Learning
by Daisy Desiree
Copyright© 2021 by Daisy Desiree
“Oliver?” I say lightly knocking on my 17-year old brother’s open bedroom door and stepping in.
“Yea, Olivia?” he replies to me, his 14-year old sister.
I approach his bed where his school work is spread out.
“What do you want?” he asks.
I nervously sit on the end of his bed facing him.
“Well?”
“How old were you when you lost your virginity?” Oliver stares at me. I’m sure he didn’t expect me to ask him that!
He composes himself. “Why do you want to know?”
“I’m thinking about it.”
“What! No! You’re too young!”
“How old were you?”
“Fourteen.”
“I’m fourteen.”
“No, it’s ... uh ... different for a girl.”
“Why?”
“It just is.”
That makes no sense and seems unfair.
“How do I learn about sex?” I ask.
“I don’t know. Read a book.”
“That just says what sex is. Not how to do it.”
“You’re not ready, Olivia.”
“How do I know when I’m ready?”
“You ... um ... just know.”
“Ok but how do I learn how to do it so I’m prepared for when I’m ready? Porn doesn’t explain anything. It just shows people doing it.”
“You’re watching porn?”
“I know you watch it.”
My brother lapses into silence.
“I need to do my homework,” he finally says.
I leave. I’ll ask him again when he’s not so busy.
I knock and enter the next night.
“Oliver?”
“What’s up?”
I sit cross-legged on his bed and face him.
“Can we talk now?”
“About what?”
“About what we we’re talking about yesterday.”
“No!” He waves his hands as if to shoo me away. “I can’t talk to you about that.”
“Why not?”
“I just can’t!”
“That doesn’t make sense.”
“Can’t you talk to your girlfriends?”
“They’re girls. I need a boy’s perspective. You’re my best boyfriend. I mean a friend who’s a boy.”
“I’m your brother.”
“Why does that matter?”
“It ... it feels weird.”
I still don’t understand why but I can’t dismiss his feelings. “Can one of your guy friends teach me?”
“No!” he shouts.
“Why not?”
“It wouldn’t end well. Trust me.”
“Then how am I supposed to learn?”
“There’s nothing to learn. It happens ... um ... naturally.”
“So tell me about your first time. Was it with Brianna?”
“I’m not going to tell you about that.”
“Brianna was only 14. I’m 14.”
“It was ... uh ... she was too young.”
“Then why do you stare at my friend Isabella when she comes over to our house?”
“I don’t stare at her.”
“Yes, you do. I totally notice you looking at her. You think she’s pretty. Would you like to have sex with her?”
“I ... uh...”
With how flustered my brother is, I know the answer.
“She’s only 14. Why do you think she’s ready but I’m not?”
“I ... uh...”
“Do you think I’m pretty?”
“You’re my sister.”
“So you think I’m ugly!” Tears instantly well up and I race to my room. I sob in my pillow.
Five minutes later there’s a knock on my door and it opens.
“Olivia?” Oliver says.
“Go away!” I don’t look at him.
He sits on the edge of my bed.
“I didn’t say you were ugly.” He speaks calmly.
“Yes, you did!”
“No, I didn’t.”
“You wouldn’t say I’m pretty so I’m ugly!”
“You’re my sister.”
“Your ugly sister!”
“Fine! Be that way!” he shouts. I feel him rise off the bed.
“Fine!” I yell back.
“You’re such a brat! I couldn’t teach you anyway.” He slams my door as he leaves.
I sob for a few more minutes and then I hear his words. I wipe my eyes and return to his room.
He looks over and says, “I didn’t mean to say you’re ugly. I think you’re pretty, Olivia.”
“Did you mean what you said?”
“That you’re pretty? Of course. Any boy would love to have you as a girlfriend.”
“Not that. You said if I didn’t act like a brat that you would teach me.”
“What?”
“So will you?”
“Will I what?”
“Teach me.”
“You’re my sister.”
“Why does it matter?”
“It just does.”
“So you don’t know why?”
He lapses into thought then says, “No.”
“So you can teach me?”
“Ok,” he sighs.
‘Thank you!” I run up to him and hug him. He’s stiff as a board.
I break away and ask, “When can we start?”
“I don’t think Dad and Mom would like it if I’m teaching you about sex.”
I nod. “I won’t say anything!” I’m so excited. It’s hard to think about anything else. “So when?”
“We need to make sure they don’t find out so it will have to be after school but before they get home.”
“Ok, ok,” I say gleefully.
“And you can’t tell anyone else!”
Did he read my mind? “Why not?”
“We just talked about it. You’re my sister. People will think it’s weird. I mean we’re not going to do anything but people will think it’s wrong.”
“I’ll just tell Isabella.”
“No! No one or I won’t teach you anything!”
My face drops.
“I’m serious, Olivia. If it gets out, we could be in trouble. We’re not going to do anything wrong but people could get the impression we’re having sex.”
“We won’t have sex?”
“No!”
“Then how am I...”
“I can teach you a lot without fucking you!” He sounds exasperated.
“I’m just asking!” I retort back.
“Don’t get mad at me!”
“You’re the one yelling!”
“What do you think you’re doing?”
“Why are you always like this?” I ask.
“You’re the bratty little sis!”
“Fine! I don’t need you.”
“Fine!”
I leave. I’m just outside his door when I stop. I turn around and head back in.
“Will you still teach me?” I say hopefully.
“Yes.”
“So tomorrow after school?”
“Yes.”
“Can I touch your dick?”
“Olivia!”
“Not now. Tomorrow.”
“No!”
“How do you expect me to learn if I can’t see and touch a dick?”
“I’ll tell you about my first time.”
“I can read about first times.”
“I’m not going to let you touch my dick.”
“I bet you’d let Isabella touch it.”
He clams up.
I say, “So it’s the sister thing again. I already promised I wouldn’t say anything to anyone.”
“Ok, you can touch it tomorrow,” he says annoyed.
“Thank you, Oliver! I love you, brother!”
I head to my bed to finish my homework and dream about what holding Oliver’s dick will feel like.
I race home. No hanging out with Isabella and my other friends after school. I walk home as fast as I can. Peak Middle School gets out a half an hour later than Peak High School. If I can get home by three and Mom gets home at five thirty, that gives me two and a half hours to learn as much as I can today.
I get home and Oliver is not there. I sit on his bed and text him, “Where are you?”
“Still at school,” he replies a long two minutes later.
“You said you’re going to teach me.”
“Tomorrow.”
“You promised!”
He doesn’t respond so I text “You promised!” every minute until he replies after nine texts.
“Stop it!”
“Not until you do what you promised!”
“Brat!”
“You promised!”
I resume text spamming my brother.
“Stop it!” he says, entering his bedroom twelve minutes later.
“You promised!” I say.
“I know! It’s not like it couldn’t have been put off for one day. It’s ok to skip a day. What if I want to hang with my friends or you want to be with your girlfriends?”
“I want to learn about sex.”
“I can hang with my friends if I want.”
“You could’ve let me know. I hurried home. I could have been with my friends.”
“I’ll text you next time I’m going to stay late.”
“So can I see your dick?”
“Give me a second.” He puts his book bag on the floor. “I gotta pee.”
“Can I watch?”
“No!”
“But...”
He leaves the room. I wait.
I’m so excited! I touch between my legs because it feels strangely wet. Did I leak pee? I slip my hands in my pants and underneath my panties. My pussy is slick all around my opening. It doesn’t feel like pee. I pull my hand out and smell my fingers. Doesn’t smell like pee. Is this because I’m excited to see a dick?
“What are you doing?” Oliver asks.
I shoot my hand down from my nose. “Nothing.”
He gets on the bed. I scoot over. He moves his pillow so it’s upright against the headboard and sits with his back against it. I scoot on my butt until I’m sitting cross-legged between his feet.
“So what do we do now?” I ask. I keep looking at his pants. I’m so curious!
“Do you have any questions?”
“Can I see it now?”
“Do you first have any questions about sex?”
“Like what?”
“I don’t know. You’re the one who wants to learn.”
“Can I see your dick now?”
He undoes his button and lowers the zipper, lifts his butt up, and pulls his pants down to above his knees. He then slips his underwear down.
I smile happily when his dick springs out and up. That’s a real live dick!
“It looks hard,” I comment.
“I am.”
“Even though I’m your sister?”
“I guess because you’re a girl, I’m hard.”
“So being a girl is more important than being your sister with sex.”
“I guess. I don’t know.”
“But you’re hard because I’m going to touch your dick.”
“Yes, sure.”
“That’s awesome!” I made Oliver’s dick hard!
I scoot closer and Oliver opens his legs wider.
“A dick looks so much bigger in real life.”
“It’s in living 3-D.”
I don’t know what that means. I don’t care. This is the most beautiful thing I’ve ever seen.
“Can I touch it?” I ask in awe.
He nods.
I notice he’s staring as my hand approaches. His dick jerks. Startled, I pull back.
“What was that?” I ask.
“It’s ... uh ... excitement.”
“So you’re excited that I’m going to touch your dick?”
He nods.
“Really?”
“Yea.”
I smile and bring my hand forward. There’s wetness seeping out of the top of his dick. It doesn’t look like pee. It makes me think about the wetness between my legs.
“Is this lubrication?” I point.
“Yea, kind of. It works that way.”
“What is it?”
“Um ... excitement.”
“This is excitement too?”
“Yep!” He suddenly doesn’t sound nervous but confident.
I wrap my right hand around it just below the crown. Oliver hisses. I look up and smile at him. I’m holding his dick!
“That feels good, Olivia.”
His words make my heart warm. With my left hand, I grab his dick underneath my right hand. I hear Oliver inhale.
“It’s warm,” I comment. I didn’t know what to expect but I didn’t expect internal warmth.
“Blood makes it hard so...”
“ ... blood makes it warm,” I finish.
“Right.”
I keep squeezing it. It’s like there’s a wooden hair stick in the center of it.
“You’re getting wet.” Some of it’s dripping on my upper hand.
“That’s what happens when a pretty girl holds my dick.”
I remove my right hand and gently squeeze the head between thumb and forefinger. His dick twitches. So coooool! It feels like a cushion. You can push on it but it bounces back. His wetness is sticky and clings to my fingers.
“This is amazing, Oliver. You have an amazing dick!”
He laughs. I don’t know why. It is amazing.
“You’re getting really wet now,” I say.
“It feels good.”
“I like it!” I declare.
I like it so much I decide to kiss it. It jerks hard.
“Don’t do that!” he says anxiously.
“Why not?”
“Just don’t.”
“But isn’t a blowjob...”
“We’re not doing that!”
“But...”
“Why don’t you touch my balls? Guys like that. Just be gentle.”
I don’t realize Oliver just distracted me. I hold his balls in my hands. They are big and the skin is tight. I thought they sagged. Is this also because I’m touching him?
“Easy,” he says.
I let go. I was barely touching him.
“They get sensitive,” he explains. “We should probably stop.”
“Why?”
He pulls up his underwear and pants. I feel so disappointed to see his dick disappear.
“We have tomorrow and we don’t want to risk Mom or Dad coming home early.”
“But tomorrow is the weekend,” I whine.
“Then Monday.”
“Could I take sneak looks at it and hold it?”
“We might get caught.”
Aw! He’s no fun!
I go to my room and think about how his dick felt in my hands. It’s so big and my hands are so small. My door is closed so I pull my pants and panties down. I spread my legs and look at my pussy. So that big dick can fit inside me? Amazing. I wonder if Oliver would be willing to try?
I can’t sleep. I close my eyes and all I can think about is Oliver’s dick. I open my eyes in my dark room and all I see is my big brother’s big dick. I can still feel how warm it felt and how it felt alive and like it has its own pulse. I close my eyes and try real hard to think about something else but there it is, Oliver’s dick.
Enough! I pull back the covers and slide out of bed. I’ve laid here trying to sleep for an hour! It’s just past midnight. I walk to my door, quietly open it, slip into the hallway, and quietly close my door. I take the few steps to my brother’s bedroom. I carefully open his door, go inside, and gently close it. The click startles me and I freeze but I see no movement. I listen but I don’t hear my parents.
My eyes adjust. I can see his shape under the covers. His twin bed is on the opposite side of the wall my twin bed is against. I approach and cautiously fold back his covers. He stirs and I freeze but then he curls up. He’s still asleep. I’m excited! I’m this close to touching it again! Now what? I can’t get to it with him lying curled up in a ball.
I nervously push his shoulder and snap my hand back but he doesn’t move or stir. I give a firmer push and he rolls to his back extending his legs out. Yes!
I reach into his pajama bottom. Underwear is in the way. Can I pull them down? I don’t see how without waking him.
Once more.
I reach into his pajama bottom AND his underwear.
It’s not there? I’m confused. I reach around and oh, it’s off to the side. I grab it and pull it forward.
It feels so small. It’s bigger than my one hand but it was much bigger this afternoon. Both my hands held the shaft and there was still more dick. It’s so floppy now.
“What...?”
“Shhh,” I respond to Oliver suddenly waking. “It’s me.”
“Olivia? What are you doing?”
OMG, it’s growing! I can feel it hardening and lengthening in my hand. So cool!
“I had to touch it again,” I whisper.
“I’m sleeping.”
“I tried not to wake you.”
“You didn’t think grabbing my dick would wake me?’
“Shhh. Do you want Mom and Dad to come in? I didn’t know.”
“Well, now you know.”
“I felt it grow!”
“Shhh!”
Ok, I’m too excited. I say softly. “It felt so awesome growing in my hand.”
“Go to bed, Olivia.”
“You can sleep. I just want to hold your dick.”
‘I can’t sleep while you’re holding it.”
“Why not?”
“Because it feels good.”
“Oh.” I grab it with both hands now since it’s big enough again. “Can I hold it for a while?”
“Go to bed.”
“You said it feels good.”
“Yes but I want to sleep.”
This gives me a question. “Would you rather have sex or sleep?”
“Sex but this isn’t sex. Go to sleep.”
“Can you sleep like this?”
“Olivia!” His voice rises.
“Please, let me hold it. I love it!”
“One minute. Just one minute.”
“That’s not very...”
“One minute.”
“Oliver,” I try to protest.
“One minute. Starting now!”
Well, at least my arguing got me some extra time.
When I sneak back to my room, I feel extra happy.
I do fall asleep but I have a school test anxiety dream instead of a fun dream like about holding Oliver’s dick or feeling it grow. There’s no way I can wait until Monday to hold his dick again!
I set my alarm.
My alarm goes off. Why is it going off? It’s Saturday.
I turn it off and curl back up in bed. I start to doze off then spring upright.
I got to get up!
I open my bedroom door and sit on the floor in the threshold. I wait.
“Olivia? What are you doing?”
I spring up to a sitting position. I had fallen asleep with my head leaning against the door frame. I bounce to my feet.
“Can I watch you shower?”
“No.”
“Oh,” I moan. “Please.”
“No. What would mom and dad say?”
“They’re not going to find out.”
“They’re in the house.”
“So?”
“So we might get caught.”
“Not if we’re careful.”
“No, Olivia.”
“How can I learn about sex?”
“Shhhh! They might hear.”
“Oliver,” I whine.
“No!” He heads to the bathroom.
I check it but he locked the door like he always does. This is so unfair!
He returns from the shower, wearing only a towel around his waist and carrying his pjs. I’m sitting in my threshold again.
“No!” he says.
“Do you want to watch me shower?”
He stops. Sooooo! That interests him! If I give him something then I can get something back.
“No,” he replies quietly.
I don’t believe him. “It’s ok. I don’t mind.”
“We might get caught.”
“What if we wouldn’t get caught? Would you like to see my pussy?”
“Dad and Mom are here.”
“You didn’t answer.”
“I don’t know.”
“It’s okay if you see it. It’s only fair since I saw your dick.”
“Keep your voice down!”
“You can see my pussy since I saw your dick.”
“You’re my sister.”
“I already touched your dick.”
He didn’t have a reply.
“Can I at least see it?” I lean forward to try to look under the towel.
“Olivia!” He hurries to his room.
Almost!
I check his bedroom door but it’s locked. Fooey!
The rest of the day is sadly a dick-free day.
Oliver’s dick is all I can think about. Is it normal to be this obsessed? It’s so fascinating. No amazing. No incredible. It’s ... it’s ... all those things and more!
“Can you help me with my homework?”
I climb on Oliver’s bed and sit cross-legged. I push my skirt down over my knees.
“With what?”
“School.”
“What subject?” He sounds annoyed again which is how he sounds so often with me.
I guess I am being a pill. I say quietly, “Sex.”
“Olivia!” he says hushed.
I spread my legs out and wide then lift the front of my skirt up.
“What do I need to know about my pussy?”
He stares at it. I like that he’s staring at my pussy. I like it a lot!
“Olivia,” he says so soft I barely hear it.
“Do you like it?”
“Yea.”
“Do you want to touch it?”
“I ... uh ... what about dad and mom?”
“They can’t see what you see.”
“I better not.”
“But you want to?”
He doesn’t reply but his no reply tells me his answer. He does!
“Does looking at my pussy make your dick hard?”
“Yea,” he says.
I like that his eyes haven’t strayed from looking at my pussy.
I LOVE that my pussy made his dick hard.
“What do you like about my pussy?”
“It’s ... uh ... I don’t know.”
“Do you want to put your dick inside it?”
“No!”
“Really? It made you hard.”
“I ... uh ... you’re my sister.”
Not this again. “So what?”
“I don’t want to talk about this again. Some things brothers and sisters don’t do together.”
“Why not?”
“Olivia!”
I reach between his legs and find a big hard bulge. How exciting!
“Can I see it? I want to see how hard my pussy made your dick.”
“No.”
“Let me see. Please! Take it out.”
“No.”
“What are you two up to?”
I jump. It’s our dad who said that. I quickly push my skirt down to cover my pussy.
I turn my head. “Oliver is just helping me with my homework.”
“Yes,” Oliver agrees. “We just finished.”
Just finished? We barely started.
Oliver says, “I need to do my own homework now, Olivia.”
“Thanks, Oliver,” I reluctantly say, sliding off the bed and making sure I stay covered since I’m not wearing panties.
As I exit, I say to Dad, “Oliver is the best brother.”
“That’s nice of you to say.”
I go to my room. This weekend sucked as far as sex education but tomorrow is Monday and we can be alone. Maybe I can convince Oliver to help Monday suck. Suck his dick! I wonder what that will feel like.
This is the longest Monday school day ever. Everywhere I look and everything I hear reminds me of dicks. I mean like really weird things like verbs are dicks became they go inside sentences. Solving for X using Y in math sounds totally like a boy and a girl having sex. My panties feel gross because they’re all sticky because I’m so excited to see Oliver’s dick. I need to wear just a skirt with no panties tomorrow. Friday and Saturday were soooooooo long ago since I got to see his dick and hold it.
The clock moves so slowly from two to two-thirty. It is the longest half hour ever. The bell rings and I gather my stuff and hurry home. I wish I could just magic myself home instantly. I have a thought. If Oliver likes me touching him then maybe he’d pick me up from school? That would be lit!
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