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The Pleasuring of a Granny


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 one of the most fortunate of people on this planet. I was gifted with a six foot tall body, strong, healthy, and "un-ugly." I am also blessed with a 10 inch long, 6 inch girth 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 lady I have always thought of as 'Granny'. I may be shallow but I'm incredibly happy! This is My Story:

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.

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 close-knit family they were not, and it was easy to see that it saddened her.

My grandparents were dead, dad drove long haul trucks all over Europe and one day when I was 19, he took a truck and the next-door neighbour and 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. (She merely moved her boyfriend in, so I suppose dad had done her a favour,) and my 21 year old sister went into the armed forces.

So 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 totally unable to have any more c***dren. She had always wanted two c***dren 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 c***dren 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 girl friends because you're very shy and haven't got much money.

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

"How long have you been here now Tim?" asked Granny 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?"

"No"

"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 b**st 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.

My cock was in her mouth and I could feel her tongue moving around it. Slowly she sucked on it and each time she went down she took a little more into her. She gagged on its' size a time or two, but, finally it was all the way into her mouth, I felt it slide down her throat! After a couple of minutes of just moving her mouth up and down a few inches she pulled away and smiled wickedly.

Then, moving, slowly, she climbed above me and turned to position herself so that our heads were between each-others thighs, I was being introduced to the "69" position. I could see into her vagina as she spread her legs over me. Above her pussy I could see her puckered anus. My cock was again in her mouth, my mouth was clamped on her sex, and once again I was in paradise.

It was never going to last long. This was the first time I had been near a naked female, never mind being given such a fabulous introduction to the joys of sex. My cock swelled, my world exploded, and a fiery river of semen was forced down my cock.

I groaned as my semen squirted into her and Granny almost drowned as I pumped my first sex fuelled climax directly into her mouth. Granny coped admirably, she gulped a little then proceeded to suck and swallow it all.

Granny kept on sucking as her body started to tremble. She jerked up and down for a few moments then, with loud moans, she climaxed. I could feel my cock pumping cum into her, it was wonderful, never had I experienced such an intense sensation, but was aware that this was only the beginning.

I started to apologise for shooting my load into her mouth, but she stopped me and told me that she had done it deliberately as she knew very well that on my first 'outing' I would finish very quickly and probably before I'd even got my cock into her vagina. She also admitted that having her clitoris sucked as my large, swollen, cock erupted in her mouth had triggered her own, unexpected, climax.

Granny lay beside me fondling my cock as I recovered from my first real climax. We lay in this position for a maybe 30 minutes until my cock began to respond to her manipulation. As soon as it was stiff, she opened her thighs, then, with her feet flat on the bed, told me to get between them and insert the head of my cock into her, I was only too willing to comply and happily eased into her warm, wet, vagina.

Soon I was thrusting my way to a second climax for both of us, her legs wrapped around my waist and her hands on my backside, making damn sure I gave her everything I could until I collapsed on top of her as I squirted what little semen I had into her, then we lay there sweating and panting for a while.

I was 19, fit and full of lust. Granny was going to be a very busy woman from now on.

I ran my hand over Granny's body and she shivered slightly and eased herself into a more comfortable position allowing me access to her moist sex.

"Oh how I've missed this" she said happily as her thighs parted.

I knelt beside her and lowered my mouth to her sex and kissed, licked and sucked her to full arousal once again. I slid two fingers into her and gently teased her love channel, as I licked and sucked her clitoris my own arousal really took hold and once again Granny had a solid cock in her hand.

She was smooth and warm inside, full of sticky fluid. I loved the tangy taste of it. In response to her urgings I pulled my tongue out, pressed my lips against her clitoris, and began to gently suck on it. Her body began to move in all kinds of directions for some time until, finally, she moaned and let go of my cock.

I surprised her by removing my mouth from her vagina and licked gently at her anus, (I will never know where I got that idea from,) and then I pressed my first finger against her anus and gently rubbed until it started to open allowing me to insert my first finger a little way into it.

It wouldn't go in very far but I found that if I ran my finger around its outer edge it opened a little more allowing my finger to get a little deeper inside her and gently ease the sphincter apart to allow me to probe even deeper inside her.

This was fun! More teasing and kissing and gentle probing until I could slide more of my finger into her anus and then I managed to get my mouth on her pussy so that I could suck her clitoris and pleasure both her sensitive openings.

Granny groaned and lifted her backside slightly to give me easier access to her anus. Slowly I slid my finger further into her, rotating it, and gently pressing on the sides of her rectum. Finally I reached the second sphincter. She gasped loudly then started to hump her lovely soft bottom on my finger and grind her pussy into my face.

After a while she asked me to stop and get on my back, puzzled, I did as she asked and she then positioned herself in the 69 position again. She pushed herself back onto my face, my tongue slid into her hot pussy and my nose went into her anus. I lifted my head and licked my way upwards to allow my tongue access to her anus, I forced my tongue into her anus, licked around it for a few moments to moisten it and then manoeuvred my arms so that I could reach whichever part of her, with hands or tongue, that I wished,

She writhed and moaned for a few minutes, then pulled herself off my face. She moved around and got astride me again, pressing her ass against my cock, and her lovely soft breasts in my face.

"Play with these, nibble them, suck on them, and then fuck me," she said.

She reached back and guided my cock into her moist, hot, vagina, and then she began moving up and down on my stiff cock, her breasts bouncing in my face. I captured one and guided the nipple to my mouth. Now Granny was squirming and moaning again, and this time I began humping as well, thrusting my raging cock up into her hot pussy. I rammed my cock repeatedly up into her until I could no longer summon the strength to lift my backside off the bed, but much as I wanted to, I could not climax.

Granny could and did, loudly and forcefully, then rolled off me to lie beside me and pant. Reaching out she felt for and found, my cock, then said softly, "Here ends the first lesson, I think you could do quite a few things for me" as she gently teased it.

We lay for half an hour then showered and adjourned to the kitchen for coffee and toast, surprised to find that it was almost midnight. Even then were loath to end this evening. I was encouraged to fondle her breasts as we sat at the table then she took hold of my limp cock and began to massage it back into semi-rigidity. I started to respond to her stroking and realized that I was rampant and wanted more.

"I'm not done yet," I said as I moved to kneel between her thighs. Easing them apart I slid my first and second fingers into her soaking sex and worked them in and out for a few strokes before removing them, standing up, and rolling her backwards onto the table top.

Once again I knelt and started to lick and nibble her sex. Granny responded by opening her thighs as wide as she could so I took advantage of the unrestricted access to her body and slid my still moist finger deep into her anus and once again applied my mouth to her vagina. This was paradise, but I guessed that Granny couldn't be very comfortable on the hard table top and asked her if we could go back to her bedroom. We could and did.

Granny got on the bed on her knees and spread her thighs wide. I eased my semi rigid cock into her and enjoyed the sensation of slowly fucking her from behind. After a short while I again slid a finger into her, now very accessible, anus.

"Don't use your finger, use your cock, PLEASE," she gasped.

I was stunned; she wanted me to fuck her anus! As the realization of what she wanted me to do sank in I thought of the size of my cock and the size of the hole it was being asked to penetrate. My cock, which up until then had been just pleasantly aroused, went into instant, almost painful, rigidity, I could have perforated walls with it. This was way outside my expectations and I'd had no experience of straightforward sex never mind anal so was extremely nervous, but I certainly was not going to turn any request down.

She reached into her bedside table drawer and brought out a packet and a small jar of Vaseline, The packet contained a condom. "Put it on then rub Vaseline on it and in my ass" she said, then lowered her head onto the mattress.

"Did I see a vibrator in that drawer?"

"Yes, but if today is anything to go by I don't think I'm going to be using it again".

"Why do you have condoms?"

"To put on the vibrator should the occasion demand it, now stop being so bloody inquisitive and get into me!"

Spreading her thighs she said "Get behind me and get that cock into me. Gerald used to like doing my anus and I began to enjoy it as well, but he was nowhere near your size she moaned. "She moaned even louder as I, inexperienced as I was, did just that and pushed a good two inches of solid cock into her anus.

"Easy! "Just work at it slowly and gently, it will slide in."

It did, it was a very tight fit and that made the sensations even higher, but I couldn't control myself that well, I pressed myself into her and she shrieked as another three inches entered her. I had enough composure to ease out of her a little and slap more Vaseline where it would do most good then eased my cock deeper inside her until, finally, she had a good 6 inches of me inside her.

I eased myself gently in and out of her body for a while, the sensation of her tight rectal tunnel wall rubbing against my cock was mind blowing and I wanted the feeling to last for ever, but lust and inexperience took control and I began to fuck her as hard and fast, my hands were gripping her hips and pushing and pulling her off and onto my raging cock until at last I felt a surge of mounting pressure and I jetted a stream of spunk into her, now wide stretched, anus.

As my lust and passion subsided, I eased out of granny, and she slowly lay down flat on her stomach and rolled onto her back. "I can see that I need to teach you a few things about control and safety. The first thing you need to do is get a supply of condoms because wearing one of those is the only way you get to put that lovely big cock of yours into my backside, The rest of me is available at all times."

"I think there are quite a number of things you can teach me and I am very eager to learn" "I'm going to fuck you every day Granny," I said.
"I know," said Granny, even when you think you're too tired!"

The following day was Sunday so no rush get to work, which meant that having finished breakfast I was able to rummage to my hearts content through Granny's clothing until she was totally nude and on the kitchen table, which, this time, was covered by a nice thick blanket, getting her vagina thoroughly munched, sucked licked and finally, gloriously, fucked.

This was followed by two further rampant and exceedingly noisy, soggy bouts of lust filled coupling. Granny flatly refused to take any money from me from that day on! She also insisted on paying for me to have driving lessons so that I would be able to use her car if it ever became necessary.

Apart from going for the weekly shopping she rarely went out. I used to buy the incidentals that we might need on my way home from work so most of the time she wore a loose fitting, button down the front, dress which was incredibly easy to get off, never any knickers and rarely a bra'. In short Granny was always ready for my attentions.

About six months after our first couplings Granny told me about a lady with whom she had become very friendly, in fact they had been having sex together for some time, including up to the present day! Granny said that she had always had a high sex drive and so had her husband so she had been fortunate enough to have the sex she wanted, but the loss of her husband had stopped all that.

Her friend, whom I shall call Jean, never got any sort of sexual satisfaction, because her husband had suffered a severe stroke and she had to spend all her time looking after him and was too worn out to try finding solace from strangers.

They had met in the city library some months before I came on the scene. Granny had been feeling particularly frustrated and Jean had been provided with a care respite helper twice a month so she didn't have to worry about getting home immediately. Granny invited her home and, as one thing led to another; they finished up in bed eating each other's pussies and enjoyed it enough to make it a regular thing, so twice a month they indulged each other. That explained the condoms; Granny could get Jean to give her the occasional reverse thrust!

Granny had told Jean about us and now she was on the 'phone, suggesting, very carefully, that a little of the real thing just might do Jean some good. The suggestion was turned down flat, but, three days later Jean rang and asked if the offer was still open! Granny sorted out the when and how's and then explained to me that I was about to fuck a perfect stranger who was really nice and totally subservient, I was to behave like a gentleman and to make damn sure she enjoyed herself.

"Oh and she has incredibly sensitive nipples, play with those for more than a couple of minutes and she'll cum all over you!"

The appointed day was a Sunday as I would be totally free for two days. Granny went to collect Jean mid-morning, she returned with a tired looking and very nervous lady. After introductions, coffee and chat I stood behind her chair and caressed her neck and shoulders, allowing my hands to stray low enough to enable me to feel the swell of her breasts. She tensed then sat up straight and back to allow me greater access. Now was the time so I asked her if she was still willing to have sex with me and if so, had she taken any precautions or should I wear a condom?"

"I started taking the pill again after I decided that I needed real sex and my husband was never going to be able to do that again, I want this more than you can know, but please don't try to be a lover, I love my husband very much and always will."

"I asked her to stand up which she did. I stood behind her, put my arms around her, and fondled her breasts which were larger than Granny's. Her nipples stood out firm and hard. It was erotic and very enjoyable. As I enjoyed myself I could feel her body beginning to tremble and that she was pressing herself back towards me. I grasped her arms and made her lift them so that I could fondle her breasts more easily. She shuddered and softly groaned, so gently, but firmly, I led her from the room.

"Now we go upstairs and introduce ourselves properly."

Once there I returned to fondling her breasts through her blouse and dropping my hand down to feel her tummy and pubis. I then undid her blouse and removed it. Jean stood still as I undid her bra' and slipped that off before once again caressing her soft, ample, breasts and rolling her nipples between my thumbs and forefingers. When I lowered my lips to her breast and commenced to suck a nipple she moaned quietly and pressed her breast harder against my mouth. I changed breasts and the same thing happened, this was fun.

"If you come here again for more of this, never wear underclothes again! Do you understand?"

"Yes"

"Drop your skirt." She did.

"Get those panties off." They came off.

As she complied with my instruction I stepped behind her and removed my shirt and shorts and, because I had no other clothing on, I was soon behind a nicely rounded, warm, and cuddly female with my rigid cock pressed against her soft bottom.

She wasn't glamorous, just a soft, needy, female in front of a very erect penis. Jean stood quietly as I again reached around her to fondle her breasts and stroke her, gently rounded, stomach and on down to feel her slightly hairy mound. She had a proud cock digging into the cleft between her buttocks and as they were very fleshy and rounded I had a lovely sense of penetration and she had her first inkling of what was in store for her!

NOW, Reach behind you and take hold of my cock." She did.

"Good grief! Its' huge! I can't take that."

"You can and you will. I promise to go slow, I have no interest in hurting you, I want this just as much as you do, turn round, kneel, and stroke my cock."

Jean turned to stare at my cock then knelt and fondled my cock and balls.

"I said stroke my cock, if you want me to fuck you then you do as I tell you, understand?"

"Yes, I'm sorry; I'll do as you say."

I enjoyed the feel of her hands siding up and down my shaft which was now beginning to pulse with lust. I asked Jean to get on her back on the bed with her thighs open and knees bent.

As she complied I stood at the end of the bed and asked her to pull her labial lips apart so I could see into her sex. She did as asked and I could see that she was already moist. I moved beside the bed, fondled her breasts, and moved my hands further down to her stomach and slowly down to her thighs on which I spent some time stroking before finally moving my hand to her moist sex. She moaned and her thighs parted even further so I climbed on to the bed, knelt beside her, thrust my head between her open thighs, and started eating her.

I reasoned that if she enjoyed Granny doing that then she just might enjoy my attempts. She did. She tasted nice, tangier than Granny who was really sweet, so I happily lapped at her sex for a while, nibbling her clitoris and sucking her labia, then I placed my arms between her thighs, and using my elbows to force her legs wide apart and up in the air. I had complete access to her vagina and anus. I was in heaven.

I felt a hand stroking my inner thigh, moving ever nearer to my cock so I raised my left leg and placed my knee on the other side of her body placing us in the classic "69" position. With no urging from me she took hold of my cock and levered it down so that she could suck the head. She writhed and moaned a great deal as I ate her, sucked her and teased her clitoris with a finger.

I had just managed to finally insert a finger completely into her pussy when she lifted her backside off the bed and almost screamed as she climaxed, she had certainly been on a very short fuse. I forced her down onto the bed, turned round, placed myself between her wide spread, eager thighs, and entered her wet vagina.

I doubt that she had had anything wider than two of Granny's fingers inside her for a long time and I knew that my six inch circumference and ten inch length was going to be difficult for her to accommodate straight away. I took the weight of my body on my forearms as I eased my cock into her an inch at a time, withdrew it, and then slid back in a further inch deeper until I had most of my cock inside her.

Jean moaned, sighed, gasped and muttered and rubbed her nipples as I fucked her, very, very slowly. She had obviously been expecting me to ram myself into her hard and a couple of months ago I would have, but, thanks to Granny's classroom, I now knew better. I was now a more proficient and patient lover. I took her slowly and gently towards a huge, raging, climax.

"Fuck me, oh please fuck me." She wailed, then wrapped her legs around my waist, her arms around my neck and shouted "DO IT, please DO IT." So I did, very fast and for what seemed a very long time, her vagina was extremely hot and wet. Her tunnel was a little shorter than my cock and I was occasionally banging against her cervix, but she never flinched, I doubt she even noticed. I didn't climax. She did, twice!

I was still rampant. I eased myself out of her, ran to Granny's room across the hall, shoved her on the bed, pulled her dress up, got between her thighs and entered her in one sustained thrust and commenced to fuck her, and fuck her, and fuck her until finally, we came, together.

Later, freshly showered, we had lunch. Jean spent part of this time on her knees giving me a lovely slow blow-job and she seemed quite happy with the arrangement. I was ecstatic.

We enjoyed ourselves in this way for a while until I could resist the urge no longer and told her to kneel on the sofa with her thighs apart. She did it immediately, no questions asked.

I stood behind her and caressed her buttocks and inner thighs for a while then entered her sex in one long thrust, then, gripping her hips, I thrust my cock in and out of her. Occasionally I massaged her breasts, pulling and rolling her erect nipples, I stroked her buttocks and running a finger down the cleft of her cheeks and over her anus until she pleaded for me to stop teasing her. That triggered my climax and I pumped what was left of my semen into her love channel before pulling out of her.

Once she'd recovered her composure I asked her if she had enjoyed the sex and was really pleased to hear her say that, despite what Granny had said about me being good, she'd never believed that she could have such good sex or so many climaxes. She felt so much happier and if I'd enjoyed it enough to want to have her again she'd be a very happy sex slave. Could we do it on her next respite day? Could we? We most certainly could! We arranged that our next meeting would be in two weeks time, then, after they dressed, Granny drove Jean home.

When Granny returned I took her clothes off and lay beside her on her bed just stroking and caressing her and telling her that, although I had enjoyed the sex with Jean, I still preferred her body. Granny told me not to be so juvenile!

"We have a very good, honest, relationship, based on loneliness, need, lust, and friendship. It is not bondage. Fuck who want, as often as you want, but just tell me who, so that I know who I might be shaking hands with when you next enter me, and be here when I want you. Now tire me out and make me squeal." I did.