Category: Blackmail Phone Sex

It Was To Easy

Do I look like the kind of girl that would do manual labor? Really? What I am good at is being the best little fucking machine you have ever seen. Using my creamy cum dumpster pussy to get what I want is something I have perfected. So when I went looking for a job I paid close attention to the management. I knew as soon as I saw him that not only would he give me a job, but he would give me a paycheck every week and I wouldn’t lift a finger to do any real work. What I would do is fuck him, once. That is all it would take.
We did the interview. I said all the right things and got the job. While he was showing me around I saw the perfect spot.
That first day was a pain in the ass. But I got through it offering to stay after work to help him. When he agreed I knew this was the one and only day I would do a damned thing in this hell hole.
After everyone was gone I set my cell phone up in that perfect spot and set it to record. Leading him back there I began to seduce him. I fucked his poor little balls off and he didn’t have a clue.
The next day I showed up for work and didn’t do a damned thing. The assistant was there and was mad as hell.
When he got there the assistant took him to the office and was ranting about my lack of work.
Calling me in his office he started to tell me how he would have to fire me if I didn’t get with the program. But it all changed when I showed him the video.
Everything went according to plan. I get my pay, hell I don’t even show up at the store. Blackmail is a wonderful thing. And so is being a cum slut.

No More Panties :(

I did it, I wore the butt plug all day at school. I’ll do whatever Mr. Thompson asks me to, I can’t fail this class! I think I may have even liked it a little and Mr. Thompson was certainly very pleased with me, just still not enough to give me the passing grade that I craved. I know this because he slipped a note into my locker asking me to stay after school again!
This time he told me I’m not allowed to wear panties to school anymore even if I’m wearing a short skirt or dress. He said he would check everyday and if I didn’t follow this new rule I would fail the class instantly without a second chance. I did beg him to reconsider because if anyone saw that I wasn’t wearing panties I’d be humiliated and probably teased. He said he didn’t care and bent over his desk. He pulled my dress up, peeled my panties off, and jammed them in my mouth. He didn’t want me to make a sound while he was punishing me.
He spanked me 10 times with his bare hands and then another ten with his ruler for questioning him. I whimpered and whined with each strike, but they were ignored. I don’t think I’ll be questioning him again, it was difficult to sit when I got home.

Caught Red Handed

     Something scary happened to me yesterday.

     I was at Kohl’s, looking around, and I accidentally took a bracelet off the sales rack by the entrance and slipped it on my wrist. I mean, look–I know it was wrong, but the bracelet was so pretty, and I just didn’t have the money to buy it. My mom is sorta in a tight spot right now, and I really wanted that accessory…

     Keeping my head down, I made my way toward the exit and tried to shake the feeling of a million eyes watching my every move. It felt like an eternity of bunched nerves and swirling anxiety before I finally made it past the weird oblong white gates in front of the department store doors. I always wondered what those things were…

     Suddenly, a piercingly shrill ringing noise bit through to my eardrums. It sounded a lot like the beeping thing that happens in my house when I accidentally open a window in the middle of the night.

     I couldn’t tell what that weird noise was…but it was so loud…I kept walking, slowly and kinda watchful-like, peeking over my shoulder just as I was about to reach the door…and someone grabbed me. “What’s that on your arm?” the stern voice demanded. I squeaked. “I, um, well, it’s uh…” My stuttered attempt at an explanation came out rushed and pathetic sounding, even to my own ears. The man was unmoved. His eyes slanted with punishing fervor.

 

    He didn’t seem to believe me when I told him that the bracelet was mine from home. Actually, I thought he might suddenly shake me very hard and then take a bite out of my neck. He looked angry enough to do it.

     “Come with me,” he ordered, and then starting pulling me away from the exit and toward a door marked ‘Private’ on the side of the store. At first, my reaction was to fight like a wildcat and hiss, trying to pull away. But he shot me a very mean, dangerous look and I quickly settled down and follow him–though my fears were not abated.

     He shoved me into his office room and told me to sit down in the chair. His no-nonsense voice was very intimidating, and I did as I was told. “What street do you live on?” he shot out, his questions sounding much more like harsh demands with no room for an argument.

     “I, um, I didn’t do anything wrong,” I said nervously.

     The man’s eyes slanted again. “You lying little bitch.”

     He sounded so mean…I started sniffling. I really wished my Mommy was there.

     “You’re a thief!” he continued. “You sneaky little whore. I am calling your parents and then the police. Do you understand what’s going to happen to you now? You’re in BIG trouble, little girl.”

     I started protesting rapidly, coming up with any excuse necessary to convince him not to tell on me. “Please, please, please,” I begged, “I’m sorry! I’ll give the bracelet back! I didn’t mean to do it!”

     My words weren’t enough for him.

     “Take off your blouse,” he told me.

     Huh? I thought.

     He seemed to detect my uncertainty and gave me a glance-over, his eyes boring into every part of me. I shivered and drew back, crossing my arms over my chest protectively.

     His voice rang out again, at full-volume and sounding completely unabashed. “I’m going to need to do a full body cavity search. You know what that is?”

     I shook my head no.

     He nodded, as though he knew I was just a ‘sneaky little whore’ who couldn’t possibly know anything. I sniffled in response. “It’s where you take off your clothes and I stick my fingers into your orifices to make sure you’re not hiding anything else up there.” He glared at me.

     “But, but!” I protested. “I promise, I only took the bracelet!”

     The security guard was not wanting to listen to my excuses. He grabbed me by my shoulders and brought his face close to mine. His fingers bit harshly into my skin, and I whimpered in pain, trying to pull back. He stayed firm and stared right into my eyes.

     “Look you little bitch–I’m going to need to search you. You’re a criminal. If you didn’t want this problem, you shouldn’t have stolen from my store. Now do I need to make some phone calls here?”

     I shook my head frantically and my hands reached up to unbutton my blouse, shaking all the way. When my soft, tender flesh was exposed to his sight, he grabbed at my bra and ripped it off me, ignoring my feeble, pained mews in unease and fear.

     He licked his lips as his rough hands grabbed my budding breasts.

     “You in puberty? Developin’?” He asked. With his New York accent, it sounded like he was leaving off the ‘g.’

     I nodded meekly.

     “Take off your panties,” he bit out.

     “What?!” I squealed. “Please, no!”

     The security guard shook his head gruffly and grunted; I yielded to his threatening expression. Resigned and defeated, I slipped out of the rest of my clothes and stood there naked in front of him.

     He wasted no time. He pawed at me and bent me over the chair. It was awful and so invasive and degrading. I was embarrassed, ashamed, and horribly distressed. He stuck a finger in my asshole and searched for jewelry. Then he did the same to my little cunny hole. Finally, after what felt like hours of his fingers pushing upward into my holes, he drew his hand back and straightened up again.

     I thought the worst was over, but then he took out his baton. He got it out of his pants, and then told me to put it in my mouth. I did as I was told. “How does it taste?” he asked me sleazily. I kept crying as he shoved it deeper into my throat hole.

     “It’s warm and long and hard,” I answered. “It’s sort of salty.” Suddenly, I flinched. “I think it just moved in my mouth!” I informed him in shock. He just rolled his eyes and slapped me in the face. My jaw throbbed painfully, and I cast my eyes downward.

     Next, he tied my wrists and ankles down to the chair in front of him. He thrust his fingers up into my holes and told me to keep sucking his baton. I listened to what he told me to do.

     Then…it was over. He gave me harsh warning never to steal anything from his store again, and told me to put my clothes back on and leave.

     Just as I was making a run for the door, elated and joyous out of my mind for having avoided a confrontational scenario involving my parents and the police, he stopped me in my tracks.

     “And I hope you don’t think this is over,” his voice slithered lowly. “I expect you back here tomorrow. We’re going to see how far I can fit my baton into your little baby asshole.”

     I sniffled tearfully and nodded in obedience.

     “Good,” he said. “Now get the FUCK out of my sight.”

Blackmail Phone Sex: Masquerade

The boss had rented a nice large house for us to throw a masquerade party.  I was really angry at him because he hadn’t given me the raise that he promised; however, I couldn’t pass up free drinks and a party.  I dressed as a cat, my outfit entirely black and gold.  My black hair blended in perfectly and I was proud of how I looked.  When, I arrived, I saw someone else with my same outfit; I asked a friend who it was.  She told me that it was Lisa, the chick my boss was fucking (even though he was married).  Instantly, my mind began to run in a wicked vein; and, I shared my plan with my friend.  Maybe it was the liquor, anger at not getting a raise, or thrill of it all; but, we decided to go for it.

While my friend led Lisa away, I took the tramp’s place.  I tried to deepen my voice like the tramp’s; and, the boss was so drunk that he really didn’t notice any difference.  It was so easy!  I kept flirting with him openly; and the more that I did, the more he drank and continued flirting back.  Finally, he said what I had been waiting for: “Let’s go to one of the bedrooms and do that thing you know that I love.”  I nodded.  The idea of having sex with my boss was not appealing; however, I knew that I wanted to have some leverage over him…and I desperately wanted that big raise.

When we got to the room, he hurriedly took off his clothes.  I was confused because he wasn’t groping me or trying to kiss me; in fact, he lay down in the bathtub, where I followed him.  I flipped the camera on my phone to take video and sat it on the counter in the bathroom.  “Okay, honey, I’m ready!” he announced.  “Oh, don’t be shy now; you know you love it, too!” he said when I hesitated.  I stood there, unsure of what to do until he said something that I didn’t expect: “Come on, Lisa, give me that golden piss of yours!”  He opened his mouth and waited.  I stripped down the bottom part of my costume and pressed my pelvic bone upwards.  After all of the drinks that I had enjoyed, I knew there was plenty of his “golden piss.”  I thought about all of the things that I was going to do with the money I got from my raise as I showered him in all of my piss!

His Maid..

My new job has it’s perks but it also has a down side. 

I thought I was alone when I was going through the Mrs, X’s drawers and trying on her clothes. 

Her husband came home and found me. He said he wouldn’t tell his wife as long as I did what he said. 

He had pictures of me. I was caught red handed, I’m a greedy girl so I didn’t want to lose this job. I made a lot of money.

He wanted me to start wearing a maids outfit to work. He said he would come home from work for lunch. He wanted his lunch ready every day at 12:30, and me to great him at the door in my naughty maids uniform. 

 

Today is the first day I have to do this. 

Its 12:25, Lunch is ready and I am waiting for him. 

I’m worried his wife will come home, but maybe she is into playing around herself.. No she is a bitch. 

No wonder why Mr, X is using me. He probably hasn’t gotten any in years.

When I hear a car pull up I run to the door. 

He has a very big grin when I open the door.

He leans in to kiss me on the cheek.

I lead him to his lunch, take off his jacket and pull out the chair for him.

He laughs and shakes his head. He pulls me around the chair and he starts showing me dirt on the counters.

While he is doing that he has his hands firmly planted on my voluptuous ass. 

He leans me down to get a closer look at the dirt, when he does He pushes my thong to the side and starts rubbing my pussy. 

 

With his other hand he pulls out a envelope and sets it on the counter.

I have changed your pay. If you can make me cum, you can keep this and get even more. 

A girl had to do what a girl has to do. Why not make a lot of money doing it??

 

Small Dick Humiliation Phone Sex with Brooklyn

Often times in life we have to do things we don’t like. Well, I don’t like little dicks. But, I do like my husband. I mean I don’t like his pecker but I love his wallet. I need to sometimes do things for him to keep him happy. A happy hubby equals a happy Brooklyn.  We were talking about this asshole guy, Joe, at the Porsche dealer in town who will not agree to the price my husband wants for one. I thought, hmmm, perfect chance to impress him. I knew I could talk to this car salesman and get him to agree to the price the hubby is willing to pay. I told him I would take care of it tomorrow. He actually doubted me. Thought I was outta my league and there is no way this shyster would go down on the price. Well this guy has never met me. Joe was about to meet his match.

I walked right into that dealership in the hottest outfit I could find and asked to talk to the man in control.  Joe was a big Guido type of guy;  thinks he could sell ice to an Eskimo. I told him my hubby was in yesterday and wanted to purchase a 911 Turbo and that the price was just not right. When he tried to bullshit me with cant go any lower, it’s a steal at that price bull shit, I asked to go in his office. I was about to fuck a greasy fat car salesman to impress my hubby.  I started taking my clothes off  and told him, fuck my husband, I wanted him. I was so impressed with his unwavering on the car price I had to have him. He fell for that bullshit too. Delusional poor thing.  Well when he took his pants off, he had a ridiculously small dick; smaller than my husband. No wonder they both like Porsche cars! Well I fucked that dude silly. Even let him fuck my ass and cum on my face with his pinky dick. It just about killed me.  He couldn’t even lick a pussy properly. I should have won an Oscar for my fucking performance. I was screaming like a porn star with a monster cock up her ass. When it was finally over, I told him my husband would be in tomorrow and he would give him the price he offered for the car. And that if he didn’t, not only would his wife get the video footage from my phone of us fucking, but I’d make it viral so everyone knew what a little worthless clit stick he was sporting. Funny, he dropped the price even further!

I went home, showed my hubby the agreement for the new price I had secured for his mid life crisis toy and he was beyond impressed. He couldn’t believe that not only did I get him the Porsche, but I got it for even less than he was willing to pay. He asked me how I did it and I just said, “Honey, don’t ever  underestimate the power of persuasion with a beautiful woman.” He didn’t have to know I deviled my body with a small weenie just so he could have his dream car. But right now, I can have whatever and whomever I want because I am his idol; I did what he couldn’t do. Men and their silly sports cars. My husband might as well scream to the world, “Hey, I got money, but I also got a small dick.” But the sweet thing is, those guys with big dicks know a car like this one is overcompensation for a small dick, which means they know I need what they got.  It sometimes pays to impress your hubby….

Smoking Fetish Phone Sex with Carla: Sexy Smoke Rings

I hit on this dude in a biker bar last week. He caught my fancy because he could blow skull shaped puffs of cigarette  smoke. I love to smoke, but I can only blow cute sexy boring smoke rings. I asked him nicely how he did that. I was looking wicked hot that night. But he blew me off. Me? That was unacceptable. You do not reject a fine piece of ass like me.  When he went to the bathroom, I slipped a roofie in his beer. It hit quick too. I took him back to my loft; tied him up, and waited until he woke up.  I demanded he show me how to make sexy shapes  with cigarette smoke. Well, he was much more agreeable this time. Of course, he woke up with my cock in his mouth, tied up and a video camera in the corner filming him. I told him if he did not show me, he was going to be blackmailed into doing it. Of course he didn’t want his precious wife to know he was in a gay biker bar picking up cock or that he got it in the ass all night. So I had a little fun with his tight ass while he was all drugged up. Sue me.

He promised he would be a good boy, and show me how to make my smoking even hotter and even apologized for being a dick at the bar. After a few hours, I was making skull smoke rings and sucking his dick while puffing on a cig. I know I shouldn’t smoke, but damn it is so sexy and hot. Don’t tell me you don’t get wood in your pants when you see a tall goddess blowing smoke and looking all cool and aloof. You know you think, “I wonder what else she can blow that well?”

 

Nobody’s Angel

Always looking to have fun, my boss told us that we were going to decorate for Christmas in July; what I did not know, though, was he planned for us the part, too. I was a harness that slid over my head; wings were strapped to the back and feathers dangled on top of my nipples. Another girl was given one that had devil horns. We laughed at the irony, since I was certainly more devilish of the two. The boss carried around a large staff, always joking about the length of his “stick.” Some of the waitresses were in slutty Mary costumes; and, we had girls dressed like sheep on their knees at the entrance. One customer was paying me a lot of attention…and cash; during my break, someone told me that he was the minister of the church down the street. I laughed and instantly got one of my naughty ideas. When I returned, he smiled, visibly happy that I was back. I asked if he wanted a free lap dance since he’d been such a good customer, and he didn’t hesitate. I pressed my tits to his crotch, and then my knee while I breathed hard against his neck. “Yes, you are a little angel that’s sent from Heaven, aren’t you?” he said. All the while, my friend was snapping pictures of us. I sent a copy of them to his church email and instantly received a response; he had decided to pay the few thousand dollars for me to keep my mouth shut. The next day, the money arrived in a blank envelop and I got some of the best blow on the street! Now, that’s a good day’s worth of work!

Smokin’ Hot

I’ve been coveting my boss’s car and decided that I wanted one just like it; but, it would be a few days before I could get a down-payment together. Luckily a group of businessmen came to the strip club and wanted to party. They had a lot of rock, and I decided to lift it; at first, I was going to smoke it, but I decided on a better idea. I was going to use it to help me get my new car.
The car place across from my apartment is run by a sleazy scoundrel; and, I convinced the boss’s girlfriend to go with me to help shop, which she loves to do. At the dealership, I shut the door when it was time to discuss finances; and, I said, “Well, maybe we can work out a deal.” He smiled and rubbed his round belly while looking back and forth between me and the boss’s girlfriend. I pulled out some rock and we smoked it; I cranked up some music and we began giving him lap dances. I grabbed my digital camera and the duo started making out for me. I urged them on; and they played it up, him flicking his tongue around her nipples. She wrapped her chain, a necklace with my boss’s name, around his cock and began sucking it. She pushed her tits together and he stood over her as she lay on top of the desk. He shot his wad all over her blouse and fake tits.
While she was cleaning up, we returned to finances. But, this time, I had the pictures as a bargaining chip; I told him that the chick he had just fucked was the owner of the strip club across the street. His eyes got big because he knew that my boss was prone to violence when it came to any of his property, including his girlfriends. So, I traded the pictures for a car; and, off we went. The boss’s girlfriend was ready to shop for some clothes now. She and I have at least one thing in common: we like to spend money that isn’t our own. And, we did; in fact, we racked up a few thousand dollars at the mall. And, I still had some rock leftover!

Blackmail Phone Sex with Sheila: Show Me Your Pecker

So my youngest stepson has been down lately because some muscle bound jock is harassing him at school.  I do hate to see him upset. It affects me too. He doesn’t want to fuck when something is on his mind. For months now, this jock has been teasing him, humiliating him in front of cute coeds and preventing him from joining his fraternity. I decided to take matters into my own hands. I need my stepson’s hard beautiful cock in my cunt and ass again. I got him to give me the name of this stupid ass bully and I arranged a chance meeting. He is a college boy and I am a hot MILF. Should be easy to get his attention. I put on a tight black mini dress that hugs my curves, and slipped on my highest heels. I drove to campus, waited in my car outside the frat house until I saw him coming back from class. I had taken the radiator cap off knowing that would prevent my car from starting and when he walked by, I jumped outta my car and played the damsel in distress. Of course he was falling all over himself to help me. I wrote my number on his hand gave him a kiss and said text me, soon.

It didn’t take long to get a “hey sexy” text. He was predictable prey. I told him how grateful I was for his help. I then suggested he get on Skype and give me a show. Show off his hot body to me. To my surprise, he was a bit shy about this, so I snapped a few sexy pics of me in the bathroom to warm him up. I said I wanted him to give me a slow sexual seduction. I stroked his ego saying he had a body like a Chippendale dancer now strip for me so I can rub my clit thinking of all the things you can do to my MILF body. I told him take the comp into the bathroom so I can see him in the shower too.  He gave me one hell of a show on cam. A laughable show. It took all I had for him not to see me stifling my giggles. You see, I know his type. Muscle head bullies are usually overcompensating for their lack of equipment so they become total douche bags to guys they see as a threat. My stepson is handsome, smart and packing major heat in his pants. I took pics with my camera phone during his show to capture his little pecker for my blackmail plan. I burst out laughing at how small his cock was. I mean he was seriously lacking anything between his legs.  I texted him my address, told him to come over and fuck me because I got so hot seeing his beautiful body. I had him eating outta the palm of my hand. He actually thought he was going to get laid. Instead he was about to be blackmailed.

When he arrived, he was shocked to see my stepson with me. He was almost speechless. I told him things were about to change now because I was positive he would not want his frat brothers or girls on campus knowing he is really just a little girly man. I laughed at him; asking him how in the hell did he think he could satisfy a hot woman like me with a turtle dick. I verbally humiliated him for awhile. I said unless he wanted this pic going viral for all of campus to see, he was gonna need to agree to a few things. First, my son was in his frat. Second, he was gonna not only stop cock blocking him, but help procure women for him. Third, he was gonna pay for his beer all next year. My step son was not ever to spend a dime of his own money drinking on campus. And lastly, he was gonna be Tyler’s bitch. The tables had turned. Whatever Tyler wanted or needed, Tim was to provide with no bitching or whining. If Tyler needed Tim to wipe his ass, he would do it unless he wanted all of campus to be sent the pics I snapped revealing his clit stick in all its pathetic glory. Of course he agreed. Now, my step son is happy again. And that means my pussy is again purring!

I will do anything for those I love. I will do anything for a nice hard cock. Sometimes they are one in the same. Do you like a MILF who will do anything for you? Are you into small cock humiliation? Want to be blackmailed by a slut wife? Why not show me your cock so I can decide how we play?