Twenty-one-year-old Karl Tippett worked in the stables at a large and prosperous riding school. The school was owned by fifty-nine-year-old Hillary Jacobsen, who in total employed over thirty staff either at the school itself or in the large house in which she lived within the vast estate. She was married, although really in name only, to Reginald Jacobsen but he was some fifteen years older than his wife.
Hillary was, on occasions, a not particularly nice person but she paid quite well so that was enough to keep most of the staff reasonably happy. She was an exceptionally attractive woman and she knew it. She did not look her age and her body was that of a much younger female and she had multiple admirers of both sexes.
Her sexual favours were usually reserved for persons of her own class and wealth but she did actually at the moment have an ongoing affair with one of the stable girls, eighteen-year-old Joanne Hurst. Joanne was also getting screwed by Karl Tippett who was very successful with the ladies and had got himself a reputation as quite a stud. He, like most red-blooded males, fancied Hillary Jacobsen and very much liked the idea of one day removing her tight jodhpurs to give her a good fucking.
One afternoon when Hillary and Joanne were naked in Hillary’s bed having just sixty-nined each other to orgasm, Joanne mentioned what a good fuck Karl was so Hillary made a mental note to confirm that fact for herself. Hillary was sure that she would get the young Mister Tippett between her legs but she decided to have some fun before completing the act. She took it for granted that he would fancy her so she made up her mind to have him begging her to drop her knickers.
She started by making more frequent visits to the area that Karl was working and, having made sure that he had noticed her, she would deliberately bend over with her big arse in tight jodhpurs pointing towards him or even stand sideways so that he could see both her rounded buttocks at once. Karl, of course, fixed his eyes on those cheeks and his cock hardened in his jeans as he thought of giving that woman a real good seeing to.
Hilary rarely had cause to speak to Karl but she did give him a nice smile as she walked past him and just knew that his eyes would be on her departing backside. Karl, for his part, was working out how best to get this creature naked because as much as he wanted to have her, he did not want to risk losing his job.
As it happened Karl, did not have to make a move on her because Hillary had decided that today was the day that she would find out just how good a fuck this young man was. She dressed in a black thong under her beige jodhpurs and a black bra under her green blouse. It was early evening and the school had closed for the day but work was still being done in the stables area.
On her way to the stables she saw Joanne, who had just finished work for the day, and she looked so gorgeous that Hillary at first thought of postponing her planned seduction of Karl but decided that a cock was what she needed right now. Joanne did wonder if her boss, and lover, was going in search of Karl and felt slightly jealous on both counts if that was the case. But she knew that Hillary got her sexual satisfaction from various people and also that Karl was fucking various women. She just headed for home knowing that she had had sex with them both and probably would do so again.
As she reached the stables, another worker, John Iveson, was just leaving at the end of his day’s work so Hillary was hopeful that Karl would still be there and also be the only one present. As she entered the stables she saw Karl at the far end and, to her delight, he did indeed appear to be the only one there.
“Good evening Karl, have you had a good day?” Asked the very attractive woman as she stood a few feet away from him.
“Yes, thank you, Mrs Jacobsen, have you?” Replied Karl feeling slightly surprised at how pleasant his sometimes arrogant and blunt boss was being.
“Yes, I have rather, so far,” said Hillary standing legs wide apart and tits thrust in the direction of the very handsome and sexy looking young man.
Karl hoped, or maybe he didn’t, that Hillary was not aware of what was in danger of becoming obvious signs of his sexual arousal in his jeans. He wanted this woman but he usually dictated terms. Hillary was very aware of the bulge appearing in the young man’s clothing just as she was aware of the dampness forming in her thong which she was hoping was not going to moisten her jodhpurs.
The two stood a short distance apart in silence for what seemed ages, but really wasn’t, until Hillary said, “Do you find me attractive Karl?”
“Yes, I do Mrs Jacobsen, very,” came the young man’s reply.
“I will tell you what I think is going to happen now, Karl but first you must call me Hillary.”
There was no hiding the bulge in his jeans now and in fact, he stood so that it appeared even more pronounced, “Okay Hillary, what do you think is going to happen now?” He said gaining in confidence when he saw her eyes on his crotch.
“I think that you and I are going to climb up that ladder to the loft and we are going to fuck,” she said with an emphasis on the word ‘fuck’.
Karl’s reply both shocked and excited Hillary, “You do, do you, you bitch? What if I decide to make you wait to get fucked by me?”
“Oh, I like your confidence. Shall we put it to the test?” She asked as she turned and moved towards the ladder swaying her large arse as she went.
With one foot on the ladder emphasising the curve of her buttocks, she looked seductively at him and said, “I think that you would be a bit more comfortable if you took your cock out of your jeans.”
There was no doubt that she was correct in that assessment but Karl fought to keep some sort of control of the situation.
Hillary slowly climbed the ladder making sure that the contours of her rear end were shown to their best advantage and as she was almost at the top she was delighted to see Karl undo his jeans and pull out his extremely impressive erect penis. He wasted little time following her up the ladder whilst being careful not to catch his cock on one of the rungs.
Once he was up there the couple were again facing each other a short distance apart until Hilary moved towards him and took his rigid penis in her hand, “Oh my, that is a lovely looking cock you have there, Karl.”
“Yes and very soon it is going to be in your cunt,” he said but any further words were prevented by Hillary locking her mouth on his and a passionate tongue swapping kiss followed. As they kissed she stroked his cock as he pawed her buttocks before he broke the kiss and started to drag her jodhpurs down.
Wanting to try to retain control Hillary panted, “I am the boss here young man,” as she undid his jeans and added, “You lie on your back.”
Usually, in sexual encounters, Karl decided, or at least prompted, what would happen when but he found himself on his back as Hillary took his jeans and underpants off leaving his erection pointing at the roof. She knelt down and gave his prick a couple of sucks before standing again and, with her eyes fixed on his, first removing her blouse and then her bra so that her breasts were on display. She then completed what Karl had started by removing her jodhpurs so all that she was wearing was her soaking wet thong.
She turned her back to him before removing the skimpy piece of clothing so now he had a view of her firm and shapely buttocks. Looking over her shoulder she slowly lowered herself onto his meat and she sighed and groaned as she slowly impaled herself. The sight of his cock slowly disappearing between those wonderful buttocks was one of the most sexually exciting things that Karl had ever seen.
Hillary rode him slowly as first and Karl was mesmerised as he watched those buttocks going up and down as part of his cock reappeared and then disappeared. The sensations that he was feeling were out of this world. Hillary herself was really enjoying fucking herself on this rock hard pole and was tempted to speed up and therefore speed up her inevitable first orgasm but for the moment, she continued to slowly rise and fall.
She was just thinking of increasing the pace when a sound from below indicated that someone had entered the stables. Hillary remained motionless with Karl’s prick just inside her cunt until whoever had entered the stable was heard to be leaving and she then started to ride hard and fast because the feeling of having that throbbing piece of meat just inside her had got her almost cumming. Karl’s eyes were fixed on the now fast-moving backside as the friction of Hillary’s cunt walls, as she rode and twisted, was drawing his spunk from deep inside him.
She was panting loudly as her body slapped against Karl’s thighs on every downward movement and she then almost screamed, “Yes, yes, oh fuck, shit, yes,” as she orgasmed and she was still yelling expletives when Karl groaned and ejaculated spurt after spurt of spunk into her.
When they had both finished cumming she slumped forwards so that her arse was pointing at him as his cock started to soften and then slide out of her cunt bringing with it some of their mutual fuck juices. Hillary swung her right leg over so that she dismounted and then, still breathless, said, “Tomorrow after work you will fuck me in my bed.”
“Only after I have given your fat arse a good spanking you bitch,” retorted Karl.
“Yes Mister Tippett, I think that that will be acceptable,” she replied.
Hillary stood up and contemplated putting her wet thong back on but instead wiped her soaking cunt with it and tossed it into Karl’s face and said, “Souvenir for you.”
She got into her tight jodhpurs and put her bra and blouse on and, with Karl still on his back and naked from the waist down, she said, “See you tomorrow, my newest lover.”
“See you tomorrow, you horny bitch,” said Karl as Hillary made her way down the ladder.
The next morning Hillary, now in black jodhpurs, arrived in the stables but appeared to be ignoring Karl until she looked towards him and licked her lips just before leaving. That lunchtime she was brought to orgasm by Joanne’s tongue teasing her clit but by late afternoon she was ready for more action and had every prospect of getting it.
Other than being told that he was to fuck her in her bed, Karl had no instructions from Hillary but he headed in the direction of her house at the end of his working day. As he approached the house Hillary, still in her black jodhpurs, was seated outside wearing sunglasses and sipping wine.
“Go around to the back door, I will let you in in a minute,” she said appearing almost uninterested but in fact, she was tingling at the thought of getting a good fucking from this handsome young hunk. Karl usually liked to be in control in sexual situations and he certainly intended to be later when he was tanning this woman’s arse but for the moment he followed her orders. A short while later the back door opened from the inside and without speaking, Hillary turned knowing that Karl would follow.
Follow he did with his eyes on her backside and his cock hardening in his jeans as she led him up a flight of stairs and into an apartment in which she normally entertained her lovers. Once in a bedroom, she turned to face him and they kissed passionately and her body pressed against his bulging crotch.
She started to massage the bulging crotch over his jeans and she said, “Mmmmm, I am looking forward to being fucked by this lovely cock.”
“You will be but not until I have spanked your lovely arse and eaten your lovely cunt,” responded the confident twenty-one-year-old.
“Oh, how masterful, I like that sometimes,” said the horny fifty-nine-year-old.
“Let’s give you that spanking then shall we,” said Karl leading Hillary by an arm towards a chair.
She did not protest as he sat on the chair and dragged her, still in her tight jodhpurs, over his knee. After a few seconds looking at the mounds in front of him, Karl started to spank the woman hard and fast.
SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP!
Hillary did not mind having her bottom smacked occasionally as a prelude to sex so as Karl’s hand met her buttocks harder and faster she just squirmed as she enjoyed the sensation. The spanking had been going on for sometime when Karl instructed, “Get your jodhpurs off and get back over.”
Hillary was slightly taken aback at this order but, with her face red, she pushed herself up and removed her jodhpurs to show that she had nothing underneath. She lay back over and Karl proceeded to make her red buttocks even redder as he gave another series of spanks and she now bucked, writhed and squirmed but still did not protest. With her bottom looking very sore indeed, he, at last, stopped the spanking and on being told to get up Hillary did so but along with a red face she now had tears in her eyes. Eyes that were also ablaze with lust and excitement.
She put her hands to her well-spanked behind and said, “I know that I said that I sometimes like masterful but fuck, that was something else.”
She then took one hand off her arse and reached for his cock that seemed to be fighting to get out of his jeans.
As much as he would like to get straight into the fucking he said, “Not yet, I am going to eat you first, so get on the bed.”
Hillary backed to the bed and sat down but immediately sprung up again when her buttocks made contact with the surface but then gingerly got back down. She lay on her back and opened her legs wide and tempting with her inviting cunt on view in all its glory. Karl moved towards her and kissed the inside of her thighs, causing her to sigh, and then he had his lips to her cunt and he wasted no time before he was licking in and around it.
Hillary was squirming on the bed as the young man’s lips and tongue worked her and her twisting got more urgent as her climax approached. Just as Joanne had had Hillary cumming early that day with her tongue on her clit now Karl had her doing exactly the same thing, “Mmmmmm, oh God, oh fucking hell, oh fuck, fuck, fuck…” wailed the writhing woman as she shook in the throes of her climax.
As Hillary was in sexual heaven, Karl stood up and removed his jeans and underpants and was inserting his rock hard penis into the woman’s still vibrating cunt. The sexual heaven that Hillary had been in was taken to another level still as Karl’s large penis slid in and out of her and she locked her legs behind his back as her second and third orgasms hit her.
The young man had his female boss at his sexual mercy as he sometimes teased her by almost completely withdrawing and holding his cock at her entrance before plunging in again. Hillary’s words were incoherent as she seemed to be having one continuous orgasm as the fucking went on and on but then Karl felt the unmistakable feeling of a penis about to cum and, with a groan, he shot spurt after spurt of spunk into the now almost screaming woman.
It took a long time for them to come down but when they had Hillary said, “Wow, that was quite a fucking that you gave me, Mister Tippett.”
“I am glad that you liked it, you horny bitch,” replied Karl with his now softening cock still inside her.
“Oh yes, I enjoyed it and you are going to do it again in a few minutes, you fucking stud.”
Karl now rolled off her but Hillary straight away moved to get her mouth on his now temporarily limp cock that was coated with their cum and her lips and tongue, with some help from her hand, soon had him erect again.
“Fuck me from behind, ” she ordered as she moved to position herself with her recently spanked arse pointing at him and her employee did as he was told and again had his hard cock at the entrance to her welcoming cunt.
Karl fucked her from behind with his eyes focused on her big arse cheeks and again had her cumming but he was not going to last so long this time and as he started to feel the first signs of spunking he gasped, “Where do you want me to cum?”
“On my face, cum on my face,” she panted and Karl withdrew and she turned onto her back.
He straddled her chest and held his throbbing prick close to her face and, after a few quick jerks, his white fluid shot out and splattered over her very attractive face and in her hair.
They both laughed and then she said, “I had better have a shower, you can go now, Mister Tippett.”
“Why don’t I shower with you?” he suggested.
Asserting her authority Hillary said, “No, you have done what you were here to do, so now you can go.”
Karl thought to himself, ‘ungrateful bitch,’ but he did not say it and once he was sure that she meant it, he got himself dressed and left. He did not know if he would fuck her again or not but he made his way home knowing that he had given her what she wanted.
As Hillary showered, she tried to think how many times she had cum whilst being serviced by the young man but she knew where to find him if she wanted him again.
