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Its Gonna Hurt - Trace Need Huge Black Dick

Its Gonna Hurt – Trace Need Huge Black Dick

Hey peeps! Here we are again with another update for Its Gonna Hurt. We brought in this guy Trace for some anal pounding and he really enjoyed himself as Izzy smashed up his tight little asshole. If this guy has a pain threshold we certainly didnt reach it today because he came to take dick and that my friends is the name of this game!

Its Gonna Hurt - Architect Dream

Its Gonna Hurt – Architect Dream

Today we have an Architect Dream 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...

Its Gonna Hurt - Castro is a Magician Spanish fucker

Its Gonna Hurt – Castro is a Magician Spanish fucker

This weeks It’s gonna hurt is a doozy. We brought in this little Spanish fucker to get his prostate examined unfortunately for him this routine check up might have caused more damage than it was worth. Castro buries his brown log balls deep in this little Princesses Asshole. This shoot was definitely one sided in the pleasure department. Enjoy watching this guy get stuffed!

Its Gonna Hurt - Max Gunnar It Out

Its Gonna Hurt – Max Gunnar It Out

Like all “it’s Gonna Hurt” updates, we here love to put regular guys through the stress of stretching their bum hole to their limit. Today’s Max Gunnar and Izy is no different. The boys did not disappoint! There’s hardcore ass fucking, and cock munching and all the pain that comes from shoving and huge cock into an unsuspecting ass hole. Max truly took all of Izy and love every moment of if. IT WAS AWESOME!  Check it out and shoot us emails telling us if you were as excited about this shoot as we are. Enjoy.

Its Gonna Hurt - Germany wants some big dick

Its Gonna Hurt – Germany wants some big dick

This wee we brought in this young sex crazy euro guy from Germany. He said he was bi-sexual and super open to what ever the fuck he was craving that day. On this day he was craving black dick and you can bet we obliged him by cramming 12 inches of love straight up his ass. Good-times… We hop you enjoy watching this wiener-schnitzel scream.

Blacks On Boys - Skylar Starr and Deepdicc

Blacks On Boys – Skylar Starr and Deepdicc

Skylar Starr is a black cock slut. He’ll perform sexual acts with a black man that he’d never do with his own race. The reason? Size, primarily. We teamed Skyler up with our well-hung stud, Deepdicc. Deep is aptly-named, as his thick, uncut 11-inch dong has destroyed many who have come before Skylar Starr. In fact, when you watch this scene, you’ll see the pain Deep inflicts on Skyler’s (now-loose) sweet ass. In other words, Skyler walked on set with a tight, pink manpussy and limped off set with a size 11 poopchute. Skyler’s wrecked asshole felt the pain that...

Its Gonna Hurt - Micah Unexplainable Pain

Its Gonna Hurt – Micah Unexplainable Pain

On this update of Its Gonna Hurt we brought in this fresh little white boy named Micah. Micah is bisexual and has no idea his world is about to be turned upside down by some gargantuan black dick. He seemed confident until Izzy pulled his shorts down and his cock was dangling limp to his knee. You would think anyone with a stable mind would have ran but not Micah. So needless to say he will be icing his asshole for the next couple days and possibly wearing a depends for a week. Hope you enjoy fuckers! Peace.

Its Gonna Hurt - Double Monster Dick Destruction

Its Gonna Hurt – Double Monster Dick Destruction

Boy oh Boy Double Monster… Break out the lube cause you guys are gonna love watching two hung black guys stuff this little white dudes holes. I think this little dude reached his pain threshold pretty early! Fuck…I think any body would with two giant dicks in there ass! Long story short: 2 Big black dicks + one asshole= itsgonnahurt! Peace bitches!

Its Gonna Hurt - Country white boy tries black dick

Its Gonna Hurt – Country white boy tries black dick

It’s Gonna Hurt is back with another exciting update. Mark has no idea what he got himself into. He wants dick, but he hasn’t had a dick like Izzy’s. Izzy has a foot long cock thats fat like a baseball-bat. Mark was in disbelief once Izzy pulled the dick out. No worries! That didn’t stop Mark from getting what he wanted. He got a whole lot of pain.

Its Gonna Hurt - Youngster gets an Ass Fucking

Its Gonna Hurt – Youngster gets an Ass Fucking

So let it be known that Castro Supreme’s cock is no fucking joke. This Youngster guy’s job is to destroy assholes and plumbing systems. We got another anal victim named Jacob; this guy had tears of joy blowing Castro’s fat dick. Here is another video for all you sick fucks who love to watch young men get their assholes ripped open! Enjoy, Fuckers!