Tag: Blackmail Phone Sex

Finishing School

Shemale Phone SexI just enrolled in Finishing School again. Thinking about the last time I did this and the sexy instructor that found me out, blackmailing me for sexual favors to keep my secret had my dick hard and my hands shaking as I filled out the application and paid my fees. I will never forget how exciting it was to go to all the classes, learning how a proper lady acts, sits, and even speaks. I never felt so pretty and feminine in all my life. No one knew that I wasn’t exactly like them. And then came the time for graduation and the big coming out ball. We were all paired with and instructor who would help us pick the perfect ball gown with all the accessories. Our instructor would handle everything including our hair and makeup. It was our chance to have a total make over and be pampered before our big night. It was time for my fitting and my instructor was in the dressing room with me. The gown she picked for me was exquisite and just looking at it and imagining how it would feel on me had me so excited that my dick would not stay tucked between my legs like it should. As soon as she saw it her jaw hit the floor. I was devastated thinking that there would be no ball for me. But to my surprise, without a word, she dropped to the floor and took my massive member in her mouth eagerly sucking it until I exploded a full load of golden sperm in her mouth. She blackmailed me with sex right up to and including the night of the ball. In fact she called me for several months after the class was over wanting to see me. Leaving the building and remembering my first experience I wondered what this time would hold and I couldn’t wait to find out!

Traffic Court

hot phone sex shannonIt’s been a long fucking winter. Now that we are finally getting some sunshine and warmer weather, my head has just been in the clouds. I was driving my car with the music turned up loud, when I suddenly realized the traffic light in front of me changed to red.  It was too late and I floored my car through the intersection. I made it fine but the oncoming car swerved and hit another. I pulled over so I could make sure the drivers were okay. Good thing I wore my super mini skirt and low cut blouse – I was going to need their help today. I sauntered over in my sexiest walk and was all apologies. Both drivers were men and they give me more than a few up and down glances. Mike was a friendly shy boy, who blushed when I looked him in the eyes.  David was an uptight business manager and even though there was barely a scratch on his vehicle, he was threatening to call the police. I could not let that happen.
I pouted my pretty face and asked if there was anything I could do to convince him not to call the police. Mike said he was fine and did not want to press charges. David was adamant that further action be taken.  I pleaded with Mike to please help me get David to change his mind. I promised him he could have anything he wanted from me in return. His eyes twinkled and I could see the bulge in his jeans growing.
Mike took David aside but I could not hear their conversation. All I know is that David stomped off and drove away.  I looked at Mike and he was smiling ear to ear. He bent down and told me to follow him to his place and he would explain everything.  I happily followed Mike for the short drive to his house. I was curious to hear how he got David to change his mind. I walked in behind Mike and he quickly shut the door. He was a very tall man.  About 6’6 and 220 pounds with hazel eyes and brown hair. He bent over and looked at me with very serious eyes. “Do you realize you could have killed someone tonight?”  My eyes started to well up with tears. I said I was sorry and that it would not happen again. He gruffly pulled me by the arm and tossed me onto the couch.
Mike sat down next to me and told me I was going to have to make it up to him as I promised. I looked up at him and heard him unzip his pants. My eyes looked down and saw his giant cock standing at attention. I got on my knees in front of him and freed his cock from out of his pants. I looked up at Mike and stared into his eyes.  I opened my mouth and kissed the head of his penis. I slowly began to lick the underside of his shaft.  I could feel him grow harder as I made my way to the base of his cock.  I cupped my hands around his balls and then gently gave them a squeeze. I lifted my head and opened wide to take his throbbing member into my velvety soft throat. I bobbed up and down on his manhood sucking and licking as hard as I could. Mike’s breathing was becoming ragged and I knew he was close. He shot his hot load deep in my throat and I sucked down every last drop.
After Mike regained his composure, I asked if we were all good. He smiled and said that I had learned a valuable lesson today. Puzzled, I gave him a questioning look. He laughed and pulled out his badge and flashed it in front of me. Turns out Mike was an off duty officer and had told Dan that he would prosecute me to the fullest. I guess in his own way he did.  We exchanged numbers and have kept in touch. A girl never knows when she might need a get out of jail free card

Blackmail Phone Sex with Demi

Stocking Fetish Phone Sex

I saw your ad on that fetish website, about how vanilla and lame your wife is . You wrote all about your fetishes; stockings and diapers and all sorts of other kinky things. I contacted you and you eagerly called. You wanted to get on the webcam, and I did, gladly. This made my blackmail phone sex plan much, much simpler. After collecting your info I stripped down to my stockings and bra. I turned on my cam, yours which was pointed at your rock hard cock. I told you to show me your face, which you did. I turned on my recorder and showed you with my tongue exactly how I would suck your cock. I stood up, turned around, bent over and showed you my tight little asshole. I told you to take your wife’s dildo and shove it up your ass, and you did without hesitation. You came hard and fast; the biggest load you’d ever shot, you claimed. I laughed. “I need you, Demi” you whined. “I’ll leave my wife. I need to feel your pussy” You’d been bitching about her during our whole conversation. I saw the fear in your eyes, though; I’ve heard the story before. You kept looking at the bedroom door, your wife had her grip so hard on your balls that you were terrified to get caught. “You’ve already paid $60 for a 30 minute cam call” You nodded, not comprehending yet. “I’ve recorded our whole conversation. You will pay me $140 more dollars or I will send this video to your house” Your jaw dropped at the thought and I laughed. I’m your dirty blackmail mistress phone whore. And you’d better do everything I say. Or you will pay, in more ways than one.

Blackmail Phone Sex

Let’s Have an Adult Phone Chat about Incest!

adult phone chat anal mommyMy son’s school teacher called me last night to tell me we needed to have an adult phone chat about my boy’s behavior. I guess the cat is out of the bag. My son has been drawing sexy pictures of me in class and masturbating in the locker room instead of focusing on his school work. I was informed my son was being referred to the school social worker because of his deviant behavior.  Excuse me? There is nothing deviant about a young stud who is hot for his mommy. And jacking off is healthy and normal. It should be encouraged not demonized. Think how productive school boys and girls would be if they could rub one out when they needed to? It helps us all focus. I mean, when you got an itch, you have to scratch it or you can’t focus on anything else. I raised my boy to pleasure himself whenever the urge arises. Just like I do.

This morning, I marched my hot ass down to his school and had a private meeting with his teacher. I had to prevent my son from talking to a social worker. He might fully admit that we have been fucking for some time now because he is proud of our incestuous relationship. He has a MILF for a mom and he likes to brag about “tapping my ass.” My mother bear instinct kicked in. I want to protect my son, protect our relationship, so I seduced the teacher. Few married men can resist a foxy redhead who loves it up the ass. After I let him fuck my ass for a good hour and fill it up with cum, I told him if he ever sends my son to the social worker, or even tries to demonize him for his natural biological urges, I would have a little adult phone chat with his wife to play her the tape of him fucking a student’s mother up the ass. Most wives, and principles for that matter, frown upon such behavior.

adult phone chat incest mommyWhen  it comes to my offspring, I will do anything to protect them. Instead of making my boy feel bad about his feelings for his mother, his teacher should be encouraging his art work. My son is talented. In more ways than one of course. I think it is natural for mothers and sons to fuck. It is society that should be demonized for repressing the natural attraction that parents have for their offspring. My son is a better lover and more of a man than his teacher will ever be.  Never underestimate the lengths a momma will go to keep fucking her son! Give me a call, and we can have our own adult phone chat about incest.

Caught red-handed..

Its close to my guys birthday, I am broke and I don’t really have any money to spare.. but I saw that the apartment next to me has some boxes in there and the door has been open for a while. I poked my head in and saw this huge tv with the brand new xbox and a shit ton of games all set up. Right then and there I knew my guy would love it. I stood around for a few minutes making sure the coast was clear.

I sneaked in and started unhooking everything. As I was about to stand up, I heard someone clear their throat. I stood there, caught red-handed and frozen in fear. I slowly turned around to see my new neighbor. He was standing in the door way with a pizza and beer. Fuck was he hot. I could see the sweat dripping down his chest. His grey shirt showed every muscle he had.

hot phonesex

He was angry, “What the fuck are you doing?” I couldn’t come up with anything but “Please don’t tell my boyfriend he is a cop and he will be so pissed.” He looked me up and down and said that he could forgive me if I did exactly what he said when he said it and he would think about not telling my boyfriend.

I agreed, and the first thing he had me do was get naked. I stripped down to nothing and that is when he walked up to me and started rubbing my naked body. He pinched my nipples, smacked my pussy, pulled my hair and kissed me hard. I felt wrong but I was so excited to be his sex whore. I would do anything so my boyfriend wouldn’t find out. He pushed me down on my knees and unzipped his pants. He pulled out his throbbing cock and smacked me in the face with it a few times.

Then he told me to open my mouth, I didn’t do as I was told so he squeezed my nose closed until I couldn’t breath and opened my mouth for air and was then choked by his fat cock in my mouth. He fucked my throat until I was puking all over his cock. He finally came and shot his load all over my face. He was rubbing my hair as I went to wipe off his cum and my vomit. He smacked me, told me I had to walk to my apartment naked and covered in his cum like the dirty whore that I am. I did as I was told..

I will own your whole pathetic life!

blackmail phone sexI am not an easy woman to worship but I am well worth the effort. Believe me, you will treasure every moment spent with me, even the painful ones. I can’t wait to make you tell me everything about yourself, even those private thoughts you’ve been keeping secret for years. I will unearth every single skeleton in your closet and once I do pet, your life will be forever changed. I will own you completely then, you will have to do whatever I ask you to do. Unless of course, you want me to expose all of your dirty little secrets. You will be putty in my hands because you know you will lose it all if you are outed. Even though we both know that being outed is exactly what you want most! Are you ready to give up control and belong to a woman like me?

Trapped Sissy Fantasies

Do you fantasize about dressing up in women’s clothing?  Good! I can turn you into a sissy faggot unlike no other.  I love beautifying and turning strong manly men into a fucking sissy. I cant wait until I make you  into a slutty bitch.  After I’ve incest sex2dressed you for the part I take you to a hotel room and let the fun begin.  I have just the right situation for you.  Those two men down the hall they are just itching to fuck a sissy faggot  like you. They paid me well  just to let them stick a cock in you. They are going to want some nasty sex and won’t take no for an answer.  I sit back and wait for the fun to begin.  I get off  watching  you suck your own ass juices off their dicks. They plunge in and they stretch out your tiny little hole.  Don’t you worry your pretty little heart.   I’ll take good pictures for a reminder or for future blackmail when you don’t follow my directions.  I love taking control of every situation and this is no exception.  When these men are done I will find a few more to make you a complete making sissy for the night.  I suggest you hurry along and get dressed for your big event as time is short there are horny men outside.  Comb your hair, freshen up your make up, put on some bright red lip stick check your hose for runs and please don’t forget to grab the lube.

Finally the door opens and the fantasies begin. incest sex1

 

I Couldn’t Believe It

I did it again, spent all my money partying the other night. I called every dick in town that usually pays for pussy or head to make some money and every one is tapped the fuck out. I even called a gay chick I know that will pay me to knock the bottom out of that ass with my big black strap on. So I broke down and looked in the paper to see if I could get a quick gig somewhere and make some cash. I found an ad for someone that wanted help cleaning before the holidays. I set up the interview and headed over for the job. The chick was a homely as hell woman but she had a nice house so I knew she had money. The first thing she wanted me to do was to clean the guest bed room. She gave me the cleaning supplies and sent me on my way. I was deep into cleaning with my head phones on when I felt someone behind me. When I turned around and saw him the old feelings came rushing back and my pussy was instantly wet. It was my old flame and he still looked hot as fucking hell. It seems he has done pretty damned good for himself other then the homely chick he married. He grabbed my ass and started kissing me hard and I could feel his cock growing against my stomach. I knew what was coming the sex would be hot and heavy, he would spank my ass and make me squirt all over his cock. Nether of us cared that she was home and could walk in at any minute, all we cared about was the raw fucking that we both loved! He didn’t even notice the cell phone recording on the dresser. I will be using that later for a good fuck and money!

Two Cocks are Better than One: Tranny Phone Sex with Carla and Diamond

I remember the first time I met Diamond.  It was at her holiday office party a few years ago. I was her asshole boss’s date. He was a total prick to his employees, this I knew, but he had a big wallet and spoiled me with designer shoes, jewelry, spa days and trips. He knew I was a special girl, but no one else did. I was his dirty little secret. He considered himself a straight man with a reputation to uphold that would have been tarnished if it was discovered he loved having a 10 inch cock up his ass.

Well at this party, I saw Diamond and I just knew she was special like me. Pretty thing. In fact some folks at the party thought we were sisters. I was flattered. I wondered if he knew she was packing meat in her panties too.  I followed Diamond into the ladies room and told her I knew her secret. She asked how I could I know, and I whipped my cock out. Her eyes got big. I was the first special girl she had ever met. We got to talking. Turns out my date, her boss, found out her secret and fired her earlier that day. He told her she could come to the party if she said nothing to anyone. Essentially he was going to give her a severance package to just go away quietly.

Well seeing how I had been fucking his ass and sucking his cock for months now, I found his decision just a tad hypercritical. I told Diamond I was going to get her job back for her.  We walked back out together holding hands and watched him squirm. I whispered in his ear, “Hypocrite. Hire her back, give her a raise, or everyone will know you are a fudge packer.” He looked mortified. I texted him a few pics of us. One of me fisting his ass, another of him sucking my cock with cum all over his face, so he knew I had evidence against him. Some may call it blackmail, I prefer to think of it as social justice. I am proud to be a chick with a dick. No amount of pampering would let me ignore his hypocrisy.  I hate a closet fag.

I never saw him again after that, but Diamond is one of my best friends now. We have gotten into all sorts of mischief together, including blackmailing other closet fags. In fact, she the best kind of friend. We can shop together, pick up men together and fuck each other. Last week we threw our own holiday party to celebrate our 3 year anniversary. We got to drinking, then making out, then we both had hard cocks to contend with! I had mistletoe hanging from my throbbing rod, and of course Diamond kissed my balls and my cock. Her presence gets me hard. Next thing you know I am riding her pretty cock and she is cumming all over my tits. 

Now Diamond and I fuck each other all the time. How can we not, look at us? But, we love sharing cock together too. Especially unsuspecting cock. You know two cocks are always better than one. Don’t worry, your dirty little secret will be safe with us, well maybe!

Trick -r- Treat

 

I love Halloween!!

I am always excited for the young dad’s or young teen boys to come to my house.

I always get them to come into my house for one reason or another. 

I ask them if they want a trick, or treat…

My treats are the best.. 

They get blow jobs, butt sex, they can pound my pussy or fuck my titts. 

Most of them go for the treat.

Some how ever go for the trick. 

I sit them in a chair and blind fold them.. 

I put on my strap-on and make them suck my cock. 

Or I tie them to the couch and fuck their ass. 

A few men LOVE my tricks but there are the ones who where dumb enough to as for it.

Those men hate it, and often say they will call the cops..

I giggle and show them the video cameras I have set up. 

If you tell on me I’ll tell on you. 

The ones who love my tricks how ever always get a treat after words. 

What ever I do to them they do to me 🙂

Happy Trick-r-Treating!!