A week after the previous sexual experience, I was still 19 years old, and I went looking for the first woman who wanted to party, didn't care about appearance or age, it was to get back at women, I was still upset about what had happened. I ended up with a woman who wasn't really pretty, quite fat, long hair, short, small tits but an enormous ass, around 38 years old, a widow for 10 years and said she hadn't had sex since then, and I believed her. Who would be stupid enough to sleep with her? -Me. At that time, a complete idiot.
Well, we ended up together, took her out to eat at a restaurant, accompanied her home, she lived alone, invited me in, we had sex that night but it was quite normal, nothing special to mention. The truth is the woman didn't really appeal to me, but I wanted sex and didn't want to put too much effort into it. I kept seeing her for a while, just sex, but I was getting tired of always the same thing, and damn she was ugly, I wanted to leave her, I was losing my power being with some young girl. But I didn't want to leave her without trying her ass, never had or tried anal sex and I was curious, asked her if she'd ever done it and said yes, with her husband years ago, but it hurt a lot and she didn't like it.
It didn't matter to me if it hurt or not, if her husband tried that ass, I would too. I tried to put my finger in her ass during lunch, managed to get it in but with great difficulty. And every time I could open up her ass a bit and pull out the finger she'd close it back up, didn't cooperate much. My patience was wearing thin.
One day I bought an anal plug and gel, liquid vaseline at a sex shop, got home and said take this, I have a gift for you, when she saw it she got a little scared. She said don't think you're going to put that plug in my ass? I told her no, not in your ass, but in your ass my cock will go, the plug is for you to play with your pussy. While it didn't make her laugh any, and she didn't let herself be made of anything that night. But a few days later I did her a big favor (which doesn't matter) and she owed me one, she said she'd do whatever I asked, of course I told her I want to fuck your ass. She tried to convince me but there was no way, in the end she agreed.
She got into bed on her stomach and I put some pillows under her so her ass would be more lifted up, and she with her hands opened her buttocks. I greased her ass well with lubricant and started the action, first with my finger, two wouldn't go in at all. Not even with that lubricant I had bought (what a scam), I tried with the dildo, which was thicker than my finger but thinner than my cock, since it was hard it went in well, she complained a little but nothing, the dildo went in easily, and so on for a long time, and while I played with her pussy and clitoris with the other hand. When I thought it was going in easily, I would take it out slowly and try to get the cock closer, but she blocked the hole. Like that once, twice, three... I was already fed up, I had been watching her for hours as the dildo went in and I wasn't doing anything, she was laughing at me, a real slut, I had to do something!
I changed my strategy, I put my cock in her pussy, with her having the dildo in her ass, she was surprised and asked: - But didn't you want to put it in her ass?
I answered: - It doesn't matter, I'm tired, we'll try again another day. But really what I wanted to say was, of course I do, but you're not cooperating, daughter of a great slut, and you're going to find out, ha ha.
She relaxed a bit, started enjoying the vaginal penetration she was receiving, and I while moving my left hand a little with the dildo inside her ass, I was very excited, I can last a long time if I want to, but that slut didn't deserve it, that day I didn't care if I had an orgasm or not, and when I was already about to come, I accelerated the speed and depth of the thrusts. taking it almost whole, I managed to pull it out whole and put it back in through the pussy, so that it seemed like it was coming out without wanting to, and then I pulled out the consoler from the ass and slammed my cock in there
She let out a scream that almost left me deaf. ¡Hijooo de Putaaaaaaaaaaaaaaaaaaaa!. And it wasn't even fully in yet, just half of it, but for me it was enough. I came right away, inside her ass, then kept pumping a bit to enjoy the sensation, I felt bad, I always used to be good with women, but that day I wasn't, when I was still inside her ass and she was complaining about the pain, I'm not sure if I almost cried, I told her: I tried to do it nicely, but there was no other way, you're blocking my ass, well it doesn't matter now, I've got what I wanted from you, I'll remember you for the rest of my life, you'll be the first one I broke in, but now I don't care about you, I'm leaving, damn it, I don't even like you, I don't know what to do with you
I pulled out of her ass, watching as my cum mixed with a bit of blood from her butt, and I left. And I never saw her again
After that, I went two months without sex, until I met a young girl...but that'll be another story
I hope you enjoyed it, these are real experiences. This one I hadn't even told my best friend, I was ashamed, the truth is I'm not proud of my behavior, but well, this was the only time I was bad to a woman and she was young
Well, we ended up together, took her out to eat at a restaurant, accompanied her home, she lived alone, invited me in, we had sex that night but it was quite normal, nothing special to mention. The truth is the woman didn't really appeal to me, but I wanted sex and didn't want to put too much effort into it. I kept seeing her for a while, just sex, but I was getting tired of always the same thing, and damn she was ugly, I wanted to leave her, I was losing my power being with some young girl. But I didn't want to leave her without trying her ass, never had or tried anal sex and I was curious, asked her if she'd ever done it and said yes, with her husband years ago, but it hurt a lot and she didn't like it.
It didn't matter to me if it hurt or not, if her husband tried that ass, I would too. I tried to put my finger in her ass during lunch, managed to get it in but with great difficulty. And every time I could open up her ass a bit and pull out the finger she'd close it back up, didn't cooperate much. My patience was wearing thin.
One day I bought an anal plug and gel, liquid vaseline at a sex shop, got home and said take this, I have a gift for you, when she saw it she got a little scared. She said don't think you're going to put that plug in my ass? I told her no, not in your ass, but in your ass my cock will go, the plug is for you to play with your pussy. While it didn't make her laugh any, and she didn't let herself be made of anything that night. But a few days later I did her a big favor (which doesn't matter) and she owed me one, she said she'd do whatever I asked, of course I told her I want to fuck your ass. She tried to convince me but there was no way, in the end she agreed.
She got into bed on her stomach and I put some pillows under her so her ass would be more lifted up, and she with her hands opened her buttocks. I greased her ass well with lubricant and started the action, first with my finger, two wouldn't go in at all. Not even with that lubricant I had bought (what a scam), I tried with the dildo, which was thicker than my finger but thinner than my cock, since it was hard it went in well, she complained a little but nothing, the dildo went in easily, and so on for a long time, and while I played with her pussy and clitoris with the other hand. When I thought it was going in easily, I would take it out slowly and try to get the cock closer, but she blocked the hole. Like that once, twice, three... I was already fed up, I had been watching her for hours as the dildo went in and I wasn't doing anything, she was laughing at me, a real slut, I had to do something!
I changed my strategy, I put my cock in her pussy, with her having the dildo in her ass, she was surprised and asked: - But didn't you want to put it in her ass?
I answered: - It doesn't matter, I'm tired, we'll try again another day. But really what I wanted to say was, of course I do, but you're not cooperating, daughter of a great slut, and you're going to find out, ha ha.
She relaxed a bit, started enjoying the vaginal penetration she was receiving, and I while moving my left hand a little with the dildo inside her ass, I was very excited, I can last a long time if I want to, but that slut didn't deserve it, that day I didn't care if I had an orgasm or not, and when I was already about to come, I accelerated the speed and depth of the thrusts. taking it almost whole, I managed to pull it out whole and put it back in through the pussy, so that it seemed like it was coming out without wanting to, and then I pulled out the consoler from the ass and slammed my cock in there
She let out a scream that almost left me deaf. ¡Hijooo de Putaaaaaaaaaaaaaaaaaaaa!. And it wasn't even fully in yet, just half of it, but for me it was enough. I came right away, inside her ass, then kept pumping a bit to enjoy the sensation, I felt bad, I always used to be good with women, but that day I wasn't, when I was still inside her ass and she was complaining about the pain, I'm not sure if I almost cried, I told her: I tried to do it nicely, but there was no other way, you're blocking my ass, well it doesn't matter now, I've got what I wanted from you, I'll remember you for the rest of my life, you'll be the first one I broke in, but now I don't care about you, I'm leaving, damn it, I don't even like you, I don't know what to do with you
I pulled out of her ass, watching as my cum mixed with a bit of blood from her butt, and I left. And I never saw her again
After that, I went two months without sex, until I met a young girl...but that'll be another story
I hope you enjoyed it, these are real experiences. This one I hadn't even told my best friend, I was ashamed, the truth is I'm not proud of my behavior, but well, this was the only time I was bad to a woman and she was young
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