Brother Learns Discipline

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Her voice made my dick jump. What was going on?

"Yes, ma'am."

"Good. From now on, leave the bathroom door unlocked when you're in there so I can confirm you're not breaking your promise. Get dressed, we're done for now."

I pulled on my clothes and went back to my room. I had whirling conflicted feelings. What was happening? Did she just tell me when I was allowed to jerk off? You've got to be kidding me.

It was like she was psychic. As I was struggling to swallow her new rule, I heard my door open and shut, and I spun around to face her.

"I mean it, Jeff. You don't get to cheat. Kevin is my friend, too, and trust me when I say that he will tell me if you touch yourself at his place."

Kevin was working for her, too? She left, leaving me to stew on her words. Had she thought of everything?

I managed to make it a day and a half. The following night I laid it bed. My member was rock hard and pressing under me. I'd just have to move back and forth a little to cum. I rocked my hips once, and the pleasure was too much. I quickly gave in to dry humping my bed until I'd filled my underwear. It felt extra good to know that I was breaking our arrangement to do this. This was now forbidden.

I put on a fresh pair of underwear and went back to sleep.

I awoke with a jolt. It felt like I couldn't breath. Rebecca was hovering over me. She'd shoved my soiled underwear under my nose. I could smell my dried cum on them. How could I have been so reckless?

"Open up," she commanded.

"What?" Yeah right. No. way.

I felt her shift her weight, and she swung her knee until it pressed against my balls. She leaned into it, and pain exploded through my body. She cupped my mouth to muffle my cry as she put more of her weight on my balls.

She'd been teaching me to tolerate her punishments. Fingernails, slaps... sometimes she'd just wrap her fingers around my throat as she spoke. But the pain this time felt so much worse. My body bucked out of my control. She leaned some of her weight off me, but kept the pressure of her knee there.

Her free hand went to my neck and squeezed as she emphasized her words.

"Open. up."

I don't know why I did it. Maybe it was from the weeks, now months, of me obeying pretty much everything she told me to do.

I opened my mouth. I split second later she stuffed my soiled underwear into it. The musky smell became a musky flavor. I could taste my own cum and sweat and my saliva began to soak the cloth.

She leaned on my balls a little more and she leaned up to my ear. I could feel the skin of her leg against mine. I looked down to see her loose shirt hung open at the top as she leaned, giving me a brief flash of her chest beneath.

"You like that, don't you?" she hissed into my ear.

I shook my head.

"I don't believe you." She moved her knee, and straddled my leg. I could feel her crotch rub my thigh. "I know you like it."

Slowly, she drug her fingers over the bare skin of my free leg, from my knee up to my underwear and then over my underwear. She grabbed my member over the fabric.

"This is mine. You get to do with it what I tell you you can do with it." She gave it one firm stroke. I was getting hard, despite how fucked up this was. I wanted her to keep touching me.

"See, I know you better than you know yourself. You would be amazed at what I know."

She leaned to my ear, her whisper warm, seductive, and dark. She began listing my turn-ons one after another, stroking me slowly as she did it. The foul taste in my mouth mixing with my sister's perverse attention spun my head around, but she was managing to get me closer and closer to orgasm. When I was just about to cum, she shifted her weight and brought her hand to my throat.

"Your cock is mine. You do with it what I tell you, when I tell you. Do you understand?"

I gave my best "yes, ma'am" with underwear stuffed in my mouth. She didn't seem convinced. She brought her knee hard against the edged head of my cock, ruining me and sending pain down my legs.

"Say it again."

"Yes, ma'am... yes ma'am..." I cried over and over again she pinched my swollen member.

In one motion, she got up and left. I pulled the underwear out of my mouth and ran to the bathroom, coughing and spitting. I looked down at myself. I still had a raging hard-on.

I didn't dare touch it.

-=-=-

After that, I tried hard to keep our agreement. I learned that if I ever slipped up, as long as it was a rare occurrence, if I told her right away before she found out the punishment was less severe. Helping her sort her books or go dress shopping was far preferable to a mouth full of dirty underwear.

We fell back into our weekly rhythm of watching porn in her room. I would bring a clean hand towel and be expected to wash it and be ready by the next week. It wasn't so bad. One time, I came a little harder than normal watching something that she'd suggested. I dripped on her carpet. I was on my hands and knees scrubbing the spot for the better part of an hour.

She picked the session times well. Mom and Dad were always out when we did it, and I was always cleaned up by the time they got home. She was good about always making sure I had a session once a week and didn't skip.

In its own fucked up way, it became normal for me to be in her room, under her watchful eye, as I beat off. She never wore anything that was overtly sexy. The worst was her nighties, if the session was in the morning. Besides, I knew better than to glance at her. My eyes were to focus on the porn, and that's what I did.

This went on for another four weeks. On the fourth week, I was watching a gangbang video and just as I was about to cum I heard her voice.

"Stop." The command came abruptly. I immediately stopped my motion and, with some difficulty, let go of my cock. I could feel the tell-tale heartbeat of pre-orgasm, my member stiff and begging.

Despite it being part of our agreement, she'd never actually stopped me before. She'd always let me go the full ten minutes. This time, it'd only been eight.

She just waited, saying nothing. I could feel her eyes watching me. I felt my hard-on slowly - ever so slowly - begin to fade. I also couldn't help but notice the muscles of my stomach flexing as I resisted cumming. Her workouts had gotten more difficult, but the benefits were clearly worth it. I was now pretty fit, with good definition across my arms and chest.

Girls had begun to notice me more at school, but Rebecca told me to wait. She said I wasn't ready.

When the timer for ten minutes finally went off, I was still semi-erect, sitting motionless on my knees on her floor.

"Good. I'll let you know when the next session will be."

That was it. I pulled my shorts over my bulge as gently as I could, gathered my things, and left her room.

Was she really going to make me wait two weeks?

She made me wait three.

I felt like I was going to burst. But somehow, someway, I managed it. I'd moved past thinking about sex all the time to just feeling like my body was one big penis. Everything was sensitive. Anytime someone would brush my arm, my whole body would react. It did even really matter who. Guys, girls... even mom brushing past me to get a coffee cup.

I'd never felt anything like it.

The night before our first session in three weeks, I awoke to my sister softly whispering my name. She put her hand on my chest as I roused.

"Don't move."

I settled back and looked up at her. I could barely see her in the light, but I was familiar with her smell and the shape of her body. I'd become so attuned to watching her and sensing her that I could tell she felt a little different this time.

"You've done very well. Very well indeed."

She let her words sink into me. Despite my early morning grumpiness of having being awoken, I was grateful for her touch and kind words. It had been a struggle, and it was nice for it to be appreciated.

"I think you're ready for the next part of our agreement."

Was it more work? I'd grown accustomed to doing her chores, running her around town and waiting on her, and I still did every little thing she asked at the dinner table. At this point, a little more work would be a drop in the bucket. I couldn't help but agree that while her methods were strange, the extra attention I was getting at school was worth the trouble. My grades had improved as well. My C's had become steady B's and were threatening the occasional A.

"Do you trust me?"

I thought back to my younger sister who was a terror who couldn't be trusted. The sister before me felt nothing like that. In fact, I felt like I appreciated her discipline now, how exacting her standards were, how effective her methods. She'd turned me around, and I felt grateful. Even if I wasn't always happy with the punishment for failure, the proof was in the pudding. You could even say I loved her, or, at the very least, felt a strong bond towards her.

"Yes." I said, matter-of-factly.

Hearing my answer, she swung one of her legs over my hips and eased her crotch down to my own. I looked down at where our organs met. In the dim light, I could just make out her nightie riding up as she did it. I couldn't say for sure, but it looked like she wasn't wearing any panties underneath.

She grabbed my chin with her right hand and pulled my eyes up to meet hers.

"Focus."

She adjusted her weight, so her crotch was directly on mine.

Just the feeling of her on top of me, with my body already in heightened state of arousal, got my member growing. Even though this was my sister, my body acted on its own.

Her voice, a warm whisper that still had the whip of authority, sent tingles down my spine. She explained that we were going to practice control. She added that I was almost ready to date, but I needed this last crucial step. She adjusted again to give me room as I expanded, but said nothing about it.

When I had agreed to the rules - no cumming, and no moving from my position - she began. She gave my hard penis one tentative stroke with her pussy, tilting her hips to test what angle worked best. When she'd settled on one, she began moving back and forth against my cock over my underwear. I could feel her pussy lips hug me as she moved. The sensation was unreal. Before I knew it, I closed my eyes, already starting to get close.

She stopped and grabbed my chin. "Look at me."

I opened my eyes and she lifted her pussy off me, but didn't get up.

"Don't break eye contact."

She waited for my sensitivity to go back down before she tried again. The sensation of watching her dry hump me as I looked into her eyes was totally different from focusing just on the sensation of my penis.

She went a little slower this time, looking into my eyes as she did it.

As we looked into each other eyes, I felt myself warm to her. The act began to feel more intimate than purely sexual.

Tentatively, I reached an arm up and carefully began to rub her back over her nightie. I just wanted to touch her, hoping to god she wouldn't retaliate.

Instead of recoiling, she nodded her approval, and even gave me a small smile.

There we were, her dry humping me, slowing down when I got close and letting me recover, me gently rubbing her back with one hand, then both hands.

As her expressions changed, I was surprised to see my sister as a woman. For the briefest moment I could feel a tender side hidden deep within her, and my heightened sensitivity could feel it. Her face shifted as we progressed, some expressions more serious, others softer.

I traveled the spectrum from sensitive discomfort, to needing to cum, to wanting this to last. I wanted to hold her as she rode me for as long as she desired.

That's when I was surprised when she got up without warning. Just as the spell broke, she leaned over and kissed me on my lips. One small peck.

"You did very well, Jeff. Here, lift your hips up.

As I leaned back, she pulled my underwear off me and walked out the door with it.

I looked down, my dick hard and free in the bedroom air, my shirt bunched up to my nipples. My heart raced. I looked over at the clock. Our regular session was mere hours away. I closed my eyes. I knew I could wait that long.

-=-=-

Rebecca, true to her word, let me into her room for the next session a few hours later, though it started a couple minutes later than planned as she had to make sure that both Mom and Dad were out of the house.

I brought my laptop and towel, this time bringing a larger hand towel knowing that I would probably make a mess.

I felt myself go instantly hard as I pulled my shorts down and started the video. I was only a few seconds into it when Rebecca walked past me and shut the laptop. I knew to stop jerking and give her my full attention. She had on a different green nightie than I had seen before, This one was skimpier, hugging her more than others I had seen. It stopped just below her crotch.

"Open your mouth."

I did so without asking questions.

In a smooth motion, she shoved underwear into my mouth. My eyes frowned at her. What had I done wrong? I thought I had been doing so well.

Then I tasted it. I was so used to her smell that I recognized it as her, and then tangy quality told me even more. Though I'd never tasted it before, I knew this was pussy. My sister's pussy. These were the underwear she rode last night.

She watched my expression change as I realized what she had done.

"You may touch yourself now."

The weeks of anticipation, the grinding last night, and now, the taste of her pussy in her mouth. I was back to hard almost instantly, and I started to jerk myself looking up at her. I tried to make it last as long as I could. Seeing that I was managing to control myself, my sister slowly turned around and began to raise up the bottom of her nightie.

God, what torture.

I had no idea that she had such an amazing ass. Perfectly curved for her small hips, but still round. I had never considered myself an ass man, but I couldn't look away.

As my saliva wet the underwear, I tasted more of her pussy in my mouth. I moaned without realizing I had.

She let her nightie fall back into place and then walked up closer to me.

"Did you like that?" she locked eyes we me as she asked.

"Yes, ma'am" I mumbled through the underwear, more of my tongue taking in her tangy flavor.

"Would you like to touch me?"

Oh god yes. I didn't care. I wanted to feel her, sister or not.

"Yes, ma'am", I said, my eyes starting to water.

"Do you want to taste me?"

Hormones were flooding me. I couldn't take it. Yes, please. I wanted to taste her. I wanted to drown in her juices if she let me.

She sat down beside me, slightly spreading her legs as she sat. I noticed her bush, but didn't stare. I tried to keep her eye contact.

"You look like you're getting close."

"Yes, ma'am," I said. I had slowed my stroke, but my hard cock was swollen to the maximum. I was probably only a couple strokes away.

"Stop."

I grimaced in pain at the command. After this long? After so much? She was going to make me wait even longer? My cock twitched as I let it go, using up all my willpower to do so.

She grabbed the hand that I had been jerking with. In one motion, she guided it up to her pussy. She was so wet, gushing even. My hand squished and she rubbed me against herself. The feeling was intoxicating, as was the change in her face as she rubbed her vagina with my hand. She never broken eye contact, but I could see her face shift. She only once made the slightest moan.

When my hand was thoroughly coated she, she lifted up and pushed two of my fingers inside of her. I couldn't believe this was happening. I tried to push on my own energy, but she gave me a stern look and shook her head, so I just let her guide me exactly how she wanted. Seconds later she pulled my hand out and released it. Then she did the same thing with my other hand. A minute later, I was completely covered in her juice.

"Open up."

I opened my mouth, and she retrieved the underwear. Walking past me, she sat back at her desk chair.

"You have three more minutes."

I was so close watching what just happened. My sisters pussy juice was all over my hands. I could smell it everywhere. I didn't care what the punishment was if she saw me do it, but I couldn't help myself.

I started rubbing my cock with her juice. The slickness was the perfect lubrication. I stroked once, and when she didn't stop me, I continued stroking. But I wanted more. I had three minutes. I brought my other hand up to my nose and smelled her. God, her smell started to make me salivate.

I tested my fingers with my tongue as I stroked. Oh that tangy flavor again, fresher and intoxicating. Soon, I was hungrily sucking her juice off my fingers as I beat off with the other. I just barely grabbed the towel in time, cumming buckets into it. I kept cumming and cumming, smelling her and tasting her as I did.

The sound of the 10-minute timer barely registered as I came down from my high. For the first time, I smelled our mixed scents.

After that day, we started a new weekly ritual. Rather than sitting on her floor masturbating to porn, I would lay on the floor as she she straddled my face. For the first few sessions, she didn't trust me to do it right, so she made me hold my tongue out as she rocked back and forth. Then, as I built my skill, she let me lick her on my own.

God, that nectar. I looked forward to each session. I dreamed about it. I fantasized about it when at school. She didn't have to tell me not go after any of the girls that were hitting on me. I did not want to break whatever good graces I had with her.

I learned how her taste would change as she became more aroused, though she would only make small moans during our sessions. I had to listen and take her subtle changes as I adjusted my technique. As the weeks passed, my technique got better, and I could elicit more soft moans and stronger flavor.

At each session, I was not allowed to cum until she told me I could. I would jack myself slowly as I licked her, careful not to spill before I was allowed. One time, I started leaking precum. I froze as she rubbed some of it off the head of my penis and tasted it. Confirming it wasn't my full load, she continued to ride my face. God, I nearly came watching her taste me. I barely made it.

It was rare that we would do anything outside of the weekly sessions, but sometimes she would make an unannounced visit to my bedroom in the middle of the night. One time she told me to take my clothes off and lie still. She rode her pussy lips up and down on my penis. I thought for sure she would stop, but she just kept riding up and down on me, without letting me penetrate her.

I came like that, looking into her eyes as she rode me, bucking against her. She'd let me meet her rhythm with my own thrusts. God, I bathed my stomach and chest in cum. She didn't lift off me immediately, either. She just kept riding me, more slowly. I stayed hard for a surprisingly long time after I came, but as I finally began to soften she got up and left me there. I rubbed my cock with my hands, then licked our juices off my fingers. I knew better than to jerk off reliving the moment. I just filed it away and looked forward to the next session.

-=-=-

For their anniversary, my parents went on a four day vacation to Hawaii. I was jealous, but I was sure I didn't want to be with them if they were going to be lovey with each other.

I didn't know what Rebecca had planned. She hadn't said anything. Our parents had gone on day trips before, which that didn't mean we would do anything. The weekend could just as easily be totally uneventful.

Our session this week was scheduled for Thursday, the first day Mom and Dad were out of town, but Rebecca said she would need to reschedule. I was disappointed, but knew to trust that she would come through on her promise. It was pretty clear, at least it seemed, that she was enjoying our sessions as well. Maybe not quite as much as I did, but she still moaned. I looked forward to being able to make her lose enough control to make those little sounds.