Blackmailed By Master Michael free porn video

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Blackmailed by Master Michael I met the man I gave my first blow job to on a popular sissy chat website. I'll call it Campsissy.com. His name was Master Michael. A few weeks before I met Master Michael online, I'd started fully cross- dressing and taking photos of myself in different outfits and poses wearing a wig and makeup. Most of my life, I'd cross-dress and take the clothes off once I self-gratified myself and the pink fog lifted. Digital cameras made it easy to take private photos wearing sexy dresses and sissy outfits, which gave a purpose to my dressing other than just physical self-gratification. Like many sissies, after taking photos I couldn't wait to share them, so I'd log onto Campsissy.com and start chatting. It usually wasn't long before I'd find another sissy with like interests to privately chat with and share photos, although I made sure to share only photos with my face cropped out. Even then it was a thrill sharing photos in risqu? poses and sissy outfits and it only made me want to dress up and take more photos. One night while wearing a pink satin nightie and panties and chatting with other sissies, I was sent a private chat invite by a man named Master Michael, who was listed in his profile as a "Dom" ten years older than me and who lived in my same state. I was flattered that a real man asked me to chat with him and quickly accepted his invite. It didn't hurt that I was drinking while chatting and losing my inhibitions little by little. Master Michael started our chat by complimenting me on my profile photo in which I was wearing a tan satin strapless dress with a flared skirt and attached brown petticoat. My face was cropped out, but he thought I looked sexy in the dress anyway. Unlike young Doms, who often come on too aggressive, Master Michael knew just how to get a sissy to lower her guard. Like chats often do, our chat soon detoured into role playing fantasies. Master Michael fantasized that we were lovers and that I was riding in his convertible with the top down wearing a fifties housewife dress and petticoats. I stroked his cock as we drove down country roads at sunset before sucking him off. I felt so sissy and feminine fantasizing with him. With my inhibitions lowered, I sent Master Michael my profile picture with my face visible. He loved it and complimented me on my femininity, which only caused me to feel more submissive to him. I sent him a couple more sissy photos with my face clearly visible, including one of me dressed as a schoolgirl wearing a knee length pleated red skirt, white long-sleeved blouse, red cardigan, white tights and Mary Janes. The outfit was an actual schoolgirl outfit that I'd bought from a retailer's school catalog, so it wasn't as sexy as the schoolgirl costumes bought online. Master Michael still thought I looked cute in it and encouraged me to keep sharing photos. Eventually, between the alcohol and my sissy submissiveness, I told Master Michael I was a blow job virgin but that I really wanted to give him a blow job in real life instead of just fantasizing about it. He lived in the same state, so it was a definite possibility. He was game for it and wanted to meet. I couldn't avoid the truth-telling effects of alcohol, however, and told him I knew the next morning when I sobered up that I'd lose my nerve and not go through with a meeting. Master Michael asked what we could do to keep that from happening. Because I was drunk by that point and not thinking straight, I told him that if he knew my real name, coupled with the sissy pictures showing my full face I'd sent him, he would have the blackmail he needed to make sure I followed through with a meeting. Master Michael thought that was a great idea and told me to send him my real name and address immediately. The idea of losing all power and being at the mercy of this man, made me feel even more submissively horny so I drunkenly sent him my real name and address. I asked him what he wanted me to call him now that he had my information and sissy pictures. He said from then on to call him "Sir". Before we ended the chat, Sir wanted my sissy email address, which I sent him. We agreed to chat again the next night about a time and place to meet. I logged off and passed out in my bed. I was extremely hung over the next morning. My memory from the night before was fuzzy but I remembered sending Sir sissy pictures, which titillated me. Then I remembered I'd sent him my real name and address. I immediately got an adrenaline rush of fear. To keep from panicking, I forced myself to believe that our chat the night before was just harmless bantering between two people, and I wouldn't hear anything more from Sir. To see if that was true, I turned on my computer and checked my sissy email. Sure enough, waiting in my inbox was a message from Sir with the subject line "Hi", which gave me another immediate adrenalin rush of fear and dread. I clicked on the email. It said: Hello [my real first name]. I enjoyed our chat last night. Click on the following link. That was all it said. The use of my real first name let me know he wasn't playing around. I just stared at the screen scared to death but also strangely turned on by the weakness I felt. I clicked on the link, which directed me to a website that gave women instructions on giving great blow jobs. It was full of tips and pictures showing the best way to please a man with your mouth. I read a couple of webpages but couldn't stop thinking how stupid I was to give a stranger on the internet my real name and sissy photos. I logged on to Campsissy.com that night sober. Sir was already online and, once he saw I'd logged on, he sent me a private invite. We started chatting and he asked me if I'd received his email. I told him I had. He asked me if I'd clicked the link. I told him I had. He said my "homework" was to learn from that website how to give him a great blow job. Sir was persistent during our chat that we meet soon. We chatted about different dates and agreed on a place and time two weeks away. I was scared but thought that two weeks would buy me enough time to find a way to avoid going through with our meeting. Up to that point, I'd only been in heterosexual relationships. I'd never sucked a man's cock and thought of myself as a typical sissy who fantasizes about sucking cock when wearing sissy outfits but who pushes those thoughts out of her mind the second she self-gratifies herself. I rationalized that fantasizing about sucking cock while cross-dressed and chatting online obviously didn't make you a cocksucker. Only sucking a cock could do that. Sir wanted me online chatting with him each night after I got home from work, so each night I'd change into my panties and nightie and start chatting with him at the appointed hour. During our chats, he'd tell me to send more sissy photos to him. He asked me where I worked and what I did for a living, which I told him since he already had me over a barrel with the other information he had. I hate to admit it, but, on the one hand, I was turned on by being at his mercy. He had ultimate power over me and the sissy in me couldn't help but buzz inside about how I was his puppet to do with as he pleased. I was weak and he was strong. On the other hand, I was terrified what would happen to me if I made him angry. He knew everything about me, and I knew nothing about him. The sissy photos he had of me in different outfits and poses would be hard to explain away if he chose to expose me. I could say I was dressed for Halloween but that wouldn't explain the dozens of photos in various sissy outfits taken during different times of the year. A few days before our meeting, I sent Sir an email telling him I was nervous about the meeting and implying, as politely as possible, that I didn't want to meet. I told him I enjoyed chatting with him but that it was all just a fantasy. I didn't really expect to meet anyone I chatted with online. I hoped he would take mercy on me and let me off the hook. He didn't. His reply email was nice but firm in tone that I could "trust" him. He then added a line to the end of his email that put the fear of God in me saying, "You have nothing to worry about, as long as you do what I say." Reading that line caused my fear to skyrocket. The implied threat by Master Michael was clear. I didn't have a choice if I wanted to keep my sissy side a secret. I would have to go through with the meeting and do what he said. During a chat a couple days before the meeting, we discussed what Sir wanted me to wear. I sent photos of me wearing different sissy outfits so he could decide. Sir said it was between my French maid and schoolgirl outfits. After sending more photos of me in each outfit, Sir finally decided that I would dress as a French maid for our meeting. The French maid outfit he chose was a classic black satin above the knee maid dress with white lace around the neckline and at the end of each poofy short sleeve. It was paired with a pink apron, pink lace choker, black elbow length velvet gloves, a pink petticoat to poof the skirt out, black satin panties, bra, pantyhose, and black sandals with two-inch heels. Not to toot my own horn, but I thought I looked sexy in it. The day of our meeting, I travelled to the hotel we discussed. I emailed Sir my hotel room and had just enough time to put on my maid uniform, wig and makeup before he knocked on the door. I took a deep breath and one last look in the mirror before opening the door. Sir walked in holding a camera and a shoe box. He was taller than me by a couple of inches and much more muscular. His hair was salt and pepper colored, as was his well-trimmed beard. Once inside the room, he looked me over and smiled that I was dressed exactly as he ordered. After making some small talk, he pulled a pair of black high heels out of the shoe box and told me to put them on. The heels were four inches, which was taller than any other high heels I owned. As Sir ordered, I sat down on a sofa in the room and put the heels on. Once I buckled the ankle straps, Sir told me to walk around the room and model them for him. I stood and wobbled around the room trying to be as feminine as possible while he watched. After a couple minutes, he told me to sit down next to him on the sofa. I must have excited Sir because once I sat down he placed his right hand on my left thigh under my skirt and petticoat. He told me not to be nervous and started rubbing his hand up and down the inside of my thigh. I could hear his breathing speed up as he rubbed further up my thigh. Just as I thought he was going to rub my thigh all the way to my clitty, he abruptly stopped and told me to stand up so he could take some photos of me. I did as he ordered and posed while he snapped photos of me. He told me to lift my skirt up so he could see my hose and panties better. I lifted my skirt and petticoat, and he took a photo of me with my small clitty forming a barely perceptible bulge in my panties and hose, as I nervously looked at the camera. Evidently that aroused Sir because he set the camera down and stepped forward to kiss me. I passively allowed him to thrust his tongue against and around my tongue. I had never been kissed by a man before and he was so forceful and masculine. His hard French kissing made me feel like a woman whose man was lusting after her. I submissively kissed him back. As he kissed me, he became more aggressive. He grabbed my left arm and bent it behind my back. He then pulled me tight against him and kissed me harder. It wasn't long before Sir wanted more than just kissing. He told me to get on my knees and take his jeans off. I submissively knelt before him and unbuttoned his blue jeans. I took Sir's shoes off and pulled his jeans down to his ankles. He stepped out of his jeans only wearing his boxers. His cock was straining against them. I looked up at Sir and he told me to pull his boxers down. I was in a submissive trance at this stage and pulled his boxers down as he ordered. His cock sprang free and was just inches from my face. Sir's cock wasn't especially long, but its girth was thick. It was the perfect cock for a newbie sissy cocksucker. Sir didn't have to say a word to me. I leaned forward and started gently sucking and licking his balls. The website he'd sent me to the day after we first chatted mentioned giving oral attention to a man's balls before sucking his cock. I wasn't going to let my education go to waste! I sucked and licked his balls for a minute or so before licking up to the head of his hard cock. I took his cock into my mouth and twirled my tongue around the head just like the website said to do. I then started pumping my head up and down on his cock using my lips and tongue to make my mouth feel like a tight pussy. I must have learned my lessons well because it wasn't but a few minutes later that I felt Sir tense up. His cock started pulsating in my mouth and he growled lustfully just as he came, "Catherine, you're a natural cocksucker!" I could feel his cum squirt to the back of my throat. I was determined not to waste a drop of it, so I kept swallowing until the cum stopped. I held his cock in my mouth for a few seconds to make sure I swallowed every drop of his cum before pulling my mouth off his cock. The second I took my mouth off his cock though, one last drop of cum formed on the tip. I leaned forward and licked the tip of his cock so that every drop of his precious cum was inside of me. I was now an official sissy cocksucker. Sir told me to go sit on the sofa and wait while he lay down on the bed to recover from his orgasm. I felt so accomplished and warm inside knowing I'd sucked his cock and swallowed every drop of his cum to his satisfaction. I'd performed so well he even needed to take a little rest! I also felt relief that I'd done what Sir wanted me to do so he didn't have any reason to expose me. After Sir got out of bed, I could tell he was ready to leave. He wasn't as nice after he got off as he was before. He even laughed about how I looked so out of place dressed as a French maid while everyone else in the hotel was dressed normally. It didn't bother me, as I knew I'd performed my "job" as a sissy cocksucker well. We chatted online that night, and I learned why Sir was so persistent about meeting soon. A couple of weeks after our meeting, Sir moved to another state on the other side of the country. He chatted with me infrequently after his move and then stopped altogether as he found other closer sissies. I moved on myself and stopped chatting on Campsissy.com (for a few years at least). I was thankful that Sir didn't make any other demands of me and, instead, forgot about me. I'll take being forgotten over being exposed any day. I know it was stupid of me to send my information and sissy pictures to a stranger on the internet. I was lucky that it worked out for me, although I can't help but be fearful that one of these days I'll see my sissy photos online. I'd like to say that I learned my lesson and never allowed myself to be placed in a situation where someone has blackmail information about me, but then I met Mistress Kendra and that's a story for another day.

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Blackmailed sissy whore Part 2 I woke with a start, like someone awakening from a nightmare. 'What time is it? 'No, 'what day is it?' Was I having a nightmare? I raised a hand to my chest, and sure enough, there were the nipple rings in my throbbing nipples. They were harder than they'd ever been. I reached up, and touched each of the six studs that had been pierced into my ears. Nope, that part wasn't a dream or even a nightmare either. The slight burning sensation on the back of my...

4 years ago
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Blackmailed Sissy Whore Part Three

Blackmailed Sissy Whore Part 3 I did manage to get a little sleep. After Tiffany finally zonked out, and the continual grinding on my thigh and the relentless playing with my nipple rings stopped, I couldn't keep my eyes open any longer. Friday night was the last full night's sleep I had gotten since Marcus took over my computer, and my life. I woke up before my alarm went off, which was a good thing. I was tangled up in limbs so securely, it took me several minutes to snake my way...

4 years ago
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My Sea Day on the cruise with Michael

I’ve got so many requests for more stories from my Caribbean cruise with Michael that I figured I’d better get to writing. :)You may remember the first night on our cruise. Me. And 15 black cocks in an hour. If you don’t know the details of the cruise go back and read that story.After our group session Michael took me back to our cabin and made love to me for 2 hours and fed me 3 loads of his beautiful cum.After we were done we were laying in bed and I asked him what the plans were for this...

4 years ago
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Saint Michael

This story is told from the point of view of two people, Michel and Sally. Each section is prefixed by name. It is written for my enjoyment and hopefully yours as well. —– Michael: They call me Saint Michael behind my back, some with reverence, some with disdain and others with suspicion. All have a theory about my past but no-one knows the full story of the betrayal of my oath. —– Sally: It all began when my husband and I decided to build a family. I stopped taking the pill and we...

2 years ago
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gay time with michael

Michael was a close college freind of mine..I never thought much of anything sexual with him..He was pretty attractive..tall lean, and a bit muscular.. He had a well defined Jaw, nice brown hair and pretty green eyes.. he walked down the hallway with me after class.."Hey man, what are you up to this weekend?" "oh not much, nothing planned really" "want to come up north to chill, and smoke some weed" he asked.."definetly" I responded. I had nothing planned, and it sounded great to...

3 years ago
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Michael

I tried to recollect the thoughts that had been racing through my head at that time Michael ' Can you come along Michael,purely a social call, no need to bring anything withyou'. It wasn't a request of course, when you live in the same house as theboss, he calls the shots. Strange though, in the six months I'd been workingfor him he'd never issued a summons like this before, everything had beenvery work orientated. Not that I minded, the pay was very good, plenty oftravel, stay at the...

4 years ago
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Michelle becomes Michael

While this story is completely fictional it is directed at an era when dressing or acting of the opposite sex was considered taboo and thus it forced many people to be closeted. I hope you like this story and all comments good and bad are appreciated. Michelle was by all accounts a tom boy she loved to partake in activities normally associated with being a male . Michelle hated to be dressed in feminine attire and on every Sunday she hated having to wear a dress and fancy shoes as she would be...

4 years ago
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My Chance With Michael

I met Michael after a rough relationship which had ended roughly in forced sex in which I lost my virginity. I'll tell you a bit about myself first, I'm part Native American and part white with dark mahogany hair, I'm about 5'5", with 38D Breast, 32 Waist, and 40 hips. Though not big nor small I call it average in weight. Michael isn't average in the least, he's 6'2" and Navtive american with black hair, dark chocolate eyes, and tanned skin. He was a sweet guy from the start and when things...

Love Stories
4 years ago
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A Proposition For Michael

Did you ever just know when you’re different from other people? I've always known that I liked men. However, I have a little crush on my stepfather. He's always been very supportive in my life. I have always thought that my parents have engaged in swinging adventures. They have wild parties sometimes where lots of things happen. Both seem to like both sexes. Although, they don't talk about these things with me. Whenever they've had parties, I usually will stay with friends. My mother was out of...

Taboo
3 years ago
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TWO BUSINESS PARTNERS FOR MICHAEL

That was before Ada asked me to work for her ‘exclusive agency’. “We have a wide ranging client list, males and females, and lots of constant work,” she told me as she auditioned me. “And we provide for some very kinky people with lots of sexual fetishes.” To my great pleasure I have learnt physically attractive, forty-five year old women can be wonderful sex partners. They have long lost any inhibitions, are sexually experienced, are able articulate what they want and very often have ripe,...

4 years ago
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TWO BUSINESS PARTNERS FOR MICHAEL

That was before Ada asked me to work for her ‘exclusive agency’. “We have a wide ranging client list, males and females, and lots of constant work,” she told me as she auditioned me. “And we provide for some very kinky people with lots of sexual fetishes.” To my great pleasure I have learnt physically attractive, forty-five year old women can be wonderful sex partners. They have long lost any inhibitions, are sexually experienced, are able articulate what they want and very often have ripe,...

2 years ago
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Blackmailed Into HomoHumiliation

When I started with the company Roger was the top salesman, he had the best clients, the best bonus and the best company car. Within three months I had eclipsed him. It stood to reason, I was fifteen years younger than his forty, I was hungrier, I was more ambitious. I was just plain better than he was. He didn't like it and resented me and I knew he plotted to discredit and do me down at every occasion. But that only seemed to affect him and his sales, I just ignored him.Then after six months...

4 years ago
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BLACKMAILED

Blackmailedby FOXI (address withheld)***A young boy catches his mother kissing a man, not his father, and decides to teach her a very hot lesson. (F/mf-teens, ped, reluc, inc, voy, mast, anal)***I'm still in high school but I'm not stupid or totally innocent. I knew that both my mom and dad were having marital troubles. But I didn't realize how bad until one day coming directly home from school, which I rarely did, saw a man, not my dad coming out of my house in a rush, but not before kissing...

4 years ago
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Blackmailed by my realtor

I was already irritated, and having to drive all the way over to the house just to cancel an appointment just made it worse. My wife and I were supposed to be taking a last look at a house we wanted to buy and had an appointment to meet our realtor at the house. We weren't going to buy it after all so I tried calling Sandra to cancel but unfortunately I wasn't able to get hold of her so ended driving out here to let her know. She'd been great throughout the whole process and I felt bad that she...

2 years ago
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Blackmailed Preachers WifeChapter 7

Kyleigh lay on her bed, still in the clothes she had worn the day before. She forced herself to get up and take a long hot bath. The teen laid in the tub of hot soapy water thinking about what she had been forced to do with Alex and Grant. Surely, Elaina would have warned her if she had known about the video. After her bath, she dressed and called Elaina’s cell phone. When she answered, Kyleigh told her friend they needed to talk, but not at her house. She’d meet her at the park down the...

4 years ago
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Helmut and Michael

Helmut was my work colleague, a man in his thirties, light brown hair, blue eyes, with a well-trimmed beard.We immediately got along very well, having the same way of working and, according to our first exchanges, having enough points in common.I had not paid too much attention to his private life, only knowing that from time to time a slightly younger man was waiting for him on the way out of work, accompanied by a Bulldog.A dog that looked ferocious but actually sweet as a sheep, because the...

3 years ago
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First Letters To Gails Husband Michael

Michael,Your wife wanted me to write this letter to you. She will not tell me if it is to punish you or to excite you. She has only said that if I won’t do this for her then she and I can not continue. I believe her. She is a determined woman so I will do what she says to maintain my access to her. So that I can continue to fuck her. Strong words I know, to hear from another man about your wife. But she has demanded them of me. Telling me that I must be brutally candid, as that is the...

2 years ago
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LimitsChapter 19 Senior Michael

"Michael, we need to talk," Joanna said as she licked my morning load off of her luscious lips. "Ooh ... okay," I said, getting my breath. Mom never failed to make my morning orgasm memorable. "What's on your mind?" "It's about you ... and your women," she said rising off the mattress to reveal her glorious new twin towers. "You're a man now, in every way, and you need to start accepting some more responsibility towards your actions." "Is this going to be another plea to be...

2 years ago
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Blackmailed Couple Ch 1012

Chapter Ten:No more blackmail – ultimatum completed.Thursday night was here too quickly. Anna had spent every day and every night thinking about her situation. For a while, she tried to take the approach that she was finally free; that the risk, the possibility of losing everything was now finally gone. But even as she thought that, she knew that she was missing the control. She knew this was going to haunt her. But how to comply; my god, how could she be expected to expose her infidelity to...

4 years ago
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Blackmailed Couple Ch 0406

Chapter Four:Learning to obey – the show of enjoying.Three days later, Anna received another envelope via courier. It was Thursday morning, and she had just settled into the normal routine of the morning. Normal, considering the turmoil that she'd been going through. Monday, after Mark had dropped her back off at work, she'd been very aware of her violation. She'd pulled way back from me that night, telling me that she'd had a bad day and was in a bad mood. She spent the night doing some...

3 years ago
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Blackmailed Crossdresser part II

A few weeks after that first incident with Stefan where he had blackmailed me into having sex with him, I got a text message off him. I was a bit surprised, as we had managed to ignore each other in work. I was growing optimistic that this incident was behind me. Even though it was left me feeling violated and with lots of confused feelings about myself.I was shocked to open the message on my phone and seen two pictures of him fucking me in the hotel! I was on all fours on he bed, in bustier,...

2 years ago
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Blackmailed by Grandfather

Blackmailed by Grandfather By billy69boyDuring the summer, when we were young, our grandmother used to invite her many grandci1dren to stay over for a few nights. She would host two of us at a time. Her five grown chi1dren were all married and had several chi1dren of their own, so there were plenty of us to go around.One summer, I was paired up with my cousin Cindy, who was a couple years younger than me. Cindy was a pretty little thing, blonde hair and blue eyes that always seemed to be...

3 years ago
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Blackmailed And Forced Sex

Hi everyone,me (ram) a naughty and good boy.An average body with a long and thicker dick (7 inch and 1.8inch).Coming to the story I got several mails from the readers of my before story which I was published.Some mail were fake and some were real .I got a mail from a name called divya. I was impressed about her comment about the previous story and started to chat very decently about her details and mine .After few days we become close started to sex chat …During one of the chat session I asked...

1 year ago
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Blackmailed a young waitress in trouble

It was the come in mouth fantasy that gave me the most pleasure.   Celine’s silky golden hair made by belly tingle at the same time as her pink tongue played sexy games with the tip of my cock, circling one way then the other, flicking on the ridge and just under. One delicate little hand holding my shaft firmly, and my balls ready to burst, gently cupped and fondled in the other.   My wife Mildred was tossing. But I was too deeply into Celine to be disturbed. I squeezed...

Love Stories
3 years ago
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Blackmailed my neighbor girl

Blackmailed my neighbor girlIt was around 2 pm on Saturday afternoon, the door bell rang as I expected. I was waiting for this moment from past 2 days and I had sent my wife to her parent’s house anticipating the arrival of my special guest. I opened the door and was not surprised to see Alia standing near my door. She was looking very upset as I had anticipated; she quickly came inside and closed the door herself. Alia’s eyes were red and she looked like she was out of breath. Alia was wearing...

4 years ago
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Whatever Happen to Tommy Michaels

It was a foul-mouthed, drug addicted nightclub comic who said it best. He was the one who summed up the comedic career of Tommy Michaels whose career in show business effectively came to an end on a Friday in November in Dallas, Texas. The dirty-mouthed comic walked on stage two weeks after that horrific day in ’63 and when he did it was the first time he had appeared before a nightclub crowd since that tragic event. Since the innocence of America was taken away by an assassin’s bullet. The...

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