Date: Wed, 07 Jan 2009 18:32:27 +0000 From: ted@worldwideted.com Subject: Tony DISCLAIMER: This story is ture and contains descriptions of explicit sexual acts between men. If this type of content offends you or you are under the age of 18 do not read it. Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission. If it is illegal to read such material where you live or if you find the topic deceitful the please leave now. If you enjoy the story or if it evokes memories of your own, please let me know. Copyright 2009 WWT, All rights reserved. ------------------------------------------------------------------------ My first man to man sexual experience occurred in the late 1990s. I had been married about two and half years and my wife and I had recently had a baby son but the decrease in my sex life was really frustrating me. I spent most of my time masturbating with thoughts of guys in mind whenever my dick was in hand. These feelings had been building up over time and became an increasing obsession that was taking up a lot of my time. One fall evening around 1998 or so, my wife departed from San Francisco with our toddler to visit family in the east coast. Leading up to this point I had been cautiously going online to gay chat rooms and poking around, having a chat or two ? but with no real intention of doing anything other than getting aroused for the purposes of self pleasure. Upon my family?s departure, my sense of possibility, curiosity and desire to make something happen piqued. A few hours later I pointed a browser at gay.com and basically parked myself in a local San Francisco Chat Room. I don?t recall if I took the initiative and pinged a local, or if he pinged me, but I wound up in a lengthy discussion with an experienced, older gay man (I?ll call him Tony). I spoke to Tony of my fantasies, fears, situation and desires. I suggested that I had constantly been pondering gay sex and been obsessively visiting chat rooms and masturbating to these images and words. Tony intuited that my hunger for man to man experience had become an obsession. He counseled that only by experiencing this obsession first hand could I hope to get past it. After a couple of hours of discussion Tony suggested that he could safely and sanely show me the ropes and that he would respect my limits and provide guidance to all the mysteries of my obsession. I jumped in the shower, cleaned myself up and proceeded to drive across town to his townhouse apartment off of Geary Boulevard. While driving, I found myself overwhelmed with arousal mixed with trepidation, and a unique sort of anxiety. I was nervous, but clearly desirous of what lay ahead. I could literally feel my heart beating in my chest ? which was the result of a combination of being so close to my obsession mixed with a bit of shame, and guilt about my marital status. But the desirous feelings outweighed the guilt and I proceeded on. Mr. Happy clearly was driving?. A few moments later I nervously parked and walked up the flight of stairs to Tony?s door. My knees were buckling with nervousness and I had butterflies in my stomach, but I pressed on. I also made a personal commitment to not be scared and to experience everything I possibly could that was safe to do with a man. I knocked at his door feeling as if my anxiety was swirling all around me? He opened and before me stood a very tall, stout bald man ? handsome with a smooth pate and a nice smile. He was wearing a tank top white cotton shirt and electric blue satin boxers. He reached out and shook my hand to invite me in. Moments later we were continuing our conversation on his sofa in the warm confines of his dimly lit living room. I picked up where I had left off in our online chat, expressing my fears, fantasies and desires. Tony spoke in calm, reassuring tones and moments later I felt him rubbing my legs. This was definitely the first time any man had ever paid me the slightest physical attention other than in a doctor?s office. Next thing I realize, our faces came together, as if in a movie and I experienced my first man to man kiss. This was a remarkable and highly erotic moment for me, feeling a man?s whiskers against my own, his tongue swirling with my own, and our hands groping and fondling each other. I was instantly stiff as a board. A moment later, he had me on my feet and was unbuttoning my shirt, then unbuckling my belt. I reached down to fondle his clearly aroused cock and was amazed to find that Tony was enormous, like 9+ inches enormous. I had not counted on such an experience. I am not one of those people who start a chat conversation with ASL ? I have a degree in English and like to have detailed and meaningful chats with smart people ? so the question of my first lover?s size never came up in chat, but I can?t say I was upset by this realization. In the twilight of his den there we stood my cock standing at attention like a good soldier, Tony?s like an ICBM missile. I am 6? tall and about 200 lbs, swarthy with curly brown hair and stocky but fit body. My cock is cut and thick but an average 6 inches when hard. Tony, once again was about 6?4, bald and muscle bound with a smooth, nearly hairless body and huge 9 inch cock? but I digress. Moments later Tony was leading me by the hand to his bedroom where had a king size futon laid out on the floor. He lay down and I knelt down beside him and began to attempt to inhale some part of his thick and massive shaft. I literally had to expand my jaw like a snake to get that thing in my mouth but the pleasure of my first experience with this stud was quite incredible. As I sucked and savored Tony lubed up his fingers and began to gently and patiently probe and explore my virgin rear. As a kid I and during my occasional masturbatory adventures I had placed random objects in my rear, hair brush handles, vibrators, vegetables ? but nothing quite like Tony?s huge phallus. Nonetheless, Tony spent a good 35 to 40 minutes gently working my rear till he had 3 of his fat fingers in me and I was on fire with both anal and oral lust. Finally Tony felt it was time for me to experience what all this pent up lust within me was about. Tony lay back with his head on a pillow and his massive cock standing at attention. He donned a condom and lubed up his sheathed shaft and had me face him and lower my wet, dripping, craving, dilated rear over his cock. I slowly began to lower myself upon him and with his advice, began to take steady, even, but large breaths. I managed to get about 6 inches of his cock buried in me but the pain was searing and to a degree excruciating. Tony told me to push back as if I had to shit and with a few moments of stillness and breathing this pain soon began to turn to an intensely pleasurable feeling. My prostate was being pulsed and mashed by this huge penis and my own cock was stiffer than I?d ever remembered it being. We began to gyrate and buck and fuck and finally, here I was, first hand having hot, incredible sex with a guy ? my mind was blown ? but the feeling in my rear was so intense I didn?t blow quickly I kept at it. About 10 minutes later ? I was bathed in sweat but loving the sensation of that huge thing filling my hole. The psychology of it overwhelmed me and a moment later I came in a huge 3 ft arc of ropes of cum, hitting the wall, as well as Tony?s face and chest. I have never cum that hard before or since. After cleaning up with a towel, we sat there chest to chest touching, fondling and kissing. My wife was gone for a week so I figured I could luxuriate in this experience for the night. I attempted to reciprocate with Tony ? but compared with his dimensions, my attempts fell somewhat short. We fell asleep sometime I?d guess, around 3 AM. Around 6 the sunlight peaking in through the dropped down sheets crept into my eyes and I realized that Tony had me in his embrace, like spoons in a drawer with his cock buried in my rear once again. Tony kissed and caressed my neck and back while bucking gyrating in my ass, finally he came in huge spurts filling the condom within me. I left Tony?s house no longer an anal virgin, having had a most incredible first time man to man experience. My honest feelings at that moment were a combination of arousal and shame ? the door to an incredible sexual awakening had opened, but my sense of identity as a married heterosexual, father and husband was difficult to get a handle on. The physical feelings were intense, but the psychological effects were shattering. Following this experience I buried my emotions and did not revisit these desires for several months. It took me that long to come to grips with my actions and the feelings they elicited, but now, I am for the most part active only on occasion and consider myself bisexual. I never saw Tony again, but I sure wish I had kept his number as I?ve often longed to return to that experience, that man and that cock.