Chapter 1

“How did I let this happen,” Corey asked himself as he looked in the mirror. “Why do I always let her goad me into these things?” Corey took a step out of the bathroom to the roar of his little sister’s laughter. He felt like an idiot, and this was his fault. As he headed downstairs, he felt the breeze from an open window blow under the dress he was wearing. He replayed his error in his mind.

A few days earlier, Corey had been playing Mario Kart with his younger sister, Addie. The two of them had always been hyper-competitive and that day was no different. He had just beaten her in several races by a wide margin and was feeling pretty confident.

“What happened, Adds? You used to be a threat.”

“You’re just getting lucky with items; I know I’ll win the next one,” she said confidently.

“Oh yeah? Wanna bet on the next race then?” he said cockily.

“Ok, you’re on. How do you want to do it?”

“Rainbow Road, no items. Fair?”

“Fair! When I win, I’m going to make you my slave on Saturday when Mom and Dad are gone.” Addie threatened.

“Ok, but when I win, I want Tina’s phone number, and you have to put in a good word.”

“Tina? Why would you want my best friend’s number?”

“I think she’s cute, and I’d like to ask her out. Now, do you accept my terms?”

He could see Addie pause and think it over. He could tell her confidence was wavering. After a moment or two, Addie looked up and stuck out her hand. “I agree!” and the siblings shook on it. They picked up their controllers, chose their racers, and selected the course.

The countdown started. Corey got the boost and was squarely in the lead for the first two laps, but Addie was not too far behind. On the final few corners before the finish line, disaster struck; a mistimed slide landed him on the end of a recovery rope. Placed back on the course, he was now neck and neck with his sister as they both raced to the finish line. On the final straightaway, his sister’s racer had just a bit more speed and she won by a few tenths of a second.

Corey dropped his controller in disbelief as Addie jumped up and cheered her victory.

“I told you I was going to win! I’m going to have so much fun with you this Saturday,” she gloated, shoving it in his face. Corey said nothing as he now feared what was about to become of him in a few days.

As soon as their parents were gone, Addie was in charge, and Corey could do nothing about it. The first thing she made him do was put on a thin, flowery summer dress that barely fit him. She laughed when he finally came out of the bathroom. The bottom of the dress was just above the thighs. Corey felt humiliated, as he was then sent to the kitchen to handwash all the dishes in the sink.

“OK, I’m washing the dishes, but do you have to sit there and watch the whole time?” Corey complained.

“I get to do whatever I want, and I want to supervise your tasks. I wouldn’t want you to skip a plate or two, would I?” she cackled, “besides, I think you look pretty in my dress although I hope you can’t see my underwear as often when I bend down.”

“We could change places and find out if you’d like?” Corey said, “It’d be the first time someone checked you out.”

“I wouldn’t be joking that way knowing I could make you do anything I wanted today. Why, just for that comment, I might want to punish you.”

“Oh yeah, how?” he said, challenging her, which was a bad idea.

“Oh, I don’t know. Since you brought up my underwear, I think you should take yours off, they don’t match the dress.”

“Wait Addie, you can’t be serious. Isn’t that pushing things a little far?”

“You still have the dress on and now you’ll see what it’s like to have to keep your skirt down. Drop’em,” she said with authority and a little playfulness.

Reluctantly, Corey complied. He reached underneath and pulled down his boxers, stepping out of them, then throwing them at his sister’s face. They fell onto her lap, and she held them up as a trophy, waving them around. Corey went back to washing the dishes but was much more aware of the air around his junk and that he knew not to bend over.

After an hour, Corey finally washed his last dish. His front and the dress were soaked, and he just wanted to put on some normal clothes. Unfortunately, he knew that choice wasn’t in his hands. He turned around to face her and find out what his next task would be.

“I want you to mop the floors, and then you have to clean my room,” Addie said gleefully.

“Can I at least change? I’m soaked.”

“No, I told you to wear the dress. The only other option would be to wear nothing at all.”

“What? You want me to be naked? That’s sick!” Corey replied.

“Those are your two options; now get to the mopping slave-boy.”

Corey grumbled under his breath and got the mop and bucket. He had to be careful bending, because of the skirt and lack of anything underneath. He actually gained a bit of respect for girls who knew how to move and perform tasks while wearing one of these things. It took him a little while, but he was able to mop the floor in the kitchen to an almost mirror shine.

“Looks good, big brother! I can almost see up your dress, the floor is so shiny.” Addie jokes before pointing him towards her room. Defeated, Corey marched upstairs and entered the disaster that was her room.

“I don’t think there’s enough time in the year to clean up this mess, but where should I start?”

“Why don’t you clean the floor?” His sister suggested.

“Where is the floor? All I see are clothes and books scattered everywhere. What’s clean and what’s dirty?”

“You’ll figure it out. Chop chop, time’s ticking!” Addie said as she pushed stuff off a chair so she could sit down. Corey just looked annoyed, sighed, and started picking up clothes. He decided to just throw everything in the laundry hamper that he could and hoped that would be good enough.

“Aren’t you going to sort out the clean ones?” Addie asked.

“How do I know if something is clean or not?”

“Do the smell test. If they stink, throw them in the wash.”

“I don’t wanna smell your stinky clothes,” he said disgustedly at his sister.

“You don’t have a choice, slave. Now do it,” she replied, mocking him.

Corey grumbled again and reluctantly put a shirt up to his nose and took a whiff. It seemed gross and he threw it in the hamper. One by one, he sniffed up shirts and pants to smell if they were clean or not. If they were clean, he’d fold them and put them in a drawer or hang them up. It took an hour, but all that was left on the floor were a few books and the one clothing item he didn’t pick up: her panties.

Corey put her books on the shelf and just looked at the 10 or so pairs of panties just laying on the floor. He looked at his sister, who simply pointed at the garments and smiled. He reached down and picked up a pink pair, felt the softness of the material, and then slowly put it to his nose. It smelled clean; and he breathed a sigh of relief. The next few were clean as well. He felt like he was playing a game of Russian roulette, though, knowing at some point the cylinder would be loaded with a bullet.

It was on the sixth, a light blue silky pair of panties, that his luck changed. When he held it to his nose, he smelt the musky odor of his sister’s pussy. It lingered in his nostrils for a while, even after he lowered it from his face. His brain didn’t know what to do with the information that it received; the knowledge of his little sister’s scent didn’t know where to go. Should it disgust him or did it arouse him? He just stood there holding it in his hands.

“Are you ok, Corey?” Addie asked, looking at his face, “did you smell something you liked?”

“What?” was the only thing he could say, but his body was saying something else.

“I think you did; your dress is lifting up.” She said, pleased with herself.

Corey took the dirty pair and tossed them in the nearly full hamper and tried to cover his growing problem. The last few pairs, he just picked up and tossed in the hamper as well. He was done playing this part of her game. He took the clean pairs he found and put them in her underwear drawer.

“Did you like playing with my underwear, dear brother?”

“No, I think you’re pretty twisted, you know?” he spat back.

“Well, if you’re going to be that way...” Addie reached under her skirt and pulled off her panties and threw them on the floor, “looks like you missed one.”

Addie laughed at the shocked look on her brother’s face as he just stared at the piece of clothing at his feet. Corey looked into his sister’s eyes trying to figure out what game she was playing here. This was more messed up than he ever imagined it would be. He bent down and picked up the still warm pair of her underwear and went to put them in the hamper.

“Nah, ah, ah. How do you know they’re dirty? Don’t start slacking on me now, you’re almost done.”

“But I just saw you take them off. They’re still warm,” he protested.

“Check them properly,” she demanded.

“This is fucked up, Addie,” he said, before raising the garment to his face and inhaling her still fresh vaginal scent into his nose. It was a much stronger smell than the pairs on the floor, and he could feel a wet spot against his face. The worst part, for him, was that he was starting to like the way it smelled. He held it to his face longer than the previous pairs.

“I bet Tina wouldn’t smell that good,” she clucked, walking towards him. “Mom and Dad will be home soon, I have two more tasks for you.”

Corey dropped the underwear in the hamper before replying, “Ok, what’s the first?”

“I want you to kiss my butt and say I’m the best sister in the world.”

“Really? Are you seven?” he asked, sarcastically.

“Now it’s each cheek for that remark.” She bent over and lifted up her skirt, exposing her bare ass to him. “Chop, chop. These cheeks aren’t going to kiss themselves.”

Corey couldn’t believe she actually wanted him to do this. He knelt down on his knees, so his dress wouldn’t ride up, and looked at her bare ass. His face was a foot away and he could see the faintest split of her pussy between her legs.

“Stop admiring the view and pay the toll,” she admonished him. He puckered his lips, leaned in and kissed her on each side of her ass, then said, “You are the best sister in the world.”

“Thank you, I know.” She said smugly. “Now, for your last task, I want you to kiss me on the lips. Properly.”

“No, I won’t do that. Don’t you think this has gone far enough? What’s gotten into you Addie?” He asked, standing up.

“Hey! I didn’t tell you to stand up. You are supposed to do what I say, those are the rules.”

“This is getting weird. Why do you want me to kiss you? What’s going on?” He was starting to get concerned.

“Nothing. Are you going to do what you’re told or are you a chicken shit?”

“Fine!” He walked close to her, put his arm around her back and pulled her in for a kiss. As their lips met, he could feel her start to swoon and put her own arms around him. He could also feel himself reacting to the situation, as he started tenting the front of the dress. After about a minute, they separated, both looking flushed.

“Wow, that was ... um, amazing Corey,” Addie said, slightly in a daze.