Note: This story was dynamically reformatted for online reading convenience. Adults only....minors, puritans, those prohibited by law, custom or superstition from reading sex stories, please, log off. This first appeared as an illustrated story on a pay site, where it may still be viewed. The rights purchased have since reverted to me. An illustrated version appears on my web page, /~Ozmanga/ Rape's Progress or the Adventures of Sebastian X - Part 1 The first woman I took against her will was the English Mistress at the exclusive private school at which I was then a star pupil. I had, for some time, lusted after Miss Howard (NOT her real name). It was both a joy and a torment to sit in one of her classes and watch her large, unfettered, breasts move beneath the starched white blouses she invariably wore. One could just make out the pinkness of her nipples and areolas through the crisp fabric. She had good legs, too, which she showed off by wearing the shortest skirts compatible with her position in the school. Miss Howard had ignored my attempts to establish a personal relationship and had slapped my hand when it had 'accidentally' brushed those magnificent tits. I determined to rape her. I became the perfect student, the blue-eyed boy, the exemplar of the Upper-Remove. So, during Rag Week, she was easily persuaded to help raise funds for the charity supported by the school by becoming a 'hostage'. She was happy to be imprisoned in the old box room while I wrote the ransom demand and - she thought - delivered it. Of course, I did nothing of the sort. The box room was an old music room and had been well sound-proofed in the past to spare students and teachers alike endless repetitions of misplayed versions of 'The Bluebells of Scotland'. I locked Miss Howard in the room with a bottle of wine which I hoped she would drink in my absence. 'Candy is dandy,' said an American poet, 'but liquor is quicker.' When I returned, about an hour later, she had finished the bottle of claret but was not at all happy. She demanded to know the whereabouts of the rest of the Upper-Remove and when she could expect to be released. 'I'm sorry to inform you, Miss Howard,' I said in my most serious voice, 'that the Parents and Teachers Association Ltd. have declined to pay your ransom. They are demanding proof that you are, indeed, being held in durance vile.' 'What nonsense!' she said. 'I'm afraid this silly business has gone on for too long. You had better untie me!' I had made a token effort to fasten Miss Howard to an eye bolt in the wall, with cotton rope, as part of the 'hostage' scenario. She had not thought to undo herself. 'I think the sort of proof usually sent by abductors is a little bit of the victim's anatomy,' I said as I moved behind her, 'an ear, or a little finger usually!' She snorted, 'The PTA would like that! Hey! What are you doing?' I had untied her from the eye-bolt and quickly seized up both wrists, binding them together behind her back. 'You're supposed to be untying me!' 'But I'm not, am I? No,' I answered my own question, 'I'm making sure your arms are secure before I undress you.' I reached around and squeezed her right breast. 'Have you been raped before?' I asked conversationally. Miss Howard looked at me blankly. I detected a hint of fear in her big brown eyes I squeezed her tit again and smiled at the frightened teacher. 'Untie me at once, you wretched boy!' she gasped, 'Or I shall report you to the Principal! This joke has gone much too far!' 'It's no joke and I'm not a boy ... as you're going to find out!' I said aggressively. I discarded my blazer and shirt. Miss Howard backed up against the wall. She tried a different approach. 'Look. Just let me go and we'll forget all about this, this, er incident!' Her tone was conciliatory. I started to unbutton her blouse. 'Stop it!' she yelled, 'Stop it! Stop it! Stop it!' but I paid no attention and soon exposed her perfect breasts which had been the object of my daydreams (and night dreams too) since she had taken over Eng. Lit. 'A' from a crusty old bore, whose name I shall omit. I felt the weight of each smooth mound. I stroked each pinky-brown areola and gently pulled at each firm button of a nipple until they began to grow. She began to gabble. 'Don't do this! Oh! You'll be sorry. This is sexual assault! Ah! You've gone too far! Oh, my God!' 'Do be quiet!' I said as I removed her belt and skirt, 'Or I'll ram your knickers down your throat!' 'Please,' she whispered as I tossed her skirt into a corner, 'W..what are you going to do!' She was panting with fear and, judging by the state of her nipples, sexual excitement. I stroked her mons veneris through the sheer fabric of her panties. My fingers detected a slickness between the lips of her cunt. Her juices were indeed flowing. 'I'm going to fuck you,' I said. 'If you do as I tell you, you won't get hurt. Now, get on your knees and push your tits out!' Miss Howard didn't move. 'I want to see your tits at their very best,' I said reasonably, but she remained hard against the wall. Her lower lip was trembling. She was about to burst into tears. 'Right! Miss Howard,' I hissed, 'You want it rough!' I ripped her blouse off and shredded it, then twisted the material into a rough rope. I used this to bind her arms together behind her back so her superb bosom stuck out. She looked wonderful, like the figurehead of some old ship. I slapped each firm breast hard enough to set them quivering and to make the teacher whimper, more with fear than with pain. I toyed with the idea of making her perform fellatio but was afraid that, without a ring gag, she could do me some damage. As I sat on one of the trunks in the box-room to take off my shoes and socks and she spoke again - quietly but desperately. 'Sebastian, don't do this thing. I've done nothing to deserve this!' 'But you have,' I replied, 'Don't you remember?' She looked puzzled. 'What?' I took off a shoe and waved it at her. 'You encouraged me to think about rape. You were very enthusiastic about my essay on the subject. Remember it, "In Defence of Tarquin"?' 'But that was an appreciation of Shakespeare's verse!' she cried. 'It was also an appreciation of how well Lucrece got fucked and how much she liked it,' I replied, stepping out of my school flannel trousers and revealing an erection the old Roman would have been proud of, straining against my underpants. 'You remember I argued that she wouldn't have topped herself had she not enjoyed the experience?' Miss Howard licked her lips. She was probably thinking that if she could engage me in conversation about literature she could delay the sticky business I had so carefully planned. 'She was ashamed, sure, but ...' the teacher began in her best classroom manner but I didn't let her finish. 'Stand up!' I ordered. 'What...?' she began. 'I'm going to take your knickers off, Miss Howard,' I said formally, 'A very necessary preliminary to fucking you senseless!' As I peeled off my underpants, she saw the full extent of my erection. Without being boastful I'm better hung than most and I'd been anticipating this moment for some weeks. It was big. Miss Howard made a dash for the door. I had left the key in the lock and there was, I suppose, an outside chance that she could have turned it with her hands behind her back, and escaped into the corridor beyond. She didn't quite reach the door before I tripped her up. As she fell I grabbed the waist band of her panties. The thin material disintegrated, and revealed her plump pink vagina, crowned with a carefully groomed and trimmed thatch of soft blonde pubic hair and a tightly knotted pinky- brown anal sphincter. I rolled her over so that she could see my face and prick as I prepared to mount her but she sat up and propelled herself quickly backwards with her heels. She finished up hard against the wall, breasts heaving and eyes wide with fear. 'I beg you,' she whispered, 'please, let me go!' 'Miss Howard,' I said, bending to stroke one of her luscious tits, 'No!' A viscous drop of seminal fluid dripped from the end of my erection. I caught it on a finger and transferred it to my victim's pink walled twat. I stroked her silky slit and was surprised at how moist she was. I started to rub her gently and was pleased to find she responded - physically. 'No! Oh!,' she moaned as I rubbed her clitoris. 'You like that, don't you?' I asked. I was surprised that an intelligent woman, well aware of what indignity she was about to be put through, should take pleasure in what I suppose you could call 'foreplay'. 'Please stop!' she gasped, tears starting to trickle down her flushed cheeks. I slid a finger into her vagina. Although moist the opening was surprisingly tight. 'Don't tell me you're a virgin?' I said jokingly. She sobbed. I put another finger into her cunt and pushed. She screamed. I spread her legs wide. I was getting a real feeling of euphoria in putting off the moment of penetration. I let the tip of my penis rest against her parted labia. 'I asked you a question, Miss Howard. Are you a virgin? She sobbed hysterically. Her frightened stare now fixed on my swollen , thick-veined, member. 'It's a simple question,' I continued, 'You've either been fucked before or you haven't.' She didn't answer, so I slapped her tits and was so taken with the way they wobbled, I slapped them again and again - not too hard but hard enough to make her talk. 'Well?' I said, and added in a gentler tone, 'It will make a difference you know. If you are a virgin.' She tore her gaze from my prick, which was oozing lubricating juices onto her blonde snatch,and looked me in the eyes. 'Do..do you mean that, Sebastian?' she said, hopefully . 'Yes, Miss Howard.' I replied with all the sincerity I could muster. 'Or should I call you "Phoebe"? That is your name isn't it?' She nodded, her eyes scanned my apparently open face. I detected a faint glimmer of hope in them. 'What sort of difference will it make?' she asked, her eyes flicking to her crotch where my erection was pressing. 'One has to have special regard for virginity,' I said piously. 'A maidenhead is a rare thing these days.' 'I ...I tried to keep myself ... pure,' she stammered.' 'Really?' I said trying to sound disappointed. 'So you are, in fact, a virgin, Phoebe?' 'Yes, Sebastian, I'm a virgin!' she said. I'm sure that she thought this declaration would shame me into abandoning my well laid plans. I wanted her to think that she had been spared ravishment at the eleventh hour. It made what happened next twice as sweet. 'No, you're fucking, NOT!' I howled and drove my throbbing prick deep inside her. I felt no hymen block that first wild rough thrust but that's not to say she lied. The walls of her vagina were tight but not dry and I felt my glans butt against her cervix before I withdrew, in part, before screwing her into the ground. I fucked her in this rough manner, bucking wildly out of control, with no thought for her comfort, let alone her pleasure, until I came. Later in the afternoon I was more considerate. The initial intense pleasure and excitement of having raped a thirty year old virgin gradually gave way to a more sustainable sensation of well-being - for me that is. Phoebe took some careful handling before she emerged from a state of shock and could be persuaded to allow her animal instincts some latitude. She reacted most favourably when she felt my well weighted scrotum swing against her exposed arse while she was propped on a cabin-trunk with her legs over my shoulders. I did get her to climax more than once despite the shame she said she felt and the loathing she expressed for me - her sexual master. At last it was time to end the game and for us both to return to our appointed place in the hierarchy of the school. 'I shall, of course, report your disgusting behaviour!' she sobbed when I eventually untied her arms and wrists and permitted her to dress. I even gave her my blazer to cover her nakedness. 'I wouldn't do that, Phoebe,' I responded. 'It will be just your word against mine.' 'There will be tests! DNA!' she said. 'I'm full of your revolting mess. God! You could have made me pregnant!' 'I won't deny I made love to you, Miss Howard.' I grinned at her. 'I was most grateful for your invitation and, although I didn't drink any wine myself - being under age, you know - I can see how it might have affected your judgement. Perhaps I should have refused your suggestion that we meet in private.' She was staggered. 'Why... you... you... scheming young swine! What do you mean, "made love"? You raped me!' 'That may well be thought to be a natural defence from a spinster teacher suspected of seducing one of her favourite students,' I speculated.'The phrase, "frustrated old-maid" springs to mind.' I opened the door for her. There was no one in the corridor. 'Best to say nothing, Phoebe,' I said, already planning our next encounter.