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Gay stories > Category : Gay fuck > Anonymous Letters
By Manolo Chico, 0 Reviews Post your review

That anonymous letter changed my life! It was just a one liner, quite innocent. “I order you to wear a red T-shirt tomorrow: the one that clearly shows your tits” it read. I tossed it to the side, thinking that someone was just playing a prank on me. I read it again, got intrigued. Who in the hell dared to order me around? The guy must have a lot of guts to boss me around. How did this guy know that I had a red T-shirt that “shows my tits”? At night I tossed and turned, visualizing this gutsy guy. It gave me a hard-on and I jacked off. 

The red T-shirt in question was my favorite one. I’d bought it one size too small, to show off my strong pectoral muscles; its sleeves hugged tightly around my biceps. It hadn’t occurred to me that it also showed off my nipples, but when I tried it on the next morning, indeed they stood out. Wearing this T-shirt this day excited me, and all day long I looked at all the men around me to figure out who had written this anonymous order. I’d never realized how many men returned my glance. 

When I came home, another letter was waiting for me. “I knew you would follow my orders! Tomorrow, no underwear is allowed. Wear tight fitting pants”. This was going too far! I would definitely not continue to play that game!

The next day was Saturday and I stayed home all day, cleaning up my place and doing the laundry. On purpose I didn’t wear tight fitting pants; instead I was wearing baggy pants. Of course I was wearing underwear, a tight fitting brief. At night, I became restless and decided to have a drink in the bar around the corner. I like wearing my leather pants at such occasions, and I like feeling the leather touch my skin, touch my dick, so, as usual, I didn’t put on briefs. The pants were tight and when the leather stretched over my dick, I felt an erection coming up. My buddies were at the bar as well and we all drank too much for our own good. All of a sudden I realized that I had followed the orders of Mr. Somebody, even though I’d intended not to do so. That thought disturbed me greatly: he must have taken control over me! Deep down I must have craved to follow his orders.

It was no surprise to find a letter in my mailbox the next morning. “You looked terrific in those leather pants, and I couldn’t see any trace of underwear either. You made me so horny that I got a hard-on as never before. Now don’t get cocky and follow strictly my orders. Tonight you have to go to the sexshop on 17th and Fulbright, and buy a postcard of the sexiest nude you can find. Then go home, jack off in front of the postcard and squirt your cum all over the card. Don’t wipe it off but let it dry”.

This man must be crazy, I thought. Who was it: one of my friends that I had met in the bar? None of them seemed particularly crazy. There had been many more people at the bar, so I had no way of finding out who this idiot was. But one thing was sure: I was not going to follow his orders any more. 

I had long planned to buy a porn DVD that night and walked over to the sexshop around the corner: … the one mentioned by Mr. Somebody. The shop was all but deserted, and I took my time to browse the DVDs in stock. I asked the shop keeper for a recommendation. I had know Alex for quite a while and found him quite cute. For a moment I imagined that he might be the anonymous letter writer, but he hadn’t been at the bar last night. “Do you have postcards of nudes as well?” I asked him and he showed me the rack. While I browsed the card, he stood very close to me and I could feel the heat of his body. One day I should try to seduce this Alex, but not now. I was too preoccupied by this mysterious letter writer. I bought the card Alex recommended.

The guy in the picture was very sexy. He was probably a Latino, and like all the other picture boys, very muscular. He wore a small ring in his left tit. I would like to have one myself if only I had the guts to do it. I would be ashamed of all the stares when showering in the gym. He had thick black wavy hair; a lock was falling over his forehand, nearly covering his left eye. What intrigued me most was his defiant look. His eyes pierced me; they took full control of my mind. I would do whatever he would tell me to do. He ordered me to take off my clothes, and I followed his command. He told me to start masturbating slowly. I loved this guy; I kissed the picture, and put it on my chest. I didn’t need that picture anymore: his image was indelibly imprinted on my mind: I was having sex with him and he excited me terribly. My whole body became electrified: I knew I was at the point of coming. I stopped masturbating to make the tension last forever. The images of the picture guy, the guy of the sexhop and of Mr. Somebody all floated through my mind. The tension in my dick became unbearable, and hot semen was squirting out with such a force that it wetted my face, my chest and abdomen. I dosed away, and when I woke up I realized that my sperm had dried up on the post card.

When I opened the mailbox the next morning, I knew that his letter would be waiting for me. I had become addicted to his letters. I knew I would go berserk if he would stop writing. With a bouncing heart I opened the letter. In it was the same postcard I had bought the night before. “How the hell did he know what I’d bought?” I asked myself. On the back he’d scribbled the instruction for the day. “Did the guy on the postcard turn you on?” it read. “He made me think of you. I jacked off and squirted my cum all over his picture. I’m offering you my dried semen and tonight you have to lick if of the card, while masturbating. I’m sure you’ll love the taste of my sperm: it will make you long for the real stuff. Also, send the card with your cum to the PO Box 3717, so I can get a taste of yours”.

I always thought of myself as a levelheaded person, and I couldn’t phantom how I got involved with such a maniac. “Mr. Somebody must be the guy of the sexshop, how otherwise would he have known which card I’d bought” I concluded. But Alex didn’t look like a maniac! The whole day I was in disarray, not knowing what to do, what to think. At work I couldn’t concentrate. The card with his sperm burned in my pocket, and several times I thought of throwing it away, but at work that would raise suspicion. I definitely would not mail the card with my semen.

That night I was even more restless. His card was on my nightstand but I couldn’t bring myself to lick off the semen. But why in the hell had I put it on my nightstand in the first place? One way or another I apparently could not disobey him, but his order was totally disgusting. I fell asleep, but woke up in the middle of the night with a raging hard-on. Half asleep I reached out for the postcard and put it close to my nose. The smell of his semen was obvious. It smelled so good, made me horny and I started to masturbate slowly. The card was resting on my nose and mouth. The closer I got to the climax, the more my mouth fell open. Unconsciously I started to lick the card, savoring the sweet taste of his semen. It made me almost high and I came with a vengeance, squirting semen on top of Mr. Somebody’s card. He had been right: having tasted his semen, I started to long for the real stuff. 

The next morning there was no letter. I realized how much I longed for his letters. He was punishing me for not having sent him the card with my cum. He was in his full right to torture me: I hadn’t obeyed his order to send him my sperm. He was the boss and I had to obey him, obey him unconditionally. 

But the longer I obeyed him, the more difficult it would be to escape his control, to escape my own obsession. I had to put an end to this ridiculous relationship, and do so immediately. So I decided not to send my card to him. I didn’t throw it away either, showing how ambivalent my feelings were. My day was horrible, I was nasty with my subordinates, got nearly run over. Towards the end of the day I realized that after all Mr. Somebody was right. I hadn’t kept my part of the deal. He had kept his and I had savored his sperm. I had no choice but to send him my card. I hoped that he wouldn’t be too angry with me, but deep down I knew that he should and would punish me. 

No letter the next day. I rationalized that he couldn’t have received my card yet, so I wasn’t as upset as the day before. At night I wandered around aimlessly, knowing quite well that I would end up in the sexshop. I needed to confront Alex, to ferret out whether he was Mr. Somebody. Alex was as great looking as always. He recognized me and even remembered my first name. I had planned to be angry with him but once in front of him, I couldn’t quite bring me to that. I took another look at the post cards. Alex stood behind me. He leaned over to show me a card he liked and I felt his hot body pressing against my back. He had a hard-on which I could feel through his thin trousers. When I came to the card I’d bought last week, he told me that just after I had left, a gentleman had come in, had asked him what card I had bought and then had bought the same. I turned around, looked him deep in the eyes, trying to see whether he was honest or whether it was just a story to cover up his act. “Tell me how he looked like” I asked. I closely observed him to see whether he was lying. “Oh, he’s an extremely masculine guy, in his early 20’s, with black wavy hair, about 6 foot tall”. Then he added in a low voice, as if he were afraid to be overheard: “He has hair all over his body, and I love hairy men”. Mr. Somebody was getting a face. Alex looked to be totally honest, but how did he know that the guy had hair all over his body? Had he been that intimate with this “client”? I also felt a pang in my heart as I had been planning to seduce Alex one day, but now realized I wouldn’t have a chance as my body was as hairless as could be. 


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To my great relief there was a letter from Mr. Somebody the next morning. “You jerk, I told you to send me the card, and you didn’t do so immediately. This is the last time that I will accept it! From now on, you will do exactly what I tell you to do, and you’ll have to do so immediately. You will obey me unconditionally, or else …”. No new orders, no word on the taste of my sperm. He continued to punish me. Deep down I knew he was right, that I’d been dragging my feet, that I had challenged his authority, that I deserved his anger. I felt lost, I wanted to be back in his good graces, but there was nothing I could do. His silence, his rejection was more than I could carry. I called in sick, checking the mailbox every hour to see whether there was a letter from him.

Late that night I got a strange telephone call. I was already in bed, and when I picked up the phone, all I heard was heavy breathing, some moaning. Instinctively I knew it was him, so I didn’t hang up. I got hold of my dick, already hard, and started to jerk off. I was breathing in sync with him, heavier by the minute. When I felt my dick tense, I started to moan and groan, softly at first, but loader and loader by the minute. His moaning too became louder and louder. “Oh yes, babe, that feels good, very good”, he moaned and my dick tensed even more. His breathing, and mine, became faster and faster. I knew he would soon come. I felt my whole body tense, a tingling started to run up from my toes to my crotch, up the shaft of my dick. All of a sudden he cried out: “I’m coming, babe, I coming, ooooh I’m coming”. I couldn’t hold it any longer and cummed violently. My whole body shook of excitement. He heaved heavily, totally out of breath. At last I heard a deep sigh and he hung up, without saying a word. For a while I just laid there, out of breath, exhausted, bathing in sweat. I felt ultimately happy. Mr. Somebody hadn’t forgotten me, Mr. Somebody had forgiven me and from now on I would obey him whatever he asked from me. 

When I came back to my senses, I became afraid. How in the hell had he gotten hold of my telephone number? What else did he know about me? This guy had been building a web around me, which I could no longer escape. Then doubt set in: was it really him who’d called me or was it just some psychopath who had dialed a random number? I laid awake the whole night, tossing and turning. Finally I dosed away. 

When I woke up it was already close to nine. I had a splitting headache and called in sick for a second day. My boss told me to take good care and only come back when I had fully recovered. If only he knew. At ten I heard a letter drop into my mailbox. I rushed to the window to see who had dropped off the letter, but all I could see were kids playing in the street. He must have promised a kid a dollar for putting the letter in my mailbox. I rushed downstairs to find the letter I longed for.

The first line of the letter started to make me feel much better: “You are fucking good at telephone sex” it said. I had pleased Mr. Somebody. From now on everything would be alright. The lines that followed put me in turmoil. “Tonight I want to chat with you, so stay close to your computer. You have to buy a webcam and hook it up. Last night I heard you; tonight I have to see you. Also have your shaving cream, a razor and a bowl of water handy”. I felt my throat tighten when I realized that this guy knew where I lived, what clothes I had; he had my telephone number and my e-mail address. And soon he would see me, naked. And what was the shaving cream for? Was I really going to play this game? When I walked out of the door to buy a digital camera, I still was not sure. With great difficulty I hooked up the camera to the computer and logged in, waiting for him to contact me. I could always log off if it would become too weird. But the hope to see Mr. Somebody on my screen kept me glued to the monitor. It was around 10 pm when he got on line. I knew it was him: his address contained the word “dominator”.

“Take off those damn clothes” was the first I heard. His voice was strong and commanding. This guy would not take no for an answer. His voice was angry and I immediately understood why: didn’t I know he wanted to see me naked! How could I have been so stupid to be all dressed! I hurriedly took of my clothes.

My webcam was obviously working: he had seen me! But there was no image of him! He must not have taken his lens cap off, but I didn’t dare to ask him to do so. He was the one to give orders; I was to follow orders, nothing else. 

“Come closer to the camera. I want to see your tits”. I showed him my tits which already had already become hard, and I heard an approving sound. I stood back a little to show him my broad, hairless chest and he continued to hum approvingly. I slowly tilted the camera, scanning my flat abdomen, finally zooming onto my dick, rock hard from the excitement. I know that I’ve a beautiful dick, long, with clear veins running up and down the shaft. I pulled the foreskin back and I heard him smack his lips. I pulled back a little so he could see my pubic hair. They are my pride, this dense flock of black curled hair, the only hair on my whole body. Total silence. I didn’t know what to make of that. Had he seen something he disliked?

“You should have known that I like hairless men. Shave off those damn hairs! Now!” I couldn’t believe my ears. Shave off my beautiful pubic hair, just because he told me so?

“What are you waiting for? I don’t have hours to deal with you! Get out that shaving cream, right away!” He had me under his control and I lathered my pubic hair. I heard him mumble:”That’s better”.

“Now start shaving” he ordered. I wanted to please him, but would I sacrifice my pubic hair for him? I knew they would grow back but that would take months. I felt tears welling up when I shaved off the first hairs. Slowly I got hold of my emotions, and shaved off my treasure, little by little. My dick had never been that tense. I saw the pre-cum flowing out. He must have seen it as well as he started to heave. The more hair I shaved away, the tenser my dick became. Shaving off those hairs started to excite me. Every time I put the razor on the skin, my dick bobbed up and I would feel the rush of blood up the shaft of my veins, which were at the point of bursting. I had to lather and shave several times, both up and down, before all hair had disappeared. I held a small mirror in front of my dick which seemed even longer than before. Shaving off those hairs had excited me to no end and I was afraid to come, but I knew intuitively that he wouldn’t want me to come till he told me so.

“Get closer to the camera so I can be sure that no hair has is left. I want your skin to be as smooth as that of a baby. From now on you will shave your pubic hair away every day, understood?” I showed him the skin around my dick and he mumbled: “Fine, fine for now”.

“Now turn around slowly; I want to see your ass”. I did as commanded and slowly bent over. “From now on that ass is mine, and no one else’s, I warn you”. From now on he owned me and I even didn’t know who he was. But I was totally under his spell.

“Get out the KY and grease that fucking asshole of yours”. I slowly pushed a glob of KY up my ass and pushed one finger in. I turned it around and around and when I felt my sphincter relax, I entered a second and third finger. My ass was fully open now, and I put it in full sight of the camera. I heard him tear open a pouch and imagined he was rolling a condom over his dick.

“Ready for my 10 incher?” he asked and with that I heard a thud. It sounded as if he was fucking his computer screen, just where my anus was shown. With each bang I imagined he was piercing me. My whole body tensed. He heaved faster and faster, and it felt as if he was pounding his dick, the full 10 inches, deeper and deeper into me. He went berserk and moved his dick so rapidly that I felt totally engulfed. He excited me so much that soon I was at the point of coming. Just then he screamed that he was coming. We came at the same time and I cried as loudly as he did. I heard him heave for a long, long time. Little by little he started to breathe more slowly. After a last deep breath he signed off.

“You passed the test last night” read his letter which I found in my mailbox the next morning. “I taped the session and jacked off a second time watching you. But you have to pass one more test, and then I’ll know that I can trust you fully and that you will obey me unconditionally and forever. Send immediately $ 200 to my PO Box”. I couldn’t believe my eyes. Mr. Somebody was just an ordinary con artist. He didn’t say it directly, but in between the lines I could read that he would blackmail me with the tape if I wouldn’t pay up.

When my anger started to subside, I started to see his point. Nothing is more precious to people than money, even more precious than their asshole. If I really wanted to please him, show him that I really wanted to be with him, I should obey him unconditionally and send him the money. So I did. After I had dropped the letter into the mailbox, I couldn’t believe how stupid I was.


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A day passed without a sign of him. I was a nervous wreck by now. I couldn’t believe what I had been doing the last few days. The beard around my dick itched and I remembered that I was to shave it every day. He might come and inspect it, he had said. As soon as I started shaving, I became hard again. I relived the chat of last night, felt again his 10 incher pierce me. I felt his sweaty body glued to mine, I felt him bang his weapon deeper and deeper inside me. When I felt him coming, I shot my load. 

I went to the gym to release the tension and had a great workout. When I walked into the shower, one of the instructors was there. He was the type of guy I would fall for: extremely masculine, very muscular. His chest was covered with a heavy layer of black hair, extending downward all the way to this crotch. But he had never spoken to me, never even had looked at me. But today I saw him scan my body, fixing his eyes on my dick. I was starting to get hard and was afraid he was seeing it. It was obvious that he had seen that I had shaved off my pubic hair. I blushed, didn’t know what to do, what to say. I glanced at his dick and it too had become hard. To hide my hardon from him, I turned around, bending over to soap my feet. To my horror I realized that he could have interpreted this as if I were showing him my ass. I was in total disarray when he left the shower, without him having said a single word. I’d to run cold water over my dick before I dared to go back to the locker room. He had already disappeared by now. I should try to get to know this guy, I said to myself. But how was the main question.

When I woke up the next morning, I felt more relaxed. I shaved both my face and around my dick, got dressed and went back to work. Still there was no letter from him, no phone call, and no e-mail. When I came home, no letter either. By now I was convinced that he had run off with the money and that I would never hear from him again. I had dinner and realized that I was still hoping for Mr. Somebody to show up. I checked my e-mail every 15 minutes. In the end I got the shaving cream and razor and shaved away the last remains of my pubic hair. I passed my hand over the skin where once hair had grown, and it was as smooth as silk. I was ready for him to inspect me. 

I was startled when the doorbell rang. On my doorstep stood this gorgeous guy, clad in black leather. I immediately recognized him as the gym instructor. He stepped in, closed the door behind me and handed me the envelope with the 200 dollars. “I now know that I can trust you” he added. I tried to kiss him but he pushed me away.

We walked into the living room. I knew why he had come and my whole body started to tense. “Don’t move, not even an inch” he ordered me. I was standing in the middle of the living room. He slowly walked around me and I felt his eyes scanning my whole body. I started to sweat. 

“Take off that ugly shirt” he barked. I knew he wanted to be obeyed quickly and as fast as I could I took it off, throwing it on the floor. Mr. Somebody continued to walk around me. My nipples started to get erect, and I saw he had seen it as well. 

“Take off those nasty pants” he barked. Since he had told me not to wear underwear, I was stark naked by now. He continued to walk slowly around me. I started to tremble, afraid of what would be next. He continued to pace around me, making me more and more nervous. I now trembled all over my body. He must have enjoyed seeing me tremble as I saw his dick growing under his tight leather pants. 

When he faced me, he touched the skin where once my pubic hair had been. “I shaved it an hour ago” I said apologetically.

“Not close enough” he barked. Automatically my hand caressed the suspect spot, and indeed, when moving upward, I could feel stubbles. Again I’d goofed. I had shaved only downward and I should have gone over it for a second time in the opposite direction. I knew he would punish me, and I knew he had all the right, even the duty, to do it. How would I learn otherwise to strictly follow his orders?

“You know what we do with people that do not follow rules?” He continued to walk slowly around me and now I started to tremble like a reed. The punishment would be terrible. All of a sudden he put me over his knee and spanked my butt till it became red hot. At first it hurt terribly but gradually the pain gave way to a sexual excitement I’d never felt before. With each blow I felt my dick jump up against his leather pants and I knew that I would cum if he wouldn’t stop soon.

“That’s what we do if you don’t obey me” he added. I felt terribly guilty, ready to do whatever it would take to please him from now on.

He ordered me to kneel in front of him, to unbuckle his belt and lower his zipper. He too didn’t wear underwear and his dick flipped out as soon as I lowered his zipper. It was large, but not the 10 inches he’d told me. When I put his dick in my mouth I felt it growing. He pulled me by my hair and pushed my face towards him, till I felt his thick pubic hair. I had to swallow hard not to gag. Rhythmically he started to face fuck me and I heard his breathing become shallow. My dick tensed and my ass was burning. All of a sudden he pulled his dick out of my mouth and for a moment I thought he was going to shoot his load into my face. It was obvious he was about to come but wanted to postpone it. 

“Never learned how to do a decent blowjob?” he barked “Get into that corner and face the wall”. Like a little schoolboy, I stood in that corner, being punished for that lousy blowjob. I knew he was right. I had done it too hastily. I should have first massaged the mushroom head with my tongue, till he would no longer be able to take the teasing. I should have swallowed his cock little by little, resisting his desire get in totally right away. I should have flipped my tongue around his dick to give him maximum pleasure. I should have relaxed my throat to swallow his dick completely, even though it was so long. I should have …. But I hadn’t. I was not worthy of him. 

I heard him approaching and was ready for another well deserved beating. Instead he pushed my head down and I felt a glob of KY at the entrance of my fuck hole. “Get your finger into that ass of yours” he barked. In no time I was fully open, ready for the assault that was surely to come. This was my chance to redeem all my shortcomings. He kicked my legs apart and positioned his dick and the entrance of my asshole. With short, forceful thrusts he pushed his magnificent dick little by little up my asshole. This was what I had been longing for. He had conquered me and I was his willing prisoner. When he was fully inside me, he ordered me to try to escape. I wiggled around as much as I could, unsuccessfully trying to push him back. Being so fully under his control gave me such a rush of excitement that I came close to coming.

“Try harder” he shouted. He too must have enjoyed seeing how he fully dominated me, made me realize that I could never ever get out of his grip. I tried harder pushing him in all directions and I felt his dick moving inside me. I’d never been excited that much. I sweated profusely and so did my master. Our bodies slid over each other as if they were oiled. All of a sudden he pulled my chest towards him and pushed me completely into the corner. I could hardly move in any direction. He pulled my arms over my head and crushed them into the corner. With each thrust my dick was moving up and down against the wall. I was completely under his control, I could hardly breathe. There was no way to escape him. He could do with me whatever he wanted. He’d realized my deepest, my most repressed desires and I felt excited as never before. He pumped his rod in and out with long, deep thrusts and started to heave. I felt him tense, felt his dick throb inside me. He cried out and I felt powerful shots being fired inside my asshole. His arms bent over me and as soon as he touched my dick and I came, shooting hot, thick cum on the wallpapered corner. My whole body shuddered and if it hadn’t been for his strong arms, I would have fallen down. He kept me tight to him for a long time, kissing my neck.

“I guess I can teach you to become a good slave” he said in the end. “I’ll do my best, Sir”, I answered timidly and felt completely happy.


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