Transgender, oral, anal, M/MM
Author's Note:
This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between a consenting adult and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Copyright 2021 Wolf, all rights reserved.
You may contact me at pomowolf74@gmail.com if you like. All flames will be ignored.
My name is Dale
By
Wolf
Believe it or not, my name is actually Dale, and I have been dressing and fucking as a girl for some time now. I started buying clothes in a sex boutique openly for myself about five years ago. The clerk who had been working there from the first time I entered the shop was named Wendy, and she was very helpful.
After a couple of months Wendy offered to help me put on a corset and joined me in the changing booth that I found out that Wendy had a cock! It was even larger than my own! She had leaned into me from behind as she was helping me lace up the corset, and I could feel her hardness against my ass.
She said "Oops, now you know my secret!"
Things were slow in the shop that morning, so she went out front and locked the door, hanging the out to lunch sign in it.
When she came back to the booth, she made me kneel on the floor and help her out of her pumps and tight pantyhose. She was wearing a tight fitting thong type of panties, and when I proceeded to pull her panties down her cock sprang up like a spring and bobbed up and down in front of my face.
She demanded: "Get busy and make me happy! Suck the long cock of a skinny girl!"
She soon had her cock entirely in my mouth and down my throat. It did take long before she was shooting a big load of cum in my mouth.
She said: "I was really horny that morning and was really glad you had come in. I have been waiting for an opportunity to see if you would succumb to my desire."
When she was done cumming in my mouth, she pulled out of my mouth. Wendy pulled out her cellphone, and made a call to another of her customers, Jacquie, who lived only about 5-miles away, and asked her to come down and meet me.
Jacquie arrived about 20 minutes later, and Wendy introduced us, telling Jacquie what a great cocksucker I was. Jacquie and Wendy dressed me as a slutty looking whore and Jacquie escorted me out to her car, a silver BMW convertible. We left the back parking lot of the shop in a hurry and drove to her home. She took me into her bedroom and had me strip to my corset attached by garter straps to fishnet nylons and crotchless panties. She had me get on my hands and knees on the bed as she undressed to a bustier that pushed her huge tits up and looked like they were about to spill over the top. She had nylons attached to a black garter-belt and no tight lace panties, with the biggest cock I had ever seen creating long the left side of the panties. She proceeded to lick my ass, sticking her tongue into my 'pussy' as she played with my small hard cock and scrotum.
My body was rigid, and she commented on my nice 'clitty.' She then started sticking fingers into my 'pussy' lubricating it with a topical gel that made my sphincter go numb so that I wouldn't feel her big cock as badly. When she finished lubing me, she came around in front of me, and knelt on the bed and told me to open wide. She started sliding her monster cock into my mouth, stretching my mouth and finally my throat. She slowly fucked me that way until she decided she was now hard enough to "fuck that nice tight 'pussy' of mine."
She moved back behind me and slowly slid her cock into my 'brown pussy,' 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 the whore I am. Jacquie was soon picking up speed and fucking like a rabbit, quick short strokes followed by long slow ones. I had been fucked a couple of times before, 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.
Jacquie introduced me to her plastic surgeon, and he put me on a regiment of female hormones pills and shots to prepare my body for the change. He made incisions in my armpits to insert an inflatable bladder to stretch my skin over time to create a pocket for breast implants to create my future breasts. I am looking forward to the day I can live as a woman with a cock!
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