I just read like all of your Caleb fics and OMG you’re amazing! Literally feeding us in this Caleb drought. I agree with your hc that he’d never be rough and treat you so well! Could you please write a first time fic in detail with how he’d react to each inch of her being revealed? And mc constantly having to reassure him it’s okay to look?
Oh my god yes!! I’m so excited thank you for requesting I hope you like!!
Author note: Sorry this took so long! Thanksgiving weekend had me busy.
It started slow. Your thigh on either side of his hips, your lips interlocked. You could feel it poking through his pants. Whether he knew or not you couldn’t tell. Caleb’s large hands tightened slightly around your waist as you pulled from the kiss.
“You okay?”
You nodded—a slow tension built over you two. A settled of unspoken emotions you both refused to acknowledge. You knew Caleb would never initiate things further. But this ever-growing insatiable ache between your legs was becoming unbearable. Months of practically dry humping like rabid dogs and passionate kissing had etched away at your patience and you believed it had done the same with Caleb.
“Let’s do it,” you were abruptly cutting through the silence of his desolate home.
“What?”
“I’m ready,”
“Are you sure?” His words came out in one long breath. His ears were turning a slight shade of red. You couldn’t explain the primal need to explore the unspoken tension that had built over the years. So instead you kissed him. Holding his face underneath your palms. His hands slid under your thighs as he lifted you, turning around then laying you flat onto his bed. He didn’t pull back from the kiss one hand next to your head. The other on your hips. His thumb at the hem of your blouse.
Your top was the first to go. Caleb's hair cast a shadow over his face as his eyes quickly trailed down your chest, then your waist. The idea of you being breathtaking was an understatement. He might actually pass out and the rushing blood wasn’t helping with how lightheaded he felt. His violet eyes watched your reaction like he was looking for hesitation.
“It’s okay,” you took his hand in yours. Your fingers fell to his wrist as you put his hand on your chest. His eyes traced the curves of your breast dipping into your bra.
He was nervous. He hadn’t expected this at least not anytime soon. Caleb hoped you couldn’t feel the slight shake in his hands. “Can I,” His voice caught in the back of his throat. A slight hopefully unnoticed pause “kiss you?”
“You don’t have too ask that,”
His Adam's apple bobbed with each harsh swallow. His lips were soft against your neck. Each peck held a deeper significance as he kissed down your shoulder. “You’re beautiful,” his words held an undeniable sincerity. His hands moved slowly around your body. Like he was etching you into his memory. Kissing the dip between your breasts, the curve of your waist, the divot between your collarbone. He loved you and he needed you to feel it with each touch. Caleb wanted you to feel worshiped.
The next to go was your bra thrown across the dark abyss of his room. The red around his ears was spreading to his cheeks. His chest rises and falls with each deep inhale. His hands paused eyes locking on yours. 
“Relax,” Your fingers soft on his cheek. “I won’t bite you,” Caleb’s lips were dry, his eyes slightly widened. Part of him believed this was a dream, conjured up by his hopelessly in love mind. Beauty like this-like you, didn’t feel real. With another harsh swallow, his thumb swiped across your hardening nipples. Your hips rolled underneath him.
“Is this okay?” His hands didn’t move. You nodded closing your eyes.
“Yes-yes it’s okay,” Your words falling out sounding short-winded. He leaned down planting a kiss.
“Can I?” Caleb’s words trailed off.
“Yes,” You whimpered when his tongue slid across your pebbled nubs. Caleb had gained more confidence in his hands following the lines of your hips reaching the lace of your panties. His expression was relaxed yet cautious.
“I want to see more of you,” his lips were soft on your pelvic. He didn’t have to ask for permission his pleasing gaze was enough. “Feel more of you,” his mouth moving against your skin. You nodded almost too eager. Caleb was slow when he took off your panties. His hands are firm on your thighs. He didn’t look down, not yet. You nodded giving him silent permission. His tongue was slow and precise on your most intimate parts. His touch had you screaming his name in the darkness of his room. Your hands tightened in his hair your legs squeezed around his neck. Pleasure tightened between your thighs. Then it released like a typhoon. Next thing you knew Caleb ran you a bath and carried you to the tub. Then you were curled in his arms as he hummed in your ear. His low tone reverberates off your ears lulling you to sleep.