Winning A Bet Against Mom free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
I am including the picture of his mother, which whe posted and allowed as well (my best guess is that the risk of discovery turns him on)




>summer of 2009

>dad was deployed overseas
>I had just graduated from high school
>already had college ready to go
>lived in Georgia
>college was in California
>mom and I go on cross-country trip alone together to get to my new home
>we get to our first motel of the trip
>get settled into the room
>I take out a bunch of cans of beer I had in my backpack that an older friend gave to me to celebrate my graduation >mom gets upset, asks me where I got them from, tells me i'm not old enough to drink (was 17 at the time, about to turn 18 in a few months)
>have a small argument
>"anon, you do realize that we have to get up early to drive again, right?"
>"can't we just relax here a day or two, mom? we got all summer to get there, you know."
>argument continues
>finally convince her to calm down and have a few drinks with me
>a couple cans in, we're both a lot more laid back and relaxed
>we were watching some baseball game
>I specifically remember it being Seattle vs Arizona
>mom grew up in Arizona, so she was rooting for them obviously
>thought they weren't doing too hot, so I pointed out that they weren't going to win
>mom gets defensive and tells me I don't know what i'm talking about
>"I'm sorry, mom, but Arizona just isn't that great."
>"how about you just shut up? watch and you'll see how wrong you are."
>"want to bet on it, mom? if you're so sure?"
>"what? you want to take money from your mommy, big tough guy?"
>"it doesn't have to be money, mom."
>"oh yeah, then what do you have in mind?"
>had no idea things would lead to this
>to be honest, I had always had fantasies about mom for a while, I was excited when dad got deployed and I finally had her alone with me
>I guess the alcohol and my cockiness during the argument gave me the courage to finally come out with it
>"well, whoever loses COULD do all the driving all the way to California..."

>"hmm, yeah, that would suck, anon. but that doesn't sound like a real big punishment for how much of an asshole you're being against arizona. scared you're wrong?"
>my heart skipped a beat when she fell right into the trap and gave me the perfect setup for my proposal
>"alright then, mom, how about this? if I lose, I have to drive all the way to California...AND I can buy you those expensive new sunglasses you've been looking at with the money i have saved up."
>"hmm...I like what I'm hearing so far."
>"but if YOU lose, mom. You have to suck my cock."
>moment of silence
>"EXCUSE ME?!"
>heart skipped again, but I had already crossed the line, I wasn't going to waste the chance
>"you heard me, mom. if I win the bet, you suck my cock."
>"you're out of your mind, anon! just when did you get this perverted?"
>"I've been like this a while, mom, just didn't let you know about it."
>another of moment of silence, mom is speechless
>"this is ridiculous, I'm not going to...suck your thing."
>"aww, what's wrong, mom? scared you're going to lose?"
>she starts getting defensive again
>I really can't emphasize how thankful I am for the friend that gave me the beer, because without the alcohol in her system, she honestly might not have risen to my taunts
>"I'M NOT SCARED! it's about the principle, anon! I'm your fucking mother, you freak."
>she's really flustered and kinda chuckling about the whole situation
>I laugh
>"you sound pretty scared, mom. it's alright if you know I'm right, it's not like you HAVE to take the bet."
>she chuckles with disbelief at me and looks away
>"you're fucking ridiculous."
>"what's wrong, mom? if you're not scared, this should be an easy decision. you get your precious sunglasses on my dime, AND you don't have to do any more driving the whole trip."
>she looks back at me with a smirk on her face, still in disbelief
>she scoffs

>"you know what? FINE! I'll take the bet, you fucking freak. but you better not tell your father about this, UNDERSTOOD!? and you better keep up your fucking end of the deal when you lose, GOT IT?! first thing tomorrow, we're going shopping for those sunglasses."
>can't possibly describe how fucking excited I was
>"NICE! alright, mom, let's shake on it!"
>we shake hands and swear on it
>"so it's a sealed deal then! I fully expect you to carry out your promise when you lose, mom. don't go back on your word."
>she scoffs at me again
>"yeah, shut it, anon. i'm a woman of my word, but you're not winning anything. Arizona's got this."
>all that's left was for Arizona to lose, it was all up to chance now
>I'm not the most religious person, but I prayed to every God that I could, BEGGING them to let me have this
>Arizona loses
>can't really even remember how close the game was
>I do remember that I could see despair in my mom's eyes as the game got closer to ending, so I'm assuming that the game we were watching ended with Seattle in a fairly good position
>as a bunch of commentators start talking about post-game shit, I scoot closer to mom on the couch we're sitting on and rub her shoulder
>she kinda flinches in fright
>"mom, you lost."
>she's still in shock
>"yeah, but..."
>"mom, you're a woman of your word, right?"
>"anon, please..."
>"get on your knees, mom."
>"wait, we can think of something else..."
>"come on, mom. you promised."
>"wait, just give me a second, we can think of something else..."
>she's trying her best to stall and convince me to not go through with it
>"mom, get on your fucking knees."
>"anon, stop, we can think of something else."
>getting a bit frustrated
>"mom, seriously, get on your fucking knees."
>she tries deflecting
>"IS THAT ANY WAY TO TALK TO YOUR MOTHER?"
>I'm fed up at this point
>"MOM! GET ON YOUR FUCKING KNEES!"
>she flinches from my sudden outburst

>"anon, but..."
>"NOW!"
>with a look of sadness, she gets off the couch and finally gets on her knees, her head at around the same level as my crotch now, as I stand over her
>undo my pants and pull down my boxers
>my cock is about 9 inches long, with a pretty damn good girth too, balls are nice big and plump too.
>I like to think of it as god's way of making up for how fucking butt-ugly my face is
>already semi-hard, so when I pull down my boxers, it flops out right in front of her
>her eyes widen as another look of worry overtakes her face
>she nervously laughs as she looks away, afraid to look at my big hardening cock
>"OH-OH MY GOD...OH MY GOD..."
>I start stroking it
>"look at me, mom."
>she's biting her lip, very obviously nervous, still looking away
>"MOM!"
>she flinches again and looks up at me
>"you lost the bet, time to keep your promise."
>"anon, please..."
>"open your mouth."
>she kinda just sat there staring at me for a second, too afraid to do anything
>"don't make me yell again, mom. open your fucking mouth."
>she hesitantly slowly opens her mouth
>slowly push in as much of my cock as i can fit into her mouth
>she whimpers as my meat starts stretching her jaw
>can barely fit much past the head of my cock into her mouth, too big for her
>"that all you can fit, mom?"
>she looks up at me with worry as she whimpers again
>"suck on that head like your life depends on it."
>my cock's huge bulbous head takes up a big portion of her mouth space
>she does as I say and starts suckling on it
>I can't quite explain how good all this has felt as soon as I entered her mouth, it was like heaven
>she suckles on it for a bit before I take my cock out of her mouth
>"tongue out."
>she stick her tongue out
>start smacking her tongue with my hard cock
>"now open REAL WIDE"
>"a-anon..."
>glare at her
>she does as i tell her and opens her mouth as wide as she can

>stick as much of my cock in her mouth as I can, still can only fit about half of my cock in, real tight, but I'm much too big for her mouth
>she starts gagging
>she tries to pull away
>keep her head in place
>after 3 seconds of holding her in place and her struggling, I finally release her
>she has a coughing fit, droopy saliva is all over her chin and all over my cock and balls
>"wh-WHAT THE FUCK, ANON?!"
>she's hysterical and crying
>grab the back of her head again
>start stroking my cock some more
>"p-please, can we stop now?"
>"have I cum yet, mom?"
>she whimpers again
>"now open your fucking mouth, we're not done yet."
>she opens her mouth as wide as she can again
>jam as much of my cock as I can fit into her mouth again
>she starts gagging again
>10 minutes of this later, her face is absolutely covered in saliva, as are my cock and balls
>taking a break on gagging her, she's suckling on the head of my cock as she looks up at me, tears rolling down her face
>I brush her saliva covered bangs to the side of her face
>"no one likes a sore loser mom, now keep suckling on that fucking cock head."
>she continues
>about 5 minutes after that, after I gag her with my cock one last time, I blast a fucking HUGE load into her mouth and on her face
>she whimpered with each shot of cum, it was so fucking hot
>after I'm done cumming, I stick my hard cock right back into her mouth and let her suckle on the head some more >after about a minute of suckling on my head, I finally take it out of her mouth
>"that was fucking amazing, mom. I wish we could do this more often."
>she's completely silent, her eyes are closed because her face is covered with my seed
>she slowly gets up, eyes still closed, and feels her way toward the bathroom and closes the door
>now that I think about it, I was actually way more aggressive with her than I intended to be

>it was just that she was being so stubborn, and I was so fucking horny, I felt the need to be harsh to get her to listen >I join her in the bathroom, she's out of her drenched clothes and has washed off my semen from her face, getting ready to enter the shower
>her beautiful tits and pussy in full view
>she's getting nervous again, afraid I'm not done yet
>"anon...what do you want now? haven't you had enough?"
>hug her, tell her I'm sorry for being so rough, tell her that I just want to make her feel good too
>start making out, we both get really passionate about it
>pick her up and put her on top of the toilet seat so I can start eating her out
>she smells great
>gets me even harder
>eat her out for 15 minutes
>after she cums, I jerk off and cum another big load, this time on her pussy
>just the sight and smell of her makes me lose it again, start stroking and getting hard once more to prepare for penetration, with no condom
>"b-baby, please, don't..."
>snaps me out of it
>"s-sorry, mom...you're just so sexy..."
>she smiles and we start making out again
>I smack my big hard cock on her cum-drenched pussy a few times
>she moans with each whack
>"you're such a bad boy..." she says with a big grin
>"maybe next time, mom..."
>she shakes her head with a smile
>we both get in the shower
>when we went to sleep that night, one bed stayed empty, and the other had two occupants
>so that was the biggest part of the story, the catalyst
>we stayed at that motel for a couple more days
>she often sucked me off and i often ate her out
>tried my best to not fuck her pussy
>the rest of the trip after that was just full of similar activities
>sometimes we'd stop at a rest stop so she could suck me off
>each motel room was just a new spot for me to fuck my mom's mouth
>once we finally got to my apartment, it was fairly skeletal and empty
>just bought some sleeping bags at a walmart while we waited for the furniture to be delivered in a few days

>mom notices me pick up some condoms while we're out shopping
>she shakes her head and scoffs when I look at her
>later that night, after we had some pizza delivered to my apartment, we're just chilling on the floor playing some cards
>I pull down my pants, and we begin the usual routine as she starts suckling on my cock again
>I bring out the condoms and look her right in the eyes as she's still suckling on the head of my cock
>she looks back up at me and nods her head
>we fucked like a****ls until early in the morning
>she stayed with me for about a week before she headed back home to Georgia
>each day was filled with sex
>we promised that it would stay between us
>we promised that we could never do it again, and could never speak of it again
>she went back home
>nothing has happened between us since then
>by the time we finally had the chance to meet up again, I was already in a dedicated relationship with a girl (now my wife) and dad was already back home
>still, that summer with her was some of the best sex I ever had, and I'll never forget it
>we never really brought it up again, as promised
>maybe I'll try the next time I go back home, but I love my wife too much to cheat on her, and I'm sure my mom regrets betraying my dad, even if the sex was amazing
>besides, a kept promise was the whole reason all of it happened in the first place, I think it's poetic that a kept promise is what keeps us from doing it again
I could've kept going about all the stuff after the first blowjob in more detail, but I felt I was rambling. so yeah, there it is.

-by anonimous

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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...

3 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...

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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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...

2 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...

2 years ago
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Winning backstage pass for Evanescence

Winning backstage pass for Evanescence.Kita is reading the newspaper on a Friday morning in may, when she notice a prize-question for winning backstage pass for Evanescence next month on the pinkpop festival. She tells Dan about it and Dan answers back if she knows the answer?Kita has to take a chance with it, maybe she is lucky and wins the prize. She cuts the article out the newspaper,soo on her work she can email the answer to the newspaper. She gets back from work and keeps saying all...

4 years ago
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Winning backstage pass for Evanescence

Winning backstage pass for Evanescence.Kita is reading the newspaper on a Friday morning in may, when she notice a prize-question for winning backstage pass for Evanescence next month on the pinkpop festival. She tells Dan about it and Dan answers back if she knows the answer?Kita has to take a chance with it, maybe she is lucky and wins the prize. She cuts the article out the newspaper,soo on her work she can email the answer to the newspaper. She gets back from work and keeps saying all...

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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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...

1 year 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
2 years ago
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Winning the Bet Part 5

MondayDating someone from work is strange. We see each other every day around the office, but we work in different parts of the company so we don't spend much time together. We've hooked up after work a few times now (and one memorable time at work), but we've only been on a handful of actual dates.Our company has an all-hands meeting every Monday morning. The conference room we meet in isn't quite big enough for everyone. Extra chairs are wheeled in, and people lean against the walls or even...

Office Sex
1 year ago
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Winning the Bet Part 4

We're at the movies, but neither of us is paying any attention to what's happening on screen. The movie is a few weeks old and there are maybe seven other people in the theater. None of them are sitting anywhere near us. The lights have been out for twenty minutes and she's whispering filthy things in my ear. We've been seeing each other for a couple weeks now ever since I caught her masturbating at work. The sexual chemistry between us was intense, but we were still getting to know each other...

Exhibitionism
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...

2 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...

3 years ago
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Elizabeth To Beth Ch 02

Chapter Two: After returning home from the engagement party Beth is lying next to the sleeping form of Richard. She is wide-awake and her mind is racing. ‘Oh, how peaceful he looks when he is sleeping, my big stubborn sweetheart…my love, without a care in the world. I’m so happy, I won’t get a wink of sleep at all tonight…. my mind is just racing…isn’t it wonderful… Poor Stanley, how did Margaret put it? Yes that’s it, she said, ‘hum dinger!’ and ‘smitten, Richard is smitten with you.’...

4 years ago
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Betsys JourneyChapter 11

Betsy was more than ready for the best chapter of her life story. Her journey seemed like an eternity until she met Mr. Right. Danny was 6'3", very good looking and he had a very athletic physique. He played various sports during his college days and excelled in football. He was even drafted, as a safety, but chose Med School to become a shrink instead. It was Danny's eyes that Betsy first noticed about him. He had dark, mystic eyes that were a combination of blue and green, which she...

1 year ago
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Beths Big Night

Introduction: This is 99.9% true, the only thing changed is Bills name to protect his privacy. Beths Big Night. The night started like any other. When Jim got home, he asked his wife if they could get a sitter for the evening. His wife Beth told him she might be able to get someone, and wanted to know what he had in mind. He told here he wanted to take the bike out, and if she could find a sitter they could go riding together. She made some calls and told him her mom would watch them. A few...

3 years ago
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Betsys JourneyChapter 3

Betsy had something to eat and felt thoroughly refreshed. The weekend dream festival was progressing exactly as planned and she still had chapters of her life story to review. Her grad school relationship with Ron was over and thankfully she had gotten rid of a demon that had bothered her for many years. Then she remembered the promise to go over everything that happened in the SM chamber owned by Ron's boss. Now that she had rid herself of the nightmares from the experience, she looked...

3 years ago
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The Bet 2 All Bets Are Off

A week ago I made a devilish bet with my cousin Tony. The experience totally changed the way I saw him. Before that day, Tony was my cousin and my friend; now I saw him as fair game. I figured I could toy with him and see how far I could actually get him to go. First I wanted to figure out what he was thinking, what had persuaded him to make such a wager with me; I knew in my mind pursuing any type of sexual relationship with his was wrong, but I pushed that thought from my mind knowing Tony...

Incest
3 years ago
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Betsys Creampie chapter 4

As usual, a lonely night alone in a hotel room. He was in his underwear and had a t-shirt on. Through out the night, he’d been trading texts with friends. He longed for the phone calls with a real girl friend. It was years since he had a girl that was fun and sexually exciting. All the girls in the past 5 years were, by his definition, boring and slightly above prudish. Sex in bed, an occasional blowjob, never swallow and no excitement or experimenting. Where were the girls from his college...

1 year ago
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Elisabeth

"Elisabeth"By: EericBlog: abmwmw.blogspot.com***********************************************************************My name is John and I go to the West college, it's a rather small college. My girlfriend Elisabeth also goes to the same college.We met a little less than a year ago and have been dating ever since.I'm 22 years old.I am not what you would call an athlete, I have a rather skinny body.I'm really into computers so I help the teachers at the college withthe computer classes. I also...

4 years ago
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Elisabeth

My name is John and I go to the West college, it's a rather small college. My girlfriend Elisabeth also goes to the same college. We met a little less than a year ago and have been dating ever since.I'm 22 years old. I am not what you would call an athlete, I have a rather skinny body.I'm really into computers so I help the teachers at the college with the computer classes. I also help out with students who don't really care for computers and try to get them to use them more.My girlfriend...

3 years ago
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Survivor Stories Elisabeth Filarski

Standard Disclaimer: You must be 18 to read this story, be able to read erotica in your community, not be offended by the contents of it…blah blah, you know the rest. This story may be distributed freely, for commercial or non-commercial use, but PLEASE leave my email/name on it! That’s all I ask! Finally, CBS please don’t sue me – this is just fiction and I don’t mean to disparage Survivor (or Ms. Filarski’s) name in any way. This was a quickie written when I had a few hours of free...

3 years ago
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Bethanys Sins

Bethany's Sins (Pride and Greed in too great a measure) Bethany knew beyond doubt that she was the best. Today, she had waltzed outof her low-paid job with the DeMoeira Investments Company with a cool halfa billion dollars to her name (or rather, names, for she used several to claimit all), and to really prove how good she was, she even managed to carry tenmillion in notes right past the security men. Not all the hundreds of millionshad come from this one operation, of course: she had pulled...

3 years ago
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Elisabeth

Elisabeth - Part 2By: Eeric*********************************************************************It has now been a week since I saw Elisabeth doing those blackguys from the closet.And a few days ago I even caught her making out with Jamaal in the hallway at our college, right in the open.She told me that she was sorry, but I think that she wanted me to see it.I think it turns her on knowing that I'm watching her when she's with black guys.And even though I get very jealous, I really do love her...

1 year ago
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Love Lust For Bethesda Part 8211 6

Flashback of previous encounters. Bethesda : Do you always get aroused when a sex scene comes up? Me : Yeah. Bethesda : What is it you want? Sex? Me: I want you. Just feel the love for me. Flashback continues Bethesda : I’ll do it once. Bethesda : I’m sorry I lied. It’s all because I want to fuck you. Me: It’s OK. I’ll be there for your recovery. Bethesda : That was the best birthday I’ve ever had. Bethesda : You know if this goes out of hands our lives will get stir.. ed. Present day 23...

2 years ago
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Love Lust For My Aunt Bethesda Part 8211 4

Taboos have been broken a long time ago. It existed with the gods and ended with human beings. We may have intentions to a particular person. A woman perhaps. Precisely we wanted to know more about having an intercourse with a woman. Be it your sister, mother, MIL, SIL, step-sister, step-mother, Aunt, Relative, Cousins or girls who want to get fulfilled. There are at times women in brothels who intend the same but for money. I have an intention too. Bethesda. Well previously I told you how...

Incest
3 years ago
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Love Lust For My Aunt Bethesda Part 8211 3

Well, it was on January 7, 2017, on a perfect Saturday morning that Bethesda received a call from her colleague stating they found something new this time and want her to visit her office which is like a museum to me. She called me as I was in the bathroom brushing my teeth and told me to be alone for some time because she has to go to an urgent work in her office. I on the other hand, didn’t want to leave her and told her to give me 10 minutes to freshen up and that I too will be coming with...

Incest

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