It's Gonna Hurt

Shockingly Painful

ItsGonnaHurt — Tue, 11 Oct 2011 00:00:00 +0000

Hey guys and gals. We are proud to announce this week’s itsgonnahurt.com featuring Izzy & Ricky McCoy. Ricky is a young white boy who has been recently become fascinated with the idea of getting screwed by a big black cock. Fortunately for you guys we have one of those here for your entertainment. This would now make it unfortunate for little Ricky because Izzy knocks that tight little butt-hole into next week. Don’t miss this Man-on-Man action here on itsgonnahurt!

Big Boys Like Big Toys

ItsGonnaHurt — Tue, 20 Sep 2011 00:00:00 +0000

We got another asshole slaying for you all here on ItsgonnaHurt. We brought in this big muscle head dude named Mitch to get his b-hole beat up by Izzy’s monster dick. Mitch was completely terrified when I told him we were gonna lock the door so he couldn’t run out when he got too scared or when the pain reached its ultimate high. Anyways you should come watch this jacked white dude take some black dick!

Gettin It Like A Dirty Dog!

ItsGonnaHurt — Tue, 13 Sep 2011 00:00:00 +0000

This week on itsgonnahurt.com we brought in this guy David who is a repeat offender on this site with a craving for chocolate dick. It’s a little strange how much this guy likes getting fucked by giant black cock, but we are here to please everyone, so if you like it cum get some. If you need money cum get some. If you’re a sick twisted fuck that likes pain, cum gets some. This video is really good with lots of deep throat dick sucking and plenty of butt sex for all! Enjoy!

My Friends Are Going To Love Me

ItsGonnaHurt — Tue, 06 Sep 2011 00:00:00 +0000

A super fan of Castro’s huge cock can’t wait to experience and tell all his friends how it really went down. He can’t believe how big his fucking cock is; he even takes pictures of him like he met a celebrity; I think he even tries to talk to it and say HELLO! He jumps right into to some great BJ action taking all that cock in his mouth. It looks fucking amazing; especially when he spreads his legs wide, ear to ear, and lets Castro and his partner in crime straight pound his tight asshole to make him scream like a girl! He takes as much as he can of Castro’s UNIT and totally thanks him numerous times, lol. This might be Castro’s #1 fan! Who’s next to try out the MONSTER? Maybe you….

Architect’s Dream

ItsGonnaHurt — Tue, 30 Aug 2011 00:00:00 +0000

Today we have an architect that loves to design BIG buildings. Until today he has yet to experience what he likes to call the “biggest building ever”. By the looks of his face and Castro’s cock, he definitely seems really intimidated by the size of his structure, lol. Starting off with some great dick sucking, he almost looks at it as his first and last challenge, like King Kong ain’t got nothing on me after this! He takes Castro’s cock like a fucking champ, whether it’s in his throat or his tight fucking ass, and says this is the most monumental thing that has ever happened to him. ANY TIME, BUDDY!

Fairy Tales Come True.

ItsGonnaHurt — Tue, 23 Aug 2011 00:00:00 +0000

Today we have a newbie named DJ who said he doesn’t believe in fairy tales and dragons and shit. So I ask him a few questions like what is the biggest he has every had, you know typical shit, he told me 8 or 9. So I laughed when I told he about the size of Castro’s unit and he seemed pretty nervous about the whole event. I told him its like a good fairy tale that has a GREAT ending. As soon as Castro pulls out his hook and totally puts on a fucking show worth a crowd applause. Castro shows him how myths and fairy tales are so fucking true when he unleashes his dragon with a hardcore fucking pounding, boom boom all in his fucking face..

Gettin Hooked

ItsGonnaHurt — Tue, 16 Aug 2011 00:00:00 +0000

What’s happening my bitches! We got a nice update for you today with Tony. He’s hungry for some cock, some dragon cock that is! Poor Tony, I’m not too sure he really knew what he was in for. He claims he was ready, but from his expression when Castro came around the corner and surprised him, he was nothing but stunned! Tony didn’t miss a beat though. He jumped on the hook right off the bat. Castro had him in all sorts of positions. Tony found out pretty quickly that It’s Gonna Hurt when you get the Hook!!!!

Tweetie Bird Needs A Break!

ItsGonnaHurt — Tue, 09 Aug 2011 00:00:00 +0000

Why oh why do you all keep doing this? This week’s itsgonnahurt update is funny. It seems to be a trend of quitters here on this site. Maybe it’s a coincidence or may it’s because these guy’s are all taking a Louisville Slugger up there Wahzoo. This little white boy Jesse played the pain game and lost horribly. Everything should be fine when they reattach his guts to a colostomy bag! Just kidding but god damn that shit has got to hurt! Peace out bitches!

Scared Little Logan

ItsGonnaHurt — Tue, 02 Aug 2011 00:00:00 +0000

Here we are again with another fantastic update of It’s Gonna Hurt (itsgonnahurt.com). We brought in this scared little boy named Logan for an asshole destruction session. Logan was so scared he literally locked himself in the bathroom and had to be convinced to come out and play. After a few moments he submitted the booty and it was on, Castro had no problem stuffing his giant black dick up Logans tight little asshole. It was over quickly as Castro took it to him… slamming his ass until he sprayed nut all over logans face. Good times!

Mclovin Loves Black Dick

ItsGonnaHurt — Fri, 22 Jul 2011 00:00:00 +0000

This itsgonnahurt shoot features this guy Erick who is a man of few words with one thing on his mind and that is big black dick that will bring him more pain than he can bare. He actually handles being double stuffed by Castro and Izzy pretty well. In the end he got what he came for : A swollen asshole and cum all over his lips. He took his savage asshole ripping like a champ! Good job Erick your pain is our reward! Peace out fuckers!