Tuesday , August 9 2022

Divorcee’s first experience as a MILF

Caryn had a great body.

There was no point in denying it to herself anymore. She had been told many times over recent months by both men and women alike and she took nothing but pleasure from looking at herself in the mirror these days. She was in her early fifties but she looked much, much younger. ‘Good genes’ she thought to herself.

“And good jeans,” Caryn said out loud as she spun around in the mirror, admiring her long legs and impossible, ‘bubble’ ass that she was able to poke out at an impossible angle to capture the eyes and minds of her many new admirers.

To top this vision off, she had tits that didn’t belong on such a petite frame. She had been measured for new underwear recently and the shop assistant was aghast (and not a little jealous, she surmised) that Caryn had eye-popping 34DD tits with a tiny 23 inch waist. Her red hair had slowly evolved, at her choosing, to blonde and as she admired herself again, she liked what she saw. She was blonde, had huge tits, an arse that made men trip over themselves and toned and shapely legs that would stop traffic. Her new purchase of figure-hugging, spray-on jeans was just one of many purchases that she’d made in recent months as her inner belief had steadily grown.

This confidence had occurred only quite recently.

Caryn had been married for fifteen years to Steve and they had a son, Josh. They had all enjoyed the money that had started to roll in once Caryn had gone back to work when Josh was old enough to be looked after by a nanny or relative. A villa in Spain cemented her thoughts that she was a woman who had everything. A gorgeous if roguish husband, a wonderful house, a bolt-hole in Spain and a happy and contented son who was popular and would invite all manner of boys to come round after school.

When she looked back on that blissful period, she often wondered if she had made the best of herself and that if she had done things slightly different then…

Her husband hadn’t ever complimented her on her curves (she hadn’t realised at the time) and a year after they’d bought the villa in Spain, she found out that he had had numerous affairs and had finally run off with a girl much younger than she. She had been devastated when he had left. Her confidence hit rock-bottom. They had to sell their Spanish villa and it had been touch-and-go as to whether she could afford to keep the family home. She managed it somehow but life wasn’t the easy ride she had once enjoyed. Most of her money was accounted for before it came in to her account but after eighteen months of struggling to deal with the financial fall-out AND coming to terms with her emotional turmoil, she had finally started to turn a corner. A new health regime had seen her drop a dress size for the first time in ten years and a new exercise regime and a brand new outlook saw her transform herself from dowdy victim to power-dressing, self aware MILF.

Yes, MILF.

Part of her ‘therapy’ (of the self-help variety) had been pornography and she was now quickly able to rattle through the categories: She was a connoisseur of BDSM, Huge Tits, Anal, Interracial etc. But she had started to particularly enjoy the idea of younger men finding older women attractive and this had translated into her category of choice being ‘MILF’. It was, she supposed, as a direct result of being dumped by her husband for a younger woman; revenge, if you like. But her husband’s departure was now nearly two years in the past (and anyway the last she had heard, the girl was now a hopeless crack cocaine addict and his money (her money!) was running out fast. ‘Good. Serves him right’ she would would say to herself.)

The young men on the internet were ‘ripped’ and ‘hung’ (to use the parlance!) As she watched more and more, she started to become quite fussy and anyone with a less than truncheon-sized dick would be dismissed. What she had noticed was that all the guys with the largest cocks were usually black (sad but true.) Also, she particularly enjoyed the ‘money shots’. She understood that someone cumming in a pussy wasn’t terribly entertaining in a porn movie, but she loved the idea of being so ‘in the moment’ that one wanted to sprayed with hot, sticky jizm (it was certainly something she had never done with any of her previous boyfriends or husband.) She had never been with a man with an over-sized cock and she had DEFINITELY never been with a black man having had a fairly sheltered upbringing in a predominantly white area. She would fantasise about the possibility as she masturbated herself to a frenzy practically every night.

Her family home had felt like winter for nearly two years since her husband had left, but now she was coming into spring and, she felt, was about to burst into summer.

Her son’s friends started to visit again. (Josh had very kindly warned them off as her moods swayed this way and that during the separation and divorce.) In the past, they would usually dash straight to the computer and play video games. Her appearances among the boys, to deliver pizza or drinks at Josh’s behest, were usually met with a collective grunt, such was the intensity of her son’s friends’ gaming. But in the intervening months, some of the pre-pubescent boys had started to turn into young men and she would notice them looking at her differently. Some of this was to do with their journey through puberty but she also was wearing clothes that really accentuated her faultless figure. She supposed she was even ‘dressing up’ for when they arrived; subconsciously seeking approval from young men just like the ones she observed nightly on her computer.

One boy in particular, Errol, appeared to make no secret of his interest. When she entered the room, for whatever reason (admittedly, she’d occasionally invent reasons) he would either stop playing and stare or pretend to play and stare. And she had noticed how he took more breaks from the video games than most and would accidentally take a wrong turn and spy her in the kitchen, turning away with a not-so-embarrassed ‘sorry’. He was black and ‘built’. He was just over six feet tall but she was sure that he’d go way beyond that once he’d finished growing (his father, she had heard, was a former Marine and stood at an impressive 6ft 5inches.) For some reason, the boys and Josh were always joking about Errol’s size 14 feet and big hands, a conversation she thought she understood but she couldn’t work out if this was a double-bluff. But she would watch him as he swaggered away and wonder what it would be like to experience such youthful energy. At times like this, she would sometimes take herself up to her room and turn on her laptop.

But the sad truth was, she had not dated since her husband had left her and her only sexual release came courtesy of her rampant rabbit vibe. As she watched more and more pornography, she had become more and more curious and had started to order other sex toys until she had quite a collection of dongs, butt plugs, anal beads and vibrators of every size. She’d also started buying shoes and boots with much higher heels than she had ever worn before. She liked what they did for her legs; her perfect calf muscles straining as she clomped about in them. Initially, she had only dared to wear them around the house but had started to ‘trot’ into town in them and could feel the eyes of both men and women (for different reasons) burning into her as she strutted around town on an errand. She would usually match her towering heels with shorter than normal skirts and figure hugging tops. She was really getting off on the silent attention but this was no substitute for a hands-on experience. She was becoming quite desperate to be fucked.

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