I met up with Alejandro who is in town for a bit visiting his parents. We met up in the afternoon and his went back to his parents place since they were at work. We set up shop out by his pool and introduced him to Castro's cock which we warmed up to pretty quickly and began sucking the shit out of it. The two of them fucked like crazy and sweat their asses off in the hot sun. Alejandro couldn't take it towards the end begged for Castro's hot nut.

Watch Alejandro & Castro Supreme at ItsGonnaHurt.com

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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!

Watch AJ Irons & Castro Supreme at ItsGonnaHurt.com

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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!

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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!

Watch Tyler Ford & Castro Supreme at ItsGonnaHurt.com

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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!

Watch David & Castro Supreme at ItsGonnaHurt.com

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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

Watch Aiden & Castro at ItsGonnaHurt.com

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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 Castro's 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!

arget="_blank">Watch Jaden & Castro Supreme at It's Gonna Hurt.com

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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

Watch Tucker & Castro Supreme at ItsGonnaHurt.com

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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 stuffs 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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Hey guys! Joey here, This week we hit the nude beach and met up with a buddy of mine. His name isTristan 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!

Watch Castro Supreme & Tristan at ItsGonnaHurt.com

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Well my friends... Not every one can bite there lip and take Castro's supreme ding-a-ling up there keaster. Today we brought in this tall model named Ricky and he was in trouble from the start cause Castro's dick barely fit in his mouth. It was quite the experience for this youngsters tight little asshole and I would be willing to bet that this was his first and last visit to ItsGonnaHurt.com! LOL

Watch Ricky & Castro Supreme at ItsGonnaHurt.com

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Hey guys... Got a real treat for y'all today on It's Gonna Hurt! We brought in this guy Kyler and I'm not gonna lie. I was pretty sure he wasn't ready for Castro to put his massively huge cock in his tight little ass. Much to our surprise, Kyler handled it pretty well - with a little kicking and screaming of course - until he received a dose of hot man milk all over his face. Bottoms up and enjoy!

Watch Castro & Kyler at It's Gonna Hurt

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Check out this smooth chiseled thug right here. Absolute stunning perfection, this kat got some moves too which y'all can check out in the video. Hot as hell with a big ass dick hungry for ass.

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Everyday we receive phone calls to ads we post in locals all over, you might read " Looking for young men who want to play with a big black cock." After receiving tons phone calls, we found a candidate for y'all. His name is Dareian and his all time fantasy is to get a black cock shoved up his asshole. I say this very delicately but the actions of this process are not so ginger. Much to are surprise Dareian loved every second with Castro's enormous member in his mouth and ass. It was a fun day for this adventure seeker and you can bet it hurt like hell. Who knows maybe you'll be next?

Watch Dareian & Castro at ItsGonnaHurt.com

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As we all know Castro's cock is massive and in today's update he really does some asshole punishment on this guy JJ. JJ is a youngster who always had a fantasy of a big black cock getting shoved up his crack. I don't think JJ thought it fully through. He takes Castro's huge man meat for a while. I think this shit really really hurt but fuck it and just watch the update. Oh yeah this guy also eats used condoms! lol

Watch JJ & Castro at ItsGonnaHurt.com

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Word up yall! You will be happy to no Castro is back and he brought his monster black cock to fill your fantasy's or mouths which ever you prefer. In this update an 18 yr old boy by the name of Sam Casey gets his insides rearranged by the supreme ding-a-ling. I promise all you guys out there will drool watching this big black sausage cracking some butthole open!

Watch Castro & .. at It's Gonna Hurt

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Hey People! Today on Its gonna hurt we brought in this young buck named Kyle. Kyle told us "the biggest dick I ever had was 8 inches". Dick size is like dog years every ich is like 10 years sooooooo...... Needless to say he got his shit split in half. And I shit you not he screamed like a Bitch it was great! You gotta watch this video! It is very stimulating!

Watch Kyle at ItsGonnaHurt.com

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Hey Guys... Today we brought in this young pup for little bit of ass cracking. He was a nervous little bugger and friends I think we all would be if we had to be standing in line to take a10 inch cock up our rears. Anyways... This update is great! The victims name is Ken Tanner and this mother fucker has been officially cracked in half! Peace Out!

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Chris Bines gets lucky as Lucky Daniels give him his first onscreen blowjob.

Watch Chris & Lucky's Video Clip | Visit RandyBlue.com

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When I decided to bring Jamie out to shoot with us, I was already thinking a few steps ahead as far as filming him! Sure, we had to get him filmed in a solo video so that he could introduce himself and we could see him stroke that huge cock of his. But I was already thinking of who we might be able to get him to fuck before I'd even met him in person!

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