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I started sucking cocks in the college glory holes at my school in the eartly 90s. I would usually suck a cock a week, sometimes more if I were feeling especially hungry for cum...I always swallowed. I know that several times I drained at least six cocks of cum in one sitting. I gladly sucked any and all cocks, but enjoyed the challenge of satisfying the big ones. At some point I started to consider how the big cocks 'would tear my ass open', even though I never allowed anal, ever. I would allow some of the regular guys directly into my stall, instead of sucking them through the glory hole, and some tried to get me to bend over...I never did. One of the regular cocks was a perfectly average 6 inch cock, uncut, with a nice big knob of cockhead and I always enjoyed sucking that cock because he would get hard as a board and he had lots of cum to pump into my slutty mouth. He was one of those guys that I would immediately invite into my stall and he never tried to get into my pants, he was content to just let me suck him dry. One day, after draining him, he leaned over and whispered, 'you sure do love sucking cock'...and that drove me wild. I sat and sucked a few more cocks after that I replayed those words throughout the day. The next time I saw him, I asked if he wanted to find a more private place and he said we could go to his office, he was a TA grad student and even tho he shared an office with other grads, he felt sure we could be alone at that time of day. I gladly went with him and sucked his cock clean. We arranged to meet that weekend, he said his roommate was going home for the weekend and he would have the apartment all to himself. For days I fantasized about sucking him off and when I went to his place I immediately dropped to my knees and started to suck his limp cock into full hardness. He grabbed my head and slid his hard cock into my hungry mouth until i gently gagged, I coughed out spit onto his crotch and then grabbed his ass and slid him into my mouth again. I felt so extremely horny. As I sucked his cock I reached down and unzipped my jeans and started to slide them off my hips. I stood and took off my jeans and underwear and asked where his bed was. He walked me into his room and I gladly got on my back. He spit into his hand and started to rub my virgin asshole, just feeling his warm fingers agaisnt my asshole was incredible. He slid a finger into me and I tightened. He smiled and said to relax. I gladly did and he spit again and I felt pain, but I knew he hadn't slid his cock into me yet, so I figured it was two fingers. I don't know how long we were doing this, it was a haze of bliss. At some point he grabbed my ankles and lifted my legs so that I was nearly doubled over with my thighs touching my chest. He spat out a huge glob of spit and I could feel him smearing his cockhead in the spit and then he pressed that cockhead against my helpless asshole. He took his time and kept gently pressing his cock against my ass and then releasing, the pain would grow intensely and then stop. At some point the pain was too much and started to take deep breaths. I had put my hands against his hips to prevent him from pushing into me, but at some point I dropped my arms to the bed and i knew that I was going to let him do whatever he wanted. I was his. The pain became unbearable and I took in a huge gasp and I knew he was inside my ass, I am sure I grimaced. He let out a load moan and pulled out of me, I wanted to shout out 'no!', but he quickly pushed in again and the pain became ecstasy. This time I let out a moan and I said 'fuck me!'. He gently kept pushing that cock into me and I was floating and unaware of him, just that my ass was sending waves of pure joy through me. I became aware of him pounding my ass and hearing a loud slurping sound as he would pull out and then push in. His balls were slappping my ass as he was furiously fucking me. I was meakly saying 'fuck me' over and over again. He was pressed into me fully and he stopped and I realized that he was dumping his cum into my ass. He was clenching my ankles so tightly and then he let them go and slowly slid out of me. I just stayed there with my mouth wide open, feeling those waves of joy slowly weaken. He asked if I liked that and I laughed and said only completely. When I stood, I felt his cum ozzing out of my ass and drizzling down my inner thighs, I loved that sensation and still can remember that feeling as it if were yesterday.That was the beginning of my journey as an occassional anal slut (I have only had anal sex with four men, 6 times in total)."