Benjamin’s affair with Harriet began a few days later. They were having lunch, which they did from time to time. Harriet was a chatty and funny lady and, in addition to wanting her, Benjamin genuinely enjoyed her company.
Since it turned out that both her daughter and mother had wanted to fuck him, Benjamin wondered if Harriet wanted to, too. He certainly wanted to. He had from the start. Tanned like her daughter and mother, with big tits, long platinum blonde hair she wore layered and a really hot, curvy body she had to be as good in the sack as Brenda and Joan. Well, as good as Joan. Brenda was all right, but Joan was better. He knew though, that like her daughter and mother, if Harriet was interested in Benjamin she would let him know.
Harriet filed her letter of interest in fucking her daughter’s boyfriend after lunch, while they stood on the sidewalk preparing to say goodbye.
“I know what you did to my mother Saturday.”
“Really?” Benjamin hoped his voice didn’t reveal how shocked he was.
“I know about the library. Mom’s been fucking there for a long time.”
Benjamin looked at Harriet as if expecting to be killed, or worse, but Harriet shook her head dismissively. To further disabuse Benjamin of the notion that fucking her mother while simultaneously dating her daughter was of any particular consequence, Harriet waved a hand.
Harriet then scoped Benjamin out, top to bottom and looked at him through lowered eyes.
“I would like you to do those things to me, Benjamin. Nobody’s ever gone down on me like that before.”
And that’s how it began, the 20-year affair that was about to end. Twenty minutes later they were standing naked by the window in a suite in a luxury hotel. Benjamin was kissing Harriet’s neck from behind. One hand was massaging a breast while another had two fingers searching for her clit. Harriet had one hand working the back of Benjamin’s head while the other reached down and had a hand on Benjamin’s ass.
“I can’t believe nobody’s eaten your pussy before.”
Harriet moaned. Others had, of course, but not like Benjamin had eaten our her mother.
“I need to make sure it’s wet enough, though,” Benjamin whispered.
Harriet shivered. Her daughter’s boyfriend and her mother’s latest boy toy was going to eat her out.
First, though, Benjamin bent his knees and stuck two fingers really deep inside Harriet’s pussy. A probe that revealed Harriet was, in fact, sufficiently wet to warrant the eating of her pussy. It was about the same as if he had stuck his fingers in a cup of water, really.
Harriet had not had decent sex in a while. Long divorced, she had found the money she had grown up with, married, and later earned on her own had made her snobbish. Most men her age did not possess the wealth she now required in a husband and the ones that did couldn’t fuck for any length of time anymore. And as an educated woman who was now a successful lawyer, Harriet found she hadn’t had a whole lot in common with the younger men she had gone out with.
But she and Benjamin had always gotten along. Not too surprising considering her daughter liked him, even though Brenda had confided to her that while Benjamin could fuck, they would probably be broken up before the Christmas revels. And she could tell he was attracted to her. Women knew things like this. But she wasn’t entirely sure Benjamin would fuck his girlfriend’s mother until she saw him fucking his girlfriend’s grandmother.
Fucking mom. First, she fucks the boys in her high school class, then she starts fucking another generation. Not that she blamed her. Getting fucked by a young stud was good for both body and mind.
Benjamin took two fingers full of Harriet’s pussy juice and put them in his mouth. He pulled Harriet’s hair slightly so she could see him do this.
“I’m wondering if you suck cock as good as your mommy. Or your daughter?”
Harriet complied. Willingly, feeling the same perverse sense of accomplishment her mother did at seducing Brenda’s boyfriend. She sucked so well that Benjamin was obliged to retire to the bed.
Unlike Brenda, who lacked the experience to tell when Benjamin was about to come, Harriet knew, and since she didn’t want Benjamin to come any more than Benjamin did, she knew when to stop.
Then Benjamin ate his girlfriend’s mother out. He was kneeling at the edge of the bed, his face between her legs. He teased her first, flicking his tongue in the general area of her clit before Harriet, unable to stand it anymore, put her hands on Benjamin’s head, grabbed his hair, and pushed his face between her legs. Benjamin really enjoyed eating pussy and fresh from the lessons Harriet’s mother had provided a few days earlier, he eagerly and expertly ate Harriet out. Harriet wouldn’t let him stop! When he tried to stop Harriet would simply push his head back between her legs.
So Benjamin ate pussy.
———-
They fucked for an hour the first time and only stopped because either Benjamin was getting bored or he couldn’t wait anymore. He wasn’t too sure. Besides, he was young and if Harriet wanted more cock he would be ready to provide it soon enough.
He was fucking her with her legs held in front of him and her hips up driving his 21-year-old cock into her 39-year-old pussy, which Benjamin thought wasn’t a whole lot different than her mother’s 59-year-old pussy or her daughter’s 20-year-old pussy.
Bored, Benjamin pulled out and worked his way up until he was straddling Harriet’s face.
Harriet had a look on her face that said she didn’t quite know what was coming up, but she suspected.
Benjamin worked his cock around her face a bit. Then he took it in his hand and slapped her with it. His cock was big enough and hard enough, that were was some force behind this, not that Harriet minded. Certain that some psychologist somewhere could explain why she liked that her daughter’s boyfriend was slapping her face with his hard cock and not her daughter’s face and certainly not her mother’s face. This boy was hers. For now.
“Suck it, mommy,” Benjamin said, sliding his dick back into Harriet’s mouth.
Mommy sucked off her daughter’s boyfriend. Benjamin, enjoying the view that came from straddling his girlfriend’s mother’s face as she sucked him off, worked it for a while. He put a hand behind Harriet’s head and grabbed some hair and drove his cock as far down Harriet’s throat as it would go. He pulled out and teased her, pulling her hair so no matter how hard she strained for Benjamin’s cock, it remained out of reach of her mouth.
Eventually, Benjamin got bored and he had a date with Harriet’s daughter to get ready for anyway, so he allowed Harriet to suck until he came on her face. Nobody had ever come on Harriet’s face before and, like getting eaten out and her face slapped with Benjamin’s python cock, she found she liked it and she found she really liked it when Benjamin rubbed his come in her face with his dick and then with his hands and she breathlessly and willingly ate the come off Benjamin’s hands when he forced her to.
———-
That was 20 years ago. A lot had happened since then, including Benjamin getting bored a few years later and almost ending it. He livened it up one morning in New Orleans. They were both flying out later that day and Benjamin had Harriet on her knees with her arms stretched out and her hands tied to the bedpost. He was spanking Harriet, reminding her that even though she was a successful attorney, at this particular point in time she was nothing more than a goddamned fucking cunt, not to mention Benjamin’s goddamned cum receptacle and if Harriet somehow got the impression Benjamin considered her a whore who could only dream of the day when she could fuck like her mother and daughter, well, Benjamin had no control over that.
To reinforce to Harriet that she was nothing more than a whore Benjamin spanked her with a paddle he brought on their trips.
Recently Benjamin had suffered a financial setback and the old bank account was in need of a modest boost, and, in a moment of inspiration, he wondered why he should be living in reduced circumstances when this horny bitch he had tied up in an expensive hotel suite in the Big Fucking Easy had more money than she knew what to do with and could easily provide bailout funds.
Benjamin did not directly ask for or demand money from Harriet. He did put his cock inside her from behind and started fucking her doggie style with her hands tied to the bedpost and since her hair was still long, he started pulling it. When he let up a half-hour later she fell to her stomach, exhausted. Benjamin laid on top of her and put his mouth to her ear.
“You need the young dick, don’t you bitch?”
Harriet nodded, exhausted, as if that were obvious to even the most casual observer. She liked it when Benjamin called her bitch in private.
“Yes…” she sighed, as if conceding a point.
“You need it enough to pay for it, don’t you?”
Harriet nodded. She didn’t even blink.
“How much?” Her tone was the same as if Benjamin had reported she needed paper clips to hold her documents together and Benjamin could sell her some. Unfortunately, Benjamin didn’t have a rate card handy, and he had no idea what the Younger Man’s union asked for a weekend of company and, therefore, could not quote her a price.
Benjamin told Harriet he would leave that detail to her.
With that Benjamin untied Harriet and went and took a shower.
Harriet: A Family Affair – Part I
Harriet: A Family Affair – Part III
The Benjamin Chronicles