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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!
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.
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.
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...
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.
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!
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.
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!
This itsgonnahurt Mclovin 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!
A super fan of Castro 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...