Equal parts painful and pleasurable training.

You had helped your mother get back into bed so that she could rest and relax for the day. As you tucked her in, you could see that the writing on her arm was fading a bit. That wasn’t good. Grabbing a sharpie, you re-applied a new layer down on her arm. You’d have to find a permanent solution sometime. Maybe tomorrow you could get the ladies a tattoo.

Leaving your mom to herself, you made your way on down to Ashley’s room, having only put on a pair of boxers to wear. Knocking on the door returned only an angry yell. “Go away! I don’t want to talk to anybody.”

“Come on Ashley, I just want to talk.” You said with a sly grin.

“Fuck you, Erik, I know what you want, and I won’t let you.” She screamed.

“Ashley, open this door!” For a second there was silence, and then you could hear the sound of footsteps coming up to the door. The door opened up to reveal the sight of your sister. She was wearing a blue tank top and pink short shorts.

“Please… don’t treat me like mom…” She looked frightened, a very nice change from her usual angry self.

“Shut up!” You gave her a smack on the face for good measure. Falling backward she looked at you with scared wide eyes. “Do you know how much of a pain you’ve been in my life. At least dad had the decency to keep his distaste for me quiet. But you, you spent any moment you had calling me names, embarrassing me in front of family and friends, putting me down, and making me feel like shit. Now I own you, and you have the audacity to ask me not to punish you?!”

“Please Erik, I’m sorry.”

“You are only sorry because you know what I can do. You don’t truly mean it.” Walking over to her desk, you took a seat on the chair. “Stand up. Now strip. We’ll see how you like humiliation now that you’re on the receiving end.” Unable to resist the command she pulled herself back up and began to strip off her clothes until she was standing completely naked. Her face was slowly turning into hatred.

“Is this what you want Erik? To see your own sister naked. You’re such a fucking pig, Erik. Too much of a loser to get woman, you have to resort to fucking your mom and sister.”

Damn, even when she was **** to strip for you, she could still be an asshole. “Okay, that’s it. No more talking unless it’s to beg for forgiveness and to say sorry. Now come over here and bend over my lap. It’s time to give you your punishment.” Unable to fight back she walked towards you against her will. The fire in her eyes burned with hatred but your order made her unable to speak.

Having her naked body bent over your legs felt so empowering. Your hands were roaming up and down her back, enjoying the touch of her soft skin. Then, in a quick motion, your hand came down with a loud slap on her ass. The action making your sister jerk and let out a yelp of pain. Lifting your hand up, a red imprint of your hand is left behind on her ass, before landing another and another slap.

After a good few more slaps, Ashley still doesn’t break. Leaning over to look at her face, you see plenty of tears, but also determination in her eyes. She’s still resisting. So you begin upping the slaps at a faster rate, making her cry out in pain with each swat. What surprises you is how wet your leg begins to feel as you continue spanking her. “Aw, so the slut likes getting punished, doesn’t she. And here you said I was the pig, but you’re getting off to your brother spanking you.”

Still, no sound escapes her lips, but her face is red with embarrassment. Slipping your hand down, you begin to push two fingers inter her sopping wet pussy, plunging them in and out, but as she gets close to coming you pull out and slap her, making sure to angle your hand such that it grazes her pussy. At last, after repeating the process two more times, she starts speaking.

“Pp…please….n no more. I… I’m sorry.” Her voice wavers as she speaks.

“Are you going to be a good girl for me?” She nods her head up and down. “Do you promise? Because if you misbehave, I’ll do this again.” She nods faster.

“That’s a good girl. Now for your reward.” Her body shudders as you let your hand graze down her back. Plunging your fingers into her wet cunt once again, you begin pistoning them in and out, letting her finally climax. Her body shakes and jerks in pleasure, yelling in pleasure instead of pain.

“There, now you see. If you try to resist or talk down to me, I’ll punish you. If be a good girl and do as I say without me needing to **** you, I’ll reward you.” Nonchalantly, you let her fall off your lap onto the floor, before pulling down your boxers. “But I’m still not down with you yet.”

You spent the next couple hours getting some **** on your sister, breaking her in, and getting used to your treatment. Her blowjob skills were pretty mediocre, so you **** her to deepthroat you instead, face fucking her as you got closer. Then it was back to punishments as you edged her and spanked her further do to foul mouth talking, she gave you after.

In the end, your last reward for her was a good hard ass fucking. You had already fucked her in her cunt, but now you wanted that perfect ass as your final conquest over her. Pushing her face down into the bed, and raising her hips up high, you began pounding away into her tight little hole. You did make sure she enjoyed it, but you also used it as a way to **** her further. “You love having a cock up your ass, don’t you slut? What do you think dad would say if he saw you like this? His perfect little girl, begging for a cock in her ass.” Her only response was to moan louder. Feeling the all too familiar sensation of you reaching the end, you gave a good hard thrust, filling her up with your cum.

Standing back you looked at your masterwork. Ashley was still face down ass up on her bed. Her body shuddering in pleasure. Her ass was beat red with a couple imprints of your hands on each cheek. And both her holes were leaking cum. Did you go overboard…? Nah, she had it coming the moment she decided to be the biggest bitch.

“Okay Ashley, you can speak as normal for now. I want you to go take a shower and clean up, then come to my bedroom.”

Struggling to pull herself up, she looked over her shoulder towards you. Her eyes were no longer full of malice, but still a bit stern and confident. “Are you sure you don’t want to fuck my ass some more?” Whereas before, her voice was condescending. Now it was more… submissive? Yes, but it still contained that directness.

“If you be a good girl today, then maybe I’ll fuck your ass. Now go get cleaned.” With an awkward stride, she began to leave, not before giving you a sly smile and small shake of her butt. Jesus, you don’t think you’ll ever be able to understand her. Well as long as she’s willing for sex, and will serve you without bitching, it’s as good as can be. In fact, you quite enjoy how your mom and sister still retain the character.

Back in your bedroom, it appeared that your mom was able to get herself out of bed. When you walked in, you saw her sitting cross-legged on your bed, reading a book from your shelf. Hearing you come in, she creased the page she was in and set the book down. “Hi, honey. How did it go with Ashley? I hope you weren’t too rough with her.” Her motherly town was coming in and she looked a bit concerned.

“It went well. I did a mixture of punishing and rewarding, and I think I got her to lose that condescending attitude. I think I even got her to look forward to some more sex.”

Your mother signaled for you to come closer and pulled you into a hug. “Well, that’s good news, honey. I’m glad that you were able to work things out with her.” Her face then started to take on a more worried look. “Your father still hasn’t come back. I’m worried he might try something. What are you going to do?”

You gave her an even tighter hug back. “Don’t worry about it. I’ll come up with something. For now, let’s just enjoy our time together for the next couple of hours, and then I’ll get to planning how to deal with dad.” As the conversation ended, a light knocking could be heard from the door, before your sister opened the door. Grinning at her arrival, you looked back to your mom. “Mom, you said you’d be okay with trying something new out with women. Do you think you would like to try it out now?”