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You always wondered how Caleb knew everything about you before you could even realise. This time, he just “felt it” as he said, sensing your period coming in a few days. And because he knows you so much he already had a perfect plan for you to relax.
You were lying in bed, wrapped in Caleb’s old shirt that you stole when he started going to the DAA, and a pair of shorts that barely hid your underwear. He was lying next to you as you were watching a drama together on an ipad. You were close to him, almost too close, it felt weird.
You were always close to Caleb, physically by always touching each other and mentally by being always on the same wavelength. It didn’t get better after pretending to be his girlfriend, after this big scheme of yours, some touch still linger and some behavior didn’t fade. The thin line between friendship and romance became blurry as you and Caleb always push it further. He clearly hasn't changed his omnipresent closeness, he occupies all your days, all your thoughts and he knows it.
He was pretending to watch this drama with you but he just watched you instead, you looked tense fidgeting your finger on the hem of your shorts, the way you bite your lips– a stress habit you have taken recently since he’s not there to constantly remind you to stop. But he knew that, because you were so tense, you would let him help you to feel better, always relying on him as you should. He just wanted to push your friendship further again.
You were struggling to find the correct position to watch the ipad. Caleb watches you struggling and smirks at you.
“You should come closer, you’ll see better”
You glance at him, you know this tone, he’s playing with you. But you kind of want to be closer to him, so glue yourself to him, this time cuddling him. You put your head on his chest and you feel like you belong here, even though you can’t stay there forever. Caleb is your best friend. Deep down you wish for more but there’s this limit, invisible barrier that can’t be crossed. The fear of losing him, the best relationship you have with anybody, is holding you back. You can’t have this with anybody else, this level of understanding, this level of being heard and understood without having to talk.
Suddenly the reality came back with a sharp pain in your belly, even though you had a warm water bottle on your stomach the pain was still there. You exhale loudly which was to Caleb a clear indication that you need something to feel better. He pushes the ipad away and grabs you gently to sit you on his lap. You gasped a little by surprise, but you didn’t even try to resist his touch.
“Caleb, what-”
He shoosh you and pulls you close to him, your back against him. His hands on your waist keep you still, you wouldn’t try to go away anyway. One of his hands rises up cupping your chin and pushing you head back on his shoulder, you meet Caleb’s gaze and you can’t prevent yourself from blushing. You see his eyes looking at your lips then your neck then back up to your eyes. You can’t really tell what he’s thinking about but you hope it’s similar to what is going on inside your mind. Being against him, feeling his breath on your skin, it’s awakening something in your lower belly.
“I need you to trust me, can you do that ?”
He murmure close to your ears, still looking in your eyes for permission. You nod while humming, not capable of talking more. Without realising, you shiver when his hand lets go of your waist to go on your belly. He spreads his fingers, taking all the space on your body, like he owns it. His hand slides lower just above your shorts, he presses a little and then he doesn’t move an inch. You hold back your breath, not used to him touching you this close to a very intimate place.
“Your so tense”
He says putting his forehead on your shoulder.
“Relax, Pips”
At this his body loosen and you feel yourself melting on him. The warmth of his hand starting to make you feel better about your cramp. You close your eyes just to feel more of him, his still fingers pressing you just the perfect amount to feel good. You exhale loudly, hiding a whimper as you tense out.
“Do you feel better?”
He asks against your shoulder.
“Yes, it-it feels good Caleb”
You swear you feel him smiling against you. His head moves a little on your shoulder, hiding his nose in the crook of your neck. You twitch, it feels good but your whole body is screaming to leave his embrace before you cross the line. He must have read your mind because his free hand grabs your waist almost instantly, pinning you in place. His fingers digging in your body.
“Caleb- I-I feel better now, i think i just need to sleep a little”
It’s all you manage to say, trying to bring everything back to normal. You’re ready to pretend you didn’t feel anything, that you don’t feel the warmth between your thighs growing and that you definitely don’t feel something hard on your lower back right now. Really, you could pretend everything was normal, it was less scary than letting everything escalate into something you can’t control.
His hand on your stomach starts to play with your-his- shirt, you feel his finger moving a little lower but still above your shorts. Your head jerks forward looking at his hand and you bite your lips, it’s doing something to you. Your thighs tighten a little and you know he saw it, he always notices every detail. His hand on your waist goes back at your chin pushing your head back again offering your neck to him. This time you feel his lips against your skin, you shiver and you shut your eyes, holding your breath as if you had to stop yourself from exploding.
“Don’t hold your breath like that, it’s not good for your brain”
You let out a loud exhale as he’s gently kissing your neck and your hands grab the sheet of your bed trying to anchor yourself. He kisses your neck a second time and you bite your lips. Then he’s moving his lips up right next to your ear. His hand on your belly slides under your shirt and you hear his breath becoming loud at the feeling of your skin under his fingers. He senses you becoming more stiff under his touch.
“Be careful pip, too much thinking and you start fuming by your ears.”
You feel your entire face turn red and this time you move your face to look at him, your eyebrows joint together.
“You're lucky I’m weakened, because if not..”
Your words fall flat as you start to really look at him, his face is flushed but not of shame, more of want,or hunger not really sure to see the difference right now. He’s still kissing your neck, savoring the feeling of your skin on his lips. You know him, with all these years of friendship he already made it clear that you were always doing something to him, sometimes he really couldn’t hide it, physically, but you always pretended to be naive.
Well if you're being honest, you always took advantage of it. Teasing him, just like today, you knew damn well that Caleb likes this pair of shorts. You even wear a cute pantie that he saw one time in your bedroom, you saw the way he looked at it, his eyes wide like he shouldn’t look at it but can’t resist. You also used a special shampoo today, one that smells like apples and, which you know he really likes on you. Maybe it’s your own fault if you’re quivering on his lap. You are the one pushing your friendship further.
His hand on your stomach is what frustrates you. You want to feel it go lower, where you imagined it so many nights, alone in your room. Your hips jerked instinctively, searching for what you truly desire.
“Something to say ?”
He arches a brow, still being able to tease you. His hand on your belly pressed you against him.
“Stop teasing me”
You whine and he chuckles against you.
“You said it felt good, ‘want me to try something different ?”
You bite your lips, not really listening to him, only capable of thinking about the feeling of his hand on you. You’re staring at his hand, waiting for it to move but you’re the one moving, you lift your hips while whining again.
“You truly are a needy girl” he said barely above a breath.
His hand moves for good, gliding under your shorts. His finger on top of your wet panty. You hear him hold his breath to restrain his moan. He could really just come from feeling his hand under those so little shorts, against your lower lips already ready for him. You moan his name when his finger starts pressing against you.
This is driving you crazy, you're feeling him, but barely, just enough to leave you wanting more. He pressed harder, moving up and down just rubbing you where it felt the best. You're panting already, you can’t believe it’s happening. This is already feeling so much better than what you imagine with him. His fingers are longer, the way his hand is hidden under your shorts is so sexy. Even his arm is pressing your breast just enough to be grounding. He kisses you on your neck again going up and up until he reaches your ear then you hear him smelling your hair and he chuckles low in his throat.
“You wanted this, i swear, your doing everything to make me crazy”
He nibbles at your ear lobe.
“Did you already think of all this ? Running a little scenario in your head ? Of me touching you like this ?”
He pressed harder while talking, making you whimper. He pushed your panties to the side now stroking against your folds.
“Answer Princess”
He teases you with the end of one finger almost going in.
“Yes.. please Caleb..”
You said his name like a plea for him to answer. He pushes one finger inside you, you arch your back a little savoring the new sensation. He started moving slowly, agonizingly slow, feeling your arousal around his finger.
“You're so wet already”
You bite your lips holding a moan feeling another finger slipping inside you.
“So wet for me.. you could have ask me if you wanted me this badly you know”
He kept teasing as if he’s not the one starting all of this. You are only capable of whimpering as an answer for him and his pace grew faster hearing you.
“Does it feel good now ?”
You try to say yes only for you to moan louder. His fingers stimulate you the best way possible. You did fantasize about him touching you –and more, but feeling it for real this time is so much more thrilling. You feel your body tighten, your chest rises and falls down heavily with each breath you take. You feel something growing in your lower belly, you were so close.
“Caleb.. I’m- I’m close”
He goes faster again, his finger going deeper, pushing further than yours. He curls them just a moment and you shatter on his finger. You moan his name louder as you come on him, you feel something burst out of you and you hear him moaning in your ear seeing you coming undone like this. He helps you ride your orgasm, your thighs shaking with each wave of pleasure coming down. When you open your eyes back, you can see the mess you made on him –and your bed, you quickly hide yourself behind your finger feeling a bit ashamed of squirting like this. You didn't even know you could do it but it doesn’t surprise you that Caleb’s the one to pull that out of you.
His fingers leave you aching for more, while he pushes your shorts down. As he saw your panties he stared a little longer than you expected and then looked at you back. Oh he knows you’ve done it on purpose.
He then switches position gently putting you down on the mattress and him on top of you. still in your post orgasm state you can’t prevent your hand from roaming on his chest, like you own it. He leans in your touch and you tug at his shirt to pull him closer, then, like it’s natural instinct, your lips found his. It’s messy at first like you're not thinking clearly but then his taste makes you lust him even more. You open your mouth for him as he slips his tongue in, you lick his tongue showing him how much you wanted this since the start.
You separate when he sense you need to breath a little, but he’s not stopping now, returning to kissing your neck like a starving man, this time biting it a little, letting some shy bruises. You’re his now, you won’t be able to escape it anymore. Your hands grab his shoulder to anchor yourself, his mouth is on you, going lower against the hem of your shirt.
Then he lifts himself up, sitting on his knees, in between your legs. He’s looking at you right in your eyes and you know this gaze, what it means. He’s judging the situation, it already went too far, maybe, but if it stops here it can be forgiven. Then he looks at the mark he left on your neck, he watches you struggle to swallow under his gaze. Your neck look so kissable, so smooth, your skin glistening like your shimmering and-
“Why did you stop ?”
You stop his train of thoughts, he really looks torn from the inside.
“I don’t know.” he answers.
One of his hands comes back on your waist as he talks.
“I liked it.” You breathe to him.
He arches a brow, you're being bold and he didn’t expect you to be this desperate. Maybe you’re just like him
“I can tell,” he smirks at you. “I know all your weak spots”
You pull his shirt hard to force him to fall on you, maybe to make him shut up, maybe to prove your point. He barely catches himself with a hand near your face. Your noses are touching and you can almost see his thoughts running at speed limits in his eyes.
“I want that Caleb, don’t you ?” You say, your voice is so low it’s almost a whisper.
“Don’t say my name like that, it’s- you’re- Fuck this is everything i wanted, for ever, i’m going insane..”
“I want more Caleb” you repeat his name with the same tone and see the last thread of restraint break in real time.
His mouth crushed on yours, kissing yoo roughly this time, like he wanted to mark you, biting and licking your lower lips. You moan against his lips and his hand starts roaming under your shirt. Your hands find their place on his nape, your nails scrubbing his skin then his scalp. And finally you feel his hips move against you. He’s still in his sweatpants so you can feel how hard he is. The first movement he did makes you jolt and moan his name but then your kissing resume sloppily as you tried to match his movement. Your nothing more than rubbing yourself on him as he pin you down right after each thrust.
He break the kiss already panting trying to restrain himself but you’re resolute to show him how much you want him. Your hands drop low pushing his sweatpants down, he hiss and close his eyes when your hand barely touches his dick through the fabric. One of your hand gently wraps around his member, you can feel that he can’t resist your touch. You feel like you have to be careful or you risk breaking him, his hand near your face is tight, knuckles turning white. You stop moving just letting your hands on him, and after a long exhale he discards his sweatpants, you try to get rid of your panties but he stops you. Then he’s on his knees again, hovering over you one of his hands starts rubbing your fold again, over your panties. You saw him bite his lips while watching you squirm under his touch.
“I like this pair” he said in a breath.
You don’t know if it’s possible for you to get even more redder with his confession but you’re pretty sure you are.
To distract him your hands slip under his underwear, caressing him. You feel him stiffen under your movements. Is he already ready to come in your hands? But you can’t risk it, you want it inside and you are determined.
“Take this off, please ?” You sound pleading, but you know he wouldn't refuse you anything with this tone.
“You’re gonna be the death of me, don’t you see I'm trying to control myself ?” His chest rises and falls with each breath he takes. His breathing is so loud you start to think he’s having a panic attack.
“I don’t care, I want you..” your hands start moving up and down, slowly like he did to you.
“We don’t need to rush things”
Why is he so stubborn, did he not want to go further ? Is he having second thoughts about this ? You didn’t think it would be this difficult to have him unravel but you didn’t say your last word about this.
“I want to feel it..” as you talk you push down his slack, getting his dick out and put it over your panties. “We don't need to put it in if you don’t want, just rubbing, like that” you start moving your hips and both his hands grip your waist pinning you down to stop you from moving.
“Fuck.. you’re so sexy like this..”
Caleb almost never swears before you, hearing him like this makes you want to hear even more of it, like a forbidden desire. As he starts rubbing his dick on your clothed cunt you start to realise that if you want more you’ll need to be patient to make him shatter and finally give in.
You encourage him with each thrust, your pantie is soaked, to the point that you're leaking through it, or it feels like it because he just slides his dick so easily on it. Caleb gives you some thrust but he stops suddenly after a minute. You squirm under him but he still gets you at the mercy of his strength as he holds you with both hands.
“We can’t do this now..” he said so low, as if he’s saying it to himself
“Why ?” You sound upset, between a whine and a groan, with all the frustration that comes now that he stopped. Really he’s getting you insane, is he really going to stop now ?
“I just.. i want to make things right, it’s our first time, we haven't even had a date or something. You…”
As he’s talking you grab his cock, cutting him short in his sentence as he restrains a moan when you start moving.
“Caleb, i don’t want anything else right now, nothing more than you”
You arch your back a little to make him get inside, but he just push through your pantie. It already feel good and as he moan shyly, maybe trying to restrain his noise, he pushes further without really going inside.
“Mmh… that’s it Caleb, continue please..”
You encourage him sweetly, pushing your hand under his shirt to feel his skin, if you could you would be merging with him. His skin is so hot under your finger, you can feel goosebumps forming as a trail behind each of your fingers.
You finally tug at his shirt asking him quietly to get rid of it. Of course he takes it off, he can’t say no to you, not when you're looking at him like this, your mouth open, moaning his name with each movement. You don’t even try to restrain yourself from staring at his bare chest, but the next second he's on you, thrusting hard and licking your neck.
As he slows down to take a breath from rubbing you, you push your pantie to the side, feeling how wet you are and you are more than ready to take him.
The first feeling of him on you bear lips is electric, you shiver from the new sensation.
“Oh-mmmh Caleb please don’t stop”
He’s panting on top of you, strands of his hair glued to his forehead. He’s watching you for a second to check if you are still okay with all this, then he dives back in the crook of your neck. You hand grab his cock again, stroking him against your folds, slowly first to let him enjoy this but you soon start to go faster, not too fast though, you don’t want him to finish in your hand. He whimpers in your ear, still kissing and biting your neck to make you go crazy. You start moving your hips, trying to move with the same rhythm as him, still in your hand. You know he’s trying to make things right like he said, to make your first time a memorable time, but really it couldn't have happened differently, everything you did together was always on instinct.
“Pip, if you continue i’m… aah-
Again you don’t let him talk as you push him inside your cunt, just the tip at first to savor the moment, the stretch of it, the feeling of his warmth entering you.
“Please Caleb, i’ve been so good, i want it please”
You talk as if he wasn’t already pushing further inside of you, not capable of resisting the sucking of your cunt. He was whining as he pushed himself, like he’ll never be satisfied until he’s fully inside.
For a moment he really tries to resist his urge, you can see it in the way his jaws tense, his brows and nose crooked; but after the early feeling of him finally entering his face relaxes, a blush forms, even brighter, as the sins of his desire are getting real. He can't ever go back to how it was before, but really that's a blessing, not a shame, he knows you were born to be together, your souls are as connected as he is right now inside of you.
Your arms wrapped around his neck, pulling him closer as he sinks into you. It’s slow at first you can feel the stretch, the way his dick twitches inside you, clearly you dreamed about it but it’s so much better now that you really feel him, that you feel everything. His breath on your skin, the sweat of his hands on you, the wetness between your thighs welcoming him inside you everything is new and stimulating you in the best way.
When he finally bottoms up he can’t resist starting to thrust slowly.
“Yes fuck Caleb it’s so good..”
You saw his brow furrows as you swear, he can’t help it, you are not allowed to swear even now, with him in between your legs.
“Don’t swear Pip, that’s- aah.. that’s not a good habit”
His forehead dropped on yours and your nails start scratching his back as he started going faster. One of his hands comes on your belly pressing a little.
“Do you feel better ?”
“Mmmh Caleb please just go faster, please i- i want more”
He’s a whimpering mess on top of you, his cheeks are flushed like yours. Each time you say his name he’s going faster like he’s starting to fall apart. His hand on your belly goes down in between the two of you as he starts rubbing your clit. Just like before something start blooming in you lower belly, you feel close. He feels it as you thighten around him, he never thought it could be this good to feel you flutter around his cock, but this is something he’s never gonna get enough of.
“Oooh my god Caleb, please don’t stop, don’t- aah, ‘m close, i’m gonna..”
“It’s okay Pip, you can cum, cum on my cock, i-aah- i want to see it”
You arc your back as his hand start rubbing faster, his hips never slowing down, thrusting hard on you, pusshing you on the matresse.
“C’mon Pip, just let go for me, you’re so good, so sexy like this”
He can feel you getting closer and closer as he encourages you. And just like that you come as your nails soak into his skin, you moan his name and your legs start shaking with the force of your orgasm.
With the way you tense around his cock, he feels his own climax approach, and you can feel it too as his rhythm falters a little.
“Fu- you’re so tight, I-
“Come inside please, i want it” you cut him short. And you can see, through his gaze, that what you just said is what unravels him.
“You’re sur Pip ?”
“Don’t make me say it twice Caleb”
The autoritary tone you take is what does him. It’s not loong before he thrust harder at last, you hear him moan against you, his eyes fluttering shut. You won’t get enough of the face he makes as he comes inside you.
He’s panting now trying to recollect his sanity and mind.
“You tricked me Pip, you wanted this from the start”
You bite your lips and with a swift movement, thanks to your training as a hunter, you flip him on his back and you on top.
“We are not done here” you say as you start moving your hips again.
“Geez pip, let me catch a breath”
You heard what he said but his hand finds their way to your hips and helps you move on top of him.
It took you so long to cross the line, it’s like now you want to make up for the lost time. This day is not finished before your both crying from pleasure.