Category Archive: Date a tranny

Shemale Surprise

tranny phone chat vivWe have been fuck buddies for a long time. He is very subservient and loves me to dominate our time together. When he called me and asked me if he could bring over a friend to join us, I got turned on instantly. I didn’t ask any questions and just agreed. When they showed up I was blown away by her beauty. She seemed to be so delicate and was very soft spoken, completely the opposite of what I expected. We shared a nice dinner and got to know each other a little before having a night cap and retiring to my room for some real fun! As always I took control and tole him I wanted her to watch while had some one on one time before she joined in. I undressed him slowly and began to kiss and lick every inch of his body. She was in the background and I wasn’t paying much attention. My ass was high in the air and his dick was in my hot wet mouth when I felt the pressing of a cock into my pussy. I was delighted with the idea that she had brought a strap on to fuck me with. But when I turned around I discovered that it wasn’t a strap on at all! It was her glorious dick. I was in heaven and it was a night I will never forget!

Kinky BBW Viv

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Tranny Phone Sex: Looking for a Tranny?

tranny phone sexI’m a dominant tranny phone sex slut. So if you are looking for a tranny that will make you her bitch, you found her. Here is a little about me. I’m 5’9, slender with beautiful breasts and perfect tits. I have an ass you can bounce a quarter off of and bonus, I have a 10 inch cock when hard. I’m a bitch in charge. So that means I am a sexy little top. I love virgin back door pussies and men not afraid to worship my beautiful cock. I want bottom beta bitches who do as they are told. Who will beg for my cock up their ass and down their throat. My preference is all you bi curious married men who can’t stop thinking of cock. Is that you? I’m looking for submissive fuck sluts. I want a tight virgin ass to bury my package in balls deep all night long. I love sending little fag wannabes home to slither into bed next to their wives with their asses full of cum. Once you have had my sexy tranny cock, pussy will be dead to you. Face it, when was the last time a woman got you off anyway. You want dick. You need dick. So put your ass in the air and get ready to lose your tranny cherry. When you find me, your world is forever changed.

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Tranny Carla

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Big Dick Shemale

tranny phone sex gingerI have a lot of transsexuals as clients. And I love fucking all of them. There is one that is just fucking huge I love it when she wants to fuck me with her huge tranny dick. She is beautiful in her own right and she is so fucking good at laying that pipe. I have wanted to make my husband with his little dick for so long and I could never talk her into it. Finally, after months and months of fucking her in the office she agreed to let him watch. Her only requirement was that she didn’t have to fuck him. He could suck her cock, he could watch her fuck me, but she did not want to stick her dick in his pitiful little pussy. I agreed and it was on. It was all I dreamed of and more! Thanks babe!

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Pay Back

phone sex line ellaSome young punks tried to mug me on my way home last night. Little did they know they were in for more than they bargained for? One of them pulled a knife and the other had a small gun. They both demanded my purse and jewelry and when I said no the one put the knife to my crotch and told me he would fuck me with it if I didn’t give him my stuff. I made my cock jump under my skirt and when they both looked down and I grabbed him and threw the knife away. He flew into his friend after a hard shove and the gun fell to the ground. I told him since he wanted to fuck me to drop his pants. The little twerp started crying but I didn’t care. I fucked him right up his ass while I held him and his buddy at gun point. His virgin ass was so tight and he kept clinching around my cock and soon he was crying. I threw him aside and told his buddy to take a cock or a bullet. He bent over and I stretched those virgin ass cheeks as well. This faggot liked it though. Begging me to pound him harder and even squeezing my cock as I blew my load inside of him. Those bastards shouldn’t rob anyone else anytime soon.

Tranny Girl Ella

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Pizza Delivery Men Who Like Shemales

Tranny Phone Sex DiamondI had a real craving for pizza the other night after a long night of tranny phone sex calls,  and broke down and ordered one for myself. I try and watch what I eat, so it was a real little treat for me. My last caller had this real hot fantasy and asked if  I had any issues with watching a porn with him. No one had ever asked that of me but I was super horny and wanted to watch some good cock pussy action. He sent me the link to an actual tranny porn. Honestly I had never watched hot shemales cumming before, after all I lived it! This one, ironically enough had the pizza guy in it! No wonder I wanted pizza so bad! And I wanted to act out this fuck scene I was watching! So I promised my caller I would do just that!

The pizza guy that answered the door was a really cute average type, and I asked him to come in. I’d ordered it quite late and I thought it might be his last delivery, and I even asked him as much. I was right, I was his last run. I smiled Men Who Like Shemales Diamondto myself and asked him to sit down. He looked a bit perplexed once I paid him that I wanted him to stay, I then made a bold move and reached down and placed my hand on his thigh. I could see him get a bit nervous, but then he said he thought I was sexy and I reached over and kissed him. His cock was hard in seconds and I led him upstairs to the bedroom and he gasped when he saw my cock.

I knew he wasn’t expecting it and I was not sure if he’d stay or go. He stayed. I undressed him and myself and gave him head, which I could certainly tell he was enjoying from his sounds of pleasure he was emitting. I asked him if he’d ever been with a tranny before and he said no, but he’d watched tranny porn before. I asked if he was ready for some cock and he said yes and he bent over and I slid my lubed up tranny cock right up his ass. He was tight as a drum, and hot as fuck. It didn’t take me long to go off inside of his as he stroked his young cock at the same time. He blew his load shortly after I did and then we went down and had the warm pizza. It was an interesting delivery!Hot Shemales Cumming Diamond

Big Hot Cock Shemale Diamond

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Tranny porn

Tranny PornAs long as I could remember I have had an obsession with watching girls suck cock. It didn’t matter the size or color of the cock, or even if it was plastic, watching a bulging penis go in and out of a chic’s mouth just makes my dick rock hard. So as I was cruising my normal porno sites looking for fresh jerk material I saw a pic of what looked like the sexiest little redhead sucking on a strap on. The chic wearing the strap on was kind of tall but the bitch didn’t look bad either. Her tits were so huge they were obviously fake, but that will never be a complaint from me. As I clicked on the video I noticed something very quickly, that wasn’t a strap on she had in her mouth. The tall big tit chic had a cock longer than mine and the hanging balls to match. Now normally any type of gay porn I immediately turn away from, but this wasn’t gay porn. A girl was sucking a huge cock. So I grabbed my lotion and lubed up my hand.

Tranny PornThe longer I got into the video the more I was being turned on by it. Watching the chic with a dick stroke that cute little bastard from behind make my cock rock hard. Her tits looked so good bouncing up and down as she pounded that cute little pussy. Their lovely feminine moans and their sexy bodies made me realize something. This was better than regular porn; real penetration and no dude to throw off my jerking. Pretty soon my computer desk was covered in my spunk and I was too tired to stop the video. At this point the chic had blown her load to but now a guy walked in. The chic with a dick started blowing him before he fucked her in the ass. And you know what I couldn’t stop watching. Seeing that huge cock stretch that asshole as their balls clapped together on each stroke turned me on too. And soon my cock was back in my hand using my cum as lube this time and I was already close to climax. When the third chic hopped in and started sucking the chic’s dick while she was getting fucked I was so amazed that I covered my computer screen in cum. I think I have a new favorite type of porn now.

Ella

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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.

Date A Tranny Dixie

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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

Tranny Lover Mommy Darla

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Diamond’s Tranny Phone Numbers

Sexy Tranny Cock DiamondI love my sexy tranny cock and needed some new sexy nighties, so I went lingerie shopping today and found some lovely pieces. Many of the boutiques I frequent know I’m a tranny, in fact my tranny phone numbers are on their date a tranny site! But this new one I was in today I’d never been in before, so they didn’t know me and they thought I was a real woman. I was in the dressing room trying things on and the salesgirls knocked on the door and asked if I needed anything, and I said maybe the panties in a size larger and so she took the ones I’d tried on over my own panties and brought back a size larger. She brought them back and when she handed them to me she happened to look down and see my bulge. She gasped audibly as she saw the outline of my cock in my panties. I giggled and told her I was a tranny. She blushed and said she’d had no idea. I asked her to come into the change room and she stepped inside looking a bit shy. I asked her if she’d like to see my cock, and she said yes, so I pulled my panties down and she looked at it’s huge length and commented on it and asked if she could touch it. I said of course and as she reached out, I began to get hard and started to masturbate right there in front of her as she watched. I stroked my cock and she watched. She started rubbing her pussy too. We had to be quiet since we didn’t want anyone in the neighboring rooms to hear us being naughty like that. It was really hot, masturbating with this lady so unexpectedly that way in the middle of the day, we both came as quietly as we could, and she went back out to her job and I bought some of the items I’d tried on, and I knew for sure I’d be returning to that store to get more things and hopefully play with the salesgirl in the future.Tranny Phone Numbers Diamond

Sexy Tranny Cock Diamond

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