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Pleasuring a Granny. Ch. 1

From the Diary of a very Happy and Fortunate man.
I posted this multi-part story on another site some time ago, under a different name. it seemed to be popular.

My name is Tim. I am not, nor have I ever been, married. I have never wanted to be married. I know and have known some very special women. They have shown me that there are a large number of women who, through no fault of their own, are stuck in a loveless or at least a sexless life and that they are expected to endure it because of their ages or ‘position’ in life. Quite a few of them do something about it when the right opportunity arises.

I consider myself to be amongst the most fortunate of people on this planet. I was fortunate to be the possessor of a six-foot tall body, strong, healthy, and “un-ugly.” I was also blessed with a large penis and the stamina and constitution of an Ox to use it. I am well aware that size isn’t everything, but you can learn the rest of the requirements! I am addicted to females, I am besotted with breasts, and vaginas’ and I hope that never fades away. There are of course exceptions, but considering the size of the female population, I am happy with the remainder.

I have led a very comfortable lifestyle filled with sex, lust, and love. All of this provided by a woman I have always thought of as ‘Granny’. I may be shallow but I’m incredibly happy!

I am lucky to have an almost photographic memory, if I’ve seen it I can nearly always recall it, no matter how long ago it happened. Unfortunately, my recall for conversations is no-where near as good so although the events I describe are certainly accurate, I have had to fill in some blanks in my memory of conversations with what I believe is a fair approximation of what was said.

For the benefit of those who are easily confused:
Stamina and Constitution have nothing to do with the possession of balls.
Google “Angela Mudge” (She is a world champion mountain marathon runner.)

Also: 10″ is nothing unusual

This is My Story:

Date: February 1965

When I was 19, I moved in with Granny, she wasn’t my Granny, but she quite liked being called Granny. She did say that she had a granddaughter somewhere whom she never saw and although I knew that, her granddaughter was not a nice person, (her words,) I never found out why. Her own daughter and son-in law were rarely ever mentioned, a really closely-knit family they were not, and it was easy to see that it saddened her.

My grandparents were dead; my dad drove long haul trucks all over Europe. One day, when I was 19, he took a truck and the next-door neighbour; we never saw or heard of them again except to learn that the truck, which had been loaded with scotch destined for Russia, was found in a German forest minus its’ load. The next-door neighbour’s wife merely moved her boyfriend in, so I suppose dad had done her a favour,). A month later, my 21-year-old sister joined the armed forces.

Therefore, my mother had to work. Even though I called them mother and sister they weren’t my own blood as I had been adopted. My real mother had been a single mother who had put me up for adoption. My adoptive mother had a bad time giving birth to her daughter and was unable to have any more children. She had always wanted two children so she and ‘dad’ opted for adoption and were successful.

Before her marriage she had been a nurse and that helped her to get jobs as a nanny for the children of wealthy families, but that meant living, and if required, travelling, with the families which meant that I had to find a room somewhere else, not an easy thing to do if you wanted somewhere clean to rent.

Granny had actually advertised for a live-in companion, but, in desperation to find somewhere to live, I answered the ad’ and found the address to be that of a large house in very large grounds on the edge of the city, almost completely surrounded by fields and woods. She was about sixty years old, 5’8″ tall, shapely, lovely legs and very well groomed.

She looked at me for a while then asked me in for coffee and a chat during which I must have passed some sort of test as she eventually said that she had obviously meant a female companion, but what the hell, I would be company so why not a lodger? So there I was. She told me that her husband had died when he crashed his ‘plane on landing and had been dead for nearly three years and she now felt lonely. He’d been ‘something big in oil’ and had at least left her well provided for.

I worked in a large hardware store, but I was home every evening and got Sunday and Monday off. I would never get rich but I wouldn’t starve and I did the house and gardens maintenance, which kept me occupied, and it pleased Granny that I took an interest. Mind you, that was quite a lot of work, as I said; it was a very big house in large grounds.

I sent my address to my mother and she did visit when she had holiday time. Thankfully, mother and Granny seemed to get on well, so much so that she offered her a room whenever she wanted to visit me.

One evening, about 4 months after I started living there, I was sitting reading when Granny came and sat in the armchair opposite me, I couldn’t help seeing that she was wearing absolutely nothing under her loose shorts. I had noticed, over the last two or three weeks, that she was wearing looser and more revealing clothing, and assumed it was because of the warmer weather as summer was approaching.,

Three cheers for warm weather, it was a pleasant sight, as the year progressed, to see the layers slowly come off, revealing a shapely body, nice legs and soft bouncy breasts under her T-shirt. She used to exercise each day for an hour and swam regularly in her pool so was in pretty good shape.

By the time she’d finished hitching around ‘getting comfortable’; my cock was stiffer than a broomstick. She had given me a real hard-on and I guessed, hoped, that she had given me that display deliberately to see if it had an effect. It did! She had really turned me on, not a difficult thing to do when you’re my age, don’t have any girlfriends because you’re very shy and don’t have much money.

As I remember it, the conversation went something like this:

“How long have you been here now Tim?” Granny asked as she lifted a leg to scratch her foot.

Oh how my swollen cock pulses. “Urrg, umph, four months.”

“Do you like living here, so far from the centre of town?”

“Very much so, I enjoy the peace and quiet and I’m not tempted to spend what little money I have.”

“Don’t you have any friends you wish to see?”

From the way she said ‘friends’ I knew she meant girls. “No I don’t, I hardly know any.”

“You won’t meet many sitting here every night.”

“As I remember it, you were looking for a companion. Don’t you like my company?”

“Oh I like it very much and it’s beginning to tell. Have you had any sexual experiences with girls Tim?”


“Perhaps we should change that, at your age you really ought to know the basics, I think you would like that.” Then, “Why are you staring Tim, did I offend you?”

“I just wondered where this conversation is going, that’s all.”

“OK, I’ll show you, will you be honest with me?”

She looked at me intently then she looked down at her shorts. I was certain she knew exactly what I had been looking at.

“Of course I will.”

“You like my shorts?”

“Very much, yes”

“What did you like about them?”

Truth time, I thought.

“I liked the fact that they are loose enough for me to see you’re not wearing anything under them.”

I could feel my heart pounding in my chest, could hear it in my ears. I could also feel my face flushing.

To my surprise, Granny stood up and removed her shorts.

“Does that improve the view?”

I sat there staring at her smooth, hairless, mound. I could see her labial lips; I could see paradise. I moved without any conscious thought and reached for her stomach, which was smooth and soft, I then slid one hand down to her sex and the other around to her buttocks, which were also smooth and soft. She stood still as I explored her and even parted her thighs to allow me easier access to where she knew I wanted to feel. Her breathing was becoming heavier. Then:

“Take my blouse and bra’ off,” she whispered.

I quickly removed her blouse and bra’ to free and feel her lovely soft, proud, breasts whilst also sliding a finger along the cleft of her vulva to part her vagina lips and then began to nibble gently on a very proud nipple.

Granny stood naked in front of me, I knew I was going to fuck her very, very, soon. Granny knew also. She pulled me up and grasped the outline of my hard cock in my pants.

“Goodness, what a size! Now that is a beast worth taming,” she whispered. “It’s a long time since I felt something that warm and hard and I’ve never felt one so large, Oh I am a lucky girl! We will have an enormous amount of pleasure educating it.”

This was fantastic, right out of my fantasies.

“Feel my breasts, mmm, roll the nipples between your fingers, oh yes, yes, suck them, gently, …feel my pussy again, aah, easy, easy, now slip a finger inside it, I know it will go, I’m soaking, Oh, ohh, ohh.”

As she spoke she was undoing my belt and unzipping my jeans.

“Now, get undressed.”

The orders came thick and fast and soon I stood there naked, my hard cock erect and throbbing. She grasped it and led me out of the living room whispering “School time.”

Once upstairs and in her huge bedroom I climbed on the bed and turned to fondle her breasts, but she had an agenda of her own. She pushed me onto my back, grasped my cock, and slid her hand up and down its length, and, for a few glorious minutes, she masturbated me. Her breasts were in my hands, smooth and round and I was in heaven. Then she leaned over me.


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