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My Boss, Miguel and I

by Filo21


I am working as an information technology consultant for an international consulting firm. Our office is in one of the Asian capitals. I am a 21 year old Asian and at 5' 8" I have a medium build. Ever since I knew about sex, I was always attracted to men. I grew up fantasizing about making love to good looking men, real or conjured. I also had three girlfriends. I lost my virginity to my second girlfriend at the age of 18. My third girlfriend and I just broke up after being steady for three years. However, even when I was in the middle of a straight relationship, my fantasies about men continued. I've had two sexual encounters with men. The first one, when I was 18, was with a young male prostitute. I sucked his cock twice at a cheap motel room. The second one was a year after. It was a male nurse, or so as he claims, who I met one night. As with the first, I was only able to suck his cock and the whole thing was a quickie since we did in a public garden at 10 in the evening. After these incidents, my only encounter with men was when I jacked over some nude pictures I downloaded over the Internet. Then came Miguel... and this is a true story. Miguel was hired by our company as a technical architecture principal. He is 33 years old, stands about 6'2" tall, and has a lean, bordering on the muscular build. We were assigned on the same project together although I wasn't directly working under him. He has this typical executive aura and people in our company is awed by the fact that he is at such at a high position at a relatively young age. He is also Spanish but has resided in our country for more than 10 years, with occasional trips abroad. I first got attracted to Miguel during a meeting of our project team members. He's blessed with charming boyish looks and has a really deep voice. I noticed that he had a wedding band on his right ring finger so that explained his marital status. He also was clean shaven but it was noticeable that he was more on the hairy side. I kept fantasizing about Miguel in my jacking sessions. I imagined him making love to me and I came many times with that in mind. So, I finally decided to do something about it. One Thursday morning, I came into our office early. I went to a friend's computer (so I wouldn't be traced) and since he wasn't there, I opened his computer and got a free email account at HOTMAIL. I used that to email Miguel... I was really nervous making the short note. In that note, I told him that I was a guy and working on the same company as him. I told him that I was very attracted to him and if he would be so open minded as to try to have a sexual session with me. I told him that I could give him perhaps some pleasure he has never experienced before. Then, I told him that if he was not interested, then he can simply ignore the email and I wouldn't bother him again. I knew that writing him was putting my job at hand but I also did it so I could not be traced so easily. Miguel completely ignored the email. I never knew if he received it or not. For two weeks, I had to be contented with simply fantasizing about him. Then on the third week, I heard that he was going to another Asian country for another project and he would be staying there for more than three months. He was supposed to leave on Friday night. The Thursday before his departure, three weeks to the day that I first emailed him, I emailed him again. This time I told him that I was sorry for bothering him again but that the I am really attracted to him and asked... actually begged for him to have even just a quickie with me. I used another friend's computer. I was actually about to accept that I was fantasizing about the moon and the stars and that Miguel would not really answer such an email. Besides, I learned from office mates that he's married to a really beautiful woman and that they have three kids. The guy was as straight as hell and he'll simply ignore a lower level bi-curious colleague. It was simply hopeless. Much to my surprise, the email came. In his reply, he told me to get to the office early the next day, Friday and that I should get an envelope which he would be leaving at the receptionist's desk during lunch time. My eyes didn't believe it at first and I was so nervous I couldn't sleep the whole night following. I began wondering what the envelope would contain... would it be a frame-up so that he could learn my identity if I ever did claim the envelope? Everything was going in my mind... should I get the envelope or not? What if I lost my job over these? What would I tell my friends and finally, my family? That I got fired because I harassed an upper level guy? Nobody knew about my being attracted to males... I used to be effeminate and I was tagged as a homosexual when I was growing up but that label went away when I started having girlfriends. Anyway, I did go to the office early the next day. I was impatiently waiting for the lunch break. About fifteen minutes before midnoon, I saw and heard Miguel invite my boss, who he is working with for our project to go out for lunch. I saw them go out of the building in my boss's car and then, making sure that Miguel was not in the building, I slowly went over to the receptionist's desk. The receptionist was on a bathroom break and a security guard was at her usual place. I asked if they had something for me and he gave me an envelope which contained something hard inside. Really nervous now, I looked around for somebody who might be eyeing but saw no one. I went to the men's room and into a cubicle before opening the envelope. There was a short note inside along with a hotel door swipe card. The handwritten note read, "I hope you did enter the office early today so you can leave early. Meet me at this hotel room. Be there by 5:30 pm. I still have to go home from the hotel tonight since my trip is at 12 midnight." The hotel room and name was indicated in the card. I was really so nervous and excited at the same time I almost dropped the card. All thoughts of Miguel setting me up to know my identity vanished... of course, some "what ifs" still entered my mind but I was thinking that he could have easily found me out without going to all the trouble of reserving a hotel room. The hotel was a nice 5-star one too. The afternoon went by quickly and I saw myself leaving the office at 5 o’clock. I didn't bring any of my things since the office was simply a 15-minute cab drive from the hotel. I thought of going back to the office for my things from the hotel before heading home. I passed Miguel's cubicle when I left the office and I saw that he was still busy doing something with his laptop. It sure didn't seem that he would be meeting a staff member of the same sex at a hotel room for something more than a business meeting. I arrived at the room at about 5:25. The room that Miguel rented was a large one with a receiving room equipped with comfortable furniture and a state of the art entertainment set. I plopped down on one of the armchairs and read some newspapers while turning the TV on. I saw a bar at the corner of the room but didn't feel like fixing myself a drink. I made myself comfortable... loosesing my tie and putting my feet up on an adjacent table. Miguel didn't come for 30 minutes and so I starting thinking a lot of things. Those questions started creeping in my mind again... and so I decided to call the office to see if he was still there. The receptionist told me that he already left and that he wouldn't be returning to the office for the next three months. Before she could ask for my name, I put down the phone. Miguel arrived at about 10 minutes past 6. He had his own swipe card and I just heard the door open. The door was at my side so I turned down the volume of the TV and turned my head to see Miguel approach, dressed fully in his work suit and with a briefcase. He simply went directly to the opposite armchair, put his briefcase down, tossing the upper part of his suit to an empty chair and sat down. I couldn't read his expression but it made me sit up properly. I couldn't see if he knew that it was me who emailed him. He simply sat down, faced me eye to eye and gave me his usual business look. The look which a higher ranked guy would give to a staff as if he's waiting for that guy to talk. I tried to face him in the eye but couldn't do so for long... I gave out a few uncomfortable laughs which did nothing to change his expression. I was more afraid than aroused. Finally, I got out the courage to ask him if he would like a drink. He simply shook his head. "How about a massage then...", I asked. He nodded. So, I went around him and stood at his back. I saw him loosening his tie at the same time, I bent over to touch Miguel for the first time. I laid my hands on the upper part of his shoulder and pressed upward to his neck. He shifted position, relaxing more in his armchair. I kneaded his neck and massaged him down to his arms. I did so for about five minutes... I could see that he was enjoying it. On my part, I couldn't believe the feeling that I was touching him. I massaged his arms, his shoulders, his neck... relaxing his taut muscles along the way. Then, I asked him, "Would you like me to massage your back?". He nodded. "Fine", I thought. Perhaps he has decided to stay mute for the time being. I was also starting to feel at ease with him around. "Maybe it would be best if you lie down on the bed." I suggested. He took off his tie and his shirt. He took off his shoes too and I did the same. We were down to our undershirts and pants. He lay down on his stomach on the king sized bed. I followed and started massaging him again. This time at his back. I kneaded his back muscles feeling him relax. I then positioned myself in between his legs while massaging his lower back. Then I moved my hands down to his butt. He shifted, but made no sound. I massaged his butt taking all of the details... He was a guy who stayed in shape. This I knew more as I went down and massaged his legs. I was starting to get hot touching this big, muscular guy. I then asked him to turn around which he did. That moment, I knew I had to make my move. It was evident that he's not going to be the first to do so... And so, I touched his cheek. I could feel his stubble growing from the morning's shave. He closed his eyes. Slowly, I bent over and touched my lips to his. It felt dry at first and I kissed him gently. He didn't respond and I so I pressed on. Finally, I could feel him kissing me back. He put his arms around me which made me lie atop him while kissing me firmly. He started controlling the kisses and we kissed on and on. He rolled me over and before kissing me again, he opened his eyes and looked at me. His eyes were really so tender and he was smiling before he kissed me again, this time, more in control that I felt overwhelmed. I wrapped my arms around him and he snuggled atop me. He was a big man and I had difficulty wrapping my arms around him. I could smell his cologne faintly as he kissed me again. Real hard now. He positioned his legs between mine and I could feel his erection from his pants. We did some heavy kissing for some time before he sat up and took off his under shirt and pants. He helped me out with mine. He stood up and he was standing there in just his boxer shorts, a perfect specimen of a man. His chest was covered with hair and his shorts were showing the evidence of something big inside. I stood up to touch his chest. I moved my hands all over his chest feeling him up. Then, when I started to take off his boxer shorts, he stopped me and kissed me again. I had to tiptoe to reach his lips and then, he bent over and with one swift move, he lifted my butt. My groin was now pressed to his and I knew he could feel my erection the way I could feel his. He lifted me higher and I wrapped my legs over his waist while we continued kissing. We made our way to the bed and he lay on top of me again. The feel of his hairy chest against my smooth one made me real hot I started to be more aggressive. I pushed him aside and started kissing and feeling him all over. I finally took off his shorts and saw his cock, pointing out and as majestic as his whole body. His cock was real big... long and thick and I had difficulty grasping it with one hand. I held him with my two hands and slowly brought my lips to the thick head. I could hear him moan and I looked at him to see his head nestled in his arms... eyes slitted in pleasure. I tried to put the head into my mouth but he has grown so big and hard I was choking but I knew he liked the sensation since he was moaning. His moans were sounded so sexy and encouraged me to take him deeper still. But I could take only halfway and I started to choke when he started thrusting his big cock inside my mouth. So, I held half of his cock in my mouth, sucking hard and playing the tip with my tounge while my hands started going up and down the exposed shaft. I could hear him groaning and moaning louder. I could feel he was about to cum so I stopped. He put his hands into my head and urged me to take him back into my mouth but I stopped. I knew this was a good time for me to proceed to the next step. Looking over for my pants, I took out a small bottle of Vaseline jelly from the pocket. I saw that he didn't look surprised. I finally removed my remaining clothing and I applied a generous amount of the jelly to my hole. Miguel was lying down and watching all the time. I approached him once again and applied some jelly on his cock. It was throbbing now and the fear started creeping inside me. I knew he would really hurt because of his size. He was simply enormous. And very hard too. I moved my hand up and down his cock and was rewarded by his groaning and by the erotic expression on his handsome face. I applied more jelly and finally, I squatted over him, holding his big cock at the opening of my hole. I pushed down and I could feel the head starting to come in. Despite the lubrication, I felt like something inside me was tearing but I continued to push down. I can see his handsome face... mouth open, and eyes slitted in pleasure. I knew I was tight... this was after all my first time. I pushed my hands down on his chest for support... I stopped when the head was in. I was hurting big time. I could feel that Miguel was also raring to thrust up but he didn't and sweat beads were appearing in his forehead despite of the air conditioning because of his effort in controlling himself. I took a deep breath and pushed, opening my legs wide. I stopped when I couldn't take the pain. When the pain subsided, I pushed downwards more. The pain was excruciating but I pushed and then stopped when I couldn't bear it. I could see that Miguel was also tensed up... all his effort in controlling his need to push his cock deep inside me. Finally, I could feel his balls touching my ass cheeks and I relaxed trying to adjust to his enormous size. We didn't move for some time before Miguel sat up, with me straddling him and his cock fully inside me. We kissed heavily and finally, Miguel lifted up me an inch and then brought me down again. The sensation was marvelous. He did this again... slowly. Oh my God, I thought. He is fucking me. He slowly started thrusting inside me, taking his cock out a little bit and pushing all the way in. I embraced him tight while he kissed me hard. My cock was rubbing along his hairy stomach while he was starting to fuck me slowly. The sensation was incredible... my cock being tickled by his hairy body and his cock filling me so deep. I used my hands to balance myself on his shoulders while I moved back allowing him to lift me further, taking more of his cock outside my ass only to bring it all back deep inside. I was starting to shout with the sensation of being filled by him and hearing him grunt each time he thrust back. His animal grunts started to grow stronger and I could feel myself moaning out load with each thrust. He thrust back and forth and I could feel myself starting to cum. Finally, I trembled and collapsed on him while I shot my load in his stomach. He held me close and I ground my groin against him feeling him so big and thick inside me. He held me until my orgasm passed. Then, Miguel scooped out my semen from his stomach and reached around to coat it around the base of his cock. He stood up carrying me with his cock buried deep inside. He then lay me on the bed and placed my legs against his shoulders and he planted his big hands to my sides and with a sexy smile, he said in his deep voice, "Now, its my turn." He then slowly started to thrust in and out of my manhole. My cum in his cock provided additional lubrication. I looked him in the eye to encourage him and he started fucking me faster. "Yes, yes... " I was beginning to cry out as he rode me. Miguel didn't care whether I hurt anymore. The control that was so visible some minutes back was gone and he was starting to fuck me hard and fast. Harder and faster. Harder and faster. He took out his cock until only his head remained inside then rammed it back again. He thrusted in and out, harder and faster, while I lay so helpless, being deliciously ravished by the man of my dreams. I could see his face contort so erotically in ecstasy and he was grunting so deep and loud with each thrust. Sweat was starting to trickle down his chest as he continued to pound me more and more. I was moving my head from side to side in ecstasy and moaning, "Fuck me... Oh fuck me hard.!" Miguel continued fucking me then finally, he shifted, I could feel his enormous cock swelling still deep inside me, I wrapped my legs around his waist, with one mighty thrust, he lifted me off the bed and with a triumphant shout, he collapsed, grinding me into the bed, his cock fully inside me, his body trembling as loads of cum after cum, he shot into me. He kissed me hard while his body trembled with the spasms of his orgasm. It was the most tumultuous orgasm I have ever seen. He then moved me to lie on top of him while we both caught our breath. He was smiling and I stroked his hair, moist from our efforts. I fell asleep. When I woke up... It was 10:30 in the evening. Miguel was gone and my butt was hurting real bad. I soaked in the tub for an hour long warm bath during which I napped. I left the hotel at around midnight. I knew that at about this time, Miguel would be boarding the plane going away for three months. I have written this up on Saturday evening while the memories are still fresh. My butt still hurts... and I slept for most of the day. I don't know what will happen when Miguel comes back. I'm not sure I can continue with a relationship with him even if he wants to. I don't think the beauty of what we've experienced will ever be matched, let alone be surpassed so I don't see the point in continuing it whatsoever. But of course, its still too early too tell. He'll be back in three months time... anything can happen by then. Anyway, I can be reached at filo_21@hotmail.com; this is the same email I used in initially reaching Miguel.

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1 Gay Erotic Stories from Filo21

My Boss, Miguel and I

I am working as an information technology consultant for an international consulting firm. Our office is in one of the Asian capitals. I am a 21 year old Asian and at 5' 8" I have a medium build. Ever since I knew about sex, I was always attracted to men. I grew up fantasizing about making love to good looking men, real or conjured. I also had three girlfriends. I lost my virginity

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