Tag Archive: date a tranny

Anyone Want to Date a Tranny?

date a trannyYou wanna date a tranny? Trust me you are not the only one! OK Cupid has a transgender/TS section in case you didn’t know! I love taking selfies for dating sites. I put my pictures in women seeking men and in the men seeking transgender profiles and I am always amazed at the emails I get. No one thinks I have a cock until I send them naked pics. What do you think? Can you tell my panty surprise? The latest guy I picked up on OK Cupid, wanted a sexy shemale, but a passable one. He told me I was more beautiful than the majority of 100% women on the site. We arranged a meet and greet. I was very happy to see he was even more handsome in person. He spoiled me from the moment I met him. Lavished me with attention. Took me to the finest restaurant in town. Even took me shopping for a ball gown.

tranny phone sex funHe needed a beautiful woman on his arm for some high end political fundraiser. Turned out it was his fundraiser! He is running for a state office but is widowed. He confessed to me he was gay, but politics make it such that he has to remain in the closet. He thought a pretty shemale would be a win win. He gets his dick and the public gets to think he is a straight candidate. I was happy to be his beard. Wasn’t the first time I have helped a man look straight. I may be a tranny phone sex whore, but I consider myself a princess too. I love being spoiled and pampered by older men. He rented a nice hotel room for our first date. I thought for sure he would be an Alpha man, but he was all bottom. I placed a pillow under him to bring his ass up in the air. I rimmed his pretty puckered asshole to lube it up, then I slide my 10 inch hard cock up the future mayor’s ass. I stroked his cock until we came together. I can so see myself in the Mayor’s mansion. If I can be a politician’s dirty secret, I can be yours too.

Tranny Carla

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His First Time

tranny phone sex zettaIt was the first time he had ever been with a T-girl. few months ago he had been forced to have sex with a man. Despite the fact that he spent months trying to deny that he liked it, he couldn’t stop thinking about that cock. That is when he decided to hire a tranny and take some comfort in the fact that if he was going to admit that he enjoyed cock, at least she could have tits and look and act like a woman. After all that would mean he really still liked women, right? I knew I wanted to look sexy for him so I put on a tight red dress and some black leather boots with matching red bra and tongs. He was nervouse at first but I put him at ease and in no time he had my dick in his mouth and was sucking it earnestly. I knew he wanted it deep inside him, just when I was ready to explode, I bebent him over and filled him up with not only m,y nine inch dick but a huge load of hot jizz.

T-girl Zetta

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Tranny Lover

tranny phone sex gingerMy husband has the smallest cock on the planet. In fact it can’t even be considered a dick. He knows his place as my sissy maid and that he is not worthy of touching me or fucking me. He is used to me bringing home various well endowed men to fuck my brains out while he waits in the wings to clean us up watching and waiting and knowing that he is not allowed satisfaction without my express permission. But the thing that really gets his goat is when I being home a beautiful T-girl. One with a big dick and gorgeous tits that scream “Suck Me, Play With Me”. He would never dare to voice his displeasure with this, the most humiliating thing he thinks I could subject him to. But I can see it in his face. I love having the best of both worlds. A gentle touch, a sweet kiss, soft full breasts and the bonus of a huge hard cock, all rolled into one.

Tranny Loving Ginger

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Tranny Phone Sex Chicks for Transvestite on Transvestite Fun

Tranny phone sexI know a lot of tranny phone sex sluts. When you are a special girl, you don’t really work normal type jobs. Many chicks with dicks gravitate to the adult industry. Phone sex, porn, escorting, strippers…. all aspects of adult entertainment you will find sexy shemales One of my best friends, Bruna, is a hot tranny escort. Every now and again, I help her out when a client wants some sexy transvestite on transvestite action. Carlos is a wealthy Cuban businessman. Really just a nice way of saying drug dealer. His fetish is special girls like me. Bruno has made bank off of him. He often requires the company of pretty girls on his yacht to distract the Coast Guard from the real reason he is travelling the open waters.

transvestite on transvestiteBruno and I both rock bikinis to distract curious Coast Guard or immigration police. No one looks at us, even in a bikini, and thinks we have dicks. Carlos tells folks he is a porn director filming a girl on girl film. We blow anyone that stops the boat so they move along. When we are not trying to pull one over on the ocean police, we are giving Carlos a show. He loves watching two trannys fuck. Of course he joins into for a little shemale sandwich action too. This last excursion Bruno fucked my ass so good I shot my load on Carlos’s face without even having my dick touched.

I love fucking shemales. I bet you do too. You can be like Carlos and have two sexy shemale cocks at once! Shemale phone sex sluts are way cheaper than tranny escorts too.

Tranny Carla

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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 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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Tranny Phone Sex, Lady Boy Phone Sex or Both?

tranny phone sex mature slutTranny phone sex is my newest obsession. I have been going on tranny dates; watching tranny porn; even trying to find sexy shemales to go clubbing. The best of both worlds thing as me super horny. I love cock, yet something about a pretty face and nice boobs gets me hot and bothered too. I have tried a variety of shemales, but not a lady boy phone sex chick until last night. I found a bunch with escort ads on the back pages and decided to hire one.

Most lady boys are Asian, very young looking. Barely legal I suspect, but as long as 18 I won’t lose my job! Something so exotic about Lucy. I was drawn to her pretty face, her tiny features and her nice big thick cock. She was a submissive tranny, but that was fine because I am a switch. I was feeling rather dominant anyway. I picked her up, felt her package to make sure no bait and switch. Hard as a rock. She said I was the hottest MILF she had ever seen.

lady boy phone sexI said screw dinner. We went back inside, had wine and fucked. I brought my strap on! I had her suck it to get it wet, before I slid it into her tight little ass. She had such a tiny frame. I think the contrast between her small figure and big cock is what attracted me. I reached around to stroke her cock while I slowly pumped in and out of her back door pussy. She moaned so softly it was a huge turn on. I wanted to feel her inside me too. I sat on her cock and rode her up and down while kissing her.

Softest lips ever. She was an amazing kisser. I’m not sure what has gotten into me lately. Well tranny dick has gotten into me! I cannot get enough sexy shemale cock. She came deep inside me and I came so hard with her. Have you ever been with a tranny? I highly recommend it.

Farah

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Tranny Phone Sex Whores are Hot Shemales Cumming

tranny phone sexTranny phone sex whores can now be found on your mobile device! Who doesn’t want to watch hot shemales cumming all day long? Some of my fellow sexy shemale friends decided we should make our own jackoff porn. We got together this weekend to make some hot little videos of ourselves jacking off and cumming all over our tits. There are a few shemale dating sites and fetish life type sites that we like to troll for married cock. We have a little bet going amongst ourselves to see whose video gets the most hits. So far I am in the lead. I have had over 1,000 hits on a 2 minute video of me cumming all over my perfects tits.

hot shemales cummingLook at me? I bet your dick is throbbing right now looking at me stroke my own cock? I bet you are wishing you were with me so I could shoot my big creamy load all over your face instead of my breasts? Hell, I bet you are jacking off right now thinking of my hot cock up your virgin ass. Don’t worry, you are not alone. My little jerking video is very popular. Lots of men want to see shemale strokers.  Reading the comments men leave for me gets me all hot and bothered. I even have guys offering to pay to fly me to different states to hook up for a night. At the very least, we could jack off together. Maybe even make our own videos.

Tranny Carla

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