In my first book, “Tricked Sissy – How Chloe Got Feminized“, I talk about how I was caught by my best friend Sarah when I decided to try on her bikini. Discovering a secret I didn’t know I had, she now believes it’s her job to bring out the sissy in me.
I try and tell Sarah I’m a straight boy, yet I end up agreeing to allowing her to teach me the pleasures of anal stimulation under the promise that, after this, she would allow me to finally fuck her!
I didn’t know what to expect, but being a horny 18 year old I let her dress me, put makeup on me, and generally feminize me to her heart’s content. Little did I know that she was simply tricking me, turning me into a slutty, sex-craving, sissy slave.
From my first time trying on girl clothes, to having my first anal orgasm, to learning to enjoy my own cum, I end up becoming Chloe: a sissy that will be used by his best friend to pleasure several men – including getting gang banged TWICE in a public park at night. But I do this all to please my new Mistress in the hopes that one day I might be able to have sex with her!
This 45,000+ word erotic story contains very explicit adult material, including oral sex, masturbation, anal play, gay sex, CNC, BDSM, voyeurism, exhibitionism, chastity, and more. This story contains ONLY ADULT CHARACTERS and is strictly for ADULTS ONLY!
Available now on Amazon Kindle for FREE on Kindle Unlimited in the US store, UK and Ireland store, and Australia store.
You can also buy the PDF and EPUB directly on this site for much cheaper than on Amazon!
You can read the first few pages of the book below. Please consider supporting my work by checking out the links above!
Prologue
Sarah’s candy-red string bikini bottom still felt a bit wet – most likely from our swim earlier – and despite it having a clear chlorine whiff to it, it also definitely smelt of pussy.
Her pussy.
I felt my dick twitching as I sniffed and brought those bikini bottoms to my lips, licking them and kissing the area that would be in contact with her cunt; the material felt so soft and sensual. Lycra, maybe?
As I stood naked in my bedroom, an unusual thought crossed my mind: I had to try that bikini on. I had to feel what Sarah’s pussy would feel like around my cock!
My brain just took over any common sense I had. I saw myself bending down a bit and lifting one leg after the other, stepping inside the bikini bottom, and slowly pulling it up.
The damp string rode up my legs, past my knees, over my thighs and finally got caught just underneath my buttocks. Was my ass bigger than hers?
Thankfully the material was stretchy enough, so I continued pulling it up until the bottom string pressed against my taint and the back string rode up along my ass crack, over my hole, and finally meeting up with my hips.
A shiver ran down my spine.
In front, my cock was so hard that I had to press it up against my belly. The V-shaped fabric that had been covering her pussy just minutes earlier, barely contained my erection as the head poked out the top.
Feeling that bikini grabbing my bubble butt and lift it up (which would look great on a girl, but looked ludicrous on a 18 year old boy), the string pushing into my asshole, and the soft material barely holding in my naturally smooth balls and my reasonable 6 inch rock hard uncut dick, was all awakening something inside of me.
I caught my reflection on the bedroom mirror, and that turned me on even further: the candy red colour of that bikini bottom against my pale white skin, the fact that I was pretty much hairless but also had neck-long dark wet hair, and my erection sticking out of it, made me feel…different.
I looked so…sexy! I even began posing a bit by pushing my butt out, covering my nipples with my hands, and puckering my lips as if I was blowing the mirror a kiss. If I were a woman, I’d definitely fuck me!
I was so focused on how good it made me feel and look, that I hadn’t even noticed the other reflection in the mirror.
A reflection that was also checking me out, smiling.
Chapter 1 – Cherry Red Bikini
Summers weren’t too hot, rather they were the perfect kind of weather to just spend the day relaxing on the sun loungers near the pool.
Despite my parents being somewhere in the spectrum between working class and middle class, it wasn’t uncommon to have a pool in your own backyard where we lived. Our house was also nothing really remarkable, but it was comfortable enough to live in.
Both my parents worked fairly intense jobs, hence them deciding to have only one child: me, Connor Commins.
They stopped paying for a nanny the moment I was able to survive most of the day at home alone after school, so I had learnt to be self-sufficient and even grow accustomed to not spending too much time with them although we did travel together as a family every year.
My parents didn’t enjoy the warm weather as much as I did, so nearly every summer they’d take a few weeks off work to travel to someplace cooler – and I would usually accompany them. Yet this year I made the decision to stay at home.
There were several reasons for me wanting to remain here this summer, chief of which was that I would be starting college before they planned on returning home. And although my college was just a short distance away from my city, I had chosen to live on campus as I refused to drive over an hour every day just to get to class – plus my parents told me I wouldn’t be getting a car as a present as I had to “earn it” by getting a job, which was just the way they raised me.
While most parents would kick off a big fuss about their child “leaving the nest”, mine were rather chill:
“We didn’t spend the last 18 years preparing you for living alone just to start wanting you to stay here!” My dad would often say. Fair enough.
I had also just turned 18 this year, which meant that any trouble I would cause would be on me, legally speaking.
“I know you won’t, but I’ll say it anyway Connor;” my mother told me before they left, “don’t cause any trouble while we’re out!”
She really didn’t need to say it as I was too shy to have a big party and too well behaved to step out of line.
So off they headed, leaving their only child just weeks before I’m to start uni.
(…)
Making the most of my last weeks of alone time until I’d be forced to bunk with some stranger, I lay on the lounge chair by the pool in the back garden.
The trees around the property afforded privacy against prying eyes, which meant I could chill sans swimming trunks so as to get an even tan.
Being super pale I just had to make sure I didn’t spend too much time under the sun; not that I could anyway, as my straight dark neck-long hair seemed to absorb most of the heat giving me migraines if I spent too much time outside.
A slight breeze snapped me out of my thoughts and brought my attention to my own nakedness, my swimming trunks on the floor by my side.
I wasn’t sure if I was blessed or cursed with a relatively smooth body. Sure I had a tiny amount of hair growing under my arms and on my crotch, but apart from that my skin was as smooth as that of a baby. Hell, I couldn’t even grow a beard properly!
The fact that I was only 5 foot 5 also made it look like I was still a child that hadn’t reached puberty yet. That was a bit infuriating, sure, but I had already made peace with the fact that I could join a k-pop band and (bar the eyes) I’d fit right in. How tall were those guys after all? Ah, it doesn’t matter.
“Hmm, a nice wank outside would be good” I thought to myself, changing the subject in my own mind without acknowledging any sort of connection in my thought process.
Masturbating outside was one of my latest kinks as it gave me that feeling of “what if I get caught?” and at the same time a thought of “I hope I get caught”. Sure actually getting caught might not be as fun, but the fear of it was enough to get me hard.
As my hands moved downwards from my chest, my phone began to ring.
It was my best friend Sarah wanting to FaceTime me.
We had been friends since we both were 14. Just friends unfortunately, despite my best efforts. And she was hot; her shoulder length blonde curly hair, sun kissed skin, green eyes, firm round ass, and 36D size boobs, meant that she was very comfortable with her body and would show it off very often.
Summer was her favourite time of the year as it would give her the perfect excuse to wear skimpy clothes. It drove me mad seeing something so juicy but not being able to taste it.
The upside was that hot girls hang around other hot girls. And having Sarah as a female friend meant that she would often set me up with her other friends. Not many girls were into skinny, pale, hairless guys shaped like a pear and with an almost feminine face, but I would take what I could as my shyness made it almost impossible to hit on random girls at a pub or nightclub.
I answered the call and Sarah’s face popped up on the screen with her big green eyes – I could swear she could be Emma Stone’s daughter.
“Hey Connor, how you’re do-…sweet baby Jesus!”
“What?!” I panicked for a second; did I answer with the back facing camera on?? Could she see I had my swimming trunks off??
Want to read more?
You can continue reading this eBook for FREE on Kindle Unlimited or purchase it for yourself for a tiny fee.
Available now on Amazon in the US store, UK and Ireland store, and Australia store.
You can also buy the PDF and EPUB directly on this site for much cheaper than on Amazon!
Thank you for supporting my work!
Love and kisses,
Chloe.