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You and Derek had discussed beforehand that if he ever woke up and had an urge to touch you- To be physical in a sexual way, that you were totally fine with that. Sure, it flustered the absolute hell out of him because he was sweet that way. You both knew that there was a bit of a different side of him tucked under the sweet, though, and you assured him that you adored it and him.
This topic didn’t pop up again until some time later. A night that Derek woke up with you pressed firmly back against him and arousal wound tight in his stomach. He flashed back to you, explaining that you’d be completely fine with him practically using you while asleep unless expressed otherwise the night before.
With that conversation ringing around his head, he took a few deep breaths before sliding his hands down your sides to grip your thighs in a firm grip. Leaning down to press his face against the back of your neck, taking in your scent and listening to your soft breaths. When that didn’t wake you up, he slowly dragged your hips back against him and slowly rolled his own hips in a slow grind. His breath stuttering slightly against your neck.
Taking in a shaky inhale, he adjusted his grip on your hips and slowly repeated the motion. A low groan rumbled in his chest at the friction, his cock pressed against your ass and upper thighs. Thighs… A thought suddenly lit up in his mind, and he bit his lip while contemplating if he wanted to risk moving too much and waking you up fully.
Deciding to risk it, he carefully propped up on one arm and reached over you to the side table by the bed to retrieve the bottle of lube tucked away. Slowly, gently, he hiked up the fabric of the pajama shorts you wore, while glancing up at your face occasionally. Watching your expressions twitch slightly in your sleep. God, he loved you so much-
Then, putting himself back on track, he popped the top of the lube and dripped a healthy amount onto his fingers. Giving it a few moments to warm to body temperature before slowly dragging his fingers between your thighs. Making sure the skin there was silky-slick. Pressing a brief kiss to the back of your neck, he made sure the bottle was closed before setting the lube aside. Scooting a hand between your body and his to palm at his erection with a low pleased hum.
Shimmying carefully out of his briefs, he wrapped his hand around his cock with a moan, pressing his forehead against the nape of your neck and panting quietly. Using his free hand to grip your hip and steady you, he slowly pressed his cock through the press of your thighs. Breath hitching in his throat, he tightened his grip on your hip and took a moment to compose himself.
Your thighs around him were heavenly, and he wanted to make this count. So after the moment was taken, he rocked his hips forward with a low moan at the glide of his cock against the skin of your thighs. He was trying his best to take a slow and steady pace, but you just felt so good-
He almost missed the bleary moan of your own that bubbled out of you at one particular thrust that pressed up between your legs more than just through your thighs. “Mmnderek?” You muttered blearily, reaching a hand back to run your fingers through his hair.
Pausing, fighting to stay still, a low whine caught in his throat and he pressed into the touch. “Love- This okay?” He questioned, despite your insistence on multiple counts that you’d really like to wake up in this very situation.
So, to prove that you were fine with this, you made a point to slightly squeeze your thighs around him and shimmy back a bit. Pride and heat swirling in your gut. “Mmmhmm, s’good.” You were honestly still mostly asleep, but it was hard to stay asleep when your gorgeous and wonderful boyfriend was using your thighs like a fleshlight.
It seemed your encouragement was all he needed to continue, and he pressed his face against the side of your neck. Laying several kisses to the skin there while he resumed thrusting slow and steady through your thighs. A moan that rumbled in a way you felt in your own chest had you gasping out your own returned noise of pleasure. Arching back into his touch, the sensations just a mix of magnified and dream-like in your current half-awake state.
“You feel- So good…” He rumbled by your ear, wrapping an arm around your middle. Hips stuttering slightly in his pattern when you responded by reaching between your thighs to run your fingers over the head of his cock when it peeked through the press of your thighs. “You’re- So good to me-“
Doing your best to rock back to meet his thrusts, you hummed out a pleased noise and tilted your head so that he had more room to lay kisses against your neck. You could tell by how his pattern was faltering that he was close, and it made you happy that even asleep, you were able to bring him that much pleasure. “Keep going, hon, you’re doing so well, such a good boy” you murmured, craning your neck to catch his lips in a heated kiss. Drinking in his moan of his as he pulled you tight against him.
Hips jerking, grip tightening on your hip, the kiss was messy as it was more a loose press of lips than an actual kiss. He breathed out your name in an airy tone as he came, burying his face against your shoulders as he did.
A slow smile pulled at your lips when he had somewhat calmed down, and you couldn’t help but gently tease him. “Mm, hope you’re cleaning me up. M’going back to sleep, hon.” At the teasing, he grinned dopily and pressed a kiss to your cheek, scooting back with just a slight wince of oversensitivity.
“Of course, I have to take care of my love~”