My Neighbour, The Widow: As Ugly As She Is Attractive
This story is the first chapter in a long series of tales in which the protagonist is the same: a 30-year-old bachelor who enjoys uncompromising sex with women.
There is something quite common in the relationships we establish with our neighbours: they suddenly appear on our radar by a fortuitous event. Perhaps you have lived with a neighbour for many years, but indifference and the occasional greeting is the only form of interaction between you and her, until suddenly, a slight change in routine seems to materialise that person on your list of priorities.
Well, it was something like this that triggered the writing of this story which, of course, will have a happy ending.
Cristina is the name of the neighbour who for 30 years went unnoticed by me and who, overnight, became my object of desire. I don't know much about her, other than what I heard in the form of rumours and versions. I was able to reconstruct that she is a woman who has been widowed for almost 20 years and is Jewish, although not orthodox by any stretch of the imagination. Beyond this information, which came from various sources, I know from living in the same building as her (on the floor above her flat) that she has two daughters and that, to tell the truth, the relationship is usually pretty bad.
Since my bedroom window looks out onto the inner lung of the building, I could write a multi-volume book about the arguments the widow has, particularly with one of her daughters, who I have learned is a lesbian and somewhat emotionally unstable.
Being a lady in her 50s and 60s, with an unattractive appearance that shows the passage of time, we had never had the slightest dialogue as neighbours. Nothing more than greetings and the occasional cordiality on my part when I opened the lift door or the access door to the building, for which she used to thank me as she went out or came back from a walk with her small toy poodle dog.
But in the last few months these interactions have added an extraordinary component: since I started working in person, I was forced to modify my weekly schedule and go to train in the Park first thing in the morning. This change of schedule has generated quite a few coincidences with Cristina, as she usually goes out at the same time as I do or returns home when I'm coming back. At each of these crossings, the woman praised my physical condition and accompanied her words with an almost "scanner" view of my body. The first time she made this kind of comment went unnoticed by me, but as it became more and more repeated I began to interpret it as more than flattery.
A question began to cross my mind: Why not, but why not what? In one of the recent episodes, I let her go out into the street of the building first and tested her "attributes." I didn't really expect to find anything that turned me on, but when you're in front of a mature woman you should never give up. My surprise was when I looked down at her ass. It looked big, comfortably filling her jogging trousers and perfectly marking both her hips and her underwear: Since when did Cristina, my lifelong neighbour, have such an ass? Has this woman started the gym and strengthened her buttocks or has she really always had those buttocks?
My cock acknowledged receipt of that visual stimulus and wielded an erection movement that I had to deactivate almost immediately by turning my mind blank and replacing that ass that had been installed as an image with another one that would cool me down.
This technique to counteract uncomfortable arousal is very useful when we men have a sudden erection and our trousers do not allow us to cover it up. In this case, what I do is to think about something that makes me tense or worry so that the dopamine and arousal are completely minimised.
That day I couldn't get the widow out of my mind, but I couldn't get my blindness out of my mind either. How could it be that my neighbour of 30 years was only now appearing as an object of desire? Was it her who had changed or me? The first thing I did when I got home from work was to search the Internet for mature, fat butts similar to hers to reconstruct as faithfully as possible the mental image and prevent it from disintegrating as the hours went by.
What particularly attracts me to mature women like Cristina, my neighbour, is their natural beauty, their imperfections. It is precisely these attributes that awaken a special carnal desire in many more men than you would think: I am referring to cellulite, wrinkles, sagging tits and ass with a few grams of fat, stretch marks, in short.
As soon as Cristina came onto my "radar," I began to devise a way to meet at her flat or mine. I knew that she was a very limited lady with technology and that perhaps she could think of a way to simulate a problem with her internet service that would force my intervention.
Taking advantage of the trust I had with the building manager, I asked him for access to the terrace with the excuse that I needed to train very early in the morning. The argument was very effective and allowed me to have free access to the machine room: this is where, in addition to the lift controls and the water tank that supplies the building, the internet connections for all the flats are located.
Every so often, say two or three times a week and at different times, I would go to the Internet connections and disconnect the service of Cristina, whose flat was number 4 on the first floor. So as not to arouse suspicion, I would do the same with 3 or 4 other flats chosen at random and vary the procedure in such a way that Cristina and nobody else would think that it was a deliberate action against her.
Calculating the time when I could cross paths with Cristina in the building, and taking advantage of the fact that it was a non-working day for me, I went out to meet her and overheard her complaining to other neighbours about her Internet problem.
- I don't know what's going on, but I've been having problems with the Internet since last week.
- Did you call the company?
- Did you check the connections, Cristina?
- I called the company and they told me that they are not going to send me a technician until Monday. It's only two days, but for me it's an eternity.
When she said she didn't want to wait for the service technician, I just then appeared in the entrance hall of the building and joined the conversation with the following ruse:
- Cristina, it is most likely a problem with your device settings. There has been an update of the internet provisioning systems and all devices, from TVs to mobile phones, need to adjust their settings.
- Since when is that?
- And, as of last week or so, if memory serves me right
- No wonder! I've been having problems with the Internet since last week. And I ask you, dear, could you give me a hand to solve the problem?
- Of course it is, Cristina, it's a simple adjustment, but rather than explain it to you in complicated words, it would be more convenient if I came by your house and did the update myself.
- Really? It's no bother at all, is it? I barely know how to send a WhatsApp message and to make matters worse, my daughters don't help me at all.
- Let's do the following," I told Cristina to close the plan definitively: "When you get home after 1pm, I'll ring the doorbell and I'll solve the problem for you.
- What love! I don't know how I'm going to thank you, but I'm going to think of something to give you in return for your favour?
"Something will occur to me," that phrase kept echoing in my mind for several hours. A mental anchor that began to make me anxious: what did she mean? Maybe she had the same intentions as me and the plan was better than I thought.
I had never stopped to study the dynamics of Cristina's life. I knew that until 7pm, she was alone in her flat, without her annoying and ugly daughters. Just her small dogs, but whom I knew every day and who didn't see me as a stranger or a threat.
I took advantage of the time before the meeting to stimulate my cock a little, which had already processed the phrase "Something will occur to me" as a positive sign. I masturbated a bit looking at pictures and videos of mature women similar to Cristina: big-assed, chubby, with saggy tits, mothers and grey hair. When the pre-seminal fluid came out of the mouth of my cock like "saliva," I stopped and prepared to head for Cristina's flat.
The mere fact that I was going to see at least for a while Cristina's ass, contained by her tights, was already making me anxious. But the goal was clear: I wanted to fuck Cristina and give her a good fucking. I knew the road could be long or short, but it involved making conversation, being nice and, of course, stretching the "solution to her Internet problems" as far as possible.
I went down to her house dressed in my training clothes, knowing that she had complimented me in those clothes a few days ago. I rang the doorbell and she came out to welcome me with a kiss on the cheek. She was dressed in grey tights, a low-cut T-shirt that revealed some of her sagging breasts and some homemade sandals.
I took the opportunity to let her lead me into the living room of the flat and gave her ass a complete scan. Just as I remembered it, or even better: to my surprise, she was not wearing the granny panties she had been wearing a while ago, but a thong that covered 50% of her buttocks. This made me think that the change was not a coincidence, but a possible initiative for something delicious that would happen later.
- Well, Cristina, let's start with the modem.
- Perfect
- Then I'm going to upgrade your TVs and finally we're going to go to your mobile phone.
- Great, sweetheart
I went to the modem and all I did was unplug it and plug it in, and then mindlessly pressed the "update" button.
- Modem ready, neighbour.
- So fast? I wouldn't have known where to start
- Don't worry, Cristina, that's what neighbours are for.
I then applied a similar procedure with the TVs: the one in her bedroom and the one in the main living room, and simulating a "modification" in the management of connectivity options. Cristina was still surprised and I, meanwhile, kept a steady eye on her delicious ripe ass. I couldn't wait to follow the seams of her thong that seemed to contain that huge ass.
- Updated TVs, Cristina. Well, now there's your mobile phone and that's it
- How kind you are! You did it in 2 minutes and it could have taken me a lifetime.
- What I do need you to do, Cristina, in this case is to see what the configuration looks like so that you can explain it to your daughters and they can replicate it on their mobile phones.
- I understand, sweetheart. Shall we sit down and you show me?
- Of course.
I took her mobile phone and sat down on one of the wooden chairs next to the main table in the living room. In a matter of seconds, I went from Earth to Paradise, for when Cristina came up next to me, almost instinctively, I invited her to sit on my lap:
- Come Cristina, sit down with me so you can see the procedure well.
- You don't mind if I sit on top of you? If not, I can pull up another chair
- No way are you going to go to that trouble, come here and I'll show you in detail what to do.
Cristina's huge ass sat on my left thigh, pressing hard not only on my leg but also on my cock. The chair made a slight creak and then a more violent one as Cristina settled on top of me, lifting her ass and sitting back down more roughly:
- Sorry sweetheart, don't I make you uncomfortable like this?
- Not at all, neighbour, on the contrary. As I told her that, I placed my left hand on her left buttock, as a restraint on her body to bring her closer to me. Thus, I had my mature, Jewish neighbour, with her huge ass pressing against my cock and her tits almost in front of my face.
- It feels good, I'd stay here all day," said Cristina, to my astonishment, after which she kissed me on the mouth.
In just 2 minutes, we went from standing around pretending to fix her internet to sitting together, with her on top of me, my hand on her ass and her lips kissing mine.
I must admit that the kiss was not something I was looking for. I rather preferred to avoid it. Cristina is a mature woman whom one prefers to fuck, touch and look at her attributes, but her face and features do not generate something similar. Those imperfections that excite men so much do not generate the same when it comes to a woman's face. To tell the truth, time had been crueler to Cristina in that sense.
When Cristina gave me that kiss, I couldn't help but feel a little disgusted, but it was all an effort to get to fuck her. By this time, my cock was hard as a rock but immobilized by Cristina's ass on top of me.
- Well, neighbour, go to the phone settings, go to the connectivity section and deactivate the Internet connection. After a few seconds, you can see how I reactivate the connection and that's it, problem solved.
As I explained the "inexplicable," I gently slapped her buttocks, taking the opportunity to check their hardness.
- You are very kind, neighbour. I've had enough of Internet problems and my daughters are useless. You're the only one who helped me, and now how am I going to repay you?
As I asked that "cheating" question, she gave me another kiss on the mouth, this time longer and with the introduction of her tongue in me. The feeling of repulsion was greater, but I countered it with the sensation of her ass as I squeezed it harder and harder with my buttocks.
- I think we both know how to settle the debt, neighbour.
After making "the offer," I slipped my hand inside her panties and started touching her ass and her thong. I could feel the cellulite and some flaccidity, as my hand crossed over and over again with the string of her thong.
- Then, rather than settling a debt, you will become my creditor, love," said Cristina, as she started kissing me again and again.
The feeling of disgust was completely pushed aside and what took my thoughts the most was my hardest cock ever.
Cristina stood up and I helped her out of her wedgie, which allowed her ripe, fat, saggy ass to be completely bare. A pink thong seemed at the limit of its capacity to contain that huge ass.
As Cristina bent down to remove the wedge from her feet, I took the opportunity to bring my face close to her ass and began to suck on her clitoris and anus.
- Cristina, you have a delicious ass, I'm going to eat it.
- Do it, my love, it's all yours.
An aroma of vaginal fluids, urine and shit hit my sense of smell like a violent blow. When you saw Cristina, you could imagine that she was a woman not very concerned about her personal hygiene, and the approach of my nose to her crotch was the confirmation of that idea.
As I ran my tongue over her clitoris and labia, I began the work of dilating her asshole.
- Oh, how delicious my love, take it easy with my little ass, I've never done it that way," Cristina warned me, between enjoyment and caution.
- I can see it, Cristina, you have a tight little ass and that means you'll enjoy it a lot.
I took off my shorts and, as I had no underwear on, I left my erect, circumcised cock exposed. I took a seat in the same chair I had shared with Cristina and held out my hands for her to sit on my cock.
- Come, love, sit on my cock and squeeze every last ounce of cum out of my testicles.
Cristina removed her bra and her big tits fell suspended with their pink nipples. She positioned herself on top of me and lowered her big ass to brush her pussy against the head of my cock. A few kisses on the mouth to "announce" the ride and with my hand holding my cock, she lowered her pelvis and I could feel my cock thrust deep into her vagina.
- Oh, what a delicious cock you have, my love," Cristina exclaimed with pleasure as she settled her ass so that she was completely on top of me with her tits in my face.
- This cock is all yours, Cristina," I replied as I sucked on her nipples, which were getting bigger and swollen.
My neighbour started riding slowly and then increased the pace of the action, adding pressure to my cock and to the rhythm of the creaking sound the saddle emitted every time she went down.
- Oh! Oh! Yum!
- Jesus Christ, Cristina! You're a bitch who knows how to fuck very well, keep it up!
Cristina's first orgasm in years came with a long, emotionally charged sigh. Ever since she had been widowed more than 20 years ago, sex had been an unfinished business for this elderly mature woman.
- Now come here, Cristina," I told her as she lifted herself off me and my cock was released from her hungry pussy.
I positioned her in doggy style on the chair, pulling her close to the table so that she could lean back and be comfortable enough to show me her ass.
- This ass wants a cock, don't you think? -I hinted in her ear as I gradually inserted first one finger and then two into her anal hole.
- Do it with love, love, my fart hole has only been used to expel and never to receive.
- Your little ass is waiting for a good cock and you'll see how good it feels, Cristina.
I rubbed my cock a little with my own saliva to generate sufficient lubrication. Her anal hole was slightly dilated thanks to the finger work I had done earlier, although it was clear that anal penetration would not be an easy job.
I brought the head of my cock close to her anal hole and started rubbing it in circles. Cristina looked back at my movements, as if watching what I was doing so that the thrust wouldn't take her by surprise.
Applying gentle pressure with my cock in her anal hole, I was able to insert the tip of the glans inside it. Cristina let out a cry of pain with hints of pleasure:
- Oh my God!
- Relax, Cristina, if you tense up, it's going to be more painful.
The anal ring of her asshole began to devour my cock as I slowly penetrated inside it. I had to pull my cock out and put it back in to gain more vigour, but with the purpose of respecting the slow dilation of Cristina's ass. When my cock came out of her ass, it felt very rich and the noise was similar to the sound of a stopper being removed from a bottle: "PLOP."
- Does it hurt, love? -I asked Cristina as a grimace of pain appeared on her face.
- Quite a lot, it's a very strange feeling, but it's becoming more and more pleasant.
- It's normal, my dear, but I assure you that you're going to have the time of your life," I said to relax and cheer her up.
After several in-and-outs with my cock, I finally decided to go deep inside her asshole, which was already dilated enough to receive the final thrust. I spat my cock to lubricate one last time and introduced my cock decisively into Cristina's anal hole:
- Oh, you son of a bitch! -Cristina exclaimed.
My cock was 60% inside Cristina's ass. I began to penetrate her without stopping, but slowly, while I opened her buttocks with my hands to observe the action in detail: my cock entered up to the testicles and then I withdrew it until I could see the beginning of the glans, after which I returned with a new thrust. I was busting my neighbour's ass and I just wanted the moment to last for a long time:
- Oh, oh, oh! Yes, Cristina, I'm doing your ass like you've never been done before.
- Ouuuu! How delicious, my love, your big cock is uncovering my bowels, don't stop," exclaimed Cristina, who had already changed her grimace of pain for one of pleasure and enjoyment.
Every two minutes of penetration, I withdrew my cock from her ass and appreciated her open and swollen anal hole: although she had never received anal sex and was a virgin, Cristina's ass was still showing some deterioration due to the passage of time and maturity.
We men really enjoy seeing how we leave a woman's asshole as we fuck it. We get turned on not only by a gaping anal hole, but also by a swollen, red, indelible mark that we were there.
Suddenly, I felt my animal instinct start to grow incessantly at the sight of that scene: Cristina on all fours, on the chair, with her ass open and swollen by my cock. I escorted her to the floor in the same position, so that I could give her the final thrusts with my cock and end the show with a glorious ejaculation.
- Get ready, Cristina, I'm going to bust your ass like a mature woman like you deserves," I warned her as I stood and rubbed my cock persuasively.
- What are you waiting for? Destroy my ass and make it yours," said Cristina.
I spat on her anal hole to dilate the area and did the same with my cock, preparing myself for the final fuck. I entered with my cock in her ass and in a position similar to the one adopted by the male to procreate with the female in the animal world, I started to fuck Cristina in a violent way. With one hand I pulled her short hair and with the other I opened her left buttock to see how my cock was lost inside her ass.
- Oooooooh! God, my little ass is being destroyed by this son of a bitch," sobbed Cristina with pleasure.
- Here, here! Bitch, I'm gonna fill your ass with cum and it'll be mine forever.
Each thrust of my cock into his ass generated a pleasant sound from the clash between my testicles and his crotch. At the same time, I began to feel my semen start to rise from my testicles to the head of my glans like a lava flow towards the mouth of a volcano. Ejaculation was imminent.
- Get ready, bitch, you're going to spit my milk out of your mouth from all the sperm I'm going to deposit in your ass," I warned Cristina.
Cristina only moaned, mixing pleasure and emotion in equal parts. A mature woman resigned to the sad life of loneliness and old age now found in me, her neighbour, a source of vitality that reminded her of her right to feel pleasure and to value herself as a desirable woman for any man.
- OHHHHHHHHHHHHHH! OHHHHHHHHHHHH! MY GOD! TAKE MY MILK, CRISTINA.
- OHHHHHHHH! HOW HOT AND RICH YOUR CUM FEELS IN MY ASS! -expressed Cristina as she cried with excitement for having reached a new orgasm.
If my math didn't fail me, there were 10 shots of cum from my cock inside Cristina's ass. I didn't need any calculation to know that I had filled her anal hole with sperm.
I stayed on top of her with my cock inside her anal hole for a few minutes, while we both took a break after the violent fuck we had just had.
I withdrew my cock from Cristina's ass, which let out a flatulent sound and then a good flow of my semen mixed with other substances like poo and some blood. It was to be expected, as my thrusts had been very violent and her ass was not experienced in that. Also, she had not defecated before penetration, so it was possible that some shit came out of her anus.
I helped Cristina up and brought her a towel to wipe her ass and pussy, which was completely wet.
I went to the couch and she came with me, sitting on my lap with both of us completely naked.
- Did you like it, neighbour? Did you enjoy it?
- Yes, my love, my late husband had never even come close to an experience like today's," said Cristina, kissing me again on the mouth and giving me back the feeling of repulsion I felt before.
- Look at the paradox of today: you got the definitive solution to your Internet problem and your asshole injected with my milk.
Cristina laughed and kissed me again. It was no use, her face didn't attract me in the slightest, but her ass was my new vice. And that was the most important thing of the day.
🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️


Comments (1)
Mandingoman: Good to see stories of people with real age appropriate bodies . Every grandma does not look like a recently retired Victoria Secret model where I come from
Reply↴ • uid:pvv7bxzrd