Helping The Sister Start OnlyFans

"When their single mum fell on hard times, Caitlyn came up with a risky plan to make money on OnlyFans."

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Gary sat in his room, browsing Amazon for no particular reason other than to relieve a bit of boredom in the afternoon. A soft knock at his door brought him out of his scrolling stupor, and before he could acknowledge it, the handle turned, and his sister stood in his doorway. He could tell that Caitlyn didn’t look like her usual bubbly self; her round face looked heavy, and her shoulders slumped, her head bowed.

“Caitlyn, what’s up?” he asked.

She sighed a heavy breath before she spoke.

“Gary, have you noticed that Mum looks a bit unhappy lately? I heard her crying earlier,” she said.

Gary’s brow furrowed; he had never been good at reading body language and was often accused of being too self-absorbed.

“Mum’s fine,” he said

“No, Gary, she’s not. I saw her earlier; she was crying whilst looking at the mail that came today. I think she’s in trouble,” she snapped back.

Gary’s face changed.

“Trouble?” he asked, his voice showing more than a little concern.

“Yeah, you dipshit. Good lord, do you actually notice anything that’s not on your computer?”

Gary stared at his sister; her baggy shirt and jogging bottoms hung loosely, hiding her athletic figure. His head was suddenly in a state of panic; what was going on? His mum, who had been a rock to both of them, could no longer cope. He stood up and walked past Caitlyn without saying another word.

“Where the fuck are you going?” She turned and marched after him, surprised at how quickly he was stomping away from her.

“Gary, wait!” she panted.

Gary strode into the living room and saw his mother sitting, holding the letters. She turned to look at him, and he noticed the red circles around her eyes, and her eyeliner was streaking down her face.

He’d been prepared to prove his sister wrong, but as she came up behind him, he felt guilt and sadness wash over him.

“It’s OK, Mum,” Caitlyn said. “We’ll figure something out. I’ll pick up some extra shifts or something.”

Their mother smiled at them. “Oh, honey, you don’t have to do that. Things are just a little stretched at the moment. It’ll all be fine, honestly. Anyway, I’d better leave for my shift at the pub. You two grab yourself something for dinner.”

She stood up, kissed each of them on the cheek, picked up her car keys and left. Within a minute, the engine sound faded, and the house felt unnaturally still.

“See, I told you. This is bad, Gary. Really fucking bad.”

Gary swallowed hard. “I had no idea. We need to help. I can sell some of my collectables or something.”

Caitlyn smiled at him and rubbed his shoulder. “Mum would be devastated if you did that. No, we’ve got to think outside of the box.”

She thought hard, a resigned expression spread over her face. Gary looked puzzled as he wondered what she was thinking, his eyebrows creased.

“Well,” she finally said, “I had a guy contact me on Instagram about buying my used underwear. He offered me a lot of money too. I could do that, I guess.”

Gary’s eyes widened. “What the fuck?” He said. “People pay for used underwear? What do they do with them?”

Caitlyn’s face felt hot; her cheeks burned a deep crimson.

“Yeah, people do. I thought it was an OnlyFans thing, but apparently not. I’m not sure what they do — sniff them? Wank into them? To be honest, they can do what they like if they’re giving me a hundred notes for each pair.”

“Onlyfans? The porn site?” Gary asked, his voice going slightly high-pitched.

“Yeah, people apparently make a lot of money on there. I might go on and sell my knickers, see if I can get even more. I don’t know what else to do; we need money fast.”

“I still can’t believe people pay for that.”

“It’s not so hard to believe, Gary. People pay for sex and to watch sex; you’d be surprised what people are willing to spend their money on,” Caitlyn replied.

Gary blinked at his sister; he didn’t know what to say first. The fact that his sister was going to sell her used underwear or that he was talking to her about it.

“Gary? You OK? Look, I think I’ve made up my mind; I’m going to do it. I could use a hand, though,” she said.

“With your knickers?” Gary asked.

“Well, no, I think I can handle my own pants, but I could do with some help with the tech stuff. I have one of those ring lights, but you’re better with websites and stuff.”

Gary was struggling to comprehend what had happened in the last few minutes. They’d gone from needing a bit of money to moving to sell underwear; his brain reeled as he tried to think of viable alternatives, but nothing came to mind. Eventually, he resigned himself to the fact that this was probably the best option.

“OK, I guess it will get us money. I’ll set up an account and sort everything. Then we’ll discuss what we do?”

“Discuss? What is there to discuss? Surely you film me with them on, I take them off and see if people want them?”

“I… I don’t know what to say. I can’t argue, so whatever. I’ll go do that now. You get… Erm. Ready.”

Caitlyn let out a long sigh. “No time like the present, I guess.”

Half an hour later, Gary knocked on his sister’s door.

“Caitlyn? It’s all set up,” he said.

He heard some footsteps, and then the door opened. Gary’s face dropped as he stared at her smooth curves, her black lace bra pushed her tits up so they looked like they’d fall out at any moment, and tiny knickers hugged her hips and left little to the imagination. Heat rushed up his neck, and he clawed at it, unable to curb the sudden itchiness.

“Is this OK?” she asked.

Gary’s heart rate increased, and he struggled to say what he really wanted to, so he just grunted at her. She shot him a wicked smile and moved aside to let him in. He immediately noticed her room looked different; her bed was sprinkled with petals, and the lights were much dimmer.

“I’ve set up the ring light. Just do a video of me doing a little dance first! Then I’ll turn around and take them off, just as a tease.”

Gary’s head screamed at him; his mind was conflicted. On one hand, he was doing this to help his mum, but on the other, he was going to see his sister take her clothes off. Caitlyn was extremely sexy, and if she hadn’t been his sister, then he’d have been all over this, but he felt shame as his arousal grew. Caitlyn moved in front of the ring light.

“Come on, moron, we haven’t got all day; it’s just underwear. If it helps, just think of me as another girl.”

Gary looked away from his scantily clad sibling and took deep breaths as he set up his phone. He flicked his camera on and looked at her through his screen; she looked incredible.

“Oh…okay,” he said.

Caitlyn started to seductively move in front of the camera; her hips swayed as she pushed them out slowly. Gary gawped as she carefully bent forward and her heaving breasts struggled against the fabric of her bra. Caitlyn turned her back to him and jiggled her firm ass towards the lens, twerking and gyrating her smooth curves in his direction. Gary felt his mouth go dry as guilt and arousal flooded his mind.

Then, Caitlyn brought her hand down firmly against her cheeks with a loud slap; the noise stirred her brother, and he became extremely aware of her fabric-covered ass. He leaned in slightly as she hooked her fingers around the waistband of her knickers and fiddled with the elastic, twirling it between her fingers before deliberately sliding one side onto her ass cheek. She wiggled her ass again, and her other hand slid down the other side until the waistband drew a line over her cheeks.

Gary swallowed, mesmerised by the naughty spectacle he was witnessing. Caitlyn turned her head and blew a kiss to the camera as her knickers shuffled down to the floor. Gary stared for a second; he felt his cock twitch at the sight of her glorious pale ass. He had a real urge to grab it and lick her.

“Aaand cut,” she said, tying her dressing gown before she turned back towards her brother. “How was that? Good?”

Gary nodded; his voice had deserted him, and he felt like she could read his mind. His face flushed as she smiled at him and pulled the gown straight.

“Excellent,” she said. “Well, I’ll let you work your cinematic magic, and we’ll see what happens. Now I need to change so you can erm… leave.”

Gary quickly grabbed his phone and headed out of her room before his erection grew to a noticeable level. He practically ran to his room, closing the door and pushing his trousers down to furiously beat himself silly with the thoughts of his sister’s naked ass. With the image of her firm cheeks lodged fully in his brain, he pounded hard on his dick and within a minute he groaned as his cum sprayed onto his bedroom floor. His needs met, he downloaded the video and started to work it into a quality product. When he finished, he uploaded it to their page and shut his pc down. It had taken him a few hours to perfect the video, and it was getting late, so he undressed and climbed into bed. He found it difficult to settle as his cock was still semi-hard and the mental pictures of his sister flashed in his mind every time he closed his eyes.

The next day, Gary went about his normal routine of a five-minute workout before having a shower and getting changed. When he booted his pc back up, he logged into the page and saw that over five thousand people had watched his sister’s erotic video, contributing a total of £200.

Gary stared at the numbers; his head couldn’t contain the information. He jumped up and sprinted to Caitlyn’s room. He threw the door open just as she was pulling her jogging bottoms on; he briefly saw the outline of her knickers before they disappeared.

“Caitlyn, you’ve got to see this,” he panted.

“What’s going on, Gary?” A smile crept over her face as her thoughts had just caught up with what’s going on. “Is it the page? Am I famous?” she laughed.

She followed Gary to his room, and he gestured for her to sit in his chair.

“£200? That’s really good, isn’t it? For overnight, I mean. What are all the comments and messages?”

Caitlyn rolled her fingers over the mouse, her eyes flicking across the screen.

“Have you read these? Someone is offering £250 for my used knickers and someone else said that they want me to finger my ass. Wait… What’s this one here?”

The mouse pointer hovered over a message, and she clicked it to expand into the full screen. As Caitlyn read the message, her eyes grew wider.

“What the fuck? Did you see this? Someone said they’d… Love to see me suck a cock, they’ll pay £500. What the hell? That’s more than half of what we need for the rent.”

Gary looked at his sister; his brain was melting down, and his mouth opened, but no words came out of it.

“Gary? We’d be daft to turn that down. Geez, look at this one? £1000 to see me get fucked from behind. We can make £1500 just from those two. There are other ones too…” she scrolled through the dozens of messages…” more for my dirty underwear, some to see me dance naked… I mean we can make a fucking fortune…”

“But Caitlyn, think about what you’re saying. Yeah, the money is unbelievable, but you need to get a random guy to join you on camera. Then you’ve… you’ve… Got to… suck him and then have him take you from behind.”

Gary’s heart thumped so hard that he was sure that his sister could hear it. He looked up at her; a gleeful, excited expression filled her face. Just seeing her happy made him smile, even if it was for… THIS reason.

“Oh, Gary. We don’t need a random guy,” she replied, “we… Just need… Erm.. You!”

The colour drained from Gary’s face as she spoke the last word; it seemed to leave her mouth in slow motion. Him? He looked at her to see if there was a hint of a joke, but she looked serious.

“What? You… Want me to… To go on camera while you… Suck my cock?”

Caitlyn laughed. “Look, we need the money, and it’s just a business transaction. We perform a service for a large amount of money. I’m a girl, and you’re a man? What’s up? Don’t you want to fuck me?”

Gary froze for a second; he had no idea how to answer that question. Well, he knew exactly what he wanted to say — YES. He hadn’t thought about anything else since they filmed the initial video yesterday. Her argument weighed heavily on him; it was difficult to pick a hole in it, except that they were siblings and she was asking him to let her suck him off, and then fuck her from behind. His cock twitched, and his mind started to think about Caitlyn’s lips around him. He let out a long breath he’d been holding, his eyes flicking between his sister and the screen, the numbers almost screaming at him like they were trying to hypnotise him.

“Okay,” he said, trying to sound resigned. “I mean, we need the money, you’re right.”

Caitlyn let out an excited squeal and hugged him tightly, his cock pressed against her stomach, and she smiled.

“That’s the spirit, little bro; you let your sister suck your cock,” she giggled, “Ready to go already eh?”

Gary blinked hard. “Now?”

“Well, Mum is out, and there’s no time like the present. I’ll go and put on some sexy lingerie, after all it’s got to look good.”

She stood up, kissed him on his cheek and spun on her heels, racing out of his door with a spring in her step. Gary stood motionless for a moment, trying to make sense of what was going on. His heart was beating so fast, as he’d already run a marathon, he wasn’t a virgin so that didn’t worry him, and as he thought more about it, he convinced himself that she was just a girl who would suck his cock and he’d fuck.

Just another girl.

He switched his computer off and grabbed his phone; if he thought about this anymore, then he’d start convincing himself how bad this idea was. By the time he’d reached Caitlyn’s door, he was just thinking about the money. His hand reached for the handle and lingered for a second.

“We need to do this…” he whispered to himself before pushing the door open.

Caitlyn was ready; Gary’s eyes scanned his sister’s half-naked body, her tits bunched in her tiny bra; it looked like she had two bald people in a headlock. He moved his eyes down her athletic curves and down to the tiny lace triangle between her legs. His cock was so hard that it hurt; normally, he’d relieve himself when he was like this, but actually, this just made it easier for the task in hand.

“OK, so set your phone up and then we’ll get down to it. Don’t make it weird or anything. For the next hour, I’m not your sister. I’m a girl who wants to suck your cock and get fucked. OK?”

Gary gave her a tight nod since he didn’t want to seem too eager, now that he was desperate to finally get inside of her. He set his phone up at the ring light as before and pointed it at a space in front of her bed.

“There,” he said, his voice coming out in a croak rather than a standard tone.

“I’ve pointed it so that it won’t capture my face. I don’t want people to know it’s me.”

Caitlyn rolled her eyes. “Fine, it doesn’t matter anyway.”

Gary nervously moved over to his sister; she brushed his arms with her hands and gave him a peck on the cheek. He felt his face flush and a shiver ran down his spine. She looked over at the camera and then slowly bent her knees, descending down his body until she knelt on the floor, her face level with his bulge.

For the first time, Caitlyn swallowed hard, her breath loud and uneven.

“C’mon Caitlyn, he’s just a guy,” she whispered so quietly that she barely heard herself.

Pushing all thoughts out of her head, she grabbed his trousers and trunks together, pulling them down to his knees. His cock sprang up, nearly hitting her in the face. He was massive, much bigger than any that she’d sucked before.

“Fucking hell, it’s massive,” she whispered.

Caitlyn stared at the huge organ that pointed at her, almost goading her to take it. Right now, it was just a cock, it wasn’t Gary’s, it wasn’t anyone’s, it was just a cock — a giant fucking delicious-looking cock.

She wrapped her fingers around the substantial length and started to move along it, slowly and deliberately. She felt Gary tense when she first touched it, but as she worked her hand along him, she could feel him relax into it. Her brain settled as she moved her head closer to the tip, then instinctively her tongue came out and flicked his head, the signature move that she knew guys liked. She didn’t recoil and more importantly, neither did he. Her tongue flicked it again, and then she held it out and moved it gradually up his shaft. Gary moaned as she began to work her tongue over him, and she flattened it slightly as it glided up his cock.

Caitlyn pulled her mouth away a touch and let her saliva fall from her mouth over his thick, girthy pole; the spit slowly ran down his skin as she watched it trickle along his cock. She moved her mouth back to…

Published 1 hour ago

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