Tight Little Fucker


Tight Little Fucker


Studio: It's Gonna Hurt
Video language: English
Hey people ... We have got another gut wrenching episode of of Its gonna Hurt. Todays victims name is Val and Castro literally nails his tight little asshole to the wall. It was a good day for Castro and not so good for Val or at least it seemed. In the end Val came out smiling which was a real shocker cause for a minute I thought I was gonna have call the ambulapse. LOL ... Its always gonna hurt with Castros Supreme! Watch and Love it!
Format: Windows Media
Duration: 36:08
Video: 852x480, Windows Media Video V8
Audio: 125kbps
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That's Gonna Hurt


That's Gonna Hurt


Studio: Eurocreme
With cocks so big you just know these bottom boys will be walking funny for days, That's Gonna Hurt is a selection of enormous erections that have the other boys begging for mercy and you begging for more. Feel the thrill of these mammoth members over and over again as they split sweet asses apart and soak them with gallons of spunk!
Format: avi
Duration: 1:30:32
Video: 848x480, XviD, 1372kbps
Audio: 125kbps
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A Little Pain for the Holiday


A Little Pain for the Holiday


Hey peeps… This weeks its gonna hurt update is a present from us to you. We brought in this “straight Guy” to suck dick and get fucked in the ass. Hmmmm….. Anyways he screamed and shouted and the next thing you knew he had a huge load from a monster black cock all over his face. Tis the season and it’s gonna hurt bitches! Cum watch this savage anal adventure of pain and enjoy!
Format: lavfpref
Duration: 31:49
Video: 852x480, AVC (H.264)
Audio: 125kbps
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Cock Like A Whore


Cock Like A Whore


Studio: Its Gonna Hurt
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!
Format: avi
Duration: 37:48
Video: 852x480, XviD, 2658kbps
Audio: 125kbps
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Roman Goes Long


Roman Goes Long


Studio: It’s Gonna Hurt
Video language: English
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!
Format: avi
Duration: 41:03
Video: 852x480, DivX 5, 1973kbps
Audio: 125kbps
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Bryan and Castro


Bryan and Castro


Studio: Its Gonna Hurt
Video language: English
We brought in this guy Bryan to get his face and ass smashed in by Castro's obscenely large dick. Unlike most updates, this guy could barely finish. Bryan was in so much PAIN it was kinda funny. I really felt bad for this one but like the sign said: "It's Gonna Hurt!" Enjoy, you sick fucks!
Format: Windows Media
Duration: 33:47
Video: 852x480, Windows Media Video V8
Audio: 125kbps
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Monster Dick in the Line Up


Monster Dick in the Line Up


Release Year: 2012
Studio: Its Gonna Hurt
Genres: Studs, Duet, Interracial, Oral, Anal, Masturbation, Cumshots, Monster Dick
Video language: English
What do you get when you get a little white man in a room and a hung Black man in the same room? You get a 'guess which is the dick in the line up' game. Its all about the mighty black cock in his young black hole. He knew what he came here for and found it. To get man crushed in the butt! Its gonna hurt, son!
Format: lavfpref
Duration: 29:14
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 93kbps
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That s Gonna Hurt


That s Gonna Hurt


Studio: Eurocreme
Video language: English
Mit Hhne so gro, wei man einfach, diesen Bottom Boys werden Walking fr Tage lustig, That's Gonna Hurt! ist eine Sammlung von den riesigen, dicken, fleischigen manhoods wir finden konnten, alle zusammen in diesem Paket Vorw�lbung der full-on poundings ass! Watch inch inch nach der Monster Cock Folie gespannt Arschl�cher besitzen, da sie tief im Inneren Pflug und fuck ihnen den Weg nur eine riesige Welle kann!
Format: mp4
Duration: 1:30:32
Video: 720x576, MP4V, 1718kbps
Audio: 124kbps
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Its Gonna Hurt - A Ride On The Gravy Train


Its Gonna Hurt - A Ride On The Gravy Train


Release Year: 2012
Studio: Its Gonna Hurt
Cast: Jon Estevez,Castro Supreme and Diesel Washington
Genres: Gay,Anal,Oral,Hardcore
Video language: English
Once upon a time there was a young boy named Jon Estevez. Jon had a fantasy of two big black dicks double teaming his little asshole. In his wildest dreams he never imagined it would come true until one day he ran into Castro Supreme and Diesel Washington and it was all history after that because Jon got his insides rearranged. then followed a big hot shower of man gravy all over his face. Dreams do come true!
Format: flv
Duration: 37:36
Video: 852x480, VP6F, 1498kbps
Audio: 62kbps
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Double Your Pleasure or Pain! - Castro, Mario and Derek


Double Your Pleasure or Pain! - Castro, Mario and Derek


Studio: Big Daddy - It's gonna hurt
Listen up... We figured you guys wanted to see it so we did it! Castro and Mario sharing a mouth and asshole. This shit is crazy and we think your gonna love it. These two monster cocks do some serious asshole boring and my friends this shit had to of hurt! In this update we brought in some fresh meat named Derek and I'll say "I don't think he was prepared. When the guys were done pounding his mouth and ass it was time to head to the clinic to get his holes stitched shut! Don't miss out on this crazy update
Format: flv
Duration: 39:38
Video: 852x480, VP6F, 1498kbps
Audio: 62kbps
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Thats Gonna Hurt


Thats Gonna Hurt


Release Year: 2010
Cast: Clayton Kole Cameron Wilson Steven Tyler Darian Hawke Dominic Diesel Wayne Cannon Titch Jones Matt Hughes Danny Dawson Brett Carter Neil Stevens
Genres: Big Dick Euro International Twink Anal Uncut Safe Sex British
Video language: English
With cocks so big you just know these bottom boys will be walking funny for days, That’s Gonna Hurt! is a collection of the most enormous, thick, meaty manhoods we could find, all together in this bulging package of full-on ass poundings! Watch inch after inch of monster cock slide owning eager assholes, as they plow deep inside and fuck them the way only a huge shaft can!
Format: avi
Duration: 1:30:32
Video: 848x480, XviD, 1372kbps
Audio: 125kbps
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Cole Gets a Reality check


Cole Gets a Reality check


Release Year: 2012
Studio: Its Gonna Hurt
Genres: Studs, Duet, Interracial, Oral, Anal, Masturbation, Cumshots, Monster Dick
Video language: English
This weeks itsgonnahurt extravaganza is painful. We brought in this cat named Cole and he was fucking scared. He new we were gonna be fucking him in his asshole but he had no clue how big the piece of meat was gonna be going up there. This shoot is pure soul crushing pain. I promise you will squirm watching this guy take this monstrous black dick! Enjoy!
Format: lavfpref
Duration: 37:06
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 68kbps
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It's Gonna Hurt - The Big Hurt - Castro and Daniel


It's Gonna Hurt - The Big Hurt - Castro and Daniel


Hey peeps! We got another itsgonnahurt for ya. This guy Daniel gets his shit pushed in pretty good. I think he was crying at one point during his asshole destruction. Castro didn't mind his soft lips on his massive meat hanger. Cum watch Castro destroy another little white dude!
Format: lavfpref
Duration: 31:07
Video: 720x404, AVC (H.264), 1170kbps
Audio: 68kbps
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Stretching tight ass


Stretching tight ass


Studio: Temptation Entertainment
Video language: English
This young blonde is so petite and her fuckmate is so damn hung… And still it ain’t gonna stop her from taking his meaty cock all the way up her ass! Yeah, it’s gonna hurt some but she will ride it like the reckless little nympho she it till it pops!
Format: mp4
Duration: 24:44
Video: 720x480, AVC (H.264), 3826kbps
Audio: 124kbps
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Its Gonna Hurt - Size wins Top _HD


Its Gonna Hurt - Size wins Top _HD


People normally always no what there getting themselves into when they sign up to shoot with us but sometimes people are so overwhelmed by the pay they forget what they came to do. We brought in this guy Marxel and told him we weren't sure if he was gonna bottom or top it just depends if his dicks bigger than the other talent. His dick was surprisingly much smaller than Izzy's. So... He got his asshole fucked into submission. It was really funny to see his expression when...
Format: lavfpref
Duration: 31:02
Video: 1280x720, AVC (H.264)
Audio: 125kbps
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Castro and Jake Taylor


Castro and Jake Taylor


Studio: ItsGonnaHurt
Video language: English
Jake got a big fat cock down his throat and his asshole blown out by a ten inch monster cock. Wow if you love seeing big dicks in tight little asses then your gonna love this video. It's gonna Hurt !
Format: avi
Duration: 40:57
Video: 424x240, DivX 5, 647kbps
Audio: 125kbps
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Big Boys Like Big Toys


Big Boys Like Big Toys


Studio: It s Gonna Hurt
Video language: English
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
Format: mp4
Duration: 25:11
Video: 852x480, AVC (H.264), 1464kbps
Audio: 69kbps
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I promise that I will be hurt


I promise that I will be hurt


Hot extreme BDSM
Genre: Extreme BDSM, Humiliation , Spanking, Electric Play, Pumping
Studio: Torture Galaxy
Starring: cool babys
Time: 32 min.
Description: I promise that I will be hurt.Custom desire is always interesting! This video has everything to get pleasure from the torture!
Video: DivX 5, 400x300, 700kbps
Audio: MPEG1 Audio Layer 3, 44.1 KHz

File size: 258.6 MB
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A strong desire to hurt


A strong desire to hurt


Year: 2008
Country: USA
Genre: BDSM, Bondage, Humiliation
Duration: 26 min
Studio: Fetish 360
Description:A strong desire to hurt. Sweet ass gets hit! Female wanted, what would it had been beaten and humiliated. She gets pleasure from it. Beautiful pink ass wanted, what would you punish and humiliate her!
Video: WVC1 640x480 29.97fps 1504kbps
Audio: Windows Media Audio 44100Hz stereo 96kbps

File size: 292.9 MB
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My Friends Are Gonna Love Me


My Friends Are Gonna Love Me


Studio: Big Daddy - It's gonna hurt
My friends are going to love me
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.
Format: mp4
Duration: 28:43
Video: 852x480, AVC (H.264), 1465kbps
Audio: 65kbps
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