It's Gonna Hurt - The Lumber Jack Slam! - Castro and David Chase

Today we brought in this guy named Cory (David Chase) and it was really great watching this 6 ft 5 inch guy surrender to Castro's giant cock. This guy was a real champ cause he tried to deep throat Castro's meat! It didn't really work but it was fun watching him gag and tear up like he was crying! I think at one point he might have been crying. Seriously, watch this big lumberjack get his hole pounded!

Duration : 00:36:35
Resolution : 1280x720
Video : AVC (AVC), 2 676 Kbps, 29.940 fps





File size: 723.0 MB

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It's Gonna Hurt - The Lumber Jack Slam - Castro & David Chase

Hey everyone. Today we brought in this guy named Cory and it was really great watching this 6 ft 5 inch guy surrender to Castro's giant cock. This guy was a real champ cause he tried to deep throat Castro's meat! It didn't really work but it was fun watching him gag and tear up like he was crying! I think at one point he might have been crying. Seriously, watch this big lumberjack get his hole pounded!

Format: lavfpref
Duration: 36:35
Video: 1280x720, AVC (H.264), 2613kbps
Audio: 80kbps





File size: 723.0 MB

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Extra Big Dick - Tight Little Fucker

Release Year: 2010
Studio: Its Gonna Hurt
Cast: Castro, Val
Genres: Oral / Anal Sex, Big Big Dick, Interracial, Facial Cumshot
Video language: English

Hey people ... We have got another gut wrenching episode of of It's gonna Hurt. Today's 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 Castro's Supreme! Watch and Love it!



File size: 344.8 MB

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Its Gonna Hurt - Butthole Smash! (Bryan & Castro)

This Tuesday's It's Gonna Hurt update is great! 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!

Length: 351 MiB Duration: 33mn 47s 245ms
Video: WMV2 at 1 259 Kbps, Aspect: 852 x 480 (1.775) at 23.976 fps
Audio: WMA at 128 Kbps, Infos: 2 channels, 48.0 KHz



File size: 351.1 MB

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It's Gonna Hurt - White Boy Gets Owned!

This update of It's Gonna Hurt features Castro Supreme and some little white dude that's trying to prove something to his prostate. This little fucker gets cracked in half by Castro's mammoth sized cock and then he gets mother fuckin loads dropped on his face. That shit will always hurt! Peace out, bitches!

Length: 353 MiB Duration: 26mn 20s 514ms
Video: AVC at 1 798 Kbps, Aspect: 852 x 480 (1.775) at 29.970 fps
Audio: AAC at 69.3 Kbps, Infos: 2 channels, 44.1 KHz




File size: 353.0 MB

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Tight Little Fucker. [ItsGonnaHurt] 10/2010

Year: 2010
Country: USA
Genre: Oral / Anal Sex, Big Big Dick, Interracial, Facial Cumshot
Duration: 36:07

Description: Hey people ... We have got another gut wrenching episode of of It's gonna Hurt. Today's 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 Castro's Supreme! Watch and Love it!
Video Quality: SiteRip
Size: 345 MB


File size: 344.8 MB

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Tight Little Fucker

Year: 2010
Country: USA
Genre: Oral / Anal Sex, Big Big Dick, Interracial, Facial Cumshot
Duration: 36:07

description:
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!

Video Quality: SiteRip
Video Format: WMV
Video: Windows Media Video 8 852x480 777kbps 23.976 fps
Audio: Windows Media Audio 48000Hz stereo 128kbps


File size: 344.8 MB

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It's Gonna Hurt - Gettin Hooked

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!!!!

Length: 484 MiB Duration: 21mn 59s 799ms
Video: AVC at 3 000 Kbps, Aspect: 1280 x 720 (1.778) at 29.970 fps
Audio: AAC at 72.0 Kbps, Infos: 2 channels, 44.1 KHz





File size: 484.0 MB

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It's Gonna Hurt - The Big Hurt

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!

Length: 351 MiB Duration: 31mn 7s 267ms
Video: AVC at 1 500 Kbps, Aspect: 852 x 480 (1.775) at 29.970 fps
Audio: AAC at 69.8 Kbps, Infos: 2 channels, 44.1 KHz




File size: 351.1 MB

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It's Gonna Hurt - Gene Meet Castro's Big Black Dick

Attention all you sick twisted fuckers. This week we brought in this Midwesterner Gene to pleasure Castro's big hard meat pipe. It seems that Gene might have bit off more than he could chew. Castro buries his huge dick deep into Genes tight little asshole. I promise your gonna love watching these two boys love on each other! Later fuckers!

Length: 221 MiB Duration: 20mn 23s 599ms
Video: AVC at 1 500 Kbps, Aspect: 852 x 480 (1.775) at 23.976 fps
Audio: AAC at 70.1 Kbps, Infos: 2 channels, 44.1 KHz




File size: 220.8 MB

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ExtraBigDicks - Brenn Wyson & David Chase in All Choked Up

Sit back and buckle your seat belts cuz we have a doozy for you as we welcome back Brenn Wyson as well as David Chase. Brenn is 39 and this Bostonian now calls Ft. Lauderdale home. David Chase is 30 years old and from Jacksonville, FL and although he is making his debut with us this week he’s already a fan favorite on our brother site MenOver30. We asked these two where they thought would be a great place to retire once they were ready to. David would want to settle down in a small town where it’s quiet and not a lot of pollution. Brenn would want to head over to Lithuania which is where his family is from. We asked these two whether they preferred to spit or swallow. You know we’re cutting edge journalists here. It’s ‘swallow’ for David Chase while Brenn isn’t giving us any information. “I’m gonna keep ‘em guessing”, Brenn says with his signature grin. When it comes to kink, for Brenn it depends on the person and it has to be set in a moment. David is accommodating on the kink realm and likes to spice things up with a little bit of pain mixed in with his pleasure. We’re not sure Brenn Wyson is the one you want to drop that pearl of wisdom in front of. Well, he’s about to find out why…

Length: 194 MiB Duration: 16mn 30s 122ms
Video: VC-1 at 1 500 Kbps, Aspect: 720 x 404 (1.782) at 29.970 fps
Audio: WMA at 128 Kbps, Infos: 2 channels, 44.1 KHz



File size: 193.5 MB

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ItsGonnaHurt -Tight Little Fucker. 10/2010 (Oral / Anal Sex, Big Big Dick, Interracial, Facial Cumshot)

Year: 2010
Country: USA
Genre: Oral / Anal Sex, Big Big Dick, Interracial, Facial Cumshot
Duration: 36:07

Description: Hey people ... We have got another gut wrenching episode of of It's gonna Hurt. Today's 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 Castro's Supreme! Watch and Love it!
Video Quality: SiteRip
Video Format: WMV
Video: Windows Media Video 8 852x480 777kbps 23.976 fps
Audio: Windows Media Audio 48000Hz stereo 128kbps
Size: 345 MB


File size: 344.8 MB

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It's Gonna Hurt - Gettin it like a Dirty Dog - Izzy and David Chase

This week on itsgonnahurt 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!

Duration : 00:21:38
Resolution : 1280x720
Video : AVC (AVC), 2 704 Kbps, 29.940 fps





File size: 432.0 MB

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It's Gonna Hurt - Hung Solo

Hey people... Castro breaks this guy Joey Baltimores Ass in half. Joey is a pretty ripped dude that has a fat ass and loves getting his ass packed with big black salami. This guy loved every second of the anal scene with Castro Supreme. He screamed with joy as Castro savagely fucked him until he blasted his face with hot cum. Winning!

Length: 327 MiB Duration: 29mn 1s 341ms
Video: AVC at 1 500 Kbps, Aspect: 852 x 480 (1.775) at 29.970 fps
Audio: AAC at 69.3 Kbps, Infos: 2 channels, 44.1 KHz




File size: 326.5 MB

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Very Big Dick - Kirk Cummings

Release Year: 2009
Studio: Its Gonna Hurt
Cast: Castro,Kirk
Genres: Big dick, Cumshot, Sucking, Twinks, Anal / Oral Sex
Video language: English

Today I present to you "Kirk Cummings" a sexy little stripper who is too excited to be here completely in the dark about who he will be working with today. He's a little show off, but let me tell you that boy can move. So after Kirk showed me a few moves we chatted for a bit then I brought him to the kitchen to meet the star of the show "Senor Castro Supreme" He couldn't believe how big Castro's dick was but he sure was willing to try it out. After Kirk blew Castro away with an amazing blowjob it was time for some damage. Enjoy!!!! As I quote Senor Castro "Hasta la Visto"



File size: 556.4 MB

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ItsGonnaHurt - Return of the Rock (HD)

Hey people this weeks It's gonna Hurt update is the tits. We had this jacked diesel broski named Rock return for his second time here on its gonna hurt. Last time he was here he had the pleasure of getting his asshole ripped open by Castro. This time he fucks Izzy and my friends its not pretty and I think he had to leave the shoot wearing a depends cause his shit got pushed the fuck in! Watch and drool

Format: mov
Duration: 26:26
Video: 1280x720, AVC (H.264)
Audio: 63kbps



File size: 580.5 MB

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It's Gonna Hurt - Butthole Mashing

So this week on Itsgonnahurt.com we put another white dudes asshole through a savage pounding from Castro Supreme's monster cock. Castro comes work to crack asses in half for all of your entertainment. Christopher Daniels came here to try something new and exciting. I guess his of exciting is getting his asshole smashed up. Cum all who dare. Castro's got enough to go around for seconds and thirds. Enjoy!

Length: 318 MiB Duration: 28mn 12s 860ms
Video: AVC at 1 500 Kbps, Aspect: 852 x 480 (1.775) at 29.970 fps
Audio: AAC at 69.9 Kbps, Infos: 2 channels, 44.1 KHz




File size: 318.4 MB

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It's Gonna Hurt - Scared Little Logan

Year: 2011
Country: USA
Genre: Studs, Monster Dicks, Oral, Anal, Cumshots, Interracial
Length: 00:22:49
Video Quality: SiteRip
Video Format: MP4
Video Codec: MPEG4
Audio codec: AAC
Video: MPEG4 Video (H264) 852x480 29.97fps 1500 kbit / s
Audio: AAC 44100Hz stereo 64kbps

Description: Here we are again with another fantastic update of Its Gonna Hurt. 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!







File size: 256.4 MB

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It's Still Gonna Hurt

Year: 2010
Country: USA
Genre: Oral / Anal Sex, Big Big Dick, Interracial, Cumshot
Length: 00:33:37
Description: Hey big dick lovers ... Today we brought in a new big cock by the name of Mario Costa. This guy is a cool ten inches with girth the size of this guy Seth's forearm. Needless to say this weeks victim is in for some pain. Let just remind you it's not Castro but it's still gonna hurt! Enjoy!

Video Quality: SiteRip
Video Format: FLV
Video Codec: Flash
Audio: MP3
Video: Flash Video 4 864x480 29.970fps 499Kbps 1
Audio: MPEG Audio Layer 3 44100Hz stereo 64Kbps
File size: 386.6 MB

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Its Still Gonna Hurt

Year: 2010
Country: USA
Genre: Oral / Anal Sex, Big Big Dick, Interracial, Cumshot
Length: 00:33:37

description:
Hey big dick lovers ... Today we brought in a new big cock by the name of Mario Costa. This guy is a cool ten inches with girth the size of this guy Seths forearm. Needless to say this weeks victim is in for some pain. Let just remind you its not Castro but its still gonna hurt! Enjoy!

Video Quality: SiteRip
Video Format: FLV
Video Codec: Flash
Audio: MP3
Video: Flash Video 4 864x480 29.970fps 499Kbps 1
Audio: MPEG Audio Layer 3 44100Hz stereo 64Kbps


File size: 386.6 MB

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It s Gonna Hurt The Lumber Jack Slam Castro and David Chase

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