I later learned that several of the maids had tearfully admitted that they too were my lovers, which caused my grandmother to have a severe heart attack, which left her weakened. If I had felt anything for that cold, cruel woman before that, I certainly felt a tiny twinge of guilt then. I tried to reason that at least I was a man and hadn’t left the maids pregnant and so my grandmother should at least be thankful for that. Being the headmistress was a wonderful position for Eleanor. She had been able to get several large new toys, several of which were mechanical. My favorite was a machine that vibrated a small wand. Eleanor had several attachments for this, which she plugged onto the machine and set it going on my clitoris or even just inside my vagina. I experienced orgasms at every level of its intensity and used it often when alone. One very memorable night when all the girls were gone for the holidays, Eleanor gave me alcohol for the first time. (I of course had not been. I began to search around online and discovered craigslist ads. There were so many fake and creepy posts, but I kept searching. I wanted another discreet student that was more dominant to show me the ropes and lead. I was nervous but eventually found a freshman that fit my needs. He lived on campus so I invited him over late one night. We biked and met a few blocks from my house. He seemed normal and masculine. He was about my height and weight too. He was asian and good looking. I had never seen an asian cock in person before and was getting excited. We biked to my house and I told him that we had to be quiet as my roommates were home. My room was far from the others and we parked our biked on the side yard. I led him through the back door to my room. I was so nervous but he seemed to be comfortable and confident. We were both wearing basketball shorts and t-shirts as we sat down on my couch. I turned on some late night porn show on hbo to try and get comfortable. We both were.
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