Mature guy teaches a 25-year-old how to enjoy anal foreplay.
Prologue.
This is set in the nineties before mobile phones and email when I was in my twenties and finding my way as a sexual woman. I made two major discoveries that are covered in the story; sex with an older man and anal.
There's quite a lot to cover so it's a multi-part story that I will publish every few days. I recommend that you read the parts in numerical order but that's not essential as each stands alone as a story.
Please enjoy and do let me know of any comments or observation both positive and negative.
Thanks
Jayne.
The affair.
Jayne was enthralled with having an affair. She had not had anything longer-term with an older or married guy before and, although it was not the most satisfactory of situations as Bob was not able to see her as frequently as she wanted, she found it exciting and stimulating. This was largely due the affair being based pretty much solely on sex. Due to him being married, dating locally was out of the question so they saw each other either, in his car as she waited for her train or, at her small flat.
That had its advantages, though, as it meant that she had the time and freedom to pursue her sexual career in other ways. She was tempted to take up with Jack again, but could not bring herself to 'go backwards' as she thought of it to a relationship that was all about quantity of fucks with little regard to the quality. Bob had shown her a new type of sex, he had taught her what real sex was about and had introduced her to a type of sex that was more, much much more than just screwing! So, in addition to Bob she had a few flings and with them she could go on dates.
Bob was as near to being in love with Jayne as a man could be with a girl without making that full and final emotional admission and explanation of saying. "I am in love with you." He didn't make that admission to himself or say it to her as he knew that it was ridiculous. Thirty-year age differences don't work and, in any case, he didn't want to fuck up his family purely for sex, although what he felt for Jayne was more than that. But what was that was the question?
He didn't feel it for Sofi, though he still regularly had nearly as satisfying sex with her at the massage parlour nor with a married fuck buddy he had been seeing for years or even with his wife Philippa. He just couldn't put his finger on what caused the raging hard ons pretty much every time he saw Jayne and especially now when he saw her on the CCTV in his office or in a bikini in the pool or sauna.
He thought as hard and long as she did about their affair and what was the chemistry between them. They even talked about it sitting in his car or lying on her bed in the small flat.
"I think Jayne it's a combination of you being an absolute tart, with having impeccable manners both in and out of bed and wanting to learn," he said running his fingertips over the bare, pert cheeks of her gorgeous buttocks as they lay in the bed. "And of course, having this," he went on slipping his finger between her cheeks. "And enjoying it being used is a most definite bonus."
They had a lot in common both in and out of bed. Interests in music, books,politics, the theatre, movies and working out at the gym. They both had enquiring minds, liked to explore and were adventurous. And those traits applied equally to their sexual appetite as to most other aspects of their lives.
After that momentous night at his house, it was only a matter of time before they went further. With Bob being pretty much a one time a night man the further needed careful thought. Although Jayne giving him a blow job until he came in her mouth was an attractive idea for both of them it would pretty take up his sexual appetite for the evening. Similarly, having a titty fuck through to ejaculation, or cumming on her tits or face would obviously leave her without fulfilment.
So, over the next few weeks their evenings and occasional afternoons in the Bethnal Green flat followed a fairly similar routine to that night in Bob's house. As part of that, Jayne became ever more fascinated by and interested in anal sex. And Bob completely stimulated that fascination by focusing most of the sex around Jayne's delightful bum. Tonguing and fingering that musky hole became an essential part of their foreplay and, although he had not fucked her there yet, as the first monthly anniversary of the abortive sex in his car approached so did the inevitable.
Alone during most of most days, she was now thinking of little else than Bob, sex and bottoms. She occasionally saw another guy she had known when working in a recruitment agency and they had some pleasant though nowhere near as exciting or fulfilling sex as that with Bob.
"Oh my god, Jayne," Bob groaned when she opened the door to the flat one afternoon, naked apart from long, black, lacy top holdups.
"It's your birthday soon and this is your present," she cooed, shutting the door behind him and standing on tip toe and kissing him. Taking him by the hand she led him the short distance to the small bedroom and told him to stand still. She undressed him then took him to the shower and smiling told him to use it replying to his request to join him with. "It's too small for that as you well know from the last time we tried." Fully cleansed she dried him with one of her mum's large bath towels and led him back to the bed.
Bob was pleased that by the time he got out of the shower he was nearly fully erect. That had started almost as soon as he saw her in just the holdups. It wasn't, of course, just her appearance that started it, but the fact that she had taken the decision and then acted upon it to be nearly naked for him when he arrived and that she had planned it to excite and please him.
"Mmmmm, Bob, you look wonderful," she cooed genuinely excited at seeing his erection as it didn't always happen so readily. She stroked it and kissed him. It was a long, deep-tonguing kiss where both of them used not only their mouths, lips and tongues but also their bodies on each other.
"God, you feel great," she muttered, writhing her tits, stomach and mound against him.
"You don't feel so bad yourself," he murmured back as she eased him down onto the bed, where they lay kissing and fondling each other for some time.
"So that was the first part of your birthday present," she started, adding. "Bloody lucky to get one at all given that you're fucking off to Spain with Phil to play golf on your birthday."
Grinning and fondling her tits, he said. "Don't be greedy I have to share myself around, don't I?"
"Yes, exactly so now turn over."
"What do you mean?"
"Lay on your front, thicko."
Not sure what she wanted he did as she asked and Jayne knelt by his feet.
"Raise up."
"What do you mean?" Bob asked feeling excited as a thought, a hope really entered his mind.
