Blackmailing younger sister
- 3 years ago
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Note : This story is completely fictional!
My sister is two years older than me and she has always been a cause of total sexual frustration. Megan is now 32 years old and has a 16-year-old son. As you can see she had a child in high school and has not seen or heard from the father in 18 years. When the father left she decided to put all her energy into raising her son. Megan never dated again after he left, which was a shame as she was an absolutely stunning woman. Myself, I bounced from woman to woman, never satisfied. I could not get my sister out of my mind. Growing up, I used to listen to my sister get fucked in the next room. I would have my ear to the wall with my fist on my cock, wishing it were I plowing her with reckless abandon. I would hear her on the phone with her girlfriends complaining how sexually unsatisfied she was with her boyfriend. I thought that was the reason she stayed single. I was wrong.
We lived two hours away from each other but I always tried to see her at least once a month. I would call her up and let her know I was coming down to see her, which always pleased her. It also gave me fresh visions of her so I could jerk off thinking about her. I wanted to surprise her so I decided to come down unannounced. Megan had given me a key a couple of years ago to watch her house for her when she took her son Todd to Disney and she had never asked for it back. When she was gone on that trip I would jerk of twice a day all over her panties. I was constantly doing her laundry. I couldn’t wait to surprise her this time.
I knocked on the door but there was no answer. I pulled out my key and let myself in. It was four in the afternoon and I was surprised she was not home as she always tried to be home when Todd got back from school. I sat myself in the kitchen and helped myself to a beer. As I drank it, all I could think about was her panties waiting for me in her bedroom. Maybe I could run upstairs, wrap her panties around my cock for a quick one before she or Todd got home. As I made my way up the stairs I could hear noises coming from her room. I quietly made my way to her door that was slightly open. I looked in and I could not believe my eyes. There was Megan sitting on the edge of her bed totally naked with someone’s head buried between her legs. Her tits were slightly bouncing as she was being eaten. She looked amazing. Her eyes were closed, her head was tilted back and her long black hair rolled over her ample breasts. I had a perfect view of her but only saw the back of the man’s head. She lay back on the bed, raised her legs and demanded this guy to lodge his tongue deeper into her wet pussy. She grabbed her knees and spread her legs as wide as she could.
My cock was ready to burst out of my jeans. She couldn’t see me and didn’t know I was there. I undid my pants and stuffed my hand down to stroke my rigid prick. Megan rolled over onto her stomach and arched her ass in the air. “Eat my ass!!” she screamed. The man dove into her ass like a pro. You could hear the wetness of his tongue on her ass. He used his hands to spread her checks apart and the view was breath taking. I loosened my pants more so I could get a better grip on my cock. “Rub your cock against my hole” Megan demanded. Again the man complied and I must admit, the guy had a pretty big cock but not as thick as my eight inches. He held it in one hand and ran it from the top of her ass through to her soaked pussy. Megan was squirming against his cock. “Put it in me now!! Fuck me, fuck your Mommy good Todd” Excuse me? I couldn’t believe what I just heard. I stood there in shock with my prick in my hand. No wonder she didn’t have a boyfriend. Megan’s own son was fucking her. How long has this been going on? I was furious, I was hurt, and I was fucking turned on. I watched Todd stuff his cock into Megan’s waiting ass.
He slowly pushed in until you couldn’t see his cock anymore. Megan was shaking. Todd held himself there and just applied pressure to his mother’s ass. “ or I will never let you in me again!” she screamed. Todd grabbed her ass with both hands and started to pound her ass at a furious pace. The bed was rocking and Megan screamed with every violent thrust. I as well picked up the pace on my own cock. “Mom, I’m gonna cum soon” said Todd. “Don’t you dare cum in me, cum on my ass. Cum on my ass!!” I was close as well and I leaned in to get a better view and noticed Megan’s panties on the floor beside me. I picked them up and wrapped them around my cock. I watched Megan slide off the bed, drop to her knees and bend over. “I want you’re cum to run down my back!!” Todd and I jerked ourselves as fast as we could and I watched him spray my sister with a heavy load. I then dumped my own load into Megan’s soft, wet panties. It felt wonderful. I stood there in amazement and stared at my sister as gobs of semen ran down her ass and back. Megan then sucked all the remaining cum off her son’s dick.
I quickly did up my pants and ran down the stairs back to the kitchen. My mind was racing. Should I leave? Should I confront her? Should I take advantage of the situation? A devilish smile came over my face and a plan started to formulate in my evil little mind. It was time to finally get what I wanted, what I needed, what I desired. My sister was in for a twisted ride. I laughed to myself and sat down at the kitchen table to wait for Megan.
I heard Todd barrel down the stairs shouting to his Mom, “I’m off to Baseball practice, see ya in a couple of hours.” Out the front door he went without going through the kitchen. Soon I heard Megan coming down the stairs. My heart was starting to race. I had to be careful how I played this out. I can do this, I know I can. Megan came into the kitchen wearing a short silk robe. Her nipples were still hard pushing through the soft material. She didn’t have a single thing on under that robe. She stopped in the doorway with a shocked look on her face. I was sitting at the table with a big shit-eating grin on my face. “David, what the hell are you doing here? When did you get here?” “Hello dear sister, surprised to see me?” I said with pride. “How long have you been here? Did I forget something? Did you tell me you were coming down this weekend?” She was obviously totally unprepared. “You sure have a lot of questions don’t you. Are you alright?” I responded. “I’m fine David, I just didn’t expect to see you.” “You look great Megan, you look….. satisfied.” “What do you mean David?” “I’ve been here for a while Sis, as a matter of fact, I went looking for you.” Megan’s face went from red to pale. She opened her mouth to say something but nothing came out. “Is your ass sore sweetheart?” I asked. “You saw” was all she could say. “Not only did I see Sis but I watched and I came!” “David, let me explain” I cut her off.
“What would our friends think if they knew, what would our parents say? What would your neighbors think?” “David, please, you can not tell anyone, it would destroy our lives forever. Please don’t tell, I’ll do anything, don’t tell, I’m begging you.” Bingo, just what I wanted her to say.
I took out her panties from under the table and through them in front of her. She looked at them and saw the huge wad of cum all over them. “That’s right Sis, that my jizz all over your panties. I have wanted to tell you for such a long time how much I’ve wanted you and now we are going to find out.” Megan stood there stunned. “David, I can’t.” I cut her off again. “I want you to bend over and eat my cum off your panties or I will tell everyone.” “David” “Now Megan, do it.” She was silent for a few seconds, then spoke, “If I do this one thing, will you keep quite?” “No, dear sister, this is just the beginning.” You could see her weighing her options in her head.
Megan slowly lowered her head and ran her tongue along my fresh load. “That’s right Megan, eat it all up” She was looking at me as she began to lick up more of my spunk. I pushed back my chair and pulled my fully erect cock out of my pants. I started to gently rub my cock as I watched my sister try to lick it up. I reached over with my free hand and pushed her face into her soaked panties. When she raised her head, her face was covered with my sperm. Her tits were half hanging out of her robe causing me to pull harder. I was in heaven. I stood up and walked closer to her face. She continued to eat off her panties and I slid my cock along the wet panties. Megan’s tongue grazed the tip of my cock and I thought I was going to explode right there. I had waited so long for this and I was going to make the most of it. She ran her tongue along the length of my prick and I placed my hand on her firm ass to steady myself. I pushed away the silky fabric to expose her battered ass. “See Sis, this is not so bad is it?” I asked. “Have you ever thought about your dear brother this way before?” Megan stopped licking my shaft to answer me. “Actually, I have watched you masturbate a few times before when we were younger and I did like it. I would sneak into the bathroom and listen to you moan as you soaped up your cock.
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Introduction: A lesbian teacher catches a student cheat and blackmails her. Blackmailing Beauty A teacher/student story A in the closet lesbian teacher catches a student cheat and decides to blackmail her. Note 1: Thanks as always to Steve and Estragon for their editing help. Blackmailing Beauty As soon as I got the job teaching in Hill River, my whole lifestyle had to change. I knew I was a lesbian since I was 16 and had my first girl-girl sexual encounter when I was 18. During college I...
Hi ISS readers, Aman here with a new fantasy story. This story is about how I blackmailed my sexy teacher into sex in the classroom. Let me tell you about her. She is Priya and her age is 28. She has a very hot figure 34-30-36 and she has a very curvy body just like Bollywood heroin Urvashi. This incident happened when I was in 12th standard and I was 18 years old. I was a very naughty and kinky guy at that time. Coming to the story, it was Monday afternoon 4 pm and the college bell rang. It...
Hi everyone. Thanks for your awesome response for the previous parts. For those who don’t know about me, I am Prudhvi from Chennai. I have an athletic body and girls say I am cute. I love fantasize about sex with the girls around me as well as real sex. Any girl who is interested in having fun or sex chat with me can contact me at This is continuation to my other stories “Blackmailing my Sister’s Friend Part-1” and “Blackmailing my Sister’s Friend Part-2”. This story is completely fiction and...
Introduction: A blackmailed clerk helps her master in a business venture. Synopsis: A blackmailed clerk helps her master in a business venture. Prequel to Owning a Dominant BitchChapter 1Darrel James had waited patiently for this day. He had confronted Peggy almost two months earlier with the info he collected on her forgery scheme and, when he revealed the evidence to her, she crumbled quickly. Little by little he had taken more and more control.His job at the bank gave him more than enough to...
Ronnie called at nine the next morning. "I need to talk to you sweetie. Can you drop by and see me? "What about?" "A problem I need some help with." "I have a class at ten so the soonest I can get there will be about eleven-thirty." "That would be good sweetie, I'll see you then." Ronnie got there at eleven-twenty and She took him into the family room and sat down with him on the couch. She got right to the point. "How close are you to...
This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...
This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...
This fantasy is based on fact. Betty did get into money troubles just as described and I did bail her out. The pity is that I didn’t take advantage in the way described here!Blackmailing Betty I had been working from home when the call came. I had a mountain of paperwork to catch up on and little time to complete it so I wasn’t in the best of moods as I rang the doorbell of my mother-in-law’s small bungalow twenty minutes later. My mother-in-law, Betty, had phoned and begged me to come over and...
I am Prudhvi from Chennai. I have an athletic body and girls say I am cute. I love fantasize about sex with the girls around me as well as real sex. Any girl who is interested in having fun with me can contact me at This is continuation to my first story “Blackmailing my Sister’s Friend Part-1”. As I mentioned in the first part this story is completely fiction and my fantasy however the girl is real. I suggest the readers to read the 1st part to know the complete story. So let me start the...
If you have been following my story, you know that Randy, a friend of mine since high school, has been blackmailing my girlfriend Sandy and me for the last few weeks. Sandy and I agreed to be his sex slaves for one month, as long as at the end of that term, he would turn over the compromising videos he filmed of me.I was the first to be blackmailed into gay sex and it seemed the more I complied with him, the more entangled I became as he videoed more and more of me giving him blowjobs or...
I have recently been blackmailed by pictures that my husband took of me when we first got married. My blackmailer is having me write down everything for his enjoyment. I never thought it would get this far, but it has. I have no recourse unless I want to hurt my family, which I refuse to do. I am 47 years old, I have a daughter who is 17. Her friend from elementary school is who hold the pictures and now videos over me. A day after a party for my daughter, in which I had to get the...
I was sat at in my office at my work desk, idly wasting time going through the vast amount of pointless corporate emails that are sent on a daily basis. About 90% of these have me automatically clicking on the 'delete' button. I figure if it's that important then the sender will ensure that I receive the message. With one eye on the emails and the other at the clock counting down the minutes until I can close down the computer and go home. My job is a high powered one in a large...
”It was a million to one fluke” Tony Philips thought to himself as he finished copying the videotape and ejected it. Removing it from the recorder he went downstairs and out of the house only to return 2 minutes later minus the tape. Then taking, a deep breath, he picked up the phone and made a brief call before going upstairs to look surreptitiously out of his bedroom window. A fortnight earlier it had been Tony’s birthday and his parents had presented him with a video camera. Tony had...