Garden Leave - Educating the Young

Olivia walked out of Gemstone Marketing's office, with her work belongings in a cardboard box. Having just resigned from her first job, six years after graduating, It was fair to say they didn't take it brilliantly, especially since she had been headhunted by a major rival. They had ended up with an agreement to pay her 8 weeks salary, rather than 4, but she had to delay starting her new job, and hand over the keys to her company Mini, and hand back her phone etc. She would undoubtedly miss the people and the job, but the new role was too good to miss, with a significant pay rise, better car and more responsibility and opportunities.

It was midday, early July, and central Oxford was not a bad place to be, Olivia decided to call in a local bar with outside seating, ordered a large G&T, and called her new employers to confirm that she had resigned and that she would be unable to start for 8 weeks. Julia, her new boss, was totally relaxed, and said to enjoy the extended holiday and said they looked forward to her starting on September 1st.

As she sipped her G&T, Olivia started to make plans. She was due to go to Greece with two girlfriends towards the end of the month, but had two weeks to kill in between. She mulled over the thought of staying in Oxford, she could have some fun with her friends, and Martin, a married guy she had a bit of a thing with would undoubtedly be thrilled at the thought of having her free in the daytime for some illicit pleasure. Her other option was to to head up to stay with her mother and stepfather at their beautiful home in the Warwickshire countryside. This would provide a very low cost couple of weeks, and she could use her mothers car, and enjoy sunbathing in their large secluded garden. Her mother regularly reminded her that she didn't visit as often as she'd like, so would surely be thrilled.

Olivia's parents split when her and her sister were under 5 years of age. Her Mother Jan, was very attractive, worked as a secretary and PA, and had no shortage of male admirers and company as the girls grew up. Olivia recalled several visitors, who they only saw if they came down from bed, and on many occasions, had buried her head under the pillow to muffle the sounds of her mother enthusiastically enjoying sex with one of her lovers. Olivia had grown to enjoy a similarly relaxed attitude to sex, and whilst avoiding being labelled a slut, had enjoyed experimenting with boys and with her own body. She recalled Jan asking her if she was having sex while she was in 6th form, and when she openly told her mother she was playing around, if not actually going all the way, Jan made an appointment at the GP and Olivia went on the pill.

"You start playing around with lads, and before you know it, they'll have their cock inside you, and I'm far too young and busy to be a grandmother!"

Olivia blushed, but also quietly loved the fact that her mum was not some fuddy duddy authoritarian type.

Unbeknown to Olivia, aside from a couple of Jan's male friends who she suspected were more "friends with benefits", just after she started Uni, news broke that Jan had been having a long term affair with her older, and very wealthy boss Brian! In the year that followed, his wife moved out, he handed the company to his son, and Jan moved into his beautiful home, upgrading from PA and mistress to "partner". Brian had involvement in two other businesses, and he spent a couple of days a week working, while Jan enjoyed the trappings of his lifestyle.

A couple of weeks of R&R at their house would be ideal, and she could get a head start on the tan before heading to Greece!

"Hi Mum, it's me... I have resigned, was a bit heated, but I am on garden leave until Sept so I thought I would come and spend some quality time with you and Bri before Greece - I could get the train tomorrow morning if you could meet me at Stratford - bastards insisted on having the Mini back immediately?"

Jan was delighted to hear that her eldest daughter had found time to visit, but went on to say that her and Brian had booked a last minute week long holiday with friends from Wednesday - this was Monday.

Oliva replied "Well I can still come tomorrow, and I can look after Monty (their dog) and relax and sunbathe in peace, then see you when you get back?"

"Ok darling, if you're sure, let me know what time your train gets in, I'll go to Waitrose to get some food for you, and tell the neighbours that you will be able to look after Monty - you can use my car, I'll get Brian to fill it with petrol later!"

Olivia smiled to herself, Brian was a lovely guy, and generous, her Mother wanted for nothing and being her girls, meant that they were well looked after too.

Olivia caught the 10am train, and sat listening to music, looking forward to the amazing weather forecast for the next few weeks. The private garden and detached house meant she could go topless, and the pool would be available too.

The pool chap generally called early in the morning to do whatever they did, and she would then have peace.

The train soon pulled in to Stratford station and Olivia spotted her mother's Range Rover Evoque. Jan gave her a big hug and helped her with her case, and they set off on the 15 minute drive home. Jan and Brian were heading off early the following morning, and Brian remembered that he had arranged for James, a lad from the nearest village to come and paint the garden fences and outbuildings, and mow the lawns as he did most weeks over recent summers. Jan looked at him and rolled her eyes.

"Can't you put him off while Liv's here, the last thing she wants is him faffing around when she's trying to sunbathe and relax!"

Brian replied - "I'd arranged for him to come while we were away, and I can't mess the poor lad around, he's very reliable and needs the money to go to Uni."

Olivia giggled "So tell me all about James, is he hot!?"

Jan replied "He is very sweet, a bit geeky, going to do chemistry at Uni, and rather shy - just ask him to let you know when he's planning to come over, and you can work around him I guess."

The following morning, Olivia got up to see them off, fed Monty, then headed back to bed for a while. Wearing only a skimpy nightie, she soon ended up having text and then phone sex with Martin, her married "friend" who lamented that if she'd stayed in Oxford she could have the real thing most days.... After enjoying a satisfactory orgasm, Olivia showered and put on a skimpy red bikini and gown. She had an orange juice and some toast, and after putting a couple of posts on social media re her new found leisure time, she headed out to the lawn with a towel.

As she walked around the corner she saw a bike, and then a lean and lanky young man with glasses, in a pair of shorts and a T shirt, painting the garden shed. Olivia walked over, and startled him as she spoke!

Hi - you must be James, I'm Olivia, Jan's daughter."

James turned and replied, "Hi, sorry, Yes, I'm James, I didn't realise there would be anyone here" Nervously stammering at the sight of Olivia's supple body in just a bikini by now!

She had mischievously removed her gown at her chosen sunbathing spot and walked over in just her bikini to see his reaction.

Jan's description was right, geeky, but sweet.

"I'll try not to get in your way, but if you like, we could exchange numbers and you could let me know when you're planning to come over, so I can keep out of your way?"

James recited his number, and Olivia saved it in her phone and sent him a message, causing his phone to ping in his pocket.

Olivia then told him to let her know if he needed anything and to make sure he didn't get too hot., before heading back to her towel. She smiled to herself, James reminded her of a lad she used to tease in 6th form, revealing a bit of leg or a glimpse of her lacy white bra, knowing he would blush like a beetroot.

Having enjoyed the sunshine for a couple of hours, Olivia felt hungry, and thought she ought to offer James a drink and a sandwich if he wanted one. She was also feeling mischievous, and as she walked over in her bikini, she knew that he didn't know where to look! Olivia then suggested he came round to the shadier patio to eat his packed lunch, and she would make him a cold drink.

James sat quietly eating as Olivia asked him about 6th form, she had been to the same school and 6th form, and about Uni, and what else he liked getting up to when he wasn't mowing lawns and painting sheds. He said he had to leave at 2.30pm but would be back the following morning when it was cooler, but that he would text her to let her know when.

Olivia thanked him and smiled, wishing him a nice evening, and suggested he needn't bring a packed lunch since her mother had bought enough food for an army before going away.

James muttered "Thank you, that's very kind" before heading back to his chores.

The following day, Olivia got up, took Monty for a walk into the village, saw a few people she knew, got a copy of Cosmo from the shop and arrived back to find James busy painting. Wearing a denim mini skirt and vest top, she decided to take James a cold drink. Olivia's mischievous side kicked in again and she took off her bra, slipping it over her elbows, leaving her strappy top on, showing the outline of her breasts and nipples.

As she handed James his drink, he clearly noticed her breasts and was trying hard to not stare, thanking her for the drink, multiple times.

"Come round to the patio for 1-ish and I'll get you a sandwich and drink... I'm going to sunbathe for an hour - I want to perfect my all over tan before my holiday"

Olivia walked away smiling to herself, wondering what was going through James' mind.

By the time James appeared at the patio, Olivia was in her bikini, all set to tease him even more. As he ate his sandwich, she asked him if he had a girlfriend, to which he replied "No", she then asked if he'd ever had a girlfriend, or if he fancied any girls in 6th form college? He replied "no", then "sort of, but she would not be interested in me".

"So you like girls... you're not gay?

"Yes, nno... I definitely like girls" he replied, blushing.

Olivia smiled. "so what kind of girls do you fancy?"

James stammered "I don't know"

Olivia giggled "Ok, do you like blondes, brunettes, slim, curvy, long legs, big boobs, small boobs?"

James was completely flustered by now, "Just all round I guess?"

Olivia smiled and told him to relax. "Ok, do you think I'm attractive?"

He immediately replied "Yes of course"

"Ok, what bits do you like best...."

She then pursed her lips and said "face?"

Stretched out her leg and said "legs?"

Then pointed to her breasts and said "boobs?"

James was clearly getting flustered but aroused, and Olivia noticed a slight swelling in his cargo shorts.

"All, you are lovely, very pretty."

Despite being inexperienced, shy, and showing indifference, little did Olivia know that following her bikini show the previous day, James had lay in bed frantically masturbating before going to sleep, as he imagined what she looked like topless or naked, and what it would feel like to have his cock inside her. Bearing in mind that he ever so much as kissed a girl, this was as good as it got, and his Olivia fantasy made a change from imagining Ms Taylor, the Principals secretary from his 6th form college, Jane, his mother's colleague at the Solicitors offices, or Mrs Tyler, their late 30's year old new neighbour who he had admired as she sunbathed on their patio, and as she put her selection of lingerie on the clothesline in the back garden in full view of his bedroom.

Being in a modern semi detached house, he has also occasionally heard the Tylers having sex, the most memorable occasion being when their two young children were clearly not at home and she was much louder than usual!! Mrs Tyler or Jo had become a frequent wank fantasy as the sight of her getting in and out of her new Audi, always in smart dresses or skirts with heels was a real turnon for James

Olivia smiled at him again. "you're very sweet... have you ever kissed or touched a girl?"

James was now highly embarrassed

"well not really, well no... no- I'm a bit pathetic when it comes to girls, everyone at college takes the piss out of me"

Olivia, like her mother loved sex, she needed regular satisfaction and saw it as a very natural thing to do. Little did James know that as he ejaculated into a tissue under his duvet the previous night, Olivia was having highly erotic thoughts re taking his virginity... fast-tracking his sexual journey, and teaching him skills that would benefit any future lovers... She recalled spending an afternoon in bed with a similarly shy individual in her first year at Uni... she made it clear that he was not to get attached to her, but after he admitted to being a reluctant virgin, she decided that needed rectifying, so she dedicated an afternoon to deflowering him!

Olivia then spoke

"James, I think it's such a waste when attractive lads like you are too shy to make a move, do you still want to be a virgin when you go to Uni?

"No of course not, but realistically I can't see that changing in 10 weeks!"

Olivia then stood, walked over to James and said.

"Would you like me to kiss you?"

Before he could answer, she stood between his knees as he sat on the garden wall, leant forward, and started kissing him.

James was in complete shock, but to say he enjoyed the sensation was an understatement.

Olivia then led him indoors, to her bedroom, to the bed where she had shared numerous lovers, some with and some without her mother and Brian's knowledge.

She kissed him some more and peeled off his t shirt...

"This can be our little secret ok..? She whispered as she kissed his neck.

"Yes, yes, of course" he replied, still in incredulous shock.

Olivia then peeled his shorts and undershorts off, and was delighted to find a nicely apportioned very erect penis..

"Mmm... looks like someone's enjoying this..."

She kissed him some more and wrapped her elegant fingers around his shaft.

"Right young man... I suggest the following... you are very excited, you will inevitably cum very quickly the first time... but being a fit virile male, you will get hard again... and then we can really have some fun."

James could do nothing but agree... recalling how the memory of her breasts in her skimpy bikini had made him cum so intensely the previous night in bed.

Olivia then removed her bikini, placed James' hand on her breast, before telling him to suck on her nipple. She then told him to put his hand between her thighs and feel how wet she was. James' cock throbbed as he felt her wet pussy...

Olivia held his hand and guided it to her clitoris and told him to gently rub it.

She then asked him "When did you last masturbate?"

His fingers teased her clitoris, smearing her juices over her hairless lips as he replied.

"Um yesterday, last night, yesterday night..."

Olivia liked the sound of this and kissed his neck and whispered.

"What or who did you think about... who did you imagine as you climaxed"

Embarassed by the truth, James lied - pretending that a girl from college had been the stimulus for his last ejaculation.

Olivia being as playful as ever, stroked his cock and balls and said

"That's so disappointing, and there I thought seeing me in my bikini might have been enough to get you thinking about me.... I feel very jealous of her... Are you absolutely sure you didn't think of anybody else...?"

She then dropped to her knees, took his hand and licked his wet fingers, before starting to lick and suck his very hard and excited cock.

In between licking the precum coated knob, she looked up and asked again..

"Are you sure you didn't have at least some naughty thoughts about me.... you know how important it is to tell the truth...!?"

James gasped, and confessed..

"Yes, ok, I did think of you, I imagined you taking your bikini off"

Olivia teased his cock some more, and said

"Good boy for being honest.... did you imagine me playing with your cock? Did you imagine slipping it inside my tight pussy.... or did you imagine this...?"

As soon as she finished speaking she took his cock deep in her mouth, cupped his balls in her hand and as expected, in seconds, Olivia's mouth received multiple spurts of James' virgin semen.

He moaned and gasped, as she sucked every last drop out, and looked at him, grinning before swallowing the lot.

"There, how was that for your first blowjob young man?"

James was beside himself, wondering if it was all a dream and that he would soon wake as his mother shouted bye before going to work.

"It was amazing... thank you..."

He then started to panic and rambled on about needing to get on with the jobs...

Olivia calmed him down...

"You've done enough in the garden today, this afternoon is more about teaching you some more fun life skills."

She then led him into the ensuite for a shower, and by the time he had washed her breasts and buttocks, and she had lathered his chest and cock, his youthful vigour ensured that the blood was flowing again and his cock was coming back to life.

They dried off, and went back into the bedroom where Olivia lay on the bed and invited James to join her. They kissed and then she told his she was going to teach him what girls liked.... and that he was going to take his time... and his prize would be to release his second ejaculation inside her...

She stroked James and told him to relax, and that she then wanted him to move down, gently suck her nipples (which made her very wet!) and then told him she would part her legs and she would teach him to lick her pussy.

James was soon eager to proceed and took Olivia's nipple in his mouth and sucked, she guided him in terms of intensity and speed, and he was a fast learner. As she lay back with her eyes closed, the sensation of him sucking each nipple in turn was definitely having the usual effect and she writher against him as her pussy lips became swollen and wet.

Olivia was ready for more, and told James to move down between her legs, and start gently licking....

"Imagine you're licking an icecream and you wat it to last..." She smiled as he prepared to get his first taste of a woman's most intimate parts...

Olivia lay with her knees raised and her head and shoulder propped up on pillows. Her legs wide apart, she ran her fingers through his hair, guiding and encouraging him. James was totally in the zone, and listened well, Olivia told him to slow down a couple of time, he apologised, but she smiled and said she just didn't want to cum too soon!

When she was ready to climax, she told James that he should focus on her clitoris with his tongue, but also put his middle finger inside her. Her obedient pupil did exactly as told and within 30 seconds, he reached another milestone... he had given a woman an orgasm!

Olivia then asked him to move up and kiss her lips, and she reached down and found his cock was rock hard again.

"I'm looking forward to having this inside me.... are you sure you don't want to be a virgin when you go to uni? She cheekily teased him, buts kissed him before he could reply.

James was clearly determined to continue before she could change her mind. He climbed on top, and Olivia reached down for his cock and started rubbing it over her wet lips and clitoris, telling him that she was preparing for him to be able to fuck her...

"This bit is all about you... once your inside me, just do what feels good, I have already cum, and I want you to enjoy the sensation of cumming inside me ok?"

Despite being an absolute minx, with a long list of conquests to her name, Olivia was actually a very tender and patient teacher, and genuinely wanted James to have a memorable first time for all the right reasons.

With the tip of his erect cock well lubricated thanks to Olivia's earlier orgasm, she placed his knob inside her smooth wet pussy lips, wrapped her slender legs around his lean waist, pulled him deep inside, whilst kissing his neck, and whispering "now just fuck me... fuck me and let me feel you cum"

James' cock was a nice size, she had bigger, but also smaller, it was thicker than most to be fair, and the sensation as her virgin lover entered her was far more enjoyable than anticipated. The earlier blowjob had clearly taken the edge of his sensitivity, and he managed around half a dozen thrusts, before he gasped, apologising, and before Olivia used her core muscles to grip his cock, milking it and telling him not to stop.

When he reached the point of being too sensitive to take any more, she released her grip (a skill Olivia put down to a combination of horseriding, pilates, and regular sex). James lay on the bed next to her, exhausted... His head was spinning, 4 hours ago he had started his garden jobs for the day, just over an hour ago, he had innocently joined Olivia for a sandwich and drink, and here he was now, in her bed, having cum twice, once in her mouth and once in her pussy, he had made her cum, and crucially he was no longer a virgin!

"There.... how was it for you?" Olivia stroked his chest as he lay, wondering what the post sex etiquette was.

"Amazing, totally, totally amazing.. thank you, thank you so much, you are so kind!"

Olivia smiled and teased him,,, "Remember, our little secret, I don't want you telling all your mates and me having a queue of spotty teenage lads wanting my special treat!"

James replied, totally seriously "I won't tell anyone, I promise... anyway, nobody would believe me!"

Olivia kissed him again, and said "Right... time to get you showered and respectable again..."

She lay on the bed checking her phone as James showered and dressed. Martin had whatsapped to ask if she was bored yet and when she would be back in Oxford, she replied that she would be back briefly before her holiday. She grinned at the thought of him missing his weekly fuck, as she lay there having just done her deed for the day!

James got dressed, still wondering if the past hour was a dream. A final kiss from a naked Olivia before he left to do another hour of painting sealed off the afternoon.

Olivia stood under the streaming shower, washing away the remnants of her young lovers semen, and reflecting on her rather naughty behaviour. She imagined telling her best friend Fiona, who would feign shock and disgust before wanting every detail and admitting that she would have done the exact same thing. Virgin or no virgin, James had helped Olivia climax, and despite it being of moderate duration, it felt good to have a nice hard young cock inside her. She pulled on her bikini bottoms and headed out to catch the late afternoon sun, lying topless as she saw James on his bike heading home, with his balls considerably lighter than when he arrived!

After a salad and a couple of G&T's, Olivia walked Monty in their paddock, and watched some TV. She headed to bed around 9, wearing a short silky nightie and lay reflecting on her afternoon of fun. Olivia then picked up her phone and sent James a message... "Hope you're ok? - painting tomorrow?"

He replied instantly "Yes, I'm really good, and yes, I was planning to if that's convenient?"

Olivia replied "As long as you're not too tired after today.... you were a little breathless at one point..."

He replied "No, today was amazing, thank you - the best day of my life"

Olivia giggled..."How sweet.... but maybe tomorrow will be better... unless you want to get on with your painting without me disturbing you?"

James replied "What do you mean?"

"What I mean is, today was level 1.... you passed that, and you could stay at level 1... or you could move on and learn more... do you want to learn more?"

James' heart rate quickened "Yes, of course I want to learn more... will you teach me?"

Olivia replied - "If you're a good boy.... so tell me what sort of women do you fantasise over... what turns you on..?"

She smiled as she watched the screen, James obviously typing, then deleting, typing then deleting again!

Olivia typed another message... "Simple question.... before me, who was the last woman you imagined when you played with your cock... I won't judge... our secret.."

James' cursor moved again... "Mrs Tyler, our neighbour."

Olivia grinned..."Ok... describe her to me... tell me what excites you about her."

"Be here at 9 sharp... showered and ready.... I will provide breakfast... Goodnight xx."