See the biggest, longest, fattest cocks stuffed into tight gay assholes. And yes, it's gonna hurt

Bang Before Bed – Tyson Tyler & Dayon

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Tyson Tyler and Dayon are getting ready to tuck in for a good night’s sleep. But these lovers sometimes get restless on hot Summer nights like tonight. The only cure for sleeplessness is a good fuck! Tyson starts out by rubbing Dayon’s bubbly ass. Dayon can’t resist such advances, so he turns over and pulls the sheets down from over Tyson’s hard dick. Dayon sucks for a while, enjoying every stiff inch. Then Tyson gets some of Dayon’s sweet meat as the two 69. Then Tyson takes control, bending his sexy boyfriend over and sliding his large dick inside the tender hole. Join these love birds as they squeeze in a steamy quicky before retiring.

Doing It Big!

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Payton’s a bit nervous about interviewing for It’s Gonna Hurt. Who wouldn’t be! Having a cock shoved up your ass that’s big as a bat isn’t easy. Especially when Casro Surpreme’s dick hooks to the left. It’s going to hit each wall in Payton’s asshole. Hope he knows what he’s getting himself into. The only thing I can advise him is to think happy thought because It’s Gonna Hurt.

Anal Lasagna

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We got a big boy for you guys this time. Damien is a huge dude, and he’s ready to get piped by Castro’s massive cock. He’s a little curious, and this will be his biggest dick ever. He cautiously sucks on it, and then takes it in his ass, ALL-THE-WAY. Did he make it out alive? Come find out.

Steven’s Ass Is Totaled

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OMG… This guy Steven Waye gets his asshole torn apart by Castro’s massive cock. Much to my surprise he enjoyed every second of it. Steven loves sucking big black man dick. I think anyone who loves watching dudes get fucked by big gnarly black cocks will deeply enjoy this episode of It’s Gonna Hurt. Cum watch Steven get a hot cum bath. Enjoy, you sick fuckers!

Hanz Is Hurtin!

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If you’re reading this… most likely you love watching little tight assholes get ripped open by big black cock, so you are in the right place! Today we brought in this little euro dude named Hanz gets who his guts wrenched by Castro’s big black cock. I will say, this little fucker took it like a champ and then caught a nice warm load on his chin! Happy Humping!

Naked Lunch – Jin Powers & Tyce Jax

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He’s a hard working, white-collar employee who values his lunch time more than anything during his day. That’s why Tyce Jax always spends it wisely. This time he’s run into a handsome stranger right near the freeway overpass. The stranger’s name is Jin Powers and he likes the way Tyce moves. Hungry looks are exchanged and Jin follows after Tyce. They walk underneath a nearby bridge where Jin rubs Tyce’s swelling cock. After some kissing, they leave and find a cheap motel room where they can indulge on each other for a little while. It’s Jin’s lunch too and he’s been hungry for fat, hot dick all day. He devours Tyce’s hard beef ravenously. Then he licks all around Tyce’s sweet asshole. Jin decides to fuck Tyce. He pushes his large, thick member into the stranger’s hole and pounds him hard, two different ways. Then they switch off so Tyce can slam Jin’s eager pocket. Come along as two complete strangers become very acquainted in this incredibly sexy encounter.

High Rise Hunks – Jordano Santoro & Krave Moore

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High up in a luxurious skyscraper, lovers Krave Moore and Jordano Santoro get cozy above the bustling metropolis. As Krave takes in the myriad sights and sounds from the balcony, Jordano joins him, nuzzling up from behind. They both become very turned on, and retire to the bedroom. This is where Jordano unsheathes Krave’s large, swelling cock. Sucking it slowly and gently at first, Jordano works into a fervent rhythm, bobbing up and down, deep and long on the erect dick. Krave turns Jordano around and licks his sweet hole. Jordano’s lamentations of ecstasy fuel Krave’s ravenous desire. After fucking Jordano’s plump ass with his tongue, Krave allows Jordano to slurp some more on his fat dong. Then Krave takes control again by spreading Jordano’s tight asshole and sliding his massive member deep inside. Watch these penthouse lovers exchange intense passions while suspended high above the city.

Posing for Pleasure – Marc Williams & Draven Torres & Max Chevalier

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Imagine this: the impeccably chiseled Marc Williams, posing in his underwear, flexing, moving, looking deep into your eyes. Now enter Draven Torres and Max Chevalier, two gorgeous men, hungry for warm, Ebony flesh. They cannot help but satisfy the deep craving by licking, kissing, and squeezing beautiful Marc. This intense touching leads Draven to suck both Marc’s and Max’s cocks at the same time. He trades off between both ravishing boners before allowing Max to fuck his tight asshole while he bobs on Marc’s strong dick. Join this amazing trio and fill your body with their intensity, feeling the moment, then explode in pure ecstasy with these three dong-firming dudes.