Ben Luckhurst had fancied her from the moment that he, as a seventeen-year-old, had first set eyes on her in his very early days of working in the large office. She was obviously way out of his league, being classy and married, but that did not stop him from thinking of her day and night and she was usually in his thoughts as he ran his right hand up and down his rigid penis in his bedroom at home at night.
She was then aged forty and her name was Gillian Hepworth. She had a management post in the office and although she was always pleasant with Ben, she had no direct contact with him because he was little more than the office boy.
Ben never plucked up the courage to tell Gill how he felt about her, fearing that she would laugh at him, but he wanted her so much that his whole body seemed to ache.
Ben left the company after about two years. Gill still worked there then, although he prized the leaving card that he had been given with Gill having written, 'Good luck Ben' and added two xx's.
The then nineteen-year-old Ben was no longer a virgin, but he still had the hots for Gill Hepworth and sometimes he would have his left hand touching her writing and kisses on the card as his right hand was a blur as it went up and down his erect penis.
In the years that followed, Gill became a director of the company and was responsible for a number of changes that made huge profits and Ben himself did well in his new job and he developed a career.
When he was in his mid-twenties, he got married although the marriage was over within ten years and throughout it, he still had thoughts of Gill Hepworth, whom he had not actually seen since the day he left the company at which she became a leading light.
Gill's marriage also crumbled when she was in her fifties, but by then she had become Managing Director of the company and was paid accordingly. She decided that she would retire at age sixty and the company decided that in recognition of her long and wonderful service that they would organise a leaving party to which all current and ex-employees from her time with the company would be invited.
Although the now thirty-seven-year-old Ben had changed address three times since his time with the company, they had got his latest address for the purposes of their pension scheme. When an envelope arrived inviting him to attend the leaving party of Gillian Hepworth at an expensive hotel, his penis had a will of its own as it hardened in his trousers.
His first thought was not to accept the invitation; she would not remember him anyway because even twenty years previously, he had not had any significance in her life, or so he thought. Having made that initial decision, it did not prevent him from giving himself a long and slow wank as he thought about the woman that he was infatuated with all that time ago, and probably still was.
As his spunk spurted from his cock as he breathed the word 'Gill,' he decided that he would accept the invitation after all. Having made that decision, he now wondered what she looked like because although she was gorgeous at age forty, she might not be so attractive now.
The day of the party arrived and the hotel was a class above anything he had been in before. He had a room booked and paid for by the company and he nervously showered in his room and again his cock became hard, but he refrained from stroking it.
During the speeches, he was seated just about as far from the top table as it was possible to be, but that probably reflected his importance to the company at the time of his leaving.
On the raised top table, Gill Hepworth looked, to Ben at least, positively stunning although she had put on a bit of weight over the last twenty years but for Ben that even added to her attractiveness. The speeches and presentations were eventually over and then the tables were moved away to make a dance floor.
Everyone there had name tags and Ben had brief conversations with a couple of people from his time with the company, but he was seriously considering going to his room. He had not expected to actually get to talk to Gill, but he had hoped that he might get close enough to her just to say 'hello', but it seemed that she was being monopolised by the higher-ups of the company.
He had consumed a fair amount of free alcohol and decided that he would go outside for a quick cigarette before going to his room.
He was standing looking into space whilst his cigarette burned when he was aware that a female had appeared next to him, "Could I trouble you for a light please?" she asked and Ben turned to face his wanking fantasy from all those years ago and several times since.
He nervously held his lighter for Gill to light her cigarette and she gently held his hand, which he realised was shaking.
Gill glanced at his name tag whilst this was going on and said, "Thank you, Ben," but the way that she said it caused movement in his trousers.
"Um um Mrs Hepworth, you won't remember me, I left the company twenty years ago," he stammered.
"It's Gill and I do remember you; you were very sweet," she said as she took a puff on her cigarette.
"You don't really remember me do you?" he asked incredulously.
"I do. I remember wishing that I was much younger; you were a very attractive young man," she said with a bit of a girlish giggle.
Ben then blurted out a set of words that he immediately wished he had not said, "You were my wanking fantasy."
"Was I now? You should have said," purred the gorgeous Gillian Hepworth.
"I... I ..didn't mean it," he said and if a thirty-seven-year-old man could blush then he was blushing.
"Oh, that is disappointing Ben," said Gill with a pout.
"I did mean it; I still do," he said as he dug himself a deeper hole.
"You still do what? Think of me when you wank?" said Gill feeling a little bit guilty for teasing but highly aroused because Ben Luckhurst was actually a very attractive man.
Before Ben could respond in any way, a male voice said, "Gill. there you are, there is someone for you to meet," the voice belonged to the man that was to succeed Gillian as top dog at the company and she knew that she had better go, but as she did so she turned to face Ben and said, "See you later Ben," and blew him a kiss.
Ben's penis twitched and he thought that he was going to spunk in his underpants but he managed to avoid that embarrassment. For a moment, he stood stunned, not believing what had just happened had actually happened and then he wondered what the 'see you later' meant, it could not mean what he thought it might mean, could it?
He was also a bit angry about behaving like the nervous teenager that he had been rather than the experienced thirty-something man that he was.
Once he had composed himself a bit, he got himself another drink and went back into the main room. Gillian was standing not far away but with her back to him and Ben thought that she looked a fair bit wider across the hips than he remembered her, but that was not a bad thing because he liked big bums.
He was still unsure as to whether there was anything on offer but the blowing of a kiss after the 'see you later' was certainly encouraging.
Time was moving on and a few people, particularly those not staying in the hotel, were starting to drift away. Ben's eyes met Gill's through a throng of people and he was not sure if he imagined it, but she certainly seemed to lick her lips.
He had a brief conversation with a workmate from all those years before, but with that chat over he turned to look to where Gill had been, but she was not there. His eyes scanned the room and they found her near the exit and the motion that she made with her fingers suggested a cigarette. This was all too good to be true, he was thinking to himself, but he was disappointed when he got outside to see Gill talking to another man.
Gillian detected his disappointment and another movement of her hand indicated that he should wait. He lit himself a cigarette and kept glancing at Gill, fuck she looked ravishing, he thought.
The man eventually moved on and Gill laughed a little bit drunkenly and said, "Shit, I thought that he would never go."
Even the word 'shit' was sexy when she said it.
Ben could not think of anything to say, so he said nothing, "So Mister Luckhurst, are you married?" asked Gill.
"No, I have been but not now," he replied but then thought for the first time about Gill's husband, where was he?
"Same here," she said and that was music to Ben's ears.
He was still lost for words, but Gill then teasingly said, "We were discussing your wanking fantasies."
"Yes, we were, weren't we," he managed to say.
"Shall we continue discussing them in my room? It is room 610, shall we say in twenty minutes?" said Gill, but she was on the move before Ben stammered his, "Yes, yes, yes," answer.
A bit later, in fact almost twenty minutes later, Ben saw Gill still in conversation on the dance floor, but he was pleased to see her wind that particular conversation up. Most people had now either gone home or to their rooms in the hotel and Gill walked towards Ben and said, "See you in five minutes," as she went past him.
His cock was stiff in his trousers as he made his way to the relevant floor and he nervously tapped on the door to room 610. He mentally admonished himself for again behaving like the nervous and inexperienced teenager that he had been.
Gill opened the door and said, "Come in Mister Luckhurst."
In the short time that she had been in the room Gill had managed to remove her blouse and skirt and was now standing with her cleavage looking wonderful above her black bra and her black knickers looking a slightly darker colour at her crotch. She was also wearing stockings.
She removed Ben's jacket and tie and was undoing his shirt as she said, "So what exactly were you thinking of doing to me when you wanked?" with the word 'wanked'elongated sexily.
"Oh Gill, I thought of fucking you, of you fucking me..." said Ben, but he then gasped as Gill undid his trousers and fished his erection out of his underpants.
"Do you know I often thought of having this cock of yours in my hand when we worked together?" she said as she stroked it lovingly.
"Really? You really thought about me like that?" asked Ben as his night of revelations continued.
"Yes, baby, I wanted to take your virginity," said Gill before dropping to her knees and taking Ben's rock-hard penis into her mouth.
"Oh fuck," said Ben as the older woman's mouth worked his cock, but she took her lips off it for a moment to laugh, "We will, very soon."
She toyed with his prick for a while before standing and their lips met and they kissed with passion as Ben's hands went to Gill's back and undid her bra and then travelled further down and caressed her largish arse.
