Wicked Wednesday: Maddie takes unholy orders

He smiled down at me, freshly orgasmic, freshly spanked, over his knee. I’d just asked him to fuck me, and I’d meant it. He put his hand back on my poor, sensitive bottom, and said, “No, Maddie. You know this isn’t the right night. I want it to be special for you.” 

I thought of arguing with him. But it seemed such a silly thing that I just giggled. He looked puzzled. “What, girl?” 

“I feel very special right now, sir. And I want you to… fuck me.” 

I don’t know for sure, but that may be Ornella Muti’s (Princess Aurora in Flash Whoo-ah! Gordon) daughter.

He smacked me then. I yelped. “You don’t argue with me, Maddie. Do you?” 

“No, Sir.” Then I laughed again. “You can fuck me whenever you like.” It sounded like such a strange thing to say to a man. I felt so grown-up over his knee, so forward, and so good, and so happy.

“Oh, girl, I certainly will. You don’t want to have any choice on that, do you?”

I had to think about that. Then I said, truly, “No, I don’t. That’s what ‘whenever you like’ means. Always, Sir. Not just the first time.”

He spanked me again, six smacks, not hard. They hurt me, but I knew he wanted me to feel good. I did.

 “Thank me for your spanking, Maddie.” 

“Oh, yes, Sir! Thank you for spanking me. And thank you for making me come. It was glorious. If you don’t mind me saying, Sir.” 

He rubbed me where he’d spanked. I was ready to come again. He just had to… Then it struck that he didn’t have to do anything. I was the one who had to do things. My life wasn’t going to be fair. It was just going to be hot. At last he said, “I don’t mind you saying, at all, Maddie. I’m pleased with you. In every way. You’re a good girl. A perfect girl. You can be proud of that.”  

“Sir.” I waggled my bottom at him. I hoped… Well, you know what I hoped.

He said, “But you need to get up now. Put your feet on the floor.” He helped me up, still naked. “Keep your back to the fire, girl. Hands on head.” 

I obeyed, and he disappeared for a while. He reappeared with my clothes, an iron and ironing board. “You can iron, I take it.” 

“Better than my mother, Sir.” 

He set up the board and plugged the iron. “All right. Show me.” 

I reached for my panties – they didn’t need ironing. He strode over quickly, held me, and bent me forward at the waist. His hand landed on my bottom, once, twice, then six times, then ten, and I wondered, yelping and writhing and squealing apologies, how long this spanking was going to go on for. This time he really was punishing me.

It hurt. Physically, I mean. I felt so bad for doing something that made me deserve it, too. He stopped at thirty smacks, though I didn’t stop wriggling, and hopping from foot to foot for a while afterwards. My poor little ass really hurt. I wanted to rub it better, but I knew that I did that without his permission I’d feel his belt, or worse.

 “Maddie. You will never dress yourself in my presence, without my express permission. Is that clear?” 

I felt so ashamed. I hadn’t thought. “Yes, I’m sorry, Sir. It won’t happen again.” 

“I should think not. In fact, whenever you’re here, you undress at the door. You do not have the right to wear clothes in this house, unless I tell you otherwise.” 

“Yes, Sir. I understand.” I was so sorry. 

“Now iron your skirt and your shirt. I’ll watch.” 

He was smiling again. My heart lifted, with that. I remembered the fantasy I’d had in the bath, about being Miss Sexy Girl with an iron. So I stood further from the ironing board than I usually do, so that I had to bend at the waist.

And I began, basking in his eyes. I, uh, was finding that I don’t mind the male gaze. If it’s the right male. 

While I worked, he told me he’d made a doctor’s appointment for tomorrow morning.

He’d take me. We were going to do tests for pregnancy and swabs to test for STDs. And, he said, I might need to take the morning after pill.

That could be easy, but there was also a chance it could make me feel very bad. So he’d bring me here again tomorrow, so he could look after me.

The morning after pill at didn’t sound like much fun. But I realised that he wasn’t going to fuck me till all this had been dealt with, and I was ok. That made sense. I wasn’t getting what I wanted, but he was taking care of me.  

Eventually, I finished, and uniform was all crisp and warm again. He looked at me very seriously. “You may get dressed now, Maddie.” 

When I’d finished, he held me in his arms and kissed me. I felt him getting hard again. So did he, because he suddenly stopped. “Come on, girl. I’d better take you home.”

 

 

Wicked Wednesday: Maddie over the headmaster’s knee

I was washing myself in Sir’s bath while he watched. It was an interesting experience. He said nothing, and looked into my eyes, not at my body. I felt shy at first, but less so by the time I washed my feet. Which, by the way, is about the most exposed thing to do in front of a man. By then I was enjoying myself, because he said nothing, but smiled at me. So I could flirt a little. 

But then I heard a clunk sound from somewhere in the house. The washing machine had finished and switched itself off. He said, “All right, Maddie. Time to get out.” He picked up a nice warm, fluffy towel and stood beside the bath reaching down his hand, I took his hand and stood up, and he wrapped the towel round my shoulders. “Get yourself dry, girl. And then come out, the way I told you. Stand beside the armchair, hands on head. I’ll be with you shortly.” 

And he left, I guessed to deal with my clothes and put them in the drier. I looked at myself in the mirror. I liked myself. I was clean, and pink. The boiled lobster look never goes out of style! 

I was going to have my head dangling down to the carpet soon, while he spanked me. I thought about putting my hair up. But I wasn’t sure that I could do that so that it wouldn’t fall out while I was getting my bottom warmed. Also, I guessed he wouldn’t like it much. So I plaited it. 

Out in the living room there was a big tan leather armchair with a round arm. There were other armchairs but I knew that was the one he meant.

So I stood beside it as he’d ordered. And I thought about what was coming. I’d liked being spanked by him from the very first time. It seemed so long ago, now. But I already knew, once I’d felt his hand on my bottom, that this felt incredibly right, and sexy, and good. 

This was going to be the first time he’d spanked me naked, and that felt right too. We didn’t have to pretend any more. There was the horrible thing that had happened to me, only three hours ago, but though that meant we weren’t going to fuck tonight, it wasn’t going to be long. Whenever he said, as far as I was concerned.

Then he came back. “Good girl, Maddie.” 

“Thank you, Sir.” 

“Take that towel off, then get back in position.” 

“Yes, Sir.” I only had to twitch it at my left shoulder and it fell away, at my feet. The air was warm around my body. I could feel steam rising from me. Literally, as well as metaphorically of course. He’d put the heating on. I hoped that when we fucked it would be here, and not in his office. 

Then he came close, and he put his hand on my jaw and lifted my face a little. He smiled down at me, and then kissed me. It was our first kiss, and my heart was beating so hard, and my cunt felt like it was melting. I was so turned on; I wanted him to fuck me then, so, so much.

But he smacked my bottom, not hard. Fondly. It hadn’t occured to me that you could spank a girl fondly. It seemed a nice thing to know.

He sat in that chair, holding my hand, and then he pulled me down, over his knee. There was my face, so close to the carpet, my fingertips and my toes resting on it. And my bottom up and poised for him. 

“Maddie. Why are you getting this spanking?”

I had to think. I couldn’t care less, just then, why he was going to spank me. It was so hot and warm for me that he wanted to, and that was all I knew. But I remembered. “Because I lied to you, Sir.” 

“Yes, you did, girl. But you were just being a little bit mischievous. I’d hate for you ever to lose that. Not completely, though you’ll often go too far and have to be put in your place. Won’t you?” 

I had to smile. “Yes, Sir. I expect so.” 

He put his hand on my bottom then, and squeezed me. God, it felt good. I was so wet. He said, “So. You’re getting this spanking because I think it’ll bring you back to the world. You’ll know where you are and feel better. In the familiar world. Because you know you’re going to be spanked often, don’t you, Maddie?” 

“Yes, I do do, Sir. And I know, now I’m not scared any more, that I’ll love that.” 

I heard him laugh, very quietly. “Oh, I don’t think you’ll enjoy every time, Maddie. Sometimes I’ll be setting out to punish you properly. What I think you’ll love is being a girl who has to do as she’s told, and gets punished if she doesn’t.” 

He smacked me again, and again, one on each side. He hadn’t asked me a question, but I said, “Yes, Sir.” 

“Good girl. Head down, thighs right apart.” 

I obeyed, forgetting to say yes Sir because his hand was coming down on my bottom now, over and over, warm and hard. I knew nothing except his lap, which came with a hard cock pushed against my hip, and his hand.

His hand landed on the backs of my thighs, and the sides of my bottom, and then more and more on the sit spot, where – I was starting to realise – I like it most. 

I knew I was bright red by then, and it was starting to burn, but he kept on, hurting me and comforting me at once, over and over. I lost count of how many smacks he’d given me, and I’d lost all track of time. I just knew that I wanted him to continue, because there was … something ahead for me, and his spanking me was driving me towards it. 

Eventually he relented and stroked my cunt, in amongst the smacks, and the thing I was heading for started to come at me, like a train at the other end of the tunnel. I spread my thighs as wide as I possibly could, to make him stroke my cunt more, but mostly he concentrated on the spanking, pushing me harder and harder. 

And – I don’t know. The train hit me. I came so hard over his knee, my head up and my legs in the air, one screaming girl, blissed out. Eventually I collapsed back on his knee, head down, legs limp, his hand resting on my bottom, stroking. 

His cock was so hard. Harder even than when I’d sucked him in his office. Bigger. I breathed. I wished I could look at him, but his hand held me firmly down. My body wanted him so strongly that it took me a while to realise I hadn’t actually asked. Not out loud, not in so many words. “Fuck me, Sir? Will you fuck me please, Sir?”

Note

I really wanted to do the prompt this week. It’s a good one. But the Jennifer and Maddie saga belongs to Wicked Wednesday. And I simply couldn’t fit an alien or even a visitor, let alone refugee policy, into this week’s episode. Sorry about that.

Wicked Wednesday: Maddie in the headmaster’s bath

Out of Maddie’s story: Back in the storeroom with me

Back in the storeroom beside my office, where Maddie was telling me this story, I looked over at her. We were lying side by side on a mattress that would eventually find its way to the school sickroom. Maddie wasn’t so tense in my arms now, and her eyes, staring at the ceiling, seemed more relaxed. We’d passed the hard part of her story. 

I kissed her cheek, near her nose, since that was where I could reach. She turned to face me, and we cuddled, full length, Maddie pushing a leg between mine so we were intertwined. We were in that pleasant emotional valley between affection and sex, and not inclined to make any definite swing in one direction or the other. 

I was still soft-cocked. It hadn’t been long since we’d fucked, and since then she’d told me about getting raped in the boy’s toilets at her school. That was about the most antierotic thing I’d ever heard. So there’d be no more fucking, at least not  involving penises, until I’d got that out of my head. I think Maddie was happier with comfort than with lust just at that moment too.

But affection: I guessed that was what she wanted most, and I could do that. 

I held her and said, “You’re in his bath, the lucky bastard. So then what happened?” 

Back in Maddie’s story, and in her headmaster’s bath

I put my toes in the bath. It was just short of being too hot, so it was just right. I could hear him just outside the door, picking up my clothes. I imagined him coming in, to see me, and I hurried into the bath. 

My view

It wasn’t that I didn’t want him to see me. It was that I’d seen movies where the woman lets the man into her bathroom, and she’s all covered up in soap bubbles, and all you got was the odd glimpse of golden, pink skin, and no nipples and no thighs. And I wanted him to see me like that. Looking all grand and sexy.

I didn’t want sex with him, not then. My cunt hurt, and I still felt terrible. Something that was going to be so lovely, between us, had got fucked up, and and it was my fault. I know. I’m talking about how I felt then. 

I was a little bit angry with men, too. I wasn’t angry with him, my headmaster, sir, but there was still some free-floating anger. How could this have happened? It just wasn’t fair. And it happens to girls like me, and it never happens to men like him. 

Still, though I didn’t feel like getting fucked that night, sex was still something between us and I needed to know it had survived.

His view

I still wanted him to cane me, and make me do whatever he wanted and punish me if I didn’t do it right. And I wanted him to fuck me, in all the ways a woman can be fucked, and for him to teach me everything he knew. And then I could serve him.

And I knew that was what he wanted too. So I liked that. I didn’t want it to happen that night. But I needed to know he still wanted me, and that made me feel a little flirtatious, even a little sexy. Do you see that?

I heard a washing machine going. I thought about him taking the clothes out of the drier, in an hour or so, all crumpled and needing ironing. And I thought of watching him iron my clothes, and something about that made me giggle. And then I thought about ironing my clothes in front of him. I’d have to drop the robe so he could see me lean forward. And wiggle. That, my darling, was the Kahlua talking. Or at least doing my thinking for me. 

So I poured some more water, and added more soap bubbles everywhere, so I was almost modest. Though I left a nipple poking out. I thought it looked accidental. And I called out, “Sir? Sir?

“Maddie?” He was back in the living room. And he wasn’t coming in to see me. 

So I said, “Sir, I’m feeling shaky still. Can I have … another adult drink, please?”

There was a pause. Eventually he decided he had to believe me. I was pretty sure those were the rules. So he said, “All right, Maddie. But just one. That’s it.” 

So I ran more bubbly stuff and churned it up, till I had dabs of bubble in my hair and like icecream cones on my knees, but still with one nipple peeking out. I thought if he liked me at all, he’d find that irresistible.

He came in, with another glass for me, and a glass of something clear in his other hand. And he stopped and looked down at me. All ready for him, like a sophisticated New York socialite in a movie. He saw me, a naked girl all bubbled up, looking about ten years old, I suppose, and thinking I looked thirty. He smiled. 

“Maddie. You said you were feeling shaky. I want you to look in my eyes.” 

And I did. His were kind, at that moment, but they could be hard, too. Blue eyes, he had. And the lines around them were kind. He was going to cane me and fuck me, but he cared and worried about people. And we looked at each other, on and on, for ages. 

“Were you just feeling shaky, girl, or did you just want me to come in here?”

He was still looking at me, and I was still gazing into his eyes. I couldn’t lie, and I didn’t want to. “I wanted you to come in, sir. I felt lonely. And … now I really do feel shaky.”

He smiled, and gave me the glass. I leaned forward to take it, and there were my breasts, a little soapy, but basically bare. I leaned back quickly, retreating behind the bath foam. 

“Good girls don’t tell lies.” But he didn’t seem at all angry with me. “Do you think you’ve just deserved a spanking, Maddie?” 

I didn’t have to think about that. “Yes, sir.”

“You’re right, provoking little girl. All right, that robe I gave you to wear.”

“Yes, sir?”

Doris Day hadn’t always been a virgin. She took it up later in life.

“You can carry it out of the bath, and I’ll let you wear it later. But when you’ve finished here, you’re just going to have a towel round your body, and you’ll take it off when I tell you, and put yourself over my knee.”

“Yes, sir.”  And I smiled at him. The idea that he wanted to be in charge of me made me feel so relieved. 

“Good girl. Up to a point. Now drink your drink.” 

He put the lid down and sat on the toilet, to watch me. “And clear those ridiculous soap bubbles away. Who do you think you are, Doris Day?” 

“Who?” 

“Never mind. You’ve got a lot to learn. Now wash yourself.”

So I cleared away the bubbles and obeyed. He watched, but even when I spread my thighs and washed my cunt, and scrubbed at it with the flannel, he watched my eyes. 

 

Wicked Wednesday: At home with the Headmaster

“So we stopped in a brick house, two-storied, in Remmers. That was a good neighbourhood in my town. My parents didn’t know anyone who lived there, and neither did I. He let me walk, this time, and took me up to the door, and unlocked. 

He put his hand on the small of my back to steady me. I’d started to get the shakes, from reaction. So he led me in. I looked around. I was impressed: he was rich, by my standards, and he had good taste, by my parents’. I guess almost any house owned by an adult would have impressed me, at the time. Now, looking back, I see that he really did have good taste.

One thing I remember is that he had some Renoir nudes. Just pencil drawings, and quite small. You could buy them in those days for only a few hundred dollars. He had three. He’d framed them, but they were kind of discreet, on the wall by his bedroom door. They weren’t in pride of place. He’d bought them because he liked them.

Anyway, he saw me shaking, and he came over quickly and hugged me. Just held me. Told me I was good, I’d done nothing wrong, and I had every right to be angry but I shouldn’t be ashamed. Then he held me until I settled, stopped shaking and just went limp in his arms.

He sat me down then, and got me a drink. He said I needed an adult drink. An ‘adult drink’, by the way, turned out to be Kahlua and coke. It seemed very adult to me, especially since he’d said so. But now I realise that it meant I wasn’t the first schoolgirl he taken home. 

I chugged it down while he ran a hot bath. When I was finished he went to his room and came back with a huge bathrobe. He said, “Bathtime, Maddie.”

“What do I need a bath for?” I thought he just wanted to see me naked. Though he already had, so that was nonsense, of course. But I wasn’t thinking well.

“You… I think you feel that you’ve been made dirty. You haven’t, Maddie, not at all. But I think you’d feel better if you scrubbed every last touch of that bastard off of you. So, off you go. Into the bath. Up!”

I stood up. I took the bathrobe, and walked to the bathroom door. There was hot steam rising, and it smelled of eucalyptus. It did seem good. “Thank you, sir.” 

“Just a moment, Maddie. I’m going to turn my back. But you’re to take everything off, and leave it in a little pile outside the door.” 

“But I can’t go home in different clothes!”

“You won’t. I’ll have them washed and dried. They’ll be ready in a couple of hours, no more. And you can wear the robe in the meantime.”

“But… I don’t know… Can’t I just put my clothes back on?” They did stink. I knew that. I just felt suddenly shy.

“Maddie.” I’d heard that tone from him before. “I said I won’t cane you tonight. But if you try for a spanking, you’ll get one.” I realised that a spanking was exactly what I wanted just then, so long as he made it last a long time, and stroked me, and cuddled me afterwards. I wanted that so much. But I didn’t know how to say so.

He was still using the do-as-you’re-told voice. “Leave all of your clothes on the carpet, right now. And go in and have your bath. I’m counting to five.”

He turned his back.

I fumbled with the top button on my shirt. I wondered if he’d come in. I wondered how I could make him come in. 

“One.”

I squealed, and i’d stripped before he got to four. And pulled the bathroom door almost closed once I was naked. He never had to say Five.

Maddie’s virginity: Post-mortem 2

“So he let me in. Once I was inside, I just stood there and howled. Absolutely grief-stricken. I wanted to hold onto him but I couldn’t. I felt I’d let him down so badly and it was all my fault. And I felt… unclean. He wouldn’t want to touch me, if he knew what I’d done.”

I said, “You didn’t -”

“I know. I know that now. But I’m talking about what I felt at the time. I felt so worthless. Anyway, thank god he stopped asking me what was wrong, and just held me. He told me I was a good girl and a beautiful girl, and nothing can happen that you can’t live through. And then he shut up and held me. I just bawled, big wracking sobs from all the way inside me. I dunno; it may be the worst I’ve ever felt in my life. And I felt my life was over. Hah! I must have made such a mess of his shirt.”

I held her. Maddie made light of it, but talking about it brought some of that pain back.

I said, eventually, “Well, he was right, you know. You are a good girl. And a beautiful girl.” 

“Hah. Sweet talker. Anyway, I eventually subsided, enough to tell him what had happened. I accused myself of wanting it, and it was my fault. And he should whip me. I was too worthless for him. I tried to break out of his arms. I wanted to run out of his room, and… I have no idea. Maybe go back to Plan A and jump in front of a car.

“But he didn’t let me go. And he stroked my back, without touching my ass. And brushed away my hair from my face – it was all wet! And he started to soothe me again. A vicious manboy had sone something evil, but I hadn’t done anything wrong. I was good, I was clever, I was special, I was beyond pretty. Like that. I don’t remember what he said specifically. But it was sweet, and he obviously didn’t think I was worthless or my life was over. So I couldn’t see far ahead, but I tried to think maybe he was right. 

“Anyway, he said he was going to call the police. And I refused. I refused for all the wrong reasons: shame, not understanding what rape was. I thought it had to be at gunpoint or something. So if it didn’t take two guys with guns, then it was my fault. My doing. And I didn’t want to talk about it.

“So he said at least he’d have to call my parents. And I just begged him. And… I’ve got mixed feelings now, about not wanting the police called. Because they’d have put me on trial, and so would the courts. But, you know, you have to make sure the bastard gets a record. For the sake of other women. But I wasn’t ready to carry that. Not telling my parents: I don’t think I was wrong there at all. They’d have been no help. The opposite of help.” 

Maddie had talked to me about her parents before. They’d have followed the rules punctiliously, and probably would have called the cops without Maddie’s consent. And they’d have been no emotional support at all. They meant well, and that was the best you could say for them. 

“So, he sighed, my headmaster. His name was Conal Wright, by the way. I just never thought of him as that. He was ‘Sir’ to me. Always.

“And he said to text my parents, then, and say I’d be home late. I could say I was getting extra history tuition from the headmaster, he said. So I texted and said I’d be chilling with my friend Rosemary for a while.”

When I said I’d told my parents I’d be late, he told me to sit down and wait for him. He was going to get his car, and park it just outside his office. So I wouldn’t have to walk far. And he’d take me home. To his home. And you know, I was still distraught, and I wasn’t being a hypocrite, but I liked the way he looked at me. 

So I sat down, while he left. I’d never been alone in a teacher’s office before. He’d been expecting to cane me, and the cane was still on the table. So once he was safely gone, I got out of my seat and went and picked it up. It was so hard. I imagined how it would feel it he brought it down on my hands. It was an object that only existed to hurt me. To mark my bare bottom and thighs. And maybe other places. 

“Iit’s funny, but that cane in my hands made something in me drop. I didn’t want sex just then. But I remembered what it had been like, wanting to be caned, and then wanting him to fuck me.

“And that cane made me feel like there was a sort of echo, like it was far away but coming home again, from my cunt. Anyway, I put the cane back where he’d left it. 

“I was sure he wasn’t going to cane me, or fuck me, tonight. But I didn’t want him to see I’d touched his cane. I still didn’t want him angry with me. 

“Anyway, in a few minutes I heard his car pull up, just outside. And he came back in. With a blanket, the kind you have in a first aid kit. For car crashes. Car crash: that was me!”

I hugged her, with feeling. “You’re my lovely car crash, you are.”

“You’re my cruel bastard. Master darling. Anyway, he wrapped me in the blanket. He told me there was no-one still around. And he picked my up! In his arms! And he carried me out to his car.”

Maddie’s virginity: Post-mortem

“It’s nice that you’re holding me,” Maddie said. “I appreciate that you do care about me. You sadistic bastard.” I pinched her nipple, hard. “Ow! No, seriously, I do like it that you care about me. May I rub, sir?”

“No. I meant to hurt you. Stay where you are and hurt, Maddie.”I resumed the pressure on her nipple, a little harder.

She nodded. “Thank you, sir. And I do love that you’re cruel, and that you care about me. But I didn’t tell you that story so you’d sympathise with me.”

I let go of her nipple then, getting a gasp of pain from her. Then I rubbed and pressed it soothingly, since someone had to. “It’s a parable?”

“Yes. I don’t mean, watch out or someone will rape Jennifer. I’m not being that exact. It’s just that I think it’d be a pity for you and a tragedy for her if you both missed out on having each other.” She laughed. “Together! For the first time!”

I tweaked that nipple again, in warning, and cupped her breast with my hand. 

“Mmm. But I worry that you and she will miss out on something that would be very special.I don’t know.”

I kissed her. I had nothing to say. But she did need to know she was held, and loved. She relaxed into my arms this time, and there was a moment when it seemed she would roll back, pulling me down on top of her. But she drew her head away, and looked into my eyes. 

“I just want to say there are a whole lot of things that can go wrong in the universe. Jennifer’s eighteen. And she’s very horny. Horny for you, sure, but she’s also just horny in general.”

“What makes you say that? I mean, horny for me, specifically?”

“I watched her leave, the last time you spanked her. She was absolutely … blissed out. I know we’re not the same person, Jennifer and I, but I do know, close enough, what she’s feeling. Because I’ve watched her and heard her, and I’ve been exactly in her place.”

“True enough.”

“I promise you, from experience as well as observation, she wants you to show her how sex works, to make her undress for you so you can hurt her. She wants to be disciplined. It’s sexy and hot, and it makes her feel singled out. It make her know she’s special.”

“Well, she is.”

“So she should be. Sir. She wants you to spank her again, soon. Tomorrow would be good. And she wants the cane. Well, it’s more that she wants to experience the cane. To be a girl under your discipline. And, a little later but not too much later, for you to take her and teach her.”

I said, “So. I want you to make an appointment for Miss Perch to see me after school tomorrow. That should help her to feel singled out. And special.” 

“After school tomorrow, for Jennifer. Spanking or the cane?”

“Don’t know. I’ll ask her teachers how she’s been behaving. That will decide it. Probably a spanking. With a warning that it’s the cane next time.””

“Watch her make sure there’s a next time. And soon. And after that you should definitely fuck her. She’s longing for that to happen. She’s impatient.”

I nodded. I’d felt that too, about Jennifer’s reactions over my knee. “And I should make it happen.”

“Yes. Soon. And you should make sure its special.”

“Um, Maddie. What happened to you, when you knocked on the door? And he let you in and saw you? All messed up, my poor girl?” 

Maddie drew in a breath.

The end of Maddie’s virginity

“So, when school was finally over I walked back to the headmaster’s office. I wasn’t exactly skipping along, because getting the cane for the first time, and then having my first fuck: those things are too serious for skipping. But I was certainly happy. I remember that, for sure. And I was so incredibly aroused.”

Maddie lay beside me, on the mattress in the storeroom. She was telling me about how she’d lost her virginity. She’d been cheerfully turning me on, stroking my cock during the sexier parts of her tale. But that was over. She still lay beside me, her body pressing against mine, but her hands had crossed over her belly. They were still. She had something bad to tell me.

“And I got to his office. Or nearly there. I was wondering, I think, whether he’d make me strip of my clothes for him, or if he’d undress me. I wasn’t sure which I’d prefer. And then there was Rob. I nearly screamed.”

“Rob?” I looked puzzled. I’d lost track of the dramatis personae in Maddie’s tale. 

“He’s the boy the head was caning, when I went to see him at lunchtime. And he’d been terribly humiliated.”

“Ah, yeah. And he hated you for seeing him. I remember.”  

“Hate is right. But he stepped out from the little side passage to the boys’ cloakrooms. He’d been waiting for me, I know now. I don’t think I realised it then. He said, ‘Hey, pretty bird. Going to see the head?’ He made it sound like it was the most disgusting, the most slutty thing in the world.” 

I had my arm around Maddie’s shoulders. I held her tighter.

“But then… He’d called me pretty. And no one ever had before. I knew the headmaster thought I was beautiful. But he’d never said so. So I was confused. I didn’t know what to feel. And that was my first mistake. I should have screamed, and run towards the head’s office. But I let Rob come closer.”

I said, “Maddie, love, you don’t have to – ”

“No. Shut up. Sir. I’m going to tell you. I want to tell you.”

“Ok. I’m here. And just in case you need the reminder: I think you’re wonderful. I beat your ass and I’m on your side.”

“I know you are. It’s all right. I hate him; I don’t hate you.”

I shut up. I’d made it about me. Male insecurity. I’m far, far from being a role model (I’m a fictional character, an ethically challenged one, in a sexual fantasy that’s briefly swerved into the real), but I always feel guilty when I hear about another man doing something horrible to a woman: we may know better, but we feel complicit.

As if the Y chromosome had rape and violence against the less powerful built into it. But it doesn’t. It’s not the chromosome, which we can’t do anything about. It’s patriarchy. And patriarchy sucks, and we can do something about that. I shut up and let Maddie talk. 

“So he got close, and he put his hand on my cunt. And this is the thing: it took me years to forgive myself for this: I was so turned on that it didn’t matter. I could have banged my cunt with the door, or walked into a desk. And it would’ve felt good. And so did being touched. It was creepy, but I moaned.”

“He heard me. He laughed. I’d given him some fantastic victory, in his mind. He said, ‘Horny little bitch, aren’t you. I know what horny bitches need.’ And he pulled me back deeper into the cloakroom, and pushed me through the door at the back, into the boy’s toilets. 

“He pushed me down to the floor. And then, well, he raped me. He stuck his cock into me, and he lasted, I don’t know, about a minute before he came. And this is the awful thing: I came too. It was all horrible, but I’d been so close anyway, so even though I didn’t want him, and it felt so wrong, well: the body takes over, I know that now. I didn’t know it then.”

“Oh Jesus. That poor little girl.” I held her, feeling inadequate. What else can you do?

“So he pulled out of me and stood up. I couldn’t get up. I stared up at him: it was the worst thing I’ve ever seen, I think even now, the utter contempt and hate in his eyes. I didn’t understand it. Then. Well, he laughed and he was gone. 

“I got up, and grabbed handfulls of tissues and tried to clean myself up, and get his come out of me. It wasn’t about pregnancy. I just felt defiled. And then I looked at myself in the mirror. And I knew – I mean I thought I knew – that it wasn’t rape. I’d never said No. And I’d come.”

I said, “Of course it was rape. That shitbag raped you.” 

“I know. I mean that’s what I thought then. What I thought I knew. And I started bawling, like I hadn’t since I was a baby, I think. I didn’t know what to do. I wanted to die.    The first thing I could think of was, I could run in front of a car. And then I thought that wouldn’t be fair. To the driver.”

I couldn’t not smile. That was very her, the woman I held beside me. “You’re a good girl. Always. And you wouldn’t know how to be inconsiderate.”

“Huh. Splat! Well, they talk about schoolgirl crushes.”  She laughed. A second later, so did I. 

“So there was only one place I could go. So I went to the headmaster’s office. Howling with sorrow. I hoped he’d – I don’t know – whip me. I felt so worthless. But I knocked on his door.”

 

Note

I’m sorry this episode’s so heavy.

It’s kind of essential to the story, even though this bit’s horrible and the story mostly takes place in Sexual Fantasyland, the happiest kingdom of them all. I wondered if the story has sufficient heft to take this dark section, but it’s where the structure took me.

When I came to the bit where it has to happen, last week I couldn’t write it. Hence the beginning of another story, last week. I didn’t realise how much I liked Maddie and how hard I’d find this. Anyway, we leave the Valley of Death and the Slough of Despond here. Starting with the next episode we begin to crawl out.  

And last week’s story about the violinist in Ravenna will continue. Watch this space. 

Wicked Wednesday: Maddie’s virginity (not long now)

Kate Winslet’s robe goes down, on the Titanic

“But,” Maddie said, “I collected every bit of courage that I had. And I said it. I said, ‘Sir, please cane me, and then afterwards, please fuck me.’

“And he smiled at me, so that I felt like the most blessed girl in the world, and said, ‘Thank you, Maddie. You asked very prettily. And yes, yes, girl, I will.'” 

I said, “That sounds good.” Maddie and I were lying together on the mattress in the store room. Oddly, I’d just caned her and fucked her myself, not so long before.

We were both lying on our backs. I leaned back on a collection of pillows, and Maddie lay back on me, her head nestled in the crook of my arm. 

Maddie turned her head and kissed my chest, not so far below my nipple. “It did. It sounded so wonderful. I was in heaven. But don’t forget, sir. This is a cautionary tale. It’s why you should take Jennifer soon. She wants you to. And if you hold her off for too long, there’s a real risk it’ll all go sideways. Or down, like the Titanic. Jennifer should have her fairy-tale. I’m afraid I didn’t.”

Leo takes down Kate’s particulars, on the Titanic

I said, “Oh?” I’d forgotten that Maddie was telling me this story so that Jennifer wouldn’t have the same fate Maddie had had, at Jennifer’s age. Therefore this story didn’t have a happy ending.

“Yes. Oh. As in Uh-oh. So I danced out of his office, so happy. And although I knew I was going to get the cane straight after school, I was looking forward to it.

“I figured it would hurt like his spanking hurt, in a lovely exciting way. And then his cock – I’d liked it so much when it’d been in my mouth. I knew I was going to love it when he took me. Not just my cunt, but my whole body. I was going to be his.

“I squirmed all afternoon. God, I remember it. I was so wet and so wanting. I was hotter and hornier than I’d ever felt. If I’d even got a breath of wind on my cunt I’d have exploded. I would’ve screamed the whole classroom down. Shattered the windows.”

Kate enjoys a good lie-down, on the Titanic

I reached down idly and tickled Maddie’s belly, then a little further down and stroked her cunt. She was eleven years older now than she’d been during the events she was describing to me, and soon to turn thirty.

She was every bit as wet as her younger self. Maddie sighed comfortably as my fingers sank into her. I pushed my fingers a little deeper, and she rolled her hips, nuzzling her cunt greedily against my hand.

I had an idea that Maddie was going to need comfort after she’d finished her story. I kissed her. She kissed me back, but she broke the kiss first and turned her head away. “So, after school I went back to his office.” 

 

Note

I tell stories at a leisurely pace. If a thing’s worth doing it’s worth doing slowly, say I. So it’s easy to forget how Maddie’s story started.

In a deleted scene, after the Titanic has sunk, Kate learns to walk on water and saves herself, Leo, and the wooden panel. Certainly, it was a night to remember

Maddie’s lover, our narrator, has admitted that he has the desire and the duty to initiate his student Jennifer Perch into certain adult pleasures. Maddie tells him her story to advise him that he should make sure he looks after Jennifer properly and make sure her first sex is happier than Maddie’s had been.

So I’m foreshadowing that the next episode (or more, given the speed at which I tell stories) will be realistic rather than pornotopian.  

But don’t worry too much. I can say, without giving too much in the way of Spoilers, that there are happy endings all round, in the past and in the present.

Wicked Wednesday: Maddie’s virginity (last hours 9)

Maddie lay beside me on our mattress in the storeroom. Her head in my shoulder, staring at the ceiling, she told me the story of the end of her virginity.

She’d just told me that after being spanked by her headmaster, she’d sucked him off. Once he had his cock back in his pants, he’d said “Good. Now, stand up, Maddie.” 

I’ll let Maddie tell it, from here. 

Maddie’s story

I said, “Yes, sir.” I had to put my hand on the floor to steady myself. But I stood in front of him, my eyes at his chest. He was so close to me, and I wanted to hold him. But I waited for orders. He smiled at me. 

“You’re such a very good girl. You know you have to come back here after school.” 

It was a statement, but I said, “Yes, sir.” 

“And why do you have to come back?” 

“I was late, sir. And you’re going to punish me.” 

“How am I going to punish you, Maddie?” 

“You’re going to cane me, sir. Cane my bare bottom. Like that boy.” 

“That’s right, Maddie. Or nearly right. I didn’t undress him, not completely. You, on the other hand …” 

I’d hoped that. It seemed so daring to think I’d be naked in front of him.

I’d already been more daring than that, but being naked for him would be a new thing too. My legs trembled. It wasn’t fear. “Oh, sir…” 

“And you just made me feel extremely good, Maddie. Would you like to feel good after I’ve caned you?”

“Oh, please. Yes, sir.” 

“Good. Then ask me. Say: Please cane me. And then please fuck me.” 

I opened my mouth. Then I hesitated. It felt like he could already see me naked. I felt so shy.

Wicked Wednesday: Maddie’s virginity (last hours 8)

I stayed on my knees [Maddie said], suckling the headmaster’s cock as it softened in my mouth. His hand in my hair no longer gripped me quite so tight.

He’d meant it to hurt while I pulled my head forward to take all of him into my mouth. Now it was a caress.

Eventually it was soft. It still felt huge in my mouth. I kissed it one more time, as he finally withdrew. I knelt before him still, not knowing quite what to do.

His taste was still in my mouth. I wondered if, back in class, people could smell it only breath.

He smiled down at me.

“Good girl, Maddie. That was very well done. I’d never have guessed it was your first time. I think you were made for this too, don’t you?”

“Oh my god. Yes, sir.” I liked that he thought that. For him I’d stay on my knees forever. I was in my place, where I’d always longed to be, even before I knew it. And I liked that I was the place he wanted to put his cock. 

“Oh, yes, sir!”

When I was a little girl I’d always enjoyed chances to please my teachers. I’d clean blackboards, But it made me feel singled out. I took his cock, kissed it reverently one last time, and tucked it back into this underpants.

It showed signs of life again. I smiled up at him. This cock: it was going to be properly in me this afternoon. After school. After he’d caned me for being late.

He smiled back. I zipped him up, and rocked back a little, still on my knees. I felt special. His helper.