Date: Sat, 31 Aug 2002 14:02:43 -0700 (PDT) From: X X Subject: Tiffany's First Experiences: Part II - Tiffany and Her Brother Disclaimer: Everything in this story is COMPLETELY FICTIOUS! Nothing in this is true-I wrote it to be used as pure enjoyment. If the consenting sexual involvement between minors and/or adults offends you, please DO NOT READ THIS! For all of those who are not offended by this . . . enjoy! I love to hear from my readers as well. I welcome all questions, comments, and feedback. Please feel free to contact me at Storytellerman2002@yahoo.com. TEACHING TIFFANY Part II: Tiffany and Her Brother By: The Story Teller Man August, 2002 by Storytellerman2002@yahoo.com Hi again! It's me, Tiffany Wallace. I told you the story about how my best friend, Michelle, taught me all about masturbation. Well, that was about a month or so ago, and I don't think I've stopped playing with myself since then! I can't believe that I never did that before. I mean, it feels so totally amazing! Me and Michelle do it together now like every chance we can. We always do it on weekends when we sleep over each other's houses. And sometimes, when I sleep over Michelle's house, her sister, Ashley, comes and plays with us too! That's really fun. Ashley lets me and Michelle lay on the bed next to each other and she finger fucks us both at the same time. It's sooooo cool! And sometimes, me and Michelle lick Ashley's pussy at the same time. That's cool too, `cuz our tongues touch and stuff and sometimes we kiss and taste Ashley's cum on each other! Me and Michelle even do it after school at my house sometimes. It's easy then, because my parents work until 6:30 usually, and my brother, Josh, doesn't get home from football practice until 5 or so. So Michelle and I get naked and play with each other for like an hour after school. It's kinda fun to do it in the living room on the couch. I don't know why, but we both like doing it there. It's more exciting then a bed I guess! Anyway, Michelle was gone for like a week because her grandma died, and they had to go out to California for the funeral and everything. It was sad that her grandma died, but it was even sadder for me because I had nobody to play with now! So everyday that week, I would walk home from school by myself, and do my homework as soon as I came home. It wasn't really any fun masturbating after school all by myself, so I was only doing it at night in bed. Well, that Friday, I was sorta horny I guess when I came home from school. There was nobody home yet, and since it was Friday I had no homework, so I decided to play with myself for a little while. School had really only just started, so it was still warm outside. I had just worn a spaghetti-strap tank top and a pair of sweat shorts to school that day (yes, and a pair of panties and my training bra too, in case you were wondering!). I put my books down, took off my shoes, and lay down on the couch. I flipped on the TV and turned to some afternoon cartoons (not that I was really going to be watching TV. Thinking about playing with myself was getting me even hornier that I was before!). I put my feet up on the couch and bent my legs at the knees. I pulled my shirt up a little bit so my stomach was showing and I slid my hand down into my shorts and panties. I slid my hand over the few little hairs I have growing there, and let my middle finger run up and down my pussy lips. I could feel that my pussy was already a little bit damp. I moaned involuntarily and slowly started caressing my pussy. I always liked to rub it and get myself really wet and horny before I stuck my fingers in. It made my fingers slide in easier then, and it felt better. As I kept rubbing, I felt my clit start to swell up. Mine wasn't really that big yet. Just a tiny little thing. Ashley always calls it my cum button. Sometimes she bites on it a little bit. Wow! That feels REALLY good when she does that! She likes me and Michelle to bite on hers too. Ashley's is pretty big, and it sticks out of her pussy lips when she gets really horny. It's cool! Anyway, I started to rub my clit and squeeze it a little bit between my thumb and index finger. I felt myself getting wetter and wetter, and I was sure that there was a little wet spot starting to leak through my panties and shorts! I had to be careful not to make a mess on the couch. That would be REALLY hard to explain to mom and dad! Michelle and I always put some towels down on the couch before we do stuff. I kept my panties and shorts on, though, so I figured it really would leak through THAT much that it would get all over the couch cushions. I hoped! I heard a little bang, and my hand froze mid rub. I was about to get up, but then I remember that no one was home. It was probably just the cat coming in the little flap in the kitchen door. So I closed my eyes and resumed my rubbing. It was starting to feel really really good now, and I was letting out little "Mmmm" and "Uhhh" noises. I was just about to start sliding my finger into my pussy when I stopped dead. I head laughing. Oh my God! Someone came home! I quickly pulled my hand out of my pants and opened my eyes; I was going to pretend that I was just lying there watching TV. However, when my eyes opened, I saw my brother standing there next to the couch. He was still in his football jersey, and looked kind of dirty, and he was standing there laughing quietly. My face turned bright red, and I got a horrible sick feeling in the pit of my stomach. Oh, God! My sixteen-year- old brother had just caught me masturbating! For a brief moment, I thought that maybe he wasn't sure what I was doing; that maybe I could play it off as having an itch or something like that. I quickly dismissed that idea, however. He was sixteen, after all. If me and Michelle knew about this stuff and we were only twelve, Josh would DEFINITELY know about it. I was mortified, and had no idea as to what to do. "J- J-Josh! W-what are y-y-you doing home so e-early?" I managed to stammer out. I hadn't moved off the couch, but I did slide myself up into a half sitting position. "Coach was out sick today," he replied, still standing there smiling down at me. "Practice was cancelled. The better question is what were YOU doing, Tiffany?" My already red face turned even redder. I could feel my ears burning in embarrassment, and I was sure they were going to burst into flames any second. "I . . . I was watching cartoons!" I blurted out. "Uh huh," he replied, pointedly giving my hand an accusing stare. "And what's the hand doing?" "Th-the hand? You mean this hand?" I held up the hand that, moments ago, had been ready to enter my pussy. "I . . . I . . ." I what? I'm sure he knew what I was doing, but I couldn't TELL him what I was doing. I was just getting ready to finger fuck myself, Josh! Yeah, right. That would NEVER go over! "I had an itch!" is what finally came out of my mouth. "Yeah, I had a bad itch. I think I got a mosquito bite or something last night." With that, Josh burst out laughing. "A mosquito bite, Tiff?" he said after his laughter subsided enough to allow for speech. "Is that the best you could come up with?" "C-come up with? What do you mean?" Josh sat down next to me and, smiling, looked into my eyes. "C'mon, Tiff. I'm your brother. I know damn well what you were doing." My embarrassment suddenly turned into terror, and I sat straight up and grabbed onto his arm. "Oh, Josh, I'm sorry! Don't tell mom and dad! Please! I promise, I'll never do it again, okay? Just don't tell mom and dad. They'd get really mad at me, okay? Okay, Josh? Please?" Josh laughed again at that. "Tell mom and dad? Don't worry, Tiff, I ain't gonna tell them. Why would I tell them what you were doing?" I was confused for a moment. He was right . . . why WOULD he tell mom and dad about it? "I . . . well . . . I dunno . . ." "Hey, Tiff, don't worry. I'm not telling anybody." He pulled my hand off his arm and held in between his hands for a moment before releasing it. "Besides, how could I rat you out for doing something that I do every day?" That statement caught me completely off guard. Something HE did every day? "You mean YOU do stuff like this, Josh?" "Well, yeah. Just about every boy over the age of eleven does it," he said with a laugh. EVERY boy? Wow! For some reason, I'd never thought about BOYS masturbating. It was just something that girls did. Besides, I know that boys don't have pussys . . . I couldn't imagine a guy putting a finger in his penis! I was really curious, trying to imaging it. "H-how does a boy do something like that?" I asked, still embarrassed, but curious. "I mean, where does he put his finger?" "Well, he doesn't really put his finger somewhere, Tiff. A guy just kinda grabs onto his dick-" "Dick?" I asked. "Yeah, his penis. Dick, cock, pecker . . . there are lots of names for it." "Oh," I said, starting to smile a little. "Like my vagina. I call it a pussy sometimes." Josh smiled. "Yeah, like that. You can also call yours a cunt or a twat. It's got lots of names too. Anyhow, a guy just kinda grabs his dick and strokes it. He moves his hand up and down really fast-" Josh made a fist and put it close to his lap and made motions like he was rolling some dice "-and squeezes it a little bit too sometimes. Everybody does it a little bit different, but it still feels just as good." Josh looked towards the ceiling for a minute, as if he were suddenly thinking about something, and then looked at me again, with a mischievous glare in his eyes. "Hey, Tiff. Have you ever seen a guy's dick before-I mean for real? Not like in a science book or in health class in school." "No. Just the drawing that Miss. Roberts showed us last year in Health." "Would you like to see one?" I suddenly knew what he was getting at. "You mean yours?" "Sure, why not? I'll let you see it. I'll even show you have a guy plays with himself!" I had wide grin on my face, and I knew that there was a sparkle in my eyes. "That would be really cool, Josh! I'd really like to see!" "All right, Tiff," Josh said and stood up in front of me. Josh had jeans on, having only halfway changed out of his uniform when he found out practice was cancelled. He still had his numbered jersey shirt on. He stood there and kicked his sneakers off his feet. Almost as if he were making a show out of it, he undid the button on his jeans and slowly slid the zipper down. I could see the red fabric of his boxers showing. He slid the jeans down and stepped out of them, kicking them under the couch. He turned his back to me, then said "okay, Tiff. Ya ready?" "Yes!" I said, a little too enthusiastically. In one quick motion, he slid his boxer shorts and down stepped out of them. I suddenly found myself look at my brothers naked butt. I giggled and felt a little of the `horniness' creeping back. He butt was cute and smooth. Whiter then his thighs-I could see the tan lines from when he wears shorts. He gave his but a little wiggle and turned around . . . and there it was. The first `real' penis I had ever seen! And it was SO AWESOME! There was light-brown curly hair all around it. It looked pretty long, and was just kinda flopped there, laying against his ball sack-which was pretty big too. It was hangy and had some brown curly hairs on that too. "So, what do you think, Tiff? Like the sight of your first cock?" "Oh wow, Josh! Yeah! It looks so cool! A lot better than the drawings that Miss Roberts showed us. "Watch this," he said to me. "You'll think this is even cooler!" And he was right. I sat there and watched him take his dick in his hand. He started to rub it and make the `dice rolling' motions he used before. Then, suddenly right before my eyes, it started to grow! It started getting bigger and sticking up. The next thing I knew, it was really stiff and pointing right at me like a finger! He took his hand away and pushed his hips out, making it `jump' slightly. "Like my big, six-inch cock, Tiffany?" "Oh my God, Josh! That is so cool!" He took a couple steps forward until he was standing directly in front of me. "C'mon, Tiff. Wanna touch it? Wanna see what a man's cock feels like?" Without responding, I reached out and wrapped my hand around it. It was so big, that I almost couldn't get my hand around it! My thumb was barely grazing the tip of my middle finger on the other side. "Wow, Josh, it so BIG! It feels really warm, too!" I released my hold on his cock, and started to pet the hair that was around it. "It feels kinda bristly, Josh. Not like the hair on your head." "That's because its pubic hair," he said, looking down at me. "Pubic hair is coarser then regular hair. Go ahead, Tiff. Play with my cock a little bit. Your hand feels really nice on it." "Okay," I said and giggled a little bit. I wrapped my hand back around Josh's dick and started to rub it, imitating what he did to get it to grow. I must have been doing it right, because Josh closed his eyes and leaned his head back. "Mmmmmmm," he said. "That's so nice, Tiff! Keep doing that, but use your other hand and play with my balls, okay?" I did what he said. Kept rubbing his dick up and down, and reached out with my other hand and held his balls in my hand. The ball sack was warm too, like his dick, and it felt sorta heavy. I squeezed it a little bit in my hand, and could feel the two balls inside. He started to breath heavier, and I started moving my hand on his dick faster. "Mmmmm. Yeah, Tiff, that's good. Yeah, keep going." I started thinking about the things that Michelle did to me the first time, when she was first teaching me. I looked up and saw that his eyes were still closed, so I decided to give him a surprise. I figured I'd try some of the same things that Michelle taught me, just adapt them to a guys dick instead of a girls pussy. I leaned forward until the tip of his cock was almost touching my nose. The tip of it was a dark pink, and I could see the little hole in it where I guess his pee came out of. Then, I instinctively opened my mouth and took the pink top into my mouth. "Ohhh, shit!" he said and his dick popped out of my mouth. "W-what is it, Josh? Did I hurt you or something?" "Oh, Tiff! No way! I just wasn't expecting that!" "Do you want me to do it more? I will if you want." "Ohh, you bet, Tiff. Open up!" I opened my mouth back up and he pushed his dick into it. I closed my lips around it and started to suck, pretending it was a lollypop. Josh reached around me and placed his hands on the back of my head. "Oh, yeah, Tiff! Yeah, that's it" I put my hand at the base of his dick and entwined my fingers in his pubic hair. I could feel him pushing very lightly on the back of my head, so I tried taking more of his dick into my mouth. "God, Tiff, yes!" he said, putting more pressure on the back of my head. I felt it going further and further down my throat. I felt the need to gag, but I opened my mouth a little more and the urge passed. "Yeah!" Josh called out, louder this time than before. "C'mon, Tiff! Suck that cock! Yeah, baby, eat your big brothers cock!" Prompted by he encouragement, I sucked faster and faster and suddenly, before I knew it, my nose was in his pubic hair! Oh my God! I had Josh's entire dick in my mouth! This was so amazing! His hands were planted firmly on the back of my head, and he started bucking his hips, pushing his dick in and out of my mouth. It only took a moment before I coordinated my sucking with his thrusting. Within seconds I had it down perfectly-I'd give a small suck as he pushed it into my mouth, and a really BIG suck as he pulled it back. "Oh, baby! Oh, Tiff, suck it! God, you're good! C'mon, suck my cock, Tiff!" I kept sucking and sucking, and Josh began to push into my face harder and harder. "Oh GOD, Tiff! God, I'm gonna spurt!" he yelled. I only had a vague impression as to what that meant. However, I had no time to react to the statement. I suddenly felt a powerful spray, as if someone squirted a bottle into my mouth. Wow! Josh was cumming! In a split second, my mouth was filled with my brothers cum. It was warm and creamy. I started to swallow it down when my mouth was suddenly filled with another squirt of Josh's cum. My mouth was overflowing! I took a big swallow, but my mouth was still full, as Josh again let loose another squirt. I could feel it leaking out of the corners of my mouth and running down my chin and neck. I was out of breath, but I couldn't pull up for air because Josh was holding my face onto his cock. I kept swallowing, but the cum kept squirting! Just when I thought it would never end, I felt the pressure on the back of my head disappear, and his dick (which I could feel getting softer in my mouth) slid out from between my lips. I swallowed the last of the cum in my mouth then opened my eyes. Josh's dick, which was now limp like when I first saw it, was hanging in front of me, and he was looking down at me. "Oh, Tiff, that was WONDERFUL!" I smiled back at him. "That was FUN, Josh! You're cum tastes kinda good, too. There was a lot if, thought." "Yeah," Josh agreed, still panting slightly. "Yeah, there was a lot of it. I don't think I've ever cum that much before. So you liked the taste of it? A lot of girls don't. They spit it out instead of swallowing." "Yeah, I like it, Josh. It's like warm milk!" I laughed. "Mmmm," was all he said. He reached down and scooped up and blob of cum from my chin. He brought it up to my lips and I looked up and him and took his finger into my mouth, sucking the cum off of it. "My God, Tiff, your such a hot little cock sucker!" Josh then squatted down in front of me, our faces only inches apart. "Now it's my turn, Tiff. Let your big brother make you feel as good as you made him . . ." Tiffany will return in the next installment in her adventures, as she learns more about pleasuring and exploring her developing, pre-teen body (and her brother's body as well!). Feel free to contact me. I'd love to hear from you. Storytellerman2002@yahoo.com