Category Archive: Tranny chat

Tranny Phone Sex Avery Has Dominate Fun With A Caller

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I love all of my tranny phone sex callers. I have to admit that when one particular caller phoned my line, my cock stiffened up at the sound of his “Yes Avery,” on the other end. He loved the way I took control of him, and I enjoyed making him beg for it too! I am the dominant tranny for him and I expected it to stay that way! Now, since he had not called me in a week he needed some spankings. Not only that but I wanted to make a movie of this as well, for my own watching later of course! So as I bent him over the couch I made him hand me his belt so I could spank that naughty ass of his! He bent over and begged like the good little puppy he was to have me whip him. 

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Once his ass was good and tender I pulled his head over and ordered him to suck my cock! I wanted him to choke on it. I was not worried about him coming up for air either! I needed his drool to run down the center of my beautiful ball sacks like a fucking river. That was where his mouth was going to next. He was eager to please me too, moving his tongue down to my nuts he knew how to please me. “Good boy, good good boy.” I praised as he played with them in his mouth. 

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I decided to turn him into a fuck acrobat next, bending him over onto his shoulders I teased his ass hole with my cock. He wined and begged me to fuck him. I loved it when he begged for it, he was so desperate and it made me want to plow him hard like he needed. So that is exactly what I did. I spread his ass cheeks wide and rammed my rod deep into his ass while he groaned begging for me to go harder. Once I finally came he cleaned my shaft of all his ass juiced till he came all over the floor, then he licked that up too! “Good boy, good good boy!”

Dominate Tranny Avery

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Bitch Needs A Mommy

tranny phone sex dixieLoving a trashy Tranny is easy. So when she said she had a fantasy that she always wanted to live out, my pussy was wet before she could start to explain. I sat quietly and listened as she started to explain. It all started when she was very young and she was helping her mommy with the laundry. Dividing the clothes to be washed she couldn’t resist the smell that was coming from mommy’s panties. Mommy was standing right there so he couldn’t hold them up to his face like he wanted to. He could feel his dick getting hard in his pants and the tingling he was feeling was driving him just as crazy as trying to hide his hard on from his mom. That was the first day that he knew he wanted to be a girl and would some day transition. He would sit for hours in the bathroom smelling her panties, rubbing them on his throbbing dick. It wasn’t long before he was brave enough to slip into her room and lick her sex toys. He would sit out side of her room when she had men friends over and listen to the sounds of her getting fucked, all the while pretending it was him in the room getting fucked just like the girl he wanted to be. He would fantasize about the big tits he would some day have and the day he would be able to live as a girl. Now that he is in transition and considered a she male getting fucked and being a good bitch is a dream come true. I took her in my arms and told her I would be his mommy and that I would let her lick my toys and smell my panties and that I would share all my boyfriends letting her get fucked all night long. She nuzzled into my chest and began to suckle it as if she was but a wee one in her mommies arms and begged mommy to let her be a bitch to all the men while lapping up mommy pussy juice and chewing on mommy panties.

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Tranny Phone Sex Bitch is a Shemale Seeking Men

tranny phone sexAs a tranny phone sex slut, I took an ad out in the Back Pages for a shemale seeking men. I got a ton of responses, but I was looking for a certain kind of man. I wanted a submissive guy. One that I could abuse. As a dominant tranny, I sometimes like to explore BDSM games. The guy I selected boasted that he was a sissy faggot beta bitch. Just what I was in the mood for. He came over, was already in a dog collar like a well trained pet. This particular male had only ever been a sub to traditional women. He was broadening his horizons. I do love virgins and bi curious newbies.

I slapped a leash on him and dragged him into my basement dungeon where I fucked his ass senseless. He was like a rag doll bouncing all over the place as I pounded his sissy ass. Once I came deep in his tight little pansy ass, I pushed him down on the ground and trampled his tiny worthless dick. Made sure he understood he was a worthless bottom. I whipped his balls too. I had all sorts of CBT fun with my online rent a bitch. I never get tired of popping virgin ass cherries. Who wants to be my bitch next?

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Tranny Carla

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Collecting Tranny Phone Numbers

date a tranny darlaMy sweet sissy boy, born Harley, now known as Hailey most of the time, saw her first tranny porn. She had so many questions that I had to slow her down to answer them. I always knew that some day she may transgender and have reassignment surgery but now I believe there is no turning back. She has always wanted titties like mommy and I have told her often that we could make that happen when she got older. But now that she has seen real trannies and knows for sure they exist she is over the moon. She is dying to meet as many trannies as she can now. So I put an ad on Craigs List on the personal page looking to get some tranny phone numbers and introduce my sweet sissy boy to as many as I can. I hope that they will not only play with and guide my sweet son but that they will stuff his mommy full of tranny dick while they are at it.tranny phone numbers darla1

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Tranny and Granny

tranny phone sex camillaHe has always had a feminine side while growing up. Always wanting to be with the girls. always wanting to wear my clothes and under clothes. When all the girls would get together for a make up party, he would sit with wide eyed wonder and watch us. We often let him apply the make up for us and would even put it on him. He would act shy like he didn’t like it but we all knew he did. We would often huddle together and giggle about it while we played with our pussies and told stories about what we thought was up with him, was he gay? Did he just like cross dressing? Was he a Sissy in the making? None of us could figure him out ad trying to made us all so fucking horny!
He is all grown up now and called me yesterday asking if we could talk over lunch. My heart skipped a beat and my pussy got wet, he was always one of my favorites, perhaps because he was so odd….
When the door bell rang and I answered it, there stood a beautiful young women. Something about her was familiar but I couldn’t place it. When she wrapped her arms around me and gave me a hug I felt the hard dick under her short skirt and was taken aback. But when I pulled away and looked in her eyes I saw the familiar loving look that couldn’t be changed ever,
It was him.
We had a long talk about his transitional surgery and how he was now transgender and happier them ever.
We went into my room and fucked just like we always had, only now along with her glorious dick she had phenomenal tits! It was the best of both worlds for me.
Calling him a her is going to take some getting used to. But fucking her now is something I am already used to!

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Pay Back Bitch

Tranny phone sex EllaA lonely trucker pulled up at the gas station in town. It was daytime and he treated me like shit like all these other fuckers do, calling me a fag and jeering at me. He was cute so I let it slide. Later that night, as I was walking home from fucking one of my regular bitch boys, he pulled up and asked me to get in his truck. He said he was sorry for calling me a fag and asked how he could make it up. I made him suck my cock right there in his truck and I could tell it wasn’t the first time the little sissy had done it either. He begged me to fuck his face, slap him with my balls, and he drank all of my cum with no problem. Of course I had to fuck his ass just to show him the type of bitch he really is. After I was done he thanked me and asked me could he see me whenever he came to town. I think I have a new regular bitch boy.

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Tranny Phone Sex School Principal Prank Gone Wrong

It is not very often that I have to try to get things done. Most of the time it is as simple as a wave of my hand or bat of my seductive eye lashes that gets any guy to do what I want. However that was not the case when I got in trouble on my first day of school already. In fact, the principal gave me a detention. I was not going to be having that, no way not how. So I decided to have some fun with him, and pull a tranny phone sex prank. 

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I made a fake facebook and added the principal. I told him I wanted to tell him about my ladyboy teen parts that I had. How i secretly felt like a freak and just wanted someone to love me. At first he was not biting. Then I told him that I always wanted him to fuck me in my ass hole and that was all she wrote. My principal was on my fake shemale nuts just like that. I told him I would be going to the principals office and having some fun with him, he even told me just what time to get sent to him. 

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A friend of mine was waiting outside of his window discreetly holding a camera to record the whole thing. I had on a nice size strap on under my big skirt and went to the office just as he wanted. As I seduced the principal he was jumpy and ready to put my tranny cock into his mouth. That was until he lifted my skirt. The rubber dildo slapped him right in the eye and he jumped back, knocking into the window and spotting my friend. 

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I started laughing so hard, holding onto my side and tears running down my cheeks. He hollered for my friend to come into his office. She ran around and busted through the door laughing forgetting the camera was attached to her hand. He asked what it was and then decided to punish us. He fucked the two of us in our asses hard! He did not even use any lube. Claimed we were too bad for the pleasure of anal fucking. I still put on the strap on and fucked him just like the T-girl he always wanted.

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Tranny Phone Sex Slut Avery Makes Phone Sex With Shemales Too Hot To Handle!

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It is hot hot hot outside and this sexy tranny phone sex babe need to get her sexy ass wet. Unfortunately my pool is down so that means I need to seduce my way to sexy pool play time. It is never really hard, just have to find someone sexy with a sexier pool! I was walking along the beach sporting a sexy yellow bikini when that very person caught my attention. He stopped dead in his tracks to watch me walk past him. My ass cheeks looked amazing in that bikini, it is no wonder he stopped so suddenly. I turned around and started talking to the handsome piece of man meat and found out he was fairly wealthy. He invited me back to his place for a dip in his pool, I did not object. 

When we go there his intentions are very clear which is something I already could sense. I grabbed his stiff rod and held onto it. Not only was it long but super thick. All i could think about was how good it was going to feel stretching out my tranny ass. He started to pull down my bikini bottoms and my cock popped out. I expected him to be surprised but he told me he loved having sex with shemales and sucked right on. I started to face fuck his little mouth, listening to him choke on me made me smile. He then stood up and tossed me over spreading my ass hole wide just like I imagined. HE filled up my mouth with his cum when he was done. Said he did not want me cream pieing his pool. I could understand that, it was a perfect pool, worth the fuck! 

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Lil boy tranny dick Avery

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Transexual Phone Sex Sluts Want Big Dick

Tranny phone sex orgyTranny phone sex orgies are hot. I know people think that if you are a chick with a dick you are looking for straight men to fuck. I love traditional men, straight or gay. But as sexy shemale, I meet a lot of sexy T-girls, like Avery. She is younger than me, a tad more on the submissive side, but has a pretty little shemale dick I love to fuck and suck. We were at club last week, doing what we do best which is pick up guys. We had a rather disappointing night. All the guys who hit on us had smaller cocks than either of us. Neither of us are crossdressers or drag queens, we are transexual phone sex sluts, but the hormones have shrunk the goods. But we both still have larger than average size cocks, so we don’t want men with baby dicks.

transexual phone sexSo we called up some of our fellow tranny friends and had ourselves a hot shemale orgy. Hot T-girls are much more fun to play with than straight men with tiny dicks. We drank wine, gave each other pretty make-overs then started sucking cock and fucking. A shemale train is a sexy thing. Hot tits pressed against backs, pretty hairless cocks in tight assholes, hot mouths kissing each other… We fucked all at once, fucked each other. Of course my hard cock enjoyed Avery’s tight ass more than once, and her mouth enjoyed my cock. I felt like a high school girl having a slumber party. Shemales are the best of both worlds. We are pretty and girly, very feminine but we have nice working cocks for tight asses. But just because we are mostly girly doesn’t mean we are pushovers. Neither Avery or I have time for small peckers. We are sexy and we know it. So understand if you have an underwhelming dick, we will play with chicks with dicks instead.

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Tranny Carla

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Hard Hot Cock

tranny phone sex melindaI decided it was time to take the girls to a special show. My friend is one of the Queens and she would get us in back stage where the girls will get an up close and personal look at the life of a real Queen. What my friend didn’t tell me was that there were two performers that are transgender and not the over the top flamboyant Queens that I know and love. When the girls saw the T-girls getting ready and saw that they had real titties and cocks, they were all questions. One of the T-girls over heard us talking and took a personal interest. She came over and began an open and honest conversation about why she had both and how she felt inside about who she was and what she wanted out of life. When the girls asked to touch her I thought my knees would buckle with the fluid flowing from my pussy. And then they asked her to come over and play with us after the show. Needless to say that was the longest show I have ever sat through. Send me a personal message if you want more privileged details of our night.

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