Chapter three The evening after I assure Zoey that fucking the family was good for…
Fucking Deb and Her Daughter
Debbie F. had been chasing me for over a year and I was getting close to letting her catch me. We both worked at the same small company, me as head of finance and she in some marketing capacity. She was maybe 40, fairly tall, lean almost to the point of being skinny, but with a nice little butt and what appeared to be perky tits. She was divorced and lived with her one child, a college age daughter. Debbie first made a drunken pass at me at last year’s company party. She had a reputation as the company slut and had reputedly slept with three or four different guys, all of them married. It was easy to do the right thing then since I was having an affair with another coworker, Linda, who watched me like a hawk. She was too discreet to spend much time with me at the party, but I certainly wasn’t free to be spotted flirting, especially with a slut like Debbie.
But now Linda was gone, off to graduate school. I still fucked her when she got back to Philadelphia but I had no day-to-day pussy, aside from my wife, and I needed another mistress. I had three candidates, all married. I knew they’d all need slow and cautious seduction. Then there was Debbie – she needed no seduction at all. The idea of fucking her started to appeal to me, in spite of my better judgment.
At the firm Christmas party, I chatted with her a bit, danced a couple of fast dances, but still kept her at a distance. I planned to leave early to avoid doing anything alcohol-induced and premature but was amazed to find her hanging out on the lower level of our building, right on the way to the exit.
‘Well Mr. G, don’t tell me you were running out on me again” she said in her husky whisky voice. “I was just beginning to think I had a chance with you tonight.”
“Oh no, Deb; I just need to get home, you know how busy this time of year is.”
“Yeah, well, I bet you’ll find time to fuck Linda O. when she’s back from business school to visit her parents. Rumor has it you even managed some visits to Boston to fuck her in her dorm.”
‘You shouldn’t pay attention to office gossip, Debbie. I would think you of all people would agree with that.”
“Zing!” she cried in high spirits and grabbed me by the arm, “C’mon, let me walk you to your car and help clean the snow off.”
As she led me out the door I was startled to see that she wasn’t bullshitting me. While we were inside making merry, several inches of snow had fallen, blanketing the cars and the landscape. I climbed inside to start the engine and get the brush. Before I knew it, Debbie had slipped in the passenger side and leaned forward to kiss me. We were well concealed by the snow on the windows so I responded. In seconds, her tongue was aggressively pushing into my mouth and her arms were wrapped tightly around me. When we finally found a comfortable position I began to relax and enjoy the sensation of this highly sexed woman doing her best to get me turned on.
Her best was very good and she could tell I was getting passionate. Before too long, her hand was in my lap, feeling my rising cock through my trousers. Her other hand reached down, she undid my zipper and my almost fully erect penis sprang out into her waiting hands.
“Oh, nice,” she murmured as she started stroking it gently. Then she leaned forward and took the tip between her lips, using her tongue to tickle the tip delightfully. My hips rose from the seat involuntarily, driving more of my cock into her mouth. She wrapped one hand around the bottom half of the shaft and started jerking me off as she bobbed her head rhythmically down on the rest. Most women who’ve given me blow jobs try to get me off with their mouth alone. I find that there’s not quite enough friction to accomplish that so I usually end up finishing in their cunt. Debbie knew exactly how to do it. In a very short time, I felt my orgasm rising. I’m sure she knew it from my breathing, the noises I’m sure I was making and of course from the pressure my hands were exerting on the back of her head.
I was overwhelmed by a truly great orgasm. Since I hadn’t had sex in days, I had a big supply of semen which I dumped into Deb’s mouth and down her throat in a long series of powerful spasms. Aside from some gurgling and gulping noises, Deb was quiet. Once she was comfortable that she wasn’t going to choke, she gave my penis some powerful sucks to clear it of the last of the semen. Then she sat up, making a point of elaborately licking around her mouth as she looked at me.
“That’s what you’ve been missing, Joey. Do you wanna start making up for lost time?”
“Uh, yeah. That was terrific, Deb. You’re a very exciting woman.”
“Some guys think that even before I’ve given them a blow job in their car. But I’m glad to hear you say it. I’m not gonna push my luck by asking you over to my place tonight, but I hope we can see each other next week, and maybe you can make an excuse at home so you can spend the night. I just hate having a guy leave in the middle of the night, especially the first time we fuck.”
“I’ll come up with a plan and I’d be excited to spend the night with you. How about next Thursday?”
“I don’t have that busy a calendar, so I’m sure Thursday will work.”
As I promised Deb, I gave my wife a story about a business dinner in New York and packed an overnight bag. I picked Deb up at her apartment and she introduced me to her daughter Sally. Sally was 18, bleached blond and slutty looking. She was lean like her mother, wore a ton of eye makeup and had on tight jeans and a sexy tank top that showed off her perky little tits.
Deb and I had dinner at a quaint old restaurant in Chestnut Hill that was a short drive from her place. I didn’t want to spend any more of the evening driving around than was absolutely necessary when I could be screwing this slutty woman. True to form, Deb had my penis out of my trousers before the main course had even arrived and had given me enough of a hand job to give me an aching boner.
“I can’t wait to get you in my bed, Joey. How are you at cunt licking?”
“I hope I’m half as good as you are at cocksucking.”
“How sweet of you to say!”
“Seriously though, I love eating pussy and ass. I want you to be out of your mind to have my cock in you.”
“I’m already there. I’ve been daydreaming about tonight for a long time and after you dumped that huge load of semen in my mouth last week, I’ve been in heat.”
We continued to talk about sex through the rest of dinner and were both eager to get back to her place when the check came. Deb’s apartment was dark when we arrived.
“Sally’s probably out on the town, the slut that she is. I guess I don’t set a very good example though. I’ve even fucked a couple of her boyfriends, although I don’t think she knows it. Sometimes I just feel the need for young cock.”
This little confession really turned me on and I grabbed her and starting kissing her with passion. She responded and soon we were naked on her sofa and I was starting to suck on her hard nipples on my way down to her cunt. I was delighted to discover that her nipples were quite sensitive. I figured bringing her to multiple orgasms would be easy. The other thing I discovered was how vocal she was. I like hearing it when a woman is responding to me sexually. My lips, tongue and teeth on her nipples caused her to moan loudly like in a porn flick. My cock was rock hard and felt like it was a foot long.
I loved feeling her sexy, skinny body pressed against mine. Before I got down to her shaved cunt she stopped me and suggested we retire to her bedroom. “I don’t think Sally would be too surprised to walk in on me fucking on the sofa, since it’s happened before, but it might make you feel awkward.” In fact the thought of Deb’s sexy young daughter watching me fuck her mom really turned me on and I said so.
“I guess I’m not surprised that you’re kinky, given the reputation you have as a pussy-hound,” she said as she led me by the cock to her bed. She climbed in with her head at the foot of the bed, inviting me to mount her in the “69” position and we immediately started licking and sucking each others’ genitals. Deb had a great cunt with large, protruding labia and a prominent erect clitoris. It was a real playground for my mouth. She was already soaking wet and I made her even wetter. In the meantime she sucked furiously on my aching cock and inserted first one and then a second finger in my ass to massage my prostate. Soon I had two fingers in her anus and four in her vagina.
I was getting so aroused I was worried I’d dump my load in her mouth. I really wanted to fuck this slut properly, so I quickly reversed position and mounted her missionary style. She grabbed my cock and guided it between her labia and in one thrust my cock was buried all the way in her hot wet cunt. She gasped and then started loudly moaning as I hammered her hard and fast.
“Oh, yeah, fuck me hard, hard, HARD and fast, Joey!!!”
She wrapped her long legs around the back of my thighs and used them to push me into her even harder. Then she reached behind me and inserted her fingers in my anus which had the effect she desired. I normally fuck at a fairly easy pace, preferring to make the sex last and only start pounding hard when I’m close to coming. Something about Deb’s urgency made me fuck almost frantically. I could feel her vagina squeezing my cock spasmodically as she had her first orgasm and that triggered an enormous orgasm that started at the base of my spine and shook my whole body.
As I lay collapsed on top of her heaving chest, the thought occurred to me that I could have been fucking this hot slut for a long time if I hadn’t been so cautious. I intended to make up for lost time. As we recovered, kissing and caressing each other intimately, she pushed me off her, slid down on me and took my limp penis in her mouth. She sucked and kissed my dick sweetly, but my orgasm had been so overwhelming, I didn’t think my dick would show signs of life anytime soon. Here is where the sexual artist in her emerged. Deb pulled my legs up so that my thighs were against my chest, put her mouth to my asshole and started forcefully thrusting her tongue into my anus.
If you’ve never had a tongue up your ass, I advise you to seek out the experience. The combination of the sensation and the idea of a having a woman eager to do it to you is absolutely intoxicating. My cock was hard in minutes and as soon as it was Deb mounted me and started fucking me cowgirl style. Now, I’ve been fucked by women who feigned enthusiasm for fucking me, hoping to snare me, and certainly Deb would love to land me, but I recognized in her a woman who loved fucking for its own sake.
As she bounced vigorously on me, and started playing expertly with my nipples, we both reached orgasm remarkably quickly. We soon fell asleep, spooning with her sweet little ass pressed against me.
I awoke that morning to the bustle of Deb getting ready for work. I was so out of it I felt like I had been drugged. Deb looked down fondly at me, dressed in her tailored suit for the office. “Are you fucked out, baby? Didn’t Linda fuck you properly? Some of us aren’t big shots and we have to be on time, but I thought I should let you sleep. I hope you’ll come over soon and fuck me again.”
I ignored her wiseass comments, sat up and pulled her down for a kiss.
“I’ll see you tonight if you’re free,” I said. I really wanted more of this sexy cunt.
“Well call me later and we’ll see,” she said.
With that, she turned and left the bedroom and I collapsed, closing my eyes. I knew having a sexual relationship with Deb was a mistake but I was so overwhelmed by her sexuality that I knew I couldn’t walk away from fucking her.
I fell into a troubled but deep sleep, my dreams of some sort of sexual nature. In my sleep, I imagined a naked woman next to be, touching me and then moving down me to take my penis in her warm, wet mouth. I groaned with pleasure but couldn’t seem to open my eyes. Part of my mind told me this was a dream, and I wanted to keep on enjoying it. Another part told me it was real and I had to believe this was Deb, who decided not to go to the office after all.
In my half-dream, I mounted the woman who had been sucking my cock, entered her warm cunt with my throbbing cock and started fucking her enthusiastically. It was only then that I truly returned to consciousness, opened my eyes and saw that I was fucking Deb’s daughter Sally.
I froze, mid-thrust into her cunt and said, idiotically, “Sally, what are you doing here?”
She giggled. “Uh, I’m here fucking you.”
“What will your mother say?”
“She’ll say she was sorry to have missed it.”
“You mean she won’t be upset to know that you’re here fucking me?”
‘We fuck the same guys all the time and often at the same time. She didn’t tell you about it because she thought you were already nervous about her sexual freakiness, but she figured once you had your dick in me, you’d be cool.”
Deb proved to be right. I WAS cool with the idea of fucking a mother and her daughter. After a few months, I moved in with Deb and Sally and the three of us sleep together in Deb’s king size bed. I loved fucking them both, but I loved watching mother and daughter eating each others’ pussies.
Now, ten years later, I’m happy to say that we are an ideal family. I’ve had children by both Deb and Sally and the three of are waiting for them to be of legal age before we decide whether to introduce them to family sex.