My Sibling Teacher

musicankane

I blew a monkey once.
Joined
Dec 30, 2004
Posts
15,638
My sister was always a wild one. From the age she started growing her admittedly wonderful tits she began to do things that I would never even think of. Okay I was a bit of a bookworm, so a lot of things just seemed out of my league. But even still my sister was always at a party, always out with a boy or something like that.

I guess that kinds of come with the territory. My sister is a beautiful girl, I mean even speaking as her brother, she is really fucking hot. She could give Megan Fox, and Jessica Alba a run for their money. When a girl is that good looking it is almost like she can't help becoming a little bit of a slut. But she's my sister and I shouldn't come right out and call her a slut, but yeah she's kind of a slut.

What right do I have to say anything about it though, I am a twenty-two year old virgin? I have no right to bitch, hell my bitching is mostly jealousy. I'm terrible with women. I don't know, I guess it's the price of nerddom or something.

Which is why I am glad my sister is a slut. Who better to teach me how to please a woman that my dear sweet sister? I mean she's a woman, mostly right?

I heard her come home from a party one night and decided to ask her for her help. I gave her a moment to get home and settle down a little, before I shut the lid on my laptop and went over to her room. I knocked softly on the door and called out to her, "Sis? You got a minute to talk? I uh, well I need to ask you something." I said through the door.
 
My life was great! Ever since middle school I was among the popular crowds. I was admired by most people, boys and girls alike. However I wasnt dumb enough to believe that everyone liked me. Not that I cared much about those who didnt. Hell, they were probably just jealous of my looks and the fact that I was in competitive cheerleading.

I had my first boyfriend really young, when I was fifteen or so and I quickly became addicted. By the age of twenty I had tried it all and while sex was by no means getting boring, I was looking for new thrills. I had dated/slept with pretty much every captain of every sports team in my high school and was slowly making my way through the clubs in college, but there was no challenge to it any more. In the end, they all did and expected the same thing from me.

One afternoon I got home from cheerleading practice and walked straight to my room. My parents were out on their usual business trips that could take several days and I was sure that my brother was locked up in his room again. While we got along great, I never understood why he didnt make more out of himself. He had the looks to become a proper player, yet all he did was read and spend time online.

I stood in front of the mirror, untangling my straight light brown hair from my braid and was just about to lift the tight top over my 36C breasts when I suddenly heard a knock on my door.
Quickly I pulled my top back down and turned to face my brother as he came in.
When he said he wanted to talk, I hesitated for a second before nodding. Being two years older than me he rarely ever asked for advice or chats.
"Sure. What do you wanna talk about?", I asked as I sat down on my bed, petting the free space next to me for him to join me.
"Just dont let it be about any complicated academic stuff. You know that Im not into that.", I warned. While I did get decent enough grades, I was far from being a dedicated academic.
 
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I moved into the room and sat on the bed where my sister patted for me. I chewed my lower lip, trying to work up the courage to say what it was i wanted to say. It wasnt an easy subject to bring up. I mean it was sex after all and i was the older sibling if anything she should be asking me. Plus this was probably a question i should bring up to my parents, not that they were ever around to answer my questions.

I sighed and said, "I was wondering if you could teach me about pleasing a girl. I umm...shit i cant believe i am saying this. I am a virgin and i have a date with melissa next week and if things go well i am afraid of blubbering like a moron. I mean i am twenty five and how would it look if i had no idea what to do with a woman."

I shook my head and sighed, "God i feel like a moron sometimes." I said. "Can you give me some pointers or something sis? You know what feels good right?"
 
At first I just sat there in stunned silence that he would even bring this topic up, but then I suddenly burst out laughint. It took me several moments to catch my breath again and when I finally did I quickly placed my hand on his shoulder.
"Im not laughing at you, really. Im just laughing at this situation. I mean, I never expected my older brother to come to me with this question.", I told him honestly, shaking my head. I knew that my brother was no ladies' man, but I had at least expected him to have gotten it on with a girl at least once in his life.

Not wanting to hurt his feelings however, I decided to actually help him out by answering his questions. I wasnt prude, so I had no trouble talking openly about sexuality. In fact, me and my girlfriends talked about it all the time, but doing the same with my brother was a little awkward.

"First of all, dont assume you will get lucky on the first date. Not all girls are like that", she started. She did not add that at times she was that kind of girl though.
"You have to convince a girl that you will be a good lover. And the best way to do that is to be a good kisser. You have kissed girls before, right? And I dont mean a peck here, but a full on french kiss."
As I talked to him about it, I still couldnt believe how different we were when it came to sexual experiences. And somehow it made me feel bad that he hadnt experienced how awesome sex could be, so I became determined to make his date with that girl a full success. Besides, it did seem like an interesting new challenge.
 
I tilted my head back and frowned, "Yeah kissing of course. About that. I meaa I'm sure I could handle that right? That part isn't so hard is it?" I sighed and shook my head.

"Okay so what if she's going to be my first date too?" I asked my sister. "Look I know I'm pathetic sis, you don't have to laugh. I spent my time getting good grades, and I wanted to make sure I could have a sound future in life. Is that so bad? I'll have a great job and be able to take care of a wife and family. Isn't that what girls want in the long run anyway?"

I stood up and waved my hands, "Alright so now that you know how much of a cock dweeb I am. Tell me, what can you do to help me?" I asked.
 
I listened to him, this time far more serious. So my brother was even less experienced than I had feared.
"Oh geez...Really? Not even one tiny date?", I asked, but then moved on before he really had a chance to answer the question.

"Its not pathetic...well, not completely. And while girls do want to have a stable husband in the future, said future is still far away. Girls around my age want guys who can make them feel special, in and out of bed.", I told him bluntly, shifting a little on the bed so that she could face him better.

"You need to learn how to kiss first of all. The way you kiss a girl at the end of the date will determine whether she will want to see you again or not."
I looked him directly in the eye and said: "Pretend Im your date, ok? How would you kiss me?"
In that moment I didnt think they were doing anything wrong. It was just kissing after all.
"Dont stare at me like that. Kissing is no big deal. Heck, I make out with my girlfriends when we are out partying and one of them is our cousin, remember?", I tried to calm him after I saw his look of initial hesitation. "I need to see what kind of kisser you are so that we can see where it needs improvement.", I finally explained. "As a guy you will need to make the first move. When a girl likes it, she will come back for more on her own."
 
I gasped at her when she turned fully toward me and told me to pretend that she was my date. She must have saw the look in my eyes as she went on quickly to explain that it would be no big deal. I shook my head, this wasn't just playful kissing, she wanted me to kiss her like I was trying to fuck her and I wasn't trying to fuck my sister, was I?

I nodded and said, "Yeah okay, makes sense I guess." Then I looked at her for a moment. She had a perfect body, the kind of body I loved on girls. I jerked off countless times to images of girls that looked a lot like my sister. Maybe if I just pushed the fact that she was my sister out of my mind then it wouldn't be a problem.

I licked my lips nervously then stepped toward my sister. "Okay just like a date." I said softly. Then I leaned forward and cupped my hand to her cheek, and my lips pressed against hers. Softly I kissed her, unsure of what I was doing but at the same time I was loving the way her soft lips felt against mine. I found my body starting to respond instantly to the sensation and I shifted to keep her from feeling my cock start to harden in my pants. I for sure didn't want my sister to feel me getting turned on. Especially from just a simple kiss.
 
I wasnt sure whether he would agree or not, but in the end he did. Perhaps I shouldnt have been so surprised about that. He had wanted help after all.
As I saw him leaning closer, I closed my eyes, feeling his hand on my cheek. For some reason I felt a shiver of anticipation before his lips finally touched mine. It was a soft kiss, not demanding and hungry as the ones I had become used to. There was something deliciously sweet about it that made my stomach flutter for a moment. Damn, it was hard to admit, but my brother sure had potential.
Slowly I pulled away from him, opening my eyes and smiling.
"Not bad. Great for a first kiss even, but when you want to show the girl that you are after more, you need to be a bit more aggressive. Like this."

And with that I leaned forward claiming his lips with mine. I did not devour him, but kissed him slowly, sensually, but with far less innocence than he had kissed me. I parted my lips, brushing my tongue against him to have a taste. Even though he was my brother, I was starting to get more and more into it. I just couldnt help myself. I had a way of getting horny rather quickly.
I moved my tongue against his lips more urgently, eager for him to return the passionate kiss.
Slowly my hands wantered to his shoulders to support myself better as I tried to show him how to properly kiss a girl. I still didnt feel like I was doing anything wrong. I often french kissed my cousin Debbie so that guys would buy us free drinks. I had even been in a threesome with her! Surely kissing my brother wasnt as sinful as that.
 
I was surprised when my sister pressed against me. Her lips claimed me, soft yet hungry and eager. She pressed her body against mine and I had no choice but to put my hands on her hips to hold her. It was wonderful, I could feel her breasts mashing against my chest and I knew that she could definitely feel my manhood growing against her leg.

Her tongue touched my lips and I opened my mouth out of instinct to meet her tongue with my own. I was french kissing a girl for the first time and it was my own sister. I shivered at her taste, never had I thought it would be so great. I found myself wanting so much more. Though my mind screamed it was wrong, my body didn't care.

I moved my hands around to cup her ass and give it a squeeze. She told me to be more aggressive, so I was. Her ass was amazing, tight and hot in my hands. I pulled her body harder against mine, wanted to feel the heat of her against my cock as I grew hard for her.

Finally I broke the kiss and let her go. "Sorry sis, I got carried away." I said panting, I could still taste her in my mouth. "You've got an amazing body, I've always thought you were an incredibly sexy girl. Shit I've even been jealous of the guys you've slept with. Just once I wish I could've been them." I blushed, "Sorry, didn't mean to confess like that."
 
When he opened his lips to welcome my tongue, my mind went blank. Our tongues danced together and I was amazed how quickly he picked up on everything. My brother was naturally an amazing kisser! And the more we got into it, the more I began to lose myself in the moment. I pressed my body against his, feeling my nipples tighten as my breasts rubbed against his chest. One of my hands slid down from his shoulder to rest on his thigh and by accident I could feel his thickness.
In that moment though I didnt care that this was my brother who was getting aroused. It was just another man. And an amazing kisser at that who was getting me quite aroused. Especially when his hands moved to squeeze my ass, I felt my body respond, moaning softly into the kiss.

Suddenly however the magic ended as he pulled away and reality crashed back in.
"Its ok, I got a bit carried away too. But you know, that just means that you are such an amazing kisser that you make a girl forget where she is and what she's doing."
His next words however left me completely at awe. I had always expected older brother's to be protective of their sisters, but jealous?
On one hand it weirded me out, but on the other hand I was so aroused that his confession was rather hot. There was the thrill that I had been yearning for. I just never had expected to find it with my brother.
"Wow, I never knew.", I said. "I mean, we never used to talk about that stuff after all....but thanks, I guess."
I really didnt know how else to respond to that confession.
"Can I ask you something weird? Did you jerk off while thinking about me?"
Since he had been so honest, I felt I could be equally open.
 
I blushed and looked down at my feet. That she would ask me a question like that was embarrassing. But she was teaching me, and if telling her a bit about my fantasies would help her teach me better. So I nodded slowly, "Yeah I did. One time I watched you in a bikini from my bedroom window. You had your top un tied and I really really wished you would roll over cause I wanted to see what you looked like naked."

I sighed and said, "I came a lot to that picture in my mind. I couldn't help it though, you are incredibly hot sis." I told her. "How do guys not just cum buckets at the fucking sight of you when your on a date or something?"
 
I often sunbathed topless in our backyard when I thought nobody was at home. I had clearly failed to notice my brother's presence that particular day.
And while I should have felt sick at his confession, it actually gave me an ego boost and only heightened my arousal.

At his last comment I had to laugh. "The need to keep their cum for after the date", I said without thinking. I constantly exchanged comments like that with my friends, but I was not quite sure how my brother would handle that. He probably saw me as a complete slut now, which I couldnt really blame him for.

"Seriously though, thanks. Its quite nice to hear that Im hot."
For a moment an awkward silence fell between the two of us and I became painfully aware how horny our brief making out session had made me. Slowly I turned towards my brother again and asked: "Do you still want to see me naked?"

My body wanted some kind of stimulation and since my brother was the only male around, I had to take what I could get. In that moment it didnt matter to me that this was morally wrong. I just kept telling myself that as long as we didnt actually have sex, it was all ok.
 
I blinked at her comment. Was she serious? I mean I couldn't believe she would actually let me see her naked. I had longed so many times for that image and now she was simply offering it to me like nothing. I would be stupid to say no to it.

"Uh, yeah." I said softly. "Listen you don't have too if you don't want to. You'd be the first real live naked girl I've seen. Ugh, I feel like I've missed out so much on that part of life. I mean what loser hasn't seen a naked girl before." I sighed and turned away from her.

"Look I'm just gonna go, I'm feeling like shit about myself. I feel like I'm asking for pity sex just because I'm a loser." I told her.
 
My spirit sank as I heard my brother talk like that. While still being a virgin was a bit surprising, I didnt want him to see himself as a loser.
"You arent asking for pity sex though, you are asking for help. Thats different.", I said as I grabbed his arm to stop him from leaving. "And I willingly agreed to help, so dont feel bad, ok?"

The serious talk had downed my arousal a little, but I could still feel that nagging tingle inside of me that I knew only some sexual act would be able to satisfy and I was in no mood for a simple quick masturbation session. Instead, I wanted to explore the new thrill I had found.

"Kiss me again.", I told my brother, before I leaned in to press my lips against his. I wanted to get my arousal up again and it didnt take long for my body to shiver again as our tongues began to fight with each other. The making out continued for a while until I pushed away for a second to lift my top over my head, throwing it down on the floor, leaving me with my tiger-print bra.
"It's ok. I want to do this.", I said before he could protest.

Slowly I stood up and moved to my window to close the curtains. For a moment it became dark in the room, but i quickly moved to my bed and turned on my lamp there.
Confidently I stood in front of my brother as I allowed my skirt to slide down my legs, revealing a thong that matched my bra.
"This much you've seen already.", I said, refering to the day he had seen me in a bikini.
"Do you want to unhook my bra? It takes some skill to do it smoothly and you might want to learn that."
I stepped forward so that I was right in front of him, my breasts on his eye level.
"You have to try to unhook it in one move.", I told him, still attempting to teach him without losing the erotic flare I felt.
 
She stopped me and turned me and kissed me. I shivered as my mouth worked against hers. I moaned against her, feeling her body against mine again. My doubts melted away as I felt her grinding against me. When she stepped back I swear I caught a naughty look in her eyes.

I began to feel the man in me awakening as she pulled her shirt off, leaving her in the bra. She set up the room, turning on the light and closing the blinds. She stripped to her panties then teased me by saying I've seen her like this before.

I sat on the edge of her bed and watched her move over to me. She told me to unclasp her bra and I swallowed. I reached up with a nervous hand and reached around her to the clasp. I messed with the clasp as I tried to picture how it popped open, then suddenly I squeezed and it burst apart.

I grinned up at her as her bra hung loosely in front of her breast. My hand moved around and I began to reach for her breast but stopped myself. "Oh my god, your tits are amazing." I whispered.
 
I could see the lust in his eyes as he got his first proper glance at my tits and it made me shudder in pleasure. I moved my hands, allowing the bra to fall to the ground, giving my brother a full view of my breasts. Due to my arousal, my nipples were already beginning to poke straight out.

"Im glad you like. Girls always appreciate it when you compliment their tits.", I told him, noticing how eager he was for a feel.
"You can touch them if you want.", I gave him the permission. Since he hestiated, I reached for his hands and just boldly placed them on my breasts.

"Just feel them at first. Feel how round and firm they are. Then begin to massage slowly. Once you see that the girl is enjoying it, start focusing on her nipples.", I instructed, still standing in front of him, so that he could have the perfect view.

His large hands on my tits felt great, but it felt even better when he actually began to play with them. I had always had very sensitive breasts and nipples, so a man massaging them had always been a great erotic stimulation.
I moaned softly as my brother began exploring my breasts.
"Is this what you imagined?", I asked, looking down at him.
 
Her breast were warm and soft, her nipples were firm and dug into my palms a little. The flesh was smooth and soft and wonderful in my hands. I squeezed my fingers, digging into her breasts. I was fascinated by the way they felt. My mouth was begining to water.

I looked up at her face and saw a look like she was enjoying what I was doing. I smiled and ran my fingers down to her nipples. I flicked my finger across her nipple, teasing it and pinching her softly. Then I decided to get bold, I couldn't let this chance go by without tasting her. So I pulled her closer to me and wrapped my lips around her nipple. My tongue darted out and lapped at her nipple, then I suckled her as best as I could.

Not wanting to do it longer than she wanted to let me, I pulled away and looked up into her eyes, "I really really love tits." I told her.
 
I felt my heartbeat and breath quicken as my brother explored my breasts and pinched my nipples. I tried to hold back my soft moans, but it was hard. Especially once I closed my eyes and just concentrated on the amazing emotions his touch was sending through me. Suddenly however a gasp tore from my lungs as I felt his mouth on my nipple. This I had not expected at all, but the suprise added to the bliss of the moment. When he began sucking on my tit I moaned freely, but to my dismay he pulled away. A little frustrated I opened my eyes again and looked down at him.

"And I love what you are doing to them.", I replied to his comment, at the same time giving him the silent invitation to continue. I was getting properly horny at this point and just wanted some form of release.
Subtly I inched closer, presenting my breasts right to his face. "I dont think I need to teach you how to use your mouth on a girl's breasts. You seem quite a natural."

As he leaned in to claim her again, I moved her hand to run through his hair, while at the same time pressing him closer to my breasts. As he licked and sucked, I moaned softly, letting him hear how well he was doing.
I liked how he took his time with it, unlike the boys I had slept with recently. They had all just hurriedly licked my breasts before getting right to what they were after. It had been a long time since a guy had worshipped my body as my brother was doing and I was enjoying every second of it. And the more he licked, the more I could feel myself getting truly wet.
 
I liked the sound she made. The sound ive only heard a girl make in porno and yet she really made that sound. She pulled me back to her breast and i quickly wrapped my lips around her mound again. I would suckle her breasts as much as she wanted me too. It was awesome. I put my arm around her waist and pulled her even tighter against me.

I wiggled where i sat, my cock painfully hard in the tight confines of my pants. I wondered if she would....no of course not. That would be going to far wouldnt it? He looked up and the pleasured look on my sisters face and i moved to her other breast.

After a bit i broke away from her breast and asked her, "My dick hurts, can I take it out? Maybe you could tell me if i'm a good size or something like that." I suggested.
 
By the time he stopped, I was already in heaven. My inner little slut had awoken and with her appearance, most inhibitions had gone out of the window.

"Let me handle this.", I told my brother as I slowly sank to my knees in front of him, my hands reaching for his pants. "Part of pleasing girls is also allowing them to please you.", I whispered as I freed his cock, grasping it in my hand. He was already hard, but just as my simple touch I felt him grow even harder.
I was quite amazed by his size and girth. He was definitely among the bigger cocks I had taken in my life.

"I dont think you will have much trouble pleasing a girl with this.", I told him quite honesty, my hand slowly pumping his length. I love the way he pulsated in the palms of my hand. Suddenly a wicked throught crossed my mind and I smiled.
"How about we combine your lessons with a bit of fun and relief for you?", I asked, looking up.
"Im sure you have heard of 69. I will teach you about a girl's pussy, while at the same time showing you what a girl will do for you if you treat her right."
It was a win-win situation for both of us in my eyes and I was horny enough to disregard the fact that he was my brother. The question was whether he was ready to overlook the fact that we were throwing ourselves head over heels into incest as well.
 
When she knelt before me I didn't understand what she was about to do. Then her fingers deftly unfastened my jeans and before I knew it she had my cock out and her fingers where around it stroking softly. I trembled as she touched me. IT was so odd feeling that I couldn't control the pleasure running through me.

She told me that it was a reward for doing a good job with her breasts. Teaching me the lesson that in making a woman feel good she will return the favor. She explained 69ing to me and I smiled eagerly.

I shifted back onto the bed and laid back. I had seen 69 in movies too and knew something of what to expect. As I watched my sister get onto the bed with me I realized for just a moment that this was going a bit too far. But I was too far gone with need to care about it. I wanted to know what it would feel like, would she really suck me off? The thought of it had me throbbing in antisipation.
 
As my brother laid back on the bed, I quickly slid off my thong and crawled onto the bed next to him. I gave him one last smile before I positioned myself over him, so that he could have a perfect view at my smooth pussy, which was already moist from my arousal.

"Just stroke it first, gently. Explore and find out what a girl likes. Every girl has her own sensitive zones. But I can tell you that all love attention to their clit. Just dont jump into rubbing it instantly.", I instructed as my hand returned to his cock, grasping it at the base and then pumping her hand up and down gently.

"Taking slow is the key. Its seduction. Unless of course you just want a quick romp."
And while my body was screaming out for quick relese, I wanted to enjoy this for as long as possible. Quickies was all I had been getting for the past few weeks and now I wanted something else.

Knowing what would drive most boys mad, I jerked him off slowly, gradually becoming a little firmer in my touch. I could feel him reach for my pussy and I moaned in appreciation at his gentle carresses. I could feel myself growing even hotter and wetter, the pleasure heightened even further by the fact that it was my own older brother doing this to me.
As a reward I leaned down and innocently kissed the tip of his cock, before slowly planting a trail of chaste kisses all the way down to his balls and then up again.
 
I was excited that this was actually happening. All of a sudden I was doing these things with a girl. I had no experience with girls before and then my sister swoops in to save the day. I suppose I should have felt strange that this was happening with my sister but, I honestly was beyond caring.

When her pussy lowered over my face I marveled at her puffy smooth lips. I reached up to do as she told me, rubbing her slit gently. Her lips parted and I got glimpse of her pink core. I ran my lip between her lips and felt her warm wetness, my finger becoming slick with her juices. I couldn't imagine how my penis would feel inside of a girl if it felt like this on my finger.

Then I felt my sister start to kiss my cock. The softness of her lips was unmistakable, her breath blew hot across my skin. She kissed down my length and then back up, making me sigh with pleasure. I couldn't believe my hot ass sister was kissing my dick.

Which reminded me of the opportunity I had here. I tilted my head up and licked at her slit, tasting her wetness. It was like the best honey I could have imagined. I licked and sucked on the little nub I saw, which made her moan. Knowing that I found her spot and I attacked it. I licked and sucked on it, trying to make her scream and lose herself in pleasure. I wanted to be a good lover, even if it was with my own sister.
 
I had expected my brother to take his time and slowly get to know my pussy with his fingers, but I found that I had underestimated his eagerness and curiosity. One second I was focused on kissing his cock and in the next my mouth parted in a suprised moan as I felt his mouth on my pussy, eagerly lapping at my wetness.
I hadnt met many guys who would go at it with such enthusiasm and I was already getting jealous of the girl he would date.
For a few seconds I was lost in my own pleasure, moaning loudly as he found my clit and began to pay special attention to it.

Quickly however i snapped back into reality and remembered that I still held his cock in my hand. I lowered my head and opened my lips, allowing his hard member to slip into my mouth. I did not take him too deep at first, but just allowed him to gradually get used to the sensation of being inside a girl's mouth. Inch by inch I sank lower until the tip of his cock was poking the entrance to my throat. Then I moved back up in an equally slow pace, allowing my tongue to roam along his entire length. At times my concentration would be disturbed by my moans of pleasure, which only added extra vibrations to what I was doing to him.
I began bobbing my head up and down my brother's cock, while he was sucking my pussy. If anyone would have told me a few days ago that I would be doing this, I would have told them that they are mental. Now it just felt right. My brother was like the perfect lover at the moment. He was curious to explore, gentle and attentive, yet definitely no loser who needed to be guided every step on the way. My pussy was wet and throbbing and I could slowly feel my climax approaching, but I tried to hold it off as I put all my focus on his cock. Still licking his length in my mouth, my free hand reached to cup his balls, massaging them ever so gently.
 
I was so lost in tasting my sister that I didn't notice that she had taken my cock into her mouth. The sounds she made excited me, whenever I flicked my tongue across her clit she made a special sound that I really liked. Then my cock hit her throat and suddenly I became all to aware of my shaft in her mouth. Now I could feel her tongue licking along my length, her spit making my skin wet and slick.

Her fingers caressed my balls and I shivered. I felt my cock throb and I knew it was leaking pre-cum now. I usually had to use papertowels when I jerked off, because I would leak pre-cum onto the floor unless I wiped my tip every once in a while. Now that pre-cum was in my sisters mouth, and I wonder what she would do.

The way her cheeks rubbed and sucked on me I knew I was going to cum any second anyway. I never had a blowjob and now my first blowjob was going to set me off quickly.

"Sis, I'm gonna explode." I cried, trembling. "Oh god that feels amazing."
 
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