JackBuddies 45: Brent & Chance Flip Flop

She Got Pimped
She Got Pimped!

Back Seat Bangers
Back Seat Bangers Rosanna and Brian

Her First Lesbian Sex Shawna
Her First Lesbian Sex Shawna

Her First Anal Sex Sandy
Her First Anal Sex Sandy

Her First Big Cock Romina
Her First Big Cock Romina


JackBuddies 45: Brent & Chance Flip Flop


 

JackBuddies 51
JackBuddies 51
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Johnny Law is one of those guys I wish everyone could spend some time with, and here are almost 2 and half hours with him! He is a good ole southern redneck who even though he is always in trouble, has a heart of gold. He could be Clay's younger brother. Normally, I wouldn't have put a toy shoot in a JackBuddies; it would have gone in his Toy Box video. But this toy shoot, which is the first part of this video, was a very necessary step in getting him comfortable enough to do the second shoot with another man. For those of you who are curious or want to see the ''process'' here it is! Scene 1: We are in the studio and Johnny Law, our professional bad-boy is ready to do an extensive toy shoot. As he strips the camera lingers on him. You see his 23 year old body in great detail. On his chest you notice his nipples are pierced. He has a slight treasure trail under a street tat that says ''unforgiven'' I am sure there is a story behind that! When he pulls his cock out he is already starting to get hard. You will also see some bruises on his arms and shoulders which he says are from a dominatrix! Costume shoots always relax the men and make them feel more like professional models, and this does help Johnny relax! Of course, we get him to show us his ass and jerk his dick, which he does very willingly! To make it more interesting, he puts the big red butt plug up his ass while he poses. He takes the plug out in a tight close up so you can see his ass lips pucker! I have to say he looks hot in a jock strap and when he gets in bed wearing just the jock, your imagination will run wild. He does our ''Butt Show'' in the jock and then starts spreading oil on his smooth chest and arms before massaging the growing jock pouch. He kicks off the jock and is free to play with his whole body (and his body's hole!) He starts fingering his ass first with one finger, then two and finally goes back to his old friend, the red butt plug. He jerks his cock while he gets used to the anal invasion and when he's ready he goes for the lar

Starring:
Chase, Johnie Law
JackBuddies 44: Kyle & Chance Rematch
JackBuddies 44: Kyle & Chance Rematch
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Kyle and Chance have a lot of fans. I get emails almost daily asking for more of them, and I am happy to comply. Here is their latest flip flop fuck, shot in one session. You will notice they are maturing (especially Kyle; he's now 20!) And they are even more comfortable with each other sexually! Be sure and see the glass butt plug that stays in Chance's ass the whole time he's fucking Kyle! It produced one of his best orgasms yet! The guys are naked and in bed kissing. I think you have probably read how much I love watching straight men kiss each other. So that's how I started Kyle and Chance in this video. They play with each other's cocks as they kiss and Kyle works his way down Chance's body to begin sucking his dick. Kyle sucks and tongues the huge cock like it's a delicious treat! Chance force feeds the hungry kid and when Kyle gets him on his back, he licks his balls before the two guys come together in a hot 69 session. Then it is Chance's turn to return the favor and he sucks Kyle's uncut meat. He jacks it while he sucks on the head and while he licks Kyle's balls. Kyle face fucks Chance thrusting his cock deep into the waiting mouth. It is tit for tat, or cock for cock, so soon Chance is face fucking Kyle in return! During a tender moment lying together in bed; they each decide they want to get fucked. But because they haven't been fucked in a while, they decide to play with some toys to get ready. Kyle starts eating Chance's ass and fingering his butt. Then he starts working a vibrator deep up his buddy's ass. That's followed by a vibrator that looks like a corn cob! When he's over getting ''corn-holed'' Kyle slides a big glass butt plug all the way in Chance's hot ass. Chance starts working on Kyle's ass with his tongue and then his fingers. Soon Kyle is ready for some toys. Chance fucks him with one finger and then two before shoving a vibrator all the way! Kyle squirms as he takes the vibrator and then the rubber corn cob. When he gets the big red butt plug in, the two guys throw their legs in th

Starring:
Chance, Kyle
JackBuddies 36: Jordan's Revenge
JackBuddies 36: Jordan's Revenge
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Chance fucked Jordan really hard in JackBuddies 33, and ever since then, Jordan has wanted to get revenge. In the first part of this video, you see what happened the first time he tried. But he's not going to take no for an answer! Scene 1: We start with an introduction of these two hot men and then join them on the patio where they are lounging with hard dicks. How natural. (Well, actually it is at my house.) They head for the pool and after some horsing around; Chance swims right up to Jordan's horse cock and swallows it. He sucks his bud for a while before Jordan returns he favor. The dicks on these two men always impress me; they could feed a not so small village in China for a week! They kiss and I can tell this is going somewhere! I suggest they continue in the studio. Once inside, they begin a furious 69 with Chance on the top. They go at each other with a hunger that shows on camera. Jordan sucks on Chance's balls before Chance fucks his throat and they change positions. Jordan seems to like sucking on Chance and who can blame him; that's one piece of prime meat! Chance gets on his knees to suck and asks Jordan to fuck him. Jordan quickly agrees! After sliding a condom on Jordan's huge cock, Chance warms up with a vibrator and then gets in position to get fucked. Jordan mounts him but the pain is too intense and Chance jumps up. If he can't fuck Chance, Chance might as well fuck him, says Jordan and I happily agree! Jordan goes down on Chance to help him recover his hard on and then slips a rubber on him. Jordan preps his ass with a large vibrator. Chance fucks Jordan on his side and gives it to him long, hard and deep. Jordan shoots all over his hand and belly while Chance is deep inside him. It's one of his best orgasms and Chance just keeps on fucking! Then Jordan gives him more head and Chance jacks off on Jordan's face. Scene 2: Scene two is Jordan's Revenge. Chance knows his ass is on the line and he's worried about taking the biggest cock he's ever had. They guys talk about what they wan

Starring:
Jordan, Chance
JackBuddies 35: Brandon & Chance
JackBuddies 35: Brandon & Chance
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I have known Brandon for about 2 years. We met just after his 18th birthday. Now 21, the boy is definitely turning into a beautiful man a beautiful straight man. While he's done a lot of ass play in Signature Series: Brandon and even sucked dick and got fucked (so far the one and only time!) he really hasn't been eager to do a film with another guy. But I can be persuasive, and money talks, so here's Brandon and Chance together. When you take two adorable men in their early twenties and guide them through gay sex, how can you not have a good time? I think you will enjoy all the close ups as the camera lovingly inspects these two sexy lean bodies and HUGE dicks! Scene 1: Scene one is a solo from Brandon. We haven't done a shoot in awhile, so I thought a little interview would bring us all up to speed. And, gosh, Brandon looks great! He's more relaxed and has the confidence growing up can bring. He answers my questions with a quite authority and a wry sense of humor accented by the cutest hint of a smile. He strips slowly showing his maturing masculine body with his impressive 6pack abs. When he drops his pants, Brandon is already hard and his 7'' cut dick stands up proudly. His dick is so hard; I know he's looking forward to the shoot! He gets his legs up for a good look at one of the hottest asses I have ever seen and he's not shy about showing it. And I am not going to be shy about sharing it with you! On his back and on his knees, he spreads his tight little pink hole for your inspection. Standing naked before and after, he looks hot and bends over again for a close look at his hole. I just can't get enough of this guy! I get him to pose for some slides, which will probably find their way into one of the gay monthly magazines when I get around to sending them out. Brandon gets comfortable on the sofa with his dick hard as a rock and you get some close ups, so tight you can almost taste his beautiful dick (Hmm not a bad idea). Standing he begins to jack his dick and we go back to the slide shoot to get some

Starring:
Brandon, Chance
JackBuddies 40: Chance Fucks Chris
JackBuddies 40: Chance Fucks Chris
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If you like fucking, this video is for you. Forty five minutes of solid pounding fucking is in this movie! It is all about fucking! Chance and his big dick is a perfect top and tanned blonde All American Chris is the perfect bottom! I do have to warn you about the flash photograph which I had no idea was as intrusive as it is. Sorry, guys! This is still one hot movie! This Video starts out with Chance and Chris in the studio ready to go. Though they have just met, each knows why they are here and are eager to get started. Only thing is, Chris doesn't know how big Chance's dick is! I forgot to mention that when I set the shoot up and got Chris to agree to bottom. I ask Chance to strip Chris first and then Chris gets on his knees to strip Chance. Notice the look of wonder and amazement on his face when he first sees the enormous piece of meat in front of him. I am not sure he has followed through on where that huge cock is going yet! Chris takes matters in hand, or rather mouth, and begins to suck the monster cock. He can't get it all in but really tries his hardest! Chances long full balls get a work over also as Chris practices his oral love skills on the very willing Chance. He works him over for quite awhile succeeding in getting Chance rock hard before Chance returns the favor and sucks Chris dick. They take turns tonguing each other's pits, chests and pleasure trails always going back for a mouthful of cock. And there are some delicious close ups of all the hot oral action. We could have called this Dueling Tongues. Chance looks so hot spread wide with Chris eating his ass and then fingering his butt while he sucks that big ole dick! And Chris looks equally hot in the same action and it gets even hotter when Chances brings out the toys and works Chris tight little hole over! Chance uses his fingers and several vibrators to get Chris loosened up enough for his big dick. When they get down to the fucking, Chris sucks the huge cock again and slides a condom on (maxim, naturally!) and gets on his back. Chance

Starring:
Chris, Chance
JackBuddies 34
JackBuddies 34
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Butch won't admit it, but he loves to get fucked. Always a butch young man, he pretends he doesn't like it but his enthusiasm soon takes over. I knew he would flip when he saw Chance's dick so I brought them together for an afternoon of hot sex. This video unfolds pretty much like it happened with very little editing. I wanted you to feel like you were there watching these two men enjoy each other. As we start, Butch and Chance are already naked and waiting impatiently. Butch is trying to act nonchalant but he keeps stealing glances at Chance's dick and who can blame him. Chance has a huge piece of meat and he's good at using it. The two men get together side by side so you can compare their equipment and then I have them kiss. I love to watch straight men kiss! I get them to spread the other's ass for you. You know a Gemini video is ALWAYS about ass! Butch gets out the clippers and goes to work on Chance s wild pubes getting his first up close look at the monster dick that's he's about to get very familiar with. He trims Chance's pubes, balls and pits before Chance takes the clipper and trims Butch's hairy pits. Now that they are neat and trimmed, the sucking begins. Chance is seated in a chair and Butch is on his knees hungrily chowing down on 8'' of thick hard dick. Butch plays with his own hardening cock as he licks, sucks and swallows the big dick in front of him. He gives his buddy's balls a good tongue bath before Chance flips over on his knees for a real good rim job. Butch's tongue is very talented and has Chance squirming in delight. He goes from asshole to balls to cock and back to hole even fingering Chance for a bit. Chance returns the favor; practically lick for lick and suck for suck and Butch thoroughly enjoys the attention. He rims Butch who is starting to get impatient for some ass action. I have to coach Chance a bit to get the deep tongue action that I know Butch wants. With Butch's cock deep in is throat; Chance starts to prep his anal victim with his finger. The two studs get on the flo

Starring:
Chance, Butch
English Punishment Series 45
English Punishment Series 45
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Our latest collection includes A Sound Thrashing A Quantumly Fantastic Caning and Painter's Payment. In A Sound Thrashing a college official, Davies, wants desperately to deal with a misbehaving student, Fox. Finally given permission she takes her to her house where she is hand spanked, paddled and finally caned. Davies is pleasured by welcomes his new Australian girlfriend into the country. He learns however that she has been misleading him, and that her real boyfriend is awaiting her arrival elsewhere. Furious he decides to administer disciplinary actions before he must finally let her go her own way. And going to get paid. So they decide to take their payment another way. First a hand spanking, then a rubber flip flop, a leather paddle and lastly a thin cane are used against her once pale bottom. Her orbs are now bright red with dark welts announcing the meeting of the cane against soft flesh.

Starring:
Mr. Jarvis
Who I Did Last Summer
Who I Did Last Summer
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Cum-eating! Tales of getting tail last summer. Collin Jennings is a repairman that makes a house call to fix a leaky pipe for Scott Mann. Scott works on Collins pipe, sucking, slurping that monster to get it nice and hard. Collin lays pipe up Scott's ass. Scott eats his own wet load. Collin shoots on Scott's ass and licks it up. Ashton James massages Jay Bergman and removes his towel to get into some hot and heavy ass massage. Jay flips over and his cock flops right into Ashton's mouth. Ashton eats Jay's ass in a hot 69 session and then injects Jay's ass with his hot hard love muscle. Tattooed stud, Michael Sage, drives it hard up anxious Luke Sabre's eager ass. Twink time with Danny Chance and Latin bottom boy Xavier. Danny slams Xavier with his big hard cock. Xavier loves every minute.

Dirty Old Men Start Out As Dirty Young Men
Dirty Old Men Start Out As Dirty Young Men
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An open-minded str8(?) skaterboy, a barely legal redneck teenboy, a black ex-con who craves white cock on the DL, all meat up for some amateur southern style cock suckin', cig smokin', jerkin' and more at Joe's Place. Newcomer Jay is a quiet, but eager as he takes his first steps to becoming a dirty young man. As usual, it's as amateur as it gets ... and then some. - Joe Scene 1: Nimrod brought his 18-yr-old skatebuddy Jay over to make a vid. They've never seen each other's dicks before or messed around. Jay just turned 18 less than a month ago and says that he's bi ... you can tell he's very curious. Black ex-con Dee LOVES young white cock. Even though he is engaged, he couldn't resist the chance to get a hold of some teen redneck dick. He reminds me of Dave Chapelle. The teens get a look at Dee's monster cock and can't resist tasting it for themselves. They each take turns sucking some black cock ... and of course Dee almost sucks the nuts right off both them boys. Nimrod gives Dee a redneck facial; Dee nuts on the floor, and Jay strokes one out by himself after Nimrod and Dee finish. Scene 2: The Boys drop by after a day at the skate park. It's hot here, and they are quite sweaty and a lil' smelly. Since the ice has been broken between them, I make them take a shower together, and I have Jay shave his face. Nimrod grabs the razor and trims up Jay's neck and shows off the design he cut into Jay's hair. Now that Nimrod knows that Jay is bi, he decides to test his buddy's limits regarding m2m sex. They jerk, suck and even flip-flop fuck bareback, in this totally amateur, totally real clip. Nimrod cums on Jay; then Jay kicks back and finishes with a hand job from his buddy.

Starring:
Dee, Jay, Nimrod
How To Fuck A Str8 Man
How To Fuck A Str8 Man
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The question I get asked most often is: how do you get a straight guy to have gay sex. The short answer is $$$$$$$$$$$$$$$, but in reality it takes a lot of physical and mental prep. Like the line from the movie The Boys in The Band says, right lighting, right wine and damn few aren't curious'' seem to ring true time and time again. The guys get to know and trust me during their practice shoots, and often their very first same sex sexual encounter is with me. I know it's a tough job, and the line forms to the right! These videos were never meant to be seen; they were strictly ''practice.'' In some of the older ones the camera shake is terrible before I learned different set ups to film them wile I was fucking them. (You try holding a camera while your cock is up a straight guy's ass and see how steady you are!) The few people who had seen these tapes have been bugging me to release them and I have to say it was fun putting this together. A sort of high school annual for the Gemini School of Anal Sex. Scene 1: First up is Chuck, a heavily tattooed 29-year-old man who totally fooled me. I found him at the very same 7-11 that I met Mike Scott at 5 years later. And also like Mike, he looked so tough I almost didn't approach him. But looks can be deceiving and I found he was surprisingly intelligent and though very masculine, somewhat shy and soft-spoken. Here he sucks dick and gets fucked, like he says for ''almost the first time'' and then shoots a HUGE load on the mirror. He probably holds the record for the most voluminous ejaculations I have ever seen! Scene 2: Next is Skip. A 23-year-old tow-headed blonde with the blondest body hair I have ever seen, Skip was a trip. He and his Mom are gypsies and travel around the country with different scams watch out for him! He has an air of innocence that doesn't hold water. But he sucks a good cock and looks great on his back with his legs in the air! Scene 3: Jake was a total oral and anal virgin. I think you can tell by his ''deer in the headlights'' look when he