Creepypasta x Reader

Will Grossman x Reader

Requested by @RubyMoonQuartz
You were hard at work doing chores around the house that you shared with your boyfriend Will Grossman. Your mind was wandering and you didn't notice that Will was calling you. It wasn't until you felt his strong arms wrap around you that you were pulled out of your thoughts.

"I've been calling you forever Missy," he hissed into your ear. You dropped the cleaning supplies that were presently in your hands into the floor and lean into Will's hard and welcoming body moaning slightly.

"S-sorry Master," you mumbled hating to have kept your master waiting for you.

"I don't think sorry is going to cut it this time (y/n). I think a little bit of punishment is needed," Will said huskily into your ear as his hands moved down the custom maid outfit that you were wearing which was previously short and in-between your legs. You could feel a smile spread across his face. "No panties. You know exactly what I like don't you."

"I try my best Master," you say before your body is taken over by the sudden feeling of one of his fingers plunging deep inside your tight core. Your hand flies up to your mouth to try and muffle the moan that tries to escape.

"Uh uh uh," Will said as his free hand made it way around the open back of your maid outfit and cupped one of your (b/s) breasts. " I want to hear that beautiful voice of yours." That's when you couldn't take it any more and your hand fell from your mouth releasing a loud erotic moan. "That's more like it."

Will continued to tease your body until you began to beg for him. "Please Master I want it," you panted as you were reaching your climax.

"What do you want?" he teased. "Tell me exactly what you want me to do to you."

"I-I want your cock," you moaned as you reached around and placed a delicate hand over the hard bulge confined by Wills tightening pants. He moaned and bit your earlobe making you coat his finger that was still fingering your pussy to become soaked in your juices.

"I didn't tell you to cum did I?" Will said mischievously into your ear. "Now I'm going to have to punish you more." He takes your hand and takes you to the dungeon or what Will likes to call the play room.

The room was dimly lit and had a light blue shade of paint on the walls. The walls were adorned with all the toys that the two of you had accumulated over the span of your relationship. There were whips, riding crops, paddles, rope, gags, various custom outfits and vidrators. Just being in the room for a few short seconds made you soaking wet once again.

Will inspected the array of toys to see which would fit his diabolical purpose. He stopped in front of the rope. "This will do perfectly," he said and then moved to one of the gags. "This might come in handy." He continued down the wall until he had rope, a gag, a whip, riding crop and vibrator that he knew were my favorites.

"Now get on the wooden horse," Will ordered. "Naked." His eyes devoured your body as you slowly undid your outfit revealing your body to him. You positioned yourself on the wooden horse and let out a delightful moan as it pressed against your aching soaking pussy.

Once you were in position Will came over to you unraveling the rope that he had collected. He tightly ties it around your body and the horse pressing your pussy down further into the wooden contraption. You let out another moan but this time it was a little bit louder which grabbed Wills attention. "You're going to have to be silent for this part princess," he said as he fastened the gag around your mouth further muffling your pleasurable moans.

When you were securely in place Will grabbed the paddle he had selected and slowly made his way over to you. "You're going to get a spanking little lady," Will said as he swatted the paddle in the palm of his hand. Once he reached you again you noticed that all he was wearing was his pants revealing his hard planes that were hidden by his shirt and his face wasn't shielded by the mask he usually wore shoving off his blue eyes and handsome face. Seeing him like this caused your mouth to water and thanks to your gaf trickle out the corners of it.

"Get ready baby," Will said as he pulled his hand back and slapped the paddle against your soft ass making you scream against the gag. The force to the spanking causes you to grind against the wooden horse allowing it to be come soaked in your juices. The spanking went on for a while as Will alternated through the toys he had available. All the time your body was building up to another glorious climax due to the mix of pain and pleasure. With one last stroke you came drenching the wood.

Will licked his lips as he stared at your horny state. He untied the the tight ropes and admired the marks that it left on your (s/c) skin. You collapsed into his body to weak for your legs to hold you up for long. He lifted you up bridal style and brought you to the day bed that was set up on the farthest wall. He placed you on it gently and then unzipped his pants letting them fall to the floor. Your body became alert once more as your eyes landed on his hard long cock.

Will spread your legs apart and positioned himself at your opening. "Now its time for you to get a little reward for lasting through your punishment like that," he said as he slowly entered your tight core causing his breath to escape his luscious lips in a hiss. As he was entering your body your back arched and you wrapped your arms around his neck drawing him closer to you.

Once you were accustomed to his size he slowly started to move making you whimper around the gag. "I think it's time to hear that beautiful voice of yours again," he said in between thrusts as he removed the gag. He continued to slam into your tight pussy making you scream and plead for more. Your voice which seemed louder than it needed to filled up the room.

"I'm close Master. Please can I cum," you asked as you moaned over and over again.

"Yes. Cum for me darling," he said as he was closely reaching his own release. A few more thrusts and you dissolved again into another orgasm. With your pussy cumming around Wills cock he came filling you to the brim with himself.

You two were a panting mess as he collapsed on top of you. "I love to you," he said as he tried to catch his breath.

"I love you too Master," you breathed as you two remained in each others arms as the night went on.