What Older Women Need Ch. 01

Jimmy was eighteen years old and waited patiently watching the television and willing his mother to hurry up and get ready so she could leave the house and go on her date.

It was Friday night and Jimmy had finally broken up from school that day before going to university after the summer holidays.

He had borrowed a DVD from a friend that he really wanted to watch. It was the type of DVD that he couldn't watch in front of his mother.

Jimmy didn't have a girlfriend. The only one he had promptly dumped him when he dropped his jeans one night in front of her at her house when her parents were out. She called him a freak and told him to leave. End of girlfriend. She'd been scared of his eight inch long thick cock. On his five foot six body it looked even more huge. It was this big cock he was looking forward to stroking that night.

Judith, his mother eventually came downstairs and asked what Jimmy thought of her attire.

'Wow Mum, you look great.'

She did indeed look good in her simple little black dress cut above the knee to show off her stunning stocking clad legs and low enough to display her large full breasts. Her dark hair glistening and worn long over her shoulders.

'Thank you dear, wish me luck.'

At that she kissed him quickly on the cheek and left. 'God, I hope this date is better than the last one.' she thought to herself as she got into her car. The last one was a disaster when he took her back to his house and mauled her on his couch before pulling her tiny panties to one side and slipping his cock into her tight wet pussy. Judith was horny and so looking forward to being ravished that when after fifteen seconds the guy grunted and came inside her she just lay there, dazed, annoyed and frustrated. She eventually got up and left without saying a word. Luckily when she got home Jimmy was in bed and she took her frustrations out on her trusty rabbit. Jimmy by now had the DVD in the player, his jeans and underpants round his ankles and a box of tissues handy.

Judith had asked her best friend Julia to pop round later to make sure Jimmy was ok and not having any end of term parties while she was out.

Julia was a couple of years older than Judith, at forty five, and lived just down the road in a bungalow on the same estate. She was also Jimmy's former school headmistress.

At eight o'clock she thought it time to have a walk over and see if Jimmy was indeed ok. As she walked by the side of the house she decided to peek through the sitting room window in case he actually was up to no good.

'Hmmm, you dirty little boy.' she thought as she looked to see Jimmy glued to the television screen and wanking his cock furiously.

She crept round to the back of the house and tried the back door handle. It was unlocked, just as Judith said it would be. Gently opening the door she quietly moved behind Jimmy and slowly inched towards him.

Julia gazed at the television. A mature lady was on top of a naked boy on the carpet of what looked like the sitting room of a large country house, complete with roaring fire and she was riding him hard. Wearing only black hold up stockings with black patent leather high heeled shoes and a set of pearls she looked every inch a well to do mature woman. Only the obligatory tattoos gave away the fact she was a porn star.

Jimmy was so intrigued by the action on screen he didn't hear or see Julia until she stepped in front of him.

'Well now Jimmy, who's a naughty boy?'

A startled Jimmy let out a girly squeal and went to pull up his jeans.

'I don't think so,' said Julia as she stepped on his jeans preventing them being pulled up.

Jimmy automatically put his hands over his bulging cock but not before Julia had a good look at it. 'What will your mother have to say when I tell her what a naughty boy her Jimmy has been?'

'Oh, please don't Miss. I , I er can explain...'

'No need to explain Jimmy boy,' said Julia picking up the DVD case. 'In Praise of Older Women huh?'

'It..it's not mine, honest Miss.'

Julia liked the fact that he still called her Miss and an idea formed in her head.

'Well I won't say anything to your mother but you have to promise to let me deal with your punishment.'

'Yes, yes anything Miss.'

'Right then young man, I want you at my house at eleven tomorrow morning. Tell your mother you're meeting friends or something but don't be late.'

Jimmy knew his mother would be doing the housework on Saturday morning and would relish having him out of the house so he readily agreed.

'See you in the morning then Jimmy.' She paused then said, 'I'm looking forward to it.'

Jimmy was sure she gave his cock another glance before she left.

It was an extremely nervous Jimmy who knocked on Julia Martin's door at eleven o'clock the next morning.

He could hear the click clack of her high heels on the tiled floor as she came to answer the door.

'Oh Jimmy, do come in.'

Julia was wearing a tight black leather skirt and a tight white silk blouse that hugged her large breasts. Toby could see she wasn't wearing a bra and her nipples were pushing against the shiny material. He suddenly felt faint.

He would have felt worse if he knew that under her skirt she was wearing a black satin girdle with six straps that held up her sheer black stockings. On her feet were shiny black high heeled shoes. Her blonde hair was up in a bun.

'Follow me.' was all she said before leading Jimmy into her sitting room.

'Right young man, or should I say little boy? It's time for your punishment. I want you to take off all your clothes and bend over the arm of that chair,' she said pointing, 'and fold your clothes tidily. Put them on the chair seat.'

Jimmy hesitated. Julia picked up her leather paddle and smacked it into the palm of her hand. 'Do you want more swats than I had already decided boy?'

Jimmy quickly slipped off his t-shirt, shorts and trainers and was standing with his hands in front of his crotch.

'Hands by your side Jimmy, that's a good boy.'

Jimmy slowly peeled his hands away to reveal a limp dick.

'Oh dear Jimmy. It doesn't seem to be having as much fun as it was last night. Let me see if I can help.'

With that she stepped forward and Jimmy groaned as Julia took his cock in her hand and started to stroke it.

'Mi..Miss what are you doing? Oooh.'

Soon his cock was at full mast.

'That's better. Now over the chair please Jimmy.'

Jimmy complied and waited for the first stroke. He didn't have to wait long.

'Ow, please Miss....' 'Quiet boy or I'll smack you harder.'

Jimmy endured a dozen smacks of the paddle until his bottom was bright red in colour.

'Hmmm, nice shade,' said Julia. 'I'll get something to take the sting out. Stay where you are.'

Jimmy didn't move and in a minute Julia was back with a tube of cream that she applied to her hands and liberally rubbed it over Jimmy's backside. He ooed and arred as she fondled his bottom and gasped as her fingers traced between the cheeks of his arse and ran over his puckered hole.

The next time she did that he groaned.

She felt between his legs and grasped hold of his erection.

'Looks like I'm going to have to deal with this.' Stand up!'

She led Jimmy by his cock along into her bedroom and ordered him up onto the bed on his back.

She stood by the bed and slowly undid each button on her shiny silk blouse until she peeled it off her shoulders and let it drop on the bedroom floor.

Jimmy just gaped at her large breasts as Julia took them in her hands and fondled them in front of him.

'Do you like them Jimmy?'

Jimmy just nodded, not believing what was happening.

Julia then slowly unzipped her leather skirt and peeled it over her hips.

Jimmy marvelled at the black satin girdle holding up the sheer black seamed stockings. He noticed that she wasn't wearing panties and shaved her pussy glistened with her juices.

She climbed up on the bed and straddled Jimmy's head. Jimmy was transfixed, he had never been that close to a real pussy before. Suddenly Julia sank down so that she was sitting on his face.

'Lick me boy,' she ordered. Jimmy stuck out his tongue and licked his old headmistress while she rode his face to orgasm.

'Drink it Jimmy,' she said as she spurted her juices into his mouth.

Jimmy nearly gagged as she came all over his face.

Julia rubbed her huge breasts over his face to wipe the juices off then sat down on his thighs.

'That was nice. A bit more practice and you'll be just right.'

'Are you a virgin Jimmy?' she asked rubbing his throbbing cock up and down her soaking wet pussy lips.

Jimmy nodded. 'Well I'll have to do something about that.'

She leaned up a little and then in one push down impaled herself on his cock.

'Oh god,' groaned Jimmy as her tight pussy walls slid around his tool.

'Mmmm, just what I need,' moaned Julia as she rode his big hard cock. She knew he wouldn't last and soon he was shooting his cream deep into her.

Before he could recover she had leapt off him and was now greedily sucking his cock back to hardness. Jimmy threw his head back and moaned.

'You're going to have to learn to last longer young man if you want to satisfy all those mature ladies you crave,' she said as slurped his cock back to full hardness.

She climbed back on the bed and straddled him again. This time she had a more leisurely fuck and orgasmed twice before speeding up and riding him hard until she could feel his cock growing inside her tight pussy.

'Come on Jimmy. Give me it. Cum inside of me. Give me your cum.'

Jimmy couldn't believe what his former headmistress was saying to him. It sounded so dirty. So sexy. Then he groaned. 'Oh god, I'm cumming. I'm cumming Miss.' and promptly exploded in her. She rode him to one more orgasm until they were both spent.

As they lay on the bed recovering Julia said, 'don't think that is the last of your punishment little boy. I want you here at ten on Tuesday morning!'

'Yes Miss,' was all Jimmy could say and he wondered what was in store for him on Tuesday.

TO BE CONTINUED