“I see only one solution”, he said, giving me some hope, “you work for me, until you pay off your debts. Do you agree?” And the sharp point of his knife was very close to my throat. I saw Jordyn's scared face, as she nodded to me, and I said “Yes”.
“Yes what?” he demanded, as he switched on his phone and clearly started recording me.
“Yes, I will work for you. Until my debt is paid off.”
“This is a legal contract”, he said now, in a clear voice. “And Jordyn here is witness”, and he pointed the camera at Jordyn, who nodded in acknowledgement, then said “yes”.
“You will work from a room in this building, for which the yearly lease is due immediately.” He waited for me to say “yes” into the camera.
“You will only wear clothes that I will provide for you. You will proudly wear a tattoo that marks you as my employee. You will accept any bodily change that I deem necessary to increase your market value.”
I had said “yes” after each sentence, but hesitated here, the vibration inside me suddenly increasing, making it clear I was fucked. “Yes”, I finally agreed, now fully defeated.
“You will legally change your name to what I will determine later. You agree to me building an online profile for you, for which you will pose and perform any sexual act that I deem necessary. All expenses that I make to improve your career will be added to your debt. As a sex worker in my employ I take seventy-five percent of what you make, and anything over two thousand per day. So, you can make 500 per day for yourself tops. I will do all accounting and taxes for you, and provide you with a statement at the end of each month, showing how much you made and how much you still owe me. Do you agree?”
I had given my consent after each sentence, and now I had to formally agree on all, stating my name, my date of birth, and my social security number. My life, as I knew it, was over.
But that was not all. He wanted to be my first customer, and he dropped his pants down far enough for his dick to pop out. It stood straight out from his crotch, and he simply commanded “blow me!”
I didn't want to, but had I not just accepted that he was my boss, and I should do pretty much anything he wanted. But it felt so gay!
I looked helplessly at Jordyn but she nodded her head, sort of pointing her nose towards that crotch, like she suggested “go on, do it”.
Somehow, in the past hour or so, I went from helping out my new friend, who turned out to be a sex worker, to becoming a sex worker myself. But, instead of a woman telling me to eat her pussy or something, I had to suck a man's dick.
I saw no way out, and the man in question was playing with his knife. In and out the blade went, and I had the feeling he became impatient. So, I sat on my bare knees in front of him, grabbed his dick at the base, and opened my mouth. Slowly I guided it into my mouth, the smell strong, and so was the taste when it touched my tongue.
I pushed myself through it, trying to remember what Jordyn had done to me earlier. I remember how warm and soft her mouth was around my dick, and I softly closed my still open mouth, sealing it with my lips. He clearly appreciated that.
I was encouraged by that, and since I hadn't died on the spot, I used my hand to move it back and forth through my tight lips. My own mouth started producing spit and I saw more and more on the part of his dick that came out now and then. That's when he put a hand on the back of my head.
I could no longer pull his dick farther out, instead it went much deeper now, almost choking me. Tears came from my eyes now as I realized I was nothing more than a fuck toy now. A cum dump. And suddenly the egg, that had been quiet since I had confirmed my employment, started buzzing again.
As I sucked in my breath in shock, his dick went deeper again, and I panicked about what was about to happen. And my brain went into safety mode. Had I not fantasized about sucking on a shemale's dick? While my rear was being pounded by another shemale? This was it!
In survival mode the simplest way is to accept that the fantasy has become reality. Which meant that I should enjoy this scenario that I had dreamed about for so long. My mouth started eagerly sucking now, as my ass pushed back into the intruder. I could feel my own dick come to attention, from this fantasy coming true.
The next minute or so I did anything to make my shemales cum. I produced a vacuum in my mouth, causing her dick to swell in my mouth. My tongue tasted her pre-cum now, and as in my fantasy it tasted sweet and salty. My hand cupped her scrotum, softly tickling it. And I could feel the balls go hard between my fingers.
This was it! The first squirt of cum hit the back of my throat. I heard her deep moan above me, and I knew I was doing it right. My own body was rocked by my other intruder, and I simply could not stop my own orgasm building. And when the second squirt filled my mouth with salty slimy goo, I started shooting my own load.
A minute later it was all over. The dick in my mouth was deflating already, giving me a chance to swallow the goo before I'd suffocate. I came down from my own orgasm as well, as the dick was pulled from my mouth, with a clear plop. I had sucked my first dick. My first shemale. That's when reality suddenly came back. I had sucked my first dick. A guy's dick. My boss…
The vibration in my rear had stopped, and shame overcame me, as I had shot my own load, while blowing a man. And that reality became even more clear when that man asked “You have that all on video?” And I heard Jordyn answer, “Yes boss!”
“Can you believe he came himself? The gay boys are gonna love him! I'll post that video in an hour on our website.” Wait! No!!
“Please”, I begged, “please. I'm not gay. I will die! I fantasized I was eating a woman. That's why I came myself.”
“Listen”, he explained, “in this business our clients are ninety percent male and ten percent female. And most women ask for a girl as well, to satisfy their lesbian fantasies. I have a few guys in my team to help the gays. There is no other way. Unless…”
“Unless what? Please, I'll do anything! Just don't make me gay.”
“Well… If you were a woman, you'd still suck dicks. But it wouldn't be gay anymore, right?”
And I suddenly understood. Had I just moments ago not sucked a shemale's dick? A woman with a dick, and that was indeed not gay. Except, what he was saying would mean I would be on the other side. I would be the shemale. And then it wouldn't be gay to suck a man's dick.
Not quite my fantasy but better than the alternative. And my life had changed forever anyway. “What do I need to do to become a woman?”
From the look on his face I could tell this was his preference too. Business wise more profitable, I bet. “Very well”, he said, “Jordyn will take care of the short-term changes, while I prepare for the permanent modifications. In the meantime you will dress as a female only, skirts and dresses, and always heels, even inside. Any mistake, accidental or not, I will release your gay video, and send a link to your friends and family.”
I hung my head, defeated, but I nodded. My parents could never see that video. “Very well”, the boss said, “I'll be back in four hours, and I expect you to look like a woman by then, as you will suck my dick again. That video will go online tonight, so you better make it look convincing. I will get the unit next door ready for you, so Jordyn can keep an eye on you and teach you the ropes.”
After he left, the first thing Jordyn did was apologizing. She should have come to my place again and not invite me over here. And, because she thought I was really cute, and me sucking her breasts had felt so good, she didn't want me to know she was a sex worker. As much as I wanted to blame her, I knew how much I loved sucking her breasts, and with her bj I had come harder than ever before. And we agreed to stick together and she would let me drain her breasts as often as possible.
After that she got in a hurry, and in minutes she was rubbing a foul smelling cream all over my body, including my crotch. She'd put a tiny cap over my nipples and the head of my dick, saying that it would be very painful otherwise. It soon became painful anyway, as my skin started burning.
Finally she put me in the shower to wash off all the cream, and with it any hair I had on my body. After she padded me dry she gave me a choice of fake breasts. Every girl had a few sets, as some men wanted to dress in lingerie during their session. I chose the middle set, not too small, but definitely not too big.
Unlike her clients who just filled up a bra, she glued them to my chest, and after holding them tight against me for like ten minutes, they were part of me, with no seam visible. Feeling the weight hanging down, she laughed that's why girls wear bras. And she wrapped one around me, with leather cups.
The matching panties pushed my manhood between my legs, giving me a small bump that would leave people guessing I imagine if my pussy is swollen. I was just happy to have at least some form of clothes on again. Plus, you couldn't see the pink piece that was still sticking out from my ass. I wasn't to remove the egg until the Boss told me so.
Next, she cut and shaped my toenails, then painted them a bright red. And she wrapped some sandals around my feet with multiple straps around my ankles. I didn't notice the small padlocks until she clicked them close. “You heard the Boss. You'll wear these 24/7 until he gives you new ones. These are only three inches, but he likes his girls in four or five. Soon you won't know any better.”
I hadn't noticed the heels yet (thanks breasts), but when I stood I could wobble only, and in a way I was grateful for all the straps or I would easily break my ankles. My whole center of gravity was off and I had to stand straight up, making me even taller than I ever was in my life.
She made me walk through the room, back and forth, back and forth, for fifteen minutes, until I didn't wobble as much anymore. My feet were hurting already, and she told me to suck it up.
My posture changed again when she wrapped more leather around my belly, and started pulling straps on the back until my waist was more narrow than my hips and chest. She didn't care about the fact that I could hardly breathe. I'd get used to it, she promised. And I realized that thing wouldn't come off without her help.
Again I had to walk around again for a bit, and it started getting slightly easier as I no longer felt the pain in my back that had started before. In the large mirror that I passed each time I realized how feminine my body had become already. Just my face…
And my nails apparently, as she worked on them for a while until I had bright red “claws” on each of my fingers. How was I ever going to do anything with my hands again? Then again, Jordyn had even longer nails, and she managed just fine with them.
Back in the bathroom she sat me on a chair and five minutes later I was bald. I had tears in my eyes by then, but awkwardly enough it made me look even more feminine, but also more vulnerable. Then she gave me a choice of wigs.
Would I want raven black hair? Curly red? Or platinum blonde? I guess she didn't really give me a choice, as she strongly suggested the latter, and as she fit the blonde hair on me, I became truly a woman. She pushed the wig tightly on my head, and when she finally pulled on a piece, it hurt a bit. Once more she had used glue.
Makeup was next, and although she told me everything she was doing, I was lost in no time. She warned me multiple times that if I couldn't do this by myself within a few days, that the Boss would probably order permanent makeup for me. Which is very much like a large face tattoo she explained, and although at first I thought it would be much easier, the warning in her voice told me that I would regret that soon, and I started paying attention finally.
It took an hour or so to smoothen my face, giving me bright red lips, made for cock sucking, narrow arcs for my eyebrows, and long lashes. There was truly nothing left of me, apart from my blue eyes, that were dramatically shaped somehow that they looked slightly slanted. She had pierced my ears multiple times, and the small silver rings blinked nicely under my hair.
She brushed my hair straight down but showed me how I could wear it in a high ponytail as well, something that our clients tend to like. I was a woman now, and I realized I matched my own ideal look that I had searched for on porn sites. Shemale porn sites. And I felt my manhood stir, realizing that I was now a shemale, in just her underwear, but that would change soon.
She knew I had liked her leather skirts, and she had many, since the Boss liked it too, as do most clients. And I soon found out what it feels like to wear one, rather than rubbing the outside, as I had done with Jordyn.
Don't get me wrong, I didn't like the way my life was turned upside down through no fault of mine. In this forced situation however, it was better to be a woman with a dick, with hopefully a nice amount of female clients, who want to experience a lesbian partner, while still being penetrated with a real dick. And secretly I hoped for a serious relationship with Jordyn, while “not at work”, while draining her breasts and filling up her pussy.
And somehow, thanks to the sexy clothing she put on me, and not looking like a guy in drag, it was easier to accept I was that woman now. Even the heels, permanently forced on me, made me taller than I ever was, and it made me feel stronger rather than weaker.
The leather crop top she put on me, with narrow straps keeping my shoulders bare, just added to the way that I felt more powerful overall. Jordyn had to laugh, seeing my curious rather than horrified face. And she promised it wouldn't be so bad.