Then, that evening, he got himself dolled up again. He had to find a new outfit to wear, as the last outfit was stained with cum. He ended up finding an adorable black satin bunny outfit, with a white cotton tail and tall white ears. He used that same blonde wig and did his best to create the same makeup style (there were fewer screw-ups this time). It was around 8:00 PM when he had everything ready, with a few toys lined up on one side of his bed, his keyboard on the other side, and his pink room bright. He walked over to his computer, took a deep breath, and then he pressed that ‘GO LIVE’ button. His webcam’s red light came on and then he made his way over to his bed and waited for the viewers to pour in.
And they did pour in, much faster than before. He wondered if it was because of the time of day, or if it was because of his obnoxiously pink walls, which were impossible to ignore while scrolling through the slutty options. Or maybe his stream was just ranking higher after his successful first hour that morning. Maybe it was a combination of all the above.
It was only five minutes before he had twenty nameless people staring at him from behind the safety of their computer screens. The messages were familiar. “Show your tits!” “Show your pussy!” “Show your feet!” Charlie started off slowly, putting on some music, swaying and dancing a little bit, letting the nerves flutter away. Then he had the idea to spread his legs and pretend to be rubbing his pussy over his panties—using his hand to hide the bulge that was his cock. He had to be careful not to rub too hard or fast, or that tingling would start to tease its way up the length of his rod, making him hard. But the nice, slow rubbing got his fans excited. He got his first flurry of tips.
Then he did his usual Susie imitation, turning around and wiggling his cotton tail, receiving another pattering of dings. His stream now had over fifty viewers. He kept going, cupping his breasts, squeezing, showing off his feet, and striking various poses. It was surprisingly hard coming up with fresh ideas to keep the audience glued to their screens, but he managed to keep things going for nearly an hour before his new fans started demanding more.
He figured he could give them a similar show to what he did that morning. So he took Susie’s vibrator and started rubbing it between his legs. It was good at first, and then he felt that tingling growing in the tip of his cock. He pressed his thighs tight together, so there would be no slips. But the black satin bunny outfit was tight and it didn’t have a skirt to hide even the slightest bulge. He tried to keep his erection away for as long as he could, but it came inevitably. So all he could do was spin around and turn his back to the camera. He looked over his shoulder and saw the disappointed comments. “Of course she turns away just as it’s getting good,” said one man. “Boo!” said another man.
Charlie had to give them something. But his cock was rock-hard, stretching out the thin satin outfit. He couldn’t turn around without revealing himself. But he did have an idea. He took that vibrator, stuck it in his mouth to get it wet, and then he brought it around back, pushing it under the strip of satin covering his asshole. He pressed the tip against his butthole and then he started to push in. It wasn’t until that rubber tip had penetrated his hole that he realized what he was doing: penetrating himself live on the Internet. He froze and his skin became cold. His ears started ringing and he could barely hear the dinging of tips being deposited into his account.
His heart was pounding with no discernable rhythm. He took a deep breath and felt hot shame burning in his cheeks. But he couldn’t stop. He was earning money and it actually felt good. He pushed the vibrating dildo deeper. A moan slipped out from his lips. He tried to stop it, but it was too late. He wondered if that moan was enough to give away his masculine identity. He could still hear the tips chiming into account. So he pushed the dildo in further. Then he started to pump it up and down. He didn’t stop. He could hear those tips chiming over and over and over. He had to keep going, he had to see just how much money he could earn.
He looked down at that satin bulge against his abdomen: his erect cock throbbing in his bunny costume. Every time he pressed that dildo into his ass, his cock twitched—and it was twitching harder and harder. He couldn’t look away from it, curious, wondering what it was about to do. He pumped the dildo faster and his cock started twitching faster. The chiming didn’t stop. The tips kept coming. He looked back over his shoulder quickly, and he saw that there were 840 people currently watching his stream: 840 people watching as he fucked himself in the ass with a vibrating dildo. It wasn’t so ludicrous to think that one of those people could have been a friend.
So he just started pumping harder and faster. He had to entertain his audience. He had to keep them watching and tipping. He pushed that dildo in as far as it would go, and then a powerful euphoria blasted through his system. He gasped and his body became tense, and then he felt a familiar warm wetness blasting against his abdomen. He looked down and saw that his cock was turning his black outfit white. He wanted to fall down on his bed, but he knew he had to keep his audience entertained. So before he turned around, he took the blanket of his bed and wrapped it around his bottom half. Then he spun around and smiled and winked at his audience, which was now up to 930 people.
“Lick it!” said one commenter. And then many other commenters parroted the same request. “Lick the dildo! Suck it! I’ll tip you thirty bucks if you lick the whole thing.”
Charlie hesitated. It was a gross request, but he’d already sold the last of his dignity when he went to the store to spend all the money he had on cam whoring set décor. So he brought the dildo to his lips, teased the tip with his tongue, and then he put the whole thing in his mouth, sucking it as if it was a big, hard cock. And the tips came in hard and fast. The audience loved it. They loved Charlie. It was while Charlie was sucking that big vibrator that he noticed a little section on the chat that he hadn’t noticed before: private messages. He navigated over to the newly discovered section and found a bunch of pictures of men’s cocks, some of them rock hard, some recently emptied (with the cumshot in the picture). “You made me come in thirty seconds,” said one man. “I swear I just came without touching my cock,” said another. And strangely, Charlie found himself blushing. It was kind of cool to think that he was getting guys off, making them horny and happy. He was so used to being ignored and invisible.
“I’m done for the night,” he wrote to his audience. He got a final flurry of tips before shutting down his stream. He’d made another six hundred bucks, bringing his daily total close to a thousand dollars. So of course, when he woke up the next morning, he called in sick for work again.
“Call in sick one more time and we’re letting you go,” his boss said, as if it was a threat. Charlie just laughed and then hung up the phone. He felt so free. He didn’t care about his stupid job or his anxious boss. He no longer had to walk on eggshells, worried he would lose his only pathetic little source of income. He didn’t need that slave wage anymore. Now he had something way better. He had a lucrative business that was his own, that he controlled completely.
CHAPTER VI
Charlie did indeed call in sick the next day, and he ended up being fired, but he didn’t care. In just two days, he’d made enough to pay for his rent and all of his monthly bills—plus a bit extra for himself. Even while he was streaming after being fired, he couldn’t wipe the smile from his face.
As he shut down his stream that morning, he noticed a familiar face on the sidebar of the cam whore website. Susie was currently streaming from Europe. She was in a fancy hotel room, drinking champagne with a very beautiful female friend. And, of course, they were both topless. After receiving enough pressure from the many watching fans, Susie’s friend leaned over and started to suck on Susie’s nipples. Susie reached down and fingered herself while her friend sucked, and Charlie sat there watched the tips pour in faster than he could keep track. He wondered if she was a millionaire, or close to it. Unless she was spending half of what she made every single day, she was definitely a millionaire.
He s
hut down her stream. He knew he would probably never reach that level because he simply didn’t have as much to work with. He didn’t have a pussy to show off or tits to expose and squeeze and shake. He couldn’t even use his own voice, unless he could somehow learn to do a spot-on female impression. But he was happy with what he was earning: far more than enough to live. He was earning far more than he’d ever made in his life, and he was only streaming for one hour two times a day.
But because he didn’t have a lot to work with, he had to be creative. He needed to offer something so that people would click on his stream and not on the thousand other streams that were available. He dug around through Susie’s bedroom for inspiration. He ended up finding a tall black dildo with a suction cup base. He stared at the object for a moment as a warm tingling began to grow inside of him. He didn’t have tits or a pussy, but he didn’t have his asshole, and guys seemed to love it.
He put down a big, heavy college textbook on his bed and he stuck the dildo to it. Then, he started his stream and he started his show. He sat next to the dildo while he waited for viewers to trickle in, then he started to tease the dildo, stroking it slowly, licking the tip. He could taste what he was pretty sure was Susie’s pussy on the big, black cock. He didn’t mind. The money was well worth it. He shook his butt for the camera and he showed the weirdoes his feet, and then he was happy with his audience count: it was time to start the show.
He sucked the dildo, getting it nice and wet, and then, just to be safe, he poured some lubricant on it, so that it wouldn’t hurt going in. Tips were already rolling in. He took his time, teasing the audience, waiting until he was sure they were nice and horny and ready to donate plenty of money to the cause. Then, he gently pulled aside his panties, and he started to sink the erect toy into his ass. He loved that dinging sound of money being deposited into his account. And he kind of liked the feeling of his asshole being stretched wide as that cock sunk deeper and deeper. He was facing the camera this time, but that was okay: he’d found the perfect pink tulle ballerina skirt in Susie’s closet, which did a great job of hiding his bulge. He didn’t even have to think or worry about any possible erections.
Once that cock was six inches into his asshole, he started to bounce up and down, letting the toy’s plastic veins and ridges massage his anal walls. It really did feel good, and it was feeling better every second. It seemed to strange to be earning money for doing something that felt good—but maybe that was just because Charlie was painfully used to earning money for feeling like he was being tortured.
The euphoria quickly started to take over. He closed his eyes and let his head tilt back as that euphoria grew stronger and stronger. He let a whimper slip out from his lips, but it was lost in the sound of chiming tips and gentle hip-hop music. He could feel that his cock was rock hard. He didn’t want to stop. He wanted to keep bouncing on that big cock forever. But his cock let him know that it was time to stop. It erupted and twitched and unloaded all over the inside of that tulle skirt. Charlie shuddered and moaned and then he looked forward and saw a chilling sight.
His skirt had ridden up far, all the way up to his sternum, without him noticing. His whole crotch was now exposed, facing the camera. His erect cock was dripping cum on camera, and the comments section was exploding. Comments were coming in faster than Charlie could read them. In a panic, he leapt forward and slammed his computer shut, ending the stream in an instant. Then he carefully opened the computer back up to see that there were two thousand people watching: two thousand people watched as Charlie rode a big black dildo until his cock erupted. His face was red-hot now, burning with humiliation. What if his friend was one of those people? What if no one ever tuned into his show again? He didn’t have another source of revenue anymore. He had all of his eggs in that cam whoring basket.
Then he noticed something peculiar. The tips kept coming in until the moment his screen was shut. Could some people just not see that he was actually a man, or did they actually like it? Had he just discovered an untapped market? No, no—there must have been some sort of mistake.
The viewers definitely saw the cock. There were many, many comments. “She’s a trap!” “Look at the size of that dick!” “Oh my God, she’s coming! Look at that beautiful dick coming!” Many of the viewers really were into it. They liked the cock and the hands-free cumshot. There was a slew of private messages. “I’ll pay you to send me a picture of your dick,” said one man. “Your cock is so beautiful,” said another. Charlie’s mind was racing. He thought at first that he was being pranked—but how could dozens of men simultaneously prank him at the same time? Was there really a big market for convincing trannies?
He wasn’t even a tranny. He didn’t have fake tits and he wasn’t taking hormones. He was just a guy putting on women’s clothing. But maybe that was enough for these nameless perverts. Maybe a guy in girl’s clothing was as good as the real thing, as long as he was convincing—and he was convincing. Until that unfortunate slip, he’d successfully convinced every man that logged into his stream.
That day, he made another grand. Twenty percent of that sum came during the last thirty seconds of his stream, while his cock was out for everyone to see. So maybe it was time for Charlie to embrace what he had and give the audience what they apparently wanted.
So the next day, he planned his stream out carefully. He got into a little outfit (a black lace teddy that held everything in place perfectly) and he got his room set up with all the essentials: toys, lubricants, and a towel, because he was quickly getting tired of hauling his bed sheets down to the laundry room every day.
But he started his stream as if he was a girl, keeping his cock hidden, just in case the previous night was some sort of fluke. He did his usual routine: swaying and dancing, teasing the audience a little bit with his ass and feet. He gently sucked on a dildo while the number of viewers rose higher and higher. His heart was pounding fast, just like it did during his first stream. Maybe exposing himself wasn’t a good idea. Maybe the people who saw the night before had already forgotten. Well, they certainly didn’t forget, but maybe they didn’t remember what Charlie looked like…
Then, Charlie saw the message pop up in the stream. “Show the cock! We want to see your cock!”
Charlie pretended not to notice the message, though it was hard to ignore, especially once that commenter started to inform the other viewers about what happened the previous night. “Her skirt rode up and she was big and hard and she came everywhere. It was awesome.”
“That sounds awesome,” replied another. “But I don’t believe it. There’s no way she has a cock. Look at her.”
“I’ll tip fifty bucks if you show your cock!” said one commenter.
Charlie’s heart stuttered. He reached down, grabbed the bottom of his lace teddy, and he quickly flashed his cock. He smiled and blushed and put his cock away, and then went back to sucking the dildo. The comment stream erupted, and sure enough, the man tipped fifty bucks. “Now jerk it off! Cum in your own mouth!”
Charlie smiled. He waved his finger in the air and then he went to his keyboard to type out a message. “Maybe in a private show,” he said.
“How much?” someone asked quickly.
“One hundred,” he said.
“I’ll pay! Pick me!” said a commenter quickly. It took Charlie a moment to figure out how to pull the commenter into a private chat. And then he was surprised when the commenter quickly sent a hundred bucks to Charlie. “I want to see you come in your own mouth.”
Charlie was frozen stiff for a moment. He only had one viewer now, but somehow that only made him more nervous. He reached down with a trembling hand and began to rub his cock as if it was a pussy. He had to break out of his rigidity in order to sway to the music. “Take the cock out,” said the paying customer. So Charlie reached into his teddy, closed his eyes and took a deep breath, and then pulled his pecker out. He felt ridiculous and humiliated. He was now rubbing his cock for a paying male customer to watch. Maybe he
shouldn’t have left his job. Maybe this level of embarrassment wasn’t worth the money.
He curled his fingers around his shaft and began to stroke. His cock wasn’t getting hard, and he was stuck in that private chat room until he got off. So he closed his eyes and tried to picture sexy things: girls in lingerie with big tits, rubbing each other with lotion. He tried to picture Susie in her bunny costume, on her hands and knees, eating out her cam whore friend. He wondered if she did that kind of thing: lesbian scenes with other cam whores, just for the money.
But the mental images weren’t doing it. He just wasn’t getting hard. He opened his eyes and saw that there was a new message from his customer. “Just put the cock in your ass. Maybe that will make you hard.”
Charlie wasn’t just embarrassed because he was dressed like a woman and touching himself for a stranger—now he was embarrassed because he couldn’t get hard. He took the dildo, squirted some lubricant on it, and then he pressed it into his ass. He squirmed and groaned as it slid in deep, stretching him wide as if he’d never been stretched before. He closed his eyes again, this time to look away from the shame that was his own image on his computer monitor. He let the cock sink in deep and then he started to plunge it in and out.
“I want my money back if you aren’t going to come,” said the paying customer. And Charlie’s heart stuttered. But the customer had a good point. He’d paid a lot of money and he was just getting the same thing that Charlie always did.
Big Hard Girls Page 53
