Learning to Kiss (and Other Stuff)
by Mystic47
Copyright© 2018 by Mystic47
“God these are ugly, I look like a freak.”
My sister April was standing in front of fthe bathroom mirror inspecting her new braces. She turned to me “Do they look okay, I mean do you think they are ugly?” My fourteen-year-old sister was in shock while she poked at her new braces for the first time. “Nobody will like me, they’ll all laugh at me.”
“Come on April, they aren’t that bad. I can’t even see them when your mouth is closed, no lumps or bumps to give you away. Why are you even freaking out, a lot of boys and girls wear braces?”
She looked at me “What boy would want to be with a metal mouth like this?”
“You’re only fourteen, why are you worried about boys right now?”
She stepped back from the mirror “Don’t you look at girls? Do you look at girls with plastic and wire grills?”
“Believe me April, when I look at a girl it isn’t her teeth I’m looking at.”
A sudden coyness blossomed in her eyes “What do you look at Wyatt?” I turned and left my sister agonize over her shiny new mouth work. As I left it flashed through my mind it would be fun to hook up a 9-volt battery to them and watch her buzz.
Two weeks later April came to my room disgusted “I was with Brandon and I wanted to kiss him but he told me it wouldn’t feel right because of my braces, he started to but then stopped and started talking about something else. I got mad and pushed him away and came home.”
“Have you kissed any boy yet, even before the tooth cage?”
My sister lowered her head and admitted as if she was humiliated “No, he would have been the first boy to kiss me, I don’t know how to kiss and now I can’t get a boy interested enough to try. Fucking braces!”
I approached April with an idea. My kissing experience was equal to hers, which is to say, none. “Let’s watch YouTube about kissing. Maybe we can learn how to get someone to do it with us.”
So, we began watching YouTube videos about making out. First kisses, boys and girls giving advice on how to kiss and stuff like that. My sister was coming on fifteen and never been kissed for real by a boy. I’m only 11 months older than she and my girl kissing experience was limited to a quick embarrassing buss at a party at Taylor’s house with his cousin one time. I guess April and I were virgin kissers and both of us wanted to lose that stigma. First time kiss YouTube videos aren’t hard to find. We did a search and watched boys and girls from like five and six to adults kissing for the first time. A lot of them gave step by step instructions how to tilt your head, purse your lips and move your mouth while kissing. Some even went on to tell about tongue kisses. Once in while we could tell if the boy or girl was wearing braces so after a few videos of brace face kissing my sister stopped fretting about that.
We watched kissing videos for a couple of hours making comments and practicing on our own arms or the back of our hands then quit when her bff called. April told Kayla what she was doing but not who she was doing it with, neither of us wanted the world to know we were doing that together.
About a week after the first look at learning to kiss videos my sister and I were at it again. We got past the first shy kisses and started watching serious necking couples. As one couple made out I remarked to April “You know, this is all very cool but maybe we should try it for real. I mean my arm doesn’t kiss me back.”
She looked at me “You think we should kiss like that? You and me?”
“No, not totally making out but some kisses, real ones on our lips and stuff.”
April was quiet for a long time looking at me like I was a puzzle she was trying to figure out “Okay, but my brother? Will it be real? Maybe kissing you will be like, uh, totally gross.”
“Maybe, but let’s try.”
We were sitting side by side at a desk where the laptop was set. I turned to her, she to me, our knees bumped together keeping a space between us. We leaned to the other she tilted her head to the left so I tilted the other way then with wide open eyes I moved to put my mouth on hers. Our lips touched and I knew immediately the kiss was wrong. We didn’t pucker or open mouth kiss, we didn’t move our lips against the other. After about two seconds of contact we pulled apart “Well?” I asked.
She frowned lightly then made her assessment “Well, not totally gross but totally blah.”
I mumbled an agreement then put a hand on her shoulder and pulled her close again. I closed my eyes and pretended I was going to kiss Rihanna. When our lips met it felt a lot better, softer, more intimate, more fun. April held the kiss for a few moments then tilted her head again so her lips slipped lightly across mine. We broke the kiss and pulled apart “That was better and my braces didn’t get in the way” she judged. I didn’t answer her but pulled her close again and went in for another mouth to mouth experiment. That was the third time we kissed and being siblings was becoming trivial. My sister and I held our faces together for maybe fifteen seconds then she broke loose. Her smile was contagious “Wow, did you like it too?”
I smiled my agreement and nodded yes but didn’t tell her that not only did I like what we did, my prick was warming up “Yeah, that was a lot better than the first.” We stopped our little tête-à-tête and left the house. Two days later after we got home from school April invited me to go back to kissing lessons. I agreed quickly so after we changed into house rags we sat at my laptop again. We watched three videos of teenagers kissing and making out then started practicing. The first few kisses were kind of experimental and we agreed we needed to do better. It was my sister who was bold enough to suggest “We should do it like them, put your arms around me.”
We were sitting in two chairs so holding her would be awkward, “Stand up.” We stood facing each other then I put my hands on her cheeks and pulled her close. Her lips parted slightly just as our mouths met. I moved my hands and kissed April for a long time holding her waist, her hands were on my shoulders. We didn’t hold our bodies against each other but the kiss was a whole lot better than what we had done before.
When I pulled away from her, her eyes were bright as she critiqued “I think we are doing better.” I didn’t answer her, I just put my mouth on her again and held her a little closer as my lips slipped on hers. We kissed maybe 15 or 20 seconds, the longest yet then I let her go. April licked her mouth to wet her lips, then ran the tip of her tongue across the rack covering her teeth and suggested “Let me put on lip gloss, let’s see how that feels.” She left me standing while a boy and girl necked on my monitor. April came back in less than a minute, she wore a fresh layer of red gloss on her lips. She stepped close to me, locked her eyes on mine then offered “Kiss me again, like you’re not my brother.”
I put my hands on her waist and my mouth on hers. We kissed, the lipstick felt smooth and let my lips slide softly on hers. We held the kiss for about ten seconds then she pulled back and laughed “Ha! Much better.” She gave me a quick sisterly smooch on the corner of my mouth then sat back down at the computer.
We watched three more videos, one was about ten minutes long and the boy and girl were showing how to tongue kiss. Both my sister and I agreed that tongue kissing was something we weren’t ready to do. Not with each other anyway, it would be too weird, kind of gross. After doing more kissing that bordered on full out necking April and I stopped. We had learned to kiss, we were ready for other boys and girls. I don’t know what she felt when we were doing it but the last couple of times we made out I got sort of turned on. My prick got heavy and my nuts tickled while I held her but I sure as hell didn’t tell her that.
It must be easier for a girl to find a kissing partner because even though I was flirting a lot with some girls not one would let me kiss her without dating or something. On the other hand, April came running into my room one Saturday and happily announced she had kissed two boys the night before. “Two? Who?”
“Brad and Jimmie. I was at Jaycee’s for a party and we starting playing spin the bottle. When I spun and got Jimmie we kissed like we were just married. Brad spun and pointed at me so him and me kissed. It was so cool that I had practiced with you, those two said I am a good kisser.” She was beaming her pride, “I didn’t even remember I have braces and that didn’t stop either of them, did you kiss anybody yet?”
I was kind of embarrassed to admit I still hadn’t persuaded a girl to kiss me. I suggested maybe we should throw a party and play the bottle game too. April was happy that she was becoming experienced at kissing boys so she offered “Let me show you how we did it, maybe if you get better and kiss a girl, she will like it and do it more.” I was sitting on the edge of my bed so she moved to me then sat on my lap, put her arms around neck and said “This is how me and Brad did it.” She bent her head then put her lips on mine. She had licked her lips so they were moist so she moved her head making her mouth slip back and forth on mine. Her nose was bumping mine and she wrapped her arms around me tight. She was really kissing me like a boyfriend which made me kiss her back just as hard. When she pulled her head back she was grinning a mile wide, her eyes were laughing “How was that?”
Her weight on my legs started to get heavy so I laid back on my bed pulling her down with me. April and I shuffled around so we were lying face to face while we talked. “You kissed Brad like that? You sat on his lap and did it? How about Jimmie?”
“Yeah, I sat on Brad’s legs when we did it. After the game Jimmie and me sat on the sofa and made out a little.”
“Made out?”
“You know, we kissed some more.”
“In front of the other guys?”
“Hey Wyatt, most of the rest of them were necking with somebody too. I even saw boys and girls putting their hands where they shouldn’t.”
“Huh?”
“You know, boys feeling up girls, girls rubbing on boy parts.”
“Did you and Jimmie do that?”
She blushed slightly “Maybe, I’m not sure.”
I watched my sister’s cheeks turn pink as she hinted she may have done more than necking “What do you mean you’re not sure?”
“I mean we were kissing and I felt his hand on my bra but it was like accidental. I think. He didn’t grab me or push on it but kind of moved his and across it when he shifted for a better kissing position.”
Crap! April was a year younger than me and she was learning a lot faster than me about boy and girl stuff. “I never felt up a girl.”
“No doubt,” she snuffled, “if you can’t kiss em you can’t feel em.”
I rested my head on the bed and looked at my younger sister. April was changing from a cute little girl to a pretty teen. Until that very moment I hadn’t paid much attention to the emerging butterfly but at that moment it struck me she was sexy. At least to a fifteen-year-old boy she was sexy. I put my hand on her shoulder and pulled her close enough to put my lips on hers. The brother sister connection broke down and I started necking with April. She wasn’t reluctant to kiss me back so we made out like new lovers for a minute or so. She pulled her head back “That was nice” then put her mouth over mine again. I kind of moved closer and we put our arms around the other so we were touching on the legs, her breasts were pressed on my chest. We broke apart again but only to take a breath then she mashed her mouth on mine. I don’t know what she was feeling but I was starting to react to the hot girl in my arms. My prick got hard. I bent my back a little to keep her from feeling it but I enjoyed the feeling of what being close to her was doing to me.
Again, we stopped for air then after a quick couple of breaths she rolled to her back and pulled on my shoulder to face to her. I was lying on my stomach with my chest on her tits then she put her hand on my neck and pulled me into more necking. I wrapped my arms around her, one under her back, the other around her waist and held tight while we kissed. Her lips were getting softer, warmer and my cock was stone hard. Instinctively I moved my right hand off her waist to her breasts. I pressed on her left tit, she puffed a short breath into my mouth. April pushed me up and off and stared wide eyed at me for a few moments then stated the obvious “You touched me.” I started to apologize but she continued “Nobody did that before, it felt kind of good.”
“You said Jimmie did that.”
“Not like that, he didn’t press, he just kind of brushed across it. I felt what you did and it was kind of, uh, kind of --” she couldn’t explain how she felt about me feeling her up but she was blushing. I reached over and put my hand over the mound of her breast again. April put her hand over mine and pressed it flat against her. I felt her heart thudding as hard as mine.
I looked at the bedside clock and saw to my surprise April had been in my room for almost 45 minutes. “Hey, I’m gonna be late for Karate lessons, I gotta go.”
“Okay. I think you are ready to kiss a girl now; go forth big brother and conquer. You should try Connie, she thinks you’re cute and I hear she likes boys a lot.” She got up to leave but I stayed on my stomach until she was gone, I didn’t want her to see my hard-on.
Three days after making a pass at my sister I took Connie to the movies. We kissed a couple of times in the theater then we went to her house. Her parents weren’t home so we kissed and necked then made out for a long time then I got really bold and put a hand on her breast. She puffed softly and pulled me tighter to her. She stretched out on the sofa pulling me with her then I got to feel her up more. She whispered in my ear “Open my bra.”
My cock went from hard to steel while I reached behind her for the bra strap. My hand wasn’t under the shirt and I couldn’t figure out how to open the damn thing, I’d never done that before. After about a minute of fumbling Connie got frustrated and a little mad. She sat up “Didn’t you ever take a girl’s bra off before.” I admitted I hadn’t so she said “Maybe you should go, when you’re ready you can come back.”
“Ready for what?”
“Ready to make out with a girl and not be so freaking klutzy.” I went home and jacked off into an old towel in my room.
The next morning April caught me looking for breakfast “You went to the movies with Connie, how was it?”
“The movie? We watched Black Panther, it was okay.”
“That’s not what I mean.”
“I like her.”
She lit up with curiosity, she wanted gossip “What? What did you do?” My sister and I had gotten more comfortable with private talk since we started kissing lessons so it didn’t bother me to tell her what happened, that Connie got mad because I couldn’t unhook her bra. April listened to my tale then after eating two pop-tarts she said “Opening a bra isn’t hard, you can do it with two fingers. A girl can and she can’t see what she is doing. Boys can do it too.”
“Has anybody opened your bra yet?”
Her eyes glinted naughtily “No, but don’t let that stop you. Come on, I’ll show you how.” She had just offered to let me do some more intimate practice with her. Mom and dad weren’t up yet so she led me to her room then pulled a light purple brassiere from her underwear drawer. She showed me how the clasps hook together then how with just a thumb and finger to unhook it. I marveled at the simplicity of the whole process and in seconds was hooking and unhooking her bra. I held the cups in my hands and looked at the size, 32C. After a couple of minutes of practice April asked “You want to try for real?”
“What?”
“I’ll put it on then you can open it.” She spun so her back was to me then pulled her arms out of her nightshirt so it was hanging around her neck. I was staring at her bare back and panties while she slipped the bra up her arms then with hands behind her back hooked it together. She put the nightshirt back on properly then turned around again “Now open it”
I gestured to her to turn so her back was to me again. I felt for the strap and the catches. I couldn’t get good leverage with my fingers because her shirt was in the way. April said over her shoulder “Under the shirt, put your hand under it then unhook it.” I reached up under the shift, my fingers slid up her skin until one fingertip was under the strap. I was watching her butt covered by floral print panties when I managed to get the hooks between my thumb and finger push them apart, her bra came loose.
She chirped with delight “See, wasn’t that easy?” She turned around and while hooking herself back up with her hands behind her back, encouraged me “Do it again only this time go under the shirt first. Never try to open a bra through the blouse.”
The second time I had her bra off in a couple of seconds. She looked at me “Now Connie might like you more.”
“I don’t know, she didn’t turn her back to let me like you just did.”
My pretty younger sister looked cautiously into my eyes “Maybe if you try again, this time from the front; put your arms around me and pretend I am her.”
My aborted session with Connie started by making out so I pulled April to me to kiss her. She didn’t object so in less than a moment we were lips and arms locked together. I pulled her close, her breasts were denting my chest. I put my hands on her butt then moved my right hand up under her nightgown, with two flicks of my fingertips her bra was loose. I pushed back far enough to bring my hand around and hold her tit. April leaned back slightly which caused her pelvis to press on my bulging pants. She sipped a deep breath and pushed a second time against the obvious tent in my pants. I rolled my hips meeting her body with mine, then stepped back, leaned down and licked a nipple through the flannel. She shook in my arms then stepped away, eyes bright with discovery. She backed up to the bed and fell back pulling me up between her legs, I was again rubbing on her sex. She moaned when I started rubbing the bulge of my erection on her. We were both pretending she was Connie.
I put my hands under her shift and started to pull the floral briefs down. Just as she raised her hips to let me I started convulsing, cuming in my pants. I fell heavily on April who was panting. She pushed me off then and stared up at me, I felt completely shamed. She nudged my shoulder to get my attention, I looked at her when she said “Wow, I never did that with anybody before.”
“I’m sorry, I didn’t mean to------”
She cut me off “Did you finish, did you mess your pants?”
I tried to get off the bed, to flee but she put a hand on my arm and stopped me and said softly “Don’t be embarrassed, I’m not, that was totally hot.” I left her to clean up and jack off again as I remembered the feel of my cock stroking on her. I didn’t see her again until dinner and then we didn’t talk at all; a total disregard for the other which was good because I was feeling a bit nervous.
The next morning though, I felt a lot bolder about what we had done. We necked, I felt her up, we rubbed our crotches together until we climaxed, me in my shorts. I’d gotten over my reticence and was looking forward to more practice with April. My mind was fully focused on the next step in our intimate education, I wanted to fuck my sister. We’d almost done it the day before, really doing it was the next big leap. As I was thinking that she came into the kitchen wearing a mid-thigh, loose fitting night gown, her tits were bouncing freely under the cloth. She poked her head into the refrigerator then bent over and waggled her ass while turning her head to me. The nightgown pulled up far enough her thighs I could see black lace panties, her long amber hair fell over half her face, her hazel eyes were glinting with fun. She grabbed a yogurt then left for her room, she flipped her hair back over shoulder then as she walked by blew me an air kiss. My cock leapt from limp to hard in seconds. She paused, looked at my groin then turned and left. I damn near lost another load. I really wanted to fuck my sister.
Mom and Dad were home so any thoughts of intimacy with April were put on hold. I didn’t see her again until after 10 that night when she came in from a date. Mom and dad were in the main room watching TV when she motioned me to her room. I followed her in and shut the door. When I turned to her she put her arms around me loosely and sighed. She pushed away “He pissed me off.” She took off her sweater then flopped back to her bed then offered “Come up.”
I checked the door, “Mom and dad are out there.”
“Come up here.” Insistent.
I got onto the bed next to her and lay on my side facing her, my head propped up by my arm, she rolled her head to me “He got really grabby, I mean he would grab and squeeze my tits too hard, too much. I wanted him to stop but he didn’t so I came home.”
“I thought this was the guy you like kissing?”
“Kissing is not petting, you know, feeling up. I didn’t like it and here I am.”
I was feeling less tense that our parents were just two walls away “And here you are, on your bed with your brother who knows how to turn you on.”
Her eyes drifted to mine “And here I am.” Her lips puckered prettily then puffed another air kiss at me. Emboldened by where we were and her pursed lips I made a move. I put a hand on her stomach then moved it up to caress the tips of her bra. I molded my hand over her right breast then massaged it in kind of a circle. April’s chest rose on a deep breath then she pulled my hand away “That was way better than Jimmie.” I smiled into her eyes and put my hand on her again and tweaked the point of her nipple. Her eyes watched carefully then closed briefly as she smiled back. She put her hand on my neck and pulled me to her mouth. The hand on her breast moved down and under her skirt. My heart was slamming loose in my chest, my prick was swelling fast, her panties were warm and damp. I touched her, she puffed air into my lungs then pulled away “You better get away, we can’t do stuff, not with them awake.”
I was high on hormones and her words weren’t a rebuff but a caution, I sat up and rubbed the end of my erection through my pants while she watched “Do you think we will?”
She studied my groin briefly then replied somberly “I don’t know, I mean, you’re my brother.” She paused for a couple of seconds, took a calming breath then sighed out “You better go.” I did her bidding. In my room I got on an internet game and lost track of the clock. It was about 11 when I heard mom and dad go to bed. I wandered out for a Coke Zero and saw no lights, even my sister was asleep. I went back to gaming and again got lost in time.
When I next looked at a clock it was 1:17 in the morning and I was brought out of my game trance by a set of hands on my shoulders. I turned and looked up into her face, she had refreshed her makeup, her dark blonde hair hung as a loose pony tail, she smiled down on me. I put down my controller; fuck my team, my sister was there. I stood to face her then took her hands in mine and stepped back so I could look at her. My gaze started at her face then to the rest of her. She was wearing the same clothes as earlier minus the bra, her nipples stood as points from the blouse. I took her in from head to feet then back to her eyes. I didn’t have to ask what she was doing there, the air around us was thick with consensus.
I was wearing loose basketball shorts so in few seconds they were at my feet. She stepped back to the bed then laid down, her knees bent over the edge. I stepped between her legs and aimed my hard-on for her with my hand as a guide. She pulled the skirt up and her panties to one side then I pressed against the lips of her body. We were both innocent of the final act but that was something we were about to remedy. I pulled my erection through the crack of her body, we were slick with desire. April widened the gap between her legs and put a hand on my hip then invited me with her eyes to fuck her. I poked twice before I found her then gently pushed in.
I pushed into her as far as I could, she didn’t cry out, she didn’t resist me. I wondered briefly if she had lied to me about not doing it before. I pulled part way out then thrust against her again, any doubts I had vanished, it didn’t matter if she was or wasn’t virgin. My cock was lodged in April; encased in the sensational entrance to her body. She looked up at me and nodded slowly, a faint smile plied her lips. I pulled and thrust, her eyes flared, I started fucking. She held her panties aside while I rolled my ass, plunging and pulling. She moved her right hand to my stomach and pressed me away, her lips moved, the words silent but I understood “Take my panties off.”
I pulled out of her in a prolonged withdrawal. I stepped back and she stood so I could pull her underwear down. She kicked them off her ankles then started opening her blouse. I went to the door and cracked it open to listen. The house was silent, dark. I clicked the door closed then locked it and returned to April. We stood in front of the other and pulled the rest of our clothes off. We’d been too far, too close to feel modesty.
She didn’t need any foreplay, any time to get hot; she pulled me to the bed then went to her stomach and pressed her pelvis into the mattress. Her eyes fluttered briefly then she signaled me to the bed. I was light headed, dizzy with excitement when I went to my knees between her legs and pulled her hips up to penetrate her again. When my balls rested on her skin she squeezed her legs against mine and humped her butt. Her eyes rolled up to my face, she put a hand over her own mouth and suppressed a moan. I looked down on April, the long pony tail flowed over her left shoulder, her back tapered to a narrow waist then flared as rounded hips to the top of her thighs. Her ass magnetized my eyes as my groin rolled over it. April spread her legs even wider which gave me a view of my cock slipping in and out of her body. My balls were rapidly swelling to overflow.
I learned quickly that sex could be noisy. I tried to be as quiet as possible while slapping her butt with my groin. I went slow, in and out, taking her without noise but with a lot of pleasure. She was rolling her back, biting her lower lip while her legs shook. Her eyes closed, flew open, closed again then she smothered herself again while gasping for air through her fingers. She dissolved to the mattress and rocked her butt as she whispered “Do it but you have to get out first.”
I vowed “Okay.” I rolled her to her back, mounted over her and slipped back into April. She put her hands on my shoulders and watched me screw her. Her eyes drifted from my face down my stomach then she spread her legs for a better view of what we were doing. She put her eyes back to mine “Are you ready? Do it on my tummy and tits.” I pulled out of her, my cock sprang up until it was hovering over her pubis. The first stream squirted up and over her tits and smacked her on the left cheek. Her eyes widened in momentary shock but then she smiled wide enough her braces were on full display. She watched me finish pumping my nuts empty on her breasts and stomach. I sat back up on my knees while she lay spread wide in front of me. My cock squeezed one last pulse which I daubed off and wiped on her leg. Her smile was infectious, I was grinning as wide as she when I asked “Is that your first time too?” I needed to know.
April nodded “Yeah, but it didn’t hurt, I’m glad.” She got off the bed, gathered her clothing then left my room as quietly as she arrived. I watched her leave then flopped onto my bed and spent the next two hours reliving what we had done. April had come to my bedroom then we gave up our virginity together. I jacked off two more times. By the time I managed to get to sleep I vowed to make the girl a part of my bedroom furniture.
The next morning I again felt shy about what I had done with April, I don’t know why I was reluctant to see her, it was she who came to me. When she did run into me in the front room she flashed me an intimate smile and walked by saying nothing. Well, at least she didn’t appear nervous or angry. I went to my room.
Maybe eight minutes I heard a ticking on my door, fingernails tapping lightly. I called her in “Yeah, come on.”
April stepped to me, put her hands on my waist then leaned up and kissed me in a most non-sisterly way. My cock thrilled from tip to balls. She tilted her head back “I like making out with you. It’s fun.”
“We did more than make out last night” I reminded her.
Her eyes were playful “I know, and it was fun too.”
I wrapped my hands around her ass, her skirt crumpled upwards slightly. April let me kiss her again then she pulled away “I have to go see Kayla.” She turned and left, nothing more was said.
I walked around gingerly the rest of the day because my prick wouldn’t relax. I was sure my eagerness for April was visible so I stayed in. Mom and dad left about 6:30 to some middle-aged dream revival, I was online flicking my electric whip at some fucking alien when April stepped into view, to my side. I dropped my guard and died instantly but that was okay, I had more lives.
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