Category: Shemale Phone Sex

Peeping Tom

It was a gorgeous day out to sit out in my chaise lounge next to my pool in my back yard that happens to be surrounded by seven foot high hedges, and sun bathe in the nude.  I have what some people call the most beautiful dark olive skin and I want to keep it looking good, like me.  Out of the corner of my eye I spot my new neighbor, I’ve never met him, he keeps to himself.  I realize he’s watching me through the hedges and not only can he see my beautiful perky breasts and perfectly round ass he can see my twelve inch cock.
I demanded he came into my backyard and apologize and explain why he thought it was ok to stare into other’s privacy.  But, when he entered my property I noticed his arousal through his typical khaki colored shorts.  This was amusing to me because there are so many who don’t understand and even few who know.  I asked him “What’s your name and why do you think it’s ok to look at me when the hedge obviously says leave me alone?” he said his name was Tom and the reason he was looking is because he had never seen someone so beautiful, so womanly but still had the major trait he always looked for, a big cock.  Since he was obviously embarrassed he got caught I decided to play a little game with him.  Humiliate him for a while before I sent him away.  I said to him, “You’ve seen me completely naked, it’s only fair you take your clothes off.” And he stared at me for a minute not sure if I was serious or not.  “TAKE YOUR FUCKING CLOTHES OFF!” He took off all of his clothes and kicked them to the side and tried to cover himself but I could see he was fully aroused.  I took my right hand and grabbed his cock and he moaned so loud I thought the other neighbors could hear.  “You like that?  You like having my hand stroke your cock?” “Yes” he replied, “Please do it some more, it feels so good.”  I continued to stroke his cock and with my left hand started to tickle his balls and rub that little spot between the back of the balls and beginning of the asshole, the taint.  I thought he was going to drop to his knees, so I made him.  “Get down on your knees and suck my cock” which he willingly did.  This was making me harder, making my skin crawl my nipples erect, I knew I had to fuck him.  “Kneel down on that chase lounge you found me on, hands and knees like the animal you are.” Then I tied his hands together with his own underwear just to humiliate him a little more.  Then I made sure he watched me lick my finger and I went around him and rubbed his asshole round and round in little circles but never penetrating.  He was going nuts, begging for more.  So I made sure he watch me lick two fingers and I played with his asshole again for a minute, then I put my two fingers into him up to the knuckle without warning him first.  He yelped in pleasure.  I whispered in his ear, “You want me to fuck you with my cock?  You want me to make you cum?” “Please, please,” he said.  “I want your cock inside me so badly, it’s all I thought about since I caught a glance of you through the hedges.
I walked behind him, grabbed his hips and made him wait in anticipation for a minute, then I thrust the entirety of my cock inside of him and he howled in pain and pleasure.  I pulled out and just rubbed the head of my cock in and out for a moment, and then thrust my entire cock inside again and instead of taking it easy like I did the last time, I did it again and again, thrust the whole shaft inside of him.  I reached around to play with his cock a little knowing he couldn’t because I tied his hands.  I pushed through, faster, harder, faster and harder, playing with shaft and tickling his balls.  It only took a minute for both of us to shot our load, his all over the chair and mine inside of him.
I untied him, told him to get dressed and the next time he wanted to get fucked up the ass to ring the doorbell like a regular neighbor.

Shemale Phone Sex Find

I love hitting thrift stores on the weekends. You never know what you will find. But you always find a great deal. I was in my favorite little thrift store looking around for that one find that would make my day. And then I saw it, way back in the corner. Hidden from plain site. I wasn’t sure what it was but it was copper or brass and had a pressure gauge on the top. I thought it was some type of brewing device, maybe for beer or wine. I had to dig it out of the corner, there were so many things in front of it. The more I dug the harder my heart beat. I couldn’t help being excited. And then I finally had it in my hands and my dick got so fucking hard. There it was a vintage sex toy. A dildo on a rod with a pressure tank that builds up to create the pumping action for a good old fuck. I knew it was old and felt sure it was valuable. The price tag on ti was fie dollars. Really? I knew I would take it home and figure out how it worked and try it tonight. I couldn’t wait to feel it pumping in and out of me and fantasize about how many people this thing had made cum over the years.

Shemale Phone Sex with May

Shemale Phone Sex is what I am all about! I realize how special I am. A big hard black cock and a banging body like mine! I know which guys and gals out there are going to fall to their knees for me! AND love every minute of it! I have found over the years the ones who protest to much; the homophobes who want to prove to EVERYONE how much of a man they are. They are the ones who need it more than ANYONE! Yesterday I was at the club. It was a nice night. When “Big John” walked in. His pants too tight. Gold necklaces hanging way down around his knees and the top 3 buttons on his shirt open. He was hitting on ALL the girls. BAD corny lines.. Like.. You must need an ambulance.. falling from heave like you did.. And “ Do you believe in love at first sight? .. I didn’t until I laid eyes on you” When he sat down with me. He was going on about how he was the best lover in the world. Well I was going to just walk away. But then Maggie walked by. She is a cross dresser. And a handsome little man who makes a MUCH prettier girl. Well Big John looked at Maggie and said fucking fagots. Then started going on and on about how they were going to BURN in hell. That fagots are what is wrong with the whole country. So I told him I really wanted to go to a hotel room! Of course he jumped! I mean…I am out of his league. When we got there he tried to kiss me, but I told him I had a special treat for him. I wanted to tease him. Slowly kiss his whole body. I wanted to tie him and ride him. He was ALL IN! He stripped and jumped on the bed. I tied him down good and tight. And I stripped for him. You should have seen his eyes when he saw my big hard cock. He was like… NO! Don’t touch me with that thing. I had to stroke it and get it nice and hard! I mean…looking at him didn’t do it. I know he had to give himself that Big John name and he wasn’t even BARLEY ADEQUATE! He was tiny. Born to be a fucking bottom! So after I lathered myself up. I just climbed right in between his legs. I pushed my fat cock deep inside him. Ooh He fought me at first. BUT then the more he fought and bounced on my hard cock the more excited he got. I knew it all along. As his cock got harder. As his pleas to stop turned into pleas to don’t stop. I worked him so well. And right before he shot his load.. I mean when he was so fucking crazy he couldn’t stand it.. I pulled out. He was BEGGING me to finish. Begging me to put my cock back in. I told him. Coming with a hard cock buried deep inside you is the best thing you could EVER have, but I wouldn’t want him to be a fucking fagot! I got dressed while he was pleading. Then I loosened one of his arms. He will be able to free himself of the ropes, but not of that desire. Some guys are just made to be fucking fags.

Shemale Phone Sex with Carla: Shanghai Surprise

A few months ago I traveled to China for the first time. Actually it was my first time in any Asian country.  A friend of mine was getting married in Shanghai, which is the largest city in China. I did not know what to expect being a special girl over in a foreign country not known for its respect of women. Honestly, I don’t think anyone had a clue, that is until I was in the hotel elevator and it stopped working. I was trapped with about 15 Asian guys. I tried not to panic as I hate small spaces, especially when crammed in like sardines with a bunch of strangers whom I hear all have small pricks. I did not speak any Chinese and of course they spoke no English.

After about 10 minutes of non movement, I got panicky. One guy, whom I towered over, motioned me to the front where the circulation was better. Pretty thoughtful I thought. They were all talking and of course I felt left out not knowing the language. Plus they seemed to be getting agitated. I thought love is the universal language, so I undid my blouse and showed my tits to distract them.  That seemed to calm them down. Suddenly all eyes were on me, and no one seemed to be panicked. I imagine my tits are bigger than the average Asian girl. Anyway, they started groping my tits; a few even pulled out their cocks and started stroking. I was a little shocked too because the few I saw looked pretty big. Not at all like the stereotype. I could feel my own wiener stirring but was a bit hesitant to pull it out for fear of how they would react. I was trapped after all.

It was getting hot in there and I had no clue when we would be rescued so I took a chance and just started sucking cocks. I mean who is angry and panicky when having their knob polished, right? Well it quickly turned into an orgy. I mean I was sucking dicks galore and none were small. I was getting fondled and my bulge could no longer be hidden as I was really turned on by these surprisingly big dicks.  I unleashed my monster and although there was some initial shock, they all got over it pretty quick. You got a hard cock and a hot chick sucking on it, you aren’t gonna let the fact that she has a Shanghai surprise stop you. One guy pushed me up against the back of the elevator wall and started fucking my ass while I jacked two cocks with my hands. It was hot to look up at the ceiling and see  his dick pounding my ass. After he came in me, the rest got in line to fuck me. I was gang banged in the ass by a bunch of China businessmen. And it was heaven. A few even let me fuck their assess.

I was ass deep in cock with a cock deep in my ass and oblivious to the fact that the elevator was moving again. Before I even realized, the door was being pulled open and a group of onlookers had gathered. Now that had to be a real sight to see. A sexy shemale fucking a dude in the ass while getting fucked after being  trapped in the elevator for 2 hrs is likely not what they thought they’d find. Well it certainly wasn’t what I thought I’d find. But, if you are gonna be trapped in an elevator with a bunch of strangers, I have to admit, those Chinamen can surprise you! It’s a great cure for claustrophobia. Just wouldn’t wanted to be the dude who had to clean that elevator.

Scat and Fries

There’s nothing worse than having a boss that feels that they are better than or above you. In my boyish days I used to work at McDonalds flipping burgers and worked under the WORST manager imaginable. It got to the point where I quit the job and never looked back. Now, I’m in a totally different situation and feel as though I should give my last employer a visit. I parked across the street from his house and waited for him to finally kiss his wife goodbye. Apparently the bitch brings home the bacon because he didn’t leave the house all day! I got tired of waiting so I banged on the door and as soon as he opened the door a tased him in the neck. While he was on the floor pissing his self and screaming like a little bitch I dragged his ass upstairs. This fat bastard was going to find out what it felt like to be “below” somebody. He was kicking and screaming as if fighting back was going to help. I hit him again with the taser and zapped him right into submission. I told him to get on the bed and to not say another fucking word. With all my strength I tied his wrist and ankles to each end of the bed. With my 6 inch pumps I reigned over him and he knew I wasn’t meant to be fucked with! I’m surprised he didn’t remember me but either way he was gonna remember this day! I unbuckled my skirt and let my dick swing in front of him. His eyes got wide for he knew exactly what I planned on doing with it. For the next 8 hours until his wife pulled into the drive way I was stuffing him with my big black cock and making him my bitch. I spread his mouth wide open and made him scream out, “Ding fries are done Mistress” for my own entertainment. When I was done with this pathetic fry flipper, I pissed all over him and the bed he fucks his wife in. The sheets were stained with his ass blood and my pungent yellow piss. I made him swallow it, and open his eyes so that he could really feel the burn. I walked out of the house as soon as his wife was trying to walk in. I left without saying any words and let that cunt assume whatever she wants. As long as she knows that from here on out that I’m the boss!

Tranny Phone Sex with Carla: Pigskin and Foreskin

Who is excited for football season? This special girl is that’s who. Want to  know why? My fellow special girls and myself have a weekly tradition when the season begins. We dress up all sexy and go to a local sports bar on Sunday. We find a guy or even sometimes a couple guys, who want to buy some pretty chicks drinks. We flirt and act like we don’t know anything about football. Straight guys love to think they are teaching hot girls something about the game. We  talk about cute tight ends, giggle, do shots, and the unsuspecting men are putty in our hands.

After the game is over, we suggest  that we keep on partying back at my loft. So far no guy has turned us down. We are all beautiful goddesses and no one ever suspects we are not all girl. Once back at my place, we  continue to drink and party . Once our gentlemen guests are good and drunk, we go put on our tranny surprise outfits. We throw away our lace and put on our leather. We come back in our sexy S and M clothing, with our cocks out, ready to play. Our guests are always shocked. It amazes me how many men claim that don’t know we are special girls. Personally, I think they know, but like to think they have been duped or forced somehow. Makes them feel better about taking it in the ass.

Usually when we come out they are all like but I am not gay, what are you going to do to me.  The question is never what are we going to do, but what aren’t we going to do to you. Our Sunday Funday consists of bondage games, forced bisexuality , cock worshiping, sissy training, lots of anal sex, some CBT fun and oh yeah, football! Football season means 16 Sundays of bringing home fresh meat to play with. Sixteen weeks of getting guys in touch with their bi sexuality. Sixteen weeks of domination. Sixteen weeks of ruining tight little asses.

Am I excited for football to start? Hell yeah. Pigskins and foreskins. And tight asses!

Flashbacks of a Sissy Phone sex

Before I was the dominating Mistress that I am today I used to be just like you. A pathetic little fag boy jerking his cock at the thought of being owned and possessed. Not being able to control how much pain you get or how long you get it is the best part right? WRONG. For me I had to learn the hard way that shit was not for me. When I let my master from a previous life dominate me I was his bitch. I did everything he told me to do and however he told me to it. I loved my Master and he treated me like he loved me so I never went against him. However, one day during bloody anal play I was letting him stretch my asshole wide open until it tore apart. It hurt too badly after a certain point and I had to use our safe word to stop. The first time I yelled it I thought maybe he didn’t hear me. Wider and wider he was pulling my asshole apart and I couldn’t even stop him. With my hands bound to the headboard I screamed as loud as I could. That is when I knew he didn’t give a fuck. It did not matter how far he stretched my asshole, he wouldn’t stop until he killed me. I was in the hospital for 2 weeks going through anal reconstruction due to all the damage done. When I walked out of the hospital I walked out a new woman. A woman that would never bend over for another cock again. A woman with a vengeance!

Shemale Phone Sex with Hot May!

I got the job of a LIFE time this weekend! I got to help out at the Jr Miss Pageant! The don’t hire any men at all! I was hired as a wardrobe helper! I got to help dress the girls! Now.. normally I like a really pretty man. I love to suck dick! Mmmm but seeing all those budding sexy starlets..mmmmm very nice! I of course know all about looking fabulous. What I didn’t know was how hard I would get helping all these fabulous young future sluts get dressed! I tried to hide my cock! BUT it is hard to hide a big black cock! I had to excuse myself to the back dressing room! Of course a few of the contestants noticed and followed me. They were just so eager to ask questions! And then they wanted to see it! I got the feeling NONE of them had seen a big black cock before! I let them know they could touch it if they wanted! AND they WANTED for sure! When I pulled my big black cock out, those girls went CRAZY! They all wanted to touch and stroke it! I just sat back and watched the girls doing EVERY dirty thing they have ever dreamed of doing! A dark haired beauty was the first to start sucking my cock! She gagged almost right away! Somehow it became a competition. Each girl seeing who could swallow the most of my cock! And let me tell you… It was so hard not to blow all over their faces! And I new I was in trouble when one of the young sluts said she wanted to be the first to ride me! They all jumped on me and started fighting over my cock! Of course those tiny little teen pussy’s couldn’t handle a big black cock! But feeling them stretching over my dick really made my nuts tight! Finally the littlest one said she wanted her try and BARELY fit down over my head before she pulled off! The other girls had to help her because my cock got stuck in her tiny little pussy! But the pressure was to much! I blew and exploded all over the girls. We were still trying to get cleaned up when the music came on! Some of the girls went out on stage with cum still on them!

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?”

 

Shemale Phone Sex with Carla: Purple Passion

So, I was at the country club pool today sporting my favorite purple bikini when a handsome dude asked me if I was a model. I was sure it was some sort of line. It is not exactly original. Then he produced a business card. But, I was still skeptical. He said he worked with Purple Passion Productions, a small independent modeling agency that specialized in special girls. He knew I was not all woman. Guess the bulge in my purple bikini is hard to hide. Especially with all this eye candy around.  He said he was filming a movie I would be perfect for and invited me to his studio. When I arrived I was excited to see the whole interior in purple, my favorite color.

I was still in my purple bikini so I blended in perfectly. He said we just had to do a few test scenes first to see how the camera liked me. I still knew this was likely a scam, but I was horny as fuck and he was very hot.  We took a few pictures in my purple bikini, then of us together. Have to say we make a hot looking couple. Then we started making out and I could feel his bulge. Felt like he had a purple people eater in his pants!!!! I unleashed that monster, and immediately started sucking it. I am a very oral girl. He filmed me worshiping his cock and his cum shooting all over my face.  And when we played it back, we were both so turned on again, we started fucking. My little purple bikini bottoms came right off, and my hard cock went straight in his ass. He bounced up and down my cock for hours, in every conceivable position while the camera rolled on. He was uncircumcised and at first I was like what do I do, but trust me, when it’s hard, and the head is all purple and throbbing, everything takes care of itself.

Regardless if I ever hear from him again. I have a nice hot video and so does he of us sucking and fucking. And I now know I have the  body and skills designed for porn. So if Purple Passion Productions is just a bogus scam to lure hot trannies to his place, at least I got fucked good on a Wednesday afternoon.