Category Archive: Tranny sex stories

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

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 Chick Loves Nature

tranny phone sexI love Fall. All the changing colors of trees, cooler weather… Call me a nature lover. Public fucking is one of my favorite things to do. This morning was gorgeous. I decided to go to the arboretum, commune with nature and pick up a guy. The trees were a beautiful color of red and yellow. The temperature was just cool enough that my nipples were as hard as my cock. I found a pretty somewhat secluded area to rock out with my cock. I love jacking off with the risk of getting caught. Do you?

shemale phone sexSome rather young boys were in the near distance. High school boys on a field trip I thought. I have not had high school cock since high school. I was sitting naked surrounded by the most beautiful trees in the place, maybe the world, so I knew they would venture my way. I wondered if they had ever encountered a tranny phone sex slut before. My guess was that even in the transgendered modern world, those jocks had yet to meet a chick with a dick.

chicks wiith dicksAs soon as they started venturing my direction, I began to stroke my hard cock faster. I acted like I was lost in the sensation, which I pretty much was. The next thing I realized, I was in the center of a school boy circle jerk. They were not put off my me, or even surprised. Their hard dicks leaking pre cum told me they liked communing with nature too. Or maybe it was just my pretty face, nice rack and big cock? I let them shoot their boy batter all over me. One of the hottest experiences I have had in a long time. Nature can be so unexpected.

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

Dominant Tranny Gets Revenge

dominant trannyThis dominant tranny enjoys revenge. When I saw him at the bar, I flashed back to those awkward teen years when I had not yet blossomed into the sexy shemale I am today. He was the bully who got off making me feel like a freak for wanting cock. I’m secure in my sexuality now. I know there is nothing wrong with getting dick. In fact, when I picked him up and took him home, my plan was to show him the joys of hardcore anal fucking. Even toss in a little CBT pleasure too. When he saw my big tranny dick, he was in shock. Didn’t pick up on my panty surprise. Clueless about our past history too. When he tried get away, I made him my bitch, my whipping boy. But I didn’t let on who I was until I was balls deep in his virgin ass. “Who’s the bitch now,” I asked as I force fucked his ass and squeezed his pansy ass balls. “Only a closeted fag bullies a guy for wanting dick,” I chuckled. I pounded his ass until he was in tears, apologizing for his past misdeeds. But that was just the beginning of my fun. I trampled all over his worthless nut sack. I think I even busted a nut. I left him curled up in the fetal position, a blubbering mess. Payback is a bitch. Don’t fuck with the gay teen in school. He might grow up to be a hot tranny phone sex bitch who turns you into a little faggot bitch.

tranny phone sex

Tranny Carla

1-888-499-0387

Lending A Helping Hand

tranny phone sex angieSitting here eating and listening to them talk I am getting wetter and wetter.
Soon I discover that they are both transexuals in the middle of gender reasignment.
The conversation quickly turns from one that turns me on to one that is annoying me to hell.
I don’t take to whining and these two are now whining and bitching about how they can’t afford surgery and how they just want to be rid of their dick and balls once and for all.
Before long my mind is conjuring up visions of me giving them just what they want. And I know that I need to put my plan into action and give them what they want.
I worm my way into an introduction, and join them easily. In no time at all we are fast friends and we are all headed to my place where their dreams will soon come true!
Cock and ball torture is going to be perfect as I slice ball sacks open and remove dicks….

Cock and Ball Torture Angie

877-546-9602

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

Clinical Surprise

tranny phone sex melindaI decided I would head down to the local clinic pre-op clinic for some fun. I had heard about the place from a friend, the plastic surgen that ran the joint specializes in transgender surgery and had a sissy side that was well known among the Tranny comunity. I went in search of a lab coat and hit the bathroom. Stripping down to nothing but my thigh high stockings, heels and the crisp white coat I waltzed right into an exam room. There she was sitting on the exam table just as beautiful as she could be. There is no way this was a T-girl, she had to be someone there for some other type of surgery. But when her medical gown fell open and her huge ten inch cock was revealed, the sight made her more glorious then ever. The Doctor walked in and snapped on his gloves with out paying me any mind what so ever. When he slid his lubricated finger inside her tight ass I watched as her cock grew to a size I didn’t think possible. By this time my lab coat was opened and muy fingers were in my hot wet pussy. I had to get in on the action. I walked over and kissed her passionatly and helped him out of his pants while guiding him toward her waiting ass.

Mommy Melinda

888-497-2390

Daddy’s whore

KONICA MINOLTA DIGITAL CAMERA

I have always been my daddy’s anal whore.My Daddy only showed love to me when I would put on a wig, wear my whore mommy’s panties and walk around. My daddy loved watching me pretend I was my mommy. He even treated me like her. Making me suck his cock. Making me take his cock up my tight young ass hole. Now I am truly like my mommy. I sell my cock and ass to men for money or drugs. All I ever wanted to do was make my daddy happy and have him be proud of me. I know he loved fucking me up the ass and I know I can make you just as happy. Why don’t you be my new daddy?!

Daddy's T-Girl Henrietta

866-386-1342

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

Older posts «

» Newer posts