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Brian and Jan had enjoyed their holiday, the initial "vanilla" break with friends, and the additional stay due to Brian's injury which had given them the opportunity to indulge in some more erotic activities, with Jan enjoying the company of two younger men, and Brian enjoying the role of husband to a sexy younger hotwife.
Jan was disappointed that they had barely seen Olivia, but they had a catch up over a glass of wine the night they returned, before she went back to Oxford to get sorted in readiness for her girly holiday in Greece. Brian was happy that the fence and lawns were in ship shape, and Jan asked Olivia if she'd seen much of James.
Olivia said he was friendly and chatty, and that she'd made him lunch a few times and taken him drinks when he was working. She also said she'd made friends with Helen following their abandoned rain sodden run, and said that she had come over for lunch one day and for a drink and chat another night. Understandably, Olivia didn't feel the need to tell her mother and stepfather that she had taken James' virginity, fucked his brains out most days while they'd been away, and also had two girl on girl romps with Helen, and a threesome with them both!
They all had breakfast together the following morning before Brian drove Olivia back to Oxford, so she could pack before meeting her friends and heading to Heathrow for ten days of sunshine and fun with her old Uni mates.
Having spent all her working life as an administrator, starting off as a receptionist and then becoming a secretary before applying for a job at Brian's company as his PA, Jan enjoyed managing all the household admin, finances and Brian was more than happy that his wife took on these chores with ease and efficiency. With the house empty, Jan set about opening mail, and checking emails, the online banking and various other bits of admin. They had a cleaner who came for half a day a week, James did the lawns, and they had an older garden enthusiast who looked after the beds and hedges. The windowcleaner had recently increased his rates, and then there was the pool maintenance guy. Jan had her eye on him, she had a sixth sense that he seemed to charge a lot, and not necessarily do much in return.
Having a pool and hot tub was a luxury, and they loved the facility, and Tony the pool guy was contracted to visit 3 times a week, and Brian did basic checks inbetween. When they were away he came daily for a quick check, and Jan winced when she saw how much he'd put on his latest invoice for these extra visits. She wondered if in fact he did even come every day, and decided to check the CCTV.
There were no cameras over the pool area, but a new camera at the back of the house would cover the 6ft wooden door which led to the pool. Jan knew he usually visited mid morning, so she started flicking through footage of times around 10am. Tony appeared some days but as expected not others, but Jan decided she would have to check some wider time slots, just in case he'd arrived earlier or later than usual. With the footage on fast forward, Jan paused when she saw some movement. When she replayed one mornings footage she saw young James walk across from the lawn, open the door, which he left open, only to be greeted by a topless Olivia in a tiny thong bikini! Olivia started kissing him, and in no time he was leant against the open door, with her eldest daughter, crouched down with his cock in her mouth!
Jan was in complete shock, and knew she should just stop the playback and delete the footage, but somehow she justified the decision to watch for another minute, then another... The fact that James the quiet, awkward teenage gardener was now vitually naked, and the fact that her own daughter was clearly giving him the time of his life was not what she had in mind as she started her detective work to prove Tony's shoddy work. Olivia then moved along to one of the loungers, untied her bikini, and bent over, clearly instructing James to follow, which he did. He then held her hips and proceeded to fuck her, the doorway framing the image Jan could see. He did not last long, and within a couple of minutes he was clearly ejaculating in Olivia's pussy, and then he got under the outside shower, before drying off, kissing Olivia and walking back through the door, facing the camera. It was obvious that neither of them had a clue the camera was there let along filming through the pool door.
Jan stopped the playback, and shook her head in disbelief. James was barely 18 and Oliva 26 - what on earth did she think she was doing - Olivia had always been popular with the opposite sex, and Jan never judged her, just reminded her to be careful and safe. Jan mulled over whether she should speak to Olivia, tell Brian, or just delete and shut up! She then reflected on the fact that her shock and disapproval was in fact a tad hypocritical since she herself had in fact fucked two men, much younger than her on holiday, and shared details and the spoils of one encounter with her husband! Jan found herself smiling to herself and realising that Olivia was every bit as mischievous as her mother. She then deleted the footage and decided to say nothing.
Brian returned before lunch, and by then Jan had completed the admin, and been into town for a food shop. They had a nice lunch and some wine sat outside, and then Brian said that James had messaged to ask if he could call for his pay. Brian had been to the cashpoint, and as they sat relaxing, James appeared. Brian invited him to have a beer, and chatted to him, praising the job he'd done, and arranging for him to come and help sort out the garage and do the lawns. As Jan sat looking at him, she could not erase the image of him being pleasured by and then fucking the arse off Olivia! Jan was wearing a white denim shorts, and a pink vest top, with a set of white lacy lingerie underneath. She was very tanned, and could not help noticing James looking at her breasts! He had been doing their lawns for over two years, and now he seemed to have gone from being a boy to a man in 10 days - probably with the help of Olivia. James left after around 40 minutes, with his payment stuffed in his pocket.
Brian and Jan decided to have an early night, and they both got into bed, Brian naked and Jan in a short silky nightie. They cuddled up and chatted, but Jan kept thinking about what she'd seen and decided to tell Brian the bare bones of the story, avoiding the detail regarding the full extent of her daughter's activity - instead she used terms like "fooling around" and "being a bit playful with each other". Brian was every bit as shocked as she was as she shared her heavily edited version of events, but instinctively found the situation amusing and unwisely blurted out "The jammy little bugger".
Jan elbowed him in the ribs. "I don't think that it's appropriate that your response to me finding out that my daughter has been having sex with the young gardener is "The jammy little bugger!!"
Brian tried to rewind "What I mean was, they are young free and single, Olivia is an attractive young lady, and James like all 18yo boys will have been over the moon to have had her attention! Let's face it, we both know she's no angel when it comes to men, so what harm is it!"
Brian was right, and Jan knew that Olivia was so like her mother in so many ways... including sexually, nevertheless, Jan did not want to think about it! Second guessing Brian's next question she said.
"And before you ask, the footage is deleted so you nor anyone else will see it!!"
He burst out laughing, and within minutes, he was busily seducing his wife, with talk of their holiday and her liaisons.... she indulged him with all the details again and as she held his cock, she could feel it stiffen as she reminded him of how naughty she had been in Portugal. As he teased and sucked her nipples, he told her that they were very visible through her lacy bra and pink top, and that James had clearly liked the look of them because could see him looking at them as they spoke.
Having her nipples sucked was a massive turnon for Jan, and she soon found herself playing along with his dirty talk about James wanting to see and suck her nipples and how we was probably lying at home in bed wanking at the thought of them.
As much as Jan tried to resist the subject, since it felt wrong, and taboo, she kept getting flashbacks of James naked body, his erect cock and the sight of him being fellated and fucking some anonymous female, but then she found herself imagining it was her, and not Olivia by the pool. Jan reached a powerful orgasm, whilst being licked and wanking Brian off. he came over her hand and thigh. Jan immediately banished all thoughts of the pool, cctv and James from her mind, and after cleaning up, they both went to sleep.
Neither mentioned the James and Olivia episode the following morning, and Jan was off out to lunch with her tennis club friends. Brian dropped her off, and was going to pick her up later. He returned home and his imagination started to wander, and despite it feeling very improper, he wondered how far Olivia and James had gone, and how much Jan had actually seen. As he imagined what may have happened, he suddenly realised that the CCTV file delete system had a holding file section which meant that even if a file was deleted, it remained on the system for a further seven days! He discovered this when someone damaged their entrance gate when they were away one time, the system had deleted the footage after a week, but the installer showed him how to retrieve the previous weeks files before they were gone forever!
Within minutes, he found himself logged on via his own tablet, and had retrieved a file dated the previous week. He paused before clicking on the file, knowing that whatever was on there was not for his eyes. Should he just fully delete it or just watch it first... after all Jan had seen it, and it wasn't as if he was Olivia's father. Curiosity and arousal won the day and the screen came to life, with the image of the pool entrance. Brian scanned through until there was movement... paused and started watching. James opened the door, and there was Olivia, topless. Her figure was so like her mother with those lovely pert breasts. As the young couple progressed, Brian found himself releasing his cock from his shorts, and stroking it as he watched his stepdaughter sucking James's cock as the young gardener leant back with a look of pure ecstasy on his face. The sight of him then entering her from behind saw Brian's cock reach full on hardness and as James deposited his load inside Olivia, Brian's spurted over his hand and belly. Fucking hell, that was incredible... and like Jan, he found it impossible to erase the images from his mind.
Brian then had two choices, delete the file or save it in one of his own private folders. He decided to keep it for now, and smiled at the thought of young James undoubtedly having a lot of fun with their sexy house-sitter in between his garden jobs.
After wiping his semen off his hands and shorts, Brian's mind wandered back to the images and the previous night's sex where he had been teasing Jan about James. This suddenly became a vision in Brian's mind, the thrill he got from knowing Jan was misbehaving, and then hearing all the horny details drove him wild. What if she seduced James, like Olivia clearly had - she must have made the move. Brian know Olivia could wrap men around her little finger, and she clearly loved sex like her Mother - he recalled more than one occasion where he heard her being fucked by her boyfriends when they'd visited, and also heard some very suspicious sounds from her bedroom when she was in bed alone!
Brian decided to slowly sow the seed re Jan seducing James but he knew it would need to be a slow burn... subtle... he was local, but would soon be heading off to Uni, and would definitely be a first being 27 years her junior! He also smiled to himself at the the thought of Jan's one much much older admirer, Roger, who was now 81, a divorced former Royal Navy Captain, who was a regular at the tennis club, and had clearly not lost his eye for the ladies! He was a real character, charming and funny, and clearly admired Jan and her fellow tennis player Claire. He regularly told Brian what a little cracker Jan was, and he was a regular at social functions, and when greeted with a friendly hug and kiss from Jan, his hand's often strayed. As Brian told her a couple of years earlier when they first met him,
"There is clearly life in that old dog and he definitely has the hots for you!"
Jan laughed and replied that he was very sweet and charming, and agreed that he probably was a randy old devil despite being in his late 70's! She recalled the tennis presentation evening, when Roger complimented her on her beautiful navy lace layered dress, and after his hand had found it's way onto her thigh he lent in close to her and said
"I would just like to say how good it is to find that your elegant legs are adorned with stockings and suspenders... not some ghastly tights!"
Jan had had a few cocktails, and laughed, pretending to chastise him for being so cheeky, but his charm and cheekiness continued, and he went on to say how black stockings were regulation uniform for navy wrens and how he had enjoyed many an illicit encounter in his time, adding - of course these days a chap would get in all sorts of bother... the world's gone mad! He had by this point rested his hand on Jan's stockinged knee, when Brian returned, and Roger said
"Brian, you're a very lucky chap, but I might just have to take your lovely wife home with me to show her my medals!"
The cheeky banter continued, and Roger was equally suggestive with Claire, an attractive and gregarious 52 year old who Jan regularly played tennis with, and socialised with, as well as being a very good customer at Claire's boutique in town. She was formerly a schoolteacher, and her husband was in the RAF, they had one daughter, and he spent a few weeks at a time at various airbases around the country, coming home for long weekends every 4-6 weeks. Claire had an inheritance which they spent on a bigger house in a nearby village, and she left teaching and opened up the boutique with a friend who had worked in fashion retail.
Brian heard Jan's car on the drive, and she came in, and was visibly upset, and had been crying.
Jan hugged Brian and told him why.
I called at Claire's to have a look for a dress for the christening next weekend and she gave me some very sad news - poor Roger was found dead last Monday! He had been to the tennis club Sunday afternoon, had dinner and a few drinks, got a taxi home, and must have died Sunday evening peacefully in his chair - his cleaner found him Monday morning - she said she didn't want to spoil our holiday so waited until today to break the news"
Brian was also very sad to hear this news, Roger was always interesting and witty company, and had become part of their lives, they invited him over for lunch, and Jan used to drop in with a meal for him quite regularly, feeling sorry for him being alone. Brian comforted Jan, and whilst they were both shocked, and upset, they agreed that it was a peaceful and lovely way to go, and that Roger had lived a full life to the very end. Brian joked that he would have undoubtedly enjoyed lunch and a few drinks and then watched some tennis - ladies doubles most likely, and could not have chosen a better end to his life. In fact he had told Jan many times that he hoped he would not end up in some residential home, with no social life and with deteriorating health. He enjoyed life, and very much enjoyed Jan's visits!
It was during one of her food parcel deliveries that Roger had pushed the boundaries a little and over a few weeks, her visits started to cater for more than his culinary needs! Roger was a real old charmer, and very tactile at the tennis club functions, when he had Jan alone in his own home, he took it to another level. Jan took it all in good spirits, and when she'd tell Brian, he encouraged her to go further - despite Roger being some 35 years her senior!
The first encounter happened one warm summers day when strawberries were just coming into season locally. Roger had been telling them how he loved fresh local strawberries and cream, and Jan bought some from the farm shop, and decided to get some for Roger and drop by on her way home. She was dressed in a pair of tailored navy shorts and a white sleeveless front buttoned linen top, with white lacy bra and panties, and sandals. her hair was clipped back and her designer shades perched on her head.
Roger was delighted to see her as always, gave her a hug and kiss, his hand wandered down to her buttock, and he gave her a playful squeeze. He then took her out to the conservatory and brought them both a cold drink, ensuring that he sat next to her on the sofa.
"You look absolutely delightful as always my dear - Your elegant legs are so tanned, and I do like your navy and white combination - just the job to excite an old sea dog like me."
Jan laughed, and told him to behave.
"I'm sorry dear, I know I should behave, but seeing you always perks me up, you remind me of a very cheeky young wren called Jenny at Portsmouth, you have a figure just like her and you'd look equally alluring in a wrens uniform as she did... especially with your black stockings!"
Jan laughed, and teased him that as a respected officer he should surely not have been having improper thoughts about wrens!
Roger chuckled "I can assure you my dear that it didn't stop at improper thoughts, she was a good girl and knew the drill, utterly discrete, but happy to please - it's been a very long time since I enjoyed the touch of a woman, oh the joy of becoming old and useless."
There was a tinge of sadness in his voice, and Jan gave him a hug, told him he was neither old, or useless, and that he was a very special friend to her and Brian, and then held his hand. What happened next was another example of Jan's (like Olivia's) totally impulsive streak.
"Roger, I don't like the thought of you being sad, would it make you happy if I let you stroke my leg?"
"Oh indeed, I would like that very much!"
Roger soon started gently stroking Jan's leg, she moved over a little and stretched it out, enjoying his touch, and smiling at him.
"There, how does that feel?"
"Perfect my dear... but I have always been very impatient, driven, wanting more... Would you let me see you in your lingerie - I have imagined seeing you that way so many times?"
"Roger! You are incorrigible... I bring you strawberries, you persuade me to let you stroke my bare legs, then suggest I remove my clothes! What on earth do you think Brian would say...?"
Of course Jan knew EXACTLY what Brian would say, but Roger definitely didn't need to know about her and Brian's lifestyle!
Roger was clearly a very persuasive man, but also used to having his own way. Jan imagined him barking orders, firmly giving instructions, and probably carrying out a few non regulation activities with Wrens! Brian and her had enjoyed a leisurely smooch in bed that morning, kissing and teasing each other, but not going any further. This was something that led to smouldering arousal all day and fantastic sex when they picked up where they left off either later in the day or in bed at night. Jan also loved the sunshine, felt happy and relaxed, and had actually felt a tingle as Rogers fingertips ran over her bare skin. So he wanted to see her in her lingerie.... it was not really a big deal... and she always liked to see him smile... and in reality it would be different to him seeing her in a bikini at the beach or pool.
"Ok you naughty man... here is the deal... you must promise me that you won't go telling the whole of the Tennis club and your luncheon group, and friends that you persuaded me to show you my undies ok?"
Roger chuckled, "Our little secret... my word is my bond"
Jan smiled and shook her head as she stood before him.
"I suggest we move to the lounge - a little less public!"
Roger followed her and sat in his armchair, grinning like a schoolboy!
Jan stood before him, and decided to give him a cheeky little striptease, and started by slowly unbuttoning her shorts, and peeling them over her hips, until they fell to the floor. Roger was mesmerised, as she showed off her lacy white high leg panties...
"Do these meet with your approval Sir?"
They were virtually transparent at the front, and Roger commented re the absence of any pubic hair.
"Well spotted sir, I keep it nicely waxed... I like it that way and so does Brian.."
She then started unbuttoning her top... stopping to tease him...
"Are you sure this is a good idea..? I am a married woman after all...?"
Roger replied "Do not stop...!"
Jan laughed and replied "Message received Sir"
Once she was down to her bra and panties, Jan reached for the strawberries, picked one and leant over Roger and placed it in his mouth.
"Mmm... fresh strawberries from a near naked beauty"
Jan repeated the strawberry feeding action, and Roger spoke again.
"That is a very beautiful brassiere, but I would dearly love to see what it contains... you have such beautiful pert breasts, and I can see that your nipples are erect my dear... that makes me think that maybe you are enjoying our little fun too!"
Jan was enjoying herself... far more than she ought to be. She knew full well that her nipples were erect - they always gave the game away, and also there was a sensation of moisture between her thighs. She imagined telling Brian later, and him being rock hard, ready to fuck her as she described letting Roger see her bare breasts!
"Roger you are so so naughty... but if you really want to see my boobs... I will let you have a quick peek... but OUR SECRET ok?
Jan removed her bra by slipping the straps down to start, revealing her naked breasts and brushing her fingers over her erect nipples.
"It's quite difficult to unclasp... I might have to leave it on... unless you want to help me?"
Jan smiled at her admirer, and moved closer, allowing Roger to deftly remove her bra before she took another strawberry to feed him. As she leant forward with the strawberry, Roger took advantage and she felt her breasts cupped in his hand and his fingers teasing her nipples!
This was not part of he deal, but the fact that Jan had incredibly sensitive nipples, and the fact that they were being squeezed, pinched, and pulled by a very determined and experienced man meant that the rulebook was well and truly out of the window. Roger was soon sucking her nipples in turn, and his fingers were stimulating her pussy through her lacy white panties.
Jan was now feeling totally aroused, and Roger soon had his finger inside her!
"You are such a beautiful and sexy lady.... Brian is a very lucky man.... you're so wet, and I have never played with such a smooth and hairless pussy!"
Roger then undid his trousers, and released his flaccid cock.
"Will you touch it..... please... for me?"
Jan smiled at him as he squeezed and caressed her breasts, leaving her wet pussy wanting more.
"Are you sure you want me to touch it Sir?" Giving him a cheeky grin as whilst looking doe eyed.
At 79, Jan had no idea what to expect, it was limp, but of significant girth, she wrapped her fingers around it and very gently teased him.
Knowing how Brian got instantly hard with some dirty talk, and whilst hearing of her exploits, she wondered if Roger had any particular triggers, so she asked him, keen to give him some pleasure and memories of her naughty visit...
"Is there anything I can say or do to bring him to life Roger... I am pretty open minded, and since you have got me into such a compromising predicament, we might as well make sure that we both enjoy it!"
Jan continued... "I think you have a very cheeky streak Roger, and perhaps you should tell me about your naughty Wren... the one I remind you of... what did she do that excited you so much..?"
Roger chuckled, as Jan gently stroked and squeezed his cock.
"Well she was a very naughty little mink - she was my assigned assistant for a few months while my regular (who was far less pleasing on the eye) had surgery for a bad knee injury. Her name was Jenny, and yes, she looked remarkably like you my dear... a real beauty, with a perfect figure just like yours..."
Jan laughed "Roger you don't need to flatter me any more, I am topless, and your cock is in my hand.... I genuinely only called to bring you strawberries!"
"My office was on the top floor and round, her desk was just outside my door, and nobody came up or in without an appointment. I managed to have a little play with her, and she soon allowed me to have my way with her - I had my own lavatory and washing facility, with a dressing room, in case I needed to put a different uniform on, or stayed on site. She wore the regulation black stockings, but with very sexy suspenders and little black panties. She was 25 or 26 and I was approaching 60... she was able to get my pecker up with her hand and mouth... the randy little minx, and she also had the habit of touching herself, which certainly got my flagpole up!"
Jan was aroused thinking about this randy 25yo being seduced by the much older senior officer.
"Would you like me to touch myself Roger.... I enjoy that and if that helps get things moving...?"
Roger smiled, "You are such a little minx... I knew it!"
Jan stood before him and ran her hands over her naked breasts then slipped one hand inside her white panties, she was very wet, and as she teased, Roger stroked his cock and there were signs of life. Jan used all the tricks she used on Brian to get him hard again, and Roger smiled and just said "Such a bad girl!" as Jan licked her finger before reinserting it into her hungry pussy. She then sat next to him on the sofa, and started wanking his stiffeneing cock. It was getting harder, and was clearly a well sized specimen, or would be if fully erect.
Roger was moaning softly and closed his eyes, and his fingers found Jan's pussy again and as she increased the intensity of her wrist action, her elderly companion, gasped and swore as his cum spurted out from his well aroused cock, covering her hand as he shivered with excitement, and thanked her for making him feel so good!
Jan cleaned them both up with some tissues, and gave him a little kiss, reminding him playfully what a naughty man he was, before getting dressed and preparing to leave.
"By Roger, enjoy your strawberries and remember... no telling your randy old mates!!"
He laughed and replied "Of course... I am a gentleman... please thank Brian for allowing his beautiful wife to come and visit!"
Jan drove home, shaking her head. "How do I manage to get in such situations!!" but then as always, took the view that life is for living, and if everyone's happy, then what the hell!
In reality, she knew she was attractive, kept in good shape, dressed very stylishly with a hint of sexiness, loved male company, and of course, she had always had a high sex drive, plus she was impulsive and had a husband who actively encouraged her adventures!
She got home to Brian, told him she had dropped some strawberries with Roger, and had a drink. He jokingly asked if the old goat had tried to have a feel of her bum or thighs, to which she replied.
"Yes, he felt my bum, stroked my legs, and my breasts... played with my nipples, sucked them... said I remind him of a wren he used to fuck over 20 years ago! He fingered me... then took his cock out, and got hard as he watched me masturbate... I wanked him off... he is well endowed in case you wondered... and ended up cumming over my hand!
Brian stopped what he was doing and wrapped his arms around his gorgeous but oh so naughty wife..."Are you for real... or are you just teasing me?"
"Come upstairs... you can feel how wet I am, and I have not had an orgasm, so I'd really like you to make me cum with your cock my darling!"
Brian and Jan were soon naked, he had his face buried between her thighs, and she repeated how Roger had fingered her, and how she wanked him off.
Brian then told her to get on all fours, slapped her bare arse and said you are such a bad girl, before plunging his cock into her well lubricated pussy. Jan reached between her legs to tease her clitoris as her husband fucked her hard and fast, and they both climaxed together, her pussy throbbing as she milked Brian's cock with her well toned pussy muscles.
Brian and Jan next saw Roger at a 60th birthday bash at the tennis club a couple of weeks later. Jan gave him a hug and a peck, and he winked at her, and thanked her for the strawberries, then discretely whispered "There was certainly plenty of cream!"
Jan playfully chastised him for being cheeky, and he went on to tell Brian, how utterly gorgeous Jan was, and what a beautiful dress she was wearing. The dress was undoubtedly right up Roger's street, with bare arms and plenty of leg on show, Jan had a silk cami underneath, and no bra. Later on Jan went to keep Roger company as he sat enjoying one of many G&T's and he soon had his hand on her thigh, and went on to say what a lovely time he'd had when she last called, and how "Next time, I wondered if I could request that you wear your sheer stockings and heels?"
Jan looked at him and replied "Roger, you are becoming incredibly badly behaved... who said there would be a next time?"
He smiled and squeezed her thigh "My darling Janet, surely you wouldn't be so cruel as to deprive a sad and lonely old man of such a simple pleasure?!"
Jan laughed and replied "That is called emotional blackmail Roger! You are a very naughty man... I am just a kind lady who brings you the occasional lunch and some strawberries, and keeps you company at social events to stop you ogling young ladies and getting yourself in trouble!"
Roger laughed in response. "All I know is that you are all of those things, but as I was once told, a stiff cock and wet pussy never lies... and you made my tired old cock very stiff, and when my fingers explored, your pussy was deliciously wet my dear girl!"
"I think that my kind and lovely visitor enjoyed herself more than she's letting on..."
Jan laughed and just said "Roger, enough!! - I probably should go and find my husband, before people start talking."
Brian and Jan lay in bed, both slightly drunk after a night of fun, cocktails and dancing. She told Brian about Roger's cheekiness, and request, and of course Brian encouraged her to please him! In no time they were kissing and Brian's fingers were probing his wife's pussy, telling her to do all sorts to excite Roger.... Jan was very turned on and soon found herself straddling Brian with his cock deep inside her, as he told her she should dress as Roger requested and suck his cock for him!
A couple of weeks later, Jan was going to Italy for a long weekend with Claire, Brian had a golf tournament on. Claire's friend had a villa near Sorrento, and had invited Claire and a "plus one" over from Thursday to Monday. She had met Jan, and when Claire suggested bringing her, the friend had extended a wholehearted welcome. British summer seemed to have gone, and it had been a miserable couple of weeks of rain, and temperatures barly breaking above 15 deg C. With no tennis, or garden relaxation time, Jan set about baking and perparing some meals for Brian while she was away. She enjoyed cooking and baking, and was looking forward to the trip with the promise of sunshine and fun with Claire. Brian came into the kitchen and saw the mountain of feed she had prepared for him, reminded her that he would be having lunch at the golf club two days, and maybe dinner. He then went on and suggested that she take a couple of meals and half the cake over to Roger!
Brian added. "I'm sure he'll be very grateful and thrilled to see you... especially if you give him a nice surprise..."
Jan gave Brian one of her looks.. "Are you suggesting what I think you're suggesting husband??"
Brian laughed and replied "I'm just saying that you bring so much joy into my life, and into the lives of others... God clearly put you on this earth to bring joy and pleasure.... who are we to fight that!"
"So you have found religion Brian....??" Jan laughed and ended up kissing her husband, and feeling herself getting aroused, before he said he had to be in the office in 20 mins so needed to get moving, adding that he would be back at around 5pm..."Give my best wishes to Roger!"
Jan sent Roger a message to check if he'd be in, explaining she had over catered, and could drop some bits off if he was free and at home.
Reply came instantly "Perfect my dear, My cleaner is just finishing off, I have been out for a walk, I was about to have a bath, so how about you come over in say 40 minutes.... I am very much looking forward to seeing what delights you will bring me today!"
The double entendre in Roger's message was so utterly him... he had such a cheeky streak for such a distinguished gentleman! Jan thought back to her previous visit, and could not ignore that fact that she had got very aroused, and that Roger clearly had a lot of improper thoughts about her. Within 10 minutes, she was in the bedroom, with some very sexy black lingerie on, clipping the suspenders to a pair of new sheer black stockings, which were then hidden only by a black and white wrap dress. Hardly daytime wear, but she would not be going anywhere other between the car and house.
Meanwhile Roger was having his bath, before he got dressed in a shirt and pair of shorts, and with the hope and anticipation that Jan might be up for some more fun and frolics, he went to the bathroom cabinet and popped a Viagra to make sure that should the need arise, nothing would be left to chance!
Jan pulled up outside Roger's house, grabbed the basket containing the meals and cakes, and scurried to the front porch through the rain. Roger opened the door, and the sight before him needed no words.... Jan arriving in heels and a sexy wrap dress, was just what he'd dreamt off and he immediately gave her a kiss and hug.
"Put me down, you naughty man.... this food needs to go in the fridge!" Jan playfully slapped his wrist before heading to the kitchen and emptying her basket. They then went through to the lounge and sat on the sofa, Jan crossed her legs, knowing Roger would get very excited at the sight of sheer nylon adoring her shapely thigh.
"You look utterly delicious my dear janet.... I'm very happy to see that you took heed of my request the other night at the tennis club!"
Jan smiled, "Well I had the dress on to potter around the house, and with the weather being so miserable, I thought I'd just pop some tights on to come out..."
"Tights...! I do hope not...!" Roger looked at her over his spectacles...
Jan gave him a cheeky wink, shall I show you?
Roger's eyes lit up and he smiled.
Jan stood up and slowly revealed her leg, pulling the wrap dress up, and Roger was delighted to see that as the great reveal continued, he was able to feast his eyes on not only her nylon clad thigh, but the sexy black suspenders, silky black knickers and her tanned bare skin.
"You are such an incredible woman Janet.... That is a perfect outfit on a very sexy lady..."
"As sexy as your little Jenny Wren?" Jan asked cheekily, knowing this would arouse him.
"Why don't you tell me more about her and what you got up to with her... perhaps I can help re-enact some of those memories..."
Jan sat beside him and slipped his hand inside her dress so he could caress her breast as he told her.
"Well, as I said, she was seconded to my office, and I had already noticed what a little cracker she was. Her uniform just seemed to fit perfectly and she had such elegant calves, and once I'd established that she was not just a tease, let's just say, office days became much more fun!
Jan's nipples were hard and in no time, her dress was undone and Roger was sucking them and his hands running up and down her stockinged thighs. Jan was very aroused and parted her legs to let his feel her silky panties and engorged pussy lips.
"Let's get your cock out Sir..." Jane smiled and undid his shorts, finding he was not wearing any underwear and his cock was already getting stiff.
"Mmmm... somebody's pleased to see me.... have we had a little help Sir?"
Jan gripped his shaft and slowly wanked his rapidly growing cock.
"One may have taken a little "insurance" when you said you were coming to see me!"
Jan smiled and told him what a randy old devil he was, before asking "So what do you want to do to me today... shall we go upstairs...?"
Roger nodded, and watched as Jan stood, removed her dress completely, then reached her hand out to lead him to the stairs. He watched as she climbed the stairs seductively in her lingerie, sheer black stockings and heels.
They reached the bedroom and Jan looked at Roger and said "I'm all yours... Sir..."
Roger then took off his shorts and shirt and said "Come here Miss!"
He sensed that Jan was happy for him to indulge in a little roleplay and told her to remove her bra, then her panties.
Jan obeyed and stood before him wearing just suspenders, stockings and heels, Roger started touching her and telling her what a naughty girl she was. His fingers probed he pussy which was soaking wet and he tasted her on his fingers.
"I want you to suck my cock like a good little Wren.." Roger then lay back on the bed, naked and Jan proceeded to start to lick and tease his cock as she wanked him. He was soon very hard, thanks to the Viagra no doubt, and she took him deep in her mouth as he lay back moaning and running his fingers through her hair...
"Did your little Jenny Wren suck your cock Sir?"
"Yes, she did... many times in my office, but also in my car and in hotels when I was supposed to be playing tennis or golf!"
Jan continued sucking..."Was she good, did she make you very hard, and did she swallow your cum Sir?"
Roger was feeling incredibly aroused, and moaned as Jan fellated him.
"Yes she was... she knew how to suck cock, unlike my wife, and swallowed every drop... she was a dirty little minx.... but just like you... utterly irresistible!"
Jan looked up and licked the tip of his cock "Am I a dirty little minx Roger... I swallow every drop too... no mess... pure satisfaction..."
"You are a dirty little minx.... but also adorable... I find myself wondering how many cocks you have sucked..."
Jan looked up at him, holding his stiff cock..."let's just say I have sucked enough to know what I'm doing.... yours is idefinitely the oldest by the way!"
Jan then moved to straddle him, and hovered over his cock, rubbing his knob against her throbbing clitoris. Roger loved this, and talked dirty to her as she held his stiff cock and rubbed it against her soaking wet lips. He reached up and squeezed her erect nipples, roughly caressing her firm breasts, moaning and telling Jan how good her pussy felt, and how he wanted to fuck her married little cunt!"
Jane teased him... whilst continuing to rub his now very erect cock against her very wet and hungry pussy!
"Roger! what a thing to say.... fancy saying you want to fuck my married little cunt... would you want to fuck it if I wasn't married?"
Before Roger answered, Jan lowered herself down onto his cock and he let out an loud moan of ecstacy and swore as his cock felt the tight wet grip of Jan's married little cunt!"
Jan rode him slowly, rocked against the shaft and made Rogers dreams come true... he finally had his cock in this beautiful woman he had admired, teased, flirted with and masturbated over ever since her first encountered her and her husband at the tennis club.
"Am I tight as your Wren Sir?... did you like slipping your cock into her tight young pussy too?
"Yes, yes.." Roger moaned and Jan sensed he was close to cumming.
She upped the tempo and within seconds, Roger gripped her buttocks and pulled her down onto his cock as he released his load deep inside her. Jan reached down to her clitoris, and a few seconds of skilfull masturbation saw her also climaxing while Roger's cock was still pulsing inside her!
Jan then climbed off Rogers cock, and lay beside him, stroking his chest as he recovered. His cum leaked from her pussy as she took a tissue to wipe herself, before wiping Roger's cock gently, then taking it back in her mouth. The Viagra meant he was still fairly erect, and Jan gave him a slow leisurely blowjob as the afternoon rain beat on the bedroom window. Roger was in heaven, and thanks to the little blue pill and Jan's oral skills, his cock came fully back to life. Jan asked him to tell her all about his fun with the young Wren, and Roger shared many experiences of how he used to run his hand up under her uniform skirt at his desk, how she routinely lifted her skirt to show her lingerie, and how she often came to work without knickers, as well as how she went from having a neatly trimmed to completely hairless pussy at his request, surprising him when she lifted her skirt to show him. They used to fuck in his car, she would catch a bus to a stop a couple of miles from the base and Roger would pick her up before they'd head out into the countryside, find some suitable spot where Jenny could ride his cock before being dropped off back in Portsmouth.
Jan kept sucking and wanking Roger's now very hard cock, and she soon felt the tell tale signs that a man is about to cum. He held her head as she continued sucking and he started to ejaculate for the second time that afternoon. They lay cuddling for a few more minutes, then Jan used the bathroom, got dressed and prepared for home and Brian. Roger later messaged her say what an absolutely unbelievable afternoon he'd had, a message Jan read as she lay in her own bed having just been fucked by her very aroused husband!
Jan continued to visit Roger, and continued to let him have her on some of those visits. Somtimes he had to make do with a kiss and a cheeky feel, other times he got to fuck her, or had the pleasure of ejaculating in her mouth or over her bum or breasts!
As a result of this, both her and Brian became close to Roger, and were genuinely saddened at the news of his demise, as was Claire, who used to drop in with errands on her way from the shop, and often gave him a lift to Waitrose or to the tennis club since she virtually passed his house. Claire had contact details for his son and daughter who lived in Hampshire and London, and later messaged to say there would be a private cremation, his ashes understandably would be buried at sea by the Royal Navy, and then there would be a memorial service at his local church followed by the tennis club in around 3 weeks.
The date for the memorial was set and it clashed with the AGM at one of Brian's companies. He said he could make it to church, but would have to leave immediately to drive to Banbury. Claire said she'd take Jan on to the tennis club and drop her home later. Jan and Claire had met for coffee in town, and reminisced about dear Roger, he loved to tease and flirt with them both at the cricket club, and both took time out to run his errands - Jan could not help but think that Claire would be utterly gobsmacked if she knew just how much time out she'd been taking and what extra errands she ran!. Claire laughed as she told Jan how Roger would tell her how disappointed he was that her husband was RAF, but would always be charming when Simon was back home. Simon was very practical, and had sorted out a few DIY jobs for Roger, and they all agreed how they'd miss Captain Roger Hawes Rtd.
"Have you decided what to wear...?" Claire asked.
Jan replied "Well anything less than a dress and heels will make him turn in his grave - unless we wear our tennis kit!?"
Claire laughed - they both had plenty of experience of Roger's roving eyes and hands, as did several other attractive young ladies at the tennis club. He somehow managed to get away with being a randy old man, thanks to his charm, friendliness and subtlety.
Jan went on to say "I have got that navy lace layered shift dress from the shop which I might wear with suede navy heels - Roger was always very complimentary when I wore it!"
Claire replied "Perfect - it is a very nice dress from a very exclusive shop - mind you Roger would be complimentary if you turned up in a sack!"
"I was thinking navy as well, as a subtle tribute - I have a lovely navy pencil skirt and a navy and white top, I was wearing it to go to a lunch function a few weeks ago and called in with Roger to drop his meds off on the way - he told me I looked far more Navy than RAF!
The morning of the memorial arrived and it was a typical dull and showery September day. Jan put on the dress as planned, with a somwhat more secret tribute to Roger underneath, with a 3 piece set of black and navy lacy lingerie he had insisted on buying her for her birthday. Jan smiled as she recalled going to the shop, choosing the set, making a note of the details in order for Roger to go in later, having got a taxi into town, and buying the items, along with some sheer black stockings. Jan slipped on her suede navy heels and looked in the full length mirror. She looked good, and felt good. Brian came into the bedroom and gave her a squeeze.
"You look beautiful darling, poor old Rog would most definitely approve - what's underneath..?
"My birthday lingerie... from Roger... is that ok?"
"Darling, It is perfect... he bought them for you, and I suspect he had a LOT of fond memories of you wearing them... I'm sure you do, and I know that I do!"
Jan laughed and told Brian he was a bad man!
They set off in Brian's RangeRover, waving to James as he cut hedges back and generally blitzed the large garden before heading off to Uni in a couple of weeks.
The service was as expected, a few family, a lot of friends and a spattering of naval uniforms. The eulogy was fascinating and amusing, those who only knew Roger in his formative years got a glimpse of the young Roger, his impressive career and achievements.
Brian shook hands with Roger's children, and apologised for not being able to stay. His daughter said.
"Dad spoke very fondly of you, Janet, and Claire, it was so good to know he had friends who were happy to help him cope and to enjoy life."
"Jan and Claire will be at the tennis club so I'm sure you'll have chance to catch up then." Brian replied, before getting in his car and driving off.
The tennis club laid on a lovely buffet, of course, the family were paying, but as a well liked and senior member, the kitchens pulled all the stops out and made sure that the quantity and quality was first class. Claire and Jan mingled, saw a lot of fellow club members, other locals who knew Roger, and of course his family. Claire got chatting to a smart blonde lady in her late 40s, she asked if she was family, and the lady introduced herself as Jennifer, and went on to say she was ex navy, and had served under Captain Hawes. Jennifer went on to explain that her car had broken down, but she had managed to limp to the local MINI garage in Stratford, and they had kindly given her a lift to the church, but she had since had a message to say it would not be fixed until the following evening, so she was going to check into a hotel for the night, and would get a taxi. Claire being Claire immediately offered her a room for the night, and said she could travel with her and Jen, collect her overnight bag that she always kept in the car, then come home with Claire. Jennifer was very grateful, but said it was very kind of Claire, but she didn't want to cause any inconvenience. Claire was not in the next day, and suggested that she would take Jennifer into Stratford, they could have lunch in one of the lovely restaurants, and once her car was ready, she could be on her way back to Sussex. Jennifer was married to an ex Navy officer, and they now ran a HR and management training company along with one of his former colleagues.
Claire returned from the bar with Jennifer, Jan teased her about the fact that she had been missing for nearly 15 minutes and she was parched. Claire then introduced Jennifer to Jan, adding the whole car saga and new plans as arranged by Claire, before adding Jennifer used to serve under Roger!
Jan was confused, with her initial thought of "serve" assuming some tennis connection, before Claire added - "In the Navy, poor Jennifer had to work under Captain Hawes before she moved on to bigger and better things in civilian life."
Jan apologised for being confused, Jennifer smiled and said.
"I was a Wren in my 20's, and I was seconded to basically be Capt. Thomasson's PA in Portsmouth for a few months when his regular was in hospital and convalescing. He could be a hard taskmaster, but he was also very sweet and we kept in touch for many years. I wanted to come and pay my respects. How did you both know him?"
Since they weren't driving, Jan and Jennifer enjoyed a few more G&T's and chatted about Roger, and life in general. The do started to wind down at around 2pm, and the three of them headed to Claire's car, before she drove Jan home, teasing her by saying "Where's the gateman today Jan?" as they pulled into the long driveway. Claire then jokingly said "Jan may live like lady of the manor, but she is genuinely lovely and seems happy to mix with commoners like me!"
Jan laughed, and told her to F. O. and said she'd meet them for lunch tomorrow at 12.30 unless she got a better offer. Jan was a little tipsy, and made her way into the empty house. It felt a bit weird, it had been a day of mixed emotions, sadness, joy, and so many meories of Roger for everyone, with her own memories including some very erotic ones encompassing the 20 or more encounters she had shared with her dear old randy Roger over the previous 2 years. She also felt absolutely sure that Jennifer had similar memories, hence her trip from Sussex... Jan smiled to herself at the times Roger told her of his raunchy times with Jenny the wren.. Her age, looks, and style made Jan absolutely sure that she and Jennifer had more in common than anyone thought! Jan was actually feeling horny, grief can do this, the emotions manifest themselves in many ways, and of all the memories she had of Roger, the one that kept coming back was her sucking his cock as he told her about Jenny's smooth pussy, pert breasts, cock sucking skills and stocking clad legs. How he at approaching 60 would fuck this dirty little minx in her late 20's in his car, and how he'd finger her pussy and she would suck his cock in his private office!
Jan felt the need to chat privately to Jennifer, so she messaged Claire to say that she had a number of lovely recent photos of Roger at a barbecue and at the cricket, and if Jennifer would like them, to feel free to pass on her number.
It was now 3pm and Jan knew that Brian would not be home until at least 7.30pm since the board and senior management would go for a meal after the AGM. Jan was feeling edgy, lonely and horny. The lunchtime Gins meant that driving anywhere was out of the question, and she decided that she needed to relieve some stress.
She sent Brian a cheeky Whatsapp. "Home now, bit tipsy, a little lonely and very horny... wish you were here, you could fuck me in this dress... again!! See you later darling xx
Jan then made her way upstairs, and made a beeline for her bedside drawer and took out her trusty smooth curved vibrator. She did not have the need for it often, thanks to Brian and her extramarital encounters, but when she had the urge and she was home alone, it absolutely hit the spot. As she walked over to the ensuite to emplty her bladder before having a leisurely play in memory of Roger, she saw James, in his overalls, just finishing off the hedge.
At this point Jan knew exactly what she should do - close the blinds, remove her dress and go ahead with her planned solo session until her tingling pussy was sated. Like Olivia, Jan had a habit of not always doing what she should do, and instead opted to do something impulsive, reckless, exciting and generally shocking...
Two minutes later, Jan was out on the patio, inviting James in for a drink, telling him that he'd done enough for one day and to come and keep her company! By now, the images in Jan's mind flicked from Roger buying her new lingerie and being the first to have her in it, Brian with his encouragement to be naughty and share all the details with him later, and now James, young James, as he leant back allowing Olivia to suck his cock, and then fucking her doggy style by the pool!
Whilst she had rebuffed all Brian's cheeky suggestions re seducing their young gardener, there was now the perfect storm of a slightly drunk and very uninhibited and horny Jan, dressed to the nines in a gorgeous dress and stockings, with this clearly horny young man who had probably spent 10 days fucking her daughter heading indoors!
James was delighted to be invited indoors for a drink, he looked forward to being able to ogle the lovely Jan, and assumed since they had left together that Brian was there too. Little did he know that his day was about to take yet another dramatic turn.
James took his boots and overalls off and went into the kitchen wearing just shorts and a vest top. When he wasn't gardening or fucking Olivia or Helen, James liked swimming, and this and the manual work over the weekends and holidays meant he had become quite muscular. jan told him to have a quick wash and to come through to the lounge.
James wondered where Brian was, having expected to sit in the kitchen with them both. As he walked into the lounge he had flashbacks of his last and most memorable visit to this room, when he had the pleasure of Olivia and Helen! He sat on the sofa, and Jan brough him a beer, and made small talk. His eyes were drawn to her stockinged legs as her navy dress rode up a little above her knee, and James thought how attractive she was and how Olivia had inherited her mother's good looks. He also remembered that Olivia had worn Jan's dress and heels to seduce him twice, and Jan was now dressed in an equally sexy dress and he was sure he could make out the outline of suspender clips on her thighs, just like some of the ladies at his mothers office!
Jan explained how they'd been to their friend Roger's memorial service and drinks but that Brian had a meeting and would not be back until later that evening. Jan asked him about uni and his busy summer, and cheekily said "I hope Olivia looked after you while we were away"
James's body language and facial colour was akin to him replying with
"Yes thanks Mrs Adkins, Olivia made me cold drinks, lunch occasionally, and also took my virginity, sucked my cock, and let me fuck her most days, in fact we fucked right here on this sofa, oh and her friend Helen (my neighbour Mrs Tyler) and her both sucked my cock and played with each other right here too!"
Jan toyed with him, " Do you have a girlfriend James?"
"No, not at the moment Mrs Adkins..."
"Oh, so you have had a girlfriend, that's good..."
"Yes, sort of.." James blushed even more.
"Can I ask you a personal question James?"
James was unsure where this was leading but replied "Yes"
"Do you find Olivia attractive?"
James stammered an answer.. "Yes, yes, she is very pretty, very attractive, yes"
Jan smiled, and crossed her legs, her dress rode up a little more and James could not help but look, his cock by now on the verge of doing what teenage boys cocks do when encountered with attractive and sexy females!
Jan continued, purposely making eye contact and brushing her hair back heind her ear.
"People say she looks a lot like me, Emma is more like her father, darker haired - do you think Olivia and I are alike?"
"Very much so Mrs Adkins.."
Jan smiled and rested her hand on his bare knee "Please call me Jan, Mrs Adkins makes me sound old!"
James smiled and said "Ok Jan"
"So James, if you find Olivia attractive, and think she looks like me, would you say that despite the fact that I'm getting rather old, that I'm still reasonably attractive?"
James was imagining all sorts of things as he tried to avoid his cock from making a scene as Jan touched his knee, looked and smelt divine, and was now asking him awkward questions re his thoughts of her daughter and now her!"
"Yes Jan, you are a very smart and attractive lady." In fact his Mother had collected him one day when his bike was out of action, and saw Jan briefly, commenting over tea that she was "Very good looking lady and in amazing shape"
Jan smiled, squeezed his knee a little, before moving closer.
"James, I am going to ask you two questions... will you answer them honestly... please...?"
James's mind was racing - where the hell was this going!? He had no choice but to reply "yes"
"Good.... I think we should be open with each other. don't you...?"
James couldn't work out what Jan was going ask... surely Olivia would not have told her mother what they had got up to?
"Ok James, when you called for your money the other day, I was wearing shorts and a strappy pink top.... It may have been a bit thin... could you see my nipples, and did you make a point of looking at my nipples... I know they may have been visible, because they were a bit hard..."
James blushed again, this was a no win situation, he had promised to answer honestly and she had clearly clocked the fact that he was virtually gawping at her erect nipples as he sat across the table. He might as well just say it!
"Yes, I did notice then and I'm sorry if I was rude, I should have looked away."
"Please don't apologise james, you are a virile young man and I would expect no less, and at my age, I am flattered that you wanted to enjoy the view... in fact the thought of being appreciated is what made them hard..."
Jan then ran her hand down over her breast, and her lacy dress and thin black bra were clearly not thick enough to hide the outline of her errant nipples either!
James gulped, as he looked and clealy saw the outline of two erect nipples through Jan's dress.
Despite the fact that Jan had featured in a number of his recent wank sessions, especially since the pink top incident, James was very conscious of the fact that Brian could return any minute and he would not be impressed to find James having an intimate chat with his slightly drunk wife!
Jan then told him to relax, and went on to explain that Brian was not due back until around 7.30 or later.
"So you like my nipples James?"
Jan giggled, and nodded to his crotch which clearly showed the outline of a swelling young penis...
"Looks like we both have the same problem when it comes to clothing James..."
"Ok, second question... and then there is potentially one more... remember James... honest answers only!"
"Ok, I promise..."
"So, James... before you answer the next question and potentially the one after that... I want you to know that your answers will be our secret... ok?"
"James, while Brian and I were on holiday... did you have sex with Olivia?"
James wanted the earth to swallow him whole, he paused and for some strange reason repeated the question, as if he needed clarity on some quiz show!"
"James darling... I think if you you did, or didn't have sex with my beautiful daughter 4 weeks ago, you would surely remember - or have you had sex with so many girls since that you've forgotten?!"
James didn't pick up on the irony, and reassured Jan that he had not had sex with anyone else since Olivia!"
Jan smiled, and James blushed as he realised that he had actually answered the question as he tried to reasuure her that he was not some kind of stud, but also realised that he had of course had sex with Helen, so maybe he was some kind of stud!!
"Jan squeezed his knee again! "I knew it... I assume it happened more than once?"
"Um yes... sorry Mrs Adkins!"
"Stop calling me Mrs Adkins! I'm not your teacher.... now for the 3rd and final question.... our secret... like the other two.
"Would you like to have sex with me James...? - Yes, or No..."
"James was now in a panic..."What about Brian - what if he catches us.?"
"I did say Yes or No, but I think your answer, and the rather delicious looking bulge in your shorts suggests that what you meant to say was "Yes Jan... I want to have sex with you..."
Jan then lent over and started kissing him, her hand moved to his cock and she rubbed it and felt it grow.
"Right young man, why don't you nip into the shower, then come and find me in the bedroom... I assume you have showered here before... the master bedroom is the other end of the landing.. don't be too long!"
James was in complete shock, but the sight of Jan walking up the stairs before him, her shapely legs adorned in sheer stockings, and the sight of the outline of her nipples through her dress meant that his sensible side had gone, he was horny and he was about to have sex with an incredibly sexy MUCH older woman... Oh My God!"
While James showered, Jan read Brian's reply to her earlier message "I would love to fuck you in that dress again, and in your gorgeous lingerie.... will you keep until I return..?"
Jan smiled to herself, and replied, knowing that the content's would drive Brian wild with excitement and that she would certainly get a good seeing to when he returned, having most likely skipped dessert to hasten his departure.
"Hello darling, I would love to have you devour me when you return, however the dress and lingerie may not still be intact - I decided I couldn't wait so I invited our young gardener in for a drink... when I say drink, he is actually in the shower and I am in our bedroom waiting for him to come and fuck me.... I hope the thought of that makes you hard, can't wait to see you later. Love you J xx
No sooner than she had pressed "send" a naked young James appeared before her. Jan stood and started kissing him and just reminded him that this was to be their secret... In the space of a few weeks he now had the secret of Olivia, Helen, and now Jan. While his mates bragged of their prowess with various girls from college and town, and teased him for being a virgin, he had gained more experience than all of them but it was all a secret, which nobody would believe in any case!
James started feeling Jan's breasts and nipples, and she kissed his neck, whispering "I hope you like my lingerie... it's my favourite set"
Jan then pulled her dress up a little and placed James's hand on her stockinged thigh. This drove him to distraction and he felt the sheer nylon and suspender straps leading to her bare upper thigh and thin silky panties. James started rubbing her pussy through the material, which soon felt damp to the touch as the build up of Jan's arousal seeped through her swollen lips. Jan encouraged him and was impressed by his attentiveness and touch... Olivia must have taught him a lot in a short time!
Jan nibbled his ear, then whispered "Tell me what you want to do to me James."
James was fully in the zone now, thoughts of leaving, Brian, and embarassment long gone.
"I'd love to suck your nipples, make them hard. I'd like to lick you and make you wet, I'd love you to suck my cock, and I really want to put my cock inside you and fuck you..."
Jan writhed against him, and replied "That sounds like a very good plan..." She then moved back, unzipped her gorgeously sexy dress, and pulled it over her head, she threw it onto the stool and stood before him in what was in fact James ultimate fantasy lingerie... he found the sight of a woman in heels and stockings and black undies incredibly horny and as he took in the view, Jan's bra dropped to the floor and she beckoned him forward, cupping her breasts in her handsm offering him her erect nipples to suck.
James started work, and alternated between them, sucking gently then harder when instructed, as Jan and her ultra sensitive nipples enjoyed the attention. Roger was very fond of her nipples and gave them a lot of attention, partly because he loved doing it and partly because he knew that it made her very wet and ready for his fingers and hopefully his cock.
Jan reflected on the fact that this day she had said goodbye to her oldest ever lover at 81, and was now being pleasured by her youngest ever, aged 18.
James manouvred her to the bedroom sofa and as she sat down he knelt between her legs and as she draped one stockinged leg over his shoulder, he buried his face between her thighs and took in the musky scent of her sex through her beautiful and expensive, gifted silk panties. Jan was conscious that she was not likely to be particularly fresh having showered at 8am, and being in these silk panties for around 7 hours, much of that time feeling a slight erotic tingle as she reflected on happy and horny times with Roger, met Jennifer the Wren, and then the past hour where she had been actively seducing young James. He seemed quite happy with her freshness and he devoured her firstly through her panties then pulled them aside and buried his face in her smooth wet pussy.
"God you are good James..." Jan encouraged him with praise.
He paused momentarily "I love doing this, it feels amazing!"
Jan teased her bare nipples as her young lover probed her wet pussy with his eager tongue, and Jan just knew that she was building up to a big orgasm as the day's emotions manifested themselves not via tears or sadness, but via the release of all that tension via a climax that soon ripped through her body. Jan was vocal, expressive and wet... James was left in no doubt that she had enjoyed his efforts!
Jan invited him to kiss her and asked him to gently finger her as she played with his girthy young cock..
"You were well blessed in the cock department young man..." Jan teased him and James was flattered that she liked what she felt. She then pushed her panties off allwoing him to slip two fingers in and reach her G spot as she teased his lovely cock. Jan then moved down and took it in his mouth as she knelt beside him..
"You can keep fingering me gently as I suck you..."
James did as he was told, and was really enjoying the feel of Jan's smooth wet pussy as she sucked and licked his cock.
Jan could taste his precum as she licked and suck, and was looking forward to feeling his bulbous cock as it penetrated her. Being petite and in good shape, Jan was tight, and decided she would like to slowly sit on this hard young cock first, and then when her muscles relaxed a little, he could have her any which was he wanted!
With her stockings and heels still on, Jan held the base of James's cock and straddled him, rubbing his knob over her clitoris and wet lips, and then she watched his reaction as she impaled herself on his meaty young cock. james gasped and moaned as his member was gripped by this sexy cougar and as she started to ride his cock, she told him to let her know if it was too much, since she wanted to make it last... a least a bit longer!
"What other position do you want to fuck me in James... tell me..."
James replied " Will you let me have you from behind...?"
Jan smiled at him... "My favourite... especially for feeling you cum..."
Jan then climbed off his cock, and stood at the side of the bed, bent over, and reached between her legs to part her hungry pussy lips. James could not beleive the sight of what before him, this beautiful woman who was actually older than his mother, bent over in heels and stockings inviting him to fuck her from behind. James held Jan's hips, and his erect cock soon homed in on her waiting lips and he gave Jan his whole length in one thrust. He knew he would not last long, the sight of her and the feel of her tight pussy would soon push him to the point of no return, and as he felt that sensation, Jan instinctively knew too, and told him to fuck her hard and not to stop...
James as obedient as ever did just this, and in less than a minute, he was ejaculating deep inside Jan, as she milked his cock... her years of experience gave her skills which made men weak at the knees. The feeling of James's young cock erupting inside her brought her to another orgasm before he withdrew, grabbed his towel to wipe his wet cock, before Jan did the same.
Jan stripped off completely, went into the enquite to pee, wiped her swollen freshly fucked pussy and returned to find James lay naked, not sure if he was to stay or go.
Jan was rarely satisfied by a single session, and knowing how well young men could recover she teasingly replied.
"Well of course you are free to go... but I was rather hoping that you might stay a little longer so that I can make you hard again and enjoy another session with your lovely young cock.... I promise to make sure that you are home in time for tea..."
Jan then proceeded to kiss James and ask hime how it felt to fuck a a much older woman... adding that he must promise to not tell anyone, and that it would be nice if he could come and see to her needs again when he was home!
She moved her hand to his cock and then as it hardened, she took him in her mouth again, using her well honed skills to get a rapid recovery, before lying back and telling him to fuck her.
James proceeded to fuck Jan as she wrapped her legs around him, pulling him into her. There was something very erotic about having a man on top, pinning her down and fucking her, legs wide apart, pussy open. James was able to continue fucking her like this for a long time, and then Jan suggested that he spooned her, fucking her and reacing around to play with her clit as she pushed back against his cock. This combination led to another powerful orgasm for Jan, and then she moved around, took James's slippery wet cock in her mouth and wanked and sucked him until he ejaculated his second load of the afternoon in her willing mouth. Jan swallowed every drop, and then licked the remains from his shrinking cock.
James lay back, exhausted and feeling amazing. He could still not fathom how on earth he had the incredible good fortune to end up fucking three such amazing women over the space of a few weeks. Jan kissed him and suggested he have a quick shower before heading off home.
Jan saw him off, wearing her thin silk wrap, and as they shared a final kiss, she placed his hand on her breasts and erect nipple..."Just in case you forget what they're like..."
Jan had just over an hour before Brian returned, she decided to have a leisurly bath, and as she lay back luxuriating, she sent Brian a photo of her leg extended out of the water.... "Hello darling, hope you have been concentrating on the meeting and the meal... I have been a very naughty girl, hope that's ok... would you like me to tell you all about when you return or will you just want to relax and watch TV... LY XX"
Jan got out just after Brian messaged to say he was just leaving, she dried off, brushed her hair and did her makeup, before pulling on her black stockings, clipping her suspender belt and bra on, and slipping her navy heels before the navy lace dress went back on. The silk panties were rather wet and sticky so she casually left them on Brian's bedside table. She looked in the mirror, and smiled, knowing that the man she loved who be home any minute, and would devour her, and want her to share every moment of her latest encounter. Jan reflected that their relationship was not conventional, but they were in love and happy and the thrill of what they did was incredible.
Jan heard Brian's car pull up, and sat back on the bedroom sofa with her stockinged legs crossed, ready for what was always a really good fuck from her number one!
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