He Thinks It's Blackmail

By Whipped

Published on Apr 29, 2018

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Category Authoritarian/Adult Youth

This story is fiction and not based on any real events or people. Everyone portrayed is over eighteen. Story is kind of long, I guess. I like setting things up. You must be at least eighteen to read this story. Never do this stuff in real life.

Also, if you read this and have The Legend of Blowjob Alley, please send it to me. I believe there were seven parts?

This is intended to be a series. It's about an older man realizing he is bisexual over several chapters and a bisexual boy who believes sex is a sin unless he is a slave. The boy gradually becomes a gay slut. The man initially thinks he is blackmailing the boy, but he's actually allowing him to explore fantasies and get off.

Thanks for reading.

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He thinks it's blackmail

Part 1

Davis Henry was 50 when he bought the 20k square feet defunct grocery/sports/outdoor store. His wife, who didn't know he liquidated their 401k until afterwards, was livid. She only grew angrier when he told her his plan to turn it into an arcade and hangout joint for local kids. Before buying the store, he had been a carpenter and contractor so he knew he could do the neccessary work to transform the space himself. And the location couldn't be better for that sort of thing. Across the street from his place was the local junior high and high school. Just about half a mile south from it was the local private school. Altogether, they had over two thousand students. It was smack dab in the middle of ground central for bored kids with nothing to do. First thing he did was build a half pipe and some small skate ramps in what used to be the loading dock area. Then he fenced in it. It was pretty simple, but better than the local park had. Then he went inside. He quickly created about a 12k square foot area for arcade games. He searched online and found a few bankruptcy sales that got him everything he needed. He had all the games where you threw balls into hoops and lanes and even had two small bowling lanes. He had pool tables and air games and pretty much every arcade game from the eighties to a few years ago. He changed out the lights and stickers in the pinball games he bought on sale and made them the school colors and macots for the highschool. About 2k square feet, he made into a sort of hangout and restaraunt. The food and drinks all came out of vending machines. There were a couple of microwaves to heat up nacho cheese and frozen pizzas. It was mostly booths and had one of those internet jukeboxes in there and a small dance floor. Nobody used the dance floor. About a similar size area, he made into a performance venue and band practice space. This was basically an empty area with a stage and PA, but it would let kids with bands perform for their friends and he figured a few would sign up and pay for a regular practice space. He also built two mini theatre type rooms. He bought hd projectors on sale, a couple of gaming systems, and two 150 inch screens. One room was devoted to movies (mostly from streaming accounts) and the other to games. Mostly fps. The rest of the space was taken up by study areas, hangout areas, byoc computer rooms, and karaoke rooms. Almost all of it was free with a membership/admittance. The membership was five dollars a day or a 100 for a month. He sold fifty monthly passes the first week. That number was up to 200 by the end of the first month. He was completely out of the red and in the green by the sixth month. Within a year, he owned the building and land free and clear. The only things not covered by the membership were the practice space, theatre rooms, and karoke rooms. They made him, altogether, about an extra 300 a day. The food, though, made him a killing. He bought the canned drinks for about 12 cents a can. He sold them for a dollar. The food was equally as profitable. Some days he had five hundred kids eating and drinking there. His wife fell back in love with him the second she started seeing their bank balance skyrocket. This story, though, isn't about his bank balance or wife. Davis was not attractive and he knew it. He never really had been. Now that he was fifty-five, he was even less so. He had greying hair and a receding hairline. He was 5'10 and about 245 pounds. He looked like Santa Claus or maybe his slightly younger brother. His wife was no trophy wife either. They met at a wedding where she was very drunk and he knocked her up. She lost the baby, but by then they were married. What Davis hadn't counted on when building his place was how horny teenagers could be. He broke up kids on a daily basis when he caught then doing everything from groping to making out to full on fucking. He eventually installed fake cameras and put signs out saying any evidence would be turned over to their parents. It mostly worked. But he still saw enough to be perpetually horny. Matt Gonzalez was the preacher's kid and had rented one of the karaoke booths. When his dad called to check on him one Friday, saying he wasn't answering his phone, everything in Davis' world changed. Davis unlocked the booth and walked in to tell Matt to call his dad. And saw him giving a blowjob to Anthony Wheeler, the quarterback for Arly High. Giving a bj might be too generous a term though. Matt was on his back, with his head dangling off the bench seat. Anthony was naked, hunched over, and balls deep in his throat. His muscular buttcheeks were clenching tight every thrust. Davis had never seen anything like it. Matt was gagging and choking and making weird sounds as Anthony literally fucked his throat. His throat was being slam fucked harder than Davis had ever treated an actual pussy. Anthony was not being quiet either. He was talking the whole time, saying stuff like, "Eat my dick, faggot. Choke on it, bitch. Earn my load, you cumsucker." Then all of a sudden Matt saw me and started making sounds trying to tell Anthony. The vibrations must have felt good on Anthony's dick because he responded by slamming Matt's throat harder and then grunting as he jizzed in Matt's throat. Anthony's body relaxed after he got his nut and he slowly dragged his dick out of Matt's mouth. It must have been sensitive at that point because he yelped a couple of times and shook before it was totally out. Matt wasted no time once it was out. He jumped up and tried running past Davis. He was easily caught by Davis and pushed gently back as Anthony turned around. Anthony was sweaty as hell, but had one of the best bodies Davis had ever seen. He also had that sly baby face that usually leads to trouble and was built perfectly. He was about 6'3 and around 190, but his whole body was tightly built. His cock was wet and dripping and even soft was about seven inches. His hair was a sort of sandy blonde, shaggy, and currently very wet and stuck to his face and slicked down from perspiration. He was perpetually tan. The contrast between the boys was oddly erotic to Davis, who to that point considered himself straight. Matt was about 5'5 or 5'6. Whereas Anthony was slightly street smart and a jock, Matt was literally the shy preacher's son. He was skinny and even at eighteen looked like he was waiting for puberty to hit. He wasn't fat or bony, but had that boyish body that was all thin and flat without any real muscles. He was trying to cover his junk once he got pushed back (had he really tried to run out of the room naked???) and wouldn't look Davis in the eye. All Davis said was, "Explain. Now. " The story was not what he expected. Anthony's foster mom was on some sort of pill called oxies and also used something called bars. Matt had tried some at a party and owed a guy named Chad more pills or a hundred dollars. On top of that, it was his turn already to get some for a party. Davis said, "So Anthony offered to help you for a blowjob?" Anthony laughed. Matt replied, "Ten or however many times he wanted this week, whichever is more." Anthony said, "That was the third today and we still have twenty minutes on the room." Anthony explained they weren't gay, but Anthony's girlfriend didn't suck dick and would know if he cheated on her with a girl. Matt didn't get an allowance and he really needed the pills. Anthony also said the other blowjobs weren't so rough, but after the first couple of nuts he has to slam fuck if it's just head. Davis asked, "No fucking?" They both shook their heads. Davis said, "Anthony, get dressed and go. I need to talk to Matt." When they were alone, Matt still naked, Davis explained his options: Option A, I call your dad right now. I came in here because you didn't answer your phone when he called. I can explain to him I caught you letting a football player turn your throat into a dick ditch for pills. That's probably the best option. He might kick your ass or disown you, but it's the most truthful route. That what you want? Matt shook his head no. Davis continued: Option B, I ban both you boys from here permanently. I say I caught you both stealing or fighting. Ain't truthful, but keeps you from being labed a queer and junkie. That what you want? Matt hesitated, but shook his head no again. Option C, the last option, the worst option for you kid, I own you. I don't say a word to your dad. I keep you in pills or cash. But you belong to me same as any slave in the old days. Choose. Matt whispered, "C. Option C." Davis shook his head. Then he began to undress. When he took off his shirt, Matt got his first glimpse of his hairy fat belly and nipples. When he took off his pants, Matt saw his seven inch uncut cock and saggy balls for the first time. All Davis said was, "Use your mouth."

Matt

I looked at Mr. Henry naked. This wasn't like with Anthony. With Anthony it was still gross and queer, but he had a good body and was young. This was a naked fat hairy old man. I walked over to him and he reached out and cupped my butt for a minute. Then he smiled and put his hands on his shoulders and pushed me to my knees. I looked at him and said, "Money?" He said, "After." I decided to just go for it. I licked his hairy nut sack and then sucked one of them in my mouth. He moaned. I decided to keep lapping at them and lifted his dick out of the way. He let me lick them for a couple of minutes, then grabbed me by my hair and tilted my face up. He said, "A ballwash is nice, kid, but I need to feel that throat if this is going anywhere." I didn't reply, I just ran my tongue between his dick and foreskin. It was gross and smelled and tasted weird. Then I used my throat. I took his dick all the way in my throat once. Then I closed my eyes and pulled his hands to my ears. I rested my hands on his flabby ass. Mr. Henry got the message.

Davis

I don't think I would have been able to get hard if the kid was taller or hairier or built more like a man, but he was petite as a girl. When he placed my hands on his ears, I knew what to do. I closed my eyes and pictured Cyndy Harris, one of the local cheerleaders. Then I banged his throat. His teenage lips pressed tight against my balls every stroke. He made these gagging and wretching sounds that made my dick ooze. I almost came in that first two minutes. I opened my eyes instead to get at the real prize. I wrapped my arms under his underarms and lifted him from his knees. I pinched his smooth little nipples and even sucked on his neck. Then I said, "Face the far wall." I turned on the karoke machine to block any noise he might make and went towards my prize. I wrapped my arm around his throat and leaned close. My hard cock and fat body was pressed against his tight teen ass and back. The poor kid was shaking, so I gave him an out. I said: I don't have lube, just your spit. This will hurt. Anything but Option C and you walk out of here with your boypussy intact. I can still call your daddy and end this. You sure about this? He whispered, "Yes, master." My dick oozed. I moved my right arm from his throat to cover his mouth. Then I took my dick in my left hand and rubbed it on his tight little butt. It found his little butthole quick enough and I figured no reason in going slow and prolonging the fuck. I smashed it in. The boy screamed in my hand and bucked like a bronco. If I had any doubt this was virgin boy pussy that was gone real quick. The first three inches had him crying like a bitch. I pressed my lips against his ear and said real quiet like, "Don't be such a pussy. We barely even started. You want your daddy?" He shook his head no. I decided to give the kid a break. I grabbed him by the hips and keeping my dick in him dragged him with me to the bench seat. Then I laid him back so his back was against my belly and lifted his legs up to rest on my knees. He got the point. He started riding my dick real slow, getting just an inch or so more in every stroke, whimpering like a puppy the whole time. When I was balls deep, I held him still and just enjoyed the feeling of his virgin pussy. It was like a tight slick velvet glove with a death grip on my cock. I ran my hands on his smooth belly, fondled his soft cock and dangling balls. I pinched his boy tits some more and enjoyed his gasps and tightness. I decided he was ready. I pulled my dick out of his newly broken boy cunt and flipped him over so he was flat on his belly. Then I dragged him to the edge of the bench so his legs were hanging off. I laid on top of him again and covered his mouth with my hand. With my weight resting on him and my legs for leverage, I fucked him like a whore. He didn't whimper this time but groaned and made deep noises and sobs. We were both drenched in sweat by the time I creampied him. Afterwards, I told him to get dressed and refill the candy machines. And he obeyed.

Matt

I thought about what had just happened as I refilled the candy machines. Mr. Henry thought he was blackmailing me. He thought it was about money. I wasn't totally sure why I was doing this. I didn't like the pain. I wasn't exactly gay. But part of me figured it was the best way to figure myself out. I grew up in the church. Having sex was a sin. Having gay sex was really evil. But if I honestly submitted to Mr. Henry and became his slave, for real, none of it could be a sin. I could have sex all I wanted and it couldn't be a sin because the Bible said slaves have to obey their masters. It was what God intended. Even gay sex was sex. I would just have to accept him owning me for real, obey his word, and become his property like in movies and the Bible.

Part Two

Davis Henry never expected to see the kid again. The day before had been intense and while the kid worked the rest of the night, he virtually ran off the second they closed. Instead, Matt showed up the next day at six in the morning. They didn't even open until 11.

Davis let him in and led him to his office. The office used to be a freezer so had a giant door and no windows. It was also soundproof.

Matt was wearing his track uniform. It was just the school logo on a sleeveless jersey and those nylonish baggy shorts. He had on dirty white running shoes and was carrying a backpack in his hand.

He sat the backpack down. Then he took off all his clothes and got on his knees. He lowered himself all the way and crawled to where Mr. Henry was sitting.

Then he kissed Mr. Henry's boots.

Davis Henry

I didn't know what the fuck to think. The kid was naked, on his knees, and practically fucking licking my boots. Nothing prepared me for that. I half expected a sexual assault charge and instead he was taking being a bitch to the next level. I grabbed the back of his head and lifted his face up until I could look in his eyes. He was crying. Fuck. I said: Relax. What the fuck is going on, Matt? You can get up and walk out now. We are good, kid. He shook his head. Then he got up and walked over to the backpack. His ass looked fucking great and my dick stirred remembering how good his virgin twat had felt. When he returned, he knelt in front of me. He had a dog collar in one hand and a rolled up leather belt in the other. He handed the belt to me, then put the dog collar on. He didn't tighten it at all, just wrapped it around his neck. Then he said: I want to be your slave, sir. Forever. Like in the Bible, not pretend, not even human, sir. I'll still have to live at home and go to school but when I'm here, sir, you own me. I can't say no to anything, you can do whatever you want to me and hurt me if I disobey. I brought the collar so you'd know I meant it and the belt so you can mark me as yours even when I have to take the collar off. Just pay Anthony what I owe. He brought my hand to his throat where the collar rested. I felt his little Adam's Apple under it. Fuck. I said, "You sure?" He nodded. I wasn't one to look a gift horse in the mouth. I pushed his head down to my crotch. I grabbed the strap of the collar and pulled it tight. Then I fastened it and pushed his head away. He got up on his own and bent over my desk. I stood up, grabbed the belt, and enjoyed the sight. He should be banging some cheap high school cunt and instead he was bent over. He was willingly enslaving himself to a fat old man he knew would work him hard and bang his throat and ass without mercy. Damn. I didn't him with the belt right away. I got close to him and ran my hands across his shoulders and down his back. I cupped his ass and kneaded his little cheeks. Then I shoved a dry finger up his ass. He made a little high oww sound and jerked. His pussy even after yesterday was still tight. I leaned in and said, "Cup your nuts so I don't get your balls." Then I spanked him with the belt. The first lash he just jerked a little. I never had kids and had never whipped anybody. The second and third he held himself stable. By the time of the fifteenth, he was crying. I asked, "Do I need to stop?" He said, "No, master." I unzipped when I heard that and spit on my dick. By the twentieth lash, I finally got a full throated scream. His ass was scarlet. I kept going for twenty more. Harder each time. Until my dick was hard. I thought about undressing, but there was work to do. I pulled his little butt cheeks apart, spit on his asshole, and rubbed my dick on his hole. I decided to give him one last chance. I leaned in and whispered, "Last chance to say no." He didn't say anything, but his buttcheeks clenched tight. I shoved it in.

Matt

This was harder than I thought. The belt hurt. His finger hurt. I almost said stop. But this was the answer to all my problems. A slave couldn't sin. He could just obey. His dick felt like it was ripping me apart. Any kindness from the last fuck was gone. He held me flat with one hand and slammed me hard and fast. Every slam caused my tender ass to flare. I was groaning under him as his sweat dripped on the back of my neck. He started talking dirty as he rutted in me: My great great grand daddy owned nigger boys. You may be white, but I can treat you like nigger chattel if that's what you want boy. I'll breed you just like pussy. Then he hit something inside me with his dick. All of a sudden it felt like my dick was being rubbed from the inside out. I reached for my dick and he pulled my hand back to the desk.

He growled.

Then any mercy he felt must have been gone because the next ten slams were hard enough his desk moved across the room.

When he finally came, I was rock hard.

He laid on top of me for a second, then dragged me up to a standing position.

He reached between my legs and I felt his hand slick up with cum. His nut. It was leaking out of my ass.

He fondled my balls for a second. God, it felt good. Then he brought his hairy jizz soaked hand around to my hard dick.

He leaned in close. I could feel his breath on my neck.

Then he said, "You can cum now."

I could tell he hadn't given handjobs before and it didn't seem like he cared if it felt good.

He jerked my dick like a machine.

When I came, I thought I was going to die. It was like oxie and bars and my first fuck all at once.

After I caught my breath, he told me to clean the jizz up and get to work cleaning the place.

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