The Fifty-Year-Old's Ass

My name is Christos, I'm 35 and married. Youli is 55 years old with a huge ass, enormous tits and works as a cleaner. Of course, the woman was a knockout, even though she's only 1.58m and around 75 kilos, half of which are tits and the other half ass, and she's fat, but she's not the flabby kind whose flesh hangs loose; the woman is tight and toned. Maybe because of the fat.

The unattainable for me was some good anal sex. Unfortunately, every time I attempted it, it was a complete failure.

1st Time, many years ago in Italy with Delia. In the heat of passion, I tell her I want to fuck her from behind, yes, she says YES, I take some wetness from her pussy and put it in her, as soon as I put it in and start to fuck her, she tells me to stop, she feels like she's going to shit. As soon as I pull it out, she starts running to the toilet like crazy, holding her asshole, crying and shitting along the way. She dirtied the whole house. Fuck, it was a traumatic experience because I was a kid and she, of course, was completely inexperienced in the matter. After that, of course, I didn't attempt it again for a very long time.

2nd Time, I attempted it with Nana in Patras, she was so in love with me and liked it so much, that if I told her I'd fuck her through her ears, she was willing to try it.. ….Then I stuck it in her without knowing, idiot that I am, that the ass, especially an unused one, needs preparation: 1 little finger at first, then thumb, then 2 fingers, and then cock with plenty of lube and a condom. So, before I put it in her, she went to the toilet and washed it, I don't know with what, I just had her lick it so it would slide into her ass. So, I started putting it in her, it was incredibly difficult, it was about to break my dick. After I got it in, I started fucking her and then she started asking me if I was finishing, sobbing!!! Then I look at my dick and see a river of blood running and her crying from the pain, sobbing but without telling me to take it out because it hurts. Anyway, we wash up, she kept crying and saying it was burning a lot and the blood wouldn't stop. What could I do, I take her and we go to the hospital. There, the stuck-up bitch got humiliated by the doctors because it was as clear as day that she had put something up her ass to suffer such damage. Then, after the humiliation, she got angry and in her anger called me a Pervert and said she wanted to break up. I didn't give a fuck, we broke up. Of course, after about a month we got back together but anal sex was never attempted again. Then she told me that every time for about 20 days when she went to the toilet, she remembered me and cursed me (oh, you asshole, what did you do to me, you old faggot, and such) because her ass hurt. Not to mention that in the first days, from what she told me, she couldn't wear jeans because it bothered her injured asshole, the tear.

3rd Time (many times) I tried with my wife. There I used lube, I used condoms, I prepared her asshole with my fingers, I put it in 4-5 centimeters at most, barely getting the cockhead past her ring. As soon as I started to put it in a little more or started to fuck her ass, she squealed like a pig being slaughtered. Not to mention she was cursing too, take it out you asshole, I can't, and such. So after many, many attempts I understood that I'm not cut out to be an ass-fucker….

Until Youli confessed to me that she got married a virgin, but a virgin from the pussy(!!!), it made me think about "seducing" her into a good fucking from the "trunk" even if she was trash. Of course, her huge ass and enormous tits turned me on, let's be honest. So one Friday morning I ditched the construction site for a bit and went to the apartments to see if I could tear up her ass. I found her mopping the corridors. I tell her slyly and playfully "Mrs. Youli, I have a problem and you need to relieve me" then she twists it around and tells me "hey buddy, okay, we fixed you once, now what do you want? ….aren't you taking your buckets to go play on some other beach?" I was stunned, red with shame, I gather my things and run back to the construction site and even apologized!!! How was I to know what awaited me after. I got angry, of course, and said to myself, you fucking bitch, I'll fuck you for damn sure. And that didn't take long to happen.

That same evening, returning to my room from a taverna where I had gone to eat, a surprise awaited me. I hear a voice "over here, Mr. Christos." Youli was waiting for me inside her car, in the parking lot in a dark spot outside the apartments. So, I say, what's going on? Sorry about this morning, she tells me, I had my own issues. Why were you so late? she asks me. I was looking for another beach, I tell her ironically. You don't need to, she tells me, today the beach you'll play on is me. Go up to your room, she tells me, and I'll come up in a bit too so we don't attract attention. What was also very exciting was that she always used the plural, as if nothing had happened between us. I tell her that today there's no one upstairs because everyone left for Athens and that it was my turn to stay at the construction site over the weekend so you're not attracting attention, but don't expect anything to happen because I'm not in the mood. Okay, she tells me, I just want to talk to apologize for my behavior this morning and I brought you something to treat you. Alright then, I say, and went up; she waited downstairs for a bit, finally, so as not to be spotted by any random person, and in a little while, tsk-tsk, she came up to the room and opened it with her own key, please. Made up and dressed in an expensive leather coat and high-heeled boots. (Bravo, the old lady, I thought to myself) I had turned on the TV and was sprawled - all over the one and only armchair the room had. As soon as she came in, she immediately poured me a whiskey she had brought with her; I was indifferent. She had come behind my armchair and was telling me various bullshit and …….suddenly I feel her enormous tits caressing my head! I turn abruptly and see that she was topless and only wore the leather coat over her, her high-heeled boots, and her nylon stockings. Let me make it up to you, Mr. Christos. No, Youli, I don't want any other bullshit, I tell her, enough. I won't jerk you off again, leave me and you'll see… and there I gave in, she started undressing me slowly, starting with my boots, she untied the laces and pulled off my socks with her teeth!!! I let her, to see what she would do. After she undressed me in a very arousing way, she started licking me everywhere. When I say everywhere, I mean everywhere: from my feet, my soles, my armpits, to my asshole, my balls, and my cock. But I couldn't, and I tell her I need to take a bath because I was covered in grime from the construction site. Indeed, we went to the shower where she washed me, soaped me, caressed me, licked me, for at least 30-40 minutes, naked as she was, without even taking off her boots and her nylon stockings. Meanwhile, from the water falling on her, the makeup had run, and she looked like an old hag, tsa tsa.

Of course, after so much pampering, I was ready to cum, and then I tell her: "Suck Mr. Christos's cock, you slut, so you learn how to talk." "Yes, my big-dicked man, my little lamb, I swallow it all, don't worry, I won't leave a drop, empty them now." Without another word, she bends down, puts my cock in her mouth, and started sucking it while I caressed her tits, and she took it incessantly. Until the old cock-hungry hag, 1-2 seconds before I came, realized I was about to cum and stopped moving her head; she just held it in her mouth all around, puffed out her cheeks as if inflating a balloon (!!!) without moving at all, and waited… Until they shot out. "Take it and swallow it, you old hag," I tell her. I came, and I don't know how much. The old cock-hungry hag swallowed and swallowed again until I had nothing left. What a blowjob that was. I had never had a blowjob like that. Not even my wife, who is a master at blowjobs. She sucked so gently that my cock stayed hard.

She wasn't touching it anymore… she just started licking my balls and my asshole intensely. Then she took from her pocket the magic ointment. She smeared her hands and caressed my balls with it. Then she turned and put ointment deep in her ass and says to me: "Do you want to fuck ass, my big-dicked man? Little man, do you want the old hag's little ass?" Then she did the same with her pussy "or her cunt?". The damned, ass-ravaged slut knew how to arouse a man, even if she was trash.

She turned back to my balls and my cock and started smearing them tenderly. In the midst of it all, she says to me one moment, "my big-dicked one," and goes and takes out of her leather pocket a condom. She unfolded it a bit and sucked it into her mouth, holding it open with her hands on the outside. "Oh," I think to myself, "what am I going to learn today…" I understood, of course, and I guided my cock to her mouth, and she put the condom on with her mouth!!! Not completely, naturally; she put the rest on me with her magical hands. I'm telling you, my cock stayed hard as steel after cumming; I hadn't experienced that since I was 20 years old.

"Now what do you want, my baby," she says to me, "little ass or little pussy?" "I want your cunt, you whore." …and before I could react, she grabs me and puts me on my back on the bed, sits on top, takes my cock with her hand, and guides it to her pussy. As soon as she puts it inside her, she closes her eyes, and I grab her huge tits and start playing with her huge nipples. "Don't move," she tells me imperatively, and she starts "dancing-hopping," an incessant, rough hammering very fast, despite all her extra kilos, turning her head right and left like crazy, driving my not-so-big log (18 cm measured) deep inside her, enough to find the womb, and she squealed from arousal something like "iiiiii, iiiiii, iiiiiiiii," and then she shouted—when I say shouted, it was as if she was at a stadium—"Yes, tear me apart, fucker, my big-dicked man, my brave one, my tsolia, what a cock I'm eating, the whore," and then, without stopping the hammering, she focuses on one point, looks at me with a crazy gaze, grabs my neck with her hands tightly as if she were going to choke me.

And then "Yesssssssss aaaaaahhhhhhhh…. YES………. slut, take it slut, Mr. Christos (!!!) ahhh," and she lies down on top of me, lets go of my neck, hugs me, and kisses me wherever she finds, and says simultaneously, "Ahh, what a relief, slut, your old hag came, slut, what a nice cock you have, my baby." Then she stops, catches her breath, gets up, takes the cock (still hard) out of her pussy, and I see the nipples of her tits have popped out at least 2 cm!!! I was amazed, my eyes popped out, I was shocked; this old hag cleaner was full of surprises.

I sent her the cunt for repair, and she tells me, "We burned our womb, Mr. Christos, it can't take anymore (big woman, you see), sorry." I think to myself, "Again she's going to mess with me…" As if she understood, and taking off my condom, she started playing with my cock with her tits and tells me simultaneously that "such a vaginal orgasm (well done, cleaner) I hadn't felt in a long time… the whole city would have heard us… you know, for me to have a clitoral orgasm, you have to put it in from behind…" "Here we go with the nice stuff," I thought to myself… "but, my boy, your cock, even though it doesn't look big… I don't know, maybe it's too hard…" (I mean, the old hag is playing with my cock with her tits and simultaneously telling me stories) "but I hurt, my boy… I'm a little afraid to put it in from behind, don't make my hole bleed." "No, Yuli, I'll be careful, don't worry, if I hurt you, I'll take it out immediately…" "Okay," she tells me, and goes and brings ointment and a new condom… then she reconsiders… "My sweet, should I make you cum and enjoy it? I'm afraid from behind…" "No, Yuli, don't ruin my arousal, let me put it in and you'll see…" Then she does the following arousing thing: she gives me the ointment and tells me, "Empty it all inside the hole," and gets on all fours, opens her huge ass cheeks with her hands, and… I see a small hole!!! My wife's asshole, which she doesn't even let me fuck, is bigger… "Oh," I think to myself… "balls… I'll be running the old hag to the hospitals…" Anyway, on one hand I thought so, on the other hand, I was aroused by the idea… I emptied the whole K&Y into her ass until it overflowed outside… she tells me, as she was on all fours, "Bring the shampoo from the bathroom and two condoms from the leather so I don't have to get up and the ointment will run…" I shot off like a sling and brought them, put one condom in the shampoo. I began slowly inserting fingers into her ass and she was saying, "ahhh nice nice up to here, two fingers, then ahhh...yes nice nice put the shampoo, my horny one, put it in...." I put it in and I was inserting it and pulling it out and she started getting turned on and slapping her pussy. I would pull it out and her asshole was relaxed, but then my dick started to get heavy and I put the shampoo and left it in her ass while I went in front of her and gave her a blowjob, hard again, steel-hard this time....I take it out and go behind her asshole and I say, now or never, I skillfully take out the shampoo and put my dick in her ass and very easily indeed, nice she tells me nice...now I was putting it in and pulling it out with great ease, her ass had opened up and had become a funnel. She was saying from time to time nice nice and then she started slamming her ass on my dick while she spanked her pussy, Then I tell her, Yuli, now there's no turning back, I'm going to tear your asshole, you slut, and I start the compressor....Yuli was groaning from pain and horniness together and started again iiiii, iiiiiiii, iiiiiiiii. While the spanks she was giving her pussy were now very intense slap, splat, cha, choof..... Yes, Yes, Yes fuck my ass, bravo yes, ahhhhh, ahhhhh, what kind of fucking is this you're doing to me, yes fuck me, split me open, fuck the whore, fuck me my stud, my pasha, tear me open, cum you asshole, cum you fag, I can't wait anymore, cum me the fucking ass-whore I can't hold back anymore I'm cumminggggg cum you old fag, cum Lord Christ, I'm cumming reeeeee, she was shouting as if shouting for help from the voices and from the horniness and I however couldn't last much longer and then the incredible begins, as soon as she came, she started opening and closing her asshole every time I thrust it in and pulled it out...the woman, I'm telling you, ultimately controlled her anal muscles perfectly...her asshole sometimes became a little hole and sometimes a gaping pit,.... "come on my sweet, cum in me,"... she was telling me and now that I was close I tell her I'm going to cum on your face, you ass-splitting ass-whore take it, take it you whore take it and I pull out all at once and she immediately turns over on her back while I sat on her chest and shot my loads on her face. "Yes my horny one cum aaahhh how warm your cum is mmm yes yes more.. thank you Lord Christ!!!" And I fall next to her on my back looking at the ceiling.....she, cum-covered as she was, slut, got up and started reverently cleaning my cock with her mouth and sucking up the remnants..... while the shampoo bottle cap had stayed in her ass!!!! from the tightness.

She gets up then with a grace, looked at me and says to me, did you see how I managed to keep the cap with my asshole? No, I say, it's not possible, she did that on purpose too....

The nice thing was that eventually her ass hurt and she went to the fridge and took from the ice tray an ice cube and put it in her asshole. While she was telling me, our fuck was very nice, little one. I want to fuck you again but don't get so carried away with the ass. You made my asshole swell...and then she went to the toilet probably to shit out the ice cube and relax. Then I understood how you should fuck ass.