PICS & VIDEOS — Caleb

PICS & VIDEOS — caleb

✈︎ content warning | references hidden waves memory (sick caleb), phone sex, i made tara a freak cuz why not, simone hates caleb lol, suggestive texts, lingerie photos, caleb sends a dp, reader sends her wet fingers lol, no actual sex yet, just phone sex, sexually frustrated reader, caleb whimpers cuz i want him to, colonel caleb era, caleb abuses emoticons lol i love him ✈︎ synopsis | you are getting sick and tired of caleb always pulling away from potential kisses. frustrated, you take it up with your friends who give you advice on how to get him to fold. send him pics.

“I’m telling you Tara, he literally won’t make the first move. I don’t know what’s wrong with him.”

Tara rubbed her chin. “Hm. And you’re sure he likes you?”

Beside you, Simone scoffed. “Unfortunately yes. It’s obvious.”

You rolled your eyes, not wanting to address her one-sided beef with Caleb. “Yes, Tara.”

“How is it obvious? I only met him once.”

“And you couldn’t see how obvious it was?” Simone added, genuinely surprised Tara missed the obvious clues. “He wouldn’t stop staring at her like all day. The whole time we ate, he was just staring at her. Not even subtle too. I would’ve thought you two kissed by now, or at the very least fucked.” Simone looked at you now. “Seriously, why don’t you just make the first move?”

“I dunno?! It’s weird…and as much as I dream about just grabbing his face and kissing him, in the moment I just chicken out…”

Tara hummed, stroking her chin again. “I see. I see. And you know for certain he likes you? Besides the staring, and all.”

You nodded. “Yeah.” You looked down at the table, at the fries sitting on your tray, reminiscing about the last time you were in Skyhaven. 

Caleb had caught a cold from standing in the rain for too long, and the two of you were on awkward terms after an argument. He didn’t want you to see him while sick but eventually relented and let you inside his room. You checked his temperature and he was burning up, so you didn’t want to take your hands off his face, caressing his red cheeks, embracing his warmth. You sang for him, and he leaned in, and you just knew it’d finally be the moment you kissed. You even closed your eyes shut, waiting to feel his lips against yours, but he pulled himself away and turned to the side. Obviously you were frustrated, no denying that, and you were about to just leave his room before he pulled you in for a hug. Though you didn’t kiss, the hug was more intimate than you’d imagined. Every time Caleb was sick, even in the past, he rarely let you see him in that state. To see him so weak and vulnerable, unable to stop coughing, his red cheeks and ears. In that moment you wanted nothing more than to just be with him.

You were unaware of how long you were just staring off into space as you recalled the memory from a few weeks ago. Tara and Simone share a look with each other. 

“Um, hello?” Simone waved in front of your face. You blinked yourself back to reality and looked between the both of them. Simone got a good look at your face and clicked her tongue. “You’re so whipped.”

“I’m not!”

Tara cheered. “Wait, were you thinking about him?!” She questioned, and your face flushed even harder. You looked away, and she cheered even louder. “Tell me what you were thinking about!”

Simone, who’d rather die than admit she was curious, rested her elbow on the table, cheek in palm as she turned to look at you, waiting for the explanation.

You sighed and told them the story in extreme detail about your last encounter with Caleb in Skyhaven. Though it started on bad terms, the two of you had been even closer than before. You text every single day whenever he can respond, and when he’s unable to come to the phone, you always spam him with funny videos, and emojis. And he responds to every single one of them. You two fall asleep on the phone almost every night, if he doesn’t come home too late from work, and wake up to see either him still dead asleep, or the call being cut, but he always follows it up with:

Sorry for hanging up, i had to head to work ;-; ill text you as soon as i come back :D 

You hadn’t spoken to him in the last few days though, as he was leading a team to explore the Deepspace Tunnel and would be out of service for at least 5 days. It’s only day 3 and you’ve been missing him so much, it’s crazy. He’s what you think of when you fall asleep, and wake up. You’re not even safe from him in your dreams.

“I’ve got a question,” Tara says, raising her hand up.

“Proceed.” You gesture for her to continue.

She leaned in across the table, cupping her hand around her mouth. “Can I be the maid of honour at your wedding?”

“TARA!” you exclaim. Simone nearly snorts her milkshake up her nose at your reaction. The two of them start laughing and you chuckle a bit yourself. They continue talking and you whip out your phone to open your messages with Caleb, eying the message you sent him this morning.

08:44 I just woke upppp. I’m heading to lunch with some friends today!!! I’ll send you some photos you can salvate over once u get back

You swipe to the camera and snap a photo of your half eaten burger with fries, sending it in chat with a yummy emoji.

13:33 Bet u wish this was u huhhhhhhhhhhh

You throw the fact he has to be on a strict diet in his face, adding a few random emojis before turning off your phone. 

“She was texting him just now,” Simone’s voice startled you. 

“No I wasn’t.”

“Look at that grin on your face.”

You quickly drop the smile you didn’t know existed off your face. “I’m not grinning!”

“You so are!” Simone cackled, leaning into your personal space, eyeing your phone. “Show me what you said.”

“It’s not much,” you say, turning your phone back on. “Just send him a picture of my food.”

Simone looked at the one sided replies, how you’ve been spamming him with messages for the last three days and he hasn’t been online since. She raised an eyebrow.

“Uh, is he ghosting you?”

“What? No.” You take your phone back and hand it to Tara who was struggling to see from the other side of the table. “He’s just on a mission right now. Five days long. I always spam him with he’s unavailable. He says I can tell him whatever is on my mind.”

“Mm-hm,” Simone hummed.

“You know what would be so crazy?” Tara said, scrolling through your messages. 

“What?” you and Simone say in unison.

“If you sent him nudes.”

You nearly choked on air, Simone’s eyes widening at the words coming out of Tara’s mouth. 

“It’s always the innocent looking ones, huh.”

Tara giggled. Meanwhile you were still in a state of shock. 

“Um??? Isn’t that a bit far?”

“Well, no,” Tara defended. “Think about it. You two are basically dating already, just haven’t made it official. And you said you want him to make the first move right? How will he know if its okay to do or not if he doesn’t know you are just as into him as he’s into you? And since you don’t wanna kiss him first, show him you’re into him at least with a few picturesssssss.”

On the surface she wasn’t wrong, you couldn’t deny that. Growing up, Caleb had seen your body before, it wasn’t unusual. Beach days where you were mainly in bikinis, heatwaves where you were wearing mainly shorts and crop tops. He’d even walked in on you changing a few times, and vice versa. It wouldn’t be anything he hadn’t vaguely seen before. But the thought of actually doing it make a knot form in your stomach. But it also made arousal pool between your legs at the thought of him seeing you in a different light.

Maybe this would be the transition you both needed to take your relationship to a different level.

You finally spoke after a while of contemplation. “I mean, sure. But I’ve never taken any before. I don’t even own sexy clothes.”

Simone waved you off. “It’s not that hard. Men are so easy to please. I got you.” She finished her milkshake in a few sucks and set the empty cup down on the table. “Come on, let’s go shopping.”

“Shopping?” you questioned.

Tara squealed. “Shopping, yes!” She quickly got up from her seat and dragged you out of yours. 

Tara and Simone led you out of the food court  and into Victoria’s Secret a few floors down. The three of you spent the next two hours picking different outfits, ranging from two piece sets, to one pieces, bralettes and panties. You ended up spending more than you thought you would’ve but it was all worth it. 

You took them back to your house and the photoshoot began. Was it awkward at first? Yes. You barely wore tight fitted, revealing outfits, especially ones as sexual as this. But after a few test photos, your body loosened up and you gradually became more confident. 

“Press your boobs together,” Tara shouted from behind the camera. You were laying flat on your back, your head hanging off the bed as you stared into the camera. 

“This position looks silly,” you comment. 

“You look smoking hot though!!”

Simone moves behind Tara and bends down to peek at the camera. She wrinkled her nose. “I agree. It looks a bit silly.”

You sat up, sighing. “Thank you.”

“Okay wait, what about sucking a finger into your mouth? Would Caleb be into that? Ooh! Or arching your back on the bed?” The longer you spent with Tara today, you realised she’s not as innocent as she looks. She really is the mastermind behind the operation. From picking out each lingerie set, to looking up seductive posts on Pinterest to make you copy. 

“Are the ones we took now not enough?” you asked, muscles and back aching from bending over and twisting your body in such unnecessary positions. 

“If you’re this tired after some nudes, how are you gonna get the stamina to get fucked hard by Caleb?” Tara retorted. 

“I—”

Simone grabbed the phone and began scrolling through the photos. She picked out one she really liked and turned the phone to you. “This is the one you should send.”

It wasn’t any of the over the top poses Tara suggested. It was plain and simple but it got the job done. You were laying flat on the bed, holding the camera up in the form of a selfie, and biting your fingernail. The camera covered everything from your lips, down to your mid thigh, covered in fishnets from the lingerie.  

“This one? Really?” you asked as you examined the photo. You weren’t denying you looked hot in it, but doubts were starting to fill your mind. What if he thinks you’re being desperate? Or if he thinks it’s distasteful to expose yourself like this for no reason. Though you know Caleb would never think of you that way, your brain can’t help but convince you otherwise. 

“Or or maybe I should just delete them,” you request in a panic as Tara and Simone go through all the photos to see if there’s any better ones. 

Upon hearing your request, Tara nearly breaks her neck with how quickly she looked up. “ExCUZE ME?! Delete them?! For what???! Why!”

“Because! What if he doesn’t like them? Or thinks I’m…desperate?” You scratch your arm, looking down at your thighs. 

Simone’s nose twitched. “Then I’ll beat his ass.”

Tara added. “Well, it’ll suck if he does. But with how you described him, I don’t think he’d look at you that way. And if he does, you can always just say “oops meant to send to someone else” to save face. OH! We can even do the prank where we dress up as a boy and take photos to make him jealous!”

Hearing that, Simone smirked. “I’ll happily do that for you.”

You laughed, shaking your head. “No you’re right. Caleb wouldn’t do that. He’s never as much belittled me or even insulted me before in my life. I genuinely cant think of a negative think he’s said to me.”

“Soooooooo what’s the holdup?” Tara commented. 

You shrugged. “I’ll send it. I just need time to process before I do it.” They both deadpanned you and you continued, feeling the urge to defend yourself. “You guys won’t understand! I’ve known him for over a decade! Almost 14 years! This kinda stuff you don’t send to someone like that without at least thinking it through.”

“You’re right,” they both hesitantly agreed. 

You don’t end up sending Caleb the picture that night. Or the night after that. The day he’s supposed to return from his mission, you’re in bed, scrolling back through your messages. With no fault of yours, you had gone months without contact with him, assuming he was dead and all, but now you can barely even handle a few days. 

His profile displayed a green dot beside his name and you sat up quickly, eyes darting all over your messages and seeing the “Read” Message pop up on each one. 

He responds to each of them one by one, and your smile can’t stop growing as you see him reach the final message, the one about the burger. 

Now you’re just showing off >:( 

Anyway I’m back safe and sound from my mission did ya miss me ;)

yes so much

You responded without missing more than a second. 

Oh didn’t expect you respond that quickly you MUSTVE missed me that bad huh

How much did u miss me? 

You could tell him straight up. Tell him about how you read his messages everyday, thought about him almost every second for the last five days. Or you could just show him. 

You opened your camera roll and picked out the photo. Your thumb trembled over the send button before finally pressing down on it. Your stomach dropped as you saw it send in chat officially. It was too late now. 

Caleb read it and stayed quiet. Thirty seconds passed and he didn’t respond and you felt like you wanted to throw up. Your thumbs were already typing out Tara’s excuse: oh sorry! I meant to send that to someone else 

And before you could press send, Caleb responded. 

Is that for me?

You swallowed. If you said yes, and he hated it, then your excuse wouldn’t work anymore. You decided to risk it all and simply respond truthfully. 

Yes. Is it…bad?

Caleb takes longer to respond than usual and less than thirty seconds later a picture sends in chat. His cock stands tall in frame, precum leaking out from the tip. His hand has a firm grin around the base off it, the tip a reddish hue in comparison to its natural pink colour.

Your breathing stopped as you stared at it. This was Caleb’s dick. You were fucking staring at his dick. 

You swiped out of the picture and sent a 😧😯😮😲 combination. The two of you often communicated through emojis and you weren’t sure how to respond with words. 

Caleb sent crying emojis. 

Did you like it?

Yes? You’ve been hiding that the whole time? 

Says you. I knew your body was gorgeous but fuck. 

You fought the urge to kick your feet together, curling into a ball on your side as you tried to not let his words get to you. Clearing your throat, you refocus yourself and send another message. 

Sooooo what now 🧍‍♀️

I dunno 🧍

You get ready to type a response before he double texts. 

Do you wanna call?

You never thought you’d see the day you’d actually be nervous answering a call from Caleb before. 

Yes

You barely had time to let the message marinate before Caleb started calling. Readying yourself, you pressed the phone up to your ear and swiped. 

“Hello?”

“Hey,” he responded, taking a deep breath. “Is it just me or is this sorta awkward now.”

“No it’s definitely awkward,” you joked, laughing under your breath. 

“I mean, I can always blame you for it.”

“What?” You almost shrieked and broke your back with how quick you sat up from your bed. “How is this my fault?!”

“Nobody asked you to send me that sexy photo out of nowhere,” he joked, tone light despite his words. You didn’t take anything to heart however. 

“Yeah, well be grateful. Otherwise you would’ve died without seeing a girl in lingerie before.”

“How do you know I haven’t seen that before?”

“Because I know you, Caleb.” You said each word slowly. “Or at least I hope you haven’t.” You paused, voice softening ever so slightly. “Have you?”

“I was joking around. Of course I hadn’t. I am assuming though you’d never seen another guys dick before?”

“Well obviously I have. Like in movies and stuff. But not in person.”

“What kind of movies were you watching?” he questioned, suspiciously. 

“You know! Just movies! Shut up,” you whined, ignoring his obnoxious laughter. “Anyway, dudes sent me unsolicited pics in college all the time. I’ve seen dicks before. They weren’t like yours though.” The words spilled from your mouth without even realising you said it. 

“Oh? What’s the difference between mine and theirs?”

You didn’t realise the interest in his tone with how distracted you were, eyes closed and picturing the sight of Caleb’s dick in the black fog of your mind. You could always go back and look at the photo, but you wanted to burn the sight in your memory first. 

“Yours was bigger. And for once, looking at a dick didn’t make me wanna throw up. Theirs were so…ew. Like it was never hard, which is so fucking offensive. If you’re gonna send me that shit unsolicited by the way, at least sprout a hard on or something. Fucking hell.”

Caleb laughed. “You should’ve seen how quick your picture got me hard. It’s not normal.” His voice dropped a little and you inhaled sharply. 

“R—really?”

“Yeah,” he said slowly, sounding slightly out of breath, his breathing ragged. 

“What did you like about it?” you questioned, shifting down onto your back on the bed. 

“Everything. Fuck. You—why are you so hot?” His voice betrayed him at that moment. He let out a soft moan and you could hear wet sounds in the background if you listened close enough. 

Your hand trailed down your stomach, entering your panties and softly rubbing your clit. “W—what else?” 

“Your skin. Looks so soft—mm—and your lips around your finger? Holy fuck.” His filter was long gone now, freely speaking his mind about your body. Your thighs clenched together. 

“Do you wish they were wrapped around something else?”

“God yes,” he sounded so whiny, his hand moving faster up and down his aching cock. “You don’t know how much I love your lips.” He says your name and for a moment you freeze up. 

It’s not often he says your name, and you’ve been so used to just hearing him address you as Pipsqueak. Hearing your name roll off his tongue so easily, and with how whiny he sounds right now, you couldn’t help but insert a finger into yourself. 

Your legs twitched as you began pumping your finger in and out, back arching off the bed and an involuntary moan left your throat. “Caleb—”

“Yes, princess? What is it?”

“I wanna see you so bad right now—mm—fuck.” You gasped as you curled your fingers inside you, shoving them as deep as you could. “I need you.”

“I need you more. Shit. I’m gonna cum soon,” he announced, squeezing the tip of his cock whenever his hand reached it. 

“It’s hard to make myself come,”  you whined. You were never able to successfully have an orgasm on your own and it was frustrating. You wanted nothing more than to experience it first hand right now with Caleb. 

“I’ll help you. Shit. I can teach you. I’ll do whatever you want me to do. Next time I see you, I promise.”

“Please,” your voice barely reached the mic. 

“Fuck!” he let out a loud moan as he came, heavy pants slowly turning to whimpers as his cock milked him dry. He couldn’t control his breathing for at least thirty seconds and you just listened to him pant until he caught himself. 

Letting out one more shaky exhale, he tried to swallow but his throat was dry. “Fuck my throat hurts.”

You laughed and pulled your fingers out. Unable to reach an orgasm, you frowned. But the promise he left earlier gave you hope. 

“Go drink some water dummy.” You looked down at your fingers, glistening with your slick and contemplated. “Wait Caleb.”

“Hm?”

“Check chat.”

You put the phone on speaker and opened the chat camera, taking a photo of your wet index and middle finger, a string of slick connecting them both. You captioned it:

Drink me instead

Feeling more bold, you sent it without even batting an eye. You could hear the exact moment Caleb processed your message with his sharp inhale.  You heard the sound of screenshots being taken, once, twice, then three times. 

“Okay okay damn chill out,” you said while laughing, Caleb joining in. 

“What does it taste like?” he asked, utterly curious. 

“Come find out,” you responded, voice just as sultry as your words. 

“Don’t tempt me. I’ll come over right now.”

“Wait now?” You glanced at the clock, the time reading almost 2 am. “You have work in the morning don’t you?”

“So what? I have bigger priorities right now.”

On one hand it would be so wrong for the Farspace Fleet’s Colonel to miss work over some pussy, but on the other hand, you hated the goddamn fleet. 

“Well what are you waiting for?”

authors note: can i just say i literally love this man with everything in me like WTF???? HES SO CUTE AND HOT AND I JUST WANNA SQQUEEZE HIS FACE

he brought me out of my writers slump😩🙇🏽‍♀️