Tag: Blackmail Phone Sex

Blackmailed by the Secretary

Naughty Secretary Phone Sex

My boss has been changing some of the books to make more money for himself, something that is definitely illegal. I had been his eye-candy for quite some time now, but he always remained true to his wife and pretended not to notice any of my advances. I know he thinks I’m hot, and that’s probably the only reason he gave me a job as his secretary. This was my perfect opportunity to crack him!

Shutting the door to his office, I set a stack of reports on his desk and told him I knew what he had been up to lately. He turned pale, took out his check book, and asked me how much it would take for my silence. Smiling, I told him I wasn’t out for his money. At first he looked relieved, then suspicious. After explaining I only wanted his cum filling every single one of my holes in a weekend of kinky fun, I had him rent a suite in a fancy hotel. Sitting across from me, he looked nervously at me as I stripped out of my clothes.

Gently, I kissed him and grabbed his tie as I stood him upright. Down on my knees, I sucked his cock until it was rock hard, which didn’t take long at all. Just as I suspected, he had himself a really thick, meaty dick. My pussy dripped with anticipation as I gagged on his girth. On all fours, I got up onto the couch and pulled my thong to the side as he pushed into me. Pushing myself back onto him deeper, I moaned as he stretched my pussy.

He had now forgotten all of his concerns and lost himself to the pleasure and lust overwhelming his thoughts. His raw fuckstick pumped in and out of me, getting slick from my juices. When I told him to fuck my ass, I barely finished the sentence before he was laying into me and wrecking my asshole. It felt so amazing to finally feel him inside me. With a few, firm smacks on my ass, he grunted as he unloaded his nut into my hole. I turned back and smiled. There was plenty more to come!

Blackmail Phone Sex

Blackmailed by a Tranny

Blackmail Phone Sex

I met a hot guy while I was staying in a hotel suite. I invited him back to my room and we started fooling around. He didn’t know about my special surprise between my legs, but I decided to keep that a secret for now. He licked my boy titty, getting him hard. I took a bandana from my purse and blindfolded him.

Thinking I was just getting kinky, he happily got to his knees and agreed to suck the “dildo” I was going to use on his ass. I snapped a quick shot of him sucking my cock on my phone. That’s when I removed the blindfold and let him see what he was doing. Horrified, he jumped back and started to grab his things.

Not so fast, I grinned as I showed him the shot. If he didn’t agree to be my little slut tonight, I was going to post this photo and his name all over the internet. He turned pale as he realized what I was capable of. He had a wife that he couldn’t afford to lose. Having him stick his ass up in the air, I slid my dickie into his hole.

His tight ass felt so amazing clamped around my shaft. Pumping back and forth, I emptied my little girl balls into his man cunt. When he got back upright, I grabbed him by the hair and made him taste his own ass and my cum. In return for being a good slut, I kept my word and erased the picture and never spoke a word of it to anyone…until now! ;P

Shemale Domination Porn

Pay up or I tell everyone.

tranny phone sexFinancial Domination Phone Sex wasn’t really on my mind at first.  You were married and you had begged me to meet you for months. You even offered me money to suck my cock. I agreed to meet you at a local no-tell.

You looked like a masculine successful businessman. Tall, handsome, driving a convertible. But once  I got you naked and  excited, you changed. You became a cum starved faggot. Oh, you begged for a taste of my tranny cock. I got off on teasing you, stroking it myself until you whimpered, Finally I shoved it in your mouth, face fucking you, as you sucked like a man drowning. I teased you with the tip of my meat stick, rubbing it against your puckered pussy. “Please, Nikki. Please fuck me.” you begged in your best faggot voice.

I gave it to you hard, not caring if I destroyed your ass hole. You squealed and took it like a good girl. I took a pic of you getting reamed. Oh, I have big plans for you, little cum slut. You’re gonna pay me real good. Unless you want your wife to find out about your extracurricular activities and how you wear her panties to come see me. You gotta pay the green to play with the pink. 

Dinner Date Humiliation

Blackmail Phone Sex

 

Now that we figured out your role in the relationship as a human ATM, it’s time for us to have some real fun. I make you stick a butt plug in your ass and put on my most pretty lacy panties. it’s time to go spend some money, sissy! I’ve made a reservation at a fancy spot in downtown and you are so excited to even just be seen with me. Aw, how sweet- you got me my own credit card. This makes my Fin Dom lifestyle even better. Such a good sissy bitch you are! We sit at the dinner table and I let you touch my bald cunt but no fingering please! You have to learn to follow direction and I think the best way for you to figure out who is in charge is if I tell every pretty server who comes to the table all about you wearing my panties. They giggle and laugh at you. We all just think it’s so hilarious that you’re such a girly man who likes wearing panties and having your ass played with. Where should we go later so I can embarrass you some more?

I made you beg for tranny cock

Sissy Training Phone SexSissy Training Phone Sex is better left to a real tranny who understands you. I’m young and I’ve been where you’re at.  I love being a girl with a cock. You just want to be a sexy sissy. No woman is going to teach you like I can. You see, I can do your make-up and  fuck you like a bitch. No strap on feels like a real piece of throbbing fuck meat. You want it. Admit it. You may have a wife or a girlfriend, but you are nothing but a fake. What are you going to do? Ask her to loan you some panties and fuck you up the booty with a strap-on? Can you imagine her laughing and whispering to her friends after she breaks up with your sissy ass? And imagine if she tells your family and coworkers of your most private fantasies or blackmails you with those pics.

Nope. That’s why you are going to bend over for me. You want this tranny dick buried in that pussy. I’ll make it great for you. I  understand your craving, your needs, and your desire to be a cum eating slut. Let’s get dressed up together and we can fuck each other all night.

 

Subby Cunny Babydoll

barely legal phone sex

 

I want to be all yours tonight. I’m submissive and ready to take orders from you, baby. I want you to force me into positions I never thought I could pull off but with your help I’m just it’s possible. Fill up every one of my teeny holes and fill me up with your cum. It turns me on when you give me direction and take me just like how you want. I am your sweet submissive baby doll. My tight cunt is begging to be stretched out by an older man with plenty of experience in how to pleasure hot young body like me. I can’t wait to hear all about the things you want to do to me as your new little rag doll. I’m online and ready to be yours. <3

The Photographer

Blackmail Phone Sex

 

You took a bunch of pretty pictures of me last week where I look like a 1960’s Playboy model but things got out of control. You convinced me to do a bunch of dirty things on film for you and now you’re going to show my parents unless I do exactly as you say. I am now your favorite subject for making money on the side. You invite a bunch of big mean black guys over and let them defile all of my holes while you just snap away at the camera. You love watching this sweet cheerleader be turned into a slut. Blackmail is your favorite kink and if only I had known before getting all wrapped up in your games. You love that I am cheating on my boyfriend. You completely enjoy seeing tears run down my pretty little cheeks. You especially love seeing older men turn my cunt into a little creampie. I had never done anal before you started whoring me out and all just to avoid those little pictures getting out and onto the internet. What are you going to make me do next to keep this just between us? Call me with your demands, I am begging you.

Pay me to keep your secret.

blackmail phone sexThere’s a wicked side of me that you don’t know.  A blackmail phonesex dirty side that certain men seem to bring out. Being Asian means that I am usually soft and submissive. But sometimes a man just pushes me too far. You are one of them.

I like men who are strong and dominant. You are nothing but a sissy.  A wimp. You show up at my massage parlor in your wife’s panties. You don’t even want massage for sore muscles, but only for tiny penis that you hide. You hide so I do not laugh. Today I see it and I laugh to myself. You hear me and hang your head in shame. “Please do not tell, Miss China.” You beg me. “Show me.” I order, pulling out my phone and taking a quick pic before you can protest.

I order you to get on my table. Before you know it, I plunge my oily fingers up your ass. You gasp loudly. “You like butt-fuck, Mr. No-penis?”  “Yes, Yes.” you talk in your faggot voice, your man-pussy arching in the air, trying to get more. I order you to your knees. Grabbing my phone again , I take more pics. You know what I am doing but you are powerless as I fuck you with my strap-on. Your girly grunts fill the room as the camera rolls.

I have what I need just as you have. Now it’s time to pay the blackmail tax. You wouldn’t want your wife and family to see this, would you? And how about that homophobic boss of yours? I could ruin your life. Just pay the pay and no one gets hurt. And I will continue to give you what you need.

Mr. Hinson Has Good Dick

Blackmail Phone SexI’ve wanted to fuck Mr. Hinson since the first time I walked into his classroom. I hate Algebra but I looked forward to his class everyday. I tried everything to get him to notice me, I flirted and wore sexy little skirts with no panties while sitting in the front row. But he never took the bait. But today I’m determined and I had plan to get his hard cock.
I stayed after the final student left for lunch, Me and Mr. Hinson were finally alone.
I walked up to his desk and said, “Mr. Hinson fuck me right now or I’ll tell my parents that you raped me!”
He got up from his desk and closed the door. Then he bent me over, pulled my panties down and fucked my tight pussy like a mad man. His cock felt so good pounding my wet pussy. Then all of a sudden he pulled his hard cock out of my pussy and pushed me down onto my knees and made me clean his cock with my mouth.
“This is what you want, little bitch!”, he repeated over and over again as I slobbed on his hard cock.
I sucked his dick like a porn star and he rewarded me by shooting his load into my throat.

Babysitter Gone Bad

Babysitter Phone Sex

Back when I was still too young to have a real job, I would baby sit for extra cash. The wife was super prude and probably boring in bed, so when I found the husband’s secret stash of porn, I knew he must be keeping it secret from her. When they came back, their brat was already in bed and the wife was tired from their night, so she also went straight to bed. That left her husband alone to drive me home. Perfect. I told him I found his stash of dirty magazines and that if he didn’t fuck me right there, I would show his wife! He begged me not to say anything to her and insisted he couldn’t sleep with the babysitter. Taking off my dress, I was standing in nothing but my thigh highs. His jaw dropped as he began to stutter. I taunted him, telling him I knew he needed someone to do all the dirty things his wife surely wasn’t, how he just had to have a slutty, little fuck doll. He caved and shoved his throbbing cock inside me as soon as he was able to fumble it out of his pants. My perky tits shook as he railed me. Then, I pushed him so he was sitting on the couch. Getting on my knees, I licked off all my juices from his dick. He gasped, as I am sure his wife would never suck his cock, never mind lick her pussy off of it. His toes curled as I massaged his fuckstick with my tongue, taking him balls deep into my throat. Climbing on top of him, I straddled his cock, rubbing the head on my clit before sinking him into my tight asshole. I bounced up and down, letting every raw inch stretch my hole. He squeezed my ass cheeks as he blew his load into my rosebud, giving me nice, sloppy cream pie. Every time I went to baby sit after that, he knew he had to fuck me to keep me quiet.