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Pillow Talk

[Caleb/Reader ★ 2008 words ★ Masterlist ★ Series Index ★ AO3] “Why are you wearing my boxers?” A/N: 😔 Me the other day, actually… [Approximately 2 PM on a random week day] Me: *doing 2 PM work things, being a Good Employee™* My Brain: Wearing Caleb’s boxers to sleep Me: YES MA’AM ON IT 🫡🫡🫡 Tag list: @miudle @alfredosaws @nezukoo-channn @voidsylus @rose-tinted-kalopsia @valkyyriia @natimiles 【 request to be added 】

“Look at you…”

You felt the warmth of the bed cover pulled back, the sudden cool air made you shivered and curled up in bed. Still cold, you reluctantly opened your bleary eyes to find the cause of the sudden temperature change. You blinked your eyes a few times, allowing them to slowly adjust to the darkness that surrounded you. Although it took a few seconds for your vision to focus, you made out a familiar form in front of you.

“…Caleb?”

“Sorry, pipsqueak,” he said, his hair still dripping wet from his shower, the water droplets dampening the simple white t-shirt he wore along with a pair of navy-blue cotton pajama bottoms.

Caleb’s own eyes gazed at you, drifting down and lingering a few seconds appreciatively at the sight of the white lacy bralette you wore before he took notice of the familiar bottoms you had on. He huffed, feeling a strange mixture of emotions simultaneously, ranging from exasperation to amusement, but also with the faintest hint of arousal.

“They’re too big on you,” he said simply.

“I don’t care,” you responded defiantly, making Caleb chuckled in amusement at your cheek tone. He playfully poked your nose, your face scrunching up immediately in annoyance. You wriggled your nose at him, sighing exasperatedly, “Caleb…”

“Hm?”

You scooted over in bed, making room for him next to you. When he didn’t react, you batted your eyelashes playfully at him, his resolve weakened instantly as he gave in to your whims. Sighing, Caleb climbed into bed, settling comfortably on his side as he leaned over, his body just barely hovering above yours.

“So,” he drawled, his head tilted downwards and one of his hands already reaching for the waistband of your bottoms, “Why are you wearing my boxers?”

“Because I like them.”

“This girl…”

“I like everything of yours.”

“Clearly,” he said, tugging the boxers lower, his eyes gleaming at the intimate sight hidden beneath.

You stopped him. “Ca-Caleb…!”

“Hm?” He smiled at you in the darkness. Within seconds, he was gasping when you pushed him back, allowing him to sit fully upright with his back resting against the headboard, and he watched with intrigue as you climbed on top of him until you straddled him comfortably. He sighed again, “Your way then, pipsqueak?”

He breathed in sharply when he fully felt you over his pajama bottoms. “…you’re drenched,” he said, voice soft, his arousal becoming stronger. One hand cradled your chin, thumb brushing over your lips, and his eyes darkened with desire as he scrutinized your every feature. He appeared to struggle to remain composed, his voice a little hoarser than intended as he questioned you, “…what were you dreaming about?”

“You.”

“Me.”

“Uh huh.”

In Caleb’s mind, such brazen teasing meant that you were ready for anything he had in store. In seconds, you felt yourself instantly pulled closer to him, realizing belatedly that he had used his Evol to manipulate the gravity around you. There was no time to think or react, your lips suddenly crashed upon his, the intensity of his kisses stealing away your breath, your heart racing at lightning speed as you struggled to keep up with him.

“Tell me about your dream,” he mumbled lazily, the sounds and feel of his kisses were making you squirmed on top of him, and though his large calloused hands were on your hips, he didn’t appear to be too bothered enough to stop you from moving around. If anything, it felt like he was encouraging you.

“Mmm…” It took you a few seconds to register his words, your sleep-addled mind was barely alert, or at the very least, it was only able to focus on the feel of his member hardening beneath you. You instinctively grinded against it, making Caleb hissed in pleasure. His fingers dug into your flesh and you startled, realizing what was happening. Panting softly, you mumbled evasively, “…I don’t remember…”

“Liar,” he rebuked. He laughed off your pout. “You said it was about me…what was I doing in your dream?”

“Spending time with me.”

“Yeah? Like right now?” He humored you, clearly catching on quicker than you would have liked. It wasn’t surprising really, since it seemed Caleb always did know you better than even yourself.

You whimpered, feeling him just barely thrusting up, the thin cotton fabric not enough of a barrier to keep you from feeling him.

“Ca-Caleb…”

You guided his hands to the waistband of the boxers you wore—his, your brain mercilessly reminded you, fueling your steadily growing arousal—and with your silent permission, Caleb made quick work of pulling them down and discarding them off to the side of the bed.

“My boxers looked good on you,” he husked, his warm breath against your neck, your belly doing somersaults as you were more than acutely aware of his presence so close to you and also of his own desires mirroring yours. He continued in that same lazy tone, “But I think you look better without them—Just. Like. This.”

“Ah—!” You gasped, pitch higher than normal, into his neck, your hands gripping tightly his shoulders to ground yourself as you felt his fingers brushing against your sex. Instinctively, you rocked forward, wanting more of his touch against you—inside you—needing more friction than what he was giving you right now.

Your own fingers found their way to his pajama bottoms, tugging on the waistband impatiently. Laughing, he kissed your cheek as he helped you pulled his bottoms down enough to free himself. Eagerly, you rubbed yourself against him, his own aroused pants mingled with your soft moans.

“In-inside me…” you gasped, wanting to just sink down and take all of him in that moment.

That same, playful laughter of his resounded in your ears, piercing through the growing haze of lust that was clouding your mind. Your head was tilted upwards, pulled into another kiss as he happily swallowed all of those cute little needy whimpers you were making. “Not tonight,” he murmured to your frustration.

“Why not?” you demanded, annoyed.

“I kind of like seeing you all frustrated like this,” he admitted unashamedly.

Before you could even protest, he had you reduced to a helpless state, your mind unable to form a single coherent sentence, only able to focus in on the feeling of him suddenly rutting against you, every brush of his cock against your slicked lips had you trembling, begging and pleading for him to actually fuck you, but he ignored your helpless cries, delighting in seeing you fall apart, aching to have his cock fill your needy little pussy.

“Oh god, oh god, please, Caleb, please…!”

“That was a cute sound,” he mumbled in between kisses, his low groans making you craved him even more. “It’s just for me, right?”

You whimpered, practically sobbing, feeling overwhelmed by the desperate need to feel him pounding deeply inside you, but also well aware that the stimulation from him just humping against you was also enough to make you feel your climax quickly approaching.

“Please, Caleb, please, please, please…!”

He was breathing heavily, his control seeming to slip as he took in the sight of you so submissive to your pleasure, just begging him so cutely, he was ready to give in to you. Caleb inhaled sharply, his hands gripping your hips as you rubbed against him harder.

“Pl-please what…pipsqueak?” he asked, voice barely steady, “Want my cock inside you? Want me to fuck you that badly?”

“Ye-yes!”

“Why should I?” he asked, smirking as he continued to mess with you, your immediate whines the reaction he wanted. He grabbed your chin, making you locked eyes with him. His thumb pressed against your lips, his voice low and knowing, “Can’t even use your fucking words.”

“Caleb!” you cried into his shoulder. “Please…please…fuck me! Please fuck me! I need you so badly, Caleb! Please! I want your cock inside me! I need it inside me, Caleb!”

Caleb was panting heavily, his mind reeling in shock, not expecting you to actually beg him with such lewd words. “Damn it,” he groaned, his resolve broken completely in that moment as he felt you trembling on top of him, your desperate pleas unexpectantly turning him on more than he would have thought. He laughed hollowly, resigned, his hands grabbing your hips again. “Alright…you win…pipsqueak…”

You squealed as you felt him lifting you up and then guiding you down on his cock.

“So fucking wet,” he groaned, already setting a rapid pace, “you’re taking me…so well, pipsqueak…it’s like you were…made for me…”

Every thrust up was reaching you where you wanted and needed in that moment, your moans and cries mingled with Caleb’s heavy breathing and groans. He panted, “Your face…looks so erotic, I’m going to lose my fucking mind.”

“D-don’t look at me like that—ah!”

As he bounced you on his cock, you were both lost in each other’s eyes, all words gone in that moment as you could only focus on the feel of him thrusting deeply into you, your walls squeezing him, every pulse had him groaning in pleasure, wanting to completely ruin you, make you completely his.

Your eyes squeezed shut, your moans growing in pitch as you felt your pleasure peaking, your cries coming out louder as Caleb started moving faster as he felt you nearing the edge, wanting to see you fall completely apart for him.

“Cum, cum on my cock,” he urged you, the feel of his fingers digging so painfully into your hips a sure sign that there would be bruise marks in the morning. He hissed and gasped, “That’s it…that’s it…good girl…cum...cum for me…”

“Caleb—! I’m…I’m…!”

As you rode out your pleasure, you could still feel Caleb driving himself into you faster and harder, showing no sign of stopping or slowing until his own climax was reached. You squealed as he used you, his hands groping along your body, his lips fumbled against yours and when he grazed his teeth over your shoulder, he finally released inside you, your name spilling from his lips in pure ecstasy.

You fell against him, weightless and spent, quietly sobbing into his chest, completely overstimulated, the lingering pleasure still wracking your body. His arms wrapped around, holding you close to him, safe and secured within his warmth.

“Oh, fuck, look at you,” he groaned, his eyes drifting to where you were both still connected, “So fucking…pretty…covered in my cum.”

You whined against his chest, and he laughed, his hands running up and down your back soothingly. When he pulled out of you, you could feel his release also flowing freely down your thighs.

“Hm, very pretty,” he murmured again, kissing your lips sweetly. He smiled when you responded the same. “So sweet and docile…”

He settled more comfortably in bed, dragging you to lay on top of him. Once again, you felt his familiar hand rubbing your back up and down, the soothing motion alongside his gentle voice quickly worked on lulling you back to sleep.

“Next time, I will spoil you, pipsqueak,” he promised, smiling as you lay against him.

You hummed into his chest happily.

“What do you want for breakfast in the morning?” he asked, his own eyes feeling heavy now as he began to nod off as well.

“Whatever,” you murmured into his chest sleepily.

“Whatever? Alright, I can make whatever,” he said, still able to joke with you. You giggled softly as he continued flippantly, “I can make you something Chinese, I can make you something English, I can make what…ever…”

He yawned in the middle of his sentence, his eyes no longer able to stay opened. As he let them drift close, he smiled again as he watched you fall asleep in his arms. His lips pressed to the top of your head, his mind slipping away into unconsciousness, and he joined you in a peaceful slumber, in a world where it was only just the two of you together—forever.

I can make you happy.

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