Libertine Mother and Daughter

A young lottery millionaire named Carson befriends a lust-filled mother. To his delight, he soon learns her daughter embraces the same libertine lifestyle.

Part One

Life is good when you are 26 years old and you are set for life financially. That had been the pleasant situation I had found myself in for nearly a year.

In October 1986, I, Carson Hanover, had been working doing data input for a company that had two factories in a neighboring town. They manufactured padding for automobiles. I got the job largely because I had taken a few computer courses in high school and understood the basics of how spreadsheets worked. There was no manual labor at all, which I appreciated. It was wholly a desk job. All day long, I got sheet after sheet of production data delivered to my desk, which I subsequently entered into the company’s computer. That was my only task. It was dull work, but time flew by each day because there was never a lull. That was because the two factories ran 24 hours a day, and I had to catch up with all the production sheets that had piled up in the two shifts when I was not there.

I had been employed for about four months when I was asked by Gene Stevenson, a fellow office worker, if I wanted to throw a couple of dollars into a group lottery purchase with him and two others for Saturday’s draw. This was not something any of us usually did, but the jackpot was already in excess of $26 million—and growing—so we decided to splurge. I chose two groups of six numbers and handed my cash and my number selections to Gene on Friday just before I left work.

I’d stayed up late on Saturday, so I was groggy on Sunday morning when Gene woke me at 7:45 a.m. with a phone call. He had some astonishing news to share: We had won the jackpot! Furthermore, it was the only winning ticket in the country—and it was one of my lines of numbers that had done the trick. (I had chosen the uniform numbers of six of my favorite athletes.) Gene said he had checked the numbers less than an hour before when he went to a convenience store to buy a Sunday newspaper. The lottery machine blasted a series of bells and whistles to indicate we had won a major prize. The clerk confirmed that our winning ticket was worth $28,213,478.60. Since it was split four ways, I and my three lucky co-workers would each be getting $7,053,369.65. The best part of all was this: It was a Canadian lottery—so the prize was tax-free. I was suddenly wide awake.

I and the other three winners promptly met at a coffee shop near the office where we worked. Gene had gotten a sheet of instructions on how to collect our money swiftly. We had to claim the prize in person in Toronto because it was a major jackpot. We also had to complete and sign a group claim form. It was a legal document that showed we had agreed to split the huge prize into four equal portions. Gene and the other two men said they were quitting their respective jobs effective immediately. I said I’d give the company time to find a replacement for me before I, too, walked away. It was a courtesy my co-winners thought was crazy. (My boss, whom I liked, said it was a noble gesture.) I ended up working for another week. I did take Monday off to make the trip to the lottery headquarters in Toronto. Within two hours of our arrival, we each had our seven-figure checks. We were required to pose for photos and make some publicity statements for the lottery. My local newspaper ran a story about me. Then, thankfully, we stopped being celebrities shortly after that. I wisely consulted a financial advisor to ensure I’d never have to work again in my life.

With plenty of time and money on my hands, I became a bit of a hedonist—but not much of one. I bought a small house and upgraded my car. I ate out a lot, but my lifestyle did not change dramatically. I was happy having the freedom to do nothing of significance all day, every day. I did quite a bit of pleasure reading, watched plenty of sports on TV, visited friends, and went on occasional trips—often on the spur of the moment. I had befriended a woman at a travel agency who would sometimes call me on short notice if they were trying to fill a vacancy. One night I got a call saying there was one unsold hotel and flight package for a week’s vacation to Las Vegas that I could have very cheaply—as long as I was willing to leave in three hours. I hurriedly arranged my payment, packed my suitcase, and had a marvelous seven days in Sin City. I saw half a dozen terrific shows and I learned how to play baccarat. Remarkably, my good luck continued: I won nearly $1,000, a sum which more than offset the cost of my impromptu trip. Life was indeed very good to me.

Those types of long trips were rarities, though. Most of the time I spent hanging around my house simply enjoying the solitude. I was a loner by nature, so I never had any difficulty finding ways to amuse myself.

One day when I was leisurely reading a Sherlock Holmes mystery, I noticed my neighbor who lived across the street was struggling with her lawn mower. By chance, at the very same time, my front lawn was being mowed by a 12-year-old boy named Tommy whom I’d hired to do that task. I rose from my chair and marched across the street to inform the woman (whom I’d never met before) that the boy who was mowing my lawn would also mow hers—at my expense.

The fortyish female looked at me in amazement as I repeated what I had just said. Then she finally uttered, “Thank you so much! I hate doing yard work, and this old mower doesn’t make it any easier for me.”
I made the arrangements with Tommy who was happy to get double pay. The woman introduced herself as Monica Hersch and invited me to have a cold drink with her on that warm afternoon. Monica, a busty 5’5” brunette, was quite appealing to me despite being about 15 years my senior, so I quickly accepted. She had her daughter Cassidy bring out some glasses of pink lemonade for all three of us. Cassidy’s eyeglasses gave her a scholarly look, but she was still a cutie, too.

Monica began the conversation by saying, “I was hoping to meet the reclusive millionaire from across the street. I’m glad you came by—and I’m really glad that you saved me from battling that old lawn mower. Would you like to stay for dinner, Carson? We’re just having store-bought lasagna and garlic bread, but it’s filling and it’s tasty.”

“I seldom do any cooking at all,” I said honestly. “I bought myself a hoagie sandwich at the supermarket for my dinner. It can stay in the fridge for a day. I’d love to have lasagna with you two lovely ladies.” We drank our lemonade on the porch before heading inside.

There was no male in the Hersch household and no sign that anyone else lived in Monica’s house besides mother and daughter. I thought it would be impolite to ask about such things after just meeting Monica, but she brought up the subject herself.

“You’ll notice there’s no male presence in this house,” she said without any prompting. “I was married once. That marriage produced Cassidy and a lot of arguing. My husband Nick and I were both free spirits. We agreed to have a polyamorous arrangement where we were not bound to each other in a traditional monogamous relationship. Nick thought it was a great idea until I started to sleep around as much as he did. Then one day about ten years ago, he simply decided we were no longer compatible. He got into his car and drove away. We never formally divorced—and I don’t have a clue where he is today.”

“Your life story is far more interesting than mine,” I readily admitted. “The only interesting thing that’s happened to me was winning the lottery. I’ve never been in a serious relationship with a woman—and now I’m highly distrustful of them. Call me cynical, but I figure if a woman approaches me these days, she’s only after my money. That’s why I keep mostly to myself. I’m naturally a loner, anyway. I always have been.”

“Under the circumstances, I don’t blame you one bit for being cautious, Carson,” Monica responded. After a slight pause she further said something astonishing to me. “However, since I’m a libertine and not interested in your wealth, and you’re a loner with no female in your life, can I talk you into sharing my bed?”

That offer came out of nowhere. I was taken aback for a moment, because Cassidy was sitting at the dinner table. She seemed unfazed by the impromptu sexual request she had just overheard. I got the impression that her mother propositioning males she hardly knew was not a rarity. I said, “Bedding you beats watching TV! I’m all in favor of that idea!”

“That’s marvelous!” Monica announced. “Let’s finish our dinner. I have some strawberry ice cream we can have for dessert. Then I’ll put the dishes in the dishwasher, and we can go to my bedroom and have a lovely fuck together, okay? I have a huge and comfy king-size bed.”

This was a woman who knew what she wanted! The next day I looked up “libertine” in the dictionary. I had never heard that word until Monica used it to describe herself. Its definition is, “A person who rejects conventional morals, religion, and societal standards, living a life of unrestrained physical and sexual pleasure.” The dictionary also said a libertine was usually a man. I was very glad to find there were women who fit this description, too—and one was conveniently living across the street from me.

It had been a long time since I had gotten laid. (I had treated myself to a hooker during my Las Vegas trip. However, my paying for sex did not compare to screwing a desirable woman who invited me into her bed for the pure fun of having a fuck.) Saying Monica Hersch was a terrific bedmate was a terrible understatement! She was aggressive, playful and very open-minded about intercourse. I began by licking her pussy. That was a sex act I had always enjoyed since Fiona McCrae dared me to lick her vagina when we were both in the sixth grade. Monica responded by giving me a superb blowjob, the best I’d ever received. I next spent quality time engrossed with Monica’s tits, doing everything imaginable with them. They were delightful objects to fondle! I then advanced to fucking her from all directions: frontwards, backwards, sideways, standing, kneeling, and lying down. I even held her upside down at one point to screw her in the “pile driver” style.

Monica was insatiable, however. When we re-entered her bed, she sweetly said to me, “Up the bum now, Carson, if you don’t mind.” That was something completely new to me, but I was willing to give it a try. My penis must have liked the sensation of ramming Monica’s anus because I had a huge ejaculation inside her. Nearly breathless from exhaustion, I contentedly said, “Well, that’s one way to avoid pregnancy!” It wasn’t even 7 p.m. and I needed a good night’s sleep to recuperate from our vigorous round of screwing. Monica and I cuddled together and soon dozed off in each other’s arms. We didn’t move for seven hours.

When we awoke in the wee hours of the morning, we copulated one more time. This time I filled her pussy with a blast of goo from a doggie-style fuck. We then got out of bed to eat another serving of ice cream. Monica prepared to go to her job as a dental receptionist. I went home and slept for another five hours. It had easily been the best and wildest sexual experience of my life. I immediately arranged for a dozen roses to be sent to Monica’s house—and I paid Tommy to mow her lawn for the rest of the year.

Four times in the next two weeks, Monica telephoned me to come to her home for dinner and a fuck. Four times I instantly agreed. I made a point of contributing to the meal with a bottle of wine or a rich dessert from a local bakery. Each time in bed with Monica was just as pleasurable as our first time. Monica was sort of calling the shots in our love-making—and I happily let her do so. On visit number three, Monica suggested, “Carson, please cum on my face this time. Can you do that for me? You haven’t done that yet. I know some women don’t like that sensation—but I’m one who does. It tells me that I’m pleasing you sexually. I am pleasing you, aren’t I Carson?”

“What a ridiculous question!” I said sternly. “Of course, you are! Regarding a facial cum shot, your wish is my command!” I got right to business. I fucked Monica rather roughly missionary-style for about five minutes, straddled her for a quick titty fuck, and then I blew my load across Monica’s pretty face, covering it with rope after rope of thick, warm semen. Within 20 seconds, Monica’s face had basically become a mask of cum. What an awesome, sexy sight it was! The last girl who had experienced receiving a facial from me was the aforementioned Fiona McCrae—and that one wasn’t planned. I just couldn’t control myself after she had given me my first blowjob.

“Good heavens, what a load!” Monica exclaimed with obvious delight. “Have you been eating Wheaties for breakfast, Carson?”

“Nah. It’s been Cheerios and white toast, mostly,” I replied in kind. “However, I have been drinking mango juice lately. Maybe that’s what makes me have huge ejaculations. Or maybe it’s just my sex partner. You are a great fuck, Monica!”

Part Two

One day I happened to look out my front window and saw a man arrive at Monica’s house at about 5 p.m. His car was still parked in her driveway at 2 a.m. When she was heading off to work at 8 a.m. I crossed the street to have a chat with her. I mentioned that I had seen she had male company.

“Oh, that was Stewart,” she said without any emotion whatsoever. “He’s one of the six dentists at the clinic where I work. We fuck occasionally. I fuck two of the other dentists, too. You know what they say, Carson: Variety is the spice of life!”

I shouldn’t have been surprised, but I was. Monica sensed what was going through my mind and reminded me, “Carson, I told you I was a libertine. Sleeping around is what we libertines famously do. We’re just wired that way. I love screwing you, but I love having other men fuck me as well. I hope you can accept that fact better than my husband did.”

“Yeah, I guess you did say that,” I conceded. “I like fucking you, Monica. I really like fucking you. So, if my having to share you with other men is the price I have to pay for that pleasure, so be it.” Monica kissed me on the cheek, got into her car, and drove to work.

Two days later, on a Friday morning, Monica phoned me to say, “Carson, if you want to have a fuck and a homemade spaghetti dinner, come to my house at 5:30 tonight.” I said I’d be there right on time with a bottle of wine and a cherry cheesecake.

It was a typical pre-coitus dinner at the Hersch residence, with Monica and Cassidy sharing the table with me. We talked and joked about numerous topics. My mind was firmly on sex, however. I hadn’t screwed Monica for four whole days, and I was getting a bit antsy to begin our nookie by the time we shared the dessert I had brought.

When the last delicious morsel was eaten, Monica announced something shocking. “Tonight will be different for you, Carson. I have a surprise—and I truly think it will be a pleasant surprise for you. If it’s okay with you, you’ll be bedding Cassidy tonight instead of me. Cassidy is a libertine, too. She told me yesterday she desperately wants to have a fuck with you. I figure she’s at the age when she can decide these types of things for herself. So, if she wants to jump into bed with you, she has my blessings. In fact, you two can use my large bed, if you like.”

This libertine lifestyle never ceased to amaze me! Cassidy was seated to my left. She had an enormous grin plastered across her youthful face. She placed her hand on my lap and squeezed my scrotum to show me what her mother had said was totally accurate.

My penis was getting hard in a hurry from the thought of bedding this comely cutie—and from her less-than-subtle groping. I replied, “How can I possibly say no to such an enticing offer? Lead the way, beautiful Cassidy!”

“Be gentle with her, Carson,” Monica cautioned me as I got up from the table. “Cassidy is like me, but she isn’t me. She’s not a virgin, but she doesn’t have very much sexual experience. Have a good time screwing her, but don’t be rough with her, please.”

I said I’d abide by that very reasonable request. I had no intention of hurting my young bedmate—but I was going to enjoy myself while pleasing her sexually to the best of my ability.

Surprisingly, I saw Monica grab her jacket and purse as she prepared to leave the house. “Oh, you’re leaving us alone?” I asked her.

“Yes,” Monica informed me. “I agreed to meet one of the dentists, Mason, at a hotel. He’s married, so I can’t go to his house. And you’ll be busy fucking Cassidy, so it would be awkward if Mason came here for a screw. Stay here all night if you like, Carson. Tomorrow’s Saturday, so Cassidy doesn’t have to get up anytime early to go to school.” Less than a minute later, I heard Monica back her car out of the driveway.

I noticed our dinner dishes needed to be put inside the dishwasher, so Cassidy and I took care of that small chore before getting on with our sexual get-together. I then lifted her off her feet, told her she was a sexy little bundle of joy who needed a good fucking, and deposited her on the center of her mother’s huge bed. I promptly disrobed. I already had an erection that felt like a steel girder. I had never been this aroused in my life—not even by Monica’s plentiful charms and talents.

Even Cassidy, despite her alleged sexual inexperience, noticed what I was wielding. “You got excited in a hurry!” she accurately said. “Your dick is definitely bigger and thicker than Bradley’s! He’s a boy at my school; I fucked him two days ago in the science room. It was fun!”

I laughed and said, “The science room at your school? That doesn’t sound very romantic to me, Cassidy. This will be a different experience, I’m sure. I hope to make this a pleasurable, romantic and memorable occasion for you. Oh, yeah: I’m glad I have a bigger dick than Bradley has. You’ll get to enjoy every millimeter of it! Now let me see what goodies you’re bringing to this intimate party.”

Cassidy grinned at me and promptly removed her blue, long-sleeved top, tossing it cavalierly to the floor. She had a small brassiere, which made perfect sense because she was a small-breasted girl. Cassidy left that undergarment on as she removed her faded jeans, white socks, and tennis shoes. She left her eyeglasses on, which was an odd turn-on for me. Then Cassidy took off her bra, displaying a set of adorable perky and pointy tits. (I gave her a wolf whistle to show my approval.) Next, Cassidy slid off her pink panties to display a hairless vagina. She fingered it sensually to put on a show for me. “Do you like my pussy, Carson? Bradley thinks it’s beautiful.”

“Bradley is right!” I agreed. “Lie on your back, Cassidy, and let me at it!”

I jumped onto the bed and spread Cassidy’s legs. Her pussy was indeed a beautiful and sexy thing! I wasted no time placing my face where it needed to go so I could properly caress it. I licked it upward, downward, and side to side. I fingered her clit. I spread her opening so I could stick my tongue inside her. Then I licked her clit while ramming my right index finger inside her moist crevice. All the while, Cassidy was squirming and squealing with delight. She had an orgasm within three minutes of my first touching her most private part.

“I take it you approve?” I asked unnecessarily.

“Yes, I approve, Carson” she replied. “I definitely approve! That felt wonderful.”

I moved up the bed until we were lying side by side with her back toward me. My two hands grasped her youthful breasts and gently massaged them. “Your tits were meant to be fondled, Cassidy!” I told her in a soft voice. “They are excellent.”

“Thanks, but they’re not very big yet!” she insisted.

“Yet is the operative word, Cassidy,” I told her as my massaging them became more aggressive. “They’ll soon be as big and shapely as your mother’s set. Hey, at least we can hope for that outcome because I want to play with them for many years!” That response elicited a happy giggle from my bedmate.

When her nipples were nicely hard, I slowly turned Cassidy on her back and sucked on her treasures. Her nipples were actually superior to her mother’s as they were more flexible. This was likely due to Cassidy’s youth. I couldn’t resist moving to a kneeling position so I could rub my throbbing penis against them. It was a fantastic sensation.

Cassidy surprised me by grabbing my shaft and placing it into her welcoming mouth. Her sucking skills were fairly good for a novice—and I told her so. She removed my dick for a moment to say, “Thanks, Carson. I must be good at giving blowjobs because Bradley came in my mouth. I wasn’t expecting him to do that, but I liked it anyway.”

“Forget about Bradley, Cassidy!” I told her. “I’m your sex partner at the moment, and I want to fuck that beautiful mouth of yours!” Cassidy smiled at me and returned my penis to the warmth of her mouth. I grabbed the back of her head and gave her half a dozen thrusts before I remembered that I was supposed to be a gentle lover for this lovely girl. I apologized for my aggressiveness.

“Hey, I’m sorry, Cassidy, for getting too rough with you. I’m so used to having very aggressive sex with your mother that for a moment I forgot she wasn’t in bed with me.”

Cassidy used that opening to give me a taste of my own medicine. “Forget about my mother, Carson!” she scolded me. “I’m your sex partner at the moment.” I laughed heartily and gave her a long, romantic kiss. It was the first time we had kissed. We both decided we liked kissing each other, so we paused the sexual fun for just a few minutes so we could lock lips.

I found the kissing with Cassidy to be just as arousing for me as pussy licking, tit sucking, and mouth fucking, so I told Cassidy I had better get on with screwing her vagina before I came prematurely. Cassidy spread her legs again. This time it wasn’t to accommodate my probing tongue. It was for my throbbing penis! I entered her gently to begin with, but when I saw her vagina had no trouble accepting its size, I drove it into her until my testicles touched her pussy. That got a reaction from her—a loud “Oh!” followed by an even louder “Oh, my God!” I took that as a great compliment.

For the next four or five minutes I passionately drove my dick in and out of her. I wanted to give her the best possible physical sensation so I made the thrusts as long and slow as possible. Twice my dick popped out of her, so I promptly drove it back inside her as swiftly and as hard as I could. Cassidy experienced another orgasm—which brought me to a climax, too. I didn’t for a moment consider pulling out of my bedmate. On the contrary, I wanted Cassidy to receive every drop of jism I had inside my balls. The inevitable eruption occurred. It was at least as sizable as the ejaculation I had covered her mother’s face with two weeks earlier. This time it filled Cassidy’s vagina to overflowing. My cum was already oozing out of her pussy while I was still ejaculating. We were making quite a mess on her mother’s bedsheets, but that was to be expected with such intense climaxes.

“Was that better than having sex with Bradley?” I asked her jokingly.

“Bradley who?” she replied before giving me the most romantic kiss of the night. I left my dick inside Cassidy’s pussy for ten minutes. It took 15 minutes for it to become flaccid, after which Cassidy merrily licked the remnants of my cum shot off my shaft and balls. This “inexperienced” girl certainly took after her mother!

I did stay the night. Cassidy and I slept peacefully until 1 a.m. I heard Monica return at about that time. She peeked into her bedroom to see if I was still there with her daughter. I waved at her with a huge, contented smile on my face. She smiled, waved back, and went to Cassidy’s bedroom to sleep.

From that point onward, I regularly bedded both mother and daughter. Originally, it was about an 80:20 ratio favoring Monica. Within two years it was 80:20 the other way. On one occasion, we enjoyed a threesome together. When asked for my post-coital opinion of the event, I said it was a fun experience to try once, but I much preferred romancing them with my hard dick one at a time. Another time, when we felt very adventurous, Monica recruited Stewart for a four-in-a-bed romp in which Stewart and I took turns with each of the Hersch gals. We both left our seed in each one. Stewart Murdoch and I became good friends thanks to this shared sexual experience which we never repeated. He also became my dentist.

Eventually Cassidy became pregnant. A DNA test proved I was the father of a little girl we named Annette because we each had grandmothers with that same name. We never married, but Cassidy moved in with me so we could both share the parenting responsibilities. True to her libertine nature, Cassidy continued to share my bed as often as she shared her bed with other lucky males. Of course, I still fucked her mother quite often, too. It was an odd but enjoyable lifestyle I had fallen into—and it was all because Monica’s lawn mower was giving her trouble one afternoon and I decided to be a helpful neighbor.

Annette turned out to be a very attractive girl. One day, when she was still in elementary school, she asked me and Cassidy if she was old enough to have a boyfriend. I looked at her mother and we jointly agreed she could. Her next question was, “What about three or four boyfriends at once? I like boys a lot. I want to start fucking with them soon.”

I knew at that moment that I had a libertine daughter on my hands.