Work Text:
"Uh why did it have to be him" masky thought
*Flash back to earlier*
Masky had been called by Slenderman for a mission 'yes' he said with a a blank look wondering what the mission was Slenderman explained that he was being sent to stalk and kill someone and that he would have one of the others come along as well, masky wondered who would come with him but did not bother asking since it did not matter he had been bored and was glad to be going on a mission, Slenderman told him who it was he was going to be killing and that he already had the other stalk the target to get and know their routine so that they can kill the target without much issue and told masky to head out to the house that the other proxy was waiting for him there....
When masky got to the targets house and saw toby he immediately felt annoyed toby was loud and gave him a head ache but he decided that it would be quick since the target should be home soon so he just went to toby and let him know he was here so they could start toby was excited that masky was here and started explaining all that he had gathered about the target they headed inside to wait for the target to get home so that they could complete their mission it has been four hours past when the target should have been home while they where hiding toby started talking and throwing his arm everywhere almost hitting masky in the face more then once he was stuttering and twitching with every move which, is where we started. Masky was annoyed "uh why did it have to be him" masky thought, he was loud and could not sit still and masky was close to stabbing something he growled at him 'can you shut the fuck up and sit still I swear to god' he said barring his teeth toby flinched went silent trying to stay still but not being able to the only time he could was when he was exhausted which is very hard it is why he has such bad insomnia he is usually up three days straight before he is exhausted enough so he can finally sit still long enough to go to sleep he started twitching again and apologized saying as such masky looked at him and said 'if you want to be exhausted then I can make you' he said with a smirk on his lips he grabbed toby by his hips and pushed him on his back pulling their mask down and crashing their lips together toby gasps opening his mouth letting masky slip his tongue in Toby's brain was jumbled he did not know what to do he had never kissed anyone before but he tried his best to kiss back "fuck he tastes good" masky thought he had thought about doing this before when toby annoyed him pinning him down and fucking him into submission he slides his hand up Toby's shirt pinching his nipples causing toby to moan and then sliding his hand down into his pants grabbing Toby's cock hard causing toby to buck up moaning in want masky strips toby naked while touching him he pulls back enough to get his own clothes off pulling his cock free and lining his cock up with Toby's pretty little hole he did not have the patience to prep him and wanted to hear toby scream from being penetrated with out anything but spit to lessen the stretch masky pushed his tip to the ring of his entrance and pushed in toby screamed arching off the ground with tears pricking the corner of his eyes masky finally bottomed out watching as Toby's thighs shake he smirks he thinks toby belongs right here with his legs trembling and his hole full he pulled back and slammed back in causing toby to moan he continues slamming into him hard toby moans 'f-fuck ahhh yes please~' masky smirks watching him beg and squirm he angles his hips and hits a spot in toby that makes him see starts ' AAAAA~ ye-yes~ right there f-uck' he moans with tears streaming down his face eyes rolled back in pleasure masky picks up his pace as he buried his face in Toby's neck leaving hickeys and bite marks tightening his hands on his waist in a bruising grip 'fuck so tight you where made to take my cock fucking slut' he growls in his ear causing toby to arch and shake as he cums masky pulls out causing toby to whine high pitch and needy he growls and flips him on his hands and knees thrusting his cock back in causing toby to moan as the new angle reached deeper inside him masky drapes over him and grabs his throat as he starts up a fast punishing pace holding his hips in place 'AAAaaaaahhhh~' the new angle made masky hit his prostate making him almost scream from pleasure 'fuck' he growls as he speeds up close to cumming ' I am going to breed you so deep going to pump you full mhm' tobys eye roll back in his head as he nods his head letting out a sob' yes~ god yes breed me fuck please want it daddy please~' masky growls 'you like the idea of me knocking you up huh baby want me to breed you full going to keep you on my cock going to be such a pretty cum dump' he groans and he pushes deeper painting his insides white toby moans as he cums again feeling masky pulls out as his arms give out and as his body hits the ground with after shocks masky smirks and says 'you think I'm done with you baby going to ruin this pretty little hole' he said as he thrust back in hard fucking him stupid he nips at his neck as he fucks him deep loving the sound of his pretty moans he has wanted to do this since toby joined them but held back but know he is going to ruin him he cums again as he bites Toby's neck they go for a while till toby passes out he pulls out and looks at him covered in hickeys his pretty hole leaking cum and his dick soft from cumming so many times he picks him up and takes him to the bedroom laying him down on the bed he cleans himself up and goes to wait for the target now that it is quite once the target arrives he kills him getting blood everywhere on the floor and his clothes he then cleans up the blood and get rid of the body by the time he goes back to the bedroom two hours later while lighting a cigarette to get toby he sees toby waking up he walks over to him and leans over and kisses him getting in bed pulling toby to him toby reaches out wanting to take a drag of the cigarette masky holds it to his mouth and toby takes a drag of it pulling back to blow out the smoke they lay there for a while cuddling and smoking soon they get up and masky dresses toby back in his clothes to head back to the mansion once back masky gives a report leaving out the fact that they fucked glad that Toby's mask covers all the marks he left once done with that he pulls toby to his room to fuck him senseless and falls asleep cuddling they may have to talk, but that can wait till the morning.