27 Apr 2024
Ian Sterling and Mateo Tomas share Nano Love's perfect ass in the latest video from Cutler's Den. Nano takes these two nine-inch dicks down his throat and deep in his fat round butt, and he loves every minute of it.
Ian and Mateo take turns filling his juicy pucker, but then while Nano rides Mateo's dick, Ian slides his monster meat in behind. I can't believe how hard they fuck him in this DP session.
Watch Mateo Glaze The Inside of Nano's Fuck Hole! What a Threeway!
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9 Feb 2024
OMG! This has got to be one of the hottest videos Cutler's Den has ever produced. Nothing quite like watching Ian Sterling's big fat cock stretching a bottom's hole. Mateo Tomas is bottoming for his first time on the site and he looooooves Sterling's dick in his throat
Mateo drools, gags and goons until Ian decides he is done with his throat and dives into what has to be the biggest butt in all of Montreal -- that's right, Tomas is Canadian. My favorite sequence is watching Sterling drilling Mateo on his back, holding his feet and pounding hole like he's never gonna do it again.
Watch Ian Sterling Drain His Full Nuts Down Mateo Tomas' Throat!
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12 Oct 2022
When Cutler X and Ian Sterling stuff their huge dicks in Max Lava's ass in this new Cutler's Den video, the bottom looks as though he's going to pass out.
They double fuck him doggy style with Ian doing most of the plowing, then Cutler grabs Max and lays him across his torso while Ian slides his meat inside. Max pants and rolls his eyes back in his head, and it looks like he might faint.
Watch This & 30 Other Double Penetration Fuck Videos!
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23 Sep 2022
Hot fuck boy Eli Shaw is back at Cutler's Den. Since he debuted in June, he has brought his caged cock to the site once a month and turned his hot little ass one hung top after another. First, Lawrence Morningstar, then Ian Sterling and Lucca Mazzi spit-roasted the boy, and last month, King Bryce stretched out Eli's fuck hole.
Now Eli is back for another round with Ian Sterling, and not only does Ian pound Eli's pucker with his huge cock, but he slides his fist inside the boy, too. All the while, Eli's own dick remains locked in a cage.
Watch Ian Sterling Fuck & Fist Eli Shaw in This Ass-Splitting Video!
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6 Aug 2022
Han Core told Cutler's Den he wanted to get fucked. Hard. So Cutler X set him up with two hung tops with staying power. While Ian Sterling pounds Han's beautiful butt, Lawrence Morningstar fills his hungry throat. When they need a break, they swap out.
Watch Han Guzzle Ian's Load While Lawrence Pounds His Hole!
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11 Dec 2021
It's an Ian Sterling flip-fucking double-feature weekend. Yesterday I covered his scene with Lucca Mazzi at Cutler's Den and the pair fucked each other silly. Today, I discovered that Sterling is also flipping in the latest video Beat Dad's Hole, Son at Muscle Bear Porn.
There's a super hot sequence where Ian is kneeling between Liam Angell's legs and plowing him on his back. Daddy Will Angell is behind them and stuffing his large fatty in Ian's hole. Will encourages Ian to fuck his boy deeper and harder and wreck his hole.
Watch Two Hairy Daddy's Destroy Their Hairy Boy's Fuck Hole!
10 Dec 2021
When I first saw Big Boys over at Cutler's Den, I hoped that Ian Sterling would be plowing ass. He's bottomed in his last several scenes, including a DP with Cutler X and Drew Sebastian, and I miss seeing him topping. He's got such a beautiful dick.
But in the opening pictures, I saw Lucca Mazzi sliding his thick eight inches into Sterling's hairy ass. But my disappointment was short lived as Ian slides his niner into Lucca's meaty ass. Yay! A flip-fuck!
Watch Lucca Breed Ian's Hairy Ass with His Big Dick!
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9 Oct 2021
Hairy men Drew Sebastian and Ian Sterling are skinny dipping in the Cutler's Den swimming pool. Things heat up with some kissing and Drew plays with Ian's nipples -- he knows that always getting the horny bottom revving at high speed.
Drew sits on the edge of the pool and Ian swims between his hairy thighs and begins nursing on his huge cock. Before they know it, Ian is down on all fours on the lawn getting his hole pumped and drilled with Drew's giant dick.
Watch Drew Pound Ian & Fill His Hairy Hole With Creamy Cum!
10 Sep 2021
This new video from Muscle Bear Porn is fucking intense. Daddy Will Angell has Ian Sterling in his sling and he's working this boy's fuck hole like I've never seen before. The dirty talk alone will get your balls churning up a big load, but the fisting is a must-see.
With his hand buried in Sterling's ass, Angell says, "When you say go, I'm going to fucking go." He repeats this over and over, building up Sterling's anticipation. When Ian says "go," Angell yanks his fist out fast and Ian bellows and we get a look at his gaping hole. A few rounds like this then Daddy Will massages his boy's hole with his huge cock and coats his aching guts with his creamy load.
Hands Down One of Muscle Bear Porn's Hottest Videos! Watch It!
2 Sep 2021
Two of the biggest cocks in Pornland pair up to destroy Ian Sterling's ass. But first, this bottom daddy swallows Cutler X's 11 inches and then Drew Sebastian's monster cock, and he nearly manages to deep throat each of them. Then he sticks both of them in his mouth until his eyes bulge out of his head.
Finally, these tops take over, each one stuffing a hole. Cutler X fucks Ian's hairy ass first, then Drew takes his turn. After plenty of tag-team fucking, they double penetration him. Come inside for a preview of the double penetration session.
Watch Daddy Ian Sterling Get His Hole Wrecked Before He Guzzles Cum!
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13 Jul 2021
Ian Sterling is a sexy hairy daddy who has both topped and bottomed in his seven scenes over at Cutler's Den. This week he's fucking deep-throat bottom Prince, who you may remember as the skilled cocksucker who swallowed all of Roxas Caelum's 12 inches.
Watching this boy swallowing dick will get your balls tingling. Even when Sterling holds Prince's head with his big fat dick buried down his throat, he doesn't choke. Ian pounds Prince's tiny ass hard, but he takes everything the man has to give, including a big load of jizz down his throat.
Watch Prince Deep-Throat Ian Sterling's Niner & Swallow His Load!
15 Jun 2021
Have you ever had sex in a public toilet? No? Watching these hairy brutes going at it will get you horny for some tearoom sex. Major Mo has Ian Sterling pinned against a urinal and he's feasting on the bearded man's armpit. By the looks of things, Sterling's going to bend over and take the hunk's fat dick, but this scene has a surprise ending.
Watch Hairy Daddy Sterling Blow His Thick Load Down Major Mo's Throat!
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2 Mar 2021
Sexy daddy Ian Sterling has a big meaty cock and Santino Cruz loves servicing hung men. He swallows the hunk's dick, sniffing the man's hairy pubes and licking his nuts. Ian orders Santino into a doggy style, then rims the boy's hole and runs his beard through his ass crack.
Sterling opens up his bottom doggy style, then flips him over and spreads Santino's legs wide. Pumping his hole gets Ian close. He flips Cruz onto his back and sprays a huge cum load on the bottom's chest. But this scene isn't over yet, Sterling was just the opening act. Literally.
Watch Ian & Cutler X Tag-Team Santino's Juicy Fuck Hole!
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9 Jan 2021
Big-dicked bearded hunk Ian Sterling made his debut on Cutler's Den in back-to-back sessions. In his first scene (pictured here) he takes control of Apollo, another newcomer, and feeds his fat dick down the lad's throat. Then he fucks the boy with his big cock and finishes off fisting his butt.
Ian Sterling's second scene was released a week later and features some payback with the bearded hunk taking Roxas' giant cock, preview it inside.
Watch Ian Sterling Getting His Hole Stretched by 2 Giant Cocks!
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