How Leonardo learned to fuck Mom

by Jack Faber © 2024

Rebecca hugged Leonardo, kissed him on the lips and let her hand wander to his cock. The cock was half stiff again, the glans was hidden deep under the foreskin. Rebecca smiled lustfully and bent down. She pulled the foreskin of the half stiff cock back as far as she could and kissed the glans. These breathed kisses were only good for gradually making his cock fully hard. She was in no hurry to make him squirt again, there was time for that.

"Tell me how it all started with your Mom," she said and bent over his cock again. She took his cock in her mouth and while he was telling his story, she made him squirt twice in her mouth, she liked that a lot. — Leonardo sighed and after a few moments found his first words.

"I slept with my Mom from a young age, I noticed from a young age that she masturbated every night before going to sleep, she never made a secret of it. It was the same with the fucking. I saw it from a young age, she didn't let a man fuck her every night, rather less often. That made it particularly exciting for me because it didn't happen every night.

I found it strange from the start that the two of them were fully dressed at first, drinking a glass or smoking. It was much too slow for me as a little boy, I sat down on the floor in front of my Mom and energetically took off her panties or thong. I pulled and tugged and the two of them laughed at the little guy. Of course it wouldn't have been easy if my Mom hadn't discreetly helped. Her eyes flashed when I put my little index finger in her pussy hole with a mischievous smile in and out and the man's eyes popped out of his head. That was the moment when I could let go of Mom.

Things now took the accelerated course that I wanted. They kissed with their tongues, the man's hand slid up Mom's thighs and disappeared into her pussy. She unzipped his fly and took the cock first in her hand and then in her mouth. I was still far too young at the time to be able to judge how well she did it. She usually got him to squirt in her mouth before we went into the bedroom and undressed. "Oh, it's OK," she said to each man, "he's still so small and innocent, my son, and he doesn't like to be alone." So I was allowed to stay.

Mom usually did it a second time with her mouth and let him squirt deep into her throat as a reward. They all liked that. I asked Mom once and she gave me two points. Firstly, she only wanted to be fucked by a clean, cleanly licked cock, I could understand that, because of the risk of infections!? I nodded, that was easy to understand. Secondly, she wanted to suck a lot of his juice with her mouth, because the less juice he squirted into her pee hole, the less likely she was to have an unwanted baby.

Of course I wanted to know if I was a wanted child. She had to think for a long time and I knew the answer. She shook her head. "Yes and no, my Leonardo! My dad, your grandpa, has been fucking me since I was a little girl, since I was 9, I had to accept that. When I got pregnant, I absolutely wanted to keep you and have you. He still comes once a week to fuck, but I don't want you to watch because it's actually a sinful incest." At the time, I didn't understand what was so bad about it. I had watched them fuck for years.

Once I had to spend several days with my grandmother because my Mom was fucked by the seaside in front of the camera and was also supposed to masturbate on the sandy beach in front of the camera until she dropped. My grandmother was actually married to the other grandfather, but he had long since died. My grandfather preferred fucking my Mom to my grandmother. She was incredibly fat and walked around the house naked all day because she hardly had any clothes that fit. I didn't care, I walked around naked too and that was fine. She cooked really great things — schnitzel, French fries and ketchup — and after every meal there was a dessert, something sweet and a Viennese candy, there was a bit of schnapps in the filling, giggled the big, fat grandmother.

Up until then I had only seen my Mom naked, she explained everything to me, showed me everything and let me touch everything. My always naked grandmother asked me questions with a grin and I was able to answer everything. Grandma asked if I had ever fucked, deliberately spreading her knees so that I had to look right there. But I answered the question honestly, after all she was family. "Yes," I said briefly, "Mom let me stick my cock in her hole down there and we waited until it squirted on its own without fucking. But I'm not allowed to fuck her because of the incest." She laughed very loudly and waved me over. I went up to her, very close. She hugged me and I disappeared between her melon-sized breasts. She caressed my stiff cock and laughed cooingly, "Well, how's it going, Leo, do you want to fuck me?" I nodded immediately, what else.

Grandma stayed sitting on the kitchen bench and spread her thighs wide apart. She guided my hand into her pussy hole. "There it is, you can fuck and squirt inside as often as you like!" I stood between her thighs and she inserted my cock into her pussy hole. I asked, "Can I hold onto your breasts, grandma?" and she nodded invitingly. I first held onto her huge breasts, but then I grabbed her teats, which made it easier for me to hold on, and grandma rolled her eyes in lust.

So I often stood between grandma's legs, I was allowed to fuck her as often as I wanted. She obviously enjoyed the fact that I twisted her teats really hard while I fucked her, so that she had to masturbate and come immediately. She grinned crookedly like a con artist when I squirted into her. And I squirted as often as I could, with only small interruptions. Grandma just laughed and gently encouraged me. "Here you can fuck and squirt as much as you like!"

After dinner we went to bed. There was only the big double bed for her, me and grandpa. If I understood correctly, grandpa had to fuck the fat grandma every night, that was her price. I could still remember quite clearly how grandpa had fucked my Mom every night, really nicely and lovingly. But now he wasn't excited about fucking the fat woman. But he had to, that was clear to me. She let grandpa fuck her with a malicious grin, because she knew exactly what was going on in his head.

It was a goddamn good time with lots of fucking, which I couldn't talk about with Mom until weeks later.

Back then, when Mom told me about fucking Grandpa, she also explained to me that she only let men fuck her who could give her something, a new contract, a role in a film or more money. She was very sad when she said that. It wasn't nice to let yourself be fucked for money, my dear Leo. You were already half a whore, and she didn't want to be that. I didn't understand it until much later. Mom was of the opinion that she shouldn't fuck every man, even if she liked him. Only those who gave her something of value in return.

I always found it most exciting when a man penetrated Mom's pussy hole for the first time. She didn't like it at all when someone penetrated her in a flash and impaled her. That really hurt. Most of the time she held the cock with her hand and guided it straight to the pussy hole. Then she slowly inserted it with her fingers, as deep as she could. If he had a decent cock, she would take a sharp breath or sigh deeply. At first I sat down so that I could look directly into her pussy hole when she inserted his cock. Her pussy hole gripped the cock very tightly and didn't let go until the end.

I crawled forward and put my cheek on her thigh, where I had the best view of the fucking, into her pussy hole and the cock pounding in it. Mom loved to stroke my head and my hair while she was being fucked. I could feel on her fingers whether and how much aroused she was. I didn't find the fucking particularly exciting and it annoyed me when the nasty guy squirted into my Mom's hole. The guys obviously didn't care if Mom had an unwanted child. She let everyone finish ejaculating when they had already started to ejaculate. But otherwise she would pull his cock out before he squirted and finish it off with her hand; she didn't want to get pregnant.

Back then, in the long conversation, she explained everything to me in detail. Masturbating, fucking, sucking cock, doggy style and everything. She hesitated for a long time when I wanted to fuck her. That's not possible, she said, that would be incest like with grandpa and she couldn't allow that. Only when I promised solemnly that I would only stick the cock in and not fuck her did she reluctantly give in. It was the most wonderful feeling, I must say. Mom looked into my eyes and held me tight so that I didn't squirm or fuck her.

She held me tightly to her. "Is it good, my darling?" she asked and I nodded. She pressed me forward by my buttocks, deep inside. "Mom, my cock is swollen like a mushroom," I gasped and buried my face in her breasts. She stroked my face. "Isn't it good?" she asked in a whisper and I nodded, "Yes, it is wonderful!" and she pressed me by my buttocks into her little hole, deeper and deeper. I stared into her eyes from below. "Mom, it feels so strange," I gasped and stammered "I'm sorry!" because now I had to squirt inside her for the first time. Her face twitched every time I shot a stream in. But her eyes, her face continued to smile and she pressed me deep inside. "Is it good?" she murmured and I nodded. "It's really wonderful, Mom, to squirt inside the velvet!" When she made preparations to pull me and my cock out, I protested vehemently. She shrugged her shoulders, "OK, then!" and I was allowed to stay inside.

I don't think she did it on purpose, but the pussy hole kept twitching a little bit and immediately made my half-hard cock fully hard again. We stared into each other's eyes and her hand pressed me forward by my buttocks, into her hole. "Don't fuck me, Leo, don't fuck!" she admonished me and I nodded, "Yes, Mom, I'm not fucking!" She smiled in agreement. "If it gives you pleasure, ..." She never finished that sentence.

Now I held onto her back. That way I could hold on and move my cock back and forth just a quarter of a millimeter. The tip of my cock reared up like a mushroom and I gasped, "Mom, I think..." and my cock reared up and squirted. Mom was prepared for this, but her face still twitched with every powerful jet I squirted into her. Mom held me against her, her fingers slid over my buttocks and caressed my balls as I squirted.

She made no move to pull my cock out. "I didn't know you could squirt already, you're not even 10," she said and continued to stroke my back. I had only been able to squirt recently, I had discovered it when the fat boss fucked my Mom. I had laid my face on her inner thigh as usual, because that way I could see exactly into her pussy hole, because the boss pulled his thick cock all the way out before he pushed it in again. God, he didn't have the biggest cock, but Mom got really hot with him and had an orgasm or two, I was used to see that. Mom had held onto my cock with one hand so as not to fall into the abyss, as she said. In that grip I had to squirt for the first time, right into Mom's palm. It had been like that for a few days.

That afternoon my cock stayed hard for an hour. I came four or five times, I don't remember. I was so exhausted that I fell asleep next to her, even before dinner. The next day we were both somehow inhibited, we avoided the subject. No visitors came that evening, we went quickly to bed. I stroked Mom's inner thighs because she liked that very much. She opened her legs, let them slide gently apart. I knew she would start masturbating any minute. I gave her a few minutes head start, then I knelt between her thighs and very slowly and gently penetrated her pussy hole with my cock. She raised her head, "No, don't fuck me!" I hummed in agreement, of course I'll fuck her, if not now, then tomorrow, maybe. "No, don't fuck me, Leo!" she repeated urgently and half sat up. "I just want to put it in, Mom, like yesterday. And not fucking you, like yesterday!" She let her head sink back onto the pillow. "Okay, but don't fuck me! Promise me that!" My whole clever plan fell through. I nodded in agreement.

It was the first time I had stuck my cock into her pussy hole while she was masturbating. That was the best place for a cock, damn it! Why had I not known that for so many years, never thought about it? And yes, I kept my word, I didn't fuck her, not me. But she couldn't keep still while masturbating, she twitched and fidgeted so that I had already squirted three times when her orgasm broke out and catapulted my cock out.

She sat up and pulled me onto her thighs. "You were honest, you didn't fuck me," she said appreciatively. She pushed my hard cock into her pussy hole and chattered away, "You want to put it in there too, don't you?" She pressed me forward with her ass cheeks, right into her still slightly trembling and twitching flesh. We sat there for at least an hour, my cock stuck in her cave and rearing up before it squirted. Her face twitched with each powerful jet of sperm I shot into her. She smiled afterwards, stroked the hair on my neck and said, "That's not fucking, thank God, not a bit of fucking. That would be incest, ugh, incest! But like that, it's not fucking, just squirting inside, so definitely not incest!" She was really very happy that we weren't fucking, that we weren't committing incest.

It only took a week before my cock stopped squirting on its own when we put it in. At the end of the week she waited for an hour, but it didn't come. She only made fucking movements for a minute or two, and it squirted wonderfully! She was completely out of her mind and made the fucking movements herself until the end, until after I had squirted inside 5 or 6 times. She made the fucking movements until I had nothing left to squirt. She stared at me. "It's not possible anymore, it's not possible anymore squirting on its own!?" It was a statement, not a question. "I don't know why it is like that, Mom." I actually didn't know.

From then on, Mom did it with her fist and let my sperm splash somewhere. But she didn't like that either, she didn't want to just let my sperm splash somewhere. "What do you think, should I let you squirt in my mouth?" I was completely stunned, of course, I only knew that from the men who were allowed to fuck her afterwards. "Oh yes!" I exclaimed enthusiastically, "squirt twice in your mouth and then fuck you!" Mom knew what I was talking about, of course. She shook her head vigorously, "No, no fucking, absolutely not! That would be incest, and neither of us wants that!" My joy vanished immediately. But she knew how to lure me. "I'll let you squirt really deep in my throat, you know!?"

We made good decisions. Mom would take my cock in her mouth and rub it really hard so that I could squirt deep in her throat at the end. Or I could put my cock in her cunthole while she masturbated, and she would let me squirt in her mouth after her orgasm. She said why she didn't like it so much: when she was already racing towards orgasm, she lost control of the environment. She wouldn't notice if I took advantage of her and fucked her in this situation. I protested.

But that was exactly what I was aiming for. I turned down all the girls at school, I wanted to be my first to fuck my mom. But it didn't look like that. Mom had always drunk a lot, and now she knew no limits. She was heavily drunk almost every night.

She masturbated two or three times a night, grinning crookedly like a grave robber and lifting her legs up to masturbate, her knees next to her head. With a broad grin, she stuffed my cock into her pussy hole and started to masturbate. Of course, she knew exactly how it would go, because it went exactly the same way every time. She was drunk, but she was very careful to make sure I didn't fuck her. I didn't have to fuck her, she did that herself. She stared at my cock, which was stuck inside her cunthole, immobile and obedient. But the rotating finger, the twitching clit and all that battered woman flesh made my cock squirt quite easily. She stopped in the middle of masturbating and stared at my squirting cock. "But he's not fucking me, not at all!" she murmured contentedly and smiled at me with swimming eyes. "Well, now let's go on!" she gave herself the command. She bent her head all the way forward to see her clit as she masturbated. Of course I didn't fuck her, but I squirted into it as often as I could.

I had been spying on her for a long time, ever since she had said a word about grandpa. It wouldn't leave me alone, and I found out that grandpa came to fuck her every Sunday before the first cock crow, around half past four. I lay in wait. They didn't say a word, she took his clothes off and let her dressing gown fall. I knew by now that Mom had slept very little from Saturday to Sunday and had started masturbating an hour before Grandpa arrived.

Grandpa hugged her tightly and whispered in her ear. She grinned and smiled very sweetly, confirming whatever he had said. Grandpa's cock was not the longest, but the thickest of all. Mom grabbed his cock and guided it to her pussy hole. They both knew how quickly he could penetrate. I was totally excited because his cock pressed her pussy hole and her labia wide apart. I found this moment very exciting. I heard Mom panting, moaning and sighing. It didn't take her very long to orgasm. It was the same every Sunday at the beginning. Over the years his virility decreased significantly. He crouched over her pussy hole and left his cock half out. Mom masturbated him and just let him squirt in and the juice run in. It stopped one day, quite unspectacularly.

Since she had been drinking so excessively, she showed me some photos from the porn shoots. For a long time she had refused to masturbate and fuck in front of the camera, she didn't do that very often back then. But she did it early on, a pregnant beauty been fucked wide spread or masturbating like hell. We looked at the photos the whole time. They were thoroughly perverted, like my poor mother, who increasingly felt like a whore. I consoled her, I leaned on her back and hugged her from behind, caressed her breasts and twirled her nipples, because she loved that more than anything. So it came to be that she sat in front and looked at the pictures, and I crouched behind her, stuck my cock into her pussy hole from behind and looked over her shoulder at the pictures.

She could remember every picture and described everything in great detail. I found out that she didn't stop me from fucking her from behind in slow motion, in super slow motion. She was happy and excited, her finger played uninhibitedly with her clit and she chattered about this and the next picture. I fucked her quite unspectacularly in super slow motion, so I was able to hold back my squirt for about half an hour. I whispered very quietly in Mom's ear, "Mom, I have to go now!" and she immediately fell silent.

She let her head sink all the way to her chest, she was aware of the sin ccoming. "Oh Virgin Mary, it's incest!" she murmured and I knew that honest tears of contrition were running down her cheeks. She was as light as a feather when I lifted her slightly up by the hips. She closed her eyes and her fingers twisted her nipples tightly as I picked up the pace and fucked her from below and behind. There was no other sound, just our sweaty bodies slapping together. Mom reached between her legs, caressed my cock and triggered my squirt with her fingers. I squirted and squirted, because her caresses made my cock squirt endlessly. I let her fall onto her buttocks, I was done for.

She turned to me, hugged me and stroked my back down to my butt. She kissed me on the lips, although the tears were still running down her cheeks. "You did it again, my sweet little boy! Thank God not from the front, face to face, because that would be a terrible sin, an incest!" She kissed my lips again. "I think that this way, from behind, without looking at each other, it is not a sin, not an incest." She wiped away her tears with the back of her hand. "No, that's not incest, definitely not!" she said defiantly. "I know what incest is from my own experience. Dad fucked me before I was 10. That was incest, he fucked me every day, right up to today. (That was before grandpa became impotent.) You were there from a young age, my darling, until I started my career a few years ago. Since then he only comes once a week for incest."

I knew about it back then, of course. I vaguely remembered that grandpa slept with us when I was very young and that he fucked Mom every night before she masturbated; grandpa was younger then too. But then other men came in the afternoon or evening, important men. Mom let them fuck her — smiling deceitfully — to get ahead at work. I was glad that Mom could make it clear to the men that I was just her dear little son and was allowed to watch.

After Mom had sorted out the incest thing for herself, we looked every evening at the photos and later also videos of her fucking and masturbating in front of the camera. Of course, I saw straight away that she was only faking the orgasms. That was somehow really embarrassing for both of us. But she always accepted that I lay on her back and fucked her from behind. She only cried very rarely after orgasming and I often didn't know why she was crying.

That's the state of things, Rebecca!" Leonardo concluded his story.

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