Training A Twink

By ten.vtbew@082elbaS

Published on Feb 3, 2023

Highschool

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I realized at a young age that I was interested in men more than women but it was not until my last year in High School that my bisexuality really materialized. But first let me tell you about certain events leading up to my conversion. I was one of two children born to hard-working and honest, conservative parents. Even though my father worked a lot of overtime and I didn't see him too often I was very fond of the times we could spend together. My sister was a good kid but very over-bearing and bossed me more than my parents. She was four years older and my mother would leave her in charge when they were gone. I was and still am a small person who only stands 5 ft 6in. tall. I had suffered a severe fever and almost died when I was two years old and speculation was that it stunted my natural growth. My sister was normal size but much larger than me and could handle me with no problem. In school I was never large enough for the contact sports and I went out for the swim team instead. I did very well and my body became much stronger but I could never gain weight and stayed slim and looked much younger than my age. I worked with weights and special diets but nothing changed so I finally gave up and accepted my fate. I was to be small all my life. My sister made fun of my size and would brag that she could kick my ass anytime and she was probably correct so I didn't push my luck. She would call me "Sissy Boy" and tell me I looked like a girl in my swim trunks. My mother would only grin and confirm her statements, telling me my butt looked like a little girl's. As a result of this I would spend a lot of time in my room reading alone. But fate was to step in and change our lives as one rainy Saturday night my father went to pick my sister up from a party at one of her friend's homes. On the way home tradgedy struck as a drunk driver came across the median and struck them head-on at about 70 mles an hour. My father was klled instantly and my sister died 4 days later without ever regaining conciousness. My mother and I were left alone to face the bleak future. They were cremated and their ashes buried in a small plot designed for that purpose. The only good thing was the forsight of my father.. Working in a steel mill as he had done he saw many men hurt or killed and he had taken out a lot of insurance. We were left financially better off than when he had been alive and we moved to a new town just to get away from the bad memories. My mother never completely got over looseing them but we continued on with our lives. I made good grades in school and continued to swim for exercise mostly and after swimming I started to notice the young bodies all around me as they showered and put on their clothes. I always seemed to find myself watching the big macho looking guys and I secretly envied them I guess because they were so much bigger and stronger than me. I could feel my young groin churn a little and I had my first erection while sitting on a bench and watching one of the them. I was a lttle embarrassed and I pulled my towel up over my exposed penis. I waited until it softened and quickly left the room after dressing. That night I jerked off for the first time and loved every minute of it. One evening my mother had finally started the difficult task of disposing of my father's and sister's clothes. .I watched her holding back the tears as she sorted through my father's clothes and other things, each bringing back a memory of good times passed. When she finished his things she put them in bags for the Salvation Army to pick up. Next came my sister's stuff and I just sat on the couch and watched as she spread the pile of female stuff on the floor and started to dig through it. I noticed she was separating all her panties and puttng them in one pile away from the other stuff. My sister was a Tomboy and wore mostly cotton panties that looked a lot like mine. I learned to love bikini's while swimming and I wore that type of underwear. My mother looked over at me and said, "You may as well have these as they are too big for me and they don't look much different from yours," I hesitated a minute but I decided to go along with it as she was having a rough time anyway. I took about 15 pair of various colors and styles and took them to my room. I through them on the bed and returned to help my mother put the sacks on the porch. That night as I prepared for bed I sorted throgh the panties I had been given. I found three pair that were nylon and very sexy looking and I couldn't resist trying them on. As I pulled the delicate silky material up around my penis it got hard instantly and I couldn't believe how good they felt. I quickly locked my door and jumped into bed with my fresh hard-on in my hand. What followed was one of the best jerks of my life as I moved my uncut organ beneath the sexy material. My days of panty-wearing had begun!!! Each day I would leave my underwear in the drawer and slip into the sexy female panties. When I swam I was carefull to get a locker away from the other guys and I would quickly slip in and out of the pink underwear before anyone saw me. I also started to swim late after most everyone else left. The only person there usually was my "Shop" teacher, Mr. Wells. He was like a father to me after the accident and even gave me some special tururing after normal school hours to help me make good grades. I was now in my last year of HS and I needed a little help with my mechanical drawing studies. I had just left his class and I was trying to get in a few laps before the custodian locked the doors. I was in a hurry and I stripped quickly, leaving all my things laying on the bench thinking no-one would be there but me. I had worn a pair of my sister's very silky panties that day and I absent-mindedly pitched them on the bench also. They had a little lace around the leg openings as well as the waist-band. They were my favorite pair and I washed them out by hand and wore them often . I made a few quick laps in the water and jumped out drying myself off as I walked toward the locker room. Our pool was not co-ed so you had the option of swimming without trunks. I loved the feel of nude swimming and always swa that way. As I walked along with the towel I was humming to myself as I felt pretty good that evening. As I rounded the corner to my locker I almost choked at what I saw!! Mr. Wells was standing in front of my locker with my panties in his hands. He turned and smiled at me as I stood in fear with my mouth hanging open. "Very pretty, I bet you look good in these as your built like a young girl anyway," He said as he rolled the sexy material around in his hand. "Put these on as I would love to see you in them before I leave." Refusing this large man never crossed my mind and I dropped the towel on the bench,my face bright red with embarrassment. As he saw my penis he said, "Your not built like a girl though, you must have six or seven inches there," pointing toward my dangling member. "Not bad for a guy so small as yourself." I dropped my head as he tossed me the panties. After I had the panties on he told me to turn around and he looked at my butt.> "What a beautiful little fem ass you have," and with that he grabbed one of my ass-cheeks and squeezed. I was startled and yet other feelings went through me as he spun me back to face him. He was sitting on the bench directly in front of me and he boldly grabbed my cock thorough the material and worked the shaft up and down causing it to harden. I felt some guilt as this man took over the scene and started to control me. As I looked toward the door he said, " Don't worry I told the janitor I would lock up and he has gone home, we are all alone!" With that he pulled my panties down and leaned foward and in one motion he swallowed my 6" plus cock to the balls. I almost swooned as I felt his well experienced mouth go to work. I ended up stretched out on my back on one of the benches as he took my to the greatest climax of my young life. Just before I came I felt him run one of his fingers into my ass and even though it was a little painful he found my postate. I could not believe the sensation as my body totally lost control and my stomach and groin area started to spasm and draw up. with each spurt of my young sperm into his suctioning mouth.. He buried my cock to the hilt and sucked me dry, only pulling off when there was nothing else to imbibe. There was a plop sound as he pulled reluctantly off my cock. As I lay there with my eyes closed trying to regain some sanity I felt him move over my body on the narrow dressing bench. When I opened my eyes I was looking directly into the barrel of a thick cock which looked about two inches longer than mine and much thicker in girth. It had a big drop of sperm on the tip and as I looked up in supprise it dropped on my lips. "Time to return the favor girly-boy and Daddy is going to feed you tonight!! He pushed the giant mushroom head between my slightly parted lips causing them to pop open. I felt pinned to the bench as his mighty rammer invaded my throat and mouth. He then proceeded to literally fuck my mouth as I clung tight to the shaft with my virgin lips. I was a little frightened as the head continuously entered my windpipe and my breathing was cut off but he would pull out just in time to let me breath again. This experienced "Daddy" had done this many times before and he was good at it. I was used for a fuck toy and soon I started to feel certain strange new feelings as this man took over my body. He talked to me as he slowed and then sped up his fucking of my face. He called me his "Little Whore" and "Slut" as well as other names befitting my status. He told me I now belonged to him and he would be wanting my cherry ass soon. I shuddered at the thought of that monster in my throat being shoved up my tight, virgin ass but I knew in my heart that this man was in control and it wouldn't be long until he made a woman out of me and used me as he saw fit. After swollowing and gagging on my first load of cum I was regaing my composure as he pulled me to my feet. and shoved me toward the workout room. There he forced me down on a low work out "horse" and tied my feet to the legs with lacings from a pair of boxing gloves. My arms were pulled around and under the horse and my wrist tied together. You may ask why I did not fight him but I was loving the feel of being "used" and controlled as my sub instincts were brought out and set free.. He then left for a few minutes and but returned with a can of vaseline. We used it for rope burns and other things. Coating his four fingers with a big gob he forced them into my tiny asshole. I moaned loudly as the pain shot up my spine to my brain. This man was on a misssion and he turned a deaf ear to my protests shoving his four fingers in to the knuckles and rolling the lube off inside my violated gut. I felt great relief as he removed his hand but it was short-lived as I felt him line the big mushroom up with my opening. With one sharp thrust he slit me like a ripe mellon!! I screamed in pain as he thrust the second time embedding nearly all his eight in mauler iside my once cherry hole. My scream echoed through the room as he raped a once tight virgin boy. "Your mine now baby and I am going to fuck you blind every chance I get." He then buried the last inch or so and I felt the burning pain as he stopped and let his balls rest against my small ass. He gave me a little break as he held me impalled like a pig on his cock. He spent this time telling me what he expected. He wanted me each evening for "LATE STUDIES'. We would go to his apartment nearby and I would tell my mother we were studying. He would expecrt me to fuck and suck on command anytime he desired it. I would always be in panties as "whores" wore panties he said. After giving me his expectations he continued to brutalize my sore but willing gash, widening it to new dimensions. Over the next few weeks I fell competely under hsi control as he fucked me mercessly. He was insatiable and my once small opening began to hang often like a woman's vagina as he relentlessy pounded mile after mile of turgid meat into it. He now instructed me to call it my "pussy" as that was what I had become. I was now just a willing sub pussy boy and eventually I ended up servicing several of his "Daddy" friends. They would visit him wearing various forms of leather garments and as they entered the door I was forced to suck each man to a mouth flooding climax and later there would be as many as six men lining up behind to fuck or fist me. My opening became so large that you could drop a quarter in it without touching the sides. This continued for two years until I decided to join the US Navy. My "Daddy" was furious but he could not prevent it. The last time I saw him he had several of his biker friends gang -bang me senseless as he took out his final wrath on my hole .When I went for my military physical the doctor could.nt believe it when he checked my postate. He was still shaking his head when he stamped "Passed" on my records..

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