Category Archive: Date a tranny

Tranny sex stories with Henrietta

Tranny sex stories

I love the look on a guy’s face when he pulls my skirt up and my panties down. He has a big cock staring back at him. My dick is so nice and thick, even though he didn’t know I was a tranny he opened his lips and took the head of my cock in his mouth. That mother fucker could suck a cock. He sucked dick better than a hungry whore who had not eaten for 3 days. He wasn’t even looking for a dick to suck he just wanted a pussy to fuck. With me he got the best of both worlds. He got big fuckable titties. A big thick cock to suck and take up his tight ass, and he got a whore who loves getting fucked nice and hard in the asshole. I was sucking his cock as I slipped a finger inside his asshole and started rubbing his prostate. I milked his cock into my mouth and swallowed his yummy salty cum! 

Henrietta

866-386-1342

Confession

tranny phone sex camillaMy grandson has always been a Sissy. She has always been sweet and loves to please. She is very subservient and loves being on bottom. We know this is how she is and we love her just the way she is. Sso yesterday when she was staring at my huge Nana tits with a dreamy look in her eye, it didn’t surprise me that she started up a conmversation that ended in a confession that I had secretly suspected for a long time. She is sure she wants to be a girl and she needs to know how to do that. She knows it is possible she just doesn’t know the details. It wasn’t hard for me to get a hold of an old Tranny friend and she was more then willing to take my grandson under her wing and show her all the in’s and out’s from the most intament to the clinical aspects. It was fun to watch my grandson learn about the knew Tranny life that she wants so badly!

Nana Camilla

888-972-9831

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

1-888-499-0387

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

888-241-8197

Tranny Phone Sex Sluts are Everywhere if You are Looking for a Tranny to Fuck

tranny phone sexTranny phone sex sluts are everywhere, so if you are looking for a tranny, we are not hard to find. Terry found me today masturbating in an office chair. I had a temp job this week; everyone was at lunch or so I thought. I guess he came back for something he forgot. Walked right in on me at the front desk being master of my domain. Only problem was Terry was clueless about my duality. He got a shemale surprise, but a good one based on his reaction. Guys can say whatever they want; nothing says the truth about how they feel like a big pulsating bulge in the pants. I was instructed to take care of any problem that might come up while the bosses were away. Something sizeable did cum up. I’m an excellent problem solver so I crawled over to Terry, unzipped his pants and let his big hard problem fall out. Right into my mouth. He had this expression on his face that told me he didn’t know quite what to think, but once my pretty mouth was working on his shaft, his face lost all signs of confusion. His hands played with my tits as he banged his cock deep down my throat. When he shot a big ass gooey load of yogurt down my throat, I knew the problem was solved. Funny. I guess he told a few other men in the office about my excellent problem solving skills because I had a line of men waiting for some assistance when I came back from my lunch break. The bosses heard such good things about me they decided to extend my position for at least another week. Do you have a big problem I can assist YOU with?

looking for a tranny

Tranny Carla

1-888-499-0387

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

1-866-610-9339

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

1-888-499-0387

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

877-258-4528

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.

looking for a tranny

Tranny Carla

1-888-499-0387

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!

Doctor Ginger Sex Therapist

866-610-9339

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