Work Text:
Sheriff Noah Stilinski had been working nonstop for the past few days. He was glad that he finally had a day off, but quickly realized that sometime during his busy schedule he'd somehow agreed that his son, Stiles, could have a sleepover with his best friend Scott. All he wanted to do was sleep but he had to be a responsible adult for a few hours, until the boys fell asleep.
After watching a movie, or a couple, they finally feel asleep on the couch, letting Noah go off to bed himself.
But sleep didn't last too long for the sheriff, waking up when he heard someone moving around downstairs. Getting up, he crept down to where the noise was, seeing if it was one of the boys or an intruder. Thankfully, it was just Scott, rummaging through the fridge.
"Looking for something?" Noah asked, startling the boy.
Scott quickly turned towards the unexpected person talking only to find his best friend's dad standing there in a T-shirt and boxers. "Just looking for a snack," he answered quietly.
Noah nodded, moving a bit closer. He noticed that the boy had stripped out of his pajama pants and was just wearing his underwear. But they didn't look anything like his son's. A dawning realization hit the sheriff once he realized why. "Are you wearing panties?"
The boy blushed, realizing his little secret had been revealed. "It's..."
A sharp smirk grew on the older man's face. "You know, I think I have something to satisfy you."
"Really?" Scott asked, hesitantly.
"Of course. Hop up on the counter and I'll get it for you."
The boy did as he was told, from the tone of the sheriff's voice it was better not to disobey. Scott was nervous sitting on the kitchen counter, his body shaking a bit. Noah moved towards the boy, closing the fridge door and forcing the room into darkness. It wasn't completely black because of the nearly full moon but it was difficult to see what exactly was going on. Scott jumped feeling a hand on his leg, that hand moving upwards.
"Are you ready for what you deserve?" Noah asked.
"I...I don't..." The boy struggled to get anything out.
"I think you'll like it," his fingers were already working their way into Scott's panties through the leg hole.
"Please..." Scott begged for it to stop but the sheriff took it another way.
"I knew you couldn't wait, pussyboy."
The boy didn't know what to do, too scared to even more. He obviously didn't want to be touched like that but he also didn't know what his best friend's dad would do to him if he refused. Gripping the counter until his knuckles were white, Scott felt the older man's fingers traveling farther into his underwear, reaching for his hidden secret.
What the sheriff had called him was true, even though everything about him at birth had been male, for some reason he also had a pussy. It was something he hid from everyone he could, especially his best friend Stiles. He had foolishly though he could hid it forever, but as those fingers brushed against him, he quickly realized that that was a lie.
Suddenly, the fingers moved away, making the boy relax for a second. But then the sheriff pulled Scott's panties to the side and completely exposed him to the night air.
"Well, well, well..." His voice was husky with lust, "looks like the little pussy boy is getting excited."
Scott tried to cover himself, wanting the humiliation to stop but the sheriff had other plans. The older man grabbed the boy's wrists with one hand and held them tight, easily overpowering Scott. With his other hand, his fingers started to explore the virgin hole, teasing it before delivering a painful spank. The boy cried out, his body arching from the pain and unknowingly allowing Noah to push his fingers in deeper. He started to coo sweet nothings to the boy, making sure to keep his fingers inside the squirming boy. Scott was silently sobbing, tears running down his face as the painful invasion continued.
"It looks like your ready for me, baby," Noah moaned. Scott didn't know what that meant but if it made everything end faster he didn't care. The sheriff pulled his hard wet cock from his boxers, lining himself up to the virgin hole. Without much prep, he pushed inside, covering Scott's mouth as the boy screamed. He knew his son was a hard sleeper but there was limits to what Stiles wouldn't hear.
Noah wasn't a downright monster, taking his time to let the boy's pussy get used to the extreme stretch. But he wasn't a saint either since he didn't waste too much time before he started fucking Scott. The boy continued to sob, being stretched like never before, not knowing that he could be that far.
"You feel so good, Scott," he moaned, still covering the boy's mouth as he started to speed up.
With how tight the boy was, Noah didn't stand a chance of lasting too long, slamming in one last time before filling Scott's ruined pussy with his pent up load. The boy still cried as he felt himself getting filled, collapsing onto the counter since it was finally over. Noah pulled out, letting his pent-up load start to drip out, getting an idea to further play with his newly conquered toy. With the boy laid out like that, he still had easy access to Scott's pussy so he started to finger it again. He quickly added three fingers inside, the pussy already stretched from the fucking, and it didn't take much to add a fourth.
Scott could feel something going on, struggling to sit up, his protests barely making it out of his mouth when he saw his best friend's dad tuck in his thumb to add it to the already stretched hole. He watched in dazed horror as he saw the man's hand push its way into his pussy, ruining it completely. Because of the invasion, Scott's body betrayed him as he came being stretched like that. That added lubricant helped Noah go deeper, making sure the boy would always remember his first time. Not that the sheriff planned on ever letting Scott forget who owned his holes.