The Art of Blackmail   Chapter 1

By Solomon

 

Disclaimer: If you are easily offended by blatant sexual stories, are under 18, or have a heart condition, don’t read this. If it is illegal in your state to possess this literature, then don’t possess. All within is pure fiction - I guess.

 

 

The first time I was blackmailed, I was eleven years old. Two older boys had caught me spying on a boy that was changing his clothes in the back hall of the local scout meeting. I was curious and always looking for a glimpse of anything on display. They threatened to tell on me, and I blurted out that one line that would soon follow me, and still does. I told them, “I’ll do anything you want, just don’t tell on me.”

That day was the first time a boy, actually two boys, ever took advantage of that line. I was promptly whisked away to the shadows of the nearby woods and shown just what “anything you want” meant to most males. When they were done with me, I ran in fear. Not that I was in harm’s way anymore, but because I was afraid of them telling others what they had forced me to do. I was afraid of the names that might be attached to my forced behavior.

As I went through puberty, and learned about masturbation, I gradually got past most of my fears of that night, and the memories soon turned into masturbatory fantasies. It had been an awesome experience having my free will taken from me and forced into the humiliating roles they had placed on me. I often thought about how much, under the right circumstances, I would love to be blackmailed again.

A couple of years later it did happen again. I was out in the woods, fishing a small stream for trout and a sixteen year old neighbor walking a shortcut saw me. He gave me a hard time, told me I was trespassing and that I could go to jail. I said that I would leave, but he got an evil look in his eye that I remember well, and even look for these days. As he looked around the area, I realized he had something else in mind and decided I wanted to help him out. I was almost shaking out of my shoes as I said, “I’ll do anything you want, just don’t tell on me.”

It took him five whole seconds to figure out how to put my admitted fear to use. He said he wouldn’t tell the cops if I took a walk with him. Even as I fell in behind his walk, I knew what he had in mind for me. I was trembling knowing what he was going to do to me, but that was also why I was following him.

The lesson I was learning was that the power of offering my statement of fear over being discovered, was a very powerful aphrodisiac to most boys. As I grew older, I found myself seeking ways to use that line more often. As much as I liked girls, I still had an intoxicating desire to be sexually abused by guys. I’ve never felt gay, but I proved to myself that that didn’t matter. Now that I was eighteen and sex was considered the normal expectation of a healthy male, I decided to openly seek ways to relive those wild fantasies I had been gathering since that first time I said, “I’ll do anything you want, just don’t tell on me.”

I started hitchhiking because I realized it was a great way to make myself available to dominating men. I didn’t have any luck until one day I had been picked up by a man that obviously wanted to have at me. I leaned over and two aspirin fell out of my pocket. The guy thought it was some kind of illegal drug and gave me a hard time about the illegality of it. I was about to tell him what they were and show him, but instead my words came out as, “Please mister, don’t tell the cops. I’ll do whatever you want.”

He kept glancing at me until he finally asked, “Whatever I want?”

My quivering fear must have said a lot in itself, but after a moment of hesitation, I slowly nodded my head. The smirk that came over his face told me I was now his plaything, and my fear of the unknown crept into my thoughts. It was obvious to me that there was a good chance he was going to do as I wanted, because I felt how hard I had become from his body language.

About five miles down the road and several suggestive hints later, he pulled off onto a dirt side road. I knew there was nothing at the end of the road, so he was taking me to a secluded place to do… whatever. When he pulled over and shut off his car, I went into my naïve act and asked him what he was doing. He rubbed his crotch and I immediately gave my standard lie, “I’ve never done anything like that.” I had also learned that men, and boys, liked thinking they were always the first to have taken advantage of a kid like me. That way they would always feel like they had to show me exactly what they wanted me to do, and I could act innocent and detached.

The man ordered me out of the car and came around to me. He put his hand on my shoulder and pushed me to my knees. I looked up at him in fear and watched as he opened his pants for me. I was ordered to get to work on him. It was so erotic pulling his underwear down, exposing his erection. I always got so hot knowing that I had made the guy in front of me hard. That always made me feel like I was compelled to make it go back to normal size before I was finished.

The guy had no way of knowing it, but he was about to be the recipient of my first legal blowjob. I placed my hand around his organ and felt how warm it was as I leaned in to take it into my mouth. He was a lot bigger than any other guy I had been forced to suck off. I had planned on giving him the standard sucking, but he planned on using me for all I was worth since I was open to his blackmail. He groaned a low moan as I felt his hands go to the back of my head. I held still as he slid his cock in slowly until it hit the start of my throat. I gagged abruptly and he withdrew just as slowly. But he went right back in and repeated his action over and over. I had never been gagged repeatedly like this before and tears ran down from the corner of my eyes. The man was watching the torment on my face as I was wondering if I had finally gotten in over my head. It suddenly dawned on me that this was my first real man I was sucking on.

I was purposely getting choked and gagged for his amusement. As much as I feared what might happen to me way out in the middle of the woods, it was exhilarating being taken so roughly. But then I got a sickening feeling over what he might do when he came, because although I had tasted cum in my mouth several times, I had never been forced to swallow. I had been tormented by the thought of having to swallow, but it never came about. I had feared that I might have had a bit go down my throat by accident, but no guy had ever managed to do it outright.

I felt like a rag doll in this man’s hands because he was so much bigger than me. I felt my knees coming off the ground as his tempo picked up and I struggled to get a breath between his ramming into me. I started to worry about whether he was going to physically hurt me with his thrusts, so I tried to pull away from him. That only served to make him tighten his hold on my head and jab at me harder. For the first time in my sexual life, I was totally unable to do anything to control the man in front of me. I realized this had turned into a rape of my mouth and I started to feel like a little kid as the tears coming from my eyes were no longer just from getting poked at, but were from my crying out of fear.

I gave one last final attempt to struggle out of his hands which earned me a prompt slap across my head and an angry burst from him. “You little fucking druggie. You’re mine now, so quit fighting it and suck. I’m gonna cum down your throat and you better take it like the pussy you are.”

There was no way I wanted that to happen, but there was nothing I could do about it now. I thought about trying to bite him, but I feared his anger even more than being forced to swallow. I finally gave up and let my head go limp in his hands. My tears were flooding my eyesight and I settled into waiting for him to be finished with me. And then he pushed harder than ever and held himself to the back of my throat. At first I thought his was trying to strangle me, but then I could feel the warmth in my throat and knew he was successfully forcing his cum into me. I wanted to get sick, but my mouth was too full to react even that way. I closed my eyes as I was running out of air, and after a small eternity he pulled from my mouth.
“Now that was a fucking good blowjob, cunt. I bet you wished I didn’t see your pills now, huh?”

I bent over trying to heave up his sperm from my throat, and spit the taste and froth from my mouth. But he had been successful in feeding me his cum and I was agonizing over what it might do to me in my stomach. The man told me to stop blubbering, that girls swallow cum all the time and it never hurts them.

He walked back around his car and got in, so I started to get up to get back in myself. But he was done with me and spun his tires to leave. I stood there watching him drive around the bend in the road and was furious that he left me way out here after all I had just done for him. I started walking back to the main road. It was a good half hour walk ahead of me, so I had plenty of time to think about all that had happened.

After I got over the shock of having a man’s cum in my stomach, I had to admit that he was probably right. I knew several girls that had admitted to swallowing cum and it hadn’t hurt them. I just couldn’t believe that any of them would allow a guy to do that to them willingly - it was so disgusting. But the more I thought about having lost control and that I was alright now, the hornier I became. I started remembering the wildness and nastiness of what I had just been put through. And then I walked behind some bushes and just had to fantasize about it all as I relieved myself.

It took me a while to stop thinking of that assault as a bad thing, but it soon turned into, as had all my past sexual interactions with males, a recurring thought during masturbation. And then as if he could read my mind, that same guy stopped to pick me up again. He had a different car and I got in before I recognized him. When I looked his way, he just had a very big smile on his face. I started to get out, but he sped off before I had a chance. I asked him to stop and let me out, but he told me he had been keeping an eye out for me ever since the day he first met me. He wanted to know if I was still doing drugs, and I told him ‘no’.

As he drove down the road, he rested his hand on his crotch, which made me very aware that he intended to take advantage of me again. I told him I had nothing to fear over getting arrested this time and he just laughed at me.

“Come on kid, you know as well as me that way out here in the sticks, once you suck cock, you’re always a cocksucker. You wouldn’t want me to go looking for you, would you?”

I knew exactly what he meant. It wasn’t like living in a city where you could simply change friends or apartments. You were stuck with all the people that you grew up with and didn’t want to gather any bad names. I asked him what he intended on doing to me. He looked over at me and just smiled. He didn’t really have to say a word, it was obvious he was going to make me suck him off again. That dirt road was only a few miles down the road, and I knew that was where he was taking me. I thought seriously about jumping out as he would have to slow down to turn onto the road, but as I glanced his way to see him occasionally squeezing his crotch, I knew I wanted to be his captive again. I figured that maybe I could bargain my way out of at least having to do that last part again.

“Look, if you promise not to do that in my mouth again, I’ll do the rest on my own.”

“That’s a good one kid. Do you really think that at this stage of the game that you have anything to say about how it goes? I’ll do what I want, and cum where I want.” He was scaring me pretty badly. I’ll admit, that after the last ride I had taken with him, I had jerked off thinking about him cumming in my mouth, but even in my fantasies I would promptly spit it out.

I started shaking when I felt the car slowing down. I knew that dirt road was coming up and I was beginning to freak over remembering how he had forced his cum down my throat. I knew that I really didn’t mind sucking him off again, after all, he did take that assertive role I liked. It made the humiliation of sucking another guy’s cock so much easier to deal with, but it was that last part that still bothered me greatly. All the way down the dirt portion of the road, he talked so dirty to me. He berated me and sought to make it clearly understood that whenever he saw me on the road in the future that he would be picking me up for a quick blowjob.

When he stopped the car and got out, I waited in the front seat. He came around to my side of the car and I foolishly locked the door. He almost grinned at my futility, and realizing I was only angering him and delaying the inevitable, I unlocked the door. He opened it and pulled me out by my arm, and pushed me directly to my knees again. The guy held me in place by my hair while he undid his pants. As I knelt there, I couldn’t help but think about how nasty it was to just kneel there waiting for this man to dig out his cock for me to suck on. I decided that this was the part that I really liked and craved, I just wished I could separate it from that last part somehow.

The blowjob he forced out of me was about the same as the first one, but his verbal assault on me was much worse. He called me every emasculating thing he could think of; a faggot, a sissy, his little cocksucking cunt… and on and on. He tortured me with the thought of him forcing his cum down my throat again and told me that soon I would be begging him to do that for me. I knew that wasn’t about to happen. That was one of two things I really thought was past my limits. The other was kissing. I always thought that to suck other guys’ cocks was purely a sexual act, but kissing a guy was the ultimate humility and would make me into a real faggot. Cumming in my mouth was nasty, but an acceptable part for the act of sucking them off; but their cum in my stomach also bothered me greatly.

The rougher the guy got with me, the more I remembered the last time. Although I was getting gagged continuously, he wasn’t really hurting me. On the contrary, I found myself somewhat enjoying his rough fucking. I felt my own prick was hard as a rock and leaking precum like crazy. I just hated knowing that he was going to be forcing his cum into me at the end. I finally came to terms with that part by realizing how much I was enjoying this first part. No one knew how much I wanted to be in this very spot, so despite being totally demeaned in front of this one man, I would survive it and it would never be known past the two of us.

I remember hanging onto the front of his legs and feeling how muscular they felt as he grunted his approval of the value of my mouth. He couldn’t have liked my efforts in his blowjob, because I wasn’t doing a thing except hanging on for the ride. He was doing all the moves and motions. I thought about how he could be doing the same motions with a melon of some sort, I just had a warm, wet mouth.

I felt his legs get even harder as I was choked by his cock, and I knew he was getting ready to finish. I tried to moan my disapproval one last time over the idea of being fed his sperm, but it probably sounded more like encouragement to him. This time was a very messy event; he started by cumming in me so deep that I could feel his cum shooting down my throat, but he jerked in spasms and I caught a great deal of his cum in my mouth as he tried to get back into me. I felt his cum leaking from my mouth as he frantically tried to get it all down my throat. When he finally pulled away, what was left in my mouth came out with his withdrawal. It fell all over the front of my shirt and pants, and I leaned over to spit what was left on the ground.

The man didn’t say a word to me, but instead just hopped into his car and started driving away. That action made me feel so used. A feeling that I couldn’t get out of my head. I had obviously served my purpose, and the second he was done, I wasn’t needed any more. For some reason I can’t begin to explain, that was a very satisfying feeling. I did start my long walk back to the main road, but this time I only managed to get a few hundred yards before I found it necessary to find a covered area to relieve myself. Tasting what was left over of his cum made for a very wild session with myself. And even though I had just gone through a rather rough blowjob, I was thinking more about the next time I would find myself saying, “I’ll do anything you want…”

 

It had been less than a week since my last ride out into the woods, and I was so fucking horny that it bothered me that I couldn’t get men out of my mind. I felt so deviant.

I was already looking for a way to place myself into the path of a dominant male to blackmail me. I had several ideas, but none were as foolproof as I would like. I seemed to be walking around in a haze all the time. I needed so much to taste a man’s prick in my mouth again. I almost thought about placing an add in a swingers mag, but I wouldn’t get the thrill of being forced into compliance, which seemed to be the greatest thrill of it all.

One day, I had to go to a nearby city to pay an insurance bill and as I passed men, I would be trying to figure a way to get them to harass me, but nothing came to mind. I was just frustrating myself. Then I happened my way into a situation by accident.

I was walking through the underground parking lot as I left the insurance office. I squeezed between two cars to get to the exit door and I heard a scraping sound. Immediately, I heard a gruff voice demanding me to stop. I had accidentally scraped my backpack against a man’s car and it was a beamer. He got out hopping mad and looked at his passenger side door. I had put a mark on it, albeit a small one. He reamed me out and really didn’t like it when I said, “What the fuck am I supposed to do about it?” The next thing I knew, I was pushed and held against the wall behind me. The man asked me if I thought I was funny, and I said, “No.”

The guy wasn’t all that big, rather short and muscular. He told me he was going to call the cops on me, and then I took quick stock of him. He was my man… I just had to plant the option into his head.

“Please mister, I didn’t mean it. But don’t call the cops. I can’t afford any trouble. I’ll do anything.”

His breathing changed instantly into that of a dominating power. He stared into my face as he thought about what he wanted to do. I could see he was thinking over his options. And then he made his move.

“Okay, I’ll let you off on one condition.”

I said, “Anything, you name it.”

“Come with me upstairs to my office and suck me off.”

I tried to beg off that idea, but I knew a man gets a very fixed mindset when he’s in sex mode. After several tries to pretend I wanted nothing to do with his suggestion, I gave in when he said he would just call the cops. He took a hold of my arm and started walking me back to the elevators. He told me that it wouldn’t be all that bad, but even a small scratch would have cost me plenty. As he jostled me into the elevator, he warned me to play it cool if anyone passed us. I told him I would.

When we stepped off the elevator, he walked me to the rear of a hall and into a small office he had to unlock. That meant to me that no one else was around and I had successfully set up the situation. I began to eye the man as he moved about the office trying to determine the best place to get his ‘payment’. I didn’t understand his fidgeting around at first, but as I looked around I saw the problem. Every room had windows facing the building across the street. He took a look in the pantry and thought about that area for a moment, but that could even be seen slightly from across the way. That’s when he looked at a door next to the last office. He grabbed me by my arm again and tugged me towards the door. When he opened it, I saw it was a small walk in closet for office supplies.

I was jerked into the closet and he followed. He immediately pushed me to my knees and began opening his pants. I was warned that I had better do an excellent job on him. I whined that I had never done anything like this before, and that he would have to tell me what to do. He didn’t say a word; instead he held his cock out and pushed himself towards my lips. I felt his other hand on the back of my head. His cock was hard, but rather thin and it stuck straight up against his body before he had aimed it towards me. I was a little amused at the size of this guy’s prick next to his muscular stature. I wondered if all men were like that and thought to myself how he wasn’t much bigger than myself.

I began to suck the guy’s cock, and then it got dark. He had closed the door behind him and except for the small crack under the door, there was no light at all. Then I felt both of his hands on the back of my head as he started to hump away at my mouth. Being in the dark was pretty neat, because I felt free to enjoy the cock in me. I was quickly noticing that cocks didn’t really have much of a taste, just a slight erotic muskiness. It was more the feel of that kind of an object in my mouth that was such a turn on for me. And the nastiness of sucking on another guy’s cock was what stirred my own sexual thoughts so much.

Despite the fact that this man’s cock was so skinny, he was giving me a pretty good going over. The thing that was so different about this particular blowjob was that I was about to get a huge hint of what deep-throating was like. I had heard about it, but I never thought in my wildest dreams that a man could actually force his cock into someone’s throat. I didn’t even see a reason why he would want to do that.

It happened at the point where he slowed up, pushed deep into me, and held still. I had mistaken this action for him getting ready to cum. I certainly didn’t want it in my throat, so I started fighting my way off him. He lost the first battle with me and I managed to twist my head just enough to feel the head of his prick go into my cheek. But he continued to push his cock as far as I could take it, and hold it tight to the back of my throat. I knew that different men had different moves that excited them most, so when I realized his actions hadn’t meant he was cumming, I allowed him to do that to me. I had no idea at the moment that this was his way of coaxing me into taking more of his cock.

It was several minutes of feeling him going in a little too far before I understood that this guy didn’t get off as fast and easy as most. My jaw was getting tired and I had just about had my fill of getting my face fucked, when it seemed he was getting slightly more aggressive with me. He hadn’t said a word up till now, but now I was hearing him say, “Take it you little cunt” and “suck it right down.”

And then without any warning, instead of pulling his prick back as he had gotten me accustomed to accepting, he pushed hard into my throat and I could feel the head of his cock pop through the opening. I freaked out and pushed against his legs, but he held me tightly so I couldn’t get away from him. He told me to calm down and that he knew what he was doing, but all I knew was that I needed to breath and there was a definite obstruction in the way now. He pulled out and allowed me to cough and catch my breath, but then stuck himself right back into my mouth before I had a chance to tell him not to.

The man started out slowly again, lulling me into relaxing, and then pushed hard again until I felt the head pop through again. This time though, he continued sliding himself into me even more. I slapped his leg to let me go, but he held me there and said, “Just relax bitch. You’ll get use to it. Just a few more times and we’ll be done.”

I liked the part about being almost done, but not being able to breathe was a big hang up to me. Finally, he pulled free from my throat and let me catch my breath, but didn’t pull completely from my mouth as before. Then his assault started again and again. He was indeed getting me use to it, or as he put it, “broken in”. It was becoming harder and harder to get a breath, but the intensity of having this done to me was sheer intoxication. As much as I might have been fighting him, there was an aspect to this that kept me enthralled with the activity.

I hadn’t even been thinking about what would happen when he finally got off, so when he tightened his grip on my hair and seemed to push harder than ever, I had no idea he was cumming. I could usually feel the warmth of a man’s cum when it hit my mouth, or throat, but he was so deep I didn’t notice he was cumming until I felt the telltale feel of his cock pumping fluids. Then his grunting with pleasure finally made it to my ears. I knew I couldn’t get away from him at all, so I went limp in his hands and figured I’d best try to hang on until he was finished and conserve my air. He was gloating over my sucking down his cum and I never felt so taken as a man’s bitch like I was feeling now. This was definitely the ultimate pleasure for any man. At that moment I was hoping that this particular ordeal would never happen to me again.

When he finished relieving himself, he pulled out of my mouth and was already softening greatly. He ruffled my hair as if I were a little kid and told me how good that had felt to him. I sputtered for air as I could feel small bits of his cum getting choked from my throat. Surely though, I was forced to except the major portion of his load. I coughed and gagged on the feel of his deposit in me; it felt as if it were stuck in my throat trying to decide which direction to flow. He opened the door and pulled himself back together. After I got my breath back, I stood up and told him we were even.

I was about to head for the door, when he slammed me against the wall. He warned me that I had better not tell a sole about what he had done to me. I quickly proclaimed, “Why the hell would I tell anyone about that? I don’t want anyone to know that I had to do that.”

He seemed safe and satisfied with my answer and let me go. I had just let go of his office door when he opened it again and said, “Hey, kid! If you ever want to make a couple of bucks, stop on by. Just be cool if anyone’s here.”

I didn’t say anything, but as I waited for the elevator, I knew I had to digest what exactly had just happened to me. A man, whose name I didn’t even know, had just used my throat as if it were a cunt. It still hurt, I still didn’t know whether to be fearful or elated, but I did know that I had just lived through a very intriguing assault on me.

But then again, is it an assault if I set myself up for it to happen?

 

 

Click here if you would like to read other chapters or stories.

 

If you liked this story, drop me an Email and give me your input.

Note: If you don't want a reply, put an X in the subject line.

 

 

 

Solomon - The Art of Blackmail Chap 1