Pleasantly Surprised
Pairing: DILF!Frank Castle x Reader
Summary: Frank Castle is an old family friend you’ve known your whole life. After your parents invite him to stay with your family for the summer, you are forced to face your feelings for him.
Warnings: SMUT, age gap, taboo subjects mentioned, grinding, cunnilingus, overstimulation (dubious consent), unprotected sex, penetration, dirty talk, light degradation, one (1) ass smack, creampie
The sun shone through your open window, a breeze catching your hair as it blew into your room. Resting your head in one hand, you watched the outside world. You grew jealous of your parents who were sitting in their bathing suits on the deck with glasses of wine in hand. You wanted to be out there with them enjoying the day but you knew that you needed to be getting some work done. There were assignments that you had to finish before classes started in the fall and as much as you hated it you knew that you’d rather get it done now so you can relax the rest of the summer. As you stare out the window you realize that Frank is nowhere to be found.
Frank Castle was an old family friend that you had known practically your whole life. You had been best friends with his daughter for most of your life as well. When you both went off to different colleges you started seeing a lot less of each other and you grew apart. However you still kept in contact with her dad. He was always over hanging out with your parents. This summer they had invited him to spend a few weeks with you guys at your lake house. Ever since you’d gotten there the two of you ended up spending a lot of time together. Playing games, swimming, reading together, going on walks. One of your favorite moments is when he would pull out his guitar and play while you sang a song for him. Sitting close, watching his fingers.
You would be lying if you said that Frank Castle wasn't one of the most handsome men you'd ever seen. The feelings started to develop when you went to college. When you came back home to visit he always wanted to see you, asking how you'd been and how school was going. He wanted to stay a part of your life and you wanted him to as well. However you knew it was wrong to want to be with him. Not even considering the age difference, he was one of your family's oldest friends. He had seen you grow up. It would be wrong of you to want to be with him. So why did you want it so badly?
As thoughts of Frank continued to swirl in your head there was a knock at your door. You turned around quickly to see him standing in the doorway. You couldn't contain the smile that painted your face, very promptly abandoning your work at the sight of him.
"Speak of the devil." You began and he chuckled.
"What, are you thinking about me?"
"I was just curious where you'd wandered off to."
"Well here I am sweetheart." The term of endearment made you melt.
"Why aren't you out there with my parents?"
"All that aimless lounging ... I got bored," As he began to speak he moved into your room towards where you sat at your desk. "Although I suppose I could ask you the same question. It's a beautiful day outside. Why are you sitting in here working?"
"I've got homework to finish first," As you watched his eyebrow raise you cut him off just before he could make a snarky comment. "It's just a few reading assignments for classes in the fall. Nothing crazy."
"If it's keeping you locked away, I consider it crazy." This makes you laugh as you turn to the desk. The sound of his shoes against the hardwood floor made you shudder in anticipation. Soon you could feel his body just behind you, nearly touching your shoulder.
"Let's see this supposed homework you're doing." Leaning down, his face was hovering right beside yours as you flipped through the pages of the book reports you'd been working on. It was all you could do not to turn your face to look at him so you were mere inches away. However you maintained your composure until he moved back a few steps. "Nope. Nope. Sorry sweetheart but I won't allow it."
"What?"
"I won't allow you to sit in your room on a gorgeous day and do homework. We're going out."
"Frank, I can't just--"
"Sure you can. At least get out and take a walk with me for a while. You can do your homework later." As much as you wanted to hesitate, as soon as he made the offer you accepted.
With your approval he shuffled your papers into a drawer and escorted you outside. As soon as you did the warmth filled your body in the most delicious way. You let out a deep sigh you'd been resisting for a while now. You could see your parents on the other side of the deck. Upon hearing the door shut they both turned and waved, a lazy smile on both their faces. You waved back and Frank's hand found the small of your back, causing you to follow where he led you quite happily. Once you were both out of the view of your parents he offered his arm to you, which caused you to blush. You took his arm sweetly, letting him escort you to your special place.
There was a pathway that led through the forest, shaded by trees. You were the only people who knew this place existed. As the shade of the trees cooled patches of your skin, you relaxed into his side. At the end of the path there was a curve to the right. At the bottom of the curve was a big flat rock on the edge of the lake where you both liked to talk for hours. Now the rock had a blanket and a small picnic basket on top of it, shaded over by more trees from the path.
"Frank, what is this?"
"Well, I could see you've been stressed with work and such. I know college life is hard. I just wanted to treat you a little bit. Is it okay?"
"More than okay. This is really lovely. Thank you." You lean forward on your tippy toes and peck his cheek sweetly before he helps you onto the blanket where you both sit down. He starts pulling out some of your favorite snacks and arranging them on the blanket for you. You pick up a bag of cookies and start eating as you recline back, watching the water move. Frank also grabbed a snack, mimicking your movements until his hand was only inches away from yours.
“So, interrupting my homework, convincing me to come out here ... you had it all planned out?”
“What can I say? I wanted to surprise you. And it worked.”
“Yeah, I guess it did.” You blushed as you thought about his sweet gesture. Thoughts began swirling in your head that maybe this meant more. Maybe this wasn’t just a friendly little hang out. Maybe all of those little hints and clues you’d picked up over these past few years weren’t all in your head. Before you could dream much further you stopped yourself, not wanting to go too far.
Soon you and Frank were laughing with one another as he told you some ridiculous story. The way he threw his head back as he laughed alongside you made it impossible to stop smiling. Things continued on like that for what felt like hours. You just sat and talked about anything and everything. You told him about school and your fears and hopes and dreams and ambitions. And he told you his. What he wanted his life to be like now that his daughter was out of the house. You were beginning to see a side of him that was seemingly brand new to you. It was all you could do not to kiss him right then and there. After a while he stopped talking and got up off the blanket.
“Where are you going?”
“Hang on. I’ve got another surprise.” With that he disappeared behind a bush and when he came back he had his guitar.
“You brought your guitar!” You exclaimed, excited about the prospect of getting to sing with him. He nodded eagerly, sitting back down beside you as he settled his guitar in his lap.
“Yeah. I thought you might like to have an intimate little jam sesh. Just the two of us.” That word, intimate, made you swallow hard.
“I would really like that.” He smiled over at you, your eyes staying locked for the briefest of moments before he looked down and started plucking out some chords. You immediately recognized your favorite song. He had learned to play it just for you. Clearing your throat, you began to sing as he played. With the water babbling behind you, it sounded like an angel’s chorus. Soon it was done, almost as quickly as it had started. You wanted the moment to last.
“Let’s do another.” Frank happily obliged again and again as you continued to request music for him to play, singing alongside him. Unsure of when, you realized that at some point your hand had found a place on his knee. However he made no effort to move it and you weren’t going to do so either. After a while of playing Frank finally put down the guitar, stretching where he sat.
“Well, work calls I suppose. Hope you had some fun though.”
“Definitely. It was the best date I’ve had in a long time.” As soon as the sentence is out of your mouth you both freeze, eyes locked. Your brain starts scrambling for excuses, apologies, something to clear the air but you don’t say anything. It is Frank who breaks the silence.
“Date? You think this is a date?”
“Well, maybe not so much I thought it was a date as ... I was hoping it was a date. I wanted it to be a date. Is that awful of me?”
“No. No, it’s not awful of you,” You want to crawl under a rock and hide forever. How could you let that slip out? Now, you’ll never stand a chance with him. How could you say something so stupid? “I was kind of hoping it was a date too.” This stops your brain in its tracks.
“You were? Really?”
“Yeah. Look, just let me explain. I know its wrong. I know I shouldn’t think about you like that. I’ve known you since you were a little kid. You have been best friends with my daughter for most of your life. I shouldn’t think of you romantically or ... any kind of way. But it just kind of happened. I looked at you one day and I wanted more than calling you ‘kiddo’ and roughing up your hair and only seeing you when you’re home from school. I wanted more than all that. I know its selfish and crazy. I’m sorry. Please just don’t freak out.”
Little did he know that you were freaking out but for a much different reason. You wanted to explode with excitement and embarrassment and fear and joy all at the same time. Frank liked you. The way that you liked Frank. It was almost too good to be true. You searched your brain for the words and nothing came to mind. There was only one thing in your brain and you didn’t have the willpower to stop it.
“Y/N--” Before he could finish you leapt up from your seat until your lips found his, kissing him deeply. After a moment you pulled away and both of you were frozen again. You were suddenly very aware of what you’d just done and you became scared that you had done the wrong thing. Soon enough Frank put your mind at ease by pulling you in for another. And another. The two of you met each kiss with so much joy and passion. Each kiss felt better than the last as the situation finally became real to you. You were kissing Frank Castle. He liked you and you were kissing. It was a dream come true.
“I really like you Frank. Like a lot. I want more than all of that stuff too. I want to be with you. I know it’s not exactly the most ethical thing but I think we can make it work. I just want you.” You finally spit it all out, bolstered with courage by your shared kisses.
“I want you too Y/N. I want ... all of you.” You suddenly realized that both of you were tip toeing around the same sentence that neither of you could say out loud. You knew that you wanted it more than anything and you were sure he wanted it too. It just took the courage to say the words. With a deep breath you scooted closer and picked his hand up in yours, feeling the warmth of his body on your own.
“Frank ... I’ve waited a long time for this. I don’t wanna wait anymore,” Frank clung on every word. “Will you touch me?” At first the man seemed frozen again and it renewed your nerves but soon enough he had snapped out of it and his hand found your waist.
“Yes. Yes, I want that too. I want to make you feel good.” As soon as you were both on the same page Frank took the picnic basket and threw it in a nearby bush so that you had plenty of room to move on the blanket. Once the way was clear he moved back towards you, hands on your waist and the side of your neck as he kissed you again, more passionately this time. Positioned up on his knees, he bent down to meet your kiss as he hovered over your body.
With one swift motion, Frank used his current position to his advantage as he helped you down onto the blanket so that you were laying on your back. Once you were laid down you looked up at him through your lashes, panting heavily as you awaited his touch. The sight of you beneath him caused him to groan as he pulled his shirt off over his head. He leaned down again so that he could kiss you. One hand rested on the top of your head and the other was on your thigh, urging you to wrap your legs around his waist which you did eagerly. As Frank continued to kiss you deeply he thrusted against you, causing you to feel his building erection against your clothed pussy. You moaned into his mouth, rolling your hips against his.
“Fuck you feel so good. Even clothed you drive my body crazy.” He adds, face buried in your neck as he grinds down into you. “And yet, I really wanna see you naked. Can I take off your clothes?”
“Yes please.” That is the permission he needs to start undressing you. He takes your shirt off first and then your shorts. You maneuver to help him until you are only in a bra and panties. Frank’s eyes trace over your body, unable to keep himself from looking. As he does so you guide his hand to your back where your bra clasp sits. He takes the hint and helps you unhook your bra, pulling it off of you until your breasts are exposed to him. Next his hands trail down to your panties. Before he can take them off his eyes find yours, asking for silent permission. You nod and he smiles, hooking his fingers in the hem of your panties. He finally slides them down your legs before leaning back on his haunches to admire your body in full before him.
“God you are beautiful.” He muttered breathlessly before diving on top of you and grinding into you. The new sensation of the fabric of his jeans on your bare pussy was delicious, making you cry out. When you do he stops, pulling away to look at you. “Are you okay?”
“Don’t stop. Please don’t stop.” Is all you can say as he continues his movements, eyes trained on yours. You hold his shoulders tightly, rolling your hips up into his to get more of that beautiful friction. As you do so you feel a knot building up in your stomach, signaling your impending orgasm. The quick pace of your approaching orgasm catches you off guard since you’d both only just started but you couldn’t deny the feeling of pleasure that coiled inside you. The movements of your hips begin to stutter and Frank catches on, realizing that you’re about to cum for him for the first time.
“Are you gonna cum baby? How shameful. I’ve barely touched you and you’re already falling apart for me. God that is so hot.” He grinds down hard then pulls away completely right as you’re on the edge causing you to moan and whine at the loss of contact. “I’m sorry baby but I have to taste you. I want you cumming on my tongue.”
With that he crawls down your body, trailing kisses along the way as he does until he’s hovering right over your cunt. His breath is warm on your sensitive bud and you moan. He uses his fingers to open you up to him before flicking over your clit with his tongue rapidly, giving you a multitude of sensations at once. You buck your hips up into his mouth as his lips wrap around your clit and he begins sucking. The feeling sends you reeling as you lace your fingers into his hair.
“God yes, I want to cum on your tongue.”
“Don’t worry baby. You’re going to.” With that he increases his sucking, latching on tighter which causes that same coil of pressure to build in your stomach as you buck up into him harder. As you do he grabs your waist with both hands, pinning you down so that you can’t squirm away from him. His tongue travels down to prod at your entrance. Your back arches up towards the sky as his tongue slips deep inside of you. Somehow Frank finds the right spot on the first try, flicking up and back against your g-spot. That is the motivation you need to cum against his mouth. Wild moans escape you as you convulse against him, trying to get away before you become too overstimulated but he keeps you in place. You squirm frantically but he makes no efforts to stop. Closing your eyes tightly, you hold onto his hair even more tightly now as he continues to suck on your clit.
“Frank, it’s so sensitive. Please--”
“You can take it baby. I know you can take it.”
With that he speeds up, flicking his tongue against you more rapidly now. As he does you feel that familiar feeling in your stomach, unable to fight a second orgasm from springing up on you. As he travels down and finds your g-spot again you explode on his tongue a second time, shaking uncontrollably as he holds you down. Once you’ve come down he backs away from your pussy, climbing back up over your body to kiss you. You can taste your own cum on his tongue as he kisses you warmly. You can’t help but squirm a little after cumming twice for him, unused to that kind of relentless attention.
“You did so well. Thank you.” Frank says before kissing you. “God, I’m so hard for you. I need to be inside you. Can I please?” You can’t find the words so you nod. At the motion Frank’s hand grips your jaw, causing you to look at him in the eyes. “No baby. I need to hear your words. I need to hear you say that you want it.”
“I -- I do.”
“You do what sweetheart?”
“I do. I want you to put your cock inside of me. Please Frank.”
“Okay. I can do that baby. I can do that.” As he speaks he climbs off of you, balancing himself on the rock as he takes his jeans off. Then his boots and socks. Then his boxers. He peels them off slowly until his cock springs out, fully hard and weeping with precum. The sight of him makes you inhale deeply. "What's the matter baby? Does my big thick cock make you nervous?" His words cause a deep blush to spring to your cheeks as you squirm, waiting for his touch again. When he finally lowers down onto you, you grab his shoulders tightly as he lines himself up with your entrance. As his hips start to thrust you prepare yourself for the feeling of him but Frank fakes you out, instead running his cock up through your folds. The tip presses against your clit, making you moan sweetly. He slips towards your entrance again, this time prodding more urgently.
You maintain eye contact, pleading him silently to push inside of you. With your evident approval he moves one of his hands to the side of your neck as he nudges himself slowly inside. The feeling of his thick cock stretching you open causes your mouth to gape as you bury your face in Frank’s neck, unable to keep yourself from moaning loudly as you enjoy him. A deep groan escapes Frank’s throat as he presses in deeper, almost completely to the base. With one more thrust he is seated fully inside you, his cock reaching deeply in you.
“Oh fuck sweetheart,” Frank gasps, moving out of you slowly before pushing back in. The second thrust hits even deeper than the first, reaching that spot that makes you feel so exquisite. Just as you are about to beg him to move faster he speeds up as if he could read your mind, pounding you at a genuine pace now. Your passionate moans do not escape his attention as he moves forward to look in your eyes. “That feel good? Like it when I pound you hard like that?”
“Fuck, yes! Yes!” You blurt out, unable to contain yourself. Frank keeps up that same pace, pounding you hard and fast just the way you want him to as you roll your hips up into his, trying to get more of him inside you. As you rock against him you feel that coil in your loins building again, another orgasm imminent. The man moans.
“Jesus, I can feel you gripping me so tight. Are you gonna cum again?” Before he can let you answer you are suddenly being lifted as his cock slips out of you. The strong man grabs your hips and flips your body so that your ass is up in front of him and your face is pressed into the blanket. Without a moment of hesitation he sticks his cock back inside you, pounding at the same pace as before. The sudden shift allows him to go even deeper and you cry out for him. “Look at you. Moaning and whimpering on the cock of the man who practically helped raise you. Such a filthy little slut. I love it baby. So beautiful when you make those noises for me.”
His filthy words make you clench again and he groans, pushing as hard as he can which makes you yelp loudly. Frank’s fingers bear into your hips hard as he takes you like a wild animal out in the middle of the forest, with the sound of the moving water echoing alongside your cries. You can barely find the words to beg him to let you cum.
“Don’t worry. You don’t have to say it. You cum on my cock as many times as you like.” With his permission you let out a deep groan, pushing back against him as you encourage your orgasm.
“I want to cum with you. Please.” Frank’s hand swings down, smacking your ass hard at your admission, jolting you forward.
“That’s what I like to hear sweetheart. I’m so close already. Cum with me.” You nod fervently, pushing back to meet his thrusts so he can reach extra deep as the two of you rock towards your orgasm. As he pounds you nice and hard his fingers find your clit, rubbing little circles as he fucks you. It isn’t long before you’re right on the precipice of that sweet high. Neither of you can say any words as you let yourselves fall over the edge, gripping each other tightly as you both cum. The only sounds you can make are whimpers and moans and cries as you cum a third time, continuing to rock back against his hips as you ride it out. Frank is buried the deepest inside you that he’s been during your encounter, filling you up with his warm cum as you both pant heavily. The sun on your back is like heaven as you lean down on the blanket, trying to catch your breath.
“Oh god baby. Fuck.” Frank breaths, collapsing beside you on the blanket. Rolling over into his arms, you let out a sigh. Unsure of what starts it the two of you find yourselves suddenly laughing at yourselves. Perhaps its the absurdity of what just happened. Or maybe its the overwhelming joy. Nevertheless the two of you find yourselves in fits. Soon you’re out of breath all over again, trying to regain your composure. A smile paints your face as you look at him.
“That was ... wonderful. You are wonderful.” You say, fingers stroking small and delicate circles into his chest as you speak.
“Not nearly as wonderful as you sweetheart.”
“I like hearing you say that. Sweetheart.”
“You’ll always be my sweetheart.” With another smile you start pushing yourself up but his arm draped over your waist stops you.
“Come on. Let’s go back to the house. I’m sure we could both use a shower.” With a groan he lets go, pushing himself up beside you. The two of you get dressed and pack up your picnic before making your way back to the house. As you walk, Frank extends his arm to you and you walk back cuddled up together like that.
When you make it back you both let go of each other only to see that your parents aren't on the porch. You head inside, making your way to the kitchen to put away the left overs from your picnic. That's where you find both your parents, dressed to go out.
"Well hey you two." Your dad chimes.
"What were you up to?" Your mom adds.
"We were having lunch. Now it's back to studying." You say, not wanting to spend too much time on what you were just doing.
"Well that's fun. Don't study too hard. Your dad and I are going to head into town to catch a movie just the two of us if that's alright. We should be back in two or three hours." With that they both pack up the rest of their things and head out the door, disappearing as quickly as they appeared. With your parents now out of the house Frank's hand finds your waist turning you in his direction.
"Now what was that you were saying about a shower?"
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