Practice Makes Perfect

Literotic asexstories – Practice Makes Perfect by lovingfeeling23,lovingfeeling23 [Author’s note: This is based on a true story related to me. The names and details have been fictionalized but the basic framework of the story is true.]

I credit Molly with my sexual awakening. Molly is my sister Karen’s best friend. Molly is 18, like me. Karen is 19 – 18 months older than me. They both look young for their age. Molly is a cute blonde, her hair cut just below the ear. She has small tits, but her nipples are really pointy. She’s slightly shorter than me, but tall for a girl. I had a bit of a crush on her.

Karen, my older sister, has auburn hair as I do. Karen lets her hair go long, well down her back. She’s thin but shapely. I’ve always liked the way her round ass looks in yoga pants. Her boobs are also small, like Molly’s.

“Colin, we need your help!” Karen had called from her room.

I was in my room, on my phone. “What do you need?” I yelled back.

“Just come here!” she yelled.

“Oh, all right!” I said, leaving my phone and going down the hall.

In reality, I was happy to spend time in Karen’s room. Having my beautiful sister and her pretty friend pay attention to me was awesome.

“Okay, I’m here!” I said, pretending to be upset.

“Sit over here,” Karen said, pointing to her bed.

Molly and Karen were both already on her bed, sitting cross legged. I noticed Molly’s short shorts barely covered her panties. Karen was wearing a skirt, and I got a quick glance at her white panties before she pulled her legs together.

“You know Wyatt, right?” Karen said.

“Sure,” I answered. Wyatt was a guy in my class.

“Molly likes him,” Karen said.

Molly smiled and giggled. “Don’t you think he’s cute?” she said.

“I don’t think guys are cute,” I said. I was secretly hoping Molly thought I was cute. “But I guess he’s okay.”

“Molly wants to kiss him,” Karen said. “But she doesn’t know what boys like.”

I looked at Molly who glanced down.

“I want her to practice on you,” Karen said.

“What?” I said, indignantly.

“I want her to practice kissing Wyatt by kissing you, to see if she can do it right.”

I laughed. “So let me get this straight. Molly likes Wyatt but doesn’t know if she’s a good kisser, so you want her to kiss me to practice?”

“That’s about right,” Karen said.

“Well,” I said, “I guess I’d be okay with that.”

“Go for it, Molly!” Karen said, pushing Molly towards me on the bed.

Molly moved closer to me. I was excited at the prospect of kissing Molly but was trying to hide it. She leaned over and barely touched my lips. It felt wonderful, though. I felt my cock start to get hard right away.

“Not like that, silly!” Karen said. “Kiss him like he’s Wyatt, not my brother!”

“Are you okay with it?” Molly asked me.

“I am if you are,” I said.

She looked back and Karen, then moved closer. She grabbed the back of my neck and came in for a kiss like I’d never had. Our lips met and she mashed them into my face. Then I felt it – her tongue – touch my lips. It sent a thrill of pleasure shooting through me. She wanted to French kiss me! I opened and let her tongue in.

She explored my mouth and ran her tongue over mine. I was getting super turned on at this point and eagerly kissed her back. We tilted our heads side to side. I so much wanted this!

When she finally broke off, I was a bit dazed. I’d just kissed one of the most beautiful girls I’d ever met. My cock felt rock hard, and I was a bit embarrassed that my erection was showing.

Molly looked at me a bit differently, liked we’d shared something. Karen smiled.

“That’s what I’m talking about!” she said. “Do it again!”

“Again?” I said.

“Yeah,” Karen said. “You need the practice, Molly!”

Molly shrugged her shoulders. “Only if Colin is okay with it.”

I shrugged too. “Sure,” I said.

Molly came back in, and we kissed. This time I pushed my tongue into her mouth. It felt so warm and delicious. She seemed to respond to my kiss and kissed me back.

When we’d broken off, Molly sat back on the bed. “You’re a good kisser, Colin.”

“Thanks,” I said, “so are you.”

“But you’re just a stand in for Wyatt, Colin,” Karen said, ruining the moment.

“What about you?” Molly asked, turning to face Karen.

“What about me?” Karen said.

“You like Henry, don’t you? Don’t you want to kiss him?” Molly said.

Karen’s face blushed slightly. “So?” she said.

“So, you should practice too, with Colin.”

“What?” Karen said, flashing me a look. “No way. He’s my brother!”

“It’s not real,” Molly said to my disappointment. “It’s just pretend. Kiss him like he’s Henry!”

“No way!” Karen said, still looking at me.

“I did it, so can you!” Molly said, pulling Karen towards me.

“You don’t mind pretending to be Henry, do you Colin?” Molly said.

The truth was, I had never thought of kissing my own sister before.

“It’s just practice, right?” I said.

“Right!” Molly said. “Just do it, Karen!”

Karen stared at me, then shrugged her shoulders. “I guess I could.”

She moved closer to me on the bed. As she did, she parted her legs and I could see her white panties again.

“You’re Henry, not my brother, okay?” Karen said, grabbing my arms.

“Of course,” I said.

Karen leaned over and pecked my lips.

“Not like that!” Molly said. “Really kiss him!”

Karen sighed. She looked at me almost apologetically, then came back in. This time her lips lingered on mine. It felt weird at first, but then okay. To my surprise, she too touched her tongue to my lips. I opened easily and let her explore my tongue and my mouth. Her kisses became more insistent, more passionate. Was I really kissing my older sister?

She broke off and we exchanged a look.

“Was that okay?” she asked me.

I nodded. It was okay. More than okay.

“Yay!” Molly said. “Do it again!”

“Molly!” Karen said.

“Do it again!”

Karen leaned back in, and we kissed for the second time. Her lips felt smooth and wet and sensuous. Her tongue entered my mouth again and I felt my dick get harder still. Should this be happening?

She broke off and moved back to the other side of the bed, a bit embarrassed.

“You can go now,” Karen said, looking up at me, then down.

I left and went back to my room. What had just happened? I’d kissed my sister. That wasn’t right, was it? Why had it felt so good? Maybe every younger brother had sexual feelings for his sister. I know I was.

I started obsessing over Karen’s body. I noticed how her pert little tits poked out of a sun dress. Outside, I’d wait for a breeze to lift her skirt just enough to get a peek at her panties. I would get turned on by seeing the outline of her pussy lips when she wore tight knit pants. And when she’d wear a nightie with no bra, I had to stop myself from staring at her breasts as they bounced around.

I thought I noticed Karen being more open around me. I swear, sometimes she would bend over to tie her shoe or pick something up and would linger with the top of her dress open for me to ogle her boobs.

We played the kissing game again the next time Molly was over. This time we closed Karen’s bedroom door.

“We still need lots of practice if we’re going to seduce Wyatt and Henry!” Karen said.

So now we’re talking about seducing. I liked that new twist.

This time, Karen went first.

“You have to really pretend to be Henry, Colin,” she said, sitting next to me on her bed, wearing a very short dress which had hiked up so much that her mound was clearly visible, covered in pink panties.

“What do you need me to do?” I asked.

“We need to rub each other’s thighs while we kiss,” she said, touching my bare leg.

“Whatever you need to make it seem real,” I said.

I laid my hand on Karen’s bare skin. It was so soft and warm and silky. She must shave her legs every day! My dick responded instantly. I worried a little that my erection would be too obvious. Or maybe I didn’t care if they saw me get hard.

Karen turned my face towards hers and tilted her head to the side. Her lips felt like magic on mine, so soft and inviting. Her warm tongue licked my lips and ventured into my mouth, slowly and smoothly rolling over my tongue. My dick must’ve grown an inch just from that! Her hands gently stroked my thigh. I squeezed her thigh and moved my hand up and down. I noticed that she started breathing deeper. She even opened her legs slightly.

“That was much better than last time,” Molly said as Karen broke off.

Karen had a faraway expression on her face as she looked at me. She pulled her hand off my thigh and looked at Molly. “It was better, wasn’t it?”

Molly took a turn, and it also turned me on. She was much more aggressive than Karen. Her hand ventured between my legs. My dick throbbed, and I got worried that I’d cum in my shorts!

After that, Karen and I became much more relaxed around each other. We “practiced” kissing more often and for longer sessions – without Molly around. We held each other and hands roamed to more parts of our bodies – none of the good parts, though, not yet anyway.

“Would give my shoulders a rub, Colin?” she asked one time when we laid out by the pool. “I’ll do the same for you, if you want.”

Those shoulder rubs became back rubs. I loved putting my hands on her back. As I worked her muscles up and down, I ventured a little to the side, never touching her boobs but getting awfully close.

“Why don’t you undo the back of my suit,” she said one day. “That way you can work across my back easier.”

“No problem!” I said eagerly.

I undid the tie to her suit and used some sort of oil or lotion or something. Karen shifted slightly and I caught sight of one of her little nipples.

“You’re not getting it right today, brother,” she said. Maybe you should sit on my legs to get a better angle.”

Mom and dad were not home at the time.

“Anything you say,” I said, straddling her.

I had a raging hard-on, but my swimsuit held my growing erection facing to the side, so Karen couldn’t feel it. Had we been naked, I could have easily shoved my dick into her pussy or ass from this position. That thought drove me crazy as I rubbed her back. I wanted so much to reach around and cup her breasts in my hands.

Karen sighed deeply as I worked the massage. She wiggled her ass back and forth, and I could have sworn I saw a bit of dampness creep up her suit from her pussy towards her ass.

“That’s nice,” she purred, closing her eyes. “Feels good. Thanks, Colin!”

When it was her turn to massage my back, I laid on my stomach. As her hands moved across my muscles, I felt my dick surge with excitement. As she kneaded up and down my back, it rubbed my dick into the chaise lounge. I nearly came!

One night, when my parents had gone to bed and she was wearing one of her sexy nighties, she asked me to come into her room and give me another backrub.

“Climb on top, okay?” she asked, laying on her stomach.

I eagerly straddled her bare legs and began massaging her.

“Why don’t you pull up my nighty so you can have better access,” she said, looking at me to the side.

I lifted her nighty and pushed it up high. This revealed black panties, if you that’s what they were. I think they’re called thongs. Most of her incredible ass was bare, with a little fabric running across and down her crack. I couldn’t believe it!

I was wearing boxers, my usual nighttime attire. As my hands moved up and down her back, my dick started to get hard. This time there was no suit holding it to the side. My cock fell into her crack.

“Oh!” Karen said.

“Sorry about that,” I said, starting to move away.

“No,” she said. “I just didn’t realize that this would make you hard like that. I kind of like it.”

As I continued to rub her back, I started rubbing my dick into her ass. She started wiggling back and forth and I know I saw wetness on her thong. She moaned and moved her ass up and down, squeezing my dick. It was unbelievable! When I got off, my dick stood out like a tent pole. I made no effort to hide it.

“Wow!” Karen said, turning over and sitting up.

She sat cross-legged and I could clearly see the front of her thong, a dark stain covering her mound and pussy lips.

She stared at my dick. “Can I see it? I’ve never seen a guy’s dick before.”

“But I’m your brother,” I said.

“All the more reason,” Karen said, still looking at my cock, which was throbbing up and down slightly with every heartbeat. “We’re safe with each other.”

I shrugged, trying to act nonchalant, but inside I was so excited I was ready to spurt out cum right there.

“I’ve never shown my dick to anyone, so don’t freak out or anything,” I said, tugging at the waistband of my boxers.

“I promise,” Karen said.

I slowly pulled the boxers over my erection. I’d gotten so big that I had to turn my dick to the side to push them off. When my cock broke free it swung back and hung there, all swollen and ready to burst.

“Wow!” Karen said. “It’s so big! I didn’t know guys got that big when they’re aroused. You are, aren’t you? Aroused, I mean.”

I nodded. “I’m so turned on I could cum any second.”

“Oh!” she said. “What happens then?”

“A bunch of white stuff spurts out, and it feels wonderful.”

“Shit!” Karen said, unable to take her eyes off my dick. “Can I, I mean, would you let me touch it?”

“I’d love it,” I said, “but… isn’t that crossing a line?”

“I don’t know,” Karen answered. “I don’t know if it’s any more of a line than we’ve already crossed, you know?”

“You can touch it, if you like,” I said. “But I’m so fucking turned on that I may not be able to control it.”

“Okay,” she said. “I’m okay if that happens.”

She tentatively reached out her hand and touched the head of my cock.

“It’s all squishy,” she said.

“Mm hmm,” I said.

Next, she turned her palm up and held the head in her fingers, stroking the underside lightly.

“Oh man, that feels good!” I said.

Karen moved her hand further up my shaft, squeezing slightly. It sent shivers through me.

“It’s so soft and hard,” she said. “Your skin’s so smooth. I like how it has ripples in it – muscles or something.”

I didn’t answer. I was feeling so much. The idea that my big sister was stroking my dick was a dream come true.

I looked into her eyes. “I think you’re going to make me cum, Karen.”

“Go ahead, Colin. Go ahead and cum.”

I felt that familiar surge. My dick spasmed and a feeling of intense pleasure enveloped my dick and traveled up my body. A moment later a large rope of white cum spurted from my cock and went all over Karen’s hand. I kept spurting, cum landing on the sheets and my boxers. With each spurt I grunted and felt incredibly good feelings. I’d never cum like that. Ever.

“Fuck!” Karen said when I had finally stopped. “I had no idea how much you could cum.”

“Was it gross?” I asked, a little embarrassed.

“No, not at all,” she answered.

She kept stroking me as I got soft. To my shock, when she withdrew her hand, covered in my cum, she put a finger in her mouth and sucked it clean.

“You’re tasting it!” I said.

“Mmmm!” she said. “It’s good. It tastes almondy.”

I left to clean myself up. Karen got a towel and wiped up my cum from her sheets.

The next night, late, she asked me to come into her room again. We made out. This time she ground her mound into my cock, making it get hard quickly. She got on her stomach on the bed and asked me to massage her. I pulled up her nighty as before and noticed a new pair of pink thongs. They were already wet. I so wanted to take out my dick and put it in her pussy, but I didn’t. Instead, I rubbed it up and down her crack.

“Oh! Mmm, oh!” she moaned, moving up and down and squeezing my dick.

“Colin,” she said softly. “Can you touch me?”

“You want me to touch you there?” I said, pointing to her crotch.

She looked back and nodded. “Please? I’m aching so much.”

I got off and she flipped over on her back. She reached down and pulled off the thong in one motion, bending her knees so she could get them off her feet.

“Wow!” I said, seeing her naked pussy for the first time.

“Is it okay?” she asked.

“More than okay,” I said. “You don’t have any hair down there.”

“I don’t anymore,” she said, smiling. “I knew I was going to show myself to you, so I shaved my pussy. I kind of like it.”

“I love it!” I said. “Your lips are all red and there’s so much liquid around it.”

“That’s my juice,” she said. “It flows pretty good when I’m excited. I’ve gotten a bunch of panties wet with the things we’ve been doing.”

Karen spread her legs, opening her pussy lips to me. I could see juice dribbling down from her slit and the swollen little red knob at the top.

“What’s that?” I asked.

“Oh, my clit,” Karen replied. “If you touch it gently it makes me feel so good!”

I moved closer and could smell something musty and figured it must be her juices. My cock started to respond and get even harder. I slowly reached out my index finger and barely touched the tip of her clit.

“Oh!” she cried, and her hips jutted up in the air.

“Was that okay?” I asked, removing my finger.

“Oh, fuck yeah!” she said. “Do it some more and get juice on your finger from my slit.”

I put my finger further down and got it very wet. I rubbed around her clit, and she started moaning and her hips moved up and down rhythmically. I moved back down and felt a warmer spot that went in. I pushed my finger into the opening of her pussy.

“Oh yeah!” she moaned. “Push it in and out. Like that, yes, oh yes. Keep doing that and rub my clit with your thumb – very lightly. Oh, fuck Colin. Oh, fuck!”

Karen’s breathing became harder and raspier. I could tell she was trying to be quiet and not wake up our parents, but her cries got louder and louder.

My finger went in and out of that hot hole. Juice was getting all over my hand. Her hips thrust up against me. She closed her eyes and laid her head back, holding my hand to her crotch.

“Oh, fuck. Here I cum!” she cried softly. “OHHHHHHH!”

Suddenly she began bucking up and down on my finger, her legs trembling. She held a breath, and then let it out, spasming and jerking for what seemed like forever.

I was about to cum myself but held on. When her orgasm finally subsided, she opened her eyes and drew me in.

“Kiss me!” she said, pulling my face to hers.

We made out and she rubbed my dick through my boxers, making me want to cum so bad.

“Can I put you in my mouth?” she said after breaking off.

“My dick?” I said.

She nodded. “I know you want to cum. I want to taste more of it. I want you to cum in my mouth!”

I was already up on my knees, so I pulled my boxers down and my dick sprang out. A second dream was about to come true – to have my sister’s mouth on my cock.

“I don’t think I’ll last long,” I said as she grasped my dick in her hand and stroked it up and down.

“Don’t worry. I want to catch every drop!”

She leaned over and kissed the head, licking it with her tongue. Then she opened her mouth and slowly swallowed my dick. The feeling was intense. Her mouth was so warm and wet, and I could feel her tongue twirling over my hard shaft.

“Oh, fuck, that’s so good!” I moaned.

She began sucking in and moving her mouth up and down. I’d never felt anything like it before. She moved faster and I was near the edge.

“I’m cumming!” I said, feeling that intensity well up in my dick.

I started sending loads of cum into Karen’s mouth, which she swallowed. I kept grunting and spurting, grunting and spurting until I was dry. She came off my dick and had white cum dribbling down the side of her mouth. She licked it up with her tongue and then licked off the drips from my dick!

“We just did that!” she said, wiping a few last drops of cum that were dripping down her cheek. “I loved having you shoot off in my mouth. It was fun having it hit the back of my throat and swallowing your entire load!”

“And I loved making you cum too!” I said.

We went to bed, and I dreamed of fucking Karen’s pussy.

The next night Karen knocked on my door. It was very late, and I’d been asleep.

“Colin!” she whispered.

“What?” I said, a little dreamily.

“I can’t sleep,” she said, sitting on my bed.

“Why not?” I asked, sitting up.

“I was thinking about you and getting really turned on. I want to cum, but I want you to do it with your mouth on my pussy.”

Dream number three was about to happen. I was going to go down on my sister’s pussy!

“We can’t have you lose sleep!” I said, getting up on my knees.

Karen came in and we made out. This time, I let me hand graze her nipple. She moaned and pushed my hand onto her chest. I was feeling out my older sister! Her nipples felt so hard. I mashed them under my palm and squeezed them with my fingers.

“I want you to lick my tits,” she said, pulling off her nighty to reveal those perfect little breasts.

I couldn’t see them too well in the semi-darkness, but my lips found a nipple and started licking and sucking on it. Karen was loving it, holding my head to her chest and moaning softly. I changed breasts and she took in a quick breath. Her chest rose and fell.

“I’m ready for you,” she said, pushing my head down. “Take off my panties, please!”

I moved down past her stomach as she spread out her legs. I grabbed the waistband of her panties and pulled them off, throwing them off the bed. There she was, my sister, completely nude and wanting my mouth.

I went between her legs and kissed her pussy lips. They tasted salty and tangy, and my nose was filled with that same musty aroma. I flicked out my tongue and Karen took in a breath.

“Please keep going!” she moaned.

I ventured my tongue deeper and pushed open her lips. My tongue was greeted with a fresh dribble of juice, which I swallowed. I moved my tongue around, not really knowing what to do. I found that if I licked her clit, she moaned more.

“Inside,” she moaned, breathless. “Put your tongue inside me!”

I went lower and found her opening. As my tongue entered her, I could taste the pussy juice even stronger. I felt her hands on the back of my head, urging me on.

“Fuck me with your tongue!” she moaned.

I stuck my tongue out and plunged it into her hole. She gasped and started moving back and forth, forcing my tongue in deeper.

She held her breath as if she was climaxing, then when she let it out, she stifled a scream. Her hips bucked up and down.

“Oh! Oh! Oh! Oh!” she cried softly.

More juice flowed from her pussy, and she kept moaning. Her movements slowed and she finally released her grip on my head. I came up and we made out, me grinding myself against her and feeling her little breasts again.

“I can taste myself on your tongue,” she said.

“You taste good!” I said.

“Now it’s your turn!” she said dreamily.

This time I laid on my back. Karen grabbed my throbbing dick and pulled off my boxers. She went right to work and soon I was shooting off into her mouth.

We lay together for a few minutes, basking in the pleasure we’d given each other.

The next day, I was as turned on as ever. I couldn’t believe the things Karen and I had done, the lines we’d crossed, the orgasms we’d given each other.

At dinner, Mom and Dad announced they were going to their bowling league and then out to dinner with friends. They’d be very late and didn’t want us to wait up.

After they left, Karen came up to me and planted a big kiss on my lips.

“I want you,” she whispered in my ear.

My dick started hardening immediately.

“You mean…?” I started.

“I want you to put it inside me,” she said, pressing her hand to my groin.

“Oh fuck!” I said.

Finally, dream number four. I was going to have my first fuck and it was with my older sister!

“Have you ever?” I asked.

Karen shook her head. “I want you to be my first.”

“Mine too,” I said.

“But I shouldn’t cum inside you, right?” I asked.

“Oh, you can,” she said. “Mom put me on the pill a while ago. She just has no idea who I wanted to be with!”

We walked hand in hand to her bedroom. She closed the door and approached me, a look of desire in her eyes. We made out with tongues and lips. I tweaked her nipples, and she rubbed my cock.

“Too many clothes!” she said, backing away.

She pulled her dress off to reveal a pink bra and panty set underneath.

“Undo me,” she said, turning her back to me.

I’d never touched a bra before, but I figured out how to undo the clasp on the back. She sloughed off the bra and turned back to me. I touched her naked breasts and bent over to lick and suck on her hard nipples. She moaned in response.

“Now you,” she said, pushing me away.

I pulled off my t-shirt and she tugged at my shorts. What came off with them were my underwear. I was totally nude. My cock sprang to life. Karen knelt and took it in her mouth, sucking and slurping it, getting it wet and hard.

“Come fuck me!” she said, standing and pulling me by the hands to her bed.

As she got up, she pulled off her panties and laid down on her back.

“I don’t really know what to do,” I said as I got between her legs and looked at her sopping pussy.

“I don’t either,” she said. “We’ll figure it out.”

I moved myself up closer to her crotch. She grabbed my cock and tried to guide me to her pussy. I used my hand to help. It took several tries. We didn’t seem to know what position to put my cock in.

Finally, I felt it. The head of my dick moved between her lips and just a little bit into her hole.

“It’s happening,” I said. “You okay?”

“I am,” she said, still holding my dick. “Push in slowly.”

I felt a little resistance as I entered her. As I got a little further in the resistance went away and she grimaced just slightly.

And then my cock slid in freely, all the way up to the base. It felt out of this world. Her pussy was warm and wet and held onto my cock so tightly. I’d never felt anything like this.

“Pull out and push back in,” Karen said, her breathing already getting heavy.

As I did, tingles went up and down my cock. I was fucking my sister!

“It feels good now,” Karen said, beginning to move her hips back and forth. “You feel so good inside me.”

“We’re fucking each other!” I said, getting a little breathless myself.

“I know!” Karen said, smiling. “You’re fucking me with your cock. It’s in my pussy! I can’t believe it!”

I had the urge to cum but slowed down a bit. I wanted our first time to be as special as possible. Karen began to moan and move more quickly. I knew I wasn’t going to last long.

“Faster, Colin. Fuck me faster. Go deeper!”

“I’m afraid I’m going to cum,” I said.

“I don’t care,” Karen said, holding my butt cheeks and pulling my cock deeper. “I want you to cum inside me!”

I sped up and could feel an orgasm welling up. Suddenly, Karen arched her back and cried out loudly, “AHHHH!”

I went over the top and as she convulsed and bucked underneath me, I shoved my dick even deeper into her pussy and felt loads of cum begin to shoot out of my cock and into her.

“Oh! Oh! Oh!” I grunted with each load.

The orgasms seem to go on and on. I probably shot five or six loads into her pussy, maybe more. We kissed and made out as we came, and she continued to hold my butt to her crotch.

Eventually, my dick softened and slipped out of her pussy.

I turned over on my back and we lay there next to each other, panting.

“My first lover,” she said, tenderly, brushing her hand against my cheek.

I smiled. “I couldn’t have asked for a better one.”

We held each other for a long time. Eventually, we headed to our own rooms.

As the weeks and months went on, we took advantage of every bowling league night, and learned to fuck each other in many positions.

And it only got better when Karen invited Molly over for another sleepover. This time my parents were going to be out of town for the weekend!