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Elizabeth

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Elizabeth by wardell321@yahoo.com (wardell321@yahoo.com)Contains m/f and m/m)When I was 17, I engaged in mutual masturbation with a teacher at my private boys-only boarding school and let him have anal intercourse with me. It happened two or three times a week during the last term before I left for university and I never told anyone about it. I enjoyed it a lot at the time but thought of it basically as a substitute for sex with girls of whom I didn't know many and then only to kiss. At university I did start having affairs with girls, and gradually put my teacher friend out of mind. Until, that is, I met Elizabeth. I was 22 by then and she was 30. She was much more sophisticated and I was crazy about her which amused her. She wouldn't let me fuck her (I knew she had other boyfriends who did) but she liked to tease me, taking her clothes off in front of me and watching me masturbate. One evening when we were playing together naked on the sofa in her flat, she asked me if I'd ever had sex with a man (she knew the kind of school I'd been to). Almost without thinking but wanting to look cool, I confessed to my secret affair with Mr Thomson. When I told her that it wasn't just masturbation and that Mr Thomson had used me like a girl, she got very excited and demanded to know what happened and what it was like. So I told her, shyly at first and then with growing pleasure because it obviously made her so excited. There was a lot of wanking, solo and mutual, in the dorms at night. I'd let several boys masturbate me quite often and although I fantasised about girls' breasts all the time I liked these boys touching me and was worried that I might be homosexual. Mr Thomson was not only my maths coach and also my personal counsellor so I had a lot of one-on-one contact with him. He was a big, muscular guy in his early 50s, married to an attractive women and had grown-up children; I liked and trusted him and never thought he was anything other than straight. He was the obvious person to go to with my worries about my sexuality but it took time to work up the courage to talk openly about masturbation with an adult. He was very understanding and assured me my feelings were perfectly normal. He also said it was normal for boys of my age to have masturbatory relations with other boys and added that some straight men continued these same-sex practices into adult life. I wondered if he still masturbated himself but didn't dare to ask. As it was, my question was about to answer itself immediately. Our interview took place in the evening after dark and there was no one else in the part of the building where Mr Thomson had his office. After a bit, he poured us some wine and his questions started to get very personal. He wanted to know if I was circumcised (I'm not), how many times a day I masturbated and whether I preferred to have it done to me by someone else. Finally, he asked if I would like him to physically examine my penis, just to see if everything was okay. I felt relaxed after the open talk about wanking, the wine and his being so sympathetic, so I said yes and undid my trousers while he locked the door. He made me stand in front of him with my trousers down, took hold of my cock and slid the foreskin back while rubbing the sensitive underside of the head. I very quickly got hard. We were both breathing fast when he stood up, dropped his own pants so that we were both nude from the waist down and hugged me to him. His prick felt enormous and I felt its hardness pressing hotly against my naked belly. His mouth found mine and I was surprised that it was so soft, no different from a girl's. We reached for each other and started to masturbate, still necking while we stroked each other. I came first and my sperm spattered his belly. He dropped my cock and took his from me and told me to watch while he finished wanking himself off. Despite having ejaculated, we were both still extremely excited and our erections returned almost immediately. He said we should get fully nude and then he turned me round and made me bend over his desk with my legs spread wide. He had a tube of jelly and I felt him smear some round the lips of my anus. I'd never been touched there but I didn't resist or even want to although I realised that he was going to fuck me. He pushed the tip of his forefinger into my anus, probably to lubricate it. Then I felt the tip of his penis ease itself inside me followed very smoothly by the whole shaft. He felt huge inside me. I felt good and unbelievably filled up. He started fucking me rhythmically, getting deeper and deeper into me until I experienced a hot, liquid sensation as he impregnated me with a gush of sperm. Afterwards, when we were dressed again, he told me how good it had been for him but that we mustn't do it again. However, a couple of days later I went back to his office and pleaded with him to fuck me again. He didn't need much persuading (he was as hot for it as me) and after that he fucked me regularly, sometimes in his office, sometimes in his car and once in the bed he shared with his wife at home, until it was time for me to leave school. Elizabeth had parted her thighs and started to masturbate openly while I was telling her all this, the first time I had seen her do it to herself. We were both feeling a bit out of control and she'd stopped talking to me as if I were a kid. "So you really liked to take it up the ass huh," she said softly when I finished. I nodded and she got up and padded off to her bedroom on bare feet to reappear a moment later with a large rubber penis and a tube of K-Y. There was no need for her to speak. I slid off the sofa on to the floor and got on all fours with my bum thrust upwards and offered her my gaping buttocks. Kneeling beside me, she smeared dollops of jelly on my open crack and circled my anus lips with the tip of her forefinger. We were both moaning loudly. She slipped two finger inside me quite a long way and began to massage the walls of my rectal passage. I reached for my cock and started to fondle myself, not too hard since I didn't want to ejaculate too soon. Before long, I was pleading with her to fuck me with the penis so she pulled her fingers out and thrust it into me all the way to the guard. It wasn't the same as a real cock, harder and less flexible, but it was four years since I'd had it this good. She was fucking me now, slowly drawing the penis all the way out of my hole and then thrusting it back vigorously until finally I ejaculated over the carpet. Afterwards, I'd never seen her so high and now we've put in a mail order for a strap-on penis so that she can fuck me for real..

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