IT’S GONNA HURT – SHAKING WITH FEAR?

It is always funny to watch when a IT’S GONNA HURT victim sees Castro’s monster dick for the first time. Their facial expression says it all! This poor guy Clayton was shaking all over once he saw what was going to be shoved up his rear end. You would assume he was shaking of fear, [...]

IT’S GONNA HURT – MORE THAN HE COULD TAKE

A great new update from IT’S GONNA HURT. This guy Jared came to test his will by taking a massive size cock up his poop chute! Unfortunately for Jared he will be shitting weird for the rest of his life. Castro literally gutted this poor man’s insides. Come all who dare to test Castro’s big [...]

IT’S GONNA HURT – ASS SWELLED UP

IT’S GONNA HURT caught anther one. His name is Adam and IT’S GONNA HURT. Adam was all excited to get his asshole rammed until the time came. Then Adam became a screamer begging for Castro to take his giant cock out of his asshole, but Castro wasn’t having any of that noise! So this guy [...]

IT’S GONNA HURT – CASTRO’S FAVORITE GOAL

Castro was in the mood for an athlete’s booty hole. Someone that has an amazing physical endurance. Castro’s basically looking for ass that can take his monster meat. Castro found this cute little white boy by the name of James playing soccer all by himself. Castro preyed on him as he ran across the field [...]

ITS GONNA HURT – STRETCHED TO THE LIMIT

If you ever really had any doubts that Castro’s dick was a monster and if the name ITS GONNA HURT was appropriate for the site then you have to watch this episode! Today’s victim is called Val and man does he get his hole stretched! Like all guys he is smiling at first when he [...]

ITS GONNA HURT – DREAM COME TRUE

It had always been Derek’s dream to one day meet Castro Supreme. Well, thanks to the guys from ITS GONNA HURT Derek’s dream has finally come true. Castro goes to meet Derek at his Job and to Derek’s amazement Castro is just as he had always imagined. A buff black guy with a very very [...]