Helping Widow Mom Date Again Part IV - Blackmail free porn video

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The final day had come. I arranged a meeting in our house pretending to be my mother and specifically noted that this would be the final and only payment to this guy blackmail. I was hoping he would be the only one with access to the video, although it was possible that the other college students that banged my mom would not resist in sharing the video file. I was hoping this wouldn't happen in the next years or my momma teaching career would have to end sooner than expected.

My mom was terrified with this encounter and wanted that I would be present in the house hidden, in case the guy started to get rough. That meant she knew her son would be watching her paying sexual favors with some strange blackmailer.

She tried to console me "Baby, whatever happens you have to be strong and know mummy loves very much. This was the worst mistake of my life, but I'm willing to fix it."

The anxiety was high and when the guy knocked on the door she kiss me as I rushed to the top of the stairs.

She took a deep breath and open the door. The guy was probably near 40 years old. He had a arrogant smirk and he did not look embarrassed in what he was doing. Quite the contrary. He was looking viciously to my mom, trying to guess her curves as he was bitting is own lips.

My mom invited him to enter and said "There is still a way to arrange this. I can give you money"

The guy burst in a strident laugh. "Take off your shirt"

"Please let's talk" she begged. The guy wanted to finished that immediately

"Listen, lady. I just have to post the video on the net and finish your personal and professional life. Don't waste my time. After all, your a mature classy lady that participate in college gang bang with 3 guys. This can't be your worst task. Just take your shirt off".

She started to take her buttons off one by one slowly, highly ashamed. "Please I have a family". The guy didn't seemed impressed with her laments and ordered her to continue. She finally took all buttons off and I could see her breasts hanging inside the bra. She was breathing heavily.

The guy just stood there watching. He then walk towards her, unzipped her trousers and put his in tire hand inside my mom's pants, while the other hand was squeezing her neck. I could notice he was inserting his fingers on her pussy, because of her face expression.

"Open you mouth. Wider. Wider, I said. Put your tongue off. Put it" As she obey this order, the guy started kissing her mouth open, sucking her tongue, licking her lips. At one point he was licking her like dog's do. He was really satisfying himself in the most vicious manner and I notice this would not be a simple quick fuck. He was taking all he could. He kept french kissed her for a long time smearing her mouth with his saliva, while squeezing her boobs hard.

He then push her bra down and stare at her tits for a while. I saw again how my mom's tits were irresistible. They were a bit saggy but still yummy as hell. He screamed with joy before he drown himself in that delicious pair of boobs, sucking them like it was no tomorrow. She just stood there and turn her face trying to catch me. Maybe she was confirming if I was really watching all this. She was really embarrassed.

He then grabbed her by the neck and ordered "Say FUCK MY ASS".

"Please" she begged scared.

"SAY IT". He then pulled her hair and face her though the wall. "Say it if you want me to be meet our terms of agreement"

"Oh, my god" she started to whimper. He ordered once again really aggressive.

She finally said it in real lamenting voice "Fuck…my….my ass"

"LOUDER, you bitch"

"FUCK MY ASS, you eared it. FUCK MY ASS" she was desperate in anticipation.

This was all the guy needed. He trow her to the floor, pull her jeans and panties down in the same gesture and kneeled above her.

"I'm sorry baby. I'm so sorry" she said it as she waited there in her bare ass. I couldn't believe it. She was shouting at me, like she was apologizing for what her son was about to see. Thankfully the guy didn't give to much attention and continue to undress his pants.

But she repeated "I'm sorry, honey. My god, I'm so sorry"

"Who are you talking with? Is with your deceased husband? Or many your dear son" He seemed to know a lot about my family, although he didn't suspect I was actually inside the house. Maybe he sought my mom was taking care of this blackmail business by her own. How I hoped she did, but she wasn't.

Then he took a recipient containing what I supposed to her some kind of vaseline or lubricant and spread it her ass. To my grieve he started to mount her. He struggle for about 5 min to try to insert his penis in her ass. It seemed a lifetime.

He finally started to penetrate her ass, as she cried louder. Then, as he seemed to finally put it all the way in, my mom screams sounded inaudible, like she was paralyzed in pain. My heart beat was high as ever. As the penetrating process became easier, he started to pound her ass in very rhythmic way and became more and more aggressive calling her bad names to stimulate his excitement.

"You fucking bitch. I know you like it. If you give your pussy to 18 years old boys , you might as well give it to me."
"Oh, you have such a tight ass. Don't tell me your husband never butt fucked you. I just can't believe a whore like you never took it in the ass"

I was in shock at i was seeing. How a decent lady my mom was being humiliated by strange low time criminal, because of a video camera incident.

As he was pounding her ass harder and harder, he started screaming in joy shouting some cowboy roar like he was dominating some wild cow.

Then at my astonishment I see my mom doing this strange moves with her hips like she was trying to follow his movements. she then launched a desperate scream, at the same time as her legs started to tremble in some involuntary way. it was like she having seizure.

I couldn't believe it. She was having a orgasm. She was mouth opened and looking desperate. I could see it was not voluntary orgasm.

The guy screamed in delight, highly surprised. "Now we talking. That's my bitch". She was super ashamed and so was I.

He continue to mount her until finally, after nearly 15 minutes of intense ass fucking, he took his cock off, rolled my mother, seated on her belly started jerking his cock.

"Only the best whores deserve this. You are the biggest slut I ever fucked" he said he was stroking his penis. She was silent and defeated.

Then a cum load came off and he pointed specifically to her face and tits. She didn't took the effort to avoid it.

He then dressed slowly, as she stayed in the same position.

"See you later, bitch. Hope you enjoyed", and he went away.

I started to descend the stairs and she still didn't move. She was lying on her back arms open naked with her jeans on her knees. I began to think she fainted or something. As I approach she look at me with her face covered with cum.

"Grab me a towel" she ordered as she tried to straight up with difficulty. No wonder, her ass had been severely fucked. Her butt hole must have been strongly damaged after 15 minutes of violent drilling.

She pull her trousers up, trying to maintain a decent face, as I could see big drops of sperm running down her face, falling on her tits.

"Lok at me. Enjoyed the show?" she asked with proud outrage

"Please, mom. Clean yourself" I said handling her the towel.

She trow the towel to the floor. She approach me with her face so covered with cum, I could smell it.

"DID YOU ENJOY? she asked again vividly. I was speechless looking at her shameful face. She continued "Do you also want to cum all over me? Oh wait a minute. I forgot you already did, hiding upstairs as you were looking to mummy being fucked on a floor by a stranger"

"You talking nonsense", I defend myself. "It's all right, mom. Let's go"

"I SAW YOU"

"You saw me what", I replied

"While you were conducting this blackmail operation, exchanging emails with that bastard, you took your time seeing over and over the video he sent. One night I sneaked on the door and you were masturbating to the computer while I heard that boys laughter as they abused me. It was with no surprise that you arrange this meeting to see me be fucked again. You want me to pay the price. You really wanted"

I seated down ashamed and tried to argument something but she interrupted me again "So did you enjoy the show?

I then exploded "You got yourself in this mess. A mature women dating a college student, sleeping at his house. Then gang bang by the rest of the house guests. YOU MADE IT ALL BY YOURSELF"

"Wow. You being aggressive now. Are you going to take physical actions. Don't tell me you going put me in line. That would be a M-A-N behavior. Are you a Man, honey?"

She was being so defiant and she still did not took the sperm off her face and she was talking with me topless, knowing I was distracted staring at her tits.

"Did you notice I had an orgasm while the guy was pumping me? Well, did you?"

"Yes" I answer emotionally.

She then got close to me and said "I had an orgasm because I knew my dick less son was seeing me get fucked merciless without being able to do nothing. I came imagining you afflicted seeing mummy getting it hard in her ass restless. I begged you to stay in house so you could finished what you started. And the notion of knowing that you suffer in jealously made me come"

I was disarmed with this. I could not say a word. She continue her confession "You know, that night you encouraged me to date that bouncer that was hitting me at the gym, I knew then you really wanted your mummy to start dating so you could have your fantasies. I then thought - if he can have his fantasies of being consumed with jealousy with his mom affairs , why can't I fulfill the fantasy of being the object of that fantasy. So I drove the guy to this house hoping you would spy on mummy".

I was astonished with this confession. How sick could she really be?

She embrace my face with her hands and said with with vigor "Don't you get it? I LOVE MAKING YOU JEALOUS. I ALWAYS DID. Even in the gym I dressed slutty so you could die of jealously as the other guys made their moves towards me. I started to date a 18 year old guy and I wanted you to find out and be completely ashamed of your mom. I could not predict this video clip story but seem to me you took big pleasure in that "

I pushed her away revolted. "jesus, mom". I was devastated.

She them wipe her face and tried to give the first step forward and fell immediately to her knees. She was kind of paralyzed by the hard penetration she just suffered. I had to take her to my arms and help her ascend the stairs and drive her to the bathroom. I the close the door and went to my room.

We avoid to speak with each other that night. I knew this day would change my life forever.

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Our Dasara vacations started right after our Annual School Day got over. Ankitha had to go back to Mysore, her hometown, as Dasara is celebrated on a grand scale in Mysore and most of her relatives live in Mysore. I was little disappointed as I would not get to see her for a week. We texted regularly and spoke on the phone whenever we could. During my vacations I had to prepare for my English Assignment. My classmate Shobha was my partner for the assignment. (If you have read my previous story...

2 years ago
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My Widow Professor 8211 Part 1 How It Started

Hello, friends, this is Arun Mohapatra from Bhubaneswar, Odisha, writing my relative’s story and my first story here at ISS. So let me introduce to the characters of my story. I am portraying the character of my relative. Here it takes off. I am Utkal Keshari Panda, aged 25 from Bhubaneswar. This all happened recently. My height, 5 ft, 6 inches with cock size, 6.5 inches and girth, 2.5 inches. I belong to a middle-class family. Our house consists of two people my dad and me. My dad’s name is...

2 years ago
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Widowed Mom And Her Son

This story is the life of a young widowed mom and her adolescent son. Read the story as if you’re Sulav and your mom is Nisha. Enjoy it. At the early age of 27. When just her son Sulav was 7 years old. Nisha lost her husband in a plane crash. Rajesh, her husband used to work in a multinational company where he had a huge salary. But now after his death, Nisha had to work herself to raise her family. Being a widow at a tender age, lots of men used to prey on her beautiful body. Many lusted on...

Incest
4 years ago
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Muslim Widow Aunts Memorable Road Trips

Hi all, its Ali here!I’m back with another post of my slutty widowed Aunt, Sheen. This is a compilation of THREE of the most memorable road trips with Aunty Sheen. I hope you enjoy this post as much as you did the previous ones. I’m eager to hear your reaction to this so feel free to Like my story and drop in a Comment!A little background first…About me - I’m Ali. I’m very fair-skinned, stand over 5” 10” tall with sharp features and straight, long dark hair. I have a tall and trim muscular...

2 years ago
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The Farmers Widow Willow

I woke up in a crummy mood. My dream about Willow walking down the aisle didn't help. Why I would dream about my cousin was beyond my comprehension. Maybe it had something to do with her always being on my case about me fucking the widow Cece.Being called another man's name just as I unloaded in Cece's pussy didn't help either. What Cece does is Cece's business. Just don't call me someone else's name while I'm fucking you. She is a hot MILF and that's what I'm in it for, a hot piece...

First Time
2 years ago
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The nice widow gives up her tight ass

Barbara came from across the street again on Monday evening, as soon as she saw me coming back from my office…I had fucked this old sexy widow on the previous days and she knew my lovely wife would be still away from home for some time yet.This third time she entered my house after me and quietly she undressed in the living room. I told her I would take a relaxing warm shower and later we would see what we could do together. Barbara just smiled and purred like a kitten.When I came back, I found...

3 years ago
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Black Widow Spy vs Miracle

This is a continuation:Black Widow submits to S.H.I.E.L.D http://xhamster.com/user/penelopeslut/posts/524285.htmlBlack Widow rises, while another falls between her...http://xhamster.com/user/penelopeslut/posts/529468.htmlBlack Widow Sexual Espionagehttp://xhamster.com/user/penelopeslut/posts/544277.htmlThe prisoner shuddered awake with a start: bolting upright only to rattle the chains holding her in place. Twisting in the wooden seat, the redhead groaned, head still spinning. Leaning forward...

4 years ago
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The Widow and The Squaw

We rode into the McAlester ranch south of Black Mountain too late to prevent the carnage. The Comanches were gone and the coyotes and buzzards had started feasting on the bodies of the twenty-one men and boys they'd killed. We let our horses rest and graze in McAlester's grass while we buried what was left of them in shallow graves and piled the rocks high over them. The Captain opened his Bible and said a few words. That was the Comanche way. Kill the men. Take the women and horses and guns...

1 year ago
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Unleashing the Fire of a Widow without Sex for 7 years

I went Chengdu for a business trip. One of my student's mum, a china lady (also a widow - i shall name her Ms Y) also happened to be back in Chengdu during the school vacation. We met in chengdu and had dinners, chats, get to know more friends. After two days, i needed to visit chongqing and to my surprise, Ms Y offered to be my guide (actually she was very keen to travel). I was happy to have a companion and she was a great one. We went separate ways during the day and had dinner at night in...

Erotic
4 years ago
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A Widow Rediscovers What Life Is All About Part 2

Karen has helped her best friend Rachel get over her lingering grief by treating her to a makeover and to a boudoir photo session. While at the photography studio, Karen finally allowed her feelings towards Rachel to be known after fifteen years of close friendship. * After putting on their clothes, bidding Doug farewell and leaving the studio, it slowly dawned on both Karen and Rachel what had just occurred. They walked down the street in Covent Garden in silence. Karen realised that she...

Mature
1 year ago
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Unfortunate Sex With My Friend8217s Wife Widow 8211 Part 1

Hello Readers, I am 29 Male married from Tamil Nadu, living in Bangalore. My mail id was Any female interested could contact me (garuntee for secret confidence) also provide me your feedback on this story. This is little long sorry for that but real incident. This happened 1.5 years back in my native. This story is about an unfortunate sex happened between me and my friend’s wife (widow). Yes my friend is no more in this world. Her name is Anu (name changed). She is very young age 26 with a...

3 years ago
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Nephew Losing Virginity To Sexy Widow Aunt 8211 Part 2

Hello everyone, milflover is back with his story of “Nephew losing virginity to sexy widow aunt”. If you haven’t read the story, please read the first part and then read this. Thank you for the response to the first part. More feedback on my stories would be appreciated. I have replied to one and all. Every now and then we were having oral sex with each other, but still, there was no sign of penetrative sex. Things started to get normal with the coronavirus and my family members started going...

Incest
2 years ago
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A Gentleman and the Widow

We met online, innocently, really, instant messages on a forum, a simple hello at first and welcome to the site. I replied with a thank you and how thoughtful. He sent another message, ‘I found your bio interesting.’ Of course, I had to ask, ‘How so? What makes it so interesting, different from the rest?’ A simple reply came from him, ‘Your honesty.’ I was trying to write stories, erotica, and I was unsure of myself. He offered to help. How could I refuse? I sent him a writing sample. He...

1 year ago
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Widow Lady Ko Satisfy Kiya

Hello friends I am back again with my new story.This story is all about satisfying a widow whom I met at kolkata.As I have mention in my earlier story that I m a good looking guy having 6″ penis.I loved the response of all you people and that’s why I am back again to share my recent incident with a widow . For any feedback you all can contact me at I would love to satisfy women of any age. Lets come to my story . As I like hindi hope you all will like my lang. Baat 3 saal phele ki h jab mai...

3 years ago
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BBWs and Blackmail

In fact over the last couple of weeks I had been catching up with some of my playmates who had been needing my attention. I had started the first week back from vacation with Alejandra and the other girls of the La Jolla house. The following week had been a very wet day alone with Taylor, and yesterday I had been to LA to see Justine and then Melissa. Even with the recent tragic loss of some of my playmates, I felt that sometimes I was spreading myself too thin and not giving them enough...

3 years ago
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Widowed Mom And His Son

Hello dosto sabhi iss readers ko mera namaskar mera naam deepak hain main aapko mere jeevan me hui ek sacchi ghatna batane ja raha hoon. And main jo batane ja raha hoon wo ek sacchi ghatna hain main pahle aapko apni family ke bare me batadun mere father ki death ho chuki hain wo bimar the aur ab mere ghar me teen log hain ek main deepak age(22) years, mera chota bhai bane age(20) aur meri mummy unki age 44 hain unka naam kashmira hain aur wo ek medium height mom hain unki height 5’2 hain aur...

2 years ago
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37 year old Widow

She doesn't know how long she stood at the base of the ladder when she found me standing in front of her and my hand on her cheek. I asked her if she was okay. She stammered a broken yes, then she found herself sitting on the couch in the living room. Her mind exploded. She could not process any real thought. She is consumed with emotions she did not understand and overwhelmed with a desire she did not know she had. I lean in and suddenly kiss her hard, thrusting my tongue into her mouth,...

1 year ago
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Wild West Widow Part 3

For a week Karen Masters was fucked by a succession of the town's leading men. Grant Masters always gave them first use of the new whore to keep them happy. The widow was certainly a fresh attraction after the experienced prostitutes who'd previously occupied her bed. Three days with the saloon's owner, Grant Benson, had certainly broken her in. She'd been expertly screwed and taught the tricks of the trade. It's suprising how quickly women can be turned into whores. Karen had never experienced...

Erotic Fiction
1 year ago
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Wild West widow Part 2

Karen Masters heart was beating fast as she stood before the hard faced whoremaster. For days she'd been tormented by the thought that she would have to turn to prostitution. She had considered every alternative but there was none. Karen was virtually penniless and hounded by her late husband's creditors demanding their money. The thought of becoming a whore appalled her. She was from a good family and knew nothing about such a life. Yet now she was about to take the fateful step of selling her...

Group Sex
1 year ago
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Muslim Widow Aunt Tries BDSM

Hi all, its Ali here!I'm back with another incident with my widow aunt where she introduces me to BDSM and I discover one of my favorite kinks.Let me quickly share a few important background details for the new readers. I come from a very strict Muslim family. It is an extended family which consists of my father and the families of his 7 brothers. We live in a big city in central India which I will not name for privacy reasons. Our family is well-off as my father and uncles are mostly at high...

4 years ago
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Widow Aunt and I experience BDSM

Hi all, its Ali here! I’m back with another incident with my widow aunt where she introduces me to BDSM and I discover one of my favorite kinks. Let me quickly share a few important background details for the new readers. I come from a very strict Muslim family. It is an extended family which consists of my father and the families of his 7 brothers. We live in a big city in central India which I will not name for privacy reasons. Our family is well-off as my father and uncles are mostly at...

1 year ago
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The Widow Next Door

The street I lived on could have been anywhere in America. Lush trees lined it and cars were often parked below them instead of in the driveways. Most of the time, the driveways had been turned into basketball courts or used as parking for bicycles.My family’s house was at the end of the street. It had a neighbor on one side and, on the other, what we used to call a forest but it was in fact no more than twenty trees or so clumped together. It was a safe place to grow up in and we kids were...

Taboo
4 years ago
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A nice widow across the street

That Friday morning I was horny as hell, since my beloved wife had gone to visit a girlfriend out of town. Ana would not come back home until Monday and I was going crazy about thinking in just sex…So I had a good idea; I would invite our neighbor across the street, Barbara, who was a recent widow in her early sixties, to come home and have a chat.I was thinking about it, as the doorbell rang out. Just a pure coincidence; but my sexy neighbor Barbara was standing there, smiling at me and asking...

2 years ago
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The Dominant Widow and her Young Neighbor

The Dominant Widow and her Young Neighbor By billy69boyI had known full well that marrying an older gentleman was a risky proposition. It opened me to the distinct possibility that I would eventually become a widow before my time. But I married Morgan Mount nonetheless. I just couldn't resist: despite the fact that I was just twenty two years of age and he was almost twice that when we wed didn't matter to me at the time. I was totally in love with him and to this day, I am still. Morgan...

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