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Chapter 2 by Cdslavejessie Cdslavejessie

What's next?

First Stream

My image filled the screen, well not MY image or what should be my image. The image of the man I’m used to seeing was gone, replaced by a sluttily dressed school girl. Her breasts openly displayed from the missing buttons of her fitted white blouse with her black velvet bra cups poking out as well. Her red lips glistening in a slight part. Her pig tails brushing her slim shoulders. Her pleated tartan skirt teasing what lied underneath.

This had to work. I look good enough that I can make some money right? I had to! As degrading and humiliating as this was being a cam girl, the money would make it all worth it. So I fixed the camera so it only showed lips down and waited.

All set up now, I waited for the money to come streaming in. And I waited. For some reason I thought my stream would be immediately full with guys throwing tips at me left and right. But no one showed up for a few minutes as I stared at the viewer count and empty chat. I started to get anxious that I miscalculated when an anonymous user popped in and my viewer count went to 1. Here it was! My gravy train was starting! A chat came up in the log:

Anon: “Fuck your white pussy bitch for me”

The vulgarity threw me off. Yeah I’d been in these cam sites before and seen comments like this, but having it directed at me was so degrading! I shook my head no with my pig tails flapping and the guy quickly left.

Fuck, I fucked up my first customer! And no tips whatsoever! Next time I’ll have to do something. I waited a few more minutes and another user popped up. This time I pushed my fake boobs together with my arms to draw attention to them. That’ll get him hooked! Chat popped up:

Anon: “Very nice. Got a mic Candi?”

Fuck! There’s no way I could talk on the mic and get away with this! Again I shook my head back and forth saying no before typing.

Candi: “No my mic is broken! Sorry!”

And just like that he was gone, leaving me with zero viewers once again. This went on for over an hour. One or at most two users joining and leaving under a minute later. Obscene and vulgar questions and demands from almost all of them, leaving me feeling sick reading them but trying to play it up like it didn’t bother me. But every time they left without so much as a cent tipped to me. What was it about me?? Was I not hot enough? Was it lack of my mic?

After 15 min of no viewers I was about to shut it down when a new viewer joined. He had a user name “BigDaddyM.” I thought for sure another vulgar demand to “flick my bean” or “**** on a dildo and make yourself cry” was coming up next but what he said shocked me.

BigdaddyM: “Nice try playing at being a girl, dude. Doesn’t seem to be working for you is it?”

He knew! How did he know?? No other viewer had guessed I wasn’t a girl! I’d just have to play into the bit as I typed away.

Candi: “Lol what do you mean? I’m a girl”

I waited as he was typing his response.

BigDaddyM: “Dont get me wrong, you look great, already pretty passable, but it’s pretty clear you’re a crossdresser. Look at how you’re sitting with your shoulders hunched and legs spread. I can even see your little bulge lol”

I looked at the window showing me in the corner. Shoulder slightly hunched with forearms on my sock covered knees. But the worst was the “manspreading” with my knees out wide giving an open view up my skirt, the small bulge seen. I quickly closed my knees together, bringing my legs to one side to protect my modesty. I rolled my shoulders back, making my chest more pronounced.

Big DaddyM: “There, that’s better. Not perfect but at least you’re not hunched over with your legs spread. You can spread your legs all you want, especially here, but if you’re under the girl category you’re not gunna get much in tips plus mods could ban you for false advertising.”

Oh shit I didn’t think of that!

Candi: “Um, thank you for the info. I didn’t know that”

BigDaddyM: “You’re welcome sweetie. First time at this? Guessing you’re in need for some cash”

I sighed before responding. Sweetie was better than what the other guys were saying but felt demeaning coming from another guy. It was kinda nice being talked to like this rather than the nasty shit the other guys were saying.

Candi: “Yeah lol easy to tell? I thought I looked pretty good for my first time in a skirt”

BigDaddyM: “This is your first time crossdressing?? I thought first time on the cam site. Damn girl, you’re a natural. Some make up, padding, and some tips you’d make bank as a sissy”

I was a little flattered he thought I looked that good, but then realizing that meant just one drunken night dressing up I looked like I had years of practice was a shot at my masculinity. But that last word confused me.

Candi: “Sissy? Like a flamboyant gay guy?”

BigDaddyM: “Oh honey. You really are new at this. Here what’s your socials I’ll send you some links”

My socials?? This guy was getting way too close to me. I didn’t want to interact with dudes at all, let alone having them message me on social media.

Candi: “Um, I don’t have any social media actually. And tbh I don’t even know you”

BigDaddyM: “Girl, if you want to make money as a cam girl you gotta advertise on social media. And you wanna make money right? If you’re dressing like this for the first time, you must be **** for cash. And I like helping girls out. How about this, I’ll tip you $500 right now if you make a Twitter account for your cam girl alias”

I was shocked. $500 to make a social account? That’s crazy. But having a permanent account on the internet of me in this school girl outfit was too much. Of course I wasn’t thinking that I was live streaming right now and it’ll probably be clipped. So naive.

Candi: “Um no I don’t think I can do that. That’s kind of a lot. I don’t want a big presence online like this, I just need to make some money quick. And also, how would I know you’d send me the money?”

BigDaddyM: “Ok ok, I can tell your nervous and good of you to not trust people on the internet. How about this, I’ll give you $100 right now, another $100 if you paint your fingernails to match that lipstick you’re wearing, and then the last $300 when you make the account? Deal?”

There’s no way this guy was going to pay that much money for me to do that. But then, a ch-Ching sounded and I had $100 in my tip jar! Holy shit this guy was serious! This might be my break! I quickly typed to him:

Candi: “Holy shit thank you! Um let me look for nail polish! Be right back!”

I stood up quickly, inadvertently giving the camera an upskirt of my tucked dick and then my sheer black nylon covered butt as I ran towards the bed room. I rummaged through some drawers and found cherry red nail polish and practically flew back into the living room, stockinged feet sliding on the hard wood floor. I sat back down at the couch and held up the red nail polish, unaware that I was showing my full face for a few moments.

BigDaddyM: That’s a good girl. Cute color too, it’ll match those beautiful red lips perfectly. Now get to painting cutie.”

I gave the camera a nervous smile, unsure how to handle being called a “good girl” or “beautiful” but the guy was paying me so why not? I got to work painting my fingernails, doing my best to remember how my girlfriend would do it. BigDaddyM was there to compliment me on doing a good job, and also let me know when I messed up and went outside the lines. It was weird being complimented by a guy like this, but it felt kinda nice as I never received so many compliments before in my life. A couple dabs of tissue on some stray brush strokes and I was sporting bright red nails for the first time in my life.

I held my hand up in front of me, palm towards my face with fingers curled back into a fist to inspect them.

BigDaddyM: “No no no, cutie. Don’t do it like that. Turn your hand palm down and splay out your fingers straight out. Remember like a girl.”

Nodding as that made sense in my current outfit, I did just that, admiring the shiny red color of my nails. They did look pretty good, on the short side of things but they did make my hands look much more feminine.

BigDaddyM: “Yea that’s it Candi, just like that. They look very pretty and look great on you girl. Imagine having long extensions on them and how much hotter they’d look.”

I smiled genuinely looking at them, my drunk brain thinking how hot they looked. What was worse was imagining them wrapped around my cock, that red color contrasting with my white dick as they stroked up and down. How much hotter they’d look with half inch long acrylics. I’d always loved long nails on a girl, something about how girls sacrifice easier dexterity to look good was so hot. Plus the long nails scratching your skin as you’re hooking up was super hot too. My tucked back dick started to ache thinking about it and I had to shake my head and look away before it really started to hurt.

BigDaddyM: “That’s a good girl, it was turning you on wasn’t it? Imagining your long nails stroking some big fat cock?”

While imagining it was stroking me turned me on, the thought of me stroking another guy was revolting! But I didn’t want to scare this guy off so I’d try and play it off.

Candi: “Lol yeah it’ll make me jerking off later a lot hotter. But I don’t know about other guys. I’m straight and have a girlfriend”

BigDaddyM: “Lol weird spot you’re in as a straight guy with a girlfriend. Your little school girl outfit tells me otherwise. But whatever you say girl, just know if you want to make money you’re gunna have to play into guys fantasies a bit. But we can work on that later, let’s make that Twitter account Candi. Insta will be needed too but you can’t post much on there or the moderators will take it down.”

My drunken brain with my haphazard plan didn’t consider appeasing the sexual appetites of guys while I cammed. I just thought hot girls would get money thrown at them. But it did make sense I’d have to play the part, as much as it made me want to throw up.

But now I had to uphold my end of the bargain and make a social media page for Candi.

Candi: “Um ok, a deal is a deal. Let me set up the account.”

BigDaddyM: “way ahead of you girlie. While you were busy painting your nails, I made an account for you, and a new email address too. Felt like Candi was a bit overused in the industry, but I think you’ll like your name, girl. Karli just seems more… you lol”

Karli??? That’s really close to my real name! But there’s no way he could know that’s my name. It must be a coincidence. I clicked on the link to the profile for Karli Cummings (real original last name, pal) and read the bio.

“Karli!! Femboi to sissy slut pipeline just started for me. Come help me along with my journey! I’ll make it worth your while ;)”

Candi: “My journey? What does that mean? And sissy slut? It’s a little suggestive”

BigDaddyM: “Guys will pay big bucks to help feminize a guy just know it’ll bring in a lot more money for you. And you’re on a cam site. You want to be suggestive. Come on Karli use that brain of yours”

I wasn’t sure what I thought about all this but I could just take down the account after he sent me the money. It’s not like anything personal was on there. My drunk brain only saw the quick $300 making this account would make me. Fuck it, let’s do it.

Candi: “ok let me upload the pic”

I sent the picture to my laptop and added the pic to the profile. There was a little thumbnail of a girl with bright red lips and tiny school girl outfit staring back at me. Especially thumbnail size it looked really hot, still can’t believe that was me.

BigDaddyM: “Good girl”

Reading that “good girl” sent a surprising reaction in me. A warm wave of happiness washed over me for just a moment, causing me to squirm back and forth. Just being complimented for how I looked was good but being called a good girl? Apparently there were some submissive kinks I didn’t know I had that this drunken night woke up in me. Was I gunna delve into that rabbit hole now? No, I had money to make. I could figure that out in the morning when I was sober.

BigDaddyM: “Since you seem to not know a lot about managing your brand as a cam girl, I could help you out. Most girls have a manager that help manage their socials and moderate their streams and such. I’ll put out posts for you, set up goals for your stream, and help get the chat send you tips. What do you think, Karli?”

Woah that seemed like a bit much for me. Having another person, let alone a man, be my porn manager? Porn was a bit strong term of a term but that’s what camming was right? But no, I couldn’t have a manager. I didn’t want this to last any longer than it needed to. I gotta let him down easy, but he still needed to send me the money. Maybe lead him on a bit?

Candi: “um well thank you so much but that’s a lot to take in right now. I mean I just started all *this* today. Maybe let me think about it?”

I made sure to push my arms together to deepen my cleavage and wiggle back and forth, playing into the girl bit so he wouldn’t back out on the money.

BigDaddyM: “lol I understand. Sleep on it and let me know tomorrow. I don’t want to wait around forever. Nice trick with your boobs btw. See you’re already learning how to use your body to get what you want. But for now, let’s publish your Twitter account. But I want you to press the button, showing that you did it of your own accord. Plus, pushing a sissy to further expose herself is what I like to do lol”

Another compliment on my appearance and I felt warm all over again. Man there is definitely something I need to look into after all this. That last sentence made me a bit wary but the **** and my **** need for cash won out. I hit the button and my account went live.

Candi: “Done! It’s live!”

BigDaddyM: “Good girl. Just sent you the money now. Doesn’t look like anyone else is joining the stream tonight and I’m sure you’re tired with it being as late as it is. Get some sleep, princess, and hit me up tomorrow with your answer in my Twitter DMs.”

Princess?? Well that’s a bit demeaning and emasculating but fuck it he just sent me $500 for basically nothing.

Candi: “Will do! Thank you so much for tonight! You’re the best!”

BigDaddyM: “You’re welcome princess. Now tell Daddy goodnight and blow me a kiss with those big red lips of yours”

Ugh I should have known this was coming but screw it. Gotta play into the part.

Candi: “Good night! Thank you”

I typed before bringing my red nailed hand to my lips and blowing the camera a kiss. Doing so was so ridiculous in my mind that I broke out into a giggle.

BigDaddyM: “that was fine but call me Daddy when you talk to me, girl. Try it again”

Damn this guy has some control/domination issues huh? Alright whatever floats his boat.

Candi: “Good night, Daddy! You’re the best!”

Before blowing him another kiss and logging off the site.

I leaned back on my couch, staring at the screen wondering what the fuck just happened. Looking down at my small fake boobs and skirt on my hips I broke out laughing. $500 made and I didn’t even have to take my clothes off or do anything really sexual! I was gunna get out of this debt in no time! I slugged back the rest of my whiskey before laying down on the couch, pushing some packages onto the floor. I closed my eyes, my head starting to swim from the booze. But not before having a hand snake its way under my skirt and feeling the hard lump under a damp patch in my panties before drifting off to sleep.

The next morning and late for work

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