Jack Major
Maikel Cash (1)
Sergeant Miles

SERGEANT MILES

SITES: All-American Heroes, BiPhoria, Devil's Film, Drill My Hole, Hot House, Icon Male, Jizz Orgy, Lucas Entertainment, Raging Stallion Studios, Trans Angels

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Gender X Films Family Transformation 3

Family Transformation 3, Scene 2

Featuring Jade Venus, Jayden Marcos, and Sergeant Miles
GenderXFilms.com

March 31, 2022

"When Jade Venus catches her stepfather Sergeant Miles watching her blowing her boyfriend she decides to go have a word with him. It's ok when he pervs on her alone but he kind of freaked out Jayden. The stepdad just can't help it and asks if he could look at her special treat. Why does this turn her on so much? Her stepdad is such a pervert. She can't help but pulling out her stiff cock for him to jerk off to. He has such a big cock. When Jayden Marcos gets up to see where Jade went he finds her getting blown by her stepdad. This is so perverted. What kind of family is this? But Jade tells Jayden she needs his cock in her mouth and soon both men are taking turns fucking her. The stepdad is totally in heaven as he is showing off fucking his hot trans stepdaughter in front of her boyfriend and he pulverizes her asshole. In fact he fucks her so good she shoots sweet trans juice all over herself and the men reward her with a face full of jizz."

WATCH Family Transformation 3, Scene 2 Featuring Jade Venus, Jayden Marcos, and Sergeant Miles

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My Wife Found Out I'm Bi!, Scene 3

Featuring Johnny Hill, Petra Blair and Sergeant Miles
Devil's Film

November 23, 2020

"Johnny Hill is on the phone, talking to a mystery man. Johnny tells him that he can't WAIT to suck his cock.

But little does Johnny know that his wife Petra Blair has been listening to his entire conversation from the other room! Petra looks shocked at what she just heard, but then seems to get an idea.

Later, Sergeant Miles arrives at the house. Petra greets him and tells him why she called him over. As Johnny's best friend, he knows him better than anyone. When Petra questions Miles about the phone call she heard, Miles admits that Johnny is bi, but he doesn't know how to tell her. 'That's where YOU come in,' Petra says with a mischievous smile.

Later that night, Johnny comes home and is shocked to find Petra and Miles in bed together. Petra tells Johnny that she invited Miles over for a threesome to spice the marriage up a bit. Johnny doesn't need any convincing and the three of them take their clothes off, ready to get down and dirty.

Petra's going to show Johnny that he never needed to hide anything from her!"

WATCH My Wife Found Out I'm Bi!, Scene 3 Featuring Johnny Hill, Petra Blair and Sergeant Miles

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Spanked by the Sadistic Sex Fiends!

Featuring Cytherea, Lena Kelly, and Sergeant Miles
TransAngels.com

February 8, 2020

"Lena Kelly is the star student of Sgt Miles' class and her paper on Recreational Corporal Punishment has been all that he and his wife Cytherea have been able to talk about around the house. Miles decides to invite the long dark haired college girl over for dinner and some stimulating conversation. Miles makes it clear to the sexy Lena that by exploring discipline and punishment in person she could really bring her academic engagement to a whole new level. Cytherea watches as her husband bends Lena over the couch and begins to spank her perfect round ass over and over until it's pink, warm and ready for the next level. Sgt Miles masterfully commands the student, striking her butt over and over with his belt as she begs for more. The sadistic couple toy with the gorgeous trans woman, Cytherea stroking her pussy as she watches her husband pushing Lena to her limits. Once she's been thoroughly worked over, Miles lets Lena finally have a taste of his cock which she slurps and sucks down to the base, giving herself over to the whims of the sadistic couple. Cytherea maintains her voyeuristic distance, masturbating and moaning as she watches the beautiful student get fucked all over her bedroom by her husband until they've all reached their kinky climaxes."

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Chauffeur Her

Featuring Jane Marie & Sergeant Miles
TransAngels.com

November 3, 2018

"The gorgeous Jane Marie can’t wait for her first day back to work for TransAngels, and when she sees that they’ve sent Sergeant Miles to pick her up it’s almost too much for her to take. Before she even gets to set, she’s horny and hungry for the bearded hunk’s cock. Knowing that the satisfaction of the talent is always the top priority, Miles is happy to help her out by stuffing her ass with his huge cut cock."

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Men Network - 9 Sites For The Price Of One

7

Don't Come In

Featuring Sergeant Miles and Will Braun
Drill My Hole at Men.com

December 20, 2017

"Sergeant Miles is out at the park with a group of his friends and girlfriend. He and Will Braun catch eyes and soon follow one another into the restroom for a quick fuck."

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16 Johnny Rapid, Rafael Alencar, Sergeant Miles, Travis Stevens in Im Leaving You Part 5

I'm Leaving You Part 5

Featuring Johnny Rapid, Rafael Alencar, Sergeant Miles, Travis Stevens
Jizz Orgy at Men.com

March 28, 2016

"Johnny Rapid and Travis Stevens get their mouths and tight holes stuffed with gigantic cock in this incredible jizz orgy. Watch horse hung Rafael Alencar and Sergeant Miles pound their sweet twink asses like no tomorrow."

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Dr. Anal

Featuring Rafael Alencar and Sergeant Miles
Drill My Hole at Men.com

June 21, 2015

"Rafael Alencar shows Sergeant Miles what a big dick really feels like as he fucks his tight hole, stretching him out with his thick throbbing cock."

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Civilian Marten & Sergeant Miles

Civilian Marten & Sergeant Miles

All-AmericanHeroes.net

February 18, 2015

"Civilian Marten wants to get in better shape like his buddy Sergeant Miles, but doesn't always have time to make it to the gym. So Miles decides to show his buddy some easy workouts that he can do on the go without weights and machines. First, Miles starts off with some leg lifts. Marten stands over his buddy's head and presses back Miles' leg thrusts, showing off just how ripped Miles is. It's pretty clear that Miles enjoys the view also. Next, Miles get his buddy on the floor for some pushups - military style. They keep perfect rhythm as they thrust their pecs and clap hands, showing off tight toned arms and lats. Then they move on to their triceps as they press up from the sofa and pump up their arms even more. But now, Miles has a special exercise he wants to show his buddy. Miles sets his buddy back on the sofa, arms back as he reaches for his belt buckle and slides his buddy's jeans down. Marten is already sporting a stiffy, so it does not take long before Marten has a full rock hard boner going. Miles' lip workout gets more intense as he throats down on his buddy deeper and deeper. Then Marten decides it's time to get his own lip workout going. Miles' fat cock gets a good workout, before he decides to jump down to all fours and give his buddy a chance to work out his hot hungry hole. Marten drives his thick cock in deep enough to get his buddy moaning his approval. Then Miles jumps on his back so he can get railed deeper by Marten's fat cock. Once his boots come off, Miles gets the good deep pounding he was hungering for. Next up, Miles decides to get in a leg workout as he squats down on Marten's rod, taking it balls deep. Miles rides the hell out of his buddy's cock, before he jumps to his knees and lays out his tongue to catch every drop of Marten's massive load. Miles shows off his cum covered tongue before he swallows it all down."

Civilian Marten & Sergeant Miles

Civilian Marten & Sergeant Miles

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Civilian Marten & Sergeant Miles

Civilian Marten & Sergeant Miles

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Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

All-AmericanHeroes.net

August 6, 2014

"Sergeant Miles needs an emergency medical procedure refresher course, and Private Seth (Seth Santoro) is only too happy to oblige. It doesn't take too long before the tourniquet falls loose and the blood starts flowing to their main veins. Nothing is quite as hot as watching American Heroes go mouth to mouth as they strip off their cammies. With Miles fully resuscitated, Seth immediately goes to work on his buddy's bulging cock, taking full-throat strokes on that big corn fed tool. But why should Seth have all the fun, when two can play at that game as they get some hot 69 action in? The hot oral maneuvers finish off with Miles' big paws grabbing Seth's ass and pulling him for the deepest throating he's ever given. Now that both our studs have their rods standing at attention, it's Seth's turn to teach his buddy some emergency butt pounding exercises. And boy, does our Sergeant get a good training session. All good pounding sessions should start off with some major tongue fucking, and Seth demonstrates just how much of an expert he is, driving that hot tongue deep and then running it around the edge before diving it back in. Miles' amazing ass is in skilled hands. By the time Seth reaches two fingers, Sergeant Miles decides it's time to issue the order to commence fucking. And Seth is only too happy to follow that order and shoe horn that hot cock deep into Miles' creamy ass. Nothing is hotter than getting fucked from behind while the top grabs the bottom's head and draws him in for some deep lip locking. Beads of sweat roll off Seth's perfectly toned body as this intense PT session goes into overtime. Seth drives deeper and deeper into his buddy until he can't hold back his moans. Seth's skills go into overdrive as he bends his Sergeant over for one last hot jack-hammer session. Rank does have it's privileges and one of those is getting Seth's huge creamy load shot down Mile's wide open mouth. That is an amazing cum shot!"

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles

Private Seth and Sergeant Miles Private Seth and Sergeant Miles

Private Seth and Sergeant Miles Private Seth and Sergeant Miles
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Raw Double Penetrations 06: No Holes Spared, Scene 1

Sergeant Miles And Dylan James Double-Team Devin Franco
Featuring Devin Franco, Dylan James, Sergeant Miles
Lucas Entertainment

July 3, 2017

"Sergeant Miles and Dylan James are having a private Fourth of July celebration: they’re hanging out and barbecuing, but they can’t do much with their food because Devin Franco is late with the buns. He arrives empty-handed because he thought Dylan and Sergeant meant his buns. Well, if that’s all that he brought, both Sergeant and Dylan are going to be sure to make a meal of the buns they do have. Both Sergeant Miles and Dylan James are ravenous tops when the situation calls for it, and they let Devin know early and completely that they’re totally in charge. He sucks their cocks and takes both their dicks up his ass without rest, and that includes at the same time in some hot double-penetration action!"

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Breeding Prince Charming, Scene 2

Starring Ken Summers, Rico Marlon, and Sergeant Miles
Lucas Entertainment

February 20, 2017

"Sergeant Miles doesn’t know what’s going on with his relationship (or lack thereof) with Brian Bonds, the star of “Breeding Prince Charming.” He sees the other contestants around him getting a shot to raw-dog the slutty prince, but Sergeant is sitting on the sidelines and his balls are getting fuller and fuller with each passing day. At this point, he doesn’t care if he gets any time with Brian or not -- he just wants to nut. He stops by the pool to let off some steam, and there he finds the Latino hunks Rico Marlon and Ken Summers. This gives Sergeant Miles the perfect opportunity to whip out his dick and have some fun with two of his sexy-as-hell cast mates. Rico and Sergeant are both in the mood to fuck a guy in the ass, and Ken Summers is more than happy to take them both on at the same time. If you check out 15:00, you’ll see Ken being split in two when Rico and Sergeant double-penetrate him… just listen to the moans!"

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Bareback Auditions 04: Raw Recruits, Scene 4

Sergeant Miles Flip-Fucks With Stas Landon
Lucas Entertainment

June 6, 2016

"Sergeant Miles returns front and center to the camera, and this time he gets to taste Stas Landon. The sexual chemistry between these two is apparent from the beginning of Sergeant’s interview. I don’t know about you, but it looks to me like Stas is very excited to finish the interview and start touching his scene partner. They move outside where the weather is nice; the guys strip down and show off their muscled bodies. Stas Landon kisses and works over Sergeant Miles’ butt cheeks and hole. But it’s Sergeant’s huge cock that Stas wants, and he bends over to take it. If you watch around 40:50 you’ll see Sergeant pounding him with a stern face, and the sound of his pelvis smashing against Stas Landon’s hard muscular ass is like music to your ears!"

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Down To Fuck, Scene 1

Rafael Lords And Sergeant Miles Suck And Fuck Bareback
Featuring Rafael Lords and Sergeant Miles
Lucas Entertainment

December 25, 2015

"Here is the first scene in the final movie filmed during Lucas Entertainment’s 2015 Fire Island production. And who better to begin the action than two sex-crazed Lucas Exclusives -- Sergeant Miles and Rafael Lords. Sergeant makes no illusion to the fact that he was once a military man, and one unshakable lesson he learned from his time in the military was how to serve and obey. And Rafael Lords might be small, but he’s got plenty of energy, especially when he takes ownership of Sergeant’s ass!"

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Hitting It Raw, Scene 3

Alexander Volkov Tops Sergeant Miles
Lucas Entertainment

December 4, 2015

"Fan-favorite gay porn star Sergeant Miles wanted to get a taste of Alexander Volkov as quickly as possible. And when the Lucas Entertainment production team showed Volkov who his on-set secret admirer was, he wasn’t going to say no to Sergeant’s request. But the look of Sergeant sparked in Volkov the desire to top, and Sergeant wasn’t about to deny him his request, either."

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Gentlemen 15: Suited For Sex, Scene 3

Sergeant Miles Gags On Dylan James’ Nine-Inch Cock
Featuring Dylan James and Sergeant Miles
Lucas Entertainment

November 20, 2015

"Let’s hope that Xavier Jacobs isn’t the jealous type and his fun with Sergeant Miles was purely carnal. Because Sergeant is moving his sexual appetite over to Dylan James, and I’m pretty sure I know why. You see, Sergeant is a bit of a fellatio enthusiast: this guy loves sucking cock, and it’s apparent in his scenes (especially the one with Michael Lachlan from the movie “Saluting Sergeant”). Well, he’s in for a treat, and so are you, because Dylan’s cock is very long and very smooth -- it’s practically genetically engineered to perform oral sex on. “Slobber” is a word that comes to mind when Sergeant finally earns his reward and gets between Dylan’s legs: the strands of saliva have never been more real in a gay porn scene than they are here. Something else equally real: the tomato-red hue Sergeant Miles’ face turns when he’s sucking and gagging on Dylan James. It’s the perfect precursor to their bareback butt fucking."

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Gentlemen 15: Suited For Sex, Scene 1

Xavier Jacobs And Sergeant Miles | Scruff In Suits
Lucas Entertainment

November 13, 2015

"Lovers of scruff and fur get ready, because this is easily the best pairing in the history of gay porn ever -- Lucas Entertainment brings exclusive model Sergeant Miles together with Xavier Jacobs. These guys were lusting after each other big-time on set in Fire Island (just look at the back and forth between them on Twitter), but they behaved themselves and saved their juice for their scene together. The two hunky otters begin by checking each other out, but it’s anyone’s guess who will drop to their knees first (Spoiler Alert: it’s Sergeant who get his mouth on Xavier’s bulge). It’s not all about the oral sex (though sometimes Sergeant looks like he wants it to be) -- these guys are after each other’s ass, and they aren’t afraid of breaking each other. Because when they fuck they fuck hard. If you want to see Xavier Jacobs bottom, this is your chance… and who better to bang him in the ass raw than Sergeant Miles?"

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Saluting Sergeant, Scene 3

Sergeant Miles Takes Michael Lachlan’s Uncut Aussie Cock
Featuring Michael Lachlan and Sergeant Miles
Lucas Entertainment

September 11, 2015

"Here’s round two of Sergeant Miles receiving extra special attention from another one of his fellow Lucas Entertainment exclusive models. Is he ready for Michael Lachlan’s fat, uncut Aussie cock though? There’s only one way to find out -- and judging from 28:20, I think they’re off to a very good start. And make note of Sergeant’s unmatched skill at versatile sex-- he pounds Michael Lachlan in the butt like a jackhammer!"

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Saluting Sergeant, Scene 1

Exclusive Flip-Fucking Starring Sergeant Miles And Drae Axtell
Featuring Drae Axtell and Sergeant Miles
Lucas Entertainment

September 4, 2015

"Teaming up Drae Axtell with Sergeant Miles was an easy decision -- Sergeant is a total cock whore, and Drae’s package is a gay man’s wet dream. There’s nothing lost in this scene, either: there is plenty of dick sucking (yes, Sergeant’s face turns a bright red hue as he gags down every inch of Drae’s cock), ass licking (Drae laps up Sergeant’s hole before bareback penetration) and then some incredible fucking. Drae is in top shape while he’s fucking Sergeant: check out a sample at 14:10, but make sure you turn your volume down, because Sergeant’s moans might blow out your speakers. After seeing this, you’ll certainly salute Sergeant Miles!"

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Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Raw & Ready, Scene 3

Sergeant Miles And Bryce Evans Take Turns Breeding Ass
Lucas Entertainment

June 1, 2015

"Sergeant Miles returns to perform for the Lucas Entertainment camera, and he once again demonstrates how much he likes sucking cock. Sergeant has a major oral fixation as he showed off with Sebastian Young, and Bryce Evans is the lucky recipient of all of that pent-up energy this time: all he has to do is kick back and let Sergeant do the rest. But pay attention to when Sergeant Miles lets Bryce Evans get a turn at sucking his dick: Sergeant shows off his hot military body, and the cum-gutter display is mouth-watering -- check it out at 6:00. And remember how it was mentioned that Sergeant is completely versatile? Well, he proves that again here: this guy can take a dick just as good as he can give one."

Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass Sergeant Miles And Bryce Evans Take Turns Breeding Ass

Sergeant Miles And Bryce Evans Take Turns Breeding Ass
Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Ink, Sweat, Cum, Scene 2

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock
Lucas Entertainment

May 18, 2015

"A swim to cool off from the Florida heat is enough to get anyone aroused, but two jocks like Sergeant Miles and Sebastian Young take it to a whole new level. This is Sergeant’s premiere scene on Lucas Entertainment, and who better to pair him with than the always sexy dom-top Sebastian. However, for Sergeant, Sebastian isn’t so dominant. Does he fuck the hell out of Sergeant bare? You bet he does (especially when Sergeant is on his back and you see Sebastian’s ass thrusting with each pump) but more than once Sergeant gets his chance to get his dick wet in Sebastian’s hole."

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock

Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock Sergeant Miles Rides Sebastian Young’s Throbbing Raw Cock
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