Transgender, She-male oral, anal, Trans/Trans
This story is a work of fiction and contains descriptions of explicit sexual acts between consenting adult Trans males. If this type of content offends you or you are under the age of 18 do not read it.
If you enjoy Nifty, please make your donation to Nifty Archive Alliance to help keep the site running and stories available.
Copyright 2024 Jan, all rights reserved.
You may contact me atpomowolf74@gmail.comif you like. All flames will be ignored.
Dale's Transition By Wolf
I started living my life as a woman five years ago. I had always been a petite blonde that was only five-feet six-inches that never weighed more than a hundred and twenty pounds. I had been introduced to sex by males that wanted me to suck their cocks and fuck my ass at a young age and had girlfriends that wanted me to eat their pussies like a lesbian. As an adult sought employment as a secretary and court stenographer.
I started buying my clothes in a sex boutique for many years before I chose to come out as a trans. It took me years to feel comfortable with my femininity. I had to learn how to care and style my hair, and how to apply makeup properly. I wanted to be an attractive woman to everyone. I didn't want to look like a comic character in drag. I wanted to be able to walk the streets and no one suspected that I was hiding the fact that I had a cock between my legs.
I went to a famous Hollywood plastic surgeon for breast implants. Being so small my skin is thin and there were dangers associated with the surgery. He put inflatable devices under the muscles to slowly stretch the skin and put me on hormone injections to reduce unwanted body hair and develop a layer of fat to soften my figure. When he felt that it was safe he went under my armpits to place 450 implants on my chest giving me nice looking 34-C+ breasts.
The clerk that worked at the sex shop where I bought my erotic clothes was named Wendy and she was very helpful. It wasn't until she was helping me into a corset one day in the dressing room that I found out 'she' had a cock, larger than my own. She had leaned into me from behind while she was lacing up the corset, and I could feel her hardness against my ass.
She said: "Oops, now you know my secret!"
It was during working hours, so there were no other customers in the shop that day, so she went out front and locked the door and hung the closed sign. When she came back, she made me kneel on the floor and help her out of her tight leggings. She had no panties on and her cock sprang up, right into my face. She told me: "Get busy and make me happy!"
She had such a long cock for a skinny girl. She soon had it entirely in my mouth and down my throat, shooting a big load of cum very quickly. She said: "I'm really- horny this morning and was really-glad you came in today. I have been waiting for an opportunity to find out if I could seduce you!" When she finished cumming in my mouth, she pulled out her cell phone and made a call.
She was talking to someone named Jacquie. Apparently, she lived only five minutes away. Wendy told her to get her ass to the shop, and come in the back door. I have someone here you need to meet."
Jacquie arrived about 10 minutes later, and Wendy introduced us to each other. Wendy told Jacquie what a great cocksucker I was. Jacquie and Wendy proceeded to dress me as a slutty looking Hollywood streeting walking whore. Jacquie took me out to her car, which was a silver BMW convertible. She drove us out of the back parking lot in a hurry and drove to her home. She took me into her bedroom and had me strip to my corset and crotchless panties. She had me get on my hands and knees on the floor, while she undressed to a bustier that pushed her huge tits over the top. She had nylons attached, a garter belt, and no panties on. She had the largest cock I had ever seen sticking out in front of her.
She proceeded to lick my ass, sticking her tongue into my 'pussy' as she played with my small hard cock. I was very stiff, and she commented on my nice 'clittie.' Then she started lubricating my pussy with a pain deadening gel on her fingers, so that her big cock wouldn't hurt me too badly. After she had prepared my behind, she came around in front of me and sat on her bed.
She told me: "Open wide!" and started sliding her monster cock into my mouth, stretching my mouth, and finally filling my throat. She slowly began fucking my mouth until she decided that she was hard enough, and said: "I'm ready to fuck that nice tight 'pussy' of yours."
She got behind me and slowly slid her cock in, pausing at times to let me get used to the size. She was about 9 1/2 inches long and about 6 inches around. When she finally was in all the way she slowly began to fuck in and out of my 'pussy.' I couldn't believe I had that huge cock in me, fucking me like a whore. Jacquie was soon picking up pace and fucking like a rabbit, quick short strokes followed by long slow ones. I had been fucked before plenty of times, but never like that. I was beginning to really love the feeling of that monster cock fucking me and began moaning like a real slut. That just got Jacquie more lustful and she began telling me what a good little whore I was going to make, and she had lots of guys that would pay big money to fuck me. When she finally came, she absolutely filled my 'pussy' with loads of hot creamy cum until it was running out of my 'pussy' and down my legs. The first of many times she has fucked me, and I still love her cock more than any of the guys she has pimped me out to in her home.
I have changed jobs and work in a different court where my fellow secretaries and employers are unaware that I was once a male. The only males and females that know I have a cock are highly unlikely to ever meet the people that believe that I'm a woman.
While I'm socializing with my bosses and fellow employees I don't engage them in conversations about sex. They think I'm too proper to discuss my sex life. I'm sure they would be shocked to see me at a party where I'm naked and straddling the head of someone sucking my cock while another man is fucking my asshole and a third man is fucking my mouth. I have had sex with husbands and wives. I eat the pussy of the wife while I fuck her husband's ass or he sucks my cock.
Lately I have been becoming bored with all the sex and been thinking about finding a nice man and settling down to married life.
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to pomowolf74@gmail.com
If you enjoy Nifty, please make your donation to Nifty Archive Alliance to help keep the site running and stories available.