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The thick greased black cock slammed into my hole as he moaned his pleasure at the new white waiter. I recalled applying for the job telling him that although I had no previous experience I was willing to learn, to do anything required. Little did I know that it would lead to this. I'd just turned 16, the legal work age, when I saw the help wanted sign in the window. Work was hard to come by for a 16 year old and I was tired of asking my parents for money. My spending had increased when I went to high school and without a car my options were limited. Harold, the owner, made short work of the interview. Then he introduced me to the kitchen staff who were cool to the new boy. During my shifts I'd heard jokes about why the previous waiter had left. It seems he was reluctant to offer the kinds of service needed by the boss and some of the affluent customers. I was determined not to let that happen to me. Chuck, the chef, was a demanding man. Each day he'd fed us samples of the feature items on the menu. Usually, they were pretty standard things.
At the end of the night, around 11PM we'd begin the final clean up of the dining room. A few of the last customers were upstairs in the boss's office drinking. I knew that later the floor manager would join them. Perhaps he'd take me up with him to amuse the boss and his friends. I'd make sure I was cleaned inside and out. Over the weeks I'd come to look forward to these sessions. It was all very impersonal. I barely knew any of his friends but I did remember their cocks. They were a variety of the neighborhood leaders- cops, local church men, business owners, a few upstanding political leaders. All they had in common was their need for some DL ass, mine. The tips were good and my family never asked about my work. So my life was easy. I also had a secret of my own- I craved dicks flooding my holes with their juices. Sure they called me degrading names sometimes. But that just added to the pleasure of serving them. One or two of these men would ask the boss when I had nights off so I could visit them at home or a local motel. He gave them my schedule and cell number telling me to expect a call or two from them.
Word got around in certain circles. When school started back I'd find notes in my locker telling me to report for special after school tutoring. I didn't refuse since by this time I'd become addicted to dicks no matter the size or color. If one was hard I was ready to take it. I continued to work weekends, often returning home late for a soothing bath. My brother, one of the athletes at the school, soon learned of the available piece of ass and sought me out via my cell number (I had 2 by this time). Rarely did I need to search for cocks, they found me. Unfortunately, I got on the radar of the local county police. An undercover cop called asking if I would be available for a local party even though I was only 16. I asked what kind of party and was told a bachelor, all male group get together. I agreed and a meet up for after work was arranged.
I was surprised at the address, a local upscale hotel. I walked in with the room number on a small slip of paper. The desk, a classmate of mine, recognized me and slipped me a note with only one word on it "Police ". I left in a hurry heading straight home and called my boss telling him what had happened. He told me to take a few weekends off and stay low.
On Monday I was eating lunch in the cafeteria when that same boy sat down next to me at my table with his tray. He looked around and whispered "What the hell were you doing there?" I confessed that I'd become addicted to cocks and needed a fix. He grabbed my hand and pulled it to his crotch asking me "Will this one help you with the addiction?" He was hard as stone in his jeans so I nodded yes. He then began eating. As he ate he explained that he and his dad had some close buddies who might be able to cure my addiction. All of their friends were in possession of oversized cocks needing attention if I was interested. I told him that almost getting caught had frightened me. We talked some more and he invited me to go home with him after classes.
Once at his home he led me into the basement. I was shocked to see a full sex dungeon with everything that anyone could want. He gave me a rum and coke as we sat talking. There was a knock at the basement door. He yelled "It's open, come in." I was surprised to see the members of the school basketball team all enter smiling. These guys were my age and with very toned bodies. Most of them recognized me from school. Soon we were all talking about sexual adventures they'd had. The talk had made them all stiff in their loose basketball shorts. I could not help staring as they laughed at the situation I was in. I went to my knees surrounded by the team members' cocks in hand. They smiled down offering me my fix of dicks. I moved around sucking on each one as their owners moaned at my talented mouth. One or two of them complimented me telling me that I did that better than any girl. But they all held back from the orgasm I'd expected. The team captain asked me if I'd ever fucked a boy pussy. I honestly told him that I was used to being a bottom. He looked at my stiff cock saying "It's time that you learned what the cock is for besides pissing." He motioned to our host who moved to kneel in front of us with his boy pussy in the air. Another team member anointed his hole with lube. I was moved to the kneeling boy and pushed forward until the head of my hard cock touched his winking hole. The leader said "Gentlemen, we are about to see him take his first piece of ass." With that he slapped my ass forcing me into the waiting hole. The boy moaned as I bottomed out in his hole. Nature took over and I began pumping in and out causing the boy to yell out "YES! YES!" The gang applauded their cocks dripping in anticipation.
This went on for two hours until we had all cum in one hole or another and the bottom's parents were due home. The members of the team left us laying naked on the basement floor. I heard a car pull into the garage and panicked about being caught. My new friend told me to stay put until everything was fine. The door to the garage opened and his dad emerged to see his naked, well used son laying next to my naked body. He clapped his hands saying "Quite a welcome home boys. From the smells I can only guess that one of the teams visited you after school?" As he spoke he dropped his work clothes and stood naked with an uncut, hard cock. His son jumped up to kiss his father's dick. He turned to me announcing "Dad, this is Jamie, a friend from school. Yes, you just missed the basketball team. " His dad leaned over to kiss my naked ass and slide a finger into my wet hole. He said "Glad to meet any friend of my sons, especially a naked one." I moaned as the adult, thick finger explored my boy pussy.
His son went to fetch his dad a beer as the finger worked on my ass. When his son returned his dad had moved over my body to position his daddy dick at my entrance. He sipped his beer as each inch of his 8 inch daddy cock slid into me. His son moved around to offer me his cock to nurse on. His dad moaned out "Boys, I need to piss out this beer. I wonder if the new friend will mind?" Without waiting for an answer he began to let go inside me. I felt him fill me. As his piss slowed he said "Son, you need to keep the place clean. Come back here, drink the cum and piss load from your buddy." Not needing to be asked twice, the boy moved and clamped his mouth over my hole taking a good drink. I remained at their home for dinner and dessert- his son's cum filled ass.
I soon learned that our small town was populated with many very horny men with a wide variety of tastes for fun. Many of the straight athletes at school along with their horny dads were up for some nasty fun at any opportunity.