That's Gotta Hurt

Scenes 58 min

It's Gonna Hurt

That's Gotta Hurt

Cast: Castro Supreme James Hamilton
Release date: 2009-09-08
Runtime: 58 min
Studio: It's Gonna Hurt
Tags: Anal Dildo Anal Doggy Style Anal Reverse Cowgirl Beach Big Black Cock (BBC)Black Man Black on White Circumcised Condom Cum On Ass Cum on Self Cumshot Gay Kitchen Masturbation Monster Cock Tattoos Twosome (Gay)White Man anal blowjob

After our success story at the beach last week, we decided to hit the beach up again today to find us a victim, but this time Miami Beach. We find this cool dude Brian just hanging out by himself we're not too sure what's up with him but he made a comment about Castro giant cock so we invite him over the apt for some drinks. So we talked for a bit & I convince him to try the Supreme out & he went for it. Cum see what happens.... ENJOY!!!

My rating, notes & lists

My rating

Sources StashDB 2026-10-06

Wrong information or a problem with this page? Tell us about wrong details, duplicates or illegal content.

More with this performer

Nella Jay, 18, has an incredible rack and sensational ass. She puts everything into fucking and sucking a stud2026-05-22+2026-10-06

Nella Jay, James Hamilton Naughty Mag Scenes

Three Dicks are Better Than One2020-04-30+2026-10-04

Castro Supreme, Ramon Monster Cock, Venus Lux Trans Angels Premium Scenes

FIRST SEED2019-11-30+2026-10-05

Jay Rizzing, El Maximus, Eli Hunter, Casey More, Josh Bensan, Kevin Kobe +2 others Sketchy Sex Scenes

Guarding Her Body2019-10-24+2026-10-04

Castro Supreme, Ramon Monster Cock, Eva Lin Trans Angels Premium Scenes

Making Her Cum is Your Job2018-01-18+2026-10-05

Eden Alexander, Kimmy Lee, James Hamilton Club Dom Sceneswith 1 other

Castro Supreme & Scorpion King2018-01-12+2026-10-03

Castro Supreme, Scorpion King Reality Thugs Scenes

Femdom Sex2017-07-05+2026-10-05

Alex Adams, Stevie Shae, Brianna Beach, Kelly Diamond, James Hamilton Club Dom Sceneswith 2 others

Oh No Mr.Officer2017-04-14+2026-10-04

Castro Supreme, Diana Love I Kill It TS Scenes

Same studio

See all

Curious Guy Takes The hammer!2012-07-17+2026-10-05

Izzy James, Seth Haas It's Gonna Hurt Scenes

White guy desperate for black dick2012-07-03+2026-10-05

Izzy James, Jared King It's Gonna Hurt Scenes

White boy gets big black dick2012-06-19+2026-10-06

Izzy James, Ty Tucker It's Gonna Hurt Scenes

Country white boy tries black dick2012-06-12+2026-10-05

Izzy James, Mark Yates It's Gonna Hurt Scenes

Euro wants some big dick2012-05-29+2026-10-05

Izzy James, Wolfie Blue It's Gonna Hurt Scenes

Tanner's Big Dick Ride2012-05-22+2026-10-05

Izzy James, Tanner Wayne It's Gonna Hurt Scenes

Big Black Dick For White guy!2012-05-15+2026-10-05

Parker Wright, Izzy James It's Gonna Hurt Scenes

Straight guy's anal satisfaction2012-05-08+2026-10-05

Izzy James, Logan Vaughn It's Gonna Hurt Scenes

Similar scenes

Beach Day Ass Fucking2010-05-18+2026-10-04

Castro Supreme, Tristan Phoenix It's Gonna Hurt Scenes

Jaden Loves Black Dick2010-06-08+2026-10-06

Jaden Roberts, Castro Supreme It's Gonna Hurt Scenes

Castro Vs The Stripper2009-10-27+2026-10-04

Castro Supreme, Kirk Cummings It's Gonna Hurt Scenes

The Italian Meets The Sausage2009-07-15+2026-10-05

Castro Supreme, Giovanni Summers It's Gonna Hurt Scenes

Ouch!!!2010-07-06+2026-10-05

Castro Supreme, Tyler Ford It's Gonna Hurt Scenes

Lance Like's Big Dick2010-04-06+2026-10-05

Castro Supreme, Lance Howard It's Gonna Hurt Scenes

We Got A Screamer Folks2010-03-30+2026-10-06

Castro Supreme, Dareian Blue It's Gonna Hurt Scenes

It Really Fucking Hurts2010-03-23+2026-10-05

Castro Supreme, Jack Michaels It's Gonna Hurt Scenes