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Catching Caleb

Summary:

"Did Grandma get any apples at the store last week?" Caleb leans against the counter, peering at the dining table where you sit, crunching on cereal.

 

"Mph, mm." You try to speak through the large mouthful of cereal, Caleb sighs, "Finish chewing atleast, have some class." You hold up your middle finger before swallowing the food.

 

-+-

 

You and Caleb find each other in provocative situations and feelings happen and then he fucks you. This is mostly just porn.

Possessive!Caleb and Virgin!Caleb bc why would he have fucked someone else??

Notes:

(See the end of the work for notes.)

Work Text:

"Did Grandma get any apples at the store last week?" Caleb leans against the counter, peering at the dining table where you sit, crunching on cereal. 

 

"Mph, mm." You try to speak through the large mouthful of cereal, Caleb sighs, "Finish chewing atleast, have some class." You hold up your middle finger at him before swallowing.

 

"I saw apples on her grocery list. If there's none right now we'll have some once she returns." You shrug, taking the last spoonful of your cereal, grabbing your bowl of milk to pour in the sink. You brush past Caleb against the counter and curiously peer over the counter space, spotting where Grandma left the older apples. Surprisingly there was still an apple left, hidden under some limes. You jump over and grab it after dropping your bowl in the sink. 

 

"Don't just leave it there, it's your turn for the dishes-" He pouts, looking at the sink, unaware of what you're doing until you hold a bright red apple to his face, keeping it close to yours.

 

"It's still good... surprisingly." His eyes look over and widen before relaxing again, leaning in slightly to the apple. You're about to bring the apple down to his hand before he grabs your wrist suddenly and you're forced to hold up the apple for him as he takes a bite. The action seemed much more intimate than it needed to be, and you freeze. You look and notice that his entire hand engulfs your own. You ignore the shiver running down your spine at that knowledge.

 

"Thanks pip-squeak. So there was some after all." He tilts his head with a smirk, casually running his other hand up to your hair to ruffle it as a thank you.

 

"Agh! Caleb, you're messing up my hair." You immediately shoot your hands up to calm your hair, not before shoving the apple, now claimed by Caleb, into its owner's chest until he grabbed it.

 

"You never seemed to care when we were kids, pip." You roll your eyes, walking over to the couch in the living room where Caleb shortly follows you.

 

"We were like... five." You say after a few seconds.

 

"So? We started a lot of traditions when we were five." He plops down onto the seat next to you after you sit, leaning slightly towards you with a hand on the back of the couch behind you. You sit hugging your knees, appreciating the warmth from sitting next to Caleb.

 

"I wouldn't call messing with me a tradition..." You mutter under your breath, and you glance to see Caleb giving you an eyebrow. You shrug, innocently enough.

 

"...Puberty really did change you." He says offhandedly after a couple minutes have passed.

 

"Caleb!" You smack his chest hard, Caleb just laughs, his apple still held in his left hand. 

 

"What's that supposed to mean- I- Sorry that I don't appreciate my appearance being messed with!" You fume, stuttering trying to find the words to say as you pout angrily at Caleb next to you.

 

"Ahh... Now who do you have to look all put together all the time for, it's just us you know." He says the last part as a slight whisper, directing his head to your ears only. It's almost like he's trying to taunt you, to get you flustered, and it almost works. You avoid eye contact.

 

"I've got a hot online boyfriend I need to look good for all the time, you wouldn't know him. He's got cameras everywhere, you know." You say with a dead straight face, looking over at Caleb to see his expression of annoyance. Clearly finding your joke hilarious. Yet only he could know the slight smile of amusement on his face, obscured when he turned his head away from you.

 

Now embarrassed from his lack of response and your stupid explanation, you roll your eyes. You lean over to the coffee table to grab the tv remove as Caleb moves his arm from the top of the couch down to your shoulder casually. 

 

"Wouldn't you be worried your 'hot online boyfriend' would be jealous, looking through the cameras right now?

 

"And if he had installed cameras in my bedroom... that'd be even worse." Another smack to his chest, your cheeks heating up, the remote frozen in the air along with your hand.

 

"Caleb! Don't say it like that!" You chastise him, crossing your arms, tv forgotten. He takes another bite out of his apple, softly rubbing his thumb on the top of your right shoulder from across the couch.

 

"What, worried your boyfriend will get the wrong idea about us? We've been sleeping together since we were kids-" Another smack, "Whaaat, you're the one with the dirty mind pip-squeak." He smirks at your frown, yet you just scooch away from him on the couch with a hmph. He immediately scooches closer, closing you in on the far side of the couch.

 

Caleb doesn't say anything else and, uncomfortable with the silence, you try to find the tv remote again that got dropped to turn on a show, only to find Caleb has it on the left side of his thighs.

 

Feeling the need to clear things up you say, "I'm giving you the silent treatment, just so you know... But I also want the remote."

 

Caleb suddenly stands up, his apple down to the core, he grabs the remote and throws it behind his back, "You're lucky I feel generous today, even if my sweet pip-squeak is giving me the silent treatment," He mumbles, "that only ever lasts a minute."

 

"Hey! I heard that." You catch the remote with both your hands, turning on a comfort show that's usually on at this time. Your shoulder feels cold without his hand.

 

"See?" He yawns, his back muscles flexing as his hand comes up to cover his mouth as he walks over to the kitchen to throw his apple away, you watch him travel through the hall from behind the couch. You scoff and roll your eyes to yourself.

 

"M' gonna take a nap, I was up super early this morning. You're welcome to join me, pip-squeak." And, not one to back out on anything, you simply glance his way and glare at him, earning a slight chuckle and wave behind his shoulder as he walks upstairs. He seemed tired all morning, and you usually like sleeping in very late on weekends. He knew your exact weakness, himself and sleep.

 

A few minutes went by before you were making your way upstairs, back to the comforting embrace, as it always had. Even if you were still slightly embarrassed from earlier.

 

You knock on his door a few times, hearing the sound of clothes shuffling, before the door is shortly opened. Caleb had taken off his shirt and changed into sweatpants, he smiles at you knowingly, like he had won, but thankfully he doesn't comment on it.

 

You both silently crawl into his bed and under his covers, you rest your head on his chest and hand on his side. He sighs contently and brings you closer using a hand on your back, his other one going under the crevice of your neck, holding at your hair softly. He places a quick kiss to the top of your head.

 

"G'night pip-squeak, love you." Your grip on his side becomes slightly tighter, feeling the smoothness of his soft skin under your fingers, wishing to feel more of his body heat.

 

"Love you too." 

 

A couple hours later Caleb woke you up.

 

"Grandma's back, pip." He says with a rougher sounding voice from sleep. I grumble and reluctantly get up, both of us scuffling down to help with the groceries.

 

Luckily she didn't decide to waltz into Caleb's room to wake you two up. Instead, Caleb woke up on his own to throw a shirt on, thank god.

 

Grandma knew that Caleb helped you sleep when you were children when you had nightmares. However, it became more and more of a secret the older you both grew up. How would she think if you guys were still cuddling with each other nightly post-puberty? What was once endearing child innocence could now be skewed as something lovers would do.

 

.

 

You're both back on the couch again, Caleb has his arm behind you on the couch again, just barely touching the top of your shoulder, with Grandma on her usual rocking chair. You hug your knees and lean into Caleb, Grandma pays no mind.

 

If anything, Grandma had thought of you two as adorable together, especially so after you had excitedly told her one day that Caleb promised to marry you. You still never forgot about that moment, as silly as it is, despite the fact that Caleb has probably long forgotten. And despite the fact that you both were around five when he made that promise after seeing someone get married on the tv.

 

"Is that so?" She had asked, laughing a little to herself, "What a sweet boy." You had continued to rant about wanting to wear a "pretty princess dress" when Caleb married you, and wishing for a kiss on the cheek like they do in the movies.

 

"I'll be right back." You stand up swiftly, making your way to your room, Caleb simply giving you a nod. The timer on the oven reads a minute left for the pizza you had put in for supper. Thankfully grandma got pizza at the store. And a minute later when the buzzer goes off, you still aren't downstairs. So, grandma requests for Caleb to fetch you for dinner.

 

"Pip! Dinner's ready!" He shouts from downstairs. No response. So he decides to go up to your room himself. Your door is just the slightest peek open, so Caleb takes that as his opportunity to breach through the door; only to see his precious pip-squeak in a very compromising position.

 

"S-shit, why didn't you lock your door...?" You're standing facing your bed in the middle of your room, in only your bra and panties, slightly leaning down, exposing more of your ass for Caleb's view. A matching pair at that. And Caleb just saw everything. You yelp, thankful that Caleb has already turned around, the backs of his ears noticeably red, one hand cupping his face, seemingly pinching the bride of his nose, or covering his eyes, or both.

 

"Ah! Why didn't you knock!" You retort back, throwing on a shirt and pants quickly to awkward stand by the doorway, where Caleb's eyes eventually travel back to you. Your face has turned red.

 

"Because I came up to tell you dinner's ready." He sighs and shakes his head, motioning with his hands in the air. And when you don't say anything, he grabs your wrist and gently leads you downstairs to your shock as your eyes widen slightly. His apple necklace clanging all the way.

 

Now, you hoped Caleb had long forgotten that whole walking-in-while-changing situation (even though it happened another time a few months afterwards). You seem to find Caleb in an even more compromising position than you those couple years ago. These things were bound to happen eventually, living together and being so close, but it started to interfere with your nightly cuddles.

 

The morning came too soon and you knew the soft comfort of the blankets, and the firm muscular pillow of his chest and arms, will have to take it's leave in the daily light. Although there was something strange about this particular morning. Your bodies had been closer than usual, your legs tangled between another, and your chests flush against each other. Yet what was so strange was the firmness against your inner thigh at nearly 7 in the morning. You make a mental note of what you're feeling, and make the conclusion that Caleb became aroused in his sleep.

 

Your body suddenly jumps away, and Caleb let's out a breath. Not wanting to wake him and have to deal with the embarrassment of having him explain his boner to you, you carefully peel yourself off of him, shifting away from him and turning around to fake sleep. Although this position may be even worse as now his boner presses against the crevice of your ass after he pulls you close subconsciously. You really hope he notices soon.

 

You swallow, your whole body tensing. You slowly move Caleb's arm off from your side, and get up off the bed carefully. With one more glance to make sure he's still asleep, you make your escape to the bathroom to mentally assess what just happened. 

 

By the time you get over your nerves and convince yourself to go back to the bedroom, Caleb is awake and has the blankets bunched up at his crotch. 

 

"You done in the bathroom?" He asks, his voice still getting used to being used after sleeping for so long. His morning voice felt much scratchier than his usual voice, and it made you feel nervous again in your stomach. 

 

You give him a quick nod and quickly say with pink cheeks "I'm gonna go get dressed now" before escaping his room as quick as you can.

 

Caleb sighs deeply, noticing the way your face was red and the cute way you ran out of his room, embarrassed that you felt his boner. He slowly starts palming himself, simply by instinct, in order to scratch the painful itch he's been feeling all morning. He groans softly from the back of his throat, tilting his head back a bit before getting comfortable; one arm behind his head on his pillow, and the other one slipping under his pants and boxers to feel up his cock. 

 

He slowly feels himself up and down, scrunching his eyebrows together and closing his eyes, "Shit..."

 

Images of you flash his mind, his hand gripping his cock harder at the thought. He runs his thumb up and down the main vein on the upper side of his cock, before teasing the bottom of his tip with his pointer finger. Oh how much bigger his hands are than yours, and how sweet you'd be with his cock. With your beautiful small hands and gentle touches, he nearly lets out a whimper. He pulls down his pants fully to free his cock to the cold air of his bedroom, muscles clenching as his shirt rides up to expose his stomach.

 

He closes his eyes, and, with gentle tugs at his cock, is coming undone, with your pretty face in his mind, and the memory of catching you bent over in your panties that has been engrained into his mind since that day. Just the thought of being able to feel your ass or get another look of you in next to nothing. All the times you fall into bed with him with nothing but your panties and a hoodie.

 

"Ah- shit, ugh." He softly says your name, breathy moans coming out easier the faster his imagination runs. Even just imagining your flustered face, knowing under just a couple pieces of fabric his cock was hard and ready as if it could sense you. All for you, only for you.

 

And as the fantasies become even more erotic and intense, so does the stroking. Getting higher and higher, his hips instinctively thrusting into his hand along with his sped up movements. How would your sweet mouth feel? Your tight little pussy? Clenching and squeezing his cock, would it even fit? The thought alone makes his orgasm seem to approach quicker. As if nothing could get in his way as his entire body shudders and his muscles flex in pleasure. 

 

Until all of a sudden his door is being pushed open, his sweet pip-squeak asking, "Hey Caleb did I leave my charger in h- Oh my god oh my god oh my god!" Your voice going in higher pitch at the sight. Caleb relaxing with one hand behind his head, and one tightly grasping his thick desperate cock using quick loud strokes and twists with furrowed eyebrows and his head thrown back as he softly moans.

 

He snaps into reality quickly, hands flying out in front of him when he notices your figure standing there, eyes wide and both hands up covering your pretty face.

 

"I-I thought you'd- uh- be in the bathroom..." You're only wearing panties and a shirt. He could have came right there if it wasn't for the immense wave of embarrassment that hit him with being caught.

 

"Shit I- uh... I'm sorry." He fumbles nervously, covering himself with the blanket once more.

 

"Caleb..." Your legs squeeze together as your body sways, looking him in the eyes.

 

"What, do you not want to leave?" He asks with a smirk, purposefully teasing you but at the same time hoping you'll say yes.

 

"I- just." You trail off. "Can I um."

 

"Can you what? Talk, pretty girl. Looking at me like that isn't helping." He shudders.

 

"Could I watch?" Your voice comes out tiny, barely audible, but Caleb hears you clear as day.

 

He nods and groans softly, taking in the whole sight of you standing waiting for instructions, "Come here, baby."

 

You hesitate, slowly starting to approach him, sitting on the bed right next to him to slide your right hand up his shirt, his breath hitches. You look up at him expectantly, and he takes it as a sign to take his shirt off. His necklace falls down to hit his chest as his shirt gets thrown away to god knows where.

 

"You said you want to watch? You can watch." He says lightly, pulling the blankets fully down to expose himself, gripping the base of his cock out for you to view. You look down and have to stop yourself from squirming at the sight. You've seen bulges and outlines of it from his pants, but have never seen the real thing. It's an entirely new experience.

 

He watches your face as your eyes widen almost excitedly, leaning back on your ankles. The focused stare you give his cock has him groaning. He squeezes from base to the tip, watching the clear fluid seep out. You lick your lips in anticipation, rubbing your thighs together subtly.

 

"Never, um- Never seen one in real life." You mumble, mostly to yourself, but Caleb still hears. He squeezes the tip and more fluid dribbles out. 

 

"... Do you want to touch it?" He asks after a couple minutes of slow, firm stroking. You know this has got to be crossing some sort of unspoken barrier, but you can't help but imagine yourself stroking him, licking him, fucking him.

 

You slowly nod, not taking your eyes off his cock, shyly avoiding eye contact. It doesn't last long, however, because Caleb takes his left hand and tilts your chin up to him.

 

"Are you sure you want to do this, baby?" He whispers, lips so close you can feel each other's breath against your faces. You nod quickly, looking down at his lips.

 

"Use your words." He mumbles so close to your lips you can feel his breath on your face.

 

"Yes." And the second it's out of your mouth, Caleb is taking it as his opportunity to close the small awaiting distance between your lips, tilting his head slightly to get a better angle.

 

This hadn't even been your first kiss by any means, having promised to be each other's first kiss in middle school. If you're best friends, why would you not want to do those important firsts with each other?

 

You two experienced lots of nervous practicing sessions. For "future partners". Although, you were both making your claim on each other with those kisses. Yet it started to stop when puberty hit, so you haven't really addressed it since then.

 

"Wanna- Mm," another soft kiss, "-help you out." The hand on his chest slides down to tentatively hold his cock, he swears and drops his head back, one arm stretched out behind your head. He takes his right hand and overlaps it with yours, to help lead you in stroking him.

 

"You always help me, Caleb." You said his name so sweetly, it made him twitch, you watched it in awe, feeling Caleb's large hand squeeze down on your own that in turn squeezes his cock. He's at a loss for words, he looks like he's in a trance. He starts to move your hand along him, he takes a deep breath.

 

"... Hah. You don't seem as nervous about me having a boner around you anymore, princess." He takes a deep breath, feeling every soft movement of your small hand on his most delicate place. 

 

To this, you hide your face in his chest, embarrassed that he even realized you knew about it. His fist clenches harder as he lets out a groan. You decide then, that you want him to keep making those noises. You stroke faster, from base up to right underneath the tip, feeling the warmth of his hand over your own.

 

"Don't be shy, look at me." He says between deep breaths and groans, stroking the back of your hair. He's smirking when you look back up at him, and you lean up to give him a short kiss on the cheek, making his eyes widen and cheeks flush.

 

His eyebrows furrow as you keep increasing the speed of your hand, closing his eyes slightly as he fully moans. And it's the most beautiful noise you've ever heard. So naturally, you start twisting his cock in between strokes, and rubbing the spot underneath the head, and he let's out something akin to a whimper. He lets his hand fall off yours, using it instead to support himself sitting up in the bed.

 

"Atta girl." His voice seems much deeper from the pleasure, and the intense eye contact after his praise makes you squirm against him.

 

"Caleeeb..." You whine softly to him, his head being thrown back.

 

"Just- Just keep going princess, please-" he mumbles back to you, feeling your wrist go down to his balls, "Fuck!" The arm under your head is slid out to go up to his forehead, muscles clenching and a slight sheen of sweat adorning his smooth skin. You lean forwards and slowly lick on the underside of his forearm, and god, he needs to cum soon. He can't wait another second having you torture him, he thinks.

 

"C'mon baby, come on." He brings his hand down to your own again, engulfing the hand on his cock, feeling you go up and down. 

 

"Caleb...? A-Are you gon-" You cut yourself off with a gasp when Caleb leans down suddenly to kiss you, you lean in, moaning. 

 

"Mhm" He confirms. "...Don't stop baby, don't stop." He babbles, mixtures of good girl, don't stop, and your name fill the air along with his increasing moans. Suddenly remembering Grandma was home, you dart out to put your free hand over his mouth, now kneeling above him. He looks up at you with furrowed brows and a delicate look in his eyes as your mouth vibrates from his moans. He leans his head back once more, his whole body stiffening and muscles flexing as he releases.

 

His cum spurts up to his chest, some dribbling down the side of his spent cock and all over your hands as you firmly stroke him down from his high. Once you're sure he won't make anymore noise, you release your hand on his mouth. He takes deep breaths as you curiously take your cum covered hand up to your lips to lick. You make a slight sour face, swallowing and looking up to see Caleb with his eyes trained onto you. He looks hungry.

 

He flips you over within seconds, pinning his leg between yours as you continue making out. You let out a small gasp at the change in position, but sigh into the kiss, wrapping your arms around his neck, feeling his own hands, one behind your neck, and the other trailing down your body. He rests his fingers on the top of your panties, pushing your shirt up slightly.

 

"I should-" he pants, "repay you, shouldn't I?" 

 

"Mmm... I'd be mad if you didn't. After all my hard work." You sigh.

 

"Now I wouldn't want to do that now would I?" He teases, smirking down at you and giving you another sweet-tasting kiss.

 

"So get on with it, you idiot." 

 

He leans down, taking his sweet time, giving a kiss to your tummy, and moving his hands up your shirt, exposing more and more of your body. The look in his eyes makes you physically shiver, full lustful want.

 

"I'll take you nice and slow, savor it," a kiss to your upper stomach, "or- would you want it rougher?" And just for show he grabs your wrists tight, moving them down to your side. He uses them as leverage to lean over you and kiss your pulse softly.

 

"Caleb, it hurts." He looks up to you with an affectionate expression, releasing one of your wrists to hold your cheek, rubbing it with his thumb. You feel like you're going to explode, your entire pussy throbbing with need.

 

"I'll help you baby, I-" With a sudden knock on his door, the room falls silent, Caleb immediately shooting up, putting himself back in his boxers, "Grandma?"

 

"I've been yelling at you two from downstairs, dinner's gettin' cold!" She says through the door, you're still sitting on Caleb's bed, shivering from the events that just occured.

 

"Sorry grams, we were watching a show. We'll be there in a second!" And the room is still tensely quiet until the definitive sound of footsteps on the stairs releases the tension. 

 

"Fuck, Caleb, what if she had heard that..." You say with your face to the side bashfully.

 

He walks closer to you and playfully messes up your hair, "If I remember correctly, you were the one who asked her dear Caleb if she could watch him... Touch himself." 

 

You look even further away from him, face growing hot as you scoff. Caleb holds out his hand, for you to take as he helps you get off the bed, grabbing and handing you a pair of his sweatpants to cover you.

 

"Plus, she didn't." He adds.

 

"And now..." He whispers close to your ear "I owe you." With another tap to your head, followed by a smack on his arm, you made your way downstairs, hands intertwined and cheeks pink.

 

Night time couldn't come quick enough for you two, the tension on a tightrope all dinner and the subsequent few hours afterwards. And with a "Goodnight Grandma, pip-squeak." Caleb is the first to make his way upstairs, giving you a sly smirk before he turns around. That insufferable brat.

 

Shortly after, you take your leave, "Grandma, try not to fall asleep on the chair this time, okay? It can't be good for your neck." She nods.

 

"Will do. Thank you sweetie, sleep well." And with a kiss on the forehead you were leaving, but you weren't going towards your room at all. You knock.

 

"...Caleb?" You whisper tentatively.

 

The door opens immediately, "Hey pip-squeak, need help sleeping again?" He asks with a small smile and head tilt, walking over to his bed. He's only wearing a pair of shorts you notice, his chest on full display. He usually sleeps shirtless but, this feels more intimate giving your earlier circumstances.

 

You nod, yawning. You make your way next to Caleb, comforted in his embrace as he pulls you impossibly close. And when he gives you a soft kiss on your forehead, your face heats up. Trying to hide it, you put your face in the crevice of his neck, by his chest.

 

"Do you remember the first time we did this, pip-squeak?" He doesn't wait for you to respond before he whispers, "You were so nervous about playing on the monkey bars, and I remember thinking how cute your face looked when you came to me for comfort. And that's when I promised myself to always be there for you."

 

"Caleb..."

 

"From then on, you started coming to my room whenever you felt scared," his hands come up to cup your cheeks, "or if you had a nightmare." 

 

"I would also..." You start, "miss you a lot. Even if nothing was wrong, I couldn't be apart from you."

 

"Exactly. And that's why we started sleeping together every single day. Even now, were in our twenties for god's sake. You're still just as cute, though." He says with a smug smirk, you roll your eyes, but keep yourself close to him.

 

You swing your leg above his, and nuzzle your face at the top of his chest, where his head rests on the top of your own. 

 

"Did you ever notice, though," He adjusts, moving his leg closer between yours, "How much I have had to hold myself back. All those years, even now, when you sweetly asked if you could watch me. I- I just couldn't handle it. Have you felt it too? The way that I have?"

 

"Caleb, what are you saying- hah." His knee goes into the space between your thighs now, hand moved from your face down to your hip, holding you in place. 

 

"You've made your dear Caleb wait far too long." 

 

"Should- Shouldn't we make up for lost time... Then?" You groan, feeling his knee shift against the panties you still wore.

 

He pushes you against his whole leg now, he grabs your side, pulling you up so you are now straddling his thigh in full. 

 

"I would love nothing more." He moves both hands to either side of your hips, making your body grind against his muscular thigh. You whimper, the friction against your clit feeling impossibly good. As a thanks, you lean over and give Caleb a passionate kiss, hands holding onto his chest for support.

 

"So sweet... So adorable, you know that right?" You blush hard at the praise, scoffing and looking down.

 

"You can't just say stuff like that..." You mumble at him, the grip on your thighs becoming firmer, rubbing you against him in all the right places, you whine.

 

His finger goes up to brush hair out of your face, "Aww, don't get shy now sweetheart." He leans up to kiss your cheek, his hand going to move your head to face his. 

 

"You... Have you," you try asking him, he gives a hm, prompting you to continue, "ever done anything like this before with someone else?" 

 

And when he laughs it lights your nerves aflame, "C-Caleb! Don't laugh, I'm being serious." 

 

"I know you are, that's why I'm laughing," when you give a confused glare, he continues, "do you really think I had time to find anyone else I'd want to do these things with?" 

 

"You silly girl." And suddenly he's grinding you harder and quicker on his thigh, you let out a surprised gasp, moving a hand up to your mouth. He seems to not be pleased you are still wearing all your clothes, because he let's you take control of the grinding long enough for him to help you out of your sweatshirt. Caleb's shorts ride up, allowing for you to rub your pussy against him with only your panties in the way, which he then starts pulling down your ass.

 

You sit up for a second just to kick your panties off one leg, then immediately sit yourself back down on his thigh, your panties still around one of your ankles.

 

"So wet baby. I can feel it." he murmurs against your neck, giving soft kisses and sucks. The feeling of your bare cunt on his smooth firm thigh is making you go insane. You know you're probably making his thigh all sticky, but you don't care, you can feel your orgasm building the quicker your clit brushes against him. He has encouraging hands on your hips.

 

"Let yourself go, it feels good doesn't it?" 

 

You nod frantically, leaving him to smirk, chuckling darkly. The embarrassing wet noise of wet skin on skin filling the room. One of his hands goes up to your face to pull you to another kiss. And that kiss is exactly what pushes you to the edge finally. With a loud muffled moan, you hit your hands to his shoulders, body tensing as your pussy spasms. Your eyes scrunch and Caleb gently rubs you through your high, the wet sound increased due to your orgasm, leaving creamy liquid to slide off his thigh when you finally rise, your own legs shaking.

 

"Good girl, baby. Did it feel good? Yeah?" He cups your face with his hands, close enough to feel his breath as you nod slowly. You grind yourself on the middle of his thighs now, feeling the familiar hardness as Caleb groans lowly. 

 

"Be careful sweetheart. I don't think I'll be able to control myself if you keep doing that." He moves his hands to cup your ass, pushing you firmer to his crotch, giving you a painless nibble onto your clavicle. 

 

"I don't want you to, Caleb. Don't hold back anymore." 

 

"Shit... What am I going to do with you?" He says with a slight smirk, a dangerous look in his eyes that makes your pussy clench. And, just like earlier, you're flipped onto your back in the speed of light.

 

"Deja vu?" He says with a joking smile, you can't help but smile with him.

 

Your hands hold onto his neck for support as he sets you down. You gasp when his clothed cock drills into your pussy, and just as quick as it started he moves away, but before you can protest hes shushing you, moving his hand to cup your pussy. He rubs with his thumb, finding your clit before firmly pressing circles to it, you yelp. 

 

"I need to make sure you're ready for me, okay?" He says as he gives your neck more open mouthed kisses and licks. You nod.

 

"S-sure." 

 

His fingers move, towards your entrance, he pushes his middle finger experimentally. He pushes it in all the way slowly, using his other hand to keep your thigh apart. It slides in so easily, and Caleb is quick to push a second finger in, you softly groan. 

 

"Do you touch yourself here often, pretty girl?" He whispers to your neck, his breath tingling the parts he licked. 

 

"Y-yeah.."

 

"Mmm..." He smiles, but the smile seems so genuine it almost scares you. 

 

"What do you think about when you touch yourself?" Of course he was going to go there, you roll your eyes, knowing exactly the answer he wants to hear.

 

"What do you think about." You deflect, but his grin just grows wider. 

 

"What do you think?" He changes sides of your neck, going up towards your jaw. This tease. His fingers still inside you, and when you dont respond, he curls them upwards, making you gasp.

 

"I won't move these until you tell me princess." And just for good measure he curls his finger impossibly good again, your hips moving with his fingers. You pout when his fingers go still again.

 

"I thought I told you not to hold back. You're teasing me." You playfully lean down to bite at his adam's apple. 

 

"You want me to stop teasing you, sweetheart?" You nod, annoyed that he's still talking. "You asked for it" he mumbles quiet enough for you not to hear it. And suddenly he's leaning down, tongue directly on your clit, fingers picking up their movement, moving quickly up and down along with curling them inside to hit your sweet spot. He takes his only free hand to wrap around your thigh, keeping you open, not before he drags your bra down your stomach to expose your breasts.

 

If that wasn't enough, he adds a third finger, and you can already tell release will be even quicker this time around. His tongue laps gently over your clit, until he closes his lips around your clit and sucks. You moan again, hand tugging at Caleb's hair as he starts to play with your tits.

 

"C-caleb..." The sound of his name in your mouth makes him moan into your pussy, his fingers going even quicker, lewd squelching noises filling the room. The vibration of his mouth making your clit even more sensitive. "Caleeeebbb." You whine.

 

He takes a quick break from sucking on your clit, "are you going to cum, princess?" His thumb takes the place his mouth used to be at, rubbing slow circles as the fingers inside you never miss a beat. 

 

"Come on baby, let me feel it all. Give it to me." He says lowly, making your stomach flutter as you nod obediently to him.

 

"Good fucking girl." And with that hes back latched onto your pussy, licking and sucking with renewed fervor, his hands making obscene noises in your pussy, the intensity becoming far too much for you to handle. Caleb reaches his hand out to firmly cover your mouth right as you cum, whining and moaning in his hand, liquid gushing out of your pussy and onto Caleb's face and down his arm. The pleasure so intense your whole body felt it, back arched and hips bucking, trying to escape the impossibly good pleasure Caleb brings you.

 

Yet, he doesn't stop at all, the loud gushing of your pussy even louder as he continues going at the same superhuman speed, fingering and licking, like he just can't get enough. 

 

"Mmph-! Mm.." You try speaking, he slightly releases his hold on your mouth, "C-Caleb! Ah! Caleb... Stop, it's s-so loud." 

 

"Mmm... We'll just have to make sure you don't moan too loud, we can excuse the wet," he snaps his hand deeper for emphasis, "noises." 

 

"It's just me and you baby. You're all mine." You're face becomes red, sweat dripping down your stomach as you squirm in his relentless hold. He goes back to lavishing in your pussy, taking the smallest breaks only to speak, "Cum again f'me." His command immediately breaking you, stomach fluttering even more, and thighs threatening to slam against the side of his head with overstimulation.

 

"Mm.." he stops his attack, "you're either going to have to keep yourself quiet, or keep these thighs spread for me." As an answer you quickly move your hand from his head to your mouth, shutting it firmly, you can feel his smirk against your cunt as he firmly places his hand on your thigh. He works his mouth up and down, thrusting his fingers into your g-spot with insane precision as your third orgasm hits you way quicker. Your entire body twitches and thrashes, hand pushed even firmer against your own hand as you try not to make a fool of yourself.

 

And in the next second you're being flipped around, on your stomach with him above you. He takes the fingers previously in your pussy and licks them into his mouth, going down to kiss your neck and the confused scrunch of your brows. 

 

He looks around, confused as well, before suddenly remembering something.

 

"You're on the pill, right?" He swears he saw birth control in the cabinet, he prays. He'd be fucked if you weren't since he didn't have any condoms.

 

"Mm, yeah! Yeah I am." His cock twitches, he'll be able to be inside you his little pip-squeak. The thought makes him shudder and grind his erection against your ass.

 

"Good girl." You shiver.

 

"I'm going to fuck you now. Think you're ready?" He says nonchalantly, smirking to himself as he slaps his cock on your ass, you jolt, gasping.

 

"P-please." 

 

He makes a sweet noise, leaning in right by your ear, "I didn't even have to make you beg and you're already being so polite. What a good girl." He wraps his arms around you and lifts your ass into the air, before moving his arms up to grab at your tits before remembering he can remove your bra from this angle (he'd make a fool of himself trying to remove your bra from the front). After quickly discarding the last piece of fabric on his sweet pip-squeak he gently positions his cock right where it will soon enter. 

 

"You sure...?" He says, and he almost sounds unsure, a sliver of doubt that you quickly vanquish, "Yes! Yes! Just fuck me already, Caleb!"

 

Something in him snapped completely, as his hips slam to yours, his cock easily sliding in around half the way, you both sigh out, he forces himself the rest of the way as you whine at the strange feeling. His cock feels so much bigger than the fingers he was using, you acknowledge.

 

"You asked for this, baby, you can take it." He hunches over you, making sure his cock is put in the entire way, with the help of your hips pushing up and your back arched, making the angle better to fuck you. He takes the hand he finger-fucked you with and takes it up to your face, trailing against your jaw before putting his fingers in your mouth. 

 

He starts thrusting quickly, a string of your arousal clinging to your pussy and falling to the bed, no doubt leaving a messy puddle on the sheets. You can feel his large warm body above you fully encasing you, and when he removes his hand from your mouth and wraps his arm around your neck for more leverage you nearly break. His head is right next to yours, licking the back of your ear, breathing on your skin, making you feel impossibly hot. The tantalizing noises from where you are connected making you both go crazy. 

 

He grunts and let's out what sounds like a small growl as he pushes his hips quicker to hit such a deep spot inside you. Your head now resting in the crevice between his bicep and forearm, and he flexes choking you slightly as you whimper and gasp. His other hand moves to your own, holding your hand from above. Your other hand moves from the bed to his arm, nails digging into soft skin as you let his arm choke you. 

 

You lean as much as you can for Caleb to release his hold slightly as you leave a chaste kiss to his bicep. You can hardly feel the way his cock twitches as Caleb continues to spear you on it, "Shit." 

 

"You don't know," a harsh bite to your neck, hand moving from yours to grip the other side of your shoulder, fully and completely having you wrapped in his arms, "how fucking long," he moves one hand down to your tits, squeezing them both together, "I've wanted to do this." 

 

Your voice comes out weak and scratchy from the choking, "Wanted Caleb to fuck me too... Needed you to," you whine desperately, music to his ears. You turn your head as much as you can, looking for his face, lifting your hand up from the bed to grab the back of his head from behind you, pulling him into a hungry kiss. It was mostly tongue and biting, but it felt so good. 

 

He let the arm go that was choking you, having both his arms instead grab your wrists, to pin in front of you, getting leverage in his legs and arms, letting gravity fuck himself into you with each harsh thrust. He nibbles at your ear, hearing you squeal at his even more powerful thrusts in your pussy. 

 

"F-feels, so-" you stutter between moans "so so good, Caleb!"

 

"Shhh..." He says sensually, tutting you, "Keep those noises to only me, baby. It's just us-" you clench tightly around his cock, sucking him in, "-Fuck!" He lets his hips fall, starting a slow grind as he moves his hips against yours.

 

"Wanna see your face, Caleb."

 

"... Please?" You add on sweetly.

 

"How can I say no to you, sweetheart." He slips out for a second before flipping you over again gently, and the view of him made you instinctively reach down to rub your clit with a whine. His chest is dripping with sweat, the veins in his arms bulging as he pants. And his cock, longer than you remember, shiny and bright red, it twitches after you stare at it, and you giggle, grabbing his cock suddenly, and sliding yourself onto it after rubbing the head on your clit.

 

He lets out a lewd gasp of his own, smiling darkly as he takes both of your thighs with his hands and slams himself inside.

 

"Hah, you're evil." He says with no malice behind it, letting out heavy breaths.

 

You desperately try to bring your shaky hand to your aching clit, rubbing it quickly. You can barely stay aware of what Caleb is saying to you.

 

"Caleb... Hah- K-kiss... Please. Gonna cum." He gives you a short nod before leaning in, his chest pressed against yours as he slots his mouth against yours, tongue lapping at the inside of your mouth. You can feel each other's moans in the kiss, only pulling away for short gasps of air, Caleb's cock pounding into you. 

 

"C-cumming! Again!" He leans into you even farther, making his cock go impossibly deep as he fucks the orgasm out of you, fingers replacing yours on your clit to rub more firm and precise motions as you come undone with a yelp. He slips his cock out and leans down to watch the spray of liquid gush out of your pussy, he abruptly slides three fingers in to abuse your g-spot again, slipping them out and replacing them with his cock just as quick, feeling the squirt go up to his chest. He curses under his breath and is entranced by your messy pussy.

 

"So fucking cute." He mutters as your eyes clench shut and back arches way off the back, he gently caresses your body with one hand before putting his other fingers in his mouth. He sucks while making sure to keep eye contact with you as he leans forward closer to your face and and resumes his thrusting. You scream out, small drops of liquid spraying out with every thrust. You squeeze your eyes shut and your body fights to move closer around Caleb or to squirm away.

 

"M' not going to last long, baby, need to make you mine. Cum inside your pussy, you'd like that?" His voice becomes higher, talking in your ear, kissing your jaw. "You're making such a mess on my cock- Ugh, there's no way I'm letting you go now."

 

"You can fuck me whenever you'd like, use my cock baby. Whenever you're feeling needy." He starts rambling. He licks at your bottom lip, getting you to open up your mouth for him. 

 

You whine once more, legs wrapping around Caleb now, pushing him even closer with your heel if that was possible. Just the thought, having Caleb there happy to help you whenever you feel horny, both of you there to help each other just like its always been, it makes your stomach feel warm.

 

"Cum inside me, Caleb... Please?" You boldly request, looking up at him with puppy dog eyes, his eyebrows furrow at the sight, groaning at his hips speed up.

 

"I got you." A beat passes, "Rub that clit for me, princess. You got one more in you right?" He smirks at your desperate expression. You nod frantically.

 

"Faster!" You yell, entire body quivering when Caleb moans in response. He immediately starts fucking you with everything he's got, thrusting so fast you dig your nails into his shoulder and back, tears brimming your eyes.

 

"Yeah that's right, good girl. Tell me how I'm making you feel." 

 

"S-so good- Ah!, Caleb, making me feel so good." 

 

"That's right baby. You want to make me cum right? You're squeezing me so tight- God I've never been so turned on in my fucking life." He declares, making you bury your face in the crook of his neck, sucking on his adam's apple softly, feeling whenever he swallows against your tongue. He starts thrusting into your g-spot and you damn near saw stars.

 

"C-can't Caleb I can't! Too sensitive- Ah!" 

 

He shushes you again, kissing your cheek affectionately, "Yes you can sweetheart- Shit, take it all, baby." He moves a hand down to firmly rub your little clit and you squirm away, but he keeps you firmly pressed around him.

 

Incoherent babbling of please, please please and Caleb's name were all you could say, body convulsing around every stimulation Caleb gave you. Caleb's moans became louder and his thrusts became more desperate and intense. 

 

"N-need to- Ah, fuck! Need to cum inside you, oh my sweet girl-" He groans, letting yourself cum for the final time with a near scream. Caleb stills inside you with a loud moan, still rubbing your clit and feeling your pussy furiously clench around him. You can feel the strange heat inside you, making you feel so much fuller. His head falls to your shoulder, biting down hard while you wince. Both of you are panting, desperate attempts to get air in your lungs after such a rigorous workout together. The bed sheets got completely soaked from your pussy, and as Caleb slowly slides his cock out, you can feel the dribbling sensation of his cum leaking out and onto the bed sheets, making them even more soaked.

 

"Fuck... Need to ingrain this into my memory forever." He stares down at the mess you two made, looking back up at your eyes with adoration. Your eyes are glossy and your thighs are stuck slightly in the air spread out as your entire body shivers. Caleb intently stares at the cum coming out of your pussy, and he can't help but take his hand to spread your lips apart, watching more dribble out.

 

"N-Need a minute." You say softly, leaning your head away and into the pillow, suddenly feeling very soft for the man who just railed your guts. You let your legs fall down and you cringe feeling the cold wetness on the back of your thighs. You're still trying to catch your breath when you can suddenly sense Caleb using his evol.

 

"Ca-" but before you can finish, he's brought back a towel and a water bottle using his evol. He opens the cap and pours a bit on the towel, before handing the rest of the bottle to you. 

 

"Thank you," you blush, looking up into his bright eyes smiling at you. He then starts to wipe your legs, stomach, and then your pussy with extreme gentleness that makes you shiver and your ears turn red. Once hes done wiping you up he throws the towel on the ground, going over to you to pick you up slowly, walking over to the only chair in his room and setting you down carefully.

 

"Luckily I keep an extra pair of sheets." He flashes you a wink as you giggle.

 

You're nearly asleep on his desk chair, head in your hand before Caleb gently awakens you by stroking your cheeks with the back of his pointer finger, "Sweetheart."

 

You grumble, "I need to piss so bad, but I'm so tired," which makes him laugh out loud.

 

"I can carry you to the bathroom if you'd like pip-squeak." After you tiredly nod he brings you into his arms again, carrying you to the bathroom, giving you a thumbs up and a nod, before closing the door.

 

"Let me know if you need anything."

 

"Okay." You say softly. Always so sweet to you, he did always take such good care of you, and it made your heart yearn. You couldn't wait to go back in bed with him and sleep against his broad chest and have his warm body pressed against yours. That comforting scent of his that hasn't changed at all, relaxing your whole body into his embrace.

 

And when he's carrying you back to his bed, you're already half asleep again, clutching to his neck like a koala. He giggles and gives you a few kisses to your forehead. He lets the blankets cover you both, wrapping his arms around you to get you as close as he can.

 

"Goodnight pip-squeak, I love you." And with one final kiss on the top of your head, he falls into slumber as well.

 

 

 

Wait. What happened to Grandma. I think she had a heart attack! Leave kudos to save Grandma, we can't afford the doctors visit... She's heard too much.

Notes:

My first fanfic since like, 2021, so be kind please my writing is not insanely good yet. Also caleb is probably OOC because I honestly haven't read his story. But! I love the childhood friends to fuck buddies to lovers development.

Also will probably reread and edit at some point :p