Daniel’s Cruel German Mistress

by Regina von Strikt

  "You're a little piglet, Daniel," she said laughingly.

  Well, at least she didn’t seem to be angry at me for the way my body reacted to her. I'm sure she had seen a number of erections before mine. Crooking her index finger, she gestured me closer. My cock swaying with each step, I approached her. I was still holding those stupid boxer shorts. I hadn’t even thought of refusing. Obediently, I stood naked in front of her and waited for further instructions.

  "Make it go really hard."

  I swallowed.

  "Excuse me? You want me to... what?"

  "You heard me, Daniel. Or are you seriously saying you don't know how to rub one out? You of all people!", she added laughingly.

  Of course, she knew that I regularly pleasured myself. A man my age without a partner – it didn’t take much imagination. Nevertheless, the realization that she knew about it was of quite a concern to me.

  "Michelle, please! I am embarrassed," I said, trying to deny her request.

  "Oh, Daniel, you've been such a good boy until now. You shouldn't be embarrassed. I've seen a lot of erect cocks. Now do it! I want to see how big it gets."

  I almost asked why she wanted to know, but at the last minute I held back. I put my hand around my half erect shaft and closed my eyes with shame. Slowly, I started to jerk off. Since I am not circumcised, playing with my foreskin excited me quickly. I almost forgot that I was masturbating under supervision, so to speak.

  "Don't cum!" I heard her stern voice, bringing me back to reality.

  I flinched and stared at her. I had never heard her speak so sharply before. I almost came then and there.

  "Put your hands behind your back," she said, "and put those silly underpants away."

  I threw the boxer shorts aside and crossed my hands in the back of my neck. Like a fist in the gut, it hit me just how humiliating the situation was. She sat clothed and relaxed in the armchair and I stood naked and with my cock trembling with excitement in front of her. But ashamed as I was, it was also one of my deepest fantasies coming to life. Michelle moved closer and touched my testicles. Then she ran her fingertips over my shaft. I took a deep breath. Her tender fingers pushed my arousal almost to the point of pain. A broad smile showed how much she liked making me so horny. Had I known at the time how much she enjoyed seeing me in misery, maybe I would have pulled the rip cord then and there. But at the time, she was rather opaque about her sadistic tendencies.

  Slowly, she pushed her dress down over her shoulders revealing her breasts. Of course, she wore no bra and so her firm breasts bobbed freely out of the restricting fabric. I greedily watched them move. She grabbed her purse and said:

  "I think I have the right size with me."

  Then she pulled out a condom and tore the package with her teeth.

  "We don't want you to make a mess, do we?"

  I was struck silent. Somehow, she managed to push the rubber over my erect cock without me ejaculating. It wouldn't have been the first time I'd come early, but she looked like she had some practice at this. Then she advanced to the edge of the chair and said:

  "Because you've been such a good boy, you'll get your reward."

  She took my erection between her wonderfully soft breasts and immediately I began to move my hips. Tenderly, she pressed her breasts around my cock, and then put her hands on my ass. I had never come this fast before. Groaning I unloaded myself into the rubber. Michelle giggled.

  "Well, that was quick. Somebody must have needed it bad," she said amusedly.

  She pulled away from me and pushed me back with her hands. Then she readjusted her dress until she looked perfectly presentable again and rose from her seat.

  "Take care, Daniel," she said and patted my cheek.

  She called a taxi on her cell and went to the front door. I followed her with the sticky condom still on my shriveled dick. At least I managed to lower my hands from my neck.

  "Michelle, will I see you again?"

  She turned around, looking amused.

  "Sure, Daniel,” she called over. “But don't jerk off until then, understand?"

  "Yes, Michelle, I mean... no, Michelle."

  But she was no longer interested in my assertions. The door closed behind her and I stared at it for a long time. Then, against my habit, I allowed myself a shot of liquor.

  The Punishment

  Over the next few days, I recalled the sensual memory of ejaculating between her breasts over and over again. Of course, I masturbated every time, no matter what I’d promised. Because while Michelle dominated all my thoughts and fantasies, my lust was stronger than her wanking ban.

  She called on Friday night.

  "Hi Daniel. How are you?"

  "I’m great, thank you," I said, taking my hand off my shaft.

  She probably heard my guilty conscience in every syllable.

  "What are you up to now?" she asked sternly.

  "I'm watching TV. An animal documentary."

  "Does it contain piglets?"

  "Uh, no, why—"

  "We'll talk about that later. We're going shopping tomorrow, Daniel. Bring your credit card and pick me up at two o' clock."

  "Okay. I’ll do that, Michelle. What are we going shopping for?"

  But she had already hung up. I shrugged. I wasn’t quite in the mood for jerking off anymore.

  The sun was shining on Saturday, and I drove to her apartment feeling great. This time, she came out of her house quickly. She was wearing tight jeans, pink sports shoes and a black top, the lacing barely restraining her luscious breasts. Her bouncy curls were tamed into a ponytail. A man's wet dream. She embraced me and kissed me passionately. Her tongue pushed itself into my mouth and her hands kneaded my ass. When she pulled away, she grabbed my crotch as if to check. Of course, she felt my excitement.

  "Well, at least you didn't drain your balls completely," she said.

  I didn’t respond; the subject still made me uncomfortable. She led me to an elegant men's boutique where she gave me a complete make-over. After two hours, I was exhausted from putting on and taking off an unending series of clothes. We left with several trousers, a number of shirts and three jackets. She also made me buy three pairs of very expensive shoes. Michelle and the salesgirl obviously had a lot of fun with the selection. My opinion seemed immaterial. However, I was allowed to pull out my credit card at the checkout. The shop owner charged the card with a sum that made me feel a little faint for a moment.

  "What do we do with the old stuff?" the salesgirl asked at the end.

  "Just dispose of it," Michelle replied, patting my ass to set me in motion.

  Packed with various bags, I left the shop. The car wasn't parked far away. I was wearing tight black pants made of thin fabric, fine Italian shoes and a sporty blouson over an expensive shirt.

  "Now I don't have to be ashamed walking next to you in the street anymore," Michelle said contentedly.

  "But there was nothing wrong with the old things," I dared to protest.

  "Your old things were tasteless and cheap. Now, come on, we have an appointment."

  This time, she led us to a hairdresser's at the edge of the city center. I was given a fashionable hairstyle; it looked ridiculous to me. Again, I wasn't involved in the conversation between Michelle and the hairdresser. Afterwards, we went to a street café. Because of my casual, some would say sloppy appearance, I was used to the occasional disparaging look from strangers. That was not the case today. On the contrary. The fact that I was in the presence of such an attractive and younger woman obviously made me appear more interesting to other women, as well. The glances of the men varied between envious and appreciative. No matter how stupid it may have seemed to me, clothes apparently make the man. It was becoming overwhelmingly obvious to me that day. I may have felt strange in my new clothes, the hairstyle may have felt silly. But they an effect on people I couldn’t miss. Michelle ordered ice-cream from a round, older waitress; I ordered a latte. Michelle was smoking again. A terrible habit, but I re
frained from voicing my displeasure. Instead, she began to raise the subject again that was still making me rather uncomfortable.

  She put her smartphone on the table and asked: "So, Daniel? Have you been a good boy?"

  I pretended not to know what she was talking about.

  "What do you mean? That I didn’t say a word of complaint at the hairdresser’s and the store?”

  "That's not what I mean. It should go without saying that you value your appearance when you are in public with me. No, you know what I'm talking about."

  I shrugged hoping she wouldn’t raise the issue in public. But I was wrong.

  Angry, she said: "I’m talking about whether you abided by my wishes and didn’t jerk off, Daniel. Stop looking away and answer me!"

  I flinched, it felt as if she had slapped me in the face.

  "I really tried, but... em... one or two times I may have..."

  "How many times have you jerked off?"

  She spoke louder than I was comfortable with. To make it worse, the waitress was approaching with our order.

  "About six times," I said quietly, hoping that Michelle would hold back. But she knew no mercy.

  “You jerked off at least six times, even though I told you not to?" Michelle said, while the waitress was setting her ice cream and my latte on the table. The older woman looked in shock, staring at me as if I had "sex monster" written on my forehead.

  "Michelle, please, I'm sorry, but..." I looked at her pleadingly.

  "Daniel, you really are an undisciplined pig."

  The waitress now smirked.

  "Enjoy," she said dryly, then walked away with a shake of her head.

  "Michelle, was that really necessary?" I asked angrily.

  "Oh, now you're ashamed? Because that old hag heard me? But you don’t give a shit about how I feel when you'd rather jerk off instead of waiting for me?"

  I hadn't thought of it that way. Was she jealous of my right hand? No, it was more like she was disappointed that I had disregarded her explicit wishes.

  "See, I thought you found me attractive and desirable, Daniel. But now I have to realize that you'd rather get off on your own."

  "But you are attractive. You're the most desirable woman I've ever met, Michelle. I was thinking about you every single the time."

  That wasn't even a lie.

  "Oh, and now I'm supposed to be what? Flattered? I'm supposed to be happy you used me as your go-to spank bank? I'm really not prudish, but I find it distasteful to think of what obscene things you did to me in your imagination. I want to be only one you satisfy your desires with, Daniel. And I need you to learn to wait until I have the time and inclination to fuck you."

  She loosened the lacing of her tight top and her breasts started to push harder against the material.

  "Or don't you think it would be worth a little patience?"

  I stared at her neckline and swallowed.

  "Of course I do. Of course you’re worth it."

  The sight was really tempting. I immediately had to think of cumming between her breasts again. She ate a few spoonsful of ice cream and seemed to think about all of this. I preferred to stay silent. Better than saying the wrong thing again, I thought.

  "You know, Daniel, the worst thing is that I obviously can't rely on your promises. You told me you wouldn’t masturbate, but still happily continued jerking off. How am I supposed to build trust in you?"

  "I'm really sorry, Michelle. Please, I will do better in the future. Believe me."

  "That's easily said. And I’m pretty sure just as easily forgotten. Maybe we don’t suit each other as well as I had hoped."

  That almost sounded like goodbye. I looked up at her horrified. Oh God, the one time such an amazing woman was interested in me, I had to go ahead and screw everything up, just because I couldn’t keep my cock in check.

  "Please believe me, Michelle. I'll do anything you want. I won’t touch myself anymore. I promise."

  But she just shook her head.

  "No, Daniel, you must learn that your lack of discipline has consequences. Otherwise, you'll never learn to control yourself. Maybe you'll do better with the next woman."

  "Michelle, please! Let's try again. You can ask for anything you want. I'll do it."

  The thought of losing her almost made me panic.

  Michelle looked at me as if wondering whether I deserved a second try. Then she raised herself up in her chair.

  "Okay. I'll give you another chance. But you will learn that such conduct has consequences," she said with perfect calm. "I will punish you."

  I swallowed hard. The coffee was almost cold, but still untouched.

  "You want to do what?" I asked incredulously.

  She licked her ice cream spoon, revealing a broad stretch of tongue.

  "I will punish you for jerking off. I want to you really feel what it means to disappoint me."

  I stared at her, still incredulous at what she was saying. The biggest punishment, of course, would have been ending our relationship. And so I was ready to accept whatever else she had in mind to stay close to her.

  "Believe me, Daniel. This isn't easy for me, either. I would much prefer us getting along without having to resort to such educational measures, but you clearly need some help understanding how serious I am."

  I found myself a little confused by her choice of words, but she was a nursery teacher, after all. I only understood that she was willing to give me - and us - another chance.

  "What exactly are you going to do?" I asked, a touch of uncertainty in my voice.

  "You will get a cane and I will use it to punish you."

  So there it was. I got scared. Countless pictures I had seen on the internet appeared in my head. Tormented women, buttocks striped in red welts and dommes with leather whips. I have have jerked off to such images in the past, but I never thought I’d ever experience something like that myself. I looked at Michelle. Nobody would have taken her for a cold dominatrix. Her gentle eyes, the curls that fell playfully into her pretty face. Nothing pointed to any sadistic tendencies. Now, of course, I had noticed that she was quite assertive, and it didn't bother me. On the contrary, I enjoyed it. But to let her spank me? That was quite a frightening thought. On the other hand, if it was the only way to save our relationship, I suppose I was willing to go along with it.

  "I would understand if you don't want to, Daniel. That you might be afraid of pain or not willing to endure it for us. But then it would be over between us, you understand?"

  I cleared my throat.

  "No Michelle. I'm just a little surprised. But if you really think it's necessary, I'll get the cane."

  She laughed, looking relieved.

  "That's good. That shows me that care about what we have together, Daniel. You can get one at a garden center or a hardware store. It would be best if you got a couple of them, give me a choice in length and diameter."

  I was again surprised that she obviously had quite precise ideas about the punishment, but I nodded. Just like that, she was in a good mood again, and I was glad about it.

  "So, it's a deal. You get a couple of canes, and I'll come by Monday night. We’ll settle the matter of your misdeeds. But don't make it worse than it already is. You know what I mean?"

  “I do, Michelle. I will hold back and not touch myself."

  "I'd find out, Daniel. You do realize that, don't you?"

  I nodded.

  "You understand that this is your last chance?"

  Again, I nodded silently.

  She moved her finger in her molten ice cream, then slowly licked the cream off her finger. It was quite erotic.

  "And if you take your punishment like a good boy, I’ll make sure to reward you," she said, lust glinting in her eyes as she looked at me.

  I felt my cock twitching nervously. Three more days, I thought with a hint of disappointment. Now I could hardly wait for my punishment. I was determined to pass the time without masturbating. The reward would certainly be worth it.


  Suddenly, her smartphone made a sound.

  "A friend of mine wants to meet up,” she said after reading the display. “Well, Daniel, we've discussed everything. See you Monday, then."

  One quick kiss on my mouth and she was gone. I ordered a shot of liquor from the old hag before I headed home.

  Over the weekend, I distracted myself by reading, playing around with Excel. But the closer Monday loomed, the more nervous I got. I avoided looking at the internet, because I didn't want to tempt myself. Sunday night, I couldn't stand it any longer. I had to talk to someone. I called Bastian.

  Hey Daniel, you old ladykiller. I hear you've actually managed to go out with Michelle.

  "Yes, I think we're together. But there are some problems already."

  Oh Daniel, don't mess it up, you hear me? You'll never get a shot at a woman like that again.

  "I know, Bastian. I know, I know. But well, she's pretty, uh, strict, too. She's trying stop me jerking off."

  You can understand that, don't you? No woman likes it when her partner gets distracted like that. They always think it means they're not enough for you.

  "Yeah, I know. I'm trying to stop doing it. But you know, it’s hard if you've been alone as long as I have, and you're used to getting off whenever you want."

  I’d advise you not to do it. You can't fool Michelle. She'd smell a rat immediately.

  "I think so, too. But there's something else. She wants, well, she wants... I really don't know how to say this."

  Stop stammering, Daniel. How long have we known each other? Since your first day at college, that’s how long. Now out with it.

  That was true. When I first started college, I was pretty helpless and he took care of me, helped me find my bearings. Showed me what's important and what isn't.

  "She wants to spank me so I get how serious she is. Because she had told me not to, and I couldn't help it and did it anyway."