Diane was in danger of letting herself go to wrack and ruin. Although still pretty at 68 she had put on at least two stones in the last few years since her husband died. And although she was ashamed to admit it, missed his loving tender care in more ways than one. Yes, her fingers and vibrator gave her occasional orgasms but it was not the same as being enjoyed by and enjoying a man. To be honest, she was lonely.
One day in the supermarket, she looked at the noticeboard and saw a leaflet advertising the local council's new combating loneliness campaign. In short, it said that people like her could arrange for a person to call round once a week for a friendly chat, a cup of tea, etc. That could be just what I need, she thought, not for one second, thinking it could replace her vibrator and fingers.
She rang the number on the leaflet and arranged for the volunteering coordinator to visit her the following week. Diane was surprised that the young lady was so caring asking her all sorts of questions about hobbies, interests, etc. One question Diane found interesting was "did she know how to use the internet?" Well, that had never crossed her mind, but the young lady said it would make her life a lot more interesting what with chat rooms, special interest groups, etc. So, it was agreed that to get the ball rolling, they would send a volunteer to discuss it and set up an internet account. Diane was told that her volunteer "friend", would call around the following day.  Opening the door, she was surprised to find a smartly dressed young man holding out his hand and introducing himself as Simon.
Taking him through to her lounge, she was nervous but introduced herself and then went to make a cup of coffee for them both. Simon was used to this initial reaction and when Diane returned with coffee and biscuits, he soon put her at ease. Within five minutes she told him that she was looking forward to his company and learning about the internet. Simon explained that he would outline what a computer was, how it worked, and what the internet was intended for. Diane's head was so crammed with information after an hour, that she asked if they could stop and just have a nice chat. She found out that Simon was 28 and still living with his parents (which she thought a little strange) and worked as an IT manager of local timber merchants.  Also, when she asked why a young man like him would want to meet lonely old people like her he said something that surprised her.
"Diane, I prefer the company of elderly people, they have more life experiences, are far more understanding and I like helping them fulfil their needs in all ways."
"What did that mean exactly", she thought it strange for a young person to say that. So, she came out with it and asked him to elaborate. She could see that he was blushing and told him not to be shy.
"Well, and this is difficult to explain, Diane, some of my clients ask me to help them with their care, some ask for a massage, and some just like me to tell them risqué jokes. You know, stuff out of the ordinary not just chitchat".  She told him that was nothing to be ashamed of, in fact, it was very considerate of him. Before he left, Simon rang BT on her behalf and ordered an internet connection. They also, agreed that she would buy a cheap laptop when they met next week in the local shopping centre.
After a couple of weeks, with the laptop and internet connection working, Simon came around at his usual time to start Diane's first lesson. Before he arrived, she decided to find just how far Simon would go to fulfilling her desires. So, dressed in a lowish cut dress to show off her titties and no knickers to show her full bushed protruding fanny to the good effect she wanted to see if he was prepared to fulfil her desires. She was getting quite wet thinking about it.
After setting up the laptop in the kitchen Diane made sure she was sitting very close next to him. After going through the basics, she asked Simon what he thought of old women who posed nude on the internet.
"Well, it can be demeaning or life-enhancing" he replied, gulping.
"Well, what do mean by that"?
"Today, young people can do what they like, but in your younger days, you were restricted by social taboos. But on a more personal level, I find older ladies such as yourself are more attractive and sensuous than a lot of young girls which is why I am quite attracted to them. For example, by the way, you are showing off your bust, you must enjoy people like me looking at it".
"Now that you mention it, Philip, I do. Putting her hand on his thigh, she added, "it's been a long time since someone has taken an interest. She then slowly moved her hand to his crutch she whispered "Philip, are my titties getting you excited?"
He leaned over and to her surprise, kissed her forcing his tongue into her mouth, and at the same time started gently kneading her tits.
"Philip, stop, you'll give me a heart attack."
"I'm sorry Diane, but you got me so worked up, I was desperate. I do like you, you're so sexy and everything."
"Philip, please don't take this wrong way, but I too have been lonely for a long time and to be honest, I set this up to see if you liked me in that way. And I am happy that you do. Now, why don't you take off your trousers and pants and let me give you a nice quick wank."
Taking his impressive pre-cum soaked thick cock standing to attention she quickly wanked him off and was pleased to see lots of thick spunky cum shoot up.
"Now, you're relieved  I want us to have a nice intimate chat. As you can see, I am a lady of the world and we will get along a lot better by being straightforward with each other, and to add to my enjoyment we will use naughty and dirty words, ok?"
"That's fine with me", he agreed.
"At what age were you when you had this urge to fuck old ladies? What was the attraction?".
"Well, Diane, I suppose it started when I was in my late teens when I first started erections.   My Mum made me visit my grandparents every week and my Gran -who I thought was ancient but found out later that she was only 65 -- was always very loving. She was a typical flabby bellied granny -- big droopy tits and arse -- and every time she saw me always made a big fuss of holding me close and kissing me and sometimes with her tongue in my mouth -- which I liked. Grampa never took any interest and often went up to the pub when I visited.  Well, as the weeks progressed when Gran embraced me my cock got hard and she knew it as she often ground her crutch into mine.
Of course, I had to go to the toilet to have a quick wank to relieve myself every time. But as the weeks progressed Gran started to ask me to do things like rub her feet and in doing so ensured that I had a good view of her very hairy cunt. She would say things like, "there's a nice boy".
And once it started, she began to lift her dress higher and higher every week and began to open her fat thighs to ensure I got a rampant hard-on.  She got a kick out of it and said things like    "You're not embarrassed dear, are you?"  I understand that all boys at your age get aroused when they see ladies' secret parts. It's quite normal for a young man your age. If you didn't get an erection there might a problem. Why don't I try and help you with that? And there and then she ordered me to stand up and undid my zipper and got my cock meat out and leaned forward and gave me a fantastic blow job at the same time sticking her finger up my arse. Of course, it didn't take me long to shoot wads of spunk down her throat which she greedily swallowed."
Diane was by now getting quite hot listening to that but held herself in check wanting to hear more of his granny fetish. "Did you fuck her, Philip?"
"Virtually every week, but she took it on herself to teach me the other pleasures she enjoyed such as fisting her, fucking her fat arse, pissing on her cunt when she sat on the toilet, etc.
