Work Text:
Caleb sighed as he stared at the hotel ceiling lost in his thoughts. All he could think of was a certain pipsqueak. The way you smile, pout, your laughs and giggles… the aviator rolled to his side and stared at his phone and right on cue the screen lights up with a notification.
{XXX retweeted a post you were mentioned in}
Caleb laughed and opened the notification to see you in a very revealing outfit standing next to him. A shiver ran through Caleb at the ideas that could’ve happened after that banquet with how he looked at you… Biting his lip he catches himself before his thoughts wander somewhere unholy. It wouldn’t be right to think of his pipsqueak like that right now. Throwing his phone back onto the pillow he rolled back into his previous position and resumed staring at the ceiling thinking little pipsqueak thoughts.
“It’d be nice to take them on a vacation trip…” He muttered out loud. Taking you out to the beach and see you laughing and smiling…shirtless…maybe even… pantsless… Caleb sighed losing to the unholy thoughts he couldn’t shake.
Swiping out of the app he goes into his photo album and stares conflictingly at the most recent folder he compiled. In the end he still clicked the folder with another exaggerated sigh and watched an array of photos appear all depicting different angles and shots of you in various revealing outfits you had worn around him.
Caleb taps the settings and sets up a loop. It was innocent thoughts at first as he continued thinking about taking his pipsqueak to this beach to see you play in the waves. Taking you to try all the sweets he found… but slowly they dissolved as he thought of the blush that so easily covered your face. He wondered if a kiss on the cheek or even the corner of his mouth would make you as pink as ripe peaches.
How long his fantasies would play out this time was up in the air, but Caleb had plenty of photos to entertain himself with. He let out a hot breath as he palmed himself through his sweats imagining the things he would like to do to the person in the photos. Kissing your lips till they were swollen and red… hickeys decorating your skin starting from the neck and trailing down further and further… How he wished his rough hands could send shivers down your back as he pulls you closer…the mewls that would escape those pretty pink lips… the bruises he would leave from just gripping your slender, itty bitty waist. Part way through those delusions Caleb had pulled his sweats down to slowly sweep a thumb across the tip of his cock as his arousal built up. On his screen the next photo was one of you looking back and smiling at the camera. A small groan left Caleb’s lips as he slowly started to pump himself thinking of the sweet sounds you would make from taking him. Hands twisted in the covers… your lovely hair messed up beyond compare. It was such a beautiful idea knowing he could make his little pipsqueak a mess. Getting closer and closer to the edge his hand moved faster as sparks danced in his vision. The last thing he remembered was your face waiting patiently for his shot to enter your mouth as Caleb came all over it. He lay there panting for a bit before getting up to clean himself off a bit embarrassed with himself. He’ll probably need another session before he leaves so he can act as close to normal as possible once you both finally meet again.