The Tent Boys

With Jack and the boys all becoming pretty well acquainted, I wanted to provide some backstory on each of the characters. Even after such a short time, their lives will become very interconnected. Things in their pasts have influenced their lives and will continue to come up as we move forward. Our three homeless friends all had a rough path to this point, but even Jack has had a few challenges in his personal life, all while his professional life (for the most part) has taken off. Here’s a little bit about Jack.

* * * *

Jack grew up well. His family was very comfortable, living in the suburbs of Westchester County in New York. He was born Jonathan Ashton Holden - he decided he would be ‘Jack’ at a very early age. His parents were not bad. They were distant, but they were there if Jack needed them. When they died, at a relatively young age, they left Jack a sizable fortune. They put it in a trust that Jack had limited access to until for a while. He managed to remain disciplined with it and not spend the great majority of it. 

Jack was much younger than his brother and sister - by ten years. He was left very much to his own devices from a young age. This left Jack many opportunities to have fun - and to get into trouble.

Once Jack hit puberty, his libido went into overdrive and never stopped. If anything, it got even stronger. Jack did everything he could to find sex, but was mostly unsuccessful. As an underage boy, most guys in the suburbs were too nervous to do anything with him, despite the fact that he was a very cute and willing boy. He managed to convince a slightly younger friend to experiment with him, but ended up getting caught by the kids parents. It was all Jack’s dad could do to keep them from calling the police.

Jack’s continued sexual urges made him act out in stupid ways. When he was 16, Jack would have his first real sexual encounter. It was not what any boy wants to be their first time. He was sitting by the window of his bedroom watching the ‘landscaper boy’, as he called him, do his work around the yard. The boy was tall, had blonde, sun-bleached hair and was clearly well built from having such a physical job. Landscaper boy sometimes wore a white t-shirt, but was usually shirtless. He always wore tight pale denim jeans covered in the dirt of his work.

Jack watched landscaper boy intently every week. He managed to avoid getting caught while he jerked himself off at the window watching the hot boy work. He always had to finish before the landscaper boy would come to get water from the hose. That hose was right beneath his window and he’d be very obvious to the boy if he overstayed his time there.

It was probably inevitable, but Jack would eventually get caught in his voyeurism and Jack would find out what happens when a randy college kid finds a boy jerking off to him. Jack’s first encounter was nothing short of being raped. This would be among the things that would set Jack off onto a dark and kinky search for more and more deviant sex.

Jack’s good looks and charm got him through high school while he pursued his sexual interests. He had sex as much as he could, with nearly anyone he could. Trips to New York City and hanging out at parks and malls, Jack tried his best to keep himself satiated, but almost was never satisfied.

In his early 20’s Jack was focused on succeeding and making something for himself. Jack was so focused on making money, and later, building a business, he didn’t have time for relationships. Aside from a twisted Dom/sub thing he got himself into (and almost didn’t get out of), he had no real relationships in his life since around the time he graduated high school. He honestly wasn’t interested in them anyway.

His insatiable sexual appetite kept him busy. When he wasn’t working - he was looking to get laid, or getting laid. It both worried and surprised him that his kinky, promiscuous sex life had never been discovered by anyone he worked with, though he pushed the envelope many times.

Between work and sex, Jack had little time for friendships either. He did socialize and had casual friends, but he kept his distance. He avoided getting too close to anyone, despite a longing to.

In addition to a steady stream of hookups, Jack had several regular fuck buddies, which made things a little easier during busy work periods. Jack coasted through life, eventually leaving Westchester and moving to Chicago, and never really settled down, aside from his focus on work.

* * * *

Jack’s early 20’s were definitely a dangerous time for him. He experimented with everything - sexually and otherwise. He made more than his fair share of bad decisions. There were car accidents, fights, drugs, being fired more than once, a DWI and a myriad of other troubles. Despite all of this, he managed to use whatever jobs he had to meet the right people and network himself from place to place, opportunity to opportunity. People liked Jack, so he was able to make up for his mistakes.

Twice, Jack could have ruined his life forever, and in one instance, maybe even ended it.

The first situation was a fling with an underage boy. There’s no need to go into the details, but Jack felt like he was in love. He got too close. He took too many risks. It went on for almost two years and fortunately for Jack, just before it was about to explode and get him caught, the boy moved away. A lucky stroke for Jack, as one of his campaign workers discovered the relationship and threatened to out Jack. That cost Jack a pretty penny to make it go away.

The second situation was much worse.

* * * *

The most dangerous situation that Jack got into, the one that nearly brought him down was a boy who went by the nickname of ‘Shandy’. Jack never really knew what his real name was. This was a boy that Jack always tried to meet, but could never close the deal. Shandy simply was not interested, which made Jack want him even more. Jack became obsessed. Shandy was cute and innocent looking. He had dark brown hair and dark eyes. He was relatively short, but had a nice solid build. He had ears that sort of stuck out, but all Jack could see were a couple of handles to hold the boy’s head still. He thought they made him really cute, too. What Jack thought was a brooding and masculine demeanor, was actually hiding a manipulative and downright evil person.

No matter how much Jack was hooking up, he always obsessed over this boy. That obsession caused Jack to do stupid things. The first stupid move was getting Shandy to come over under false pretenses.

While online one night and hanging out in one of the hookup chat rooms, he saw Shandy come on. Even though he had already tricked once that night, Jack was still super horny, and fixated on Shandy. He opened up a chat window and said hello. Shandy ignored him as he always did. So Jack decided to come up with a story that would get Shandy to come over. He told Shandy that he had another boy here, one that he knew Shandy would be interested in, and the boy wanted to have a threesome with the two of them. After a bit of back and forth, Shandy agreed to come over.

When Shandy arrived, he stormed right in and saw that no one else was there. “Where the fuck is the boy you told me about? Shandy said in a suspicious tone. “He’s not here.” Jack replied sheepishly. Shandy walked right up to Jack and stood very close to him and yelled in his face “YOU FUCKING LYING ASSHOLE!” Shandy was at least 6 inches shorter than Jack, but was so much more imposing than him.

“Please, don’t go.” Jack pleaded as Shandy went for the door.

“Fuck you! Why the fuck would I stay here? You think you’re gonna get with me after this?”

“I know, I know. I shouldn’t have lied, but please stay. I’ll do anything for you. Anything.”

“You are so fucking pathetic. What a fucking loser. What do you mean by anything?”

“Name it.” Jack said in desperation.

Shandy looked around the apartment and started to get ideas in his head. What Jack didn’t know is that Shandy had been sleeping in his car for the last month. He was basically a drifter. He got kicked out of his last apartment because he didn’t pay his rent on time. Shandy was a deadbeat who barely worked and spent whatever cash he made on going out and drugs. He was lazy and effectively worthless. He saw this as an opportunity.

“I tell you what. I’ll let you suck my dick, but you have to give me something in return.”

“Yes, of course, anything. What do you want?”

“Your bed. I want to sleep in your bed.”

“That’s easy,” responded Jack thinking he’d be sleeping with this boy, “I’d love to have you in my bed.”

“You’re fucking stupid. I don’t want you in the bed. I want it for myself.”

“And where am I supposed to sleep?

“I don’t give a fuck.”

Foolishly, Jack acquiesced. He let this boy come in and kick him out of his own bed, in his own apartment. It would only go downhill from here.

Shandy started to make demands instantly. He demanded Jack clear his desk off and let him use his computer so he could cruise the chat rooms. He wanted an ashtray. Shandy was a heavy smoker – something that Jack wasn’t too keen on. Even though he didn’t let people smoke in his apartment, he made the exception for Shandy. The boy also demanded Jack make him something to eat. Jack went about doing everything Shandy asked. Twenty minutes later and he still didn’t have Shandy’s dick in his mouth.

Shandy sat at Jack’s desk and started signing on to chat rooms. Jack stood close by, waiting for Shandy to fulfill his side of the bargain. “Go away! I’ll let you know when I’m ready. And stay the fuck out of the bedroom, unless you’re going in there to make it more comfortable for me.” There really was no place to ‘go away’. It was a small one-room apartment with a small bedroom. Jack went about getting extra pillows and another comforter for Shandy. He made the bed and turned it down for him. He started to think to himself, “I’m going through a lot of trouble here for a blow job. But damn, he so fucking hot and he’s finally here...with me!” Jack went and sat on a chair waiting for Shandy to call for him again.

It was late. More than an hour went by. Jack dozed off while Shandy tinkered on the computer. Shandy sat there with one hand alternating between his thick 7 inch cock and a cigarette and the other typing away on the keyboard. “Hey faggot! Get over here, NOW!” A startled Jack jumped up and dashed over to Shandy.

“I’ve got a boy coming over. He’s on his way. You need to get out of here.”

“Seriously? You want me to leave my own apartment?”

Shandy stood up, grabbed Jack by the neck and pushed him into the wall. Suddenly, he wasn’t so cute anymore.

“You’re going to do what I say and get the fuck out of here. Or I am going to really kick you out the door.”

“OK, OK, there’s a vacant apartment across the hall. I’ll go there. Let me know when you’re finished.”

“Yeah, whatever. Oh, and one more thing. I found your file of pervy pics on your computer. All those young boys… I emailed them all to myself. Do one stupid thing and I send them to all kinds of people.”

While Jack had no idea if this was true, he couldn’t afford the risk. He did have some compromising photos on his computer. He left his own apartment and went to the empty studio across the hall. He sat on the floor and tried to think of what to do about this situation.

Shandy fucked the boy that came over. Then he walked around the apartment and decided he was going to take everything this guy had and fuck him up him while doing it. It got Shandy off to abuse people. He loved the rush he got from inflicting pain and humiliation. Shandy was a very mean, violent boy. He needed a place to live and this was pretty nice. He also decided that he was going to get this guy to pay for things, even drive him around. He was going to get all he could for as long as he could. He had himself his own personal slave. He sensed Jack was weak and thought he probably was getting off on this himself.

Jack woke up curled up on the dusty wood floor of the empty apartment. The sun was shining brightly through the windows. He was hoping he wasn’t late for work. He went over to his apartment and opened the door. As he walked in, Shandy called out to him. “Hey faggot, make me breakfast and clean up that mess in the bedroom.” A somewhat annoyed Jack responded, “I have to get to work, dude. Maybe you should just go and I’ll never bother you again.”

A naked Shandy got up from the desk and stomped toward Jack. Jack was distracted by the hot, naked boy coming at him and was not prepared for what was next. Shandy pushed Jack to the ground and gave him two hard kicks in the balls. He kicked Jack in the chet and pushed him onto his back. Shandy put his foot on Jack’s neck and began to yell.

“I don’t think you get it faggot. You told me you’d do anything for me. Now you’re fucking going to do every fucking thing for me. If you don’t I will fuck you up and tell everybody about you. I have emails, phone numbers, addresses. I know where you work. You’re fucked now. You’re mine now. You’re gonna do everything I tell you. I fucking own you now. You will call me Sir from now on. You wanted me, asshole, Now you fucking got me! Now take your fucking clothes off and get to work being my bitch.” With that he spit on Jack’s face and told him to do what he was told. “You should probably call off work today.”

Jack was completely dumbfounded, but feared what would happen if he didn’t do what Shandy said. He stripped and started to make his way to the kitchen.

“Wait faggot,” Shandy barked. “You wanted my dick right? Get on your knees.” Jack dropped to his knees as told, thinking he was finally going to get something out of this. He did all right. Shandy pointed his cock right at Jack and started to piss. Right there on Jack, on the floor. “Open your mouth and start drinking toilet boy.” Jack took his cock in his mouth and started swallowing hot morning piss from Shandy’s cock. It smelled of sex and tasted like the fucking he gave that boy last night. Shandy kicked Jack in the balls when he was done. Jack was both afraid and a little turned on.

Jack cleaned up the piss, then made and served breakfast to Shandy. He cleaned out his ashtray and cleaned up the area around him. He then went into the bedroom. The sheets were all messy from the boy he had here last night. Jack stripped the bed and replaced the sheets, then cleaned up the room. He took the sheets down to the laundry room, along with Shandy’s clothes. With only one other tenant on Jack’s floor, him being naked in the laundry wasn’t going to be a big deal.

Jack came back from the laundry room and found Shandy emptying out the bottom of his coat closet. “Does this door lock?” Shandy said as he pointed to the closet door. “Yes Sir.” “Good, cause that’s where you’ll go when I have boys over or I don’t want to see you. You’ll be here in case I need you. And you won’t have to go around the building naked.” Even though there was some twisted logic, Jack really didn’t like this idea. “Um, but Sir…” Shandy stormed up to Jack and gave him a hard smack in his face. He did it a second time on the other side. He continued to slap him repeatedly. Then he pushed him down again and stood on his chest, “How long is it going to take you to figure out that I fucking own you? Get rid of this shit, give me the key to this door and one for the apartment and get in here when you come back.”

Shandy had been in Jack’s apartment for barely 12 hours and he’d already taken over. As the next few days went on, Shandy’s control over Jack only became tighter. As weeks went on, Jack was caught in a situation that he had no idea how to get out of. Aside from work he never went anywhere, he simply wasn’t allowed to. He was giving thousands of dollars to Shandy. Feeding him, doing his laundry, even bathing him and trimming his finger and toe nails. Jack spent many nights in that closet. Shandy paraded all kinds of boys into ‘his’ apartment and had Jack cleaning up after them. Occasionally, Shandy made Jack do things with these other boys - things neither the boys or Jack really wanted to do, but were powerless against Shandy to stop.

Shandy had started to push Jack’s limits. He made Jack drink his piss every time he had to go. Shandy didn’t like to get out of bed to piss; he just had Jack take care of it. He didn’t step away from his computer or from the TV; he just had Jack take care of it. Shandy pushed things further as he made Jack suck his cock while he shit, and then made Jack clean his ass with his tongue after a shit. If Shandy was in a bad mood - which was often - he’d sometimes force Jack’s face into the toilet making Jack lick, or even eat, his shit. It happened more often. This shit eating made Jack feel sick. It caused him problems outside of the apartment. His breath stunk. He couldn’t mask the shit smell on some days. People were noticing. Jack claimed he didn’t know what was wrong and he was seeing a doctor and taking medication.

Shandy was also physically abusive to Jack, violent even. He beat him up on multiple occasions, usually careful not to hurt his face or leave a bruise where it could be seen. He kicked and punched Jack’s balls. He flogged and whipped him. The beatings frequently drew blood and eventually left scars all over Jack, but Shandy kept on him. These beatings were also taking a toll on Jack. Between them, the minimal amount of sleep he was allowed to get, being cramped in a closet too much of the time, being kept away from others, and not being able to eat right, Jack was falling apart. He didn’t think he'd make it to his next birthday, his 26th. He’d been fired from his job because he simply couldn’t keep up. He went about three months without a job. This situation went on for about a year.

It wasn’t like most of the things Shandy forced Jack to do were things Jack didn’t enjoy. In fact, he very much enjoyed almost all of it – the watersports, the floggings, CBT, even the scat to a degree – Jack had always been extremely kinky and willing to try and do anything. It was the combination of how often they happened, how aggressive and mean he was and that they happened without any sexual interaction or intimacy. And nothing was on Jack’s terms in any remote way. Coupled with the money and restrictions, this kid moving in was a terrible direction for Jack.

One night the cycle was broken. Shandy went on a rampage for seemingly no reason at all and began beating on Jack when they came home one night. Jack had driven Shandy to the bar and, like he did many nights, waited outside for him to come out. Jack suspected, based on his behavior, that Shandy was on meth, a fairly regular occurrence. This batch must have been laced with something.

He had Jack on the floor and he kicked and kicked – while still wearing his shoes. Jack felt something break more than once. He tried to get away, but Shandy was too quick and pinned him down and hit him in the face a few times. He finally did break free. Bloody and in pain, he went down to his car and drove himself to the hospital. He barely made it there and collapsed into a heap once he walked into the ER.

Jack thought of making up a story about what happened to him. He really didn’t want anyone to know the truth of how he let someone do this to him for a year. He told the ER people that he hooked up with a guy from the park (there was a local cruising spot at a park near the lake) and the guy gay bashed him. Admitting that he was cruising the park felt less embarrassing to him than admitting he had a live in abuser that he allowed to stay.

Jack spent two days in the hospital. He wondered what kind of havoc Shandy was wreaking on his place. When Jack was finally released, he went to his apartment. Shandy wasn’t there. Jack’s place was trashed.

* * * *

Jack never saw Shandy again. He’s not really sure what happened to him or where he went. He could be dead. He could be in jail. He might just be moving on to his next victim. Jack simply didn’t care, and hoped he never heard from him again.

Jack needed time to get himself back together. He tried to get back into his work and get back out and about. He took a long break from sex and hooking up to let his body and mind heal. He eventually reconnected with some of his fuck buddies. Not much time passed before Jack was on the prowl again, though he did have to ease into some of his fetishes and kinks. He was also much more cautious.

Jack told his few friends that he had fallen into a terrible depression and had gotten hooked on prescription painkillers for a while. It was bullshit and no one really believed it, but it was enough for people to move on, especially as Jack healed, mentally. His physical wounds healed pretty quickly, but he would end up with a body covered in scars pretty much everywhere. Whenever someone asked about them, he refused to talk about it. He simply did not want to relive that nightmare.

He learned a few lessons and a few things about himself through this fiasco. He would never let that happen again. Even if he were to explore being a slave again, it would be on his terms and he’d always retain his freedom to be himself, leaving the submissiveness at home.

Jack got back on track from the awful year of Shandy. He used his networking skills to land another job. It wasn’t long before he was coasting to great success, the happiness that seemed to elude him and he even would find true love.

* * * *

By the time he was 30, Jack was tired of working for others, he had to be in business for himself. He knew that was the only way to build any kind of real wealth. Working for small nonprofits and various stints at banks and sales jobs weren’t going to make Jack wealthy, let alone allow him to live the life he wanted. So, Jack made the leap and worked hard on building a political consulting business. He’d struggled his way for a while working small campaigns for low fees, but he kept at it. His good personality, good looks and exceptional talents allowed him to develop strong, lasting professional relationships. Those relationships are what helped him build a business – and his reputation.

Jack also knew that his sexual habits occasionally got in the way of his work life. He had to figure out how to satisfy his insatiable desires and kinks, while working to build a business that would get him the control of his life, and the power that he wanted. Jack wanted to be able to submit to his desires and to the boys who helped them happen, but still wanted to control the rest of his life. This wasn’t going to be easy.

Right before the Shandy fiasco, Jack won an insurance claim when he fell off of a balcony and sued the homeowner. Instead of taking the $450,000 and spending it, he kept a few bucks as spending money (most of which was lost to Shandy) and put the rest away. He also had the family money he'd received in a trust as an inheritance, that he wasn't able to really touch. One of the cuties he hooked up with was a broker and he convinced Jack to buy into the stocks of tech companies, even a few lucrative IPOs. Jack eventually pulled out some of the money to start his business, he remained disciplined with the rest and left it alone. In fact, he trusted his fuck buddy broker friend enough that he let him put it into a trust and manage it. He figured some of these investments had to go big, even if a few of them were losers.

Jack’s business took off. It grew significantly over a few years. Jack had a great track record in winning tough campaigns and was becoming well known and in demand. He built many strong relationships over the years. People trusted him. The investments he bought were booming as well. These would become some of the biggest companies in the world and it would be how Jack would come into hundreds of millions of dollars. Jack was doing so well, he really didn’t stress that he had no one to share his life with. He just kept hooking up.

It was one of those strong relationships, a contact from a local tax issue campaign, that hooked him up with a client in Denver. The client was running in a long shot campaign for Congress and needed an exceptional political strategist. That would be Jack.

The Denver client would turn out to be a huge success. Jack ran a successful campaign and got the woman elected to congress. Not only did she win, she won big. It was a major upset of a 32-year incumbent. Things really exploded for Jack and his firm as a result. The trip to Denver was a big pay off - and it would also be a huge personal boost as well.

* * * *

While in Denver to meet that new client, Jack was in his hotel surfing online. He was looking for Denver boys to hook up with. There was lots of interest. One boy in particular stood out, a boy with pinkish blonde hair, who was stunningly hot. A boy whose photo and profile had Jack hooked. Jack and this mesmerizing boy chatted a bit and then exchanged phone numbers. They talked for a while. Jack melted listening to the sound of his voice. They couldn’t meet up that night, as the boy had other plans. So, they went out the following night. Conveniently it was after Jack had his meetings, something he couldn’t afford to screw up.

Jack showed up at the bar he was directed to. As soon as he walked in, it was like the boy had an aura around him. Jack saw him immediately and practically ran over. “Hi, Joshua! I’m Jack.” “Hey! Great to see you Jack!” Joshua was fucking hot. His presence was something Jack could feel. He was really fucking hot. It was love at first sight for Jack.

“Cool, I like the name Joshua.” Jack nervously said. He realized that was a dorky thing to say, but it didn’t seem to matter to Joshua.

They got closer to the bar and Joshua ordered drinks for them. Jack was a little surprised since he didn’t actually tell Joshua what he wanted, but that didn’t matter, Joshua turned and handed him a drink. It was a Sazerac, something he’d never had before. Jack was usually a Manhattan kind of guy. Impressed by the fancy cocktail, Jack smiled widely and took a sip.

They had two more of the very boozy drinks while they had a fascinating conversation and then Joshua stood up and said, “It’s time to go.” “Where are we going?” “Don’t worry, tonight’s on me. Just trust me.” Jack didn’t have to be told twice, this seemingly perfect boy was taking control of the night. This did not bother Jack at all. The feelings Jack had at the moment completely erased the caution he had been so diligently practicing.

They got into Joshua’s car and continued to talk as they drove off to his apartment. “Welcome to my home,” Joshua announced. Jack figured this is the part where we go fuck. At least he was hoping it was. Joshua poured them a couple of drinks and they sat on the couch. They talked and had more drinks. Jack was turned on by smart conversation. Joshua was able to talk about politics, history, movies, pretty much anything. He was very intelligent. They talked for about two more hours.

Jack was pleasantly surprised by this little conversation session, as it meant he got to spend more time with Joshua. Maybe it was the alcohol, but Jack was quickly falling in love with Joshua.

“OK, time for the next stop!” Joshua announced as he jumped up from the couch.

More talking, more driving. Soon, they arrive at a club. They go in and it’s a hopping place. They get two bottles of water and chill at a drag show for a while. They eventually wander to a little hallway. It was lit up with a dim white light. You could see, but not very clearly. Joshua found a spot for him and Jack to sit together. This time, they sat close to one another. It was the first time they weren’t talking or drinking. Joshua was looking around either to see what was next or find someone. Jack just sat quietly feeling the buzz of booze and love. Joshua put his hand on Jack’s knee. Jack felt a warm, fuzzy feeling flow from the spot Joshua touched all through his body. Jack savored that for a moment and then returned the touch to Joshua’s leg.

Joshua turned and leaned in and kissed Jack on his lips. Jack looked into Joshua’s beautiful blue eyes and leaned into him and they kissed pretty passionately for what felt like hours, even though it was just a few minutes. They pulled away from the kiss. Jack said to Joshua, “that was amazing.” “Good, there’s more to come.” Then Joshua grabbed Jack’s hand and jumped up, “come on, there’s more to do!”

Joshua walked Jack through the hallway to another part of the bar where they met up with Spencer. Spencer and Joshua greeted each other and then they all just walked away. Jack didn’t say a word as they got hand stamps and left the club. They walked over to an extended cab pick up and Jack was told to get in the back while Joshua jumped into the passenger seat.

“These are some of the best I’ve had yet. Really fucking amazing. You two are in for a treat.” Spencer told them as he handed two pills to Joshua and Joshua handed him $50.

“Oh, this is my best friend Jack.” Joshua casually says to Spencer.

“Cool to meet you man, Joshua is the fucking best, isn’t he?”

Jack was confused but liked the best friend remark. “Oh yeah, he’s awesome.”

“Thanks man, I’ll reward you for this.” Joshua said as he signaled for us to get out of the truck.

Jack and Joshua went back into the club, Joshua holding Jack’s hand the whole time. They went to the bar, Joshua got two Red Bulls and they wandered back to that hallway. Amazingly the same spot where they were sitting was available again. They sat down again and Joshua turned to Jack and kissed him again, this time even more intense than the last kiss. Jack didn’t need anything else to happen. He was completely hooked. After the kiss, Joshua handed Jack one of the pills.

“Have you ever had ecstasy?”

“Yeah, sure but not for a while.”

“Well this is 100 times better. You’ll never be the same. In a good way. At least I think so. I know so.”

It was an odd pitch in Jack’s mind and even though this had ‘danger Will Robinson’ written all over it, he was all in. Joshua held his pill up and directed me to do the same. “Here’s to two lives forever intertwined.” And with that, Joshua tapped his pill against Jack’s and popped it in his mouth followed by a swig of Red Bull. Jack did the same. “That was an interesting toast,” Jack thought to himself. They sat quietly for a little while.

It didn’t take long for the effect of whatever they took to take hold. They kissed some more in that spot. Actually, they kissed a lot. People were enjoying watching the two hot boys kiss. This is something that Jack normally would not have liked, but in this moment, he didn’t care, he was kissing the most perfect boy he’d ever encountered.

Finally, Joshua grabbed Jack’s hand and whisked him away to the dance floor. The music, the lights, Joshua’s touch, and pretty much everything felt the best it had ever felt. This was nothing like ecstasy; it really was 100 times better, whatever it was. They danced for literally hours, only walking away to get water. They touched a lot, but it was never particularly sexual. Joshua led the way the whole time. There was lots of kissing. Lots of kissing. Joshua guided Jack to his neck and Jack kissed him there. Joshua would run his hands over Jack’s face and let Jack lick them and suck on his fingers. Joshua never said a word the whole time. Jack said more than once, “you are so fucking awesome, I love you!” but the music was so loud Joshua really didn’t hear him. Or did he? He just smiled back at him. Finally, Joshua grabbed Jack’s hand and they were on the move again.

Joshua led Jack through the club and out to the car. Jack felt like he was floating, but was also incredibly aware of everything that was going on. It’s like he was high as can be, yet still completely sober. Joshua rolled down the windows, turned off the radio and they drove away. They drove home in silence, holding hands the whole way. Joshua actually didn’t drive them to his place; he went to Jack’s hotel instead. Jack just looked at Joshua and smiled. Maybe he was finally going to take the next step with this perfect boy. The most perfect boy.

* * * *

Joshua and Jack arrived at Jack’s hotel room. At this point, it was after 6 am. It was beginning to get light out. The boys were in each other's arms within seconds of walking into the room, making out at an intense pace. Joshua wanted the room to be dark, so he went over and pulled the shades closed.

As their eyes adjusted, there was just enough light creeping in through the shades. All Jack could do was stare at Joshua as they settled in on the bed. “I love the look on your face when you look at me.” Jack swooned over the comment Joshua offered. It was like Joshua had feelings for him too. It didn’t take long before the two boys were making out with that intensity they had come to know that night.

The kissing finally led to much more sexual touching. Joshua had his hands all over Jack. He began to remove Jack’s shirt, then took off his own. Joshua had several incredible, artistic tattoos. They further enhanced his perfectly toned, thin body.

As the kissing continued, Jack went to run his hand down to Joshua’s crotch, and Joshua moaned softly. Jack finally got to know just what Joshua might have been packing, it felt huge. Jack went on kissing as Joshua felt him anyway he wanted to. Jack didn’t mind. It seemed by this time that the high Jack was feeling had more to do with being in bed with Joshua than whatever they took earlier. They were both warm and sweaty.

“Do you want me to turn on the AC?” Jack asked.

“Nope. It’s better like this.”

Eventually, Joshua would have Jack completely naked, while Joshua only had his shoes and shirt off. Jack noticed that even Joshua’s feet were sexy to him. They were very sweaty and salty from a long night of dancing. It was intoxicating to Jack. He kissed his way down Joshua’s sweaty chest and eventually got himself into position to give Joshua’s feet some attention. Joshua just leaned back as Jack worshipped his feet. It felt good to Joshua, something he wanted to feel on a regular basis.

Joshua paused the action and signalled for Jack to come closer to him. “Jack, I am so into you right now. I want you in a big way. I can tell how badly you want me.”

Jack looked into Joshua’s eyes and said, “I don’t think you can imagine how badly I want you.”

“Oh, yes. Yes I can.”

What would have seemed an arrogant response went right over Jack who was, at this point, madly in love with Joshua.

“I want you to sit up against the headboard.” It seemed an odd request, but Jack complied readily. Joshua stood up on the bed, almost losing his balance he grabbed the ceiling to steady himself. He stood over Jack and began to undo his pants. He slipped them off, along with his underwear and revealed yet another reason for Jack to be in love.

Jack was astounded by what he saw. Not only was a fully naked Joshua one of the most beautiful, sexy, spectacular things he had ever seen, Joshua was gifted with a gigantic cock, possibly the biggest Jack had seen by that point in his life. It was at least 12 inches long. There was a nice, big head that connected to a shaft that was cut and about the girth of a Red Bull can near the head. As you moved down the shaft, his cock was increasingly thicker and then tapered down as it got to the base. And, unlike many extra large guys, Joshua’s cock could get hard, extremely hard. His balls were also large; they hung low and were each the size of an apricot. Given Joshua’s slight, toned frame and short stature - he was only about 5’8” tall and just about 120 pounds, it all seemed out of place, almost mutant-like, but it was all perfect as far as Jack was concerned. As Joshua moved toward Jack, his cock was at its hardest and sticking straight out. His balls slowly swung back and forth. Joshua stood in front of Jack and instinctively; Jack reached up to stroke the giant cock before him.

“Very good Jack. Look up at me, look directly into my eyes.”

Jack did as he was told and looked into the eyes of the boy he loved. As he did, Joshua pushed Jack’s hands away and rubbed the head of his cock onto Jack’s face, leaving a trail of thick precum as he did. Slowly, he rubbed the head on Jack’s lips and as anyone would, Jack opened his mouth. Joshua slid the head of his monster into Jack’s mouth and slid it in as far as it would go, which was not much at all before Jack began to choke. Joshua pulled away, “don’t worry, you can do this. For now, just lick it, kiss it, worship it.”

Jack did as he was told and worshipped the spectacular, massive cock before him. He slowly licked and sucked on the head, drinking in the precum that was gently pouring from it. He held the middle of it with his hands, gliding them up and down over the shaft. Jack moved his tongue down just under the head and slowly licked around there. He then moved to the shaft and gently kissed and licked around the shaft and continued down. Jack worked slowly and carefully, kissing nearly every inch of the massive tool. It took a long time for him to work his way down to the base. The quiet moans and sighs of Joshua seemed to indicate his satisfaction. Jack continued to look up at Joshua and saw that he was looking down at him and smiling. He had no idea how he could take this cock orally or anally.

Jack slowly attempted to work the giant cock into his mouth. Joshua knew he had to take control and held the back of Jack’s head, encouraging him to take the cock deeper. Jack was a very skilled cocksucker, having had literally hundreds of cocks down his throat. This was, by far, the biggest. He kept working at the monster and slowly and carefully worked to swallow the giant member. His mouth stretched open to handle the thickness and he continued to take more and more of Joshua into his mouth, eventually consuming it all. It made him choke and gag, his mouth hurt from the stretching, but Jack didn’t let up.

Joshua held Jack’s head over his massive cock as Jack continued to gag even harder. It was hard for Jack to breathe. Drool and spit were oozing from the sides of his mouth as he grasped for air. Snot and mucus were coming out of his nose and he had tears streaming down his face. Joshua slowly pulled back and began a slow but steady rhythm of fucking Jack’s face. He looked down at his prey, clearly suffering and uncomfortable, and smiled. “I told you, you could do this.” He said as he continued his assault on Jack’s throat. Joshua was eventually thrusting so hard into Jack’s skull, Jack felt as if his cock was going to push right through the back of his head. The pounding caused Jack’s head to bang against the headboard with each thrust. Jack felt this amazing, powerful energy flowing through his body as he was face fucked. Joshua kept his rhythm going for more than 15 minutes until he finally made one last thrust and shot a massive load of cum into his boy.

Joshua pulled his cock out of Jack’s mouth and it finally softened. Jack was exhausted from the intense face fucking he had just received and tried to slide down to a more comfortable position.

Joshua jumped off the bed and motioned Jack to lay back on the bed with his head hanging off the side. Joshua wasn’t finished fucking Jack’s face. He went for another round. With Jack’s head in the position it was, hanging off the bed, with Joshua sliding straight into Jack’s throat, Joshua was able to relentlessly pound Jack’s throat. Jack could barely breathe with all of the mess draining from his nose and the tears streaming off his face. Joshua took less time this round and eventually shot another load. Joshua pulled his cock out and lowered his balls over Jack’s face and told him, “please, now work on my balls.” Jack took a quick moment to catch his breath and then went to work licking and sucking on Joshua’s balls. Eventually, Joshua backed off and the two boys cuddled up in bed and drifted off to sleep.

Around noon, the two boys woke up. Things might have gone a little further had they not needed to check out. Jack’s flight back to Chicago was that afternoon.

“You should cancel your flight and come home with me,” Joshua said softly as he brushed Jack’s hair back off his face and stared directly into his eyes. “Ugh, I don’t know. I have so much going on tomorrow.” Jack hated to say that.

“Better than this?”

“Well, not better, no. But…”

“Last night was magical. I don’t think I’ll ever forget it. It was like nothing I’ve ever experienced.”

Jack melted as Joshua turned on the charm.

“Ok, I’ll figure it out. I’ll call the airline on our way to your place.”

“Thank you. You won’t be sorry. I promise.”

* * * *

Jack spent two more days with Joshua. They had an incredibly romantic time together, despite not having sex again over that time. Joshua wanted things to be special for their next time.

Joshua drove Jack to the airport. Before Jack stepped out of the car, the two boys made out. As Jack stepped out of the car, Joshua yelled out to Jack, “look in your wallet when you’re on the plane, but not before.” This left Jack extremely curious as to what Joshua had done to his wallet. Did he steal all of his credit cards and cash? He wouldn’t know until he got on the plane.

Jack got bumped up to First Class. The flight wasn’t that full, so Jack had the row all to himself. Once he settled in, he pulled out his wallet. He looked through and found a note. It was written on a piece of stationary from the hotel.

I want us to be together, you know, boyfriends, maybe more. We will have a beautiful life together. I love you, Jack.

Jack just sat there feeling chills at what he’d just read. Joshua felt about him as Jack did about him. Maybe he finally has found his one true love? Jack dozed off dreaming about a life with Joshua.

Thank you so much for reading! I know this was a long one, but I hope it was still enjoyable. I’d love to know what you think. Please comment or email me at [email protected]. Next up we’ll find out more about Harrison.