BrokeStraightBoys:

Jack Episodes - Arranged Newest To Oldest

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Released: 2011-10-06
Virgin Straight Boy Loses Virginity

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One of the member favorites, Jack, is back on the bed and this time, he is accompanied by Chad. Today, Chad is contemplating taking Jack's cock up his ass, the first cock ever! Both boys were in a hurry to get into it so when I told them to start stripping off, they both leap off the bed, tearing their clothes off with gusto. With their dick's in hand, Jack and Chad worked on getting hard as they watched some straight porn and only minutes later, Jack was ready for Chad to show off his newly learnt oral skills. Standing up on the bed, Jack watched Chad get down on his knees in front of him. Leaning forward and opening his mouth up wide, Chad slid Jack's hard dick into his mouth. Right away, it was clear that Chad was enjoying the taste of a cock just as much as Jack liked the feel of a hot, wet mouth surrounding his dick. Wanking himself off even as he bobbed back and forth, Chad worked on improving his oral skills by practicing on Jack's long cock. Jack was loving the blow job so much, he started gently face fucking Chad who just took it in his stride. Chad, pausing for a moment to give Jack's dick a long lick, asked if he was doing a good enough job, only grin cheekily when a breathless Jack said he was doing just fine. Back and forth, up and down, Chad lathed the thick cock with his tongue when suddenly, Jack stepped away and tightened his hand around the tip of his dick, obviously too close to cumming for Chad to continue. As Jack hopped off the bed and walked behind Chad to get himself prepared, I asked Chad if he was ready to get fucked, to which a smiling Chad said he was as ready as he was ever going to be. On his hands and knees, Chad winced as Jack slid in all the way in one hard thrust even as he pulled Chad back towards him. Taking a few moments to allow Chad to adjust, Jack slowly thrust in and out of Chad's virgin ass. Concentrating on his breathing, Chad steadily got used to the feel of a dick up his ass. Suddenly, Jack gave Chad's ass cheek a heavy slap, causing both boys to laugh and break the tension in the room. Jack steadily worked up the pace, Chad reaching down between his legs and holding his dick and balls in the palm of his hand. As this was the first time he has ever been fucked by another guy, Chad wasn't too sure whether he was feeling pleasure, pain or a combination of the two. Switching it up, Chad flipped over onto his back and spread his legs wide as Jack, standing in between Chad's smooth thighs, thrust his dick back into Chad's tight hole. It was easy to see that this new position was much better for Chad as Jack was able to go faster and harder almost immediately. By this time, both boys were panting from all their hard work and it was only a matter of time as to who was going to pop first. Grabbing his dick, Chad started to lazily jerk off, all the while, Jack pounded his ass. All of a sudden, Jack announced he was about to cum so he pulled out, tore off the condom and furiously wanked off, cum spurting over Chad's stomach and lower chest. Even though Chad didn't shoot off, he surprised me by saying that he wouldn't mind getting fucked again. Looks like we have another convert to the cock at Broke Straight Boys!



All features with: Chad Michael
All features with: Jack
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Released: 2011-08-15
Pushing My Straight Boundries

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After making some easy cash in his first appearance on Broke Straight Boys, Colin decided to give the studio another call and today, he is going to be learning all about dick sucking with Jack. While Colin is understandably nervous about the whole 'I've got another man's cock in mouth' thing, he's willing to give it a go. Jack and Colin stood up and stripped off their shorts and jeans before sitting back down on the couch and fiddling with their cocks. Despite his nerves, Colin didn't take long to get rock hard, Jack only mere seconds after him. Reaching over, Jack took Colin's dick in hand and put in some serious wrist action as he fisted both is own dick and Colin's. Jack's expert rhythm soon had Colin panting in pleasure, so much so, Colin was embarrassed to admit that Jack's hand felt good but weird. Jack laughed at Colin's statement, both hands pumping up and down. I told Colin to return the favour for Jack, and without a quibble, Jack grabbed hold of Jack's dick and started his first ever handjob. Even though he was clearly inexperienced and he said it felt weirder, Colin was putting in a great effort, something that Jack was obviously enjoying. As the two boys were doing so well together, I thought I would throw them for a loop and asked Colin if he had ever kissed another guy before. Colin, of course, immediately said no and tried to laugh it off but I told him he needed to practice it. Jack, however, was already turning towards Colin, ready to give Colin another first for the day. Stating it was all just for the money, Colin moved in close to Jack and put his arm around his shoulders. With no hesitation, Colin dived in towards Jack and the boys locked lips, even as they kept jerking each other off. Surprisingly, both Colin and Jack put some tongue into their snogging as they tilted their heads this way and that in order to find the best angle. They broke away after a few minutes, Jack grinning widely while Colin looked a little flustered. However, I told them to keep going as they looked really hot together. Laughing, Colin and Jack leaned in towards each other again and locked lips. Panting from the effort, the boys broke apart and I suggested that Jack kiss all the way down Colin's chest before giving head. Jack kissed a trail down from Colin's lightly haired chest to his cock and wrapped his straight boy lips around the head of Colin's dick. Right away, it was easy to see that Colin was loving the feel of Jack's hot, wet mouth surrounding his dick. As Jack slowly bobbed up and down, Colin rested a hand on top of Jack's head, his eyes closed as he enjoyed the blow job. Colin was soon panting hard as Jack worked his magic, even admitting that Jack was pretty good. Jack, even though he was a complete pro, soon found his jaw aching from the size of Colin's dick and had to take a quick breather. It was a good opportunity to switch things up so I told Jack to get down on the floor and tilt his head back while Colin straddled Jack's face and face fucked him. Jack adapted to the new position with ease, wrapping a hand around his own cock and jerking off even as Colin stuck his dick all the way down his throat. Colin braced himself on the back of the couch, gently thrusting in and out of Jack's mouth. It was obvious that Colin was getting more turned on by the minute and even reached around and started rubbing his own ass hole. As Jack deep throated Colin's dick, Colin said that the blow job felt good, all the while, his cock brushed the back of Jack's throat. A few minutes into the new position, Jack admitted that he was getting tired and I had to hand it to Colin, he sure had the stamina to go for hours. To make it a bit easier on Jack, Colin stood up while Jack kneeled down in front of him and swallowed down the thick cock again. Jack jerked himself off at a furious pace, obviously close to cumming. With a hand on the back of Jack's neck, Colin hinted for Jack to go deeper. Gasping for breathe, Colin was getting close to cumming as well. Jaw getting tired again, Jack broke off and gave the thick shaft a few pumps before going back down. It looked like Jack was going to be the one to shoot first, his hand flying back and forth over his cock even as Colin gently face fucked him. Sure enough, Jack dribbled cum into the palm of his hand and all over the floor. Sitting down, Colin wanked off hard towards orgasm, helped out by Jack who licked his balls. Seconds later, Colin shot all over his chest and stomach, the cum dripping down his abs.



All features with: Jack
All features with: Colin
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Released: 2011-08-08
Straight Bad Boy Fucks His Bro

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Jimmy and Jack are in the studio today and once again, they are totally broke, thus, the need to do more work at Broke Straight Boys. As they sat on the bed next to each other, Jimmy quickly outlined what they were going to get up to; both of the boys were going to suck cock and then, Jimmy was going to fuck Jack's ass. I told Jimmy that he was going to have to do better with the cock sucking today but he just rolled his eyes, grinned and said he would try. It looked like Jimmy and Jack were eager to get things started so I got them to strip off and get themselves ready. Jack stripped down to the buff while Jimmy left his undies on, both boys playing with their dicks as they watched some straight porn. A few minutes into it and Jimmy tore off his underpants and threw them on the floor before immediately going back to jerking himself off, all the while, Jack did the same. Soon enough, Jimmy and Jack were half way to being rock hard so I suggested that they give each other a hand job and without a quibble, Jimmy and Jack reached over and started wanking each other off. As Jack was putting in some hard wrist action with Jimmy's dick, my compliment on his technique made him blush. A moment later and Jack leaned over, Jimmy's dick sliding into his straight boy mouth even as Jack fisted his own cock. As Jack gently bobbed up and down over Jimmy's cock, Jimmy couldn't help but comment that Jack must not like sucking dick as he wasn't putting much effort into it which just led Jack to snort in laughter around the dick in his mouth. Still even with Jimmy complaining, Jack soon had him breathing heavily in pleasure. With a hand on the back of Jack's head, Jimmy pushed down, hinting for Jack to go deeper. Choking, Jack came up for a few gasps of air before immediately going back down. Before too long, Jack pulled off again and said he thought he was getting lockjaw even as he pumped Jimmy's dick. As Jack has been doing so well, I let him just jerk Jimmy off for a few minutes. Now, however, it was time for Jimmy to show off his oral skills. Jack leaned back onto his elbows even as Jimmy wrapped his lips around the head of Jack's cock. Slowly, Jimmy bobbed up and down as he got reacquainted with the taste of dick. Jack lay a heavy hand on the back of Jimmy's neck, prompting Jimmy to let the dick slide further into his mouth. Jimmy choked as the tip brushed the back of his throat but like a trooper, he kept working hard. As he jerked himself off, Jimmy proved to be a little more adventurous as he sucked cock by twisting his head slightly from side to side. Jimmy suddenly came up for air as Jack was admitting that Jimmy's blowjob was pretty good. While having a dick in his mouth might not be his favourite activity, Jimmy was definitely giving the blow job his best efforts. Eventually, enough was enough for Jimmy so he and Jack sat side by side and wanked off till their dicks were rock hard once more. With both boys raring to go, Jimmy told Jack how he wanted him as they got themselves ready. On his hands and knees, Jack thrust his ass out, waiting for Jimmy to start. Jimmy stood behind Jack and worked his cock into Jack's tight ass. Clenching his teeth, Jack concentrated on his breathing as Jimmy set himself a slow but steady pace. However, only a minute or two later, Jimmy's hips were snapping back and forth as he fucked Jack at a furious pace. Soon, Jimmy was pounding into Jack so hard, the whole bed was shaking. Jack, groaning on each hard thrust, was taking it like a complete pro. Jack was experiencing a bit of pain so he flipped over onto his back in the hopes it was a better position. Legs held up in the air by Jimmy, Jack grunted as Jimmy slammed back home in one push. Right away, Jimmy was able to just as hard and fast as before. Jack reached down and started jerking himself off in order to take his mind off his ass being reamed by Jimmy's big dick. Jimmy was punishing Jack's ass and Jack was made to just take it. Switching to long, slow strokes, Jimmy was obviously close to cumming but it looked like Jack might pop first. Sure enough, Jack was able to cum all over his stomach while still being fucked. Now, it was up to Jimmy. A minute later, Jimmy hopped up on the bed next to Jack and wanked off over him, cum splashing down over Jack's entire chest.



All features with: Jimmy Johnson
All features with: Jack
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Released: 2011-07-28
Mark's First Time Having Sex With A Guy

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Two of the shyest boys on Broke Straight Boys are in the studio together; Mark and Jack. Today, Jack is going to have the pleasure of riding Mark's tight ass. While Mark has had his ass fucked before on camera, Jack, on the other hand, has never topped another guy before. Both boys had discussed what they were going to get up to during the scene before we started shooting and such, it was easy to see that Mark and Jack were pretty comfortable with each other. The boys stood up and stripped off their clothes, throwing them on the ground before sitting back down on the bed. As they each grasped their cocks, I told them to jack themselves off while giving each other a good snog so Jack and Mark immediately leaned in towards each other and locked lips. Although they were somewhat hesitant while kissing, nonetheless, they both put a little tongue into it. After a moment or two, they broke away from each other, both shyly grinning and nodding when I asked if it had felt strange. As I told them to pretend the other guy was a girl, Mark and Jack started kissing each other again, Jack even daring to kiss the back of Mark's neck. It didn't take long for Jack to get rock hard and as such, it was time for Mark to get the main show on the road. Jack hopped onto the bed while Mark knelt in front of him, swallowing down Jack's thick dick. Right away, it was easy to see that Mark had been paying attention in his previous BSB appearances as he quickly had a smooth rhythm going as he bobbed up and down. Jack gently rested his hands on the back of Mark's head, hinting for Mark to go deeper. As Mark slid the dick further into his mouth, Jack couldn't help but grin as he enjoyed the feel of a hot, wet mouth around his cock, all the while, Mark was putting in some serious wrist action as he jerked himself off. Mark was doing such a great job at cock sucking, Jack was getting weak at the knees so he decided to lay down on the bed, propping himself up on his elbows. Grasping hold of Jack's dick, Mark slid the dick straight back into his mouth as Jack groaned in pleasure. His hand on the back of Mark's neck, Jack gently but persistently pushed down, giving Mark a not so subtle plea for him to take it all the way down. Finally, Jack was more than ready to get down to some fucking. The boys got themselves slicked up, Mark then laying on the bed on his side with Jack spooning him from behind. Holding Mark's leg up in the air, Jack steadily worked his cock into Mark's tight ass even as Mark jerked himself off. Once all the way into the straight boy ass, Jack immediately riding Mark in a hard and fast pace. Mark was soon panting from the feel of a cock sliding in and out of his tight ass, while Jack's face was a picture of pure concentration. I suggested that Mark and Jack kiss while they were fucking and without skipping a beat, their lips met and they breathlessly kissed each other. However, the position and speed in which Jack was hammering into Mark made it difficult to keep kissing. It was obvious though, that Mark was getting totally turned on by a cock in his ass as he was moaning in pleasure while stroking Jack's neck and shoulders. The boys decided to shift into their next position but, surprisingly, they gave each other a peck on the lips as they did so. Mark, on his back and ass hanging off the edge of the bed, lifted his legs in the air, ready for some more fucking. Jack grabbed hold of Mark's ankles and slammed right back into the tight hole. Right away, Jack rode Mark hard and brutal, all the while, Mark jerked himself off and panted for more. It wasn't going to be long before one of these boys came but it was anybody's guess as to who was going to shoot first. His hips snapping back and forth, Jack suddenly pulled out and tore off the condom, wanking off furiously as he climbed onto the bed and knelt next to Mark's face. Mark, panting hard, stuck out his tongue and waited for Jack's offering. One.. two.. three tugs on his cock and Jack shot a stream of cum into Mark's mouth, the cum rolling down the side of his face and neck. With a fingertip, Jack scooped up the cum dribble and popped it into Mark's mouth. Now it was Mark's turn for the money shot and with a tight grip around his dick, Mark quickly sprayed cum in every direction before it dribbled down his shaft and into his pubes. Both boys were panting breathlessly from all their hard work but good naturedly ended the scene with a kiss.



All features with: Jack
All features with: Mark Yates
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Released: 2011-07-23
Jack Gets His Butt Cherry Popped By Guy

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Jack and Jamie are in the studio today and as always, they are in desperate need of some quick and easy cash. Jamie is broke from paying bills while Jack's girlfriend is suing him for child support. When Jack called up to ask if there were any shoots coming up, I told him that the only one available was if he took a dick up the ass. While Jack wasn't too happy about the idea, the overwhelming need for dosh soon changed his mind. Jack and Jamie had already done a scene together before so I knew that they would be able to take a few new things in stride such as some dildo play. The boys stood up and quickly stripped off their clothes, throwing them all over the floor before sitting next to each other on the bed and jerking themselves off to some straight porn in order to get hard. It only took Jamie a few minutes of intense porn gazing before his dick was pointing at the ceiling, Jack only a few moments after him. As Jamie was hard first, Jack and Jamie swapped places, Jack leaning down and sliding Jamie's cock into his straight boy mouth. Right away, it was clear that Jack had improved at cock sucking since the last time he was in the studio. With a hand on Jack's head, Jamie closed his eyes and tilted his head back, obviously enjoying Jack's efforts. Jack bobbed up and down, experimenting with a few deep throating motions and even licking Jamie's balls every now and again. Jamie was getting right into the blowjob, so much so, he graciously reached over and started fisting Jack's dick. Jamie, in an aggressive move, held Jack's head in one place while he thrust up into his mouth, hard and fast. As I came around behind Jack with the camera to get a close up of Jack's well rounded ass, Jamie gave Jack's butt a few hard slaps and agreed it was time to break out the dildo. Sweating from all his hard work, Jack said he was as ready as he was ever going to be. On his hands and knees, Jack played with his cock in order to take his mind off what Jamie was doing to him; slowly working a dildo into his tight ass. Jack gritted his teeth as he felt the toy working it's way up his ass, guided by Jamie's steady hands. As Jamie concentrated on his task, he grabbed his own dick and started to jerk himself off while Jack admitted that the dildo didn't feel anything like he expected it to. Another few minutes and Jack said he was ready to get fucked for real. The boys quickly moved into position; Jack laying on his side, top leg up in the air as Jamie spooned behind him and gently thrust into Jack's once virgin ass. Jamie held Jack's leg up as started to fuck Jack in a slow but steady pace. Even though the dildo had loosened Jack up, Jack was still feeling some discomfort as Jamie fucked him. Soon enough though, Jamie sped up, thrusting in hard and fast even as Jack moaned on each thrust. Jamie shifted around, holding himself up on one arm as he sought a better angle for his dick to slide in and out of the tight ass. As he rode Jack's ass hard, I asked Jamie how it felt, Jamie replying that it felt like 'nice, tight virgin ass!' By this stage, Jack was feeling the strain and was obviously still in discomfort but nonetheless, Jack had a grin for Jamie when Jamie said he was taking it like a champ. In the hopes of making it easier, Jack flipped over onto his back, kneeling in between Jack's legs and thrusting right back in. Both Jack and Jamie were dripping with sweat as they kept fucking, Jack groaning loudly each time Jamie slammed back into him while Jamie was panting from all his hard work. As Jamie rode him hard, Jack reached down and started jerking himself off. It wouldn't be long before both boys shot their loads but who was going to go first? Suddenly, without a word, Jack shot all over himself, cum dribbling onto his stomach and down his sides. Jamie was almost there himself so he pulled out and started fisting his dick, all the while, Jack kept stroking his shaft as he tried for a second cum shot. A minute or two later, Jamie announced he was ready to blow and shifted closer to Jack, liberally sprinkling his torso with cum.



All features with: Jamie Wolf
All features with: Jack
PHOTOS Click first 5 for larger photos. Download Zip Package for complete set of large images.
Released: 2011-06-23
Jamie Shows How To Give Perfect Blowjob

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Jack and Jamie are in the studio today for some cock sucking and as they both knew the routine, I told the boys to get started straight away. The boys quickly stripped down naked and with cock in hand, jerked themselves off as they watched the straight porn. As Jack was rock hard first, Jamie was the one to lean over and take the dick in his mouth. Jamie bobbed up and down on the stiff dick, all the while, pumping his own shaft. Despite Jamie claiming to be straight, there was no doubt that he sucked cock like a pro, even deep throating Jack's thick cock with ease when asked. Opening his mouth wide, Jamie slid the cock in and out of his mouth, deep into his throat, choking every now again even as Jack said that Jamie was doing good. His hand resting on the back of Jamie's head, Jack leaned back and enjoyed his blow job. By this stage, Jamie was sweating from all his hard work while Jack was breathing heavily as he let Jamie work his magic. To mix it up, I had Jack stand up, with Jamie down on his knees in front of him. Jamie went right back to work, lavishing the long dick with his undivided attention. Pausing to pump the shaft every now and again, It was clear that Jamie, no matter what he said, took some pride in his cock sucking skills. Enjoying the hot, wet mouth surrounding his cock, Jack started gently face fucking Jamie. Despite choking each time the head of Jack's cock grazed the back of his throat, Jamie was dedicated to doing his very best and continued on. I asked Jack how Jamie was doing, Jack answering that he was doing just fine so I then asked Jack if he would return the favour to Jamie for an extra $100. However, Jack wasn't interested until I upped the price for $200, Jack doing an official statement, 'I will suck dick for $200!' The boys immediately shifted into a 69; Jamie laying down on the futon while Jack was on hands and knees overtop of him, both with a cock in their mouths. Right from the start, Jack took to cock sucking like a duck to water, his head gently bobbing up and down as he got used to the taste of his first cock, all the while, Jamie pulled out the tricks with Jack's dick. Jack pulled off for a moment, asking if it was too late to renegotiate the price, even as Jamie piped up saying that he was doing a good job. As the boys hit their stride, simultaneously sucking and being sucked, Jamie grabbed Jack's ass with both hands and held apart his ass cheeks so there was a great view of Jack's virgin ass. Jamie was really getting into giving the blow job, playing with Jack's balls and wiggling his tongue around the head of the dick. I told Jack he had a nice ass and asked how much it was worth but Jack fired back that it wasn't for sale. Jack was starting to get more confident in how to give a blow job as he tentatively rubbed a thumb across Jamie's big balls. Changing it up a little, Jamie stood up as Jack slid to his knees and swallowed Jamie's cock again. Right away, Jamie started gently thrusting in and out of Jack's mouth even as Jack stroked his own cock. Opening his mouth wider, Jack let Jamie's dick slid back and forth across his tongue with ease. Even though he choked a few times, Jack went right back to work, his own dick rock hard as Jack let himself get face fucked. Jamie said he was getting close to being able to cum but kept riding Jack's face so I asked Jack if he could try giving a money shot with a dick in his mouth. Setting a faster pace, Jamie was chasing his own climax even as Jack was putting in some fast and furious wrist action of his own. Both boys were dripping with sweat as they worked hard, both getting closer to the end as the minutes ticked by but it was a matter of who was going to cum first. Sure enough, just as he promised, Jack sprinkled cum over his thighs and the carpet even as he had Jamie's cock buried deep in his mouth. Now it was Jamie's turn so Jamie pulled out and started jerking himself off while Jack sat back and stuck out his tongue. Only moments later, Jamie dripped cum onto Jack's tongue stud and down Jack's chin and onto the carpet.



All features with: Jamie Wolf
All features with: Jack
PHOTOS Click first 5 for larger photos. Download Zip Package for complete set of large images.
Released: 2011-06-13
Jack Has A Baby On The Way

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I spied Jack earlier on in the day and thought he would look great in front of the camera and as it just happened, my pool needing cleaning. Jack had just lost his previous job for failing a random drug test and with a new baby added to his household, he was in desperate need of any extra cash he could come across. Offering him $40 to clean the pool, Jack was happy for the chance to get some more dosh. He stripped off his jeans, t-shirt and underpants, flashing his cock at the camera as he changed into a pair of bright yellow shorts. Taking up the long handled pool scoop, Jack started skimming the leaves from the surface of the pool then asked if there were any other jobs he could do for me as he was looking to make another $50 for the day. Jack wasn't quite the usual innocent straight boy that appears on Broke Straight Boys as he started playing with his dick and said he would do whatever it took to make the $50. I watched him play with himself for a minute before I told him that I was sure we could work something out and took him downstairs and into the studio. Sitting on the futon, Jack admitted that he had jerked off for money a few times before when he had been hard up. Jack stood up and got naked, revealing a pale but toned body with a thick bush around his cock. Turning around, Jack showed off his well rounded ass to the camera. Sitting back down, Jack wrapped a hand around his dick and started jerking himself off. It didn't take long for Jack to get rock hard and when I commented on what a nice dick he had, Jack said I could touch it for another $20 but I politely declined the offer and just watched Jack stroke his dick. A dollop of lube and Jack slid his hand up and down his shaft. Raising his legs, Jack gave me a good view of his ass hole, licking his finger and rubbing it along his hole. Dropping his legs, Jack kept wanking off as he watched the straight porn. Standing up, Jack leisurely played with his dick for a few minutes before kneeling on the futon and shoving his dick between his legs. I told him to arch his back and stick his ass out so that there was a better view of his hole. As he jerked off, Jack was pushing his balls between his legs so they bounced on each down stroke. Jack turned around and sat back down, his hand never straying far from his cock. Another squirt of lube and Jack was getting close to being ready to cum. When asked, Jack grinned loudly as he admitted that he was pretty proud of his cock and that he liked to put on a show. As he pumped his cock, Jack said that he couldn't wait to see the money. Panting hard, it was clear that Jack was only minutes away from cumming all over himself. More lube and Jack started pulling on his cock in a fast and furious pace. Sweat dripping from his brow, Jack climaxed, cum dribbling down his shaft and into his thick pubes.



All features with: Jack
PHOTOS Click first 5 for larger photos. Download Zip Package for complete set of large images.

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