Chapter Text
The low growl that left his lips only encouraged you to push back on your hands and knees until your shoulders were flat on the bed, your ass still up in the air, the perfect angle for him to hit that sweet spot inside you. Your hands reached back to spread your cheeks, his hand coming down and spanking the side of your thigh as he grunted.
"Fuck, baby doll," he panted as you felt the wet pad of his thumb press down on your puckered hole as he continued to fuck your pussy relentlessly. "That asshole is just begging me to fuck it," he chuckled as you felt the tip of his thumb slowly sink in. You whimpered, the feeling only adding to the growing climax inside you. "What do you fucking say, sweetheart? You gonna let daddy take what he wants?" Negan pushed his thumb in deeper, withdrawing it slowly. You waited as his thrusts slowed, hearing him spit and feeling the saliva pool over your hole. He spread the wet around with a finger and pushed it inside. "Hm?" he prompted, followed by another spank on your thigh, as if to stir a reaction.
You mewled and drew a breath. It wouldn't be the first time he'd fucked you in that way and you knew it wouldn't be the last either. It was always uncomfortable at first, but Negan was a patient man and always made sure he got you moaning and writhing beneath him by the end.
"If you're not going to fucking answer me then I'm just going to keep fucking going, doll," he gasped, slowly easing out his finger until only the tip was inside. You felt a second finger press against the muscle and your body relax and take it with ease. "Such a dirty girl." he purred, his thrusting still slow and careful as he teased your asshole open, preparing it for the pounding it was sure to be getting in only a few moments. You knew he was saving himself for the main attraction, not wanting to bring himself too close to the edge too soon. You were grateful, otherwise you're sure you wouldn't be able to cope with the over-stimulation.
"You might not want to fucking admit you want me to fuck that tight little ass of yours but your body is giving you the fuck away, darling," he laughed breathlessly, his two fingers still snugly inside as they thrust and twisted in and out slowly. He started to scissor them, the stretch a delicious burn and you could sense what was coming. Confirming your suspicions, Negan added a third finger and you squeezed your eyes shut and fisted the bed sheets beneath you.
"Fuck," you spluttered as you felt the hole tighten around his thick digits.
"Fucking relax baby," he soothed, his other hand stroking the small of your back as he started to thrust a little harder, the familiar feeling of his cock nudging against your g spot helped you to take what he was giving you as you whimpered and sighed happily. There was something incredibly satisfying about being so full up. You could feel the coil slowly tighten, but you wanted to hold out too.
"Hmm, you're almost fucking ready, baby. And my cock is so fucking wet from that sweet pussy I'm gonna fucking slide right in," he hummed and you could almost hear the smirk on his face. You felt him slowly withdraw his fingers, pulling his cock out of your pussy whilst doing so. You suddenly felt very empty and your body slumped a little in protest. It was only thanks to Negan's firm grip on your one hip that your ass stayed in the air. You felt the swollen head of his cock drag along your folds, slipping through with an embarrassing ease thanks to your heightened arousal as he settled over your asshole. You wiggled your ass back and forth teasingly as Negan growled, his grip on your hip tightening.
Biting down your bottom lip you felt the stretching burn again as he eased the tip of his cock inside slowly. He was hushing you with shushing as you whined beneath him, burying your face into the sheets, the sting making your eyes water. He kept edging further in, inch by inch, stopping half way to slowly pull out to the tip again and ease back in gently.
"Oh fuck," you complained reaching back to stop him from going any deeper as you placed your palm flat on his stomach. He stopped for a moment.
"Such a good girl," he praised, "taking me so fucking well, I know you can take more," he encouraged. Just the thought made your body tense around him as he hissed. He reached in between your legs and started to rub your clit in circles as you felt yourself relaxing around him again, the feeling tightening that coil once more. You felt his cock edge deeper and deeper so slowly you barely noticed. "Where's daddy's cock, sweetheart?" he asked.
"In... In my ass," you spluttered.
"That's fucking right it is, baby, and why is it in there?"
You groaned, your brain barely able to think of the answers to his very simple questions as the coil kept tightening. Your pussy felt empty and begging, but your ass felt so full and aching.
"Because you wanted it in there," you whimpered.
"I did, but that's not the real fucking reason is it? What kind of person takes it up the fucking ass?" he prompted. He snapped his hips forward in a moment, balls deep inside you as you screamed. He stopped working your clit and brought his hand up to your hip so he could pull you back and keep himself buried deep inside.
"A good girl ," you answered weakly, your body ready to collapse.
"That's fucking right. Daddy's good little girl," he purred as he started to thrust his hips to a rhythm. You felt how each thrust became easier for him until you were sufficiently stretched around his throbbing member. Reaching between your own legs you continued Negan's earlier work on your bundle of nerves, letting two fingers dip in and out of your dripping wet pussy now and then. "Hm, that's it, doll, fuck yourself whilst I fuck your ass," Negan approved as his thrusts grew stronger and harder until he was fucking you at the force he had shown your pussy.
You closed your eyes and groaned loudly. The coil inside was tightening ridiculously fast. There was something about having an orgasm whilst being fucked up the ass that was unique and oh so good.
"Oh fuck, I'm gonna..." you gasped, mouth slack as all you could focus on was the climax you were edging closer and closer to.
"That's it sweetheart, cum with daddy's dick in that fucking ass." Negan instructed as you happily obeyed, the coil snapping and your climax taking over every inch of you. You moaned loudly, sure other people could hear you, and pulled on the bedsheets until they were pulled away from the mattress.
The aftermath of your orgasm had your legs shaking, breath hard and heavy and you whimpered with every move Negan made, still buried deep inside you.
"My fucking turn, gonna fill that ass up, doll," Negan gasped as he made good on his promise and stilled inside you as you felt the warmth coat your walls. He grunted with each spurt as his body nudged impossibly deeper into you. He panted and withdrew himself as you felt his spending trickle down over your pussy and drip onto the messy sheets beneath you. He tapped your ass cheek lightly and you felt the rough scratch of his beard on your back as he kissed the center. "Fuck that never gets fucking old," he laughed breathlessly. "I fucking love that ass."