Work Text:
Toby was obsessed.
Even saying that was just an understatement though. Having slipped into your room as he had many times before in the night, he was able to admire you yet again.
Truthfully, he was lucky you were so oblivious. He wasn’t exactly subtle in his ways of stalking you. You were way too busy, always caught up in your thoughts. Too distracted to ever notice small things shifting in your room. Too scatterbrained to notice pairs of your underwear going missing. Too occupied daydreaming to feel his eyes on you as he followed you home or watched you in your daily life.
However, Toby’s favorite thing about you was how heavy of a sleeper you were. I mean, he could practically get away with murder in here and you’d still be lying there peacefully, blissfully unaware of his presence.
He crouched down by your bed, only a few inches away from your face. His hand gently brushed against your cheek, feeling your soft skin. A rush of sick giddy joy ran through him, and he had to pull away quickly, his neck jerking to the side.
It was always so hard to keep his tics under control when he was around you, maybe it was a sign of how much he loved you. It was moments like this that got him even more frenetic. The thrill of trying to keep himself under control, inevitably making some noise and waiting to see if you would wake up.
You never did, but he imagined what would happen if you were to. The fear in your eyes that would be there initially. The adrenaline that would be running through his and your veins.
But then you’d understand that he only did all of this because he loves you so much. Because he needs you so much.
He knew you’d understand because you were so kind. That time when he first saw you, working at your part time job. You were so bright and bubbly. You met his eyes when you checked him out, making conversation and smiling instead of looking down and staying quiet like other people did.
It was from that day that he dedicated himself to you. One day, you’d be his.
His eyes gazed over your sleeping form. He started thinking about the ways he’d touch you, imagining the sounds you would make. How excited you’d get and how you’d beg him for more.
He could picture your body on top of his, bouncing as best as you can on his cock. He could hear you whimpering and begging him to take over, to fuck you better than you could ever try to fuck yourself on his cock.
He felt his jeans tighten and his cock throb, getting painfully hard at his own fantasies. That was his signal that it was time to grab a pair of your panties and slip out.
He slowly opened your closet, pulling out your hamper to look for a freshly used pair of underwear, until a noise from you caught his attention. Had you woken up? There was no way.
He looked back over at your bed, your body was shifting a bit under the blanket. Another small noise escaped you. It sounded… almost like moan.
It couldn’t be what he thought it was. How did he get this lucky? He slowly crept over to your bed, lightly lifting your blanket off of you.
He was met with many wonderful realizations. The first being, you only slept in your underwear and a loose t-shirt. The second, you slept with a pillow between your legs. The third and best of all, you were rutting your hips against the pillow, another small moan coming from your lips.
For a moment, he just stood and watched you in awe. The tiny movements of your hips, the way your lacy panties clung to them, the sounds you were making, all things that were driving him crazy.
How pitiful.
You were obviously having a nice dream. The way you were lightly rutting your hips, desperate for some friction. The pillow didn’t seem to be giving you what you needed.
It would be cruel, honestly, to just leave you here and not help you out. You were obviously aching to come.
He gently turned you onto your back, pulling the pillow out from between your legs, careful to not wake you up. Even in the lowlight he could see how wet you were, the fabric just between your legs was soaked.
He gently ran his hand along your cheek, drifting down to lightly brush against your neck. Your body shivered and he hoped it wasn’t because his hands were cold, not that he could tell if they were. But the way you moved towards his touch told him it was because your body was responding to him.
He had to calm himself down. Just the thought of truly touching you was already making him go feral and he wasn’t sure he wanted you to wake up. The timing wasn’t right.
He hooked his fingers into your panties, pulling them down your soft legs. He considered putting them in his pocket for later but given the situation he probably wouldn’t need them.
He bit his lip, slipping his hand between your thighs and pushing them apart. Your arousal glistened in the moonlight. His fingers lightly brushed over your clit and another small whine escaped you. It was like you were begging for him.
Once you had given him a little taste, there was no way he could stop himself now. He was already becoming addicted to touching you. He ran his finger up your slit, groaning softly when your wetness collected on his finger.
Another shaky breath escaped him as he pushed a finger into you, slipping in easily without any resistance. You moaned softly again, your hips bucking ever so slightly.
He could barely contain himself, the way you were squeezing around him was almost enough to make him lose control entirely. He lightly gripped your hip, stabilizing you as he slipped a second finger in and gently hooked them forward.
He bit his lip hard, knowing he would have to keep a slow pace to keep you in dreamland. He deluded himself into believing you were dreaming about him, although it was impossible since you probably didn’t even remember him.
Your body was responding to him so well, your little mewls getting louder and louder.
My perfect little slut.
His cock throbbed again, reminding him just how much the thrill of keeping a balance between not waking you up and making you come was turning him on. Your cunt was sucking him in. He could only imagine how good it would feel to fuck you.
He kept lightly rutting his fingers into you, now adding pressure to your clit with his thumb, wanting so desperately to push you over the edge, to feel your cunt convulse around his fingers.
Something closer to a real moan escaped you and then he felt it. Your cunt was squeezing around his fingers in a steady rhythm. He had actually made you come in your sleep.
Toby just couldn’t take it anymore. That was the final thing that made him snap. He needed to be inside you. Now.
It would just be the head. Everything would be fine if it was just the head. Surely you wouldn’t wake up just from that.
He quickly unbuckled his belt and shoved his pants and his boxers down all in one move. He stroked his already hard cock a few times, biting back a groan.
Carefully, he ran the tip of his cock against your dripping cunt. He sucked in breath. “Fuck…”
He slowly pushed himself into you letting out a full groan this time. He looked down at your sleeping face.
How the fuck is she still asleep?
He was almost convinced you were faking it. That you were pretending to be asleep so he would keep going.
Once he had the head inside, his cock was only throbbing harder, screaming at him to push all the way inside. He just couldn’t do it. You felt way too good.
He grabbed your hips harshly, quickly shoving the rest of his cock inside you. Immediately, he started rutting into you at a fast pace.
Instantly, you awoke, disoriented and confused at the man you didn’t recognize pounding your cunt. Were you still dreaming?
One harsh thrust that rammed against your cervix proved to you that it was not, you let out a sharp wince from the pain.
“Does it hurt?” He asked, pushing your shirt up to expose your tits.
You only moaned and whined in response, still utterly dazed and lacking the alertness to fight.
“I didn’t want it to happen like this.” He said, voice shaking from his excitement. “I just needed to have you so badly.”
Your eyes traveled down to where he was still pounding into you relentlessly.
“Oh my god.” You moaned, feeling your stomach start to tighten. Tears began to fill your eyes as you started to realize what was happening.
“Shhh. It’s okay. Just a little longer.” He attempted to soothe you, feeling himself get close to the edge.
You were getting closer too, your cunt already stimulated from the previous orgasm. You couldn’t stop him now, you were too close to coming. It felt too good to stop him.
“God. Fuck…!” He moaned, sliding his arm underneath you to pull your waist closer. “This is your fault you know?”
You couldn’t answer him even if you wanted to, moaning uncontrollably as your orgasm built. Either way, you had no idea what he was talking about.
“If you weren’t so fucking stupid, so fucking perfectly stupid. God…” he was rambling at this point, trying not to come yet so he could prolong the feeling of fucking you. “And if your cunt didn’t feel this fucking good. Fuck…” he sucked in a breath.
“No… fuck…!” You moaned, arching your body into him as your cunt milked his cock, begging for his cum. Coming around his cock felt so good you thought you could actually see stars.
“So good for me. That’s it. Fuck…!” A couple more strokes and he was moaning in your ear as his cum filled your cunt.
Well, the game was over now. He was forced to take you back with him. He had wanted you to come willingly but… that wasn’t really an option now.
His dark eyes met yours, his expression so sinister you felt yourself shrink in his gaze.
“Now I’m gonna need you to be good for me. I don’t wanna have to hurt you.”
