She Lost A Bet With My Mother free porn video

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She Lost A Bet With My Mother


I was sitting in my bedroom playing a game on my computer when I heard a soft knock on my door. I said, “Come in.” A very attractive woman entered wearing a business suit with a nice skirt.

She said, “I lost a bet with your mother. I need you to cum inside me so that I can let your mother inspect me and get this bet over with.”

I looked at her as she lifted her skirt and sat on the edge of my bed. She said, “Come here young man and let us get this over with as quickly as possible. I have things to do.”

I looked at her as she sat there staring at me. I said, “But I’m a virgin.”

She replied, “I know that. That is why your mother sent me up here to you. Now let us get started.”

I smiled and said, “Then take your clothes off. I ain’t never seen a naked girl before.”

She shivered and said, “Young man your English is atrocious. You should never use the word ain’t and I am no girl, I am a fully grown woman, a lady in fact.”

I replied, “And I’m a horny fourteen-year-old virgin boy that ain’t never seen a naked lady before.”

She thought about it for a moment and said, “Oh! All right, you win.”

I watched her as she took my chair out from under me and moved me to my bed to sit down. She then unbuttoned and removed her suite coat before she hung it neatly on the back of my chair. She was wearing a silky white blouse that I could see through. She had on a very sexy white lacy bra. It was much prettier than my mother wears. She unzipped her skirt and slipped it down her legs. She removed it from around her ankles and folded it neatly to lie across my chair. She slipped off her high heels and placed them side by side in front of my chair.

I asked, “What’s that.” Then I pointed at her waist.

She replied, “It is a waist chincher. I wear it to make my figure look better. Men appreciate a woman with an hourglass figure.”

She then reached back and unhooked a dozen or so tiny hooks like Mom has on her bra. The chincher was placed on her skirt and then she unhooked her bra from behind.

When she pulled it off I practically shouted, “You’ve got small tits.”

She blushed for the very first time and replied, “Young man, I have small breasts like all of the women in my family.”

I said, “But your bra is so big. I don’t understand why.”

She replied, “My breasts are slightly smaller than an A-cup and I have found that a C-cup makes my suits look much better. My padded bras make up the difference.”

She then lowered her panties, stepped out of them, and placed them on her other clothes. She then stood before me naked. “Okay, I am naked, now can we get on with it?”

I asked, “Ain’t girls supposed to have hair on their cunts?”

Again she blushed and replied, “Again with the ain’t. Yes, women have pubic hair. I choose to shave it off.”

I asked, “Why?”

She replied, “Because I have found that men like that little girl look so I give it to them. I have also found that men will give a woman oral sex if he does not have to spit out pubic hairs as he does so.”

I asked, “What’s oral sex?”

She blushed and said, “Is this turning into an anatomy lesson?”

I asked, “What’s an anatomy lesson?”

She answered, “Okay, okay, you win. I will have the sex talk with you. Anything to speed this along.”

She said, “Oral sex is when a man goes down on a woman. Before you ask, he licks this.” Then she pointed to her pussy slit.

I said, “Okay, I want to do that.”

She kind of huffed but got on my bed and lay back in the middle. She positioned me between her legs and then lowered my head to her crotch. She pointed out her pubic mound, her outer and inner lips, and her vagina and clitoris. She told me to lick her clitoris if I wished to give her oral sex.

She held her pussy lips open for me, I reached under her legs to hold on, and then I plunged my head into her crotch. I gave it a couple of licks and decided that I liked it. I then started racking my teeth along that tiny protrusion causing her to go absolutely wild. When she reached for my head I thought that she was going to push me away but instead she held me tightly against her crotch. She moaned and she groaned and then she pushed me away saying, “I cannot take anymore orgasms, three is more than I have ever had before. In fact no man has ever given me one before.” I shoved my face back into her pussy and started racking my teeth on her clit again. She passed out after two more orgasms.

As she lay there I remember hearing the other boys talking about blowjobs so I crawled up to her face and stuck my cock in her mouth. As soon as my cock got inside her wet mouth I exploded. She gagged, coughed, and shouted, “You little bastard you came in my mouth. It was supposed to go in my vagina. Now what am I going to do?”

I replied, “I can cum in your cunt if you want me too.”

She said, “It is my vagina or my pussy if you must use that word but it is not my cunt. Do you understand?” Then she thought about what I had said and asked, “You can ejaculate more than once a day? How many times a day can you do that?”

I smiled and said, “A dozen times. I’m a very horny fourteen-year-old.”

She smiled for the very first time and said, “I have never had sex with a teenage boy before, not even when I was a teenager.”

I asked, “When did you loose your virginity?”

She replied, “I was twelve years old and he was forty-two.”

I asked, “Was it your father?”

She said, “No it was the man that repaired our washing machine. My mother did not have the money to pay him and offered to let him fuck her. My mother was a crude woman. He wanted me instead and he got me.” She was thinking and then she added, “He came around to fix things that were not even broken just so that he could have sex with me.” She contemplated what she had said and asked, “Can we get back to business? I need your cum in my pussy. Then your mother will feel me up, find the mess in there, and agree that I fulfilled my end of the bargain.”

I said, “Not so fast. I want to learn more and I want to cum in you more than once.”

She blushed and said, “Okay. This ring around my nipple is called an areola. If you suck on my nipple getting my areola wet, then you can blow on it and it will crinkle up. If you can reach up inside my pussy far enough you can find my G-spot. That will drive a woman insane.”

I asked, “Even more than what I did to your clitoris?”

She blushed and said, “Maybe we should try it.” She found some lubricant in her purse and greased up my hand and her vagina. With some effort I got my hand up inside her and used my knuckles to rub the inside of her pubic mound. She went crazy and there was absolutely nothing that she could do about it either. She couldn't get my hand out or shove it in any further. She thrashed about on my bed trying desperately to dislodge it from inside her but to no avail. I rubbed her through eight orgasms until she could not move another muscle. I had drained her of all her energy. We took a nap with my hand still inside her.

Mom came in an hour later and shook us awake. Mom asked, “Are you two done yet?”

The lady answered, “No! He still has not cum in my pussy.”

Mom said, “Okay. In that case I’ll fix some dinner and you are welcome to spend the night in his bed.”

The woman asked, “Will it take all night?”

Mom replied, “If he is anything like his father was…then yes. Hell, I might find six or seven loads of his cum in you by then. Remember…do not clean up, I need to feel you up first.”

When Mom left I started to rub her G-spot again. I was much gentler that time. Then I asked, “What bet did you loose?”

The woman laughed and said, “For about a year now your mother and I have had a running bet as to whom could sell the most houses in a month. I always win and your mother has to let my clients fuck her. This month I lost and got you.”

I asked, “So how many clients has my mother fucked in the past year?”

The woman replied, “At last count…thirty-seven.”

I asked, “Where and how?”

The woman said, “Well since I am her boss, I have a private office. She gets naked and I show the client in.”

I said, “You made her get naked but you resisted getting naked for me.”

She blushed and said, “But your mother is not me. She is used to being naked and fucking strangers.”

I said, “Only because you made her do it.”

She looked at me and replied, “Listen here young man, your mother is just slightly above being a slut. She loved every cock that entered her cunt.”

I could not believe that this sophisticated woman had lowered herself to my level. She could swear with the best of them.

I rolled my knuckles around inside her pussy and said, “I want to butt fuck you next.”

She blushed and replied, “Okay if you must. At least your cock is relatively small. My washing machine repairman wasn’t. He only did it one time though. My mother wouldn’t let him do it to me again. So he started butt fucking her. After that we got a new repairman.”

I spent the entire night fucking her. I stuck it in her ass, in her pussy, and in her mouth. When morning came around Mom entered my room and reached under the covers. She shoved three of her fingers into her boss’ pussy and came out with a sloppy hand. Mom said, “Okay, your bet is paid. You may leave whenever you want too.”

The woman asked, “What if I don’t want to leave? What if I want to sleep with your son every night? He is quite the young man.”

Mom said, “Yes, he is. Okay, you can move in with us but I still want to fuck your clients as well as my own.”

I asked, “Mom, you fucked your own clients too?”

Mom smiled and said, “Yes, I did and they didn’t have to buy a house to do it either.”

I asked, “So how many men have you fucked in the past year?”

Mom laughed and said, “What makes you think that they were all men?”

I watched as Mom pulled the covers down, got between her boss’ legs, and stared feasting on my mess.

I though about fucking my mother but I decided that I already had my hands full with one woman.


The End
She Lost A Bet With My Mother
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I got into a playful argument with my wife Colette and the outcome was that she lost a sexual bet. Over the five years of our marriage, Colette has always demurred when I suggested we try a threesome with another woman or man, tried light bondage, tried anal. What we had was good old fashioned sex. Hot and heavy and lots of it. Colette is good at blowjobs and loved trying just about any position my dirty mind could think up. She is 5'4", 105 lbs, big rack, early 30's, brunette, beautiful smile...

4 years ago
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I Bet My Wife and Lost

A few buddies of mine from work love to get together every so often to play poker. We try to play whenever given the chance, and there are several of us at work who love to play. We are all mainly in our forties and fifties, and our games are all in good nature. It had been a few months since we last played, and Chris and myself tried to gather up a few others to play. We decided to play at my house the following Saturday night.That morning I went out and picked up a few items from the store. I...

3 years ago
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Betsys JourneyChapter 4 A Love Affair With Thomas

Betsy readied herself for the next chapter of her life story. She was lying comfortably on the bed in her spare bedroom and quickly fell into a dreamlike state. Her relationship with Phil was over and now she dearly wanted to reminisce about Thomas. Betsy had met Thomas, even had a torrid affair with him, during her relationship with Phil. Now her mind drifted back almost twenty years. With the official end of summer, she got home Monday evening feeling sad. Betsy was sad remembering the...

1 year ago
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Lost my Bet Maryanne

Lost my Bet - Maryanne.Hi guys I’m Maryanne, Dave’s fuck buddy. We fuck each other whenever one of us wants relief. Our respective significant others don’t know. Yes, this adds to the excitement. I have agreed to write this if he promises not to change a word. So dear reader this is all true. You know Dave is a fit horny 30 ish bloke. He would never comment on his dick but it’s bigger than my current boyfriend’s. He fits my pussy very snugly. He continues to deny that he enjoyed the follow...

3 years ago
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Betsys JourneyChapter 5 A Love Affair With Thomas Continues with Susan

With many tears, Debbie moved. Betsy stayed in contact with her for several years, but by and by, the letters and phone calls stopped. She still thought of her dear friend every once in awhile and felt immense regret for not keeping in closer contract with Debbie. Then Betsy realized their friendship was just like any other. They would always care immensely for each other even if their heartfelt emotions faded with time. The winter came and went. Thomas met her family and Betsy even...

4 years ago
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Lost Bet Blacken

This guy was really getting on my nerves the way he kept talking about how there wasn't a woman out there he couldn't bed. I told him he was full of shit. He called me on it and said name the woman and in 3 months I will have her.I was having a bad day and I don't know why but I just blurted out that he had no chance with my wife. He looked at me and said "So you want me to fuck your wife?" I said "No asshole, I said you don't have a chance with her and there's no way she would let you even so...

3 years ago
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LOST A BET TURNED STEAMY

A little about us. My wife and I have been married 20 years. She was a virgin on our wedding night. I started talking to her about me sharing her with other guys and maybe even a couple. First time I brought it up she was very upset with me. Thought I was not enjoying her anymore and I wanted an excuse to play around. well I told her I know how much she enjoys sex and she had never experienced another male before. I thought she might want to. She said no I was all she wanted and had no thoughts...

2 years ago
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Bets a Bet

I take my daughter to a dance class each week. Her teacher is Nicky and I have to admit I have always had a thing for her although as a married man I never intended on acting on my desires. What is more I always thought the fit and bubbly dance instructor was way out of my league. Standing about 5 foot 6 inches tall and weighing around 110 pounds, Nicky is 30-years-old. She has long, brown hair that is rarely not tied back in a ponytail while one of her most outstanding features is her...

4 years ago
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Betsys JourneyChapter 8

Betsy felt good about letting Jim down easy and she was glad he took the breakup without any hard feelings. The fact he got a great job offer in the Midwest, skillfully arranged by his father, was probably the biggest reason Jim didn't get hurt badly by the breakup. There was no doubt in Betsy's mind that Bernie would, and could, do almost anything to achieve a goal. Whether it was a business or a personal goal didn't matter to a man with power and influence. Her life story continued with...

2 years ago
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I lost a bet

My friend rams has been coming over every week and when he is here it always ends with his black dick in my mouth. He is this tall chubby black man and a couple years younger then me. He started with giving me a bottle filled with his sperm and asking me to drink it and now we play games, sports games, and make bets on the loser having to suck the winners cock. I haven’t won a game yet and I always end up with rams cock shoved balls deep in my mouth. We once played a game were i had lost one...

3 years ago
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Betsys JourneyChapter 6 A Love Affair With Thomas Continues with Susan

Betsy rushed back to her spare bedroom wanting to finish the chapter, 'A Thomas Affair.' She recalled it was late October when they returned from Atlantic City. Thomas had told her all about Ted and explained, as best he could, about how much he relied on the business from Ted's company. Apparently Ted was so pleased after the weekend getaway that he set the wheels in motion to upgrade the pharmacy section of his company, which meant big money for Thomas. Strange what men were willing to...

2 years ago
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Betsys JourneyChapter 9

Betsy returned to her life story refreshed and ready to reveal another chapter. She lay on her bed, realizing that she was getting older, but wondered if she was getting any wiser? Betsy was living with Doris and Bingo and her entire focus was on her career, which was growing more successful with each passing semester. After a disastrous one-night stand with John, Betsy was only too glad she wasn't dating any man on a steady basis. Doris also engrossed herself into her modeling and it took...

1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

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3 years ago
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Betsys JourneyChapter 10

The summer rolled along with Betsy fixing her new house. There wasn't too much wrong, but she meticulously remodeled and redecorated things until all the rooms were the way she wanted them. The house had a nice backyard, which gave her the chance to plant beautiful flowers, and she felt like a real homebody for once in her life. It was a wonderful feeling and soon she developed a longing for deeper roots. Nothing out of the ordinary happened until winter was almost over. That was when GE's...

4 years ago
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Bettina und ihr Lover 1 Teil

Ich bin der Phillip, bin 18 Jahre und gehe noch zur Schule. Wohne also noch bei meinen Eltern. Bislang hatte ich mit dem anderen Geschlecht noch keine Erfahrungen gemacht gehabt, bis sich folgendes letzten Herbst ereignete:Wie so oft war ich bei meinem Besten Kumpel bis spät abends um an der PS4 zu zocken. Irgendwann drückte aber doch die Blase und ging auf's Klo. Mein Kumpel war noch mitten drin am Zocken, während mein Char im Kugelhagel abgeknallt worden war. Während ich mich erleichterte...

1 year ago
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Becoming A Slut Wife Bettina

Did you ever do something on the spur of the moment and have it change your whole life? I did. I have no idea why I did it or what even put the thought into my head. Just one or two seconds is all it took to change my life forever. My wife is what some might call pleasingly plump. At five feet, one hundred and twenty-five pounds (a good bit of it stuffed into her 34C bra) she is a voluptuous bombshell. Add long black hair that hangs down to her ass and legs that just cry out "fuck me" when...

3 years ago
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I Lost the Bet Gay

"Do I really have to go through with this?" I asked, feigning disinterest. In reality, my cock was growing steadily more erect by the minute. "I told you, just give me 50 bucks and I'll call the whole thing off." Not a chance. I had him right where I wanted him. For weeks, I'd daydreamed about the moment when I'd be able to peel off his briefs and devour his cock, to lovingly thrust it into my mouth until his hot, delicious liquid was deposited in my throat."I told you bro, I'm broke.""Well.. I...

4 years ago
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Wife Lost the Bet and Ups it

Since the night of the "payoff", I can't even remember what the bet was about! It's all I've been thinking about since that night. Originally, the payoff was for Lisa Anne to dress up to my liking and go out to a local bar with me. As to be expected, I picked out the sexiest outfit for her to wear. Lisa Anne at first protested to my clothing selection, but conceded when I reminded her how she had lost and had to pay up or never live it down. She reluctantly agreed and went into the bedroom to...

3 years ago
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bet lost so bbc gangbang friend told me this sto

story from a friend of mie.my first BBC(s) was a doozy. I was 18. white dark hair, smooth about 5' 11" and maybe 135 pounds. I lost a bet w/ my gay friends, whom were all white and ive played w/ many times since i was 15 and talked about lots of fantasies. i had to walk around a few blocks around the south side of chicago only in a tube top, a short skirt, a blond wig and shoes. i had 2 hold a sign saying i lost a bet and now have to dance and show myself. little did i know he talked to a...

2 years ago
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Love Lust For My Aunt Bethesda Part 8211 1

Hi, guys. It’s been a long time on ISS. I was away from the city. I hope you did like my other two stories(true incidents) which I had written. This is the next encounter I had with my aunt who was all alone and needed a little love for her. Her name is Bethesda and lived her whole life alone after her husband married another woman. I do have a lust for her and want her so badly. She is 45 years old and looks bomb. She got a good voluptuous body and looks like a brunette. As for me, I’m six...

Incest
4 years ago
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Sheetal Makes Me Bang Her Daughter

Hello readers. This is Rohan again. I am going to tell you more about my sex life with my maid Sheetal. Sheetal is a 45 year old woman. She is chubby and has dark skin tone. Sheetal has got long black hair. It feels like heaven to hold her hair when she gives blowjobs. She has got large hanging boobs. She always wears saree which feels great to remove from a woman’s body and have sex with her. She is a sex goddess when it comes to taking virginity. She took my virginity and had sex with me...

2 years ago
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A bet is a bet1

The rumors hadn’t ever affected his teaching capability, though. The students always showed him the same respect as other teachers, and did their best in his lessons. Of course, his lessons might be slightly louder and messier than most other teachers lessons were, but that was inevitable. He was a P.E. teacher after all. His favorite class was about to have their first lesson for this year. They were now Seniors, chatty but smart, and came into the hall as he sat in his office. He could hear...

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