Want to have your guts rearranged?
This super fat thing in your ass...its gonna hurt so good
  Welcome to Its Gonna Hurt!
Where giant dicks get stuffed into tight assholes...and its gonna hurt so good!
You think you like big dicks? Think you like having big dicks in your ass? Well then allow us to introduce you to our pal Castro. Castro packs a solid unit...about 10 inches long and over 7 inches around. Want to know just how big that is? Well a 12 oz can of soda is also about 7 inches around...ever had a can of soda in your ass? (If so, then drop us a line, Castro is always looking for fresh meat.

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    These guys think they love big dicks, they say they love big dicks...let's see how they like having this soda can up their ass!

    Update: AJ Play's the Pain Game July 27, 2010
    This week on its gonna hurt we brought in this Guy AJ. Unfortunately for him... I brought Castro's supreme ding-a-ling. It wasn't very long til' AJ really started screaming. I would have to say this looks like it might be one of the most painful episodes I have ever filmed as the director for this site. In the end Castro dropped a big hot gluey load all over AJ's face and that was a wrap! Cum and check this shit out!
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    Update: Lunch Time! July 20, 2010
    Attention all sicko's! This week's itsgonnahurt.com update is painfully delightful. We got this guy Matthew who was dieing to get Castro's enormous cock in his ass. Today was his lucky day and he received all 5 pounds of meat straight up his asshole! I really think he liked it too. Matthew also liked nursing on that dick cause he literally sucked castro's cock clean! To make a long story short... Its gonna hurt BITCHES!
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    Update: Roman Goes Long July 13, 2010
    Greeting's People! Today we got a real nasty fucker on it's gonna hurt. I found this straight guy named Roman who had a fantasy about getting some big dick in his ass. So that's where Castro came into play! I think this guy had to go to the hospital after Castro stuffed his large man stick up his ass. Anyways it was a real fun shoot with lots of blood curtailing screams and that's what happens when you try to stuff a baseball bat into a coin slot! Later bitches!
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    Update: Ouch!!! July 6, 2010
    Hey people! We brought in this guy Tyler this week for It's Gonna Hurt. Tyler has a girlfriend which doesn't no he likes big black dick. In fact I'm not really sure he likes big black dick anymore after Castro got done with him. This guy was having all sorts of issues gagging and screaming like it was his first time with a giant piece of man meat. But as usual he got a creamy hot load of man paste splattered all over his chinny chin-chin!
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    Update: David's Meat Ride June 29, 2010
    Sup fucker's? We got a real sweet It's Gonna Hurt update this week. I brought in this guy David from one of the ads and this little fucker was a freak. Here I thought taking a forearm sized cock up your ass was on the wild side but seemed that it was just another day at the office for little David. David was telling us how he has been gang banged by 30 dudes in one sitting. All I thought was "well I guess your ready to meat your maker!". After all was said and done he kinda whined like a virgin being cracked for the first time. It was great! Cum watch Castro's Monster dick light a fire in some asshole!
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    Update: Aiden from Boston June 15, 2010
    Hey peeps... Last time I was home in Boston I met this guy named Aiden. We were drinking and I told him what I did for a living and he was ecstatic. All he could talk about was Castro's cock. After I gave him my email... wouldn't you know this mother fucker got at me the next day cause I guess he wanted his insides rearranged or something. Needless to say Castro tears this little fuckers ass up and dumps a hot load of milk all over his nuts. Looked painful but I guess he loved it and he would do it again. Crazy fucker! -Joey
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    Update: Jaden Loves Black Dick! June 8, 2010
    Alright you fuckin sickos! Here it is... We picked up this guy Jaden here Miami at a local college campus. It really was crazy of him to skip class but he still did after all. We went back to my place and the rest is history. Jaden was one horny little fucker when he saw Castros big black man root. It was great watching him do some slow blowing which built up to him getting his happy asshole fucked out six ways to sunday! Come watch another fall to the ass slaying of Castro Supreme!
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    Update: Tucker the Fucker! June 1, 2010
    Hey guys... Cumming back at ya with this weeks update of its gonna hurt. It was a rainy day here in Miami but that didn't stop us from our weekly asshole stuffing. Castro and I met up with this cat named Tucker. Basically to make a long story short: Tucker likes dick in his mouth and ass. Luckily for him we have lots of dick to accommodate those two little holes. He wined like a bitch but like I told him before we start "Dude, It's Gonna Hurt!" HAHA -Joey
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    Update: Training Day May 25, 2010
    Here's the deal... We brought in this guy Alexander for this weeks it's gonna hurt update. Alexander is a really fit Jacked dude who wanted to suck on a big fat black cock. Luckily for him I know Castro! Castro had no problem dropping his draws for a good looking guy to slob on his knob. After a filthy cock sucking Castro stuff's his giant cock in a nice tight asshole and it was painfully sweet with a great big load on the face. Enjoy!
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    Update: Beach day ass fucking May 18, 2010
    Hey guys! Joey here, This week we hit the nude beach and met up with a buddy of mine. His name is Tristan and my people his little butt hole is in for a pounding. I presented him the Castro Supreme! Right from there we went to my apartment and they hit it off from there. When Castro revealed his Foot-long Supreme, he knew it was GONNA HURT!
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