Tranny Cronicles

April 8, 2008

Stacy Becomes A Sexy Woman!

Filed under: Tranny Sex Stories — Tags: , , , — Jamie @ 6:51 pm

Hello Everyone i was able to write this hot and sexy story for you to enjoy!

All her life, Stacy had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Stacy discovered her main sexual interests were in straight men. She didn’t care for gay men, and acted as a lesbian when she was with women sexually. She had no interest in taking the male part and thrusting her cock inside of them. Then, when Stacy was 22, she discovered what could have been a dangerous past time. She dressed up as a woman and picked up straight men. Her elegant long legs, tiny waist, heart shaped face and rounded butt convinced many a man to take her home with him. She had given over 100 straight unsuspecting males blowjobs while fending them away from her crotch. She drank over 100 loads of cum while her own cock was craving release - she would run home and masturbate afterward. And when she realized how fully she could look like what she felt, a female, her whole lifestyle changed. She quit her job and spent a couple months off work. Stacy grew her hair, bought a whole new wardrobe and took to life as a woman. She had the most fun choosing the frilly and lacy lingerie to compliment her female appearance. Wearing a satin bra and panties always made her feel sub- missive and feminine and horny. Stacy’s old apartment had been almost, but not quite, feminine. There was always the family member or coworker to impress that Stacy was a sort of normal man. Now she wanted to be a normal woman. She got a beautiful 4 poster bed with a canopy, and got a matching apricot colored comforter and sheet set. Her apartment had more art, more light and color. She felt as if she really belonged there. Then she went out to see if her new femininity would attract some fun. She went to a part of Hollywood known for she males - no sense in attracting trouble when things were going so well! And within 20 minutes, Dale had come over and introduced himself. Dale was handsome, blond and buff. He was the sort of man who opens doors for women and lights their cigarettes. He make Stacy horny and yearning within 30 minutes of conversation with him. She wanted him to fuck her - fuck her hard! She had sucked a lot of cocks, but had very very rarely been laid, and always in secret - very brief and not passionate. Stacy took Dale back to her new apartment. He seemed to really like it. He looked at home on her new couch, and sipped at his drink while looking around. He complimented some of her art while easing gently toward her on the couch. He put his arm around her shoulder - just like a man on a date with a woman. Stacy felt so excited - and felt her cock hardening. Dale started kissing her - long, slow, wet kisses. He pulled her close and began stroking her back. Stacy sucked on his tongue. His mouth was warm and spicy. One by one, Stacy was stripped of all her clothes while Dale remained dressed. She did manage to open his shirt buttons and stroke his chest hair and tease his nipples. And then came the moment she was dreading - Dale pulled off her panties exposing her cock. She had spent so many encounters hiding her dick that she felt very scared. Stacy didn’t worry for long. Dale took her hard she-meat in his hand and began stroking her shaft. Stacy couldn’t believe how good it felt to have another person playing with her shaft. She started to open Dale’s pants, but he gently pushed her hands away. “I like to treat my women right” he said. And he did. He sucked her nipples, caressing her ass and squeezing her cock till she was panting out loud. He ran his finger up the crack of her butt, teasing gently at her anus but not entering it. He licked her chest, her neck her firm tummy. He told her she was sexy and how much she turned him on. Then he told her to stand in front of him. Stacy felt exposed and helpless standing there, just as a real woman would. And then Dale did something that made her crazy - he took her dick in his mouth and began sucking! Dale pulled on her buttocks to keep her closer to his face and sucked and licked her shemale cock. He teased it with his tongue. He blew on it. He would reach up and pinch one of her hardened nipples. Sometimes he would pull her ass cheeks apart hard. Stacy had never experienced such unbelievable sex, and was helpless before such horniness. Then Dale pulled his head up. “Do you want to cum?” he asked her. “Yes” Stacy answered, surprised at how breathy her voice sounded. “Then tell me how much you want it” Dale told her. “I want… I want to cum” Stacy told him unsurely. Dale gave a couple hard sucks on the tip of her cock. “Tell me how much you want it” he demanded. “Beg me for it.” “I want to cum” Stacy said, feeling her balls contract. “I really need to cum”. “That’s better” Dale told her, stroking his cock. “I want to swallow your load, baby. I want to make your pretty cock shoot for me. Show me how bad you want it - show me!” And he began sucking again, a little faster, his other hand caressing her balls. Stacy’s cock moved in and out of Dale’s wet mouth. She wanted to cum fucking his face - she was desperate for release. Just then, Dale spat on his fingers, and went back to sucking. And he suddenly slid two fingers into her tight ass-pussy. She felt her balls contract and felt her dick squirting hot thick jizz. Dale sucked it down greedily, like it was candy. He sucked hard, and wiggled his fingers inside her virgin butt, and she had never cum so hard in her life. She shot the biggest load she could imagine, all the time writhing and gasping. And then he kissed her again, and she could taste her cum in his mouth!

Well I hope you Enjoyed it as much as I did!

April 1, 2008

Another Day At The Office

Filed under: Blog, Tranny Sex Stories — Tags: , , , , , — Jamie @ 5:30 pm

Sizziling sex tale i have for you today! I hope you all enjoy it as much as i did!

“Claudia Prill smoothed her skirt before entering the office of her boss, Devon Sanders, the CEO of the company his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! “Good morning, Mr. Devon,” she said in an upbeat voice, “anything special on the agenda for today!?!” Cord Devon took the coffee from her out stretched hand and replied, “Nothing on the horizon, Claudia, but I am expecting a call from our man in Tokyo, so put it straight through when it comes in, okay!?!” “Certainly, Mr. Devon,” she replied, “and if there isn’t anything else, I have those letters from last evening to get out, so if you’ll excuse me!!!” Cord watched as the cute little ass of his secretary disappeared behind the closing door while he picked up his paper and started to read!!!

While maybe there hadn’t been anything special going on that day, there was still a lot to do and not enough hours in the day to get it all finished! Buy four o’clock Devon was just plain beat from the hours he spent on the phone talking with clients and the countless requests from his own staff to make a myriad of decisions that directly affected the direction of the company!!! After his last call, the intercom on Claudia’s desk lit up and the familiar voice from the inner office ordered, “Come on in, Miss Barnes, and bring your pad!!!” She picked up her dictation pad and went directly to his office and knocked softly and waited for him to let her enter!!! “Come on in,” a voice from inside yelled, “it’s open!!!” Claudia slipped inside and while still standing by the door asked softly, “Do you want me to lock it, Mr. Devon?!?” He gazed at her with almost glazed eyes and simply replied, “Lock it!!!”

Claudia dropped her pad on his desk as she walked around to where he was seated and asked, “Do you need a little tension reliever, boss!?!” “That would be just great, Claudia,” he said with a sigh, “it’s been a long fucking day!!!” “Would you like to be dominated,” she asked in barely a whisper?!? “I’ve been giving orders all day,” he replied, “why don’t you take over for a while, okay!?!” “That suits me just fine,” she answered quickly, as she began undoing her blouse, “first off, let’s get out of these clothes, shall we?!?” Cord Devon nearly tore his things off, leaving himself stark naked while Claudia took a more leisurely pace in removing hers!!! When her bra slid from her shoulders exposing her perfectly formed 36b breasts, he moaned at there mere sight and immediately achieved a very hard erection!!! “Oh, dear,” she said softly, “do Claudia’s breasts make Mr. Devon’s pecker all nice and hard?!?” “Jesus I love it when you talk like that,” he panted, “and you’re so fucking gorgeous, you could give a statue a hardon!!!” She bowed slightly and replied, “I’ll take that as a compliment, what do you think of my new panties,” which matched her bra, white satin, embroidered with little pink roses, which showed off her perfect ass to its best advantage!?! “Where do you find this stuff,” he moaned, “my wife’s underwear looks like it came from a cheap discount house!?!” “So I can take it that you like it,” she said while twirling around so that he got a view of every side of her!?! “Like it,” he groaned out loud, “I fucking love it, now get those panties off so I can see what you have hidden in there!!!”

She turned away from him, so that he had a perfect picture of her pert little butt as she slowly slid her panties down to her ankles before stepping out of them and asking sweetly, “Would the big important business man like his little secretary to turn around?!?” “Oh, please,” he begged, “t-turn around and show me what you’ve got!!!” “Ready or not, here it comes,” she exclaimed while spinning around to face him, “well,” she asked coyly, “daddy like it?!?” She was standing just out of his reach, so when he tried to grab her she only had to lean back a little to elude his frantic attempts to touch her!!! His eyes now ablaze with desire, stared intently at the crotch of the pretty young woman who at that moment was teasing him mercilessly and then begged, “Please, Claudia, let me suck it, pretty please!?!” She laughed at his ineptitude and asked, “Tell me little boy, what do you want to suck, tell mama so she knows!?!” He stared a little longer, and with drool dripping out of the corner of his mouth replied, “Please let me suck your cock!!!”

A perfect woman, he always called her, tits, ass, and a dick, just what every man should have waiting for him at home!!! “Tell me,” she teased him some more, “whose dick is bigger, yours or mine!?!” “Jesus, Claudia,” he said in a exasperated voice, “yours is, now please get over here and let me suck it!!!” Finally having a little pity on him, she moved up next to him and allowed him to take her eight inches into his hot warm mouth!!! “You love mama’s pussy on a pole,” don’t you little boy, ” she asked softly, as he gave her nice easy blowjob, “you’re such a good little cock sucker, you make mama very happy,” while the room was filled with loud smacking noises of a hard cock being sucked for all it was worth!?! “You know the rules,” she continued on, “once her little boy starts sucking her hard pecker, he has to suck until it shoots in his mouth, now don’t forget that, little one, you must suck mommy all the way to completion!!!” It was all a game they were playing, she didn’t have to remind him at all about any such rule, it would take dynamite to get him to release her cock before it filled his mouth with cum, it was just her having a little fun with him, that’s all!!! Mr. Devon feverishly worked her hardon in and out of his mouth until almost without warning, Claudia’s cock spasmed and filled his mouth with a load of life giving cum to her cock sucker boss!!!


Flopping back into the chair with cum dribbling out of his mouth, he just sat and stared at the still semi hard penis that hung just a few feet away from him and she said, “You just love mama’s fucking cock, don’t you baby!?!” “Oh, yes,” he sighed while nonchalantly fisting his own hard piece of meat, “you’ve got the biggest cock I’ve ever sucked on!!!” “You know what comes next, don’t you,” she asked softly?!? “Y-you’re gonna fuck my asshole aren’t you,” he said almost groaning in anticipation!?!” “That’s right, little boy,” she said quickly, “now get up and bend over your chair and show me your asshole!!!” Quickly complied with her request, Claudia moved up behind him and pressed the big head of her pecker against his straining rectum, and said, “Mama’s gonna fuck her little boy’s ass with her big fucking pussy on a pole!!!” He knew it was coming, and that initially the pain would be intense, but he couldn’t help himself, he was a slave to the hard cock of his pretty little secretary, and getting fucked in the ass was just something she had to do to him!!! “Oooooooomph,” he gasped as she rammed her cock meat all the way home into his straining bung hole, “god that hurts so fucking good, harder, oh god, fuck me harder!!!” That’s what she liked about him, no matter how hard she gave it to him, he always wanted more, just like a good little boy should!!! Harder and harder she slammed her thick pecker deep inside of his rectum, even going so far as to tear his tender ass hole flesh to ribbons as he began to bleed under her vicious assault!!! The pain and the pleasure were now just a blur to him, intermixed and indistinguishable from each other, he reached underneath himself and fisted his own cock meat hard while Claudia tore into him like a ravenous animal!!! They’d done it so often, these two, that it was just like clockwork when both of their nut bags tightened and the cum raced down the length of their peckers and jettisoned out of their one eyed snakes, hers into his asshole, and his all over the back of his chair!!!

After they were spent, she leaned over and gave him a big set kiss and whispered, “You are such a cock happy little boy, do you feel better now that mama fucked your tight little ass?!?” “He smile slyly and replied, “I feel just great, and it’s gonna be another hard day tomorrow!!!”

March 30, 2008

This Is One Sexy Short Story Emailed To Me

Filed under: Tranny Sex Stories — Tags: , , , , , — Jamie @ 8:44 pm

One of my good friends emailed this to me and I could not help but posting it here. It is such a Sexy and Seductive story that i get all excited every time i read it. So without further adieu.

The Unexpected!

My girlfriend and I broke up the week before, so I was pretty depressed. The guys at work decided to take me out to the bar after work to get wasted cause that’s what we do.  So we all packed into the truck and headed to the bar.  When we got there we were the first ones in that night so we sat at the bar and ordered some drinks, and started talking about our shitty day.

An hour went by and the bar started getting busy. We were playing pool and after I took my shot I looked over at the bar and saw a beautiful Puerto Rican chick with a great ass. Her thong was hanging out the top of her very short skirt.  She was amazing; I had never seen an ass like that.  We continued to play, but after the game I looked over and she was still there.  I wanted to fuck her so I went up to the bar, ordered a jack and coke, and bought her a drink.  She was stunning. Her tits were beautiful, big and round. We started talking and I told her straight up how much I wanted to stick my cock in between her tits.  She told me she had a hotel room across the street at the Holiday Inn and asked if I wanted to leave. I went and told my friends I wouldn’t need a ride home.  I walked back to the bar and we left.

As we walked out of the bar she grabbed me and started to jam her tongue down my mouth; she was a great kisser. She grabbed my ass as she kissed me, which I love and then went around to grab my cock, which was rock hard. She moaned, and then stopped and said, “This is going to be fun.”  I smiled as we walked across the street; a minute later we were in her suite.   The lights were down low and she told me to make myself comfortable she went into the bathroom to freshen up.  I turned on some music. I was so excited I could barely keep my cock in my pants. I could feel it trying to make its way out of my jeans.  The bathroom door opened and she walked out wearing nothing but the black miniskirt she had on at the bar, her tits her out, and they were amazing nice and plump.  She walked over to me and jumped on top of me and started to straddle my cock. We made out for about five minutes then she started kissing my neck, and then my ears, and back to my neck.  She unbuttoned my shirt and started to suck my nipples, working her way down. She started kissing my belly and unzipped my pants; my cock was rock hard and already ready to explode.

She teased me, blowing on my head, and then finally she wrapped her lips around my hard cock and gave me the best blow job ever. She licked my balls and then my cock again and then she surprised me and went down and licked my ass. I never had my asshole licked; it was incredible. I was shocked at first but damn it felt so good. She went back to my cock and as she put her lips around it I shot the most amazing load of my life deep down her mouth as she sucked me dry.

I was still rock hard so I flipped up and got on top of her and started playing with her beautiful tits. Now her licking my ass was surprising but I was really surprised when I felt something poke me as I was sucking her tits. I went down and lifted up her skirt and saw a huge cock!!  My mouth dropped. By looking at her you would never have known she was a shemale. I had never sucked a cock before or even had any interest, but I said fuck it and went down and sucked her big cock. It was bigger than mine; it had to have been 9 or 10 inches.  I sucked her cock, I licked her balls, and I was in heaven.

It felt so good having her big hard dick in my mouth.  She was moaning. I could tell I was doing a good job when she pulled my face off her cock for a second and said, “I want to fuck you, bend over.”

I wasn’t sure at first but I was still so hard and I was having a good time so I said ok.  I bent over and she started licking my ass again. It was amazing; she stuck a finger in my tight asshole. She had to push hard to get it in there.  She finger fucked my ass until she got three fingers in. It felt incredible.  At that point I was begging her to stick her huge cock in me. She came up behind me and rubbed her big wet head up and down my asshole until it popped in.  She started off slow, inching her way into my tight hole.  She started working it in faster and faster, deeper and deeper, until I felt her balls slapping my ass. She was fucking me good and hard.   I knew she was about to cum. I couldn’t take it anymore. I wanted to feel her cum shoot deep into my asshole.  She pounded my ass and her moans got louder and louder as she went deeper and deeper. I told her to fuck me, fuck me harder, and then she shot her cum in my ass. It felt incredible. She pulled her cock out and said how great it was. I couldn’t even move, but wow that felt good.  That Monday I went into work and saw one of the guys. He asked if I got some ass from that girl. I said kind of and left it at that.  I never saw her again but I still think of that night.

March 29, 2008

First Taste Of Cock And He Was In Sexstasy!

Filed under: Blog, Tranny Sex Stories — Tags: , , , — Jamie @ 10:34 pm

In Vegas i met up with my old friend Markus. He introduced me to his friend Greg; and goes on to tell me that Greg has never had a “Shemale Experience” and if i could be the first. So i said sure he gave me his room number and told me the hotel he was staying in. I met him at the MGM Casino. We had a couple drinks at the bar and he was telling me how excited he was to finally be with a woman like me. So then he took me up to his room, he was wearing a black suite with a silver tie (very James Bondish). I entered his room and we quickly got down to rubbing and kissing each other.

I reached down and rubbed his already swollen cock and balls, he groaned and I could tell he really wanted me to do something with it….. I grabbed his boxers and pulled them down exposing his erect cock (5in or so). He then leaned down and sucked my head into his mouth, This struck my by surprise. his first time ever to suck a cock and it felt great..like he has done this before. We got on the bed and he continued to suck me, while i moaned and groaned really loudly and i began to suck on his balls. Then i wanted to suck him, so i deep throated his cock and licked it all over…..if felt damn nice. After a bit of this sucking etc, we both decided he needed my cock in his ass!!!

He laid on his back and spread wide his legs and ass. I pushed my hard cock up him and we fucked hard, until he wanted to flip over into doggystyle where we fucked until I came deep up his ass. It was a great experience and one I can’t wait to repeat……

His first taste of cock and he loved it …

March 4, 2008

Allan’s First time with a Cross Dresser

Filed under: Blog, Tranny Sex Stories — Tags: , , , — Jamie @ 6:19 am

         There is a guy named Allan who wrote to me about his very first experience with a hot cross dresser, getting and giving his first blowjob and having anal sex for the first time. He was traveling around Florida with a friend. Ironic enough the night before he had that first experience he had gotten drunk and during the night his best friend John tried to fondle him, he was having none of it and slept in the car, the next morning there was lots of embarrassment and they forgot about the incident. That night they arrived in Miami, a guy saw them looking at a map and asked them if they needed somewhere to stay, they were eighteen and naive and said yes. That night he arranged a party, lots of liquor and dozens of people, girls, boys the lot, amongst them was the first cross dresser he had ever met, she was mid 30’s very made up and very well dressed, tight short dress about four fingers above the knee, spoke English (she was Brazilian) spent the night drinking and talking with her, around midnight she started kissing him and Allan responded and they spent the night together, She knew it was his first time, so she was slow and gentle and showed him exactly what to do and how to do it. His first blowjob and the first he ever gave and the first time he had anal sex, he fucked her so hard while she fingered him. It was soooo sexy, they stayed at her place for 2 weeks and they fucked every day he was there. As for his friend John, well he preferred his cock undressed as it was, met a guy that night and spent the time with him.  Allan went back to Miami twice that year and met up with her, last time was about ten years ago and by then Allan was into both giving and taking and repaid her the favor.  Allan often wonders what happened to her. She set him on his path of admirers, He never liked a guy as such, show him a cock in a skirt though and he certainly does spring to attention! He also likes the girls, so I figure it must be something about the clothes and makeup.

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