Blackmailliterotica

Cheaters never win Sex Story

#Blackmail #Rape #Teen #Virgin

By Hugh

A woman tries to scam me on the internet but I find her and make her wish she had never taken up this game

I am70 now and while I never expected to be addicted to my devices it appears my phone now owns me. I seem to be on it more and more and really like tic toc. I am forever making comments on and I have to be honest womens videos. Often if my comments are funny enough or risque enough I will get followed. I have even struck up conversations with a few and this is where this story begins.
This one woman who called herself Izzy started chatting with me and after a couple days was telling me how her husband had left her and her two kids and wasn’t sending support now and she didn’t know how to find him or make him pay. I was in the legal profession for over 45 years so I told her to send me his information and I would call in a couple favors. She did and I did only to find out that her husband had left the country and gone back to Poland. She was devastated. I was a little confused because she had said he had only left a couple months ago but the information I had obtained said he had left almost 2 years ago. Then I figured he must have been sending her money from abroad. Still it seemed a bit dicey.
We had been chatting for a week or so after and she send me a couple pictures of herself and asked me to do the same. We went to a different chat site and she sent her pictures showing herself in a very small bikini and barely covers her very nice if not huge tits. I sent her a picture of myself sitting in my living room and waving at her. She then sent another picture of herself with her hands over her tits and with nothing on up top. She asked if I thought she was good looking and I most certainly did. She was turned so I could see that she had a quite nice bubby butt. She was only 38 she said and her kids were 13 almost 14 [a girl] and a boy of 12. She asked if maybe we should meet as I was the only one who had taken an interest in her and when I asked about the age difference she said she thought it was just a number.
We made arrangements to meet for coffee the next Saturday but on Friday she texted that she had to cancel as she was unable to find a sitter or pay for one in any event. She apologized and said we could try again soon and sent me another picture this time showing me her cunt with the lips pulled open and smiling like a cheshire cat. I nearly fell off my chair.
I decided to help her so I could meet her as I hadn’t had sex in over 2 years since my last relationship broke down. I asked her how much she needed and she said if she had $100 dollars she could pay the sitter and have her take the kids for dinner so we could stay and chat as long as we wanted. I asked her how she wanted me to send it and she said I could get a visa gift card and just send her the back of it and she could cash it. She had me hooked and I think she knew it. I went and got the card and sent her the numbers on the back.
The next day I texted her and asked if everything had gone ok but she didn’t reply. I texted 3 more that day only to find she had blocked me. What a stupid ass I was. I had been scammed and she had been good. When I added all the stories and lies up I realized that my cock had taken over instead of my head.
I was pissed both at her and even more at myself for having been conned. My law background should have made me more vigilant but my cock wanted what he wanted. I still had the actual card so I called my friend who is a cop in the fraud dept. and asked him if there was anything I could do. He had me send him the card and got back to me and said he had the bank information where it had been cashed. I got that and drove an hour to where the bank was and decided to wait and see if she used the same bank all the time.

Sure enough the next day I returned and sat there for a couple hours and was thinking how stupid it was to be doing all this for a $100 when there she was walking in the bank. She came out after about 10 minutes climbed into her car and drove off. I followed her and she turned into an apartment complex within 5 minutes of the bank. Bad move I’d say. She parked and headed for the front lobby and I followed her. As she reached for the door I came up behind her and said “Here let me get that. “ She turned and when she looked in the face the realization struck her. I pushed through the door and told her to take me to her apartment. She refused and tried to return the money but I told her she could do as I say or I had her licence plate number and all the texts and proof of the 100 and would call the police. I told her she would then be charged with fraud and once they found out how many other men had been taken it would not be good for her. She’d definitely do jail time and her kids would go into foster care. She started to cry and beg me not to call the police.
I took her by the arm and we went over to the elevators and she led me up to her apartment. I took her purse and got out her drivers license and took a picture of it and also her other documents. Turns out she is a landed immigrant and if she was charged with a crime and convicted she would be deported. She was sobbing and shaking and begging me not to call the police so I said ok but you will do whatever I tell you from now on. You can keep up your scam with other men but whenever I want you you will respond or I go to the cops.
She didn’t like the idea but realized she had no choice and when I said answer me all she could do was nod and she whispered “Fine”
Now get up and take off your clothes I told her. She started to cry again but I told her to stop or I’d hurt her. She stood up pulled up her sweater and pulled it over her head. She was wearing a pale blue bra and her tits looked amazing but I would wait for the final reveal before making a final decision. As she undoing her jeans she asked me how I had found her but all I told her was she had fucked with the wrong person. By now she was slipping her jeans off her feel showing a pair of pale blue panties that were a set with the bra. She was about 5’6 with dirty blonde hair. I knew she had 2 kids because their pictures were all over the apartment. Her body was toned with litte fat. She was in very good shape for a woman with 2 kids. I told her to remove the rest her clothes. She hesitated and said her kids would be home from school at 4 and I said “this wont take that long” and smirked at her.
She reached around behind her and undid the bra and let it fall to the floor. Her tits were even better in person than the pictures she sent. She was definite C cup and her areola were silver dollar size but the best part were her nipples. They had to be at least an inch long and thicker than the eraser on a pencil. They stood at attention and since it wasn’t cold I had to assume she was becoming aroused. I had her come over to me and started to massage her globes and pinch her nipples a bit. She actually moaned and turned red from embarrassment. I slid my hands down her body and around hips to the top of her ass. I felt her shiver either in anticipation or fear. It really didn’t matter to me which one.
I pushed my fingers into the waist band of her panties and slowly slid them down and let go of them as they reached her knees and fell to the ground at her feet. I had bent down half way to pull her panties down and my face us just around her naval but I could smell her arousal. Her cunt was exactly as I imagined and remembered from the picture she had sent. Her labia were very puffy indicating her arousal. I told her to spread her legs and she now complied without hesitation. She was mine now.
I bent down so I was at eye level with her cunt. She was definitely aroused. I could see the juices making her labia wet and god what a clit. It stuck out from her labia about half the length of my baby finger and when I stroked it she gasped and bent her knees more to give me even better access. Her inner lips were also quit long and I imagined sucking and pulling them away from her cunt. My cock was so hard now that it was starting to hurt. I pushed her down onto her knees and unzipped my pants. I told her to reach in and grab my cock. I wasn’t ready for her to pull down my pants and underwear and almost fell over backward. She grasped my 7 inches of hard cock and started to masterbate me ever so slowly as she examined my cock. I have always shaved so she was interested in my bald genitals and asked me why I did that. I told her it felt better for both fucking and being sucked.
With that she started to run her tongue around my cock head and up and down the underside of my hard cock. I was in heaven and almost came when she took me into her mouth and started to suck me. This woman was a pro at cock sucking. I was just about to cum when we heard the front door open and she jumped up and grabbed her clothes and ran to the bathroom. I pulled my pants up and sat down so as to hide my hard cock.
Issy returned quickly and we heard a girls voice say “hi mom. We’re home. The two kids came into the living room and stopped immediately when they saw me. Izzy got up and said “come here kids. I want you to meet Hugh. I stood and shook the boys hand but the girl didn’t come any closer. Izzy explained that I was with the municipality and was checking to make sure they were all right now that their dad had left them somewhat destitute. I had an idea. I said “I’ll be dropping by occasionally to check on your progress and to make sure you have the necessities of life.” This seemed to make them feel better and they both relaxed.
The girl Olivia or Liv was tall for 13 at 5’6. Like her mom she had dirty blonde hair and also like her mom she had a nice bubble butt. Her green eyes were perfect for her olive skin. Her long legs seemed to curve perfectly into her crotch and I could almost see a little camel toe poking out of her leggings. She was wearing a tee shirt tucked into her leggings showing of her A to B tits and tight enough that her bra lines showed.
The boy Jack was 12 and looked nothing like his mom or sister. He too was tall at almost the same height as his sister. I asked him what he like to do and he said he was on the school basketball team and the wrestling team. I could tell he was and active kid as he looked in good shape.
Izzy said Hugh was just leaving and just dropped by to give me some grocery money. That bitch didn’t miss a beat. I handed her 200 and left.
Five days later I was feeling in the mood so I texted Izzy I’d be by that afternoon around 1. She made every excuse in the book why today wasn’t good. It’s a Saturday and they will be home was the first excuse. I said I’d give them $25 each and drive them to the mall near her home. Then she claimed she was on her period and didn’t like to fuck then. I said I would check and if she was she could just suck me off. Finally she gave in and said she’d have the kids ready to go when I got there. I realized that the mall was less than a 5 minute walk from their apartment so I gave the kids $25 each on my arrival and told them to walk.
Once they left I told Izzy to get naked and she did. She of course had lied about being on the rag so I told her she was about to learn the hard way not to lie. I took her to her room and got out the lube I had brought with me and told her to get on her hands and knees on the bed. By now she had figured out what I was up to and started to beg me to please not fuck her ass. I didn’t even answer her. I just put some lube on my fingers and started to insert a finger into her tight ass ring. She grunted and as I pushed my second finger into her asshole she jumped and bit and complained of pain. I asked her if she ever going to lie to me again and she wept as she said she wouldn’t. I pulled my fingers from her ass and as she started to relax I shoved my throbbing cock into her asshole about an inch or two. She screamed and tried to pull away but I held her by the hips and pulled her further onto my rigid schlong. Then I started to pump her hard. At first she whimpered and tried to pull away but after a couple minutes I noticed a change. Instead of pulling away she started to push back and the tears had turned to sounds of erotic moaning. I continued fucking her ass and just as I was about to cum she started to yell and ask me to fuck her harder. “Come on you fucker” she yelled as she hammered back onto my cock “fuck my ass so I can cum” which she did a few strokes later.
Her orgasm was impressive. Her stomach muscles clenched and her asshole clenched as she let out an awesome groan as she finished stroking her clit and came. She fell forward on her bed and was worn out. She rolled onto her back and said “fuck me that was the best orgasm I’ve ever had I think.” She pulled me down to her and started to kiss me. I rolled on my back and she threw her leg over me so her cunt was touching my hip. I could feel and smell her totally wet cunt on my leg. As for me her outburst had stopped my orgasm so I was still hard and needed relief.
I pulled her on top of me and she reached under and grabbed my rigid pole and held it to her sopping cunt. I pushed up and my cock slid into her and then she sat down engulfing my entire 7 inchs. She started to ride me hard and was moaning and talking dirty. We hadn’t closed her door to her bedroom and as she told me to fuck her harder I looked over at the door and there stood Liv watching us. I don’t know how long she had been there but the look on her face said it had been a while. She was rubbing the front of her leggings with her hand and had a bit of a blank look on her face. Izzy still hadn’t seen her and was fucking my brains out riding me hard with her hands on my chest. Each time she pulled up her cunt lips would pull down about 3 inches to engulf my slick rod.
I kept looking at Liv and she obviously knew I had seen her but didn’t move. She continued to rub the front of her leggings and run her hand into her slit never taking her eyes of me. I was wondering how far she might go so I smiled at her and motioned with my head to come closer.
She stood there thinking about it for some time and I never took my eyes of her. She could see my cock going into her mother and her tits bouncing as she rode me. Finally her arousal got the best of her and she moved closer to the bed. That’s when Izzy turned her head and saw her 13 year old daughter standing right beside the bed watching her mothers cunt getting filled with cock.
Izzy pulled off me jumped over and pulled the sheets up over herself leaving my cock in full view of Liv. She was about to tell her to leave when I told her not to say a word. Izzy was frantic to protect her daughter. I held my finger to her lips and whispered to her “Do you want me to tell her how you make a living scamming men and showing her body on line.” With that she shook her head totally defeated. I took Liv’s hand and pulled her a little closer and wrapped it around my still hard cock. “ Have you evef seen and mans cock” I asked and she shook her head no. She hesitated only a little and then I felt her hand tighten around my cock. Her mother was still begging me to stop. She told Liv to leave the room but she wasn’t listening. I laid back and pulled Izzy over me again and told her to show Liv how to suck cock. She was reluctant at first so I pushed her head down on my cock. She opened her mouth and took the head. Liv still had her hand around my cock and didn’t let go when her mom took it into her mouth. The girl was mesmerized by what was happening and started to stoke my cock as her mother sucked it. God it felt better than any blow job I had ever had. I guess having this 1 year old hold my cock while her mother sucked it made all the difference.
As Izzy continued to suck me I could tell she was starting to get into it again. Her enthusiasm was evident as she placed her hand over Liv’s and helped her stroke my cock. For her part Liv had dropped to her knees beside the bed with her tits just at the top of the mattress for a better view. I moved my left hand over to the edge of the bed and started to massage her young tits through her tee shirt and bra. She gasped but didn’t pull away.
Her mother was in full cocksucking mode and didn’t even open her eyes as she ravaged my swollen member. I started to pull Liv’s tee shirt up and she looked right at me as she pulled her hand from my cock and took her tee shirt off exposing her training bra which was too small for her growing tits. While still a B cup I would say her bra was clearly a smaller training bra. I stroked her cheek and tried to open her bra which was a front closing one. I couldn’t get it and after a couple trys as she just looked down at my hand she reached up and undid the bra and let it fall open.
Her tits were as perfect as a girl that age or any age I guess could be. Abou the size of half a grapefruit, her areolas were dark but not as dark as her mothers and her nipples were the size of a pencil eraser and at this point very hard. She didn’t move other than to get a bit closer to the bed as I started to play with her nipples. I was on the verge of cumming in her mothers mouth and couldn’t hold back. Just to be clear I had a vasectomy when I was 35 and over the years my orgasms were just as strong but other than a lot of precum I did not ejaculate.
Izzy sucked my hard as I spasmed into her mouth. She seemed spent and rolled back onto her back and pulled the sheet over her again. She watched as I took Liv by the arm and pulled her to her feet. “ Sit next to me here on the bed sweet girl” I said and she sat down beside me so I had even better access to her tits. I pulled her down to me and started too suck her nipples and she moaned and placed her hand on my chest as I sucked her nipples one then the other. I was getting horny again seeing the young nymph getting aroused and my cock started to rise again so I took her hand and put it back on my cock.
Her mother was watching but said nothing. I couldn’t tell If she was excited or upset by what she was seeing but it didn’t matter. Liv was not breathing quit hard and I could tell she was very aroused. I asked her “Did you see how your mom sucked me” and she nodded her head yes. “ Do you want to try it” I asked and again she nodded her head yes. I pushed her head down toward my now almost fully erect dick and said “ Show me what you learned little girl.” She immediately moved her head over my cock and seemed to smell it first and then opened her mouth and carefully slid a could of inches into her warm wet mouth. My cock went full on hard as her mouth touched me.
I put my hand on the back of her head and pushed her down a bit more. She took me far enough into her mouth that she gagged a bit but didn’t stop. “ Now just go up and down like your sucking a popsisle” I told her and she began to bob up and down. Her rump was up by my shoulders so I slid my hand into the back of her leggings and down under her panties and onto her ass. She moaned when I found her asshole and rubbed my finger around that puckered sphincter and then down a bit further to her vaginal opening. I looked at Izzy and she seemed entranced watching her daughter suck her first cock. I told her to get up and come around the take Liv’s leggings and panties off. Without any hesitation or even covering herself she came around the bed and pulled Liv’s leggings down. Liv for her part moved around so her mom could do it easier and lifted her bum so her panties could be removed. I could see the sheen of wet on her labia and the tip if her clitoral hood poked out just past her outer lips. I could smell her sweet scent. I took Izzy’s hand and moved it to her daughters almost hairless cunt and started rubbing her slit. Izzy looked at me with hate but started to run her hand up and down her daughters cunt and move her finger inside her lips. Liv didn’t stop sucking my cock but she was now bucking on her mothers hand and moaning non stop.
It was time. I told Izzy to move Liv’s legs so she straddled me and I would get a full view of her sweet meat. Izzy moved her daughter up fully onto the bed and pushed her legs apart one on each side of my chest. I was with no exaggeration awe struck by this 14 year old cunt. Her outer labia were a bit swollen with desire and her little button was clearly aroused as it stood out a little from her clitoral hood. I reached out and spread her lips to find her piss hole and the tiny hole that was her vagina. She was quit wet and I tried to slip a finger into her tiny vagina. She jumped and pulled her head off my cock and said “ouch that really hurts. Please stop.” I did stop and soon had a plan to fix this problem. I wondered how big her brothers cock was and thought just maybe he should be the first to put something in her hole. I started to formulate a plan as she finished sucking me off and I licked her to her first major orgasm. Her little cunt bucked on my face and she started to pant and moan. “Oh my god. I have to pee” I told her it wasn’t pee and she was going to have an orgasm and just to let me finish. She settled back down on my face and rode me until she screamed “Oh fuck” and a spray came out of her onto my face. She tasted wonderful and I looked over to see Izzy masterbating as she watched us.
Now I needed a plan see her lose her cherry. Let me know if you want the rest.




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By Hugh
#Blackmail #Rape #Teen #Virgin

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