Gay First Anal with gay boys

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Phenix Saint ,Alexander Gustavo ,Max Penn - My Sister's Fiance South Wilmington

Cast: Phenix Saint ,Alexander Gustavo ,Max Penn
Genres: Family Roleplay ,Anal ,Brunette ,Reality ,Threesome ,Blowjob ,Masturbation
Video language: English
For phenix saint, life has been getting more and more crazy every day, as his wedding approaches. It's a good thing his future wife's family is so much fun and easy to get along with. His soon-to-be brother-in-law, max penn is always up to some kind of mischief, but phenix loves spending time with him. And max's boyfriend, alexander gustavo, is a perfect complement to max. He's always encouraging max to run some kind of clever scheme...Often seduction is involved.On a sunny day, when phenix's woman is stuck at work, phenix decides to join max and alexander down by the pool for a little bonding time. They welcome him and cook up a plan as he sunbathes shirtless next to the pool. Max finally convinces phenix to come in the pool, wearing a pair of max's swim shorts, since phenix didn't bring over a pair. Saying they were small on him would be a huge understatement. As the three casually toss around a volleyball and make wisecracks at each other, max announces he'll be right back. He walks out of the pool slowly so phenix gets a good look. Then, to phenix's astonishment, max pulls his shorts down and gives both guys a good show of his tight asshole! Alexander laughs at phenix's nervous reaction. When max gets back in the pool, he tries to get phenix to take off his shorts too, but phenix does not see this as appropriate. Max takes matters into his own hands and submerges, swims over to phenix, pulls his shorts off and quickly gives phenix's cock a little suckle. It all happened too fast for phenix to realize what had happened. Max then jumps out of the pool and motions for phenix to follow him behind the pool house. Phenix jumps out, naked and confused and goes after max. Max grabs his arm and pulls him behind the house where they seem to be alone. There, max convinces phenix to let him suck his dick! It took a little convincing, but max takes advantage of the opportunity to the full extent. And alexander takes a prime position for watching, hidden behind a support beam, jerking his hard meat.After a few minutes, max brings phenix back poolside and alexander joins them. Phenix figures that this has already become so out of control, he should at least finish off the whole encounter with a nice cum blast. Max continues to slurp phenix's cock while alexander licks max's butthole. Then, max lets phenix experience his first ass. Phenix slides his fat boner into max's sweet hole and fucks him good. Alexander stuffs max's dick-hungry mouth on the other side. Join this wild pool party and see these guys really bond in the best way, just before they all become one big happy family-in-law!
Format: mp4
Duration: 48:07
Video: 1920x1080, AVC (H.264), 6633kbps
Audio: 187kbps

File size: 2.4 GB


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Direct Orders vol.3 Anchorville

Release Year: 2011
Studio: Active Duty
Cast: Taylor, DJ, Kaden, Marshall, Dane, Elijah, Dorian
Genres: Amateur, Cum Shots, Safe Sex, Rimming, Group sex, Twinks, Hunks, Muscle Men, Tatooing
The third installment of Direct Orders is here and these boys are ready for some hardcore fucking. Dane, Dorian and Elijah heat things up when Elijah latches on to Dorian's cock first and Dane follows his lead. After a lengthy exchange of oral pleasure between the three soliders. A hot steamy fuck party begins. New recruits Taylor and Marshall are in for some big treats when they encounter hung veterans Kaden and in this super sexy fourway fuck fantasy. Kaden and DJ take charge at the begining of the scene, but before you know it Taylor's fucking his first ass like a pro and Marshall's taking his first cock up the ass! Includes Marshall's solo as a bonus scenes!
Format: Windows Media
Duration: 1:36:04
Video: 848x480, Windows Media Video 9, 1870kbps
Audio: 125kbps

File size: 1.4 GB


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Casting Audition - Max King And Spencer Laval Mississippi State

Studio: Next Door Casting
Max King II is back by popular demand and its his first time doing anything with another man. We thought Spencer would be a perfect match for Max since Spencer Laval is so easy going and goes with the flow. Our casting agent could tell that both of these hunks were hitting it off so he told them to have fun and not to stress out on anything. Max was stressing a little bit but once he became comfortable he eased into a great performance with Spencer. Max sucked on his first cock as well as getting his sucked and he fucked his first ass which Spencer was so greatful that it was his tight ass that got that fat cock. Our casting agent told Max he did great and it was time for them to bust their nuts so they did. We hope you enjoyed seeing Max again and we know he will only keep getting better. Sound off in the comments.
Format: mp4
Duration: 28:49
Video: 1920x1080, AVC (H.264), 5182kbps
Audio: 187kbps

File size: 1.1 GB


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Probing Into His Marriage: Caden Jackson & Bruce Jones 4K San Lorenzo

Cast: Caden Jackson, Bruce Jones
Genres: Anal Sex, Oral Sex, Bareback
Caden Jackson welcomes his patient, Bruce Jones, into his office for their regularly-scheduled marriage counseling appointment. Caden’s puzzled, however, when he notices that Bruce’s wife isn’t with him. Bruce acts a bit dodgy, explaining that his wife couldn’t make it today – but that’s okay since Bruce actually wanted to talk about something else without his wife present. They sit down and begin their session, where Bruce ultimately explains that he’s feeling conflicted about something. For a long time, he’s wanted to try anal play with his wife, but he’s too scared to ask if she’d be into it. He’s certain that she won’t understand this urge of his, or that she’ll be totally disgusted by the mere proposition of it. Things are so tense between them these days – he’d hate to make things worse. Caden listens attentively, and then gives his point of view. If this is something that Bruce wants to try out, then he should- regardless of whether his wife is supportive or not. Personal preferences and biases should not be imposed on one’s partner- that’s the opposite of a healthy marriage. Now, if Bruce is curious about this and wants to give it a try… Caden would be happy to assist him by guiding him through his first anal experience, right here in his office. Bruce is taken aback, though extremely tempted. He agrees, and they have sensual and exploratory anal-focused sex.
Format: mp4
Duration: 43:13
Video: 3840x2160, AVC (H.264), 14637kbps
Audio: 125kbps

File size: 4.6 GB


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Adult Time - Modern-Day Sins - Anal Envy - Probing Into His Marriage (4K) Fenton

Cast: Caden Jackson and Bruce Jones
Caden Jackson welcomes his patient, Bruce Jones, into his office for their regularly-scheduled marriage counseling appointment. Caden’s puzzled, however, when he notices that Bruce’s wife isn’t with him. Bruce acts a bit dodgy, explaining that his wife couldn’t make it today – but that’s okay since Bruce actually wanted to talk about something else without his wife present.
They sit down and begin their session, where Bruce ultimately explains that he’s feeling conflicted about something. For a long time, he’s wanted to try anal play with his wife, but he’s too scared to ask if she’d be into it. He’s certain that she won’t understand this urge of his, or that she’ll be totally disgusted by the mere proposition of it. Things are so tense between them these days – he’d hate to make things worse.
Caden listens attentively, and then gives his point of view. If this is something that Bruce wants to try out, then he should- regardless of whether his wife is supportive or not. Personal preferences and biases should not be imposed on one’s partner- that’s the opposite of a healthy marriage. Now, if Bruce is curious about this and wants to give it a try… Caden would be happy to assist him by guiding him through his first anal experience, right here in his office. Bruce is taken aback, though extremely tempted. He agrees, and they have sensual and exploratory anal-focused sex.
Format: mp4
Duration: 43:13
Video: 3840x2160, AVC (H.264), 14637kbps
Audio: 125kbps

File size: 4.6 GB


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First Anal Fuck! Higginson

Release Year: 2019
Genres: Asian, Oral, Anal, Masturbation, Cumshot
Video language: Japanese
リアル＆エキサイトをコンセプトに新メーカー誕生！
ノンケの持つ『爽やかさ』と『男らしさ』と『エロさ』を追い求める！
スカウトしたての新人ノンケたち五人の処女雄穴に即巨根チンポを挿入！
苦痛に悶える！密かに芽生えた快楽に戸惑い！
Format: avi
Duration: 2:42:45
Video: 720x416, XviD, 1393kbps
Audio: 125kbps

File size: 1.8 GB


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First Anal, Then Sausage - Johnny Rapid, Michael Boston, Kyle Connors Roosendaal

Studio: Johnny Rapid
The guys have been preparing lunch, and Johnny Rapid is chilling naked on the couch when hes joined by some horny bottoms who want a taste of his meat. Michael Boston starts sucking Johnnys dick, and Kyle Connors hungrily eats Michaels hole. Johnny lubes up his thick cock and fucks Michaels muscle ass doggystyle, then has him do a full split on the couch to make it even easier to pound him. Then its Kyles turn to suck Johnnys dick and ride him reverse, before devouring Michaels cock right next to a big plate of meat. Johnny starts getting lonely, so he tells Michael to jump on his dick before he strokes his sausage till he cums, and Michael licks up every drop of his gravy! Time to tuck in.
Format: mp4
Duration: 21:45
Video: 1280x720, AVC (H.264), 4515kbps
Audio: 125kbps

File size: 739.9 MB


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Set In Stone Packwaukee

Release Year: 2005
Studio: Rascal Video , Channel 1
Cast: Eddie Stone, Jan Fischer, Tommy Ritter, Simon Angel, Lucas Foz, Angelo Fuentes, Marcos David, Anthony Martinez, Victor Piovani, Marlon Abdala and Rafael Carreras
Genres: anal, big dick, group, sucking,
Porn star Eddie Stone's gangbanging exploits in director Chi Chi LaRue's "Set in Stone," shot entirely in sunny Spain, make for lively viewing.
Flanked by his entourage, Jan Fischer and Tommy Ritter, Eddie is content to lounge on the patio of a Spanish villa, a chilled close at hand. When three foreign men, Rafael Carreras, Lucas Foz and Angelo Fuentes, show up to bask in the glow of this porn celebrity, he receives them somewhat smugly, much the way Paris Hilton would receive a gift basket from Bath & Bodyworks.
At least when he makes a dive for Angelo's dark-skinned prick, Eddie has the courtesy to remove his designer sunglasses. Eddie cavalierly doles out the goodies, splitting his three admirers equally among his buddies. But as is the case with good group sex, once the hip-hugging swimsuits go flying, it's a free-for-all. With all the arms, bare asses and armpits, the best way to keep all of it straight is by skin tone - the Spanish trio are beautifully bronzed while Eddie, Jan and Tommy are still working on their tans. There are some delicious moments in all this frenzied sex, and Rafael is smack in the center of most of them. Someone has the foresight to peel Rafael's swimsuit over his ass. When Tommy gets a glimpse, he buries his face between the sweaty cheeks. The camera pans from Rafael getting rimmed to Rafael sharing Angelo's cock with Eddie.
Most everyone in this group of six loves sucking cock. At one point, it turns into a sort ofpetition, Angelo slyly challenging Eddie to see who can choke down the most dick. Both look lovelypeting; Angelo seems to be slightly more skilled, but Eddie makes a valiant effort, his gleaming white teeth chomping at the base of Lucas' dong. For long moments in this segment, the six men pair off. Jan, perhaps in an effort to grab a little camera time from pal Eddie, greedily takes the first anal plunge, seating himself squarely on a goofily grinning Lucas. Lucas is merciless, rapidly thrusting his cock into Jan. No sloppy holes here - every time Lucas misses his mark, Jan's tender hole snaps shut tight as a drum before it's assaulted again. Tommy keeps himself occupied with Angelo's dick, lying on his belly between Angelo's legs, spitting and slicking up his new buddy while the sun steadily burns overhead. Oddly enough, it's easy to lose track of Eddie Stone here with all that's going on, that is until he dispenses with his Spanish admirers by offering his lean body as a cum dump. All five men crowd around a prone Eddie and whack off until they blow.
Eddie's anal acrobatics don't really get underway until after a brief intermission. Chi Chi changes the venue, and we again find Eddie on his knees in front of Rafael, Lucas and Angelo, only this time on a more open stone terrace, the Spanish countryside in the distance. Eddie's demeanor shifts to that of a greedy cockpig, eager to please whoever presents his dick for sucking. Heated and furious, he pivots his head from cock to cock, to let any one man go unsucked for more than the briefest of moments.
He looks positively dumbstruck when five more men gather like wolves, pawing the front of their bathing suits, anticipating a dick-lickin '- Victor Piovani, Marcos David, Marlon Abdalla, Simon Angel and Anthony Martinez. Eight cocks to suck? No problem. Eddie dives in full and takes on allers. While they wait to be blown, a few of the men keep busy kissing, groping or stealing a taste of cockmeat for themselves. The cutest and only real twink of all eight strangers, Simon Angel, is just as hungry to suck as Eddie is, and gets down on his knees to play second banana to his American counterpart.
But Mr. Stone soon makes it clear that there can be only one gangbang master. He is not shy about asking for what he wants. With all eight men lined up squat on a stone outcropping, Eddie positions them, asses facing the cameras. When hemands them to bend over, every one of my rimming fantasies came true in an instant. When several smoky holes are presented buffet style for snacking, where do you begin? Eddie moves down the line, giving some pink puckers a few extra licks while being stingy with others. He's as thorough with his backdoor tongue action as he is about giving head, loudly slurping, even using his scruffy jawbone to give pleasure.
His own hole gets absolutely no warm-up before the fucking starts, though. One by one, the men take their turn, using Eddie's ass to get off. He lies flat, his belly pressed against the cold stonework. He eventually loses count, resigned to bending his head over his shoulder to see which guy is banging his butt. No one top stands out above the crowd. From my vantage point, they all looked powerful and skilled. The finale of the gangbang has Eddie once again on his knees, receiving the men one by one as they cum on his chest, neck and right shoulder. The final shot has all the guys crowded around Eddie as he works out his own load, the sun casting a rosy glow on his cum-covered skin.
To me, no one physical attribute stands out from the entire package that is Eddie Stone. His on-screen pera tends to waver in intensity; one moment he's ovee with lust, the next he's strangely aloof. But I think his performance in "Set in Stone" is his best to date, hotly displayed as the centerpiece of a group grope. The film deliciously goes over the top when Eddie is presented with a fine selection of European ass to munch on. Eddie obviously enjoys rimming, the film's finest moments rendered beautifully by Chi Chi and crew.
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Format: avi
Duration: 1:19:38
Video: 720x480, DivX 5, 1463kbps
Audio: 187kbps

File size: 969.4 MB


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Cash ,Zander ,Shawn North Smithfield

Release Year: 2010
Cast: Cash ,Zander ,Shawn
Genres: Tattoos
Video language: English
The third time is a charm as they say and this was zander's third time up to the plate. I start out talking with zander and about what's about to happen and he lets it be known that he's 50/50 nervous and excited. That's always a great combination for a newbie who's about to try something new. I introduce zander to shawn and cash and from there it's on. I leave the guys alone while i go bake a pie and leave them to their own devices. Once i'm gone shawn and cash jump right in and start peeling zander's jeans off him to reveal a super hard cock that he's already gotten. Shawn wastes no time at all and dives on it, sucking it and stroking it as cash strokes his own cock and watches.The first kiss is always the sweetest and it's a sweet sight when shawn locks lips with zander in his first kiss as cash sucks zander's cock and shawn plays with his own. These guys aren't wasting any time and zander's cock is rock hard from all the attention. He and shawn kiss again and again and then they have a better idea. They want to see how far they can get this newbie to go so they decide it's time that zander to suck some cock. Cash decides he'll break in the virgin mouth and gets himself in position for zander to taste his cock. All the while shawn is working on zander's hard cock and things are going fast and furious.A daisy chain-of-command forms between the three as zander sucks cash, cash sucks shawn and shawn sucks zander. The hormones are raging and the cocks are all at full attention as the hot mouths explore. Zander and shawn switch up a bit and zander goes in to suck more of shawn's cock while cash keeps the pace on zander.Zander takes things another level and heats up the room as he gets behind shawn to eat his first ass. Shawn's ass is in the air and zander's tongue is right in there, getting it all lathered up as he tongues shawn's hole, doing a mighty fine damn job for a newbie. Watching zander eat ass is an amazing moment that would put anyone over the edge. Zander is having himself plenty of fun licking, sucking and fingering shawn's hole as shawn sucks cash.Once he's gotten shawn's ass wet and ready, zander saddles up for the ride. He shoves his big cock up shawn's ass and fucks it deep and hard. Shawn is keeping his throat busy with cash's hard cock as zander bangs his brains out from behind. Zander isn't showing any mercy on that ass and shawn is slapping cash's cock on his mouth and tongue like a bitch in heat as zander fills his ass with zander's hot straight boy cock.Things take a turn and shawn is ready to fuck some ass himself and cash is willing to give him one to fuck. Shawn hits his stride as cash feeds hungrily on his cock. Then cash decides to ride the big dick as he strokes his hard cock and blows his load. Shawn follows quickly behind and lands his load right in with cash's and zander brings up the rear and delivers an amazing load, drenching shawn in his hot man juices and it's a wrap, troops!
Format: mp4
Duration: 42:58
Video: 1280x720, AVC (H.264), 4707kbps
Audio: 99kbps

File size: 1.5 GB


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Tony Douglas - First Anal Experience Pawlet

Studio: Drakerock
Meet Tony Douglas, another brand spanking new straight newcomer who had his first anal experience on-camera.
Ive worked with some guys who had claimed to have virgin asses, and yet they knew how to clean out and prepare themselves to be anally assaulted. Tony on the other hand had clue how to clean out. I had to talk him through it step by step, and he asked a million questions during the half hour process.
He was a nervous wreck about giving up his ass. I truly believe he is one of the few anal virgins that I have worked with thus far.
Tony is a ladies man. When he arrived for his shoot we were talking outside the guesthouse and a couple of bikini-clad girls walked by. Our conversation came to a halt as the girls flirted and giggled, Tony eying them back. In what exchanged between them in those few glance equated to public sex.
What about your girlfriend? I asked.
He kept staring at the girls. What? I can look!
Its that sexual charisma that shined through during our photo shoot in the courtyard. Every eye was on Tony. They were all gay men, but he was eating it alive, unflinchingly stroking his cock, getting it hard, and flirting with the camera they way he had just flirted with the girls.
After we took the still shots out in the courtyard, the reality of what was about to happen made Tony Douglas nervous.
My girlfriend has wanted to use her dildo on me, said Tony. No way! She even came home once with this little curved prostate massager. It didnt happen.
Then why are you here today?
The money, he responded.
We started with a medium sized dildo and moved onto large anal bead toy. Im sure there is a proper name for it, like ass stretching thumper balls or something.
I truly believe this was Tonys first anal experience. Cocksucking, now thats another story. Hes been in other videos. Hes sucked cock and fucked guys, and hes a good little cocksucker. For a short time I thought he would be the first to get me off orally.
The 17 minutes Quickie jumps right in at the point where Tonys asshole is relaxed, gaping open, and taking the toy. It also has the anal bead section, Tony upside down and cumming in his mouth as I jack him off, him sucking me, and his face drenched in my cum.
Enjoy!
Format: mp4
Duration: 52:08
Video: 720x396, VP6F, 1501kbps
Audio: 125kbps

File size: 633.7 MB


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Damien Stone Pops Rebels Cherry Butner

Studio: TheGuySite
Rebel is an ex Army Ranger who did 11 tours of duty in Iraq and Afganistan .Damien Stone gets the honors of giving him the very first ass fuck hes ever had.
Format: mp4
Duration: 26:58
Video: 1920x1080, AVC (H.264), 7829kbps
Audio: 234kbps

File size: 1.6 GB


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