The Cougar Chronicles: Barbara

Story Info
Frustrated older woman seeks release from young men.
7k words
4.58
229.3k
65

Part 1 of the 2 part series

Updated 08/30/2017
Created 02/27/2005
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
denny9
denny9
656 Followers

The Cougar Chronicles - Barbara Benson

Forty-eight year old Mrs. Barbara Benson was a cougar. She knew it. All of her friends knew it. Hell, her cuckolded 62 year old husband knew it too. In fact, he was the reason Barbara had started seducing young studs. Harry Benson was impotent. Had been for 6 years. Even the discovery of Viagra hadn't helped and he had had little choice but to silently sit back as his still vibrant wife of 23 years took young lovers. Why she took such young lovers half her age was no mystery - at least not to her.

"They can get it up more often than more mature men. Lean and mean. No beer bellies to squash you under them. Just muscles. Yes, lean, mean fucking machines! Dicks that I can control. Unlike older men who are afraid to experiment, who are already set in their ways, young guys, in order to get into your pants, will do anything." she'd declare triumphantly.

"They don't care what you look like as long as you let them use your mouth or your pussy or in some special cases, your ass. Believe me," she'd tell him or her envious friends, "they just want to get off. No long term promises. No ties. No hopes of marrying and raising a family. Just good old fashioned sucking and fucking!"

Although her brashness with her choice of words was thought to be out of character, indeed it had been until she started sleeping with younger guys, with this attitude, it was no wonder that Barbara had taken numerous young lovers. The fact that even at 48 years of age and the mother of 3 college-aged kids, she was an extraordinary looking woman - blonde and blue-eyed and after her boob job, possessing an hourglass figure. In fact, her children's friends were the source of some of her conquests.

Up until the age of 45, Barbara had been your typical suburban stay-at-home mom. Then feeling depressed about her husband's inability to perform, on the advice of her very best friend, Mary Beth Bradley, she had decided to have her breasts done and some minor nip and tuck surgery in the hopes that it would help Harry perform. Alas, even though they tried different things in the bedroom including anal sex, something Barbara had refused to try before, Harry was unable to maintain an erection.

Being a company CEO he was an overly proud man used to being successful. He was too haughty and embarrassed to see a specialist and the two settled into a routine of companionship rather than lovers. At first Barbara had tried to accept the lack of intimacy but her new look was not lost on the men, both young and old, that she encountered. A lot of flirting, teasing and double entendres became the norm. Barbara, for the first time in years, felt good about herself and especially loved the reaction and attention she got from her children's friends.

Still considering herself a faithful wife she had, on the suggestion of her best friend, finally resorted to a battery operated dildo for relief.

But 3 years without real sex had made her increasingly horny and tired of getting herself off with her ever ready battery-operated dildo, she had allowed Jimmy Simpson, her son Brad's 20 year old roommate at U of T to fuck her in his dorm while her son was spending the night at his girlfriend's.

The young man had been awkward at first and she had taken the initiative. They had been doing some innocent flirting after she had dropped off her son's laundry and when it was obvious the 20 year old was sporting an erection, she decided to take the bull by the cock as she described it later. She had given her son's roommate in his words "the best fucking blow job" he'd ever had. Then she had taught him how to use his tongue. His willingness had surprised her at first as Harry would only go down on her reluctantly. This boy/man did so with fervour.

Before the night was over, she had fucked the happy as a pig in shit college kid 2 more times. Yes, Jimmy had taken to it like the proverbial duck to water. She, in turn, had cum more times than she could ever remember. Unfortunately for Jimmy, she had never allowed him to fuck her again, citing his friendship with her son. In deference to her infidelity, Barbara had promised herself that it was a one time thing. A mistake she would never allow again.

Her next adulteress act had taken place right in her own house, indeed in her own bed! She had stayed the faithful wife for all of 5 weeks until in another moment of weakness, she had pulled 18 year old Robbie Foster into the darkened bedroom the night of her youngest son Phil's birthday. A combination of beer, wine and sexual frustration had made her uninhibited and she had taken a very big chance but had been amply rewarded.

Just kissing the attractive MILF had been a dream come true for the teen but when she allowed him to suck on her store bought big tits while running his hands over every part of her anatomy he thought he had died and gone to heaven. After her boob job, Mrs. Benson was the MILF that he and all his friends fantasized of fucking!

Then when the mature woman unzipped him and went to her knees, he was stunned to say the least. Not too stunned to stop the older woman. No way! This was better than any wet dream he had ever had. Being as how he was only 18, he had cum very quickly. He was aghast when Mrs. Benson allowed him to cum in her mouth and more so when she swallowed it all. He had thought only sluts and whores would willingly do that and now his best friend's mom had done it!

Having learned from her one night affair with the young Mr. Simpson, Barbara knew the ability of young men to recover rapidly and she was intent on taking advantage of the boy she'd just blown.

With little hesitation, the MILF had her clothes off and was pulling the still stunned teen to the bed. She had lain back, spread her legs and exposed her womanhood to him like a wanton centrefold. Indeed, although she was much older than the girls he had seen in magazines, her body was incredible.

"We don't have a lot of time Robbie. Eat me, baby! Get down there and use your tongue on me!" she had spat at the speechless teen. Taking his hand she had guided him to the floor and pulled his face into her groin. With her instructions and guidance, he had licked her clit tentatively at first. At her urging he started using his fingers pushing them in and out as he sucked and played with her clit. The teen was overjoyed when he made the buxom mother cum.

Then hardly hesitating, she had pulled him up and between her inviting legs and had told him to "Fuck me, Robbie! Give an old lady the fuck she needs! I am so fucking horny!"

He may have been young and fairly inexperienced but he sure did give her what she wanted. She had wrapped herself around him like a spider with its prey. They had fucked like this for several minutes but she had not let him cum. She had turned the teen over onto his back and had rode him like the stallion he was. The teen loved this position as he got to see and feel and kiss her incredible tits. If he hadn't already cum, he'd have never been able to last.

Just as he got close again, she had managed to stop him from cumming and much to his chagrin had climbed off leaving him bewildered and begging.

"Please, Mrs. Benson! Please, I'm so close! Let me cum! Let me fuck you!"

With a lascivious wanton look, Barbara moved to her dresser and turning her back to him, bent over it. Looking in the mirror at the lust in the high schooler's eyes, she said the words he wanted to hear.

"Come here, Robbie! Give me that wonderful cock! Give it to me from behind!" As she said this, she used her hands to spread her cheeks and open up a world of possibilities. For a brief second, the teen wondered if his best friend's mother was offering him her ass. It was something he had never done before.

He was on her in a flash and when he blindly poked his dick in the direction she'd offered, he found her resistant.

"Uhh...nnnn....no baby, not there! Not in the ass! Put it in my pussy! Fuck my pussy, baby!" she sputtered. Not giving him a second chance, the cougar reached back and guided him into her sopping wet channel. Grabbing her bouncing tits, he leaned over and fucked her with every ounce of energy he had left. The two rutted like barnyard animals and soon they were beyond caring who might walk in and catch them.

"OH...MY...GOD!!! YESSSSS.....FUCK MEEEE!!!! YESSSS!!!!" the older woman hissed.

It didn't matter what she cried. Eighteen year old Robbie Foster was oblivious to anything she said now. Holding her hips as he thrust, he was on a mission as old as mankind. He was now working with an animal's instincts. The cocksman was pounding his shaft in and out, in and out as fast as he could now. He was racing to the finish. They both knew it wouldn't be long now. The teen was consumed with cumming in his best friend's mother's welcoming cunt. And cum he did! With a final thrust as deep into her as possible, the teenager emptied his balls into the warmth of the cougar.

With a triumphant "YESSSSSSS!!!!!" the deed was done. Like the animal she had made him, the boy unleashed spurt after spurt of jizz into his bitch.

Covered in sweat, Robbie lay exhausted over her tanned back, his cock still buried in her as they both struggled to catch their breath.

The teen was still unbelieving. "Damn, I just fucked Phil's mom!"

Soon, however, his seed slipping out of her along with his cum-covered cock, she had pushed him off and said, "That was great sugar but we have to get back to the party. We'll be missed. Wouldn't want Phil or his father to find us like this, would we?"

Like Jimmy Simpson, the college kid before him, the teen had tried to get her into bed again. He had only been successful on one other occasion. Taking pity on his pleading, Barbara had given him a blow job as a pre-19th birthday present a few weeks later. As usual she got turned on herself and ended up allowing him to fuck her from behind again while leaning over the family pool table. Then she had moved on to newer conquests.

It was on one of these subsequent conquests that her cuckolded husband had caught her. She had been on her knees with their young gardener's cock in her mouth when he had walked into the greenhouse unexpectedly. Too stunned to say anything and with the two lovers totally absorbed in what they were doing, he had watched as the twenty-something Hispanic holding his wife's head still, had filled her mouth with his jizz. It wasn't until then that Harry finally reacted and screamed, "How the fuck could you? He's just a kid, Barbara! A goddamn gardener no less!"

Needless to say all hell broke out. After firing and threatening the young man who, in spite of it all, had left with a satisfied smirk on his face, Harry Benson and Barbara had had a fierce quarrel. The tears, the lies, the vitriolic repercussions all came out. Finally Barbara turned the tables on him by spitting at him that the reason for her infidelity had been his own impotence and stubborn unwillingness to seek help.

Finally, not wanting to lose her and still afraid to admit his failures to a doctor, he had realized that she had needs he could no longer fulfill. Even though he didn't like it, he had been forced to accept her indiscretions or lose her. He knew that in their state, he would lose way too much if they divorced. His only request was that Barbara not embarrass him and not have her future lovers here in their house.

She readily agreed as she too had been fearful of losing much of what they had. Now she could carry on without having to sneak around. "Yes," she thought, "this is definitely workable."

The two carried on their daily lives doing all the things a married couple do - the socials, the ho-hum daily existence of a long-married couple. The only difference was that Barbara now had carte-blanche to fuck whoever she wanted. A fact that she was quite happy to do.

She had confided to Mary Beth and her other closest friends about a couple of her young lovers and although they had been shocked at first, she was sure that they were now envious of her freedom. She had it all - a naïve but loving family, a nice house and now as much sex as she wanted.

After that day, aside from wearing more provocative outfits, Barbara went about her life with little outward changes that were noticeable. However, now she eyed every young man as a potential lover. Like a real life cougar, Barbara Benson had become quite adept at cornering her prey. In the next two years she had seduced the sons and nephews of several long time friends. It didn't matter where. She always found a way.

She had sucked and fucked her ecstatic, virile young lovers in cars, in restaurant washrooms, in motels and once even had fucked her oldest friend Mary Beth Bradley's 20 year old son in Mary Beth's own bed one Sunday when Mary and the rest of her family were at church. Indeed, while Alex Bradley was feasting on her breasts and telling her how great they were, Barbara realized that it was Mary Beth who had recommended she have them done. Strangely, she felt no guilt at deceiving her best friend. The young man's pounding his delicious hard young cock into her so enthusiastically definitely negated any feelings of regret.

She had kept her promise to her still unhappy but accepting husband. She had not seduced anyone in their home. That is until her very pregnant daughter and her handsome son-in-law had moved in.

The two had married just before Kevin had shipped out and the wedding had been a blast. All of her friends teased her about having a Brad Pitt look-a-like for a son-in-law.

Barbara tried to ignore the urges she felt especially when she watched the handsome young soldier squire his new bride around the dance floor. She had had to stifle her unnatural desires when her new son-in-law took her for the obligatory dance. The feel of his cock against her had made her so horny that she had excused herself from the reception citing a migraine and had gone out to the parking lot and practically raped a 19 year old valet in the back seat of her Lincoln.

For his part, Barbara's attractiveness was not lost on him either. In fact, his best man had told him that he had the hottest mother-in-law on the planet. At previous family get-togethers prior to the nuptials, Kevin had found himself being attracted more and more to her mature sexiness. He'd even get so turned on that he'd sneak off with his future bride and fuck her silly.

For her part, Cheryl never suspected that her future husband was using her body as a surrogate for her mother. If she had she never would have married him. But like all young women in love, she had had blinders on and just thanked God for having such a handsome young stud in her bed. A young stud it should be noted who was an incredible lover and it appears, a very virile one. Cheryl got pregnant on their honeymoon just before he shipped out. They had fucked all week long and she didn't even realize she was pregnant until after Kevin was back in Baghdad.

Cheryl while not quite the spitting image of her mother was quite attractive except that during the late stages of her pregnancy, she had put on a lot of weight and was tired all the time. Truth be known, she was scared and lonely with Kevin being overseas in Iraq for most of the pregnancy.

During her pregnancy, the absence of her military husband had depresseded her and she had been crying every day when her father ordered her to come and stay as the delivery date loomed. She had and it was nice being home and in her old room with the protection of her parents once again. She did however sense a coolness between her parents and was surprised that her mother went out some evenings dressed rather provocatively, at least for a woman in her 40's, and returned quite late and dishevelled.

She was just about due when Kevin arrived at the Benson door totally surprising everyone. Somehow he'd gotten a leave and she was ecstatic that he was going to be there for the delivery. The next couple of days were bliss for the young couple but that was just a façade of what was to come. A handsome baby boy was born to Pfc. Kevin Hicks and his wife Cheryl. They named him George after Kevin's father.

It was just after the birth of her grandson that Barbara crossed the line. Not only did she break her promise to her husband but she seduced her own daughter's husband less than 24 hours after his wife had given birth to their son. Barbara fucked him in her own bed only hours after his morning visit to the hospital to see his newborn child.

In his uniform, Kevin Hicks was as handsome as they come and every woman he met swooned when his sparkling blue eyes looked their way. All of Barbara's friends commented that they'd allow the young hunk to park his shoes under their beds at any time. Barbara was certainly not immune to his charm even though he was now married to her daughter and was now the father of her own grandson. Previously, she had fought the temptation to seduce her son-in-law out of respect for her daughter but now that the handsome marine was around and living with them, the less resolve she had.

Kevin had always been a lady's man and he was charming as well as sexy. In spite of her age, he had always found Cheryl's mom to be a fox but after her boob job, he had had difficulty keeping his eyes from her tits. A chore made even more difficult by his mother-in-law's choice in wardrobes lately. This was not lost on the cougar. Her radar had sensed the sexual if not downright animal chemistry between the two of them. For her part, Barbara had honestly tried to resist....at first.

The long periods of being away in Iraq had made Kevin randier than ever and when he returned prior to the birth of their first child, he'd been disappointed that Cheryl would not or could not fuck. She had refused even to give him a blow job and he'd had to settle for a single gratuitous hand job prior to the birth. So as fate would have it, the gods had conspired to make him an easy target for a woman on the make. The fact that the woman was his mother-in-law was the only fly in the ointment.

Barbara, being the sexual predator that she was, sensed that her resolve was weakening. In spite of her promise to herself, she couldn't help feeling the smouldering between her loins. You know the old saying about leopards not changing their spots? Well, cougars and leopards are members of the feline family so....Barbara now found herself flirting outrageously at every opportunity. She'd lean in, resting her breasts on his arm when they talked. She'd touch his hair and flatter him whenever the opportunity presented itself. The fact that Cheryl had been unable to leave the hospital after the birth had turned into the chance Barbara hadn't even realized she'd been waiting for.

That fateful morning, Harry had stayed at the hospital and had encouraged the two miscreants to head home and take a break. Had he been able to foresee what would happen, he would never have allowed that. Truth be known, he had never suspected that there was the slightest chance that Barbara would fuck his little girl's 22 year old husband.

From the moment the two left the hospital, the dance had started. The young marine didn't have a chance.

When Kevin opened the car door for Mrs. Benson, he looked down into her exposed cleavage and then couldn't help but observe as her short skirt rose up her nylon-covered legs, almost to her crotch, while she swung her legs into the vehicle.

His lecherous look was not lost on the older woman and she looked up into his eyes and said coquettishly, "You're being naughty, Kevin."

Kevin's face turned crimson and he tried to sputter an apology but his mother-in-law shushed him and said, "It's okay, hon. Having a handsome young man checking her out is very flattering especially for a lady who's just been made a grandmother." She giggled watching him try to adjust himself as he walked around to the driver's door.

denny9
denny9
656 Followers
12