Learning the Trade Ch. 01

Chapter 1

"This isn't working," I said as I stared at last week's earning on my computer monitor. "Three subscribers, and $8 from individual sales, that doesn't even cover what I spent on ads."

"Well, Lindsay, it's a hard market to get into," Jenny scooted over to the edge of the bed closer to the desk. "Anyone can do it, so the barrier to entry is pretty low."

"Yeah, but my stuff is way better than all those other amateurs."

"They definitely are." Jenny had been my friend since the first grade. Neither of us had wanted to go to college after graduating high school, and so for the last three months, I'd tried striking it out on my own, using my greatest assets; a 5'4" athletic frame, a perky set of C breasts, and natural, fire-red hair. Jenny had been the only one of my friends to encourage me to try my hand at selling erotic pictures of myself.

"But..." Jenny stretched the word out as she played with the ends of her long black hair. "It's hard to get noticed. It takes years to build up that kind of rep. Unless you get some sort of crazy lucky break." Jenny was a little taller than me, and with a leaner figure, but it was her legs I would have killed for, and an ass that stole the attention of anyone who walked past.

I sighed. I thought this was going to be it. Take some naked photos, put them up on the site, and bam! Instant riches. Only all I had to show for it was barely covering a fraction of the cost of the photography setup. At this rate it would take me a whole year just to break even. "You think I should quit my job and focus on this full time?"

Jenny shrugged. "It would help, but how you pay the bills in the mean time?"

I put my head down on the desk. "I give up. I'll just work retail the rest of my life."

"There is one more option."

I peeked up. "Yeah?"

"Cam girl."

"What?" I laughed. "Isn't that even more work?"

"It would be, if I didn't know someone who would take care of all the leg work, cover all the costs, and even advertise."

I snorted. "Is he a foreign prince with a massive fortune that needs my social security number to access his bank account?"

Jenny's cheeks flushed. "My dad."

"What?"

"My dad," she repeated. "He runs a website. I'm sure he could get you in."

"I thought you said he worked in stocks."

"It seemed easier to say than explaining that he ran a porn website."

"That seemed pretty easy to me." I kept only a little bit of the bitterness from my voice.

Jenny pouted. "Come on, I'm sorry. He was in stocks, but after Mom died... He told me not to tell anyone. But-"

"But you're trying your hardest to help me out. I'm sorry. You're right. But wouldn't that be weird? We've been neighbors since I can ever remember. He helped us build that lemonade stand when we were kids."

Jenny shrugged. "Couldn't be any weirder than letting his own daughter be on his website."

I raised an eyebrow at that.

"I've been doing it since I turned eighteen."

I bit my bottom lip. Taking naked pictures was one thing. A cam girl did a lot more than that. And working for Jenny's dad?

"Here. Look." Jenny took her phone and put it in front of me. It was her bank account. "This is just from six months."

I looked at the numbers on the screen and my eyes nearly bulged out of my head.

"Is that... Just from camming?"

Jenny didn't answer the question. "Let me introduce you to me dad. In a business way, you know, since you've know each other already. Come on. Just talk to him."

"What if he tells my dad?"

"One, he wouldn't. Two, he legally can't if you're an employee of his."

I wasn't sure about the legal part, but I figured it was worth at least talking to him about. "Alright. I'll talk to him."

"Great! He should be home in a few hours."

The first thing I did when Jenny left was look for her cam girl page. I had the website, but it still took me a minute to find her, because she used a different name. I had never seen Jenny naked, unless you count from the back when changing into swimsuits in her pool house, but now I got to see all of her.

There she was on her bed, on her knees, caressing her breasts with one hand and slipping her fingers in between her legs with the other. She was talking to whoever was watching her when she had originally live streamed it, and I could see the texts for requests scroll by. They made me blush. But I also saw the donations roll through.

Someone gave her fifty dollars to put a dildo in her vagina and then suck on it. I watched wide-eyed as she slowly eased the dildo into herself, push it in and out a few times, savoring the feeling as she moaned with her eyes closed. And then she slowly slipped it out and raised it to her lips. Her mouth opened and she eased the dildo into her mouth, her just tongue poking out from beneath the shaft as she swallowed it. Her fingers never stopped rubbing on her clit and her hips rolled slowly in pleasure.

Jenny groaned hungrily and my own hands found their way between my legs, running down the outside of my leggings. As the dildo came out of Jenny's mouth, strands of saliva hung from her lips, down her chin, and onto her breasts. Jenny rose up and slipped the dildo back inside her pussy, and she fucked herself with it with one hand as she roughly massaged her breasts, spreading her saliva around her perfect tits. I saw the donations pouring in, but I was too transfixed on the show. My own hand had slipped beneath my leggings and into my panties and a small moan escaped my throat as I slipped two fingers inside myself.

Jenny rode her dildo, bouncing up and down on it with her eyes closed and biting her bottom lip. I mimicked her motions, grabbed my own breast from beneath my bra and gyrating as my two fingers worked the inside of my vagina and my thumb worked my clit. I moaned loudly as Jenny's own voice rose in ecstasy.

And then there was a knock on the door and pulled my hands free of myself and closed out my browser.

The knock came again and I hurried to the door as I straitened my shirt and bra. When I opened it I found my twenty-year-old brother standing there with a giant smirk on his face. "Sounds like you were watching some porn."

"Why are you here, Gavin?"

"Aren't even going to deny it?" My brother had made it big financially at seventeen, when a big pharmacy retailer had accidentally given him the wrong prescription. It had been a harmless switch, but the parent company had issued an enormous check without them even having to reach out to a lawyer. Of course, my parents got a lawyer anyway and got an even larger payout. Mom had said the money completely belonged to him, too. Not that he was an asshole about it. He had paid off their parents' house and even bought me a nice used car once I got my driver's license. He moved out into his own apartment once he turned eighteen, but he never quit his job and was constantly helping the family out. All that still didn't mean he wasn't an annoying, nosy brother, though, and I just scowled at him until he changed the subject on his own.

"I'm taking Mom and Dad out for dinner. You want to come?"

"Where to?" She may have been jealous of her brother's situation, but that didn't mean she was going to turn down a free meal.

"Show me what you were watching and you get to choose any place, any price."

I wasn't about to go giving away Jenny's secret, especially to my brother. "And if I don't show you?"

"Mom wants Applebee's."

"Applebee's sounds good to me," I lied.

"See ya tonight." He nodded and shut the door.

I sighed. "Mood ruined."

Jenny texted me a little later and told me her dad was home and willing to see her. She also told me to bring my social security card and driver's license. I hadn't considered this would be something like an actual job interview until that point, so I quickly put on a nice black dress and matching pumps.

"He's in the office," Jenny said when she answered the door. "Nervous?"

"Very." I didn't have a clue what to expect, though I'd seen enough porn 'casting interviews' to know where it had the potential to go. It was just hard to think it would head in that direction with Jenny's dad.

When I stepped in the office- an office I'd been in several times over the years- it all looked so different. The love seat against the wall, the oak desk in front of the small bay window, the reclining chair in the corner, it all seemed new to her. Jenny's father sat at the desk, the monitor of his computer sitting at the side so it did not block the small chair in front of the desk. "Miss Novak, please have a seat."

I nodded and sat and struggled to make eye contact and not flush with embarrassment. "Mr. Kay was six-foot-two, clean shaven, with jet black hair, and wore a business casual blue buttoned downed shirt and grey pants. It was impossible to tell through the clothing, but having seen him in a bathing suit, I knew the man worked for his hard-toned body, and I had spent an embarrassing amount of time last summer in Jenny's pool hoping he would join.

"I'm sure you've already guessed this isn't going to be like a normal interview," Mr. Kay said.

"Yeah..."

"I won't ask you about your prior work history, as I'm sure it won't be relevant. I won't ask you where you see yourself being in 5 years. This job takes skills and talents that are not learned in any classroom, so asking what degrees you have is pointless. There are only two questions I will ask. Are you willing to do sexually explicit acts for strangers' entertainment, and are you good enough at it to make money doing it?"

"I believe I am, sir. I really do."

"Now, typically, these interviews would proceed by the interviewee performing live, but that is typically done over the internet through the proxy of a screen. Obviously, the situation here is different. You live next door, and you've known me nearly your whole life. So I'll give you a choice. You can go back home and perform via computer or you can do it right here and now."

At first I was relieved that I could choose, but what if it was a test? But even if it wasn't, which I was pretty sure it wasn't, it would be far more impressive if I showed the initiative. And how many fantasies had I had of the man, joining in the pool with me, slipping my bikini bottoms down my legs, untying my top, with my hands going down his pants...

I chose not to answer him with words. I slid my black dress up to my thighs, showing a peak of the pink panties I wore beneath. Just a peak. I closed my legs together, slid my hands down my thighs and then back up, slowly past my crotch, up my sides, and up to my chest where I grabbed and squeezed each breast. My hands traveled up to my shoulders and I pushed my dress straps off and pulled my dress down my chest. I felt butterflies in my stomach and I was probably moving too fast and not smooth enough, but Mr. Kay's face gave nothing away, and I felt like I might have been boring him.

I pulled down the dress over my breasts, revealing the pink bra beneath, and my hands traveled back down, where I slid my hands over my crotch as I spread my legs as wide as I could, which pushed my dress higher up my waist. I left one hand partially covering my panties as the other went upward and groped the outside of my breast. I kept my eyes on Mr. Kay as I leaned back and rubbed myself through the outside of my panties.

When he stood up, I paused, but he motioned for me to continue as he moved over to the couch. I turned to face him and took the opportunity to wiggle out of my dress completely and let it fall to my ankles. I turned around to adjust the chair and bent far lower than I needed too. When I moved the chair to face Mr. Kay, before I turned back around, I unclasped my bra and my breasts fell free. I let out a deep breath and composed myself before turning around with both breasts in my hands and pushed them together.

When I turned, Mr. Kay was holding up a finger and I froze. "Things can get very personal, Miss Novak," he said. "You can't get easily flustered in this line of work." I nodded, still holding my breasts together, covering my nipples. "I'm going to take my penis out now and masturbate. Is that okay with you?"

I felt that my best friend's father, who I had known since I was six, whipping out his cock and masturbating while I stripteased went a little past what would be considered 'easily flustered,' but I kept my sarcastic comment to myself and nodded. Mr. Kay unbuckled his belt, unbuttoned his pants, reached in, and pulled out his semi-erect cock. I felt my face burn read and nearly forgot what I was doing until Mr. Kay motioned for me to continue.

I pinched my nipples and bent down to sit into the chair, when I nearly lost my balance, but managed to drop into the chair like I did it on purpose. I leaned back in the chair and made sure my C-sized breasts were out and in clear view as my hands traveled back to my crotch and into my underwear as Mr. Kay stroked his now fully-hard cock. What had been shocking just a moment ago was now a tremendous turn on. My best friend's father was touching himself to me and it was making me so wet.

The moan when I slipped my middle finger inside myself was real. And then my ring finger disappeared inside my vagina, too. I closed my eyes, imagining the cock he was holding was slipping inside me, filling me, pushing in and out of me. I pulled those two fingers out from my panties, and taking inspiration from Jenny's own video, I brought those two fingers to my mouth and sucked on them. I smiled as I watched him stroke faster. His face remained impassive, but his eyes looked hungry.

I imagined one of the many sleepovers I'd had at this house. I imagined sneaking off while Jenny slept, quietly entering into Mr. Kay's bedroom. I continued to suck on my fingers while my other hand slipped back inside my cunt. I moaned and groaned and visualized slipping into his bed, pulling over the covers and rubbing my hand over the mound of his cock. My hips writhed as I imagined his cock grow harder and longer, breaking free from his boxers. I arched my back as I imagined going down on that cock, my mouth enveloping him, my tongue gliding down his shaft. I sucked harder on my own fingers and fucked myself faster. My breathing quickened as I imagined the sleeping Mr. Kay slowly wake up, look up at me with a smile, and put his hand on the top of my head. My pussy grew soaked as I pictured him bunching my hair up into a ponytail and pushing my head down further on his cock.

"Oh god!" I moaned as best I could with fingers-and cock filling my mouth as I imagined what it would be like to be throat-fucked by a man old enough to be my father. I stopped sucking my fingers and pulled my panties to the side, giving him a clear view as I furiously went at my clit and screamed as the orgasm shook my body.

I could barely catch my breath as I came down from my massive orgasm. Mr. Kay's cock was softening and cum had splattered the wood floor in front of him. I wondered if he had been imagining fucking me while he came, but my wondering was cut short by applause and I turned to see Jenny standing at the doorway. "Wow," Jenny said. "That was fucking hot. She's got the job, Daddy?"

He was in no rush to put his penis away, even in front of his daughter. "She has potential, certainly."

"Potential? My panties are soaked."

"Can you take care of her paperwork while I clean this mess up?" He said, pointing to the cum on the hardwood floor.

"Yeah, sure. Come on, Lindsay. Get dressed and follow me."

"It's not often he finishes," Jenny said as they were out in the hall. "Usually he does it just to fluster the applicant."

"You're usually with him?" In the same room as your dad masturbating, She didn't add.

"Yeah. He likes a differing opinion. Sometimes I even join in."

This time she didn't keep it to herself. "Right next to your father as he..."

"Jacks off? Strokes his cock?" She smiled as I blushed. "I originally did it to get back at Daddy. He liked to try and throw girls off their game during their interviews, so I wanted to see if he'd be thrown off when I was there. Didn't stop him. So next time, I just started fingering myself at the same time. Turn in here. We'll do the paperwork in the kitchen."

"And?"

"And then you'll start your new exciting career."

"No, I mean, what'd your dad do when you started fingering yourself in front of him?"

"Oh. He didn't react at all. I know he could see me. He definitely heard me. But I got nothing out of him. So then I just started doing it at random times. He'd come down for breakfast and I'd be there naked with a vibrator in me. He'd just make his coffee and sit down with a hello. To be honest, now it just turns me on. If he whipped out his cock and told me to suck it, I'm not sure at this point if I'd be doing it out of spite or because I'd really love to suck that cock of his."

"Jenny!" I couldn't believe what she was hearing. Though she found herself getting damp imagining Mr. Kay's cock again. I flushed at that.

Jenny sighed. "Really, though, I don't know what to think. Am I just not good enough for him? He came for you. He's never even touched himself for me."

"You're his daughter."

"But I love him. You know he's never even gone out on a date since Mom's died? He's lonely. I know he is. I've been trying-" she sniffled and shook her head. "You're right. He's my dad. And you've got some signatures to give." Her tone switched back to a professional, fast paced tone giving me a chance to cut in. "So basically what you need to know is, you set your own wages, but these are the benchmarks you need to make each month. Don't make a benchmark any time within your first three months and you're out."

I decided to let sleeping dogs lay and not bring up any potential incest. "But I won't have to worry about the advertising stuff, right?"

"I mean, it certainly helps. The site does most the heavy lifting. But you can't use that as an excuse for poor views."

"Ok," I said nervously.

"If you perform like you just did, you have nothing to worry about."

I nodded and swallowed hard. "Nothing to worry about."

"Except for the one other thing."

"What one other thing?"

Jenny smiled. "Your brother is a visitor to our site."

"What? No! He'll see me!"

"I just told you I wanted to fuck my dad and you're embarrassed that your brother might see you naked?"

"Naked and playing with myself. And it's not just that. He learns I'm doing this sort of work, the teasing will never end. And he'll tell all his friends."

Jenny shook her head. "I don't think he'd do that."

"Oh, yes he would."

"Have you ever heard that I worked as a cam girl before I told you?" Jenny asked.

"N-no..."

"He's one of my biggest patrons."

"That's... that's different."

But Jenny didn't relent. "Has he told you we've fucked?"

"What? No!"

"I mean, it was only one time after a date."

"You guys went on a date?"

"With all these questions is sure seems like he's good at keeping secrets."

I smoldered in silence as Jenny continued.

"He's a nice guy. We just didn't think we were couple material. He still comes on my stream a lot and donates. I think he just likes to support me. That could be you. Get yourself a big ole sugar daddy. Sugar brother?"

"Gross."

Jenny shrugged and pushed the paper toward her. "We got girls who don't show their faces. Works for some people. I could help you set something like that up."

I signed the paper. I'd have to look into the no-face thing.

I decided to keep my retail job for the time being. It was still too early to tell if I'd be in the business for long, and my parents were only gone at night for work, anyway. I watched a lot of porn that week leading up to my debut, especially videos where the girl hid her face. I sat on my desk chair and watched some porn with my headphones in. I restrained from touching myself, as this was all for business.