My Sister Wants to be a Hooker

Copyright by the Author, 2016



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“What is that?”

Carlie jumped at the unexpected intrusion. She’d had no idea that her brother Dennis was in town, let alone in her room. She’d been so caught up in what she was doing and sure she was alone that she hadn’t even noticed when he walked right through her open door and looked over her shoulder. She quickly tried to close the browser.

“Dennis! What are you doing here?”

“Who is ‘Apple’?” Carlie closed her eyes as her brother asked. It was too late; Dennis had plenty of time to read what she’d been typing before he announced himself. They both looked over at her bed, where she’d laid out a not-subtle outfit. She thought of her face, covered in thick make-up. There was no way Dennis hadn’t already put two and two and two together.

“Nothing,” Carlie insisted. “Get out.”

Dennis ignored her, walking to her bed and flicking the stockings. “You can’t be serious.”

“Go away. This is none of your business. You don’t even live here.” She leaned into him, pushing hard to get him out the door, but, stronger, he stood firm.

“Really? You’re going to post an ad as ‘Apple’ on Craigslist?”

“Shut up. It’s not your business,” Carlie repeated, pushing harder.

Dennis shook his head, and just started laughing, a deep, full laugh. Somehow, the laugh was more humiliating than the righteous anger she expected from her brother. She stopped pushing.

“Really? You think you’re going to be a prostitute?” When her face told him she wasn’t kidding, he started laughing again.

“What? You think I can’t do it?”

“Carlie, there’s no way you’re gonna do it.”

“What’s going to stop me? You don’t live here, this is the first time I’ve seen you in months. Ever since you moved out, Mom and Dad have started their Tour of America, like they don’t even care that I still live here, letting me go to school on my own. In the last two months, they’ve been away as much as they’ve been here.”

Dennis just laughed again. “That’s not what I mean.”

The laughing just set her off. “Oh, you can’t believe your little sister is going to go fuck guys for money?”

“There’s no way it’ll happen,” Dennis said, still grinning, “because you don’t like people. Especially guys. You really kind of hate and get mad at everyone.”

“Only when they’re dumbasses, like you, Dennis.”

“You think everyone’s a dumbass,” Dennis said slowly. “Remember your first boyfriend? You frickin’ hated that guy. How would you possibly deal with the kind of guys who get prostitutes off Craigslist?”

“I don’t need lectures on how dangerous it is, Dennis. I’m a big girl now, and am already taking care of myself. Girls do it all the time.”

“I’m not lecturing, you, Carlie. I don’t need to,” he said, laugh breaking into his voice again. “‘Cause there’s no way you’re going to go through with it. If you do even try it, the first time will be an epic disaster.”

“Oh, fuck you, Dennis. I know how to fuck a guy. Why don’t you get out of here? What are you even doing here?”

“Mom and Dad asked to check on you. Guess I don’t need to, since you’re a grown-up now.”

“Yep. Now get out. I’ve got a listing to post.”

“Alright, then. See ya later, ‘Apple’.”




It was two days later when she worked up the nerve to press the “Post” button. Within an hour, she had a message with an address and a time for that very night.

She spent nearly three hours getting ready, clothes, hair, and makeup, before finally driving off. When she found the place, well across town in another suburb, she circled it nearly a dozen times before pulling to a stop. She had on a long coat, though it was a warm day in early spring, and she pulled it closed tight around her as she approached the door. She took a deep breath, not wanting to seem too nervous for her first client. Simply act like she did this every day. She tried to think about what she’d spend the money on instead of wondering what he would look like. Body almost shaking, she rang the bell and waited, trying to put the sexiest look on her face that she could.

She gasped a little when the door broke open, and she breathed in, puffing up and trying to look hot, anxious to get a look at her first paying customer. All the air went out of her and she slumped over.

It was her brother.

“You asshole.”

“You’re an hour late. Not a good start to your new career.”

“Oh, fuck you,” Carlie said, pushing into his chest. He gave, letting her push him back into his apartment. “I don’t need you telling me how I’m rushing into to this without being ready or knowing what I’m getting into.”

“Are you?”

“Is that why you messaged me? So you could lecture me some more?”

“Nope. I called you to hire you. So are you working or not?”

It took her a second of a crooked look to get his meaning. “Oh, fuck you, Dennis. Give me a fucking break.”

“I saw your prices, and I got a big wad of cash here. Now are you a prostitute or aren’t you?”

“I know what you’re doing, asshole. You’re not going to scare me straight just because I don’t want to fuck my brother.”

“Well why not? It’s about the money, isn’t it? I’m cleaner and more attractive than almost any guy you’ll meet doing this.”

“Please. Most guys are just sad lonely middle-aged guys.”

“You don’t know that.”

“You may be younger and hotter than most of the guys, but that doesn’t make their money worse.”

“My money’s good too. What difference does it make if I’m your brother? Those guys will have you doing much sicker stuff than that. Are you really up for being a prostitute or not?”

“Oh, get off it, Dennis. Mind your own goddamn business. I’ll fuck who I want, thank you, and that isn’t you. Now if you’ll excuse me,” Carlie said, moving back toward the door, “I have some money to make somewhere, so that when I move out I won’t have to live in a shitty little place like this. Is this really your apartment?”

“Yep. I guess you’ve never actually come over here before, or else you might have recognized the address.”

Carlie stopped, holding the edge of the door in her hand. “Well, maybe I’ve never been here because you never once asked me to come over.”

“I gave you my address the day I moved in here, when you were too busy to help me move in. I told you to come over any time. What, did you need an engraved invitation?”

Carlie slammed the door shut and turned back to her brother. “Yeah, that would have been nice,” she said, jabbing a finger into his chest. “Why would I think I’d be welcome over here? I have barely heard two words from you since you moved out two years ago. You know, I used to look up to you. I used to think, when you weren’t being a dick, that underneath you actually loved me and tried to take care of me. I actually thought you were the one guy I could count on for anything. Then you moved out, and never wanted to fucking see me again.”

“You’ve seen me.”

“Christmas and shit doesn’t count. You have to be there for that.”

“I spent like two weeks over there last summer. We were hanging out.”

“Ooo, wow, two weeks of service time. Then I didn’t hear from you again.”

“I used to email you every week, but you never responded!”

“I never check my email, you dumbass. I’m only on Instagram.”

“Well I didn’t know that. I just thought you were busy or something and didn’t want to be bothered.”

“You could have asked.”

“I guess I should have.”

She suddenly became aware that while she’d been yelling at her brother, she’d let her coat go and it had fallen open.
Along with her make-up and big hair, he could see the black lingerie she had on underneath, a corset holding her boobs up, with black-sheer panties and garters connected to panty hose. She closed the coat up again, holding it tightly.

Some of the wind had gone from her sails, but she still felt defensive. “Well, you didn’t need to. I’m doing fine without you, anyway.”

“Yeah, I can see that.”

“Oh, fuck you, Dennis. You know what? Maybe you’re right. Maybe this is good practice. ‘Cause I’m not going to come across anyone else doing this who makes me madder than you.”

“They’re still going to make you mad, Carlie. Everyone always does. And then what are you doing to do? Storm off? What if they don’t pay you? Do you really want to get herpes from some guy who didn’t even pay you because you got mad after he wanted you to call him ‘Daddy’?”

“Oh, I can control myself when it’s not you, fuckface. I’m not just going to get mad at everybody.”

“Yes, you are. Don’t act all pissy with me, it’s not a bad thing. You’ve got too much pride to lower yourself just for money. That’s not a criticism.”

“What do you know about me now? I’ve grown up, I’m not fifteen anymore. I know guys are just sad douche bags, and, you know what? I do want some fucking money, and if those sad forty-year-olds want to pay me hundreds of dollars just for an hour of action, I’m going to take their money, and in five years I’ll be living a much better life than them or you.”

“Oh, so it’s just about the money. That’s all you care about. Well, if that’s true, I got two hundred bucks, right here,” Dennis said, waving the fan of cash in Carlie’s face.

“You know what? Fine.” She grabbed the money from him, stuffed it in her coat pocket and flung it off onto the floor behind her. In nothing but heels and lingerie, she spread her arms wide. “Here ya go, Dennis. Here’s your sister, just like you ordered. I’m calling your bluff, you asshole. Go ahead. What are you going to do with me? That’s what I thought. Nothing.”

“Fine, then. You owe me an hour.”

“Great.