Two mature ladies decide to have a little fun – and end up having a lot, in this very naughty short story

Diana gazed out of the window of her penthouse flat. The agent’s blurb had eulogised the sea views from the living room, but it was the view from the kitchen window that she found most stimulating. In the sunshine, four floors below, a group of young men were lounging around the pool, light glistening off their muscular bodies and conspicuous bulges in the front of their trunks. Occasionally one of them would dive into the pool to cool off and, as he emerged the wet material would cling to his body leaving very little to her imagination.

‘What I wouldn’t give to feel one of those again,’ she said.

Caroline stood on tiptoes and peered out of the window.

‘Easy,’

‘Easy. How?’ Diana frowned.

‘Money,’ Caroline pulled a face. ‘You’re loaded. Just offer them money.’

Diana sighed. ‘That just wouldn’t . . . well it wouldn’t feel right.’ She looked at Caroline. ‘I’m not looking for undying love. I just . . . I just want to be fucked for fun. I just want some nice young man to fancy me, even if I do have to do a Mrs Robinson on him.’ She laughed.

‘Offer him two in a bed,’ Caroline said.

‘What!’ Diana spluttered.

‘Why not? We have fun together, so why not combine it with a nice hard cock as a bonus? No man can resist two hot women in a bed.’

‘You call this hot?’ Diana opened her arms and let her robe fall open to reveal her body clad only in skimpy bikini pants.

‘Not bad for sixty-two.’ Caroline moved closer and pushed the robe further apart. ‘Nice tits,’ she said running her fingers over the soft mounds and gently tweaking the nipples. ‘Still quite perky. It’s not as if they’re flopping down around your waist.’

‘You haven’t seen me on my back,’ Diana laughed.

Caroline raised an eyebrow.

‘OK so you have but. . .’

Caroline let her hand travel down over Diana’s flat stomach until her fingertips rested just inside the elastic of the bikini. Caroline’s perfume wafted over her reminding her of Jasmine. She closed her eyes.

‘And I know this is still in working order.’ Caroline whispered as she nibbled at Diana’s ear, her hand slipping further inside the bikini pants, her fingers circling lazily.

Diana’s eyes snapped open. ‘And what about the wrinkles?’

‘You’re a hell of a lot hotter than you think,’ Caroline said. ‘Definitely a MILF.’ Her fingers pushed between the folds of Diana’s lips and brushed against her clit. Diana felt her legs weaken and her eyes began to close again.

‘What on earth’s a MILF? She managed to say.

‘Oh good grief.’ Caroline stepped back and opened her robe like a flasher. ‘This is.’

She was shorter than Diana, with more curves. The big breasts of her Rubenesque figure had lost some of their youthful bounce but her body was still toned. There was a roundness to her stomach but no overhang and, despite two kids and two ex-husbands, major wrinkles. Diana knew she looked spectacular in a low-cut dress and could still attract admiring looks in a bikini. Her mons was shaven displaying the eagerly swelling lips between her thighs and her whole body looked smooth and inviting.

She was six years younger than Diana and they had been friends since Diana’s husband and Caroline’s first husband had worked together. If it had occurred to either of their partners that their wife was having an affair whilst they were away on business trips, they would have been right, but they would have never caught them with another man.

Caroline had said at the time it was the perfect solution, it kept to horny young women satisfied whilst their husbands were away, and it wasn’t really being unfaithful. Now, after Diana’s husband died and Caroline’s second ran off with “the tart from the office” as she was known, they were neighbours and holidayed together in Diana’s flat in Minorca. Both of which made the same arrangement very practical.

Caroline also kept herself in shape by pumping exercise machines in the gym and any man she fancied outside, and sometimes inside, it.  Diana had always admired Caroline’s casual attitude to the physical act of sex. Listening to her tales she wished that she could lose her conservative, upper class, English, upbringing and misbehave; most of the men she met seemed to want a nanny or a nurse rather than an all-night fuck.  

Caroline wriggled her hips provocatively. ‘MILF. Mother I’d Like to Fuck.’

Diana looked puzzled.

‘Oh good grief.’ Caroline grabbed Diana’s hand and dragged her into the living room. ‘There’s a whole world of shopping and porn out there called the internet. You’ve heard of the internet?’ She asked as she sat on the sofa.  

Caroline opened Diana’s laptop on the coffee table. Her breasts swelled forward through the still open robe as she leant over the computer and typed something on the keyboard. She clicked a couple of times and swung the screen round slightly so that Diana could see it.

The video showed two young and quite well-endowed men on either side of a middle-aged woman on her knees.

‘That’s called spit roasting,’ said Caroline leaning back on the sofa. Diana noticed that her hand had slipped between her open legs.

‘It’s a bit rough,’ said Diana as she watched a close up of one of the men stuffing his cock as deep into the woman’s mouth as it would go. The camera angle switched to a close up of the second man’s cock ploughing into the woman from behind. ‘Is he?’

Caroline fingers were moving between her legs. ‘Hmm, yes.’

‘What if I wanted something a bit more . . .’ Diana paused, ‘. . .  sensual?’

The men in the video had now removed their cocks from the woman and were masturbating furiously in an effort to come over her face. Caroline had slid down the sofa so that she was snuggled up to Diana; her fingers working furiously between her legs until her body tensed and she groaned contentedly.

Diana looked down at Caroline. ‘Happy now?’

‘It’s a start,’ she said dreamily. ‘We could always make our own porno movie.’

‘What?’

Caroline wriggled back up into a sitting position. ‘Why not, then we can do exactly what turns us on.’

‘But what about the camera, lights . . .  actors?’

‘I’ve got a half decent video camera and a tripod.’

Diana didn’t ask what she’d used it to video.

‘Our actors are all over this island, maybe even around the pool at the moment; I bet we can get a few volunteers from that lot. If not, we’ll advertise on the internet.’ She looked around the spacious living room. ‘There’s plenty of light in here. This will make a great location.’ She looked at Diana. ‘Let’s have some fun.’

Diana sat back in the sofa and studied Caroline ‘Well . . .’ There was a long pause. ‘Oh fuck it let’s do it.’ She sat up ‘But what if they’re?’ She held up her thumb and forefinger a couple of inches apart.

Caroline laughed. ‘We’d better do a casting.’

***

A week later Diana and Caroline were sat on the sofa wearing brightly patterned, short, summer dresses and nothing else as, despite the air conditioning, the room felt hot and steamy. Behind them the red light on Caroline’s digital camera blinked indicating that it was recording and in front of them stood a young man in his late twenties who had announced himself as George. He was wearing a pair of white shorts and a white shirt that hung open to reveal a muscular, tanned, torso.  Caroline was in full flow. ‘So you want to be in a porno movie with two,’ she paused, ‘more experienced ladies?’

‘Yes Ma’am,’ said George cheerily.

Diana winced; it wasn’t so much his American accent as being called Ma’am. It sounded so old, and she was beginning to think this wasn’t such a great idea.  

‘Well, we’ll need to see your equipment,’ Caroline grinned at Diana; clearly enjoying herself.

George obediently shrugged off his shirt and unzipped his shorts. Both Diana and Caroline lent forward as he slipped them to the floor.

‘Oh boy,’ said Caroline, ‘that’s . . .’

‘Magnificent,’ Diana said.

Caroline stood up and moved towards George. ‘I suppose we ought to do a screen test.’ She ran the tips of her fingers along the length of George’s semi erect penis causing it to jerk and swell even further. ‘Make sure we get this on film.’ she said as she dropped to her knees.

‘But I don’t know how to use the camera.’

‘Just unclip it from the tripod and point it and press the red button. Everything else is automatic.’ Caroline slipped her lips over the head of George’s erection.

George thrust his hips forward in an effort to push deeper into her mouth. Caroline placed her palms on his hips and pushed him back. ‘Gently,’ she said, ‘this is just a little foreplay to make sure . . .’ she slid his cock into her mouth and then out again, ‘that it’s good and hard.’ She gasped for air. ‘Besides if you shove that thing down my throat it could come out the other end.’

Diana watched on the camera screen and thought to herself that if it got any bigger and harder he’d be able to play rounders with it. Caroline pulled her head back and licked slowly around the head as if she were savouring an ice cream; George swayed back and forth on his heels clearly enjoying the experience. Caroline stood up and led George by his cock to the sofa. ‘Sit,’ she ordered as she slipped off her dress.

George sat, legs apart, his erection sticking up like a lighthouse. Caroline sat astride him and reached behind the sofa and brought out a box of condoms. She turned and smirked at Diana. ‘Good job I got some XX Large.’

She expertly slipped the condom on and then lowered herself onto just the tip of Georges phallus. Diana focused the camera on the action and watched as Caroline flexed her hips; sliding herself back and forth on the swollen head; she was already making little sounds of pleasure. George grabbed her cheeks in an effort to push her down on him, but Caroline slapped his hands away. ‘Naughty,’ she said, ‘You wait.’

‘Yeees Ma’am,’ George groaned.

Diana sniggered.

Caroline’s response was to drop slowly down George’s shaft. ‘Aah,’ she moaned as if George’s penis had forced all the air in her lungs out of her mouth. She rode him slowly at first, bouncing up and down as if on a trotting horse, wiggling her hips for maximum enjoyment and making little ‘ooo’ sounds each time she was impaled. George responded by thrusting upwards each time Caroline slid down and her ‘ooo’s’ got closer together and merged with George’s grunts until they sounded to Diana like a kettle about to boil.        

She could smell Caroline’s musky scent and George’s excitement. The whole room seemed suddenly to stink of sex and desire and Diana felt herself tingling as she watched them slam together in a last few manic thrusts. She could hear Caroline’s sex sucking at George as he lifted his behind and Caroline clear of the sofa, the muscles in his legs standing out as if sculpted from marble. They both seemed to hang in the air in a frozen tableau of ecstasy before they flopped back down onto the sofa groaning with relief.

Caroline pushed herself up. ‘Pretty good start,’ she panted ‘although you’re going to have to last a bit longer than that if you want to be a porno star.’ She slid off George’s rapidly shrinking penis.

‘Yes Ma’am,’ he said, ‘but I’ll be ready to go again in a short time.’

‘Well, if that’s the case,’ Caroline looked impressed, ‘you’re hired. We’ll arrange a shoot next week.’

George grinned and slipped on his shorts and Caroline bustled him out.

‘Why’d you let him go?’ Diana grumbled ‘I’m horny as hell now.’

‘I know,’ Caroline laughed, ‘so am I. One orgasm really isn’t enough.’

Diana glared at her ‘So?’

‘We’ve got four more to see.’

Unfortunately, the next was a brash and cocky, with cropped hair and tattoos who Diana dismissed even before Caroline had asked him to take off his jeans. As he left she saw Caroline slip him a piece of paper. Diana raised her eyebrows as Caroline sat back on the sofa. ‘So I like a bit of rough,’ she said trying to sound innocent. ‘Thought I’d save him for later.’

The third had long dark hair and a muscular body but when he dropped his trousers Diana was tempted to reach for her glasses.

            ‘I know we shouldn’t discount small men,’ she giggled after he had gone ‘but even if that had blown up like a balloon it wouldn’t have amounted to much.’

There was a knock at the door. ‘Oh please let that be an attractive man with an average sized cock,’ Caroline said. ‘I’m so fucking horny I’d shag the janitor if he showed up.’

‘I thought you did that last month,’ Diana giggled, ‘and the next one’s mine.’

‘Bitch,’ Caroline snapped as she opened the door.

The man was tall and blonde. Diana estimated him to be in his mid-thirties. He looked like a typical surfer and the Australian twang to his accent seemed to confirm this. Oh well she thought, it’s his body we’re after not his mind.

‘Hi,’ he said ignoring Caroline and holding out his hand to Diana, ‘I’m Matt.’

‘Diana.’ She said feeling slightly like a rabbit in the headlamps of his blue eyes. She perched on the edge of the sofa and Matt flopped down in the chair opposite.

Caroline was already into her introduction and had reached the ‘experienced women’ part.  

‘Love to,’ Matt said. ‘To be quite honest I’ve had enough of airhead girls. My last girlfriend was forty-nine and boy did we have some fun. Oh, and by the way I can work one of those as well.’ He pointed to the video camera.

‘You’re hired,’ said Diana.

‘Err, equipment . . . screen test,’ Caroline said.

Matt laughed and unzipped his jeans.

Caroline leapt up. ‘You grab the camera.’

‘Oh no,’ Diana said sharply as she stood up and unzipped her dress, ‘I’m not falling for that one again.’ She pressed herself against Matt as he took off his shirt and felt his hard flesh between her legs. She started to slide the back and forth along its length, the head parting the split of her flesh without penetrating her. She ran her fingers of Matt’s smooth chest and purred, ‘Me first this time; pass me the condoms; you can have the leftovers . . . if there are any.’

She turned around and put her hands flat on the coffee table and pushed her behind against Matt who continued to gently press the head of his erection up and down between the lips of her sex nudging it against her clit each time he pushed forward. Slowly he beat her at her own game teasing her to the point where her whole body desired him in her. ‘Oh for God’s sake fuck me.’ Diana squirmed.

Matt slid himself into her until his thighs pressed against hers.

‘Oh shit,’ Diana muttered as Matt stood still and she rocked herself up and down the length of his cock. Then he started to move, slowly at first sliding in and out of her languidly almost lazily for several minutes but Diana was getting impatient. She thrust herself hard onto him with an increasing tempo.  ‘Oh fuck, oh fuck I’m coming,’ she whispered breathlessly as her body moved in short spasms. ‘Oh shit,’ she raised herself onto her fingertips and arched her back ramming herself against Matt, every muscle in tension as if she had been electrocuted. Several seconds passed before she flopped forward onto the coffee table as if the power had suddenly been cut.

‘Here take this.’ Caroline held out the camera.

‘Fuck off,’ Diana panted; trying to get her breath.

Caroline clipped the camera back on the tripod and pointed it at the sofa. She grabbed Matt’s cock and led him round the coffee table and, falling back on the sofa, spread her legs wide and dragged him into her. Matt grabbed Caroline’s ankles and pushed her legs back so that her feet were beside her ears and thrust into her, his muscular thighs rhythmically slapping against the backs of hers.

‘Ah . . . ah . . . ah, ah, ah.’ squealed Caroline in time with the thrusts.

Diana watched as her body arched and she dug her fingernails into Matt’s buttocks leaving red scars across them. Matt took the hint and pushed Caroline’s legs even further back and Diana watched fascinated as he pulled himself nearly fully out of her before slamming the full length of his cock back into her. Caroline made a series of little ‘uh’ sounds followed by a long moan as Matt grunted and impaled her with several final deep thrusts before dropping forward onto Caroline’s legs.

‘You’re definitely fucking hired,’ Caroline sniggered from underneath a pile of limbs and a tangle of blonde hair.

Matt grinned and slid off her.

‘Awww.’ Caroline whimpered. She looked at Diana. ‘Two one.’

‘Well you can fucking well make it two all.’ Diana said kissing Caroline and grabbing her hand so that she could shove it between her legs. They rolled over and Caroline worked her way down Diana’s body kissing and licking until her mouth was pressed against her sex. Diana felt Caroline’s tongue work its way round the slippery opening and flick against the bud of her clitoris.

She grabbed at Caroline’s hair as the first waves of pleasure began to engulf her; she was vaguely aware through half closed eyes that Matt was beside Caroline and then the mouth broke contact ‘Aww.’ She moaned but it was immediately replaced with the delicious sensation of something sliding into her. She arched her back as the waves got bigger and bigger. Caroline’s mouth sucked sweetly at her nipples and she was carried to the shore on a final tsunami.

Diana kept her eyes closed for a long time and Matt stayed nestled inside her. Finally as his erection started to shrink she opened them to see the two of them grinning at her.

Caroline raised her eyebrows ‘I think that one counts as double.’

‘Or even a treble,’ Diana smiled.

‘Impressive recovery,’ Caroline smirked at Matt.

‘Well,’ he grinned, ‘any man who sees two hot ladies doing what you were doing is bound to get a hard on.’

‘Thank you kind Sir,’ said Caroline ‘you’ve made my day in so many ways.’

‘I’d forgotten penises came in so many shapes and sizes.’ said Diana. ‘You tend to get used to one when you’re married to one man for a long time.’

‘Speak for yourself,’ said Caroline.

They were sat on the sofa on the day after the castings and Caroline had a script in her hand.

‘So I bet that says ‘Caroline gets fucked by Matt, Caroline gets fucked by George’’ Diana joked.

‘No actually it says Diana gets fucked by Caroline and vice versa. Matt is going to film that and then George appears as a gas man or window cleaner or something, I’m not sure what, and we pull his clothes off and he joins in and then Matt turns up looking for George and . . .  well, you get the picture.’

‘Sounds a bit short on plot.’

Caroline looked at her over the top of her reading glasses and raised her eyebrows. ‘It’s a porno movie not Twelfth Night.’

Diana laughed.

Caroline studied the script ‘I think this may take a couple of days to shoot; I hope you can stand two days of shagging.’

‘If you add ‘at my age’ you’ll be in serious trouble; you’re not too old for a good spanking.’

Caroline looked up and fluttered her eyelashes ‘Now there’s an idea.’

‘Please don’t put that in the script,’ Diana groaned.

***

Diana lay back and closed her eyes as Caroline’s tongue circled her nipples and her fingers worked inside her already wet sex. ‘Hmm.’ Diana ran her fingers down the Caroline’s spine enjoying the feel of naked skin as Caroline probed deeper. There was a knock at the door.

‘Fuck, who can that be?’ Caroline got up and wrapped a flimsy robe around her.

Diana tried not to snigger at the sight of her going to the door followed by Matt with the camera and an enormous erection. Caroline had been getting a little tetchy throughout the morning when little things had gone wrong.

She opened the door.

‘Howdy Ma’am,’ said George, ‘I’ve come to fix the . . .  what have I come to fix?

Diana giggled.

‘Oh shit, cut,’ Caroline said. ‘The plumbing, the cooker, anything you fucking well like.’ She shoved George back out the door. ‘Now try again.’

She closed the door, paused and re-opened it’

‘Howdy Ma’am I’ve come to fix the plumbing.’

‘Come in,’ Caroline said with an expansive gesture that made her robe fall open.

George stepped self-consciously into the room and set the toolbox down on the floor.

‘Do you think you’d be able to fix this?’ Diana said crossing the room and holding the dildo under George’s nose. She hadn’t bothered to put a robe on.

‘D.. . don’t know Ma’am,’ George stammered.

‘Or perhaps he’s got something we can use instead,’ Caroline said rubbing her hand on the bulge in the front of his overalls.

‘Let’s see,’ Diana unbuttoned the overalls. ‘Oh, I think this will do,’ she said kneeling in front of him and taking the head of his cock in her mouth.

George moaned.

Remembering what happened last time she only gave him a few strokes before getting up and leading him over to the sofa.

‘Now where were we?’ She asked. ‘Oh yes. I was laid back like this,’ Diana reclined languorously on the sofa in a film star pose with her legs apart, ‘Caroline was playing with my breasts and was just about to slip the dildo into me.’ She looked at George who seemed transfixed.

‘She was about to put the big cock in me’ she said pointedly.

George suddenly seemed to remember that he was the big cock in question, and he obligingly knelt down.

You’re a plumber so you should know about keeping pipes lagged.’ Caroline slipped a condom onto him.

‘Uhh,’ Diana gasped as he slid the tip into her. Caroline grabbed her hair and kissed her feverishly. George slid further in and Diana came up for air ‘Jesus.’ she inhaled moving her legs further apart so that George could slide fully into her. Slowly he began to pump.

Diana groaned and grabbed at Caroline half dragging her on top of her the fingers of one hand entwined in her hair forcing their mouths together the other clawing at the cheek of Caroline’s arse. Caroline squirmed over so she was astride Diana with her behind towards George who inconsiderately, in Diana’s opinion, slid out of her and into Caroline.

Diana could feel him moving inside her friend as their stomachs pressed together. She kissed Caroline hard and then George slid back into her. He seemed to have got the idea now as he pushed into one and then the other slowly inching each woman closer to orgasm. Just as they thought they would crest the wave he would slide into the other. The empty one would writhe against the recipient desperately seeking fulfilment until they felt teased to the point of desperation. Then he would slide deliciously back in. It was like pushing two boulders up a hill where if he neglected one it would start to slide back down but George divided his attention between the two expertly. 

It was Diana who reached the summit first sucking at Caroline’s mouth and digging her fingernails into her buttocks as she writhed against her and George’ cock. George’s timing was perfect; he slipped neatly out of Diana and smoothly into Caroline who immediately began to buck against him as she came. Then he was back inside Diana pushing her to another peak as she rolled down the other side, then Caroline again and back to Diana. Finally George could keep going no longer and shuddered to a climax with his cock trapped between the two writhing bodies.

There was a long silence. George flopped exhausted onto the end of the sofa and Diana and Caroline lay entwined in a warm embrace.

Eventually Diana opened her eyes. ‘I think we may have a problem.’

‘What?’ Caroline propped herself up and looked down at Diana.

‘Have you seen our camera man’s erection,’ Diana grinned, ‘we can leave the poor man in that state.’

‘Ooo,’ was Caroline’s only response.

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