More like Butt Split'in Time.

Terry had got Chris ready for doggy style. Nesting his big sausage on Chris's ass crack he spit lubed his cock and took it from between Chris's ass, then used his hand to open up his ass as he used him spit and finger to prep him a bit more.

"You want this slab of meat up there don't ch boy?" Terry said while pile driving his finger up Chris's ass.
"Uhhh.... Ye....Yes." Chris said meekly.
"Yes what?" Terry said as he threw another finger up there.
"Ahhhh! Yes Sir." Chris said in a reacting way to two fingers up his ass.
"Yes sir what?" Terry said putting another finger up Chris's ass.
"YES SIR...... Daddy?" Chris trying to think of something to say as another finger was placed up his ass.
"Hummm... How does the little boy ask his daddy something?" Terry says as he pumps and spaces his fingers around Chris's ass trying to loosen his ass up.
"Ple...PLEASE." Chris says easily while there are fingers being rushed and jammed up his ass.
"Aw, such a slutty pig you are. Guess I'll give my little boy what he wants." Terry says as he takes his fingers out and gives his cock one last spit shine before placing it at the entrance of Chris's hole. "Ok boy, now push back when I do, and it'll be a little less painful."

Terry starts push his dick, and Chris starts to howl in pain.

"AHHHHH! I... ca...." Chris says as he tries to take the imposing intruder up his ass.
"Push boy push." Terry said and his starts to push more of his cock in.
"It's too much, I can't." Chris said as the pain from his ass starts to increase.
"Push or else you'll just end up in more pain." Terry said as he gets another inch up Chris's ass.

Chris unable to take as much pain as he was receiving tries to pull away from Terry, but Terry's grip on his waist makes it impossible. So he just grips the sheets and bites down on it and tries to take the pain.

"I said PUSH!!!" Terry yells at him as he slams into Chris's ass. Fitting his whole cock in there.
"...Gg..." Chris seems to be passing out from the pain.
"Told you to push boy." Terry says while trying to get a responses from Chris. "Don't you go passing out on me boy." Terry says as he takes all but the head of his cock out, then slams in back in hard an fast.
"AAAAAAHHHHHHHHHHHHHHHHHHH!!!!" Chris says as his head jolts up then falls back on the bed.
"Would it help if I gave you some time to get use to it?" Said Terry while humping Chris a little.
"Uhhh... Yea... Kinda...No....Can't" Chris tries to talk.
"No? Ok." Terry says as he starts to take more of his cock out them slams it back in. "You must be loving this boy. I know I am. You're really tight and warm in here, but you need to relax more. Or else I have to use so much strength to get in you." Terry turns Chris on his back and raises his legs up and rest them on his shoulders while putting his hands on Chris's shoulders and continues to fuck Chris.

Chris started to feel something else besides pain, his cock started to jolt up more and more as Terry pounded his sore ass more and more.

"Humm. Seems like my boy likes it huh." Terry says as he starts to fuck Chris harder and faster. He takes Chris's cock in hand and starts to jerk him off." You like this Huh?" Chris let out a little moan as Terry does this.
"Mmm..." Chris moans.
"What's that?" Terry asks. Chris giving no respond other than his mouth opening and his tongue sticking out a bit. "Does my little slutty pig like it when a fat dick fucks him raw?"
"Ye...." Chris starts to lose himself to extacy again.
"Say it. Say you want Daddy to fuck his pig of a boy senseless." Terry Demands.
"Ahhh.... Yes....Please..." Chris says as he starts to lose himself more.
"Please what?" Terry asks.
"PLEASE FUCK ME HARD DADDY!!!" Chris screams.

Terry gives a smirk and then takes the opportunity to put Chris legs around his waist and drives his tongue in Chris's opened mouth. Chris eyes opens a bit from the big tongue that takes up most of his mouth and puts his arms around Terry. Terry swirls his tongue around Chris's mouth while picking up the pace of fucking him.
"Daddy. I'm about too." Chris says as his cock is rubbed between his stomach and Terry's.
"I'm about to too boy." Terry says while he starts to pick up the pace. He takes Chris's legs off his waist and hold them while fucking him faster and hard. "AAAAARRRGGG!!" Terry screams as he almost ready to cum in Chris's ass.

Soon Chris makes louder moans as he starts to cum. Being helped by Terry's hard fucking, Chris's cum shoots far up where it lands on his stomach and chest while almost hitting his eye. Then he feels something wet start to leak out his ass and notices Terry was cumming up his ass. Be it from the huge pain in his ass, or the huge load he just shoot. He was to weak to even move. Terry looks at him.

"Got something on your face." Terry says while smirking.

Chris being to tired to even trying to say something. Terry just kisses him and pushes him further on the bed.

"I'm going to keep my dick up here. Feels to good to take out." Terry says while getting in a more comfortable position to lay down. "But you're welcomed to stay the night if you're to tried to move."

Chris just lays onto of Terry's biceps and Terry puts both arms around him and moves him closer to him chest. Chris falls to sleep in the arms of his new boss who still time to time humps him.