Just no embarrassing stories from when I was a kid." She announces as she excuses herself from the table, making sure to clearly direct the last part to her father, causing you to let out a small laugh that was filled with nervousness. You were not only nervous at the thought of being left alone with her father, you were nervous at the thought of being alone with the hottest and nicest man in the world; who just so happened to be your best friends dad. After Harry "surrenders" to her request, she leaves you both in the dining room and heads upstairs.
"I've seen the way you've been looking at me." You whisper to him from across the table once you two are completely alone.
"And I've seen the way you've been looking at me." Harry counters simply, dropping his fork and lifting his head to put the entirety of his attention onto you.
"Well you should stop." You whisper back, looking up from your plate to find Harry's piercing green eyes staring right back at you.
"And you should do the same." Harry replies, as slight smirk rising up onto his face in the process; queuing the floodgates between your legs to burst wide open. What makes the gates fall off their hinges is when you feel his sock clad foot rub up against your ankle. Since Harry was a bit older than you, he could easily read into all of your reactions and body language, allowing him to know exactly what buttons to press and how to press them. "Do you mind helping me clear the table Y/n?" He asks abruptly, flipping the topic of conversation from your attraction to each other to the dishes so that you could cool off a bit. He could see how flustered you were by him in that moment so he wanted to give you a little break.
"I don't mind Mr. Styles." You promptly whisper back to him. You were so grateful that the previous conversation was over. He then gives you a little nod and the both of you rise up from the table to collect the nearly empty plates and dishes before bringing them into the kitchen. The two of you then stack them on the counter by the sink before turning to go back into the dining room to collect the rest. Before you could take a good five steps, you're being pulled back, turned around, and pinned against the kitchen counter. Harry has a hand on your waist and the other is softly nudging your chin up so that you could look at him. And before you know it, after looking into your eyes for confirmation, Harry is lowering his mouth down onto yours. This is what you both had been wanting all night long. You knew that from the outside, his lips were a pretty shade of pink (which is the same shade of pink that may or not paint the head of his cock; you were dying to find out) and they were pillow soft. That was the one of the few things you got right all night long. When his lips met yours, they were the softest and most inviting lips you'd ever felt in your entire life. And the way he was pressed up against you as he kissed you was the best. He was pressed tightly pressed against you and your hands were wound in his hair as your lips moved against each others. The thoughts of how wrong this was were blown out of your minds as soon as your lips touched. As you two continued to kiss, you and Harry began to subtly (not so subtly in actuality) rut against each other. Unfortunately, this doesn't last long. Your kiss, movements, moans and touches were brought to an abrupt and quick halt when the both of you hear the footsteps leading down the stairs. The both of you quickly move into less compromising positions and focus in on gathering and washing the dishes.
Once the dinner is finally over and it's time for you and Christine to head back home, Harry gives her a big hug and kiss to the cheek and you a more friendly hug to (not be too obvious) and the two of you are on your way. As you two are heading back home, you reach into your coat pockets in search of your phone. As you're feeling around, you stumble across a small piece of paper. When you pull it out, you try your best to look at it without turning on the light. The only things you can see are an H, a couple numbers, and a semicolon next to a single parenthesis to form a winking face. You were a little bit on the sad side (inside of course; Christine couldn't find out about anything) because you weren't leaving with Harry's number. You already knew that you were going to break into Christines phone to get it, but you were hoping to get it from Harry himself. So knowing that he went out of his way to make sure you had it was really nice.
And from that night on, the rest was history.
You were constantly covering up bruises on your thighs and neck, and taking aspirin to numb the throbbing and sore feeling between your legs from the way Harry relentlessly (and deliciously) pounded his cock into you. You weren't trying to hide your sex life from Christine. You wanted to share, and tell her about the amazing (if there was even a word to describe it) sex you were having but you couldn't. And for reasons that were and are beyond understandable. The last thing you were going to tell your best friend is that you were getting dicked down by her father. Or that you were in love with him. That was a completely different story though.
At first, the thought of getting caught terrified you. And only you. Harry was a little scared since his daughter was involved in the grand scheme of things, but his fear was nothing in comparison to yours. In fact, he instigated every situation that heightened the possibility of you two getting caught. One time, he tasked Christine with running to the grocery store to pick something he forgot. It took him less than 30 seconds after you two were completely alone for him to drop what he was doing and pull your pants down. It also took him less than 30 seconds to pull both of you guys' pants up when he heard her car pulling up into the driveway. As the time went on though, you began to become more comfortable and willing to take risks here and there. You and Harry would always try to sneak some time in whenever you were visiting with Christine. And whenever you and Harry both had some alone or downtime, you'd drive to Harry's on your own so that you two could spend some time together. Now even though the sex was beyond amazing, you guys' relationship as a whole grew. The two of you were pretty much in a full fledged relationship (except for the disclosure part of course) and you both were very happy.
Fast forward about six months and everything was beyond perfect. You and Harry's relationship was great and you two were in your own secret bubble of love and sex. And your best friend/ Harry's daughter was completely oblivious to it all. Everything was perfect. You and Christine had just finished your sophomore year of college and the two of you were now spending time with your families. You'd been staying with your family for a little and she was doing the same with Harry. After about a week of not seeing each other  (you not seeing Christine...and you not seeing Harry) your felt that it was time for some quality time. And believe it or not, Harry and Christine were on the same page. You'd received two text messages, one from Harry and the other from Christine, begging you to come over. Hers had more of a 'I miss my best friend vibe' and Harry's had more of a 'I miss your pussy and cuddles' vibe. So you figured that it was time to pay them both a little visit. Christine also mentioned that you should stay over for the weekend. So packed a little bag and you made sure to pack everything you'd need. Some tight and short clothes, no panties (well maybe just one pair since Harry liked ripping them off of you), two pairs of pajamas, and some toiletries. Once you were dressed and packed for the weekend, you hop into your car and you're on your way to Harry's home.
Once you arrive, you knock on the door and you're immediately engulfed in an almost bone crushing hug from your best friend. After a good minuet, you're finally released from her arms and able to breathe again. She pulls you into the house and as she does, you see Harry rounding the corner into the living room. As soon as you see him, you're a mess all over again.
"Hey Mr. Styles." You smile "innocently" to him, giving him a small wave to help your little act out a bit.
"You know you can call me Harry right?" Harry replies with a smirk as he makes his way over to the couch. As he says this, all the times you were screaming his name (and daddy) as he pounded into you. It was so wrong, but it felt so good. He couldn't wait until you two were able to get some alone time.
"Me and my dad were just about to watch a movie and you're gonna watch it with us." She interjects, dragging you over to the free couch.
"Is it the notebook again? Because if it is, then we may need to have an intervention." You joke, dropping your bag onto the floor and plopping yourself down onto the couch.
"Don't blame me! He's the one who got me hooked on it!" Christine replies, pointing her finger in Harry's direction.
"I would've never thought that you were into these types of movies." You ponder, turning your head towards Harry as you kick your shoes off. That was a big fat lie. You knew that Harry was the sappiest man in the world. Whenever you guys weren't running the risk of getting caught, after sex, the two of you would cuddle and watch a romcom or romance/drama movie.
"What can I say? I like a good romance." Harry shrugs, sending you a soft smile. He too was thinking back the romcoms and cuddles you two shared.
"Well lets get it started!" Christine interjects excitedly, pulling both you and Harry from your little moment, and grabbing the remote from the table. You pull the blanket from the back of the couch and throw it over the two of you while she starts the movie.
After about an hour, you were a little restless. You loved spending time with your best friend and you wanted to continue watching the movie with her, but you needed a little break. And the idea you had for this little break may or may not have included Harry.
"I'm gonna take a little trip to the ladies room." You whisper to Christine as you pull the blanket off of you. When you stand up from the couch, Harry's eyes leave the tv screen as you walk away. Instead of going straight upstairs, you stand behind the couch you were just sitting on with Christine and you begin "phase one" of your little break.
Instead of just going upstairs and mouthing to him to come with you, you decide to tease him a bit. Get him worked up so that he'd be running to you. While his attention is still on you, you decide to just go for it and lift up your shirt, exposing your bare breasts to him. In an instant, Harry's eyes widen and his cock stirs in his pants. He couldn't believe what you were doing. He thought he was the one who was doing the absolute most to live on the edge, but what you were doing right now tied you both for the top spot of the wilder one in the relationship. He constantly makes sure that Christine's eyes are clued to the tv screen and he's not being too obvious when it came to being distracted while he took in your teasing. He watched as you squeezed your breasts and tweaked your nipples. You decided to do this for a minuet or two before lifting your skirt a little to give him a peek and ultimately tiptoeing upstairs. This left Harry's cock completely hard, and his mind completely scrambled as he tried to figure out a plausible reason to step away. After about five minuets, he comes up with a good enough reason to step away and meet you.
"Have t'make a phone call for work. I'll be right upstairs." He announces to Christine as he stands from his seat.
"Alright. But can you tell Y/n to hurry up, she's gonna miss the best parts." She asks, diverting his attention
"Maybe she's handling something." Harry replies, alluding to the possibility of you getting your period. All she does is shrug in response to him, prompting Harry to dash upstairs. As soon as he reaches the top of the stairs, he makes a b-line to the bathroom. Where you were waiting with your panties around your ankles. When he pushes the door open, he's met with you standing at the counter looking into the mirror. Without saying a single word to you, Harry steps into the bathroom. He closes and locks the door before standing right behind you.
"What's wrong daddy? Did I make you hard?" You ask sweetly, diverting your attention from your reflection to him.
"Did I say that you could speak?" Harry whispers calmly, lifting his foot to kick your legs apart. "You're playing a very dangerous game. I'm leaning towards the thought that you want to get caught." Harry continues, gripping onto your hips and yanking you back so that you fall against the counter and your backside is closer to him.
"Maybe." You hum, moving your hips a little in his grasp.
"Oh really?" Harry questions, flipping up the bottom of your skirt. "Well now's the perfect time to see if you want to get caught little girl." Harry continues on, sending a sharp swat to your ass to make sure that you know who's in control of this situation. "You could either lay there and moan, whimper, and cry like you do when were all by ourselves, or you could lay there and take it quietly like the good girl you're supposed to be." Harry offers, removing a hand from one of your hips shoving down his sweatpants and boxers down all at once. "Your choice." He whispers finally before lining his cock up with your sopping wet entrance and slowly pushing into you. "Such a tight little hole f'me." Harry moans as he continues to push into you.
"So big." You whisper as you feel his cock stretching and filling you. It felt so good to have him inside you again. Once he's fully inside and you can feel him in the pit of your stomach. He doesn't give you much time to adjust to his size before slightly pulling out of you, just to slam back in. He then continuously slams into you over and over again, grunting and moaning lowly behind you. His cock was constantly pushing at the deepest part of you. He was going so hard that you could feel his balls slapping against your clit over and over again.
"This what you wanted babygirl? Wanted me t'fuck you hard while your best friend is downstairs waiting for you?" He pants, continuing to fuck into you. He missed being inside you. He missed the feeling of your spongy, warm, and wet walls around his cock as he gave you everything he had. And he couldn't wait to spend the entirety of the following week with you. He'd be able to be inside of you 24/7. That's where he always wanted to be.
"Oh my-" you gasp, feeling his cock dig into your sweet spot. His cock was so good. That was all you could say. The way he masterfully maneuvered his cock in and out of you. He knew exactly how to move and slam into you and make you go numb. He was slamming into you so hard that you could guarantee that your thighs would be sore and bruised. But again, it felt so good. As he continues, Harry yanks you up, keeping the same hard and fast pace from slamming his cock into you.
"Look at yourself baby." He whispers into your ear, pushing his hand up your tight shirt to cup your breasts in his hands. "A cock crazed little girl getting pounded by daddy. A pretty, moaning, and crying little mess." Harry chuckles cynically, looking into the mirror to see your worn out yet pleasured face and your watery eyes. He can hear your moans as you get closer and closer to your release. He wraps his thumbs and forefingers around your perky nipples before bending you both down onto the counter. "Feel your walls squeezin' me baby. Wanna cum for daddy?" Harry pants behind you, feeling his release nearing as well.
"Please daddy." You whimper. That was all you could say. Your release was coming at full speed and it wasn't going to slow down. It was hot and tight in the pit of your stomach and you were going to explode.
"Cum with daddy baby." He groans once more, sending one final, sharp and power filled thrust into you, pinning his cock right against your sweet spot.
At that moment, the both of you let go. Your bottom lip was completely raw at this point, you were trying so hard to hold back your moans the entire time and it was getting harder and harder. It felt so good to cum around him, and to feel him cumming inside of you. You were more than welcoming to the warm and sticky cum painting your walls. As Harry came, he was on the verge of collapse. He was finally emptying himself into you. He let go of everything he had and it was like your walls were milking him for more from the way you were convulsing around him. You were pulsating as you came.
Once you two are done, he pulls out of you and does his pants back up, leaving you slumped over on the counter. Before leaving, the plucks open the mirrored medicine cabinet in front of him and pulls out a bottle of aspirin. He sits it on the counter next to your limp body and just stands behind you to admire the sight. "Might wanna take one, don't want you to be too sore. Wanna pound into you some more later on." Harry says nonchalantly. He then brings his hand down to your exposed, sore, and a tiny bit swollen pussy to gather some of his sticky cum that was dripping out. "Might wanna put those panties back on too, don't want any of m'cum leakin' out. Want you to be nice and full of it once I empty more of it into you later sweetheart." Harry continues before bringing his cum covered fingertip to his mouth. He then leans down to press a kiss to the exposed skin of your neck and unlocks the bathroom door to walk out, leaving you alone to try your best to put yourself back together.

A/N creds to a tumblr user

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