Note: This story was dynamically reformatted for online reading convenience. They say you learn by example. Well, in my case, that's true. Ten years ago I learned how to baby-sit from my babysitter. Elizabeth was 16 when she began babysitting for my parents. I was 9 and my older brother was 10. We were almost old enough to stay home alone, but not quite. At least our parents weren't ready for us to stay home alone yet. Our parents had a very active social life. Every Tuesday night they played cards (Canasta or Hearts or something) at the Jackson's down the road from 8:00PM to midnight. Every Friday night was "date night" for my parents. Without fail, Mom and Dad went out for the entire evening. They claimed it kept the romance alive in their relationship. On top of that, it was not unusual for them to have at least a couple of other evenings out each month. We generally had a babysitter about 10 times a month. Mrs. Hogan kept us for a long time until she moved to Florida. She was a nice old grandmotherly type. Fixed us brownies, read us stories, and tucked us in bed. When she left we went through three or four other people until they found Elizabeth. She was willing to guarantee every Tuesday and Friday and most other times, so she was hired permanently. One other note about my family. We weren't prudes or anything, but we were pretty conservative. Went to church pretty regularly, weren't allowed to see certain shows on TV (especially HBO), that sort of thing. Brad (my brother) and I always wore pajamas to bed. We had never bathed together (at least not since we were babies) and never saw each other naked or even in our underwear. Bathroom doors were always closed and bedroom doors were too, at least when we were changing. Sexuality and nudity simply didn't exist in our household. I'm not even sure my parents still did it anymore. Elizabeth started babysitting for us on a Friday night in October. She came in wearing low rider jeans and a tee shirt that revealed her belly button. I was used to Mrs. Hogan in her long dresses, but Mom and Dad seemed unfazed. They gave her all the necessary information and went on their way. That first night was pretty relaxed. We were sort of feeling each other out, not sure exactly what to do or how to respond to one another. She fixed us dinner. We helped with the dishes. Everything was pretty normal until she asked us where the bathroom was. In our house the guest bathroom is right off the entryway by the front door, around the corner from the kitchen where Brad and I were filling the dishwasher. When we were done we walked around the corner and there she was, sitting on the toilet, jeans pooled around her ankles, peeing with the door wide open. Brad and I just froze and stared. We'd never seen anyone pee with the door open, especially in our house. "So what do you guys want to watch on TV?" she asked cheerily. We just stood there like two mute idiots. "Come on, let's go see what's on," she said, then stood up right in front of us and wiped her bare crotch. I'd never seen anyone older than me naked (and even that was rare). Brad had never seen a nude girl before in his life (not since I was two anyway). And here was Elizabeth, slightly crouched, legs spread, wiping toilet paper across her pussy. It was covered in tightly curled brown hair (her pussy, not the toilet paper). She pulled her jeans up and buttoned them while we stared. I noticed that she didn't have any panties on. Grinning as though nothing unusual had just happened, she marched into the living room, collapsed into the recliner, and turned on the TV. Flipping through the channels she landed on a show called Blind Date, where cameras followed two people who didn't know each other around on their first date. "How's this?" she asked. "Mom and Dad don't let us watch it," I replied. "What they don't know won't hurt them, right?" responded Elizabeth. "You do know the first rule of babysitting don't you?" We shook our heads no. "My God," laughed Elizabeth. "How've you two made it so long without knowing the first rule of babysitting?" We just shrugged, a little confused. "The first rule of babysitting," lectured Elizabeth, "is that what happens here stays here. We can have lots of fun and do all kinds of cool stuff, but as far as your mom and dad are concerned, everything went according to their rules. As long as what happens here stays here, family rules are gone and babysitting rules rule! Deal?" The idea that we might be able to do some things that our parents wouldn't let us do sounded pretty cool. Without hesitation we agreed and settled down to watch TV. Normally we went to bed at 9:00PM even on Fridays so we weren't surprised when Elizabeth sent us upstairs to get ready for bed. We were surprised, however, when she told us we could come back down and watch some more TV. That was cool. A few minutes later we both came down together. I wore a long flannel nightgown and panties. Brad wore long cotton pajama bottoms and a matching pajama shirt with Spongebob Squarepants on them. The outline of his underwear underneath was clearly visible. Elizabeth laughed as we entered the room. "How cute my two little babies look in their little p.j.'s," she said in her ultra sweet let's-make-fun-of-the-kids voice. We were both a little embarrassed and confused. These were our favorite pajamas. Laughing gently, she hugged us both and led us to the big recliner where we cuddled up together and watched some more outlawed TV. About 11:00 she led us upstairs and tucked us in bed. "Remember the first rule of babysitting," she whispered as she turned out the light. Tuesday night Elizabeth arrived precisely at 7:45PM as instructed, wearing exactly what Mom and Dad expected a 16 year old girl to wear on a school night. She had on a navy blue pullover sweater with a white shirt underneath it, a mid-thigh length plaid miniskirt and knee high white socks with white tennis shoes. The perfect picture of a preppy teenager. "Elizabeth," my mom said as she came in and they headed out. "the kids have finished their homework and eaten. All they need now is a bath. Bedtime's at 9:00. We'll be home at 12:15. The number for the Jackson's is on the refrigerator. Any questions?" "No ma'am," she replied. "They were little angels Friday. I'm sure there won't be any problems tonight." They kissed us good night and walked out the door. Brad and I still weren't too sure what to think about Elizabeth. We certainly had never met anyone like her before. She looked at us and smiled. "What's the first rule of babysitting?" "What happens here stays here," proclaimed Brad. "Family rules are gone. Babysitting rules rule!" I added. Elizabeth grinned. "You know what rule number two is?" she asked as she walked into the living room. "No. What?" we asked, following. "Always be as comfortable as possible." Turning around and facing us, she grabbed the hem of her sweater and pulled it over her head. As she did so her shirt came up with it and exposed her left breast. She wasn't wearing a bra. Brad and I both simply stared. She finally struggled out of her sweater, pulled her shirt down, and laid the sweater neatly on the back of the couch. Then, still facing us, she unbuttoned her shirt and tied the tails tightly together under her breasts. Her breasts were completely covered, but her stomach was bare and I just knew that if she bent over we'd be able to see her tits. Next, she sat down and slid her shoes and socks off. "There," she proclaimed. "That's better." Mom and Dad had been gone less than two minutes and she had transformed herself from a prim little preppie to every man's wet dream. "Talk about getting comfortable," she said. "You two look like a couple of Mormon missionaries! Let's get you two in the tub, then we can relax and watch some TV." With that, she headed towards the stairs. At the bottom of the stairs she turned and looked at us. We were rooted to the ground. I mean stuck solid. We couldn't move. Frozen. Like giant redwood trees. "Well, come on," she said. We didn't move. "You're not telling me... Wait a minute..." She started laughing. "You guys don't bathe together, do you?" We both shook our heads. "O My God!" She proclaimed. "I don't believe it. You're only fifteen months apart, and you don't bathe together?" We shook our heads again. "I bet you've never even seen each other naked, have you?" We shook our heads again. "O My God!" she laughed. "Everybody I've ever babysat for bathed together! And I... I mean... You never..." Laughing, she came over to us and knelt in front of us. "Listen," she said, looking us both in the eyes. "What happens here stays here. Family rules are gone. Babysitting rules rule. Do you agree with that?" Brad nodded his head. Elizabeth looked at me. Swallowing, I nodded as well. "OK," she smiled. "As you may have guessed, my family's pretty open about nudity and stuff. And the other families I've babysat for haven't had any problems seeing each other at bath time. I really don't want this to be any different. But I don't want to push you into anything you're uncomfortable with. What do you say?" We were silent for a moment. Then Brad spoke up, "Babysitting rules rule!" "Great!" said Elizabeth. "And Ashley?" she asked, looking at me. I just looked down at the floor, my insides doing cartwheels. Secretly, honestly, I wanted to do it more than anything in the world. But I was scared to death as well. "Well," Elizabeth sighed, standing. "OK. I'm not going to force you into anything. If you don't want to, that's OK. I'll just tell your parents they'll need to find someone else." "No! Wait!" I cried. "You don't have to quit." Elizabeth knelt down again and took both my hands. "Yes, Ashley, I do. I baby-sit based on a set of rules. If you're uncomfortable with them, that's OK. But if you're uncomfortable then I'm uncomfortable. And I don't work where I'm uncomfortable." I looked into her eyes. "Babysitting rules rule!" I said. Unsmiling, she continued to stare into my eyes. "Are you sure?" With confidence I proclaimed, "Yes! Family rules are gone. Babysitting rules rule!" Grinning, she stood and said, "OK then! Let's get you two in the tub!" She marched us upstairs and directly into the bathroom. After turning on the water she turned around. "OK. Oldest first. Brad, come here." Brad stepped forward. Without ceremony, Elizabeth grabbed his tee shirt and pulled it over his head. Squatting, she untied his shoes (yes, we wore shoes until bedtime in our house) and slipped his feet out. While he balanced himself by holding on to her shoulders, she pulled each sock off. Then she undid his belt, unbuttoned his jeans, pulled the zipper down, and in one motion pulled both is jeans and underwear down to his ankles. And there he stood. Bare-assed naked in front of me. I'd never seen a naked boy before. Never seen a penis. Never even seen a naked bottom. His cock pointed straight out, almost touching Elizabeth's nose. My friends and I had giggled about "boners" before and I guessed that's what this was. I knew he didn't always stick out like that. It was about three inches long and about as wide as a magic marker. "My, my, you're gonna be quite a man," smiled Elizabeth. She gently moved him aside and held out her hand for me to step up. Nervously, I did so. Still squatting in front of me she unbuckled my shoes and slid them off. I looked down and realized that I had a clear view of her braless tits. I'm sure Brad had too. She slid my white socks off and laid them on Brad's pile of dirty clothes. Looking into my eyes, she undid my dress and let it fall to the floor. She unbuttoned my shirt and slid it off my shoulders. Sliding her fingers gently down my bare skin, she hooked her thumbs into my panties and pulled them down to my ankles. Now I, too, was nude. I stood staring at Brad who was staring at me. I was only nine years old so my chest was as flat as his was. My nipples, however, were strangely hard and sensitive. My pussy was hairless, just a mound with a thin slit down the middle. "Alright kids, into the tub," announced Elizabeth. Sheepishly we climbed in. The water was hot and really did feel good. But we didn't know where to sit. Finally I sat down with my back to the foot of the tub. Brad sat down with the faucet behind him, which meant he couldn't really lean back. It also meant that we each had an unobstructed view of each other's body. "You guys relax. I'm going to go pick out your pajamas," Elizabeth said as she walked out of the room. I will never forget that first bath with Brad. We both sat as still as could be. My legs stuck out straight in front of me, tightly together, both on Brad's right side. His legs were in front of him with his legs tightly together on my right side. We were both afraid to move. I kept looking at his cock, which still seemed to be standing rigidly at attention. After a few minutes of total silence Elizabeth came back in, lifted the toilet seat next to the tub, pulled her skirt up around her waist (once again, she wore no panties) and sat down. A hard stream of pee rained into the toilet. Brad's cock seemed to twitch a little. "I picked out your pajamas for you. They're on your bed," she said, looking down at us. We nodded silently as we listened to the last spurts of her pee. Without a care in the world, she stood up and wiped the moisture off her crotch, dropped the paper into the bowl, flushed it, then let her skirt fall back over her bare crotch. "OK. Enough fun and games," she laughed. "Time to wash your hair." Brad and I looked at each other uncertainly. Normally we didn't even take baths. Showers were much easier, especially when washing my hair. Elizabeth knelt down beside the tub and leaned over it. "This'll never do," she said as she picked up my ankle and moved it over Brad's body so that my legs were spread with my feet on either side of his bare hips. She then picked up Brad's ankles and placed them on either side of my hips, so that our legs crossed over each other at the knees. "Brad, since your legs are on top, you go first. Slide down into the tub until your hair is in the water so I can get it wet." With a touch of panic in his eyes, Brad scooted his rear toward me, inching his body deeper into the water, bending his legs more and more. "Come on, come on, scoot on down," urged Elizabeth. Brad finally realized he couldn't get in far enough with his feet in the tub, so he raised them up to the sides and slid all the way down. "Your dripping over the side of the tub," complained Elizabeth as she grabbed his foot a placed it over my shoulder, then did the same with the other. Brad was now all the way in the tub, the back of his head submerged, looking up at the ceiling. His legs were hanging over my shoulders. And, looking down, his crotch was pressed right up against mine! His hard little cock was pointing right up at me, his tight sack rubbing against my bare slit. Elizabeth leaned over the tub and rubbed Brad's head, getting his hair really wet. Since his feet were in the air he had no traction whatsoever. As a result, every time she pushed on his head he slid up against me, his ass rubbing against my pussy. The more she did it, the more I pressed back into him. "Alright, sit up Brad," she said as she lifted his head above the water. He slid back up to a sitting position. "Your turn, Ashley." I already knew what was expected, so I slid down into the tub, lifting my feet and placing them over Brad's shoulders. I came to rest with my wide open pussy pressed tightly against his crotch. His balls were resting on top of my slit, his cock still pointing right at the ceiling. I knew he was seeing parts of me that I hadn't even been able to see! Elizabeth once again leaned over the tub and rubbed my long brown hair, getting it really wet. I realized, looking up at her, that her shirt was almost undone and I could see her breasts easily. I assumed Brad could too. As she rubbed I gently pressed my cunt into Brad's crotch, enjoying a sensation I had never felt before. I mean, I had never even masturbated before. I didn't know what this new sensation was, but it felt really good! "All right Elizabeth, sit up," she said. I scooted back up, putting my feet back against Brad's hips. Elizabeth squirted some shampoo into her hand and leaned over the tub to rub it in Brad's hair. We were both old enough to do it ourselves, but neither of us really wanted to right now. "Shit, this'll never do," she complained almost under her breath as she leaned with arms outstretched towards Brad's head. Standing, she swung one foot into the tub, hiked her skirt up, and sat down, straddling the edge of tub. I knew from the way she had pulled her dress up, and the way Brad's eyes were bugging out, that her pussy was wide open to Brad's view. "There, that's better," she exclaimed as she vigorously shampooed Brad's hair into a full lather. She swung her other foot into the tub and twisted around. Just as she was lifting her first foot out of the tub so that she would be facing me, her ass slipped off the edge and with a tremendous splash she landed right in between us! Her legs flailed in the air, her soaking wet skirt was around her waist, her bare pussy staring right at me. Her shirt had come completely undone and was drenched. She was lying back on top of Brad's bare chest laughing hysterically. Neither of us knew exactly what to do, but Elizabeth seemed to take it all in stride. "Well, I hadn't intended to take a bath with you," she laughed. "But here I am." Struggling, she sat up between us. "Unfortunately there just isn't room for all of us," she said as she stood up and carefully stepped over the side. She stood looking down at her drenched clothes. "I'm sure as Hell not going to stay in this though," she said, and pulled off her dripping wet skirt and shirt, standing before us stark naked. Elizabeth had a beautiful body. Her breasts were fairly small, very firm, her stomach flat, her pussy covered in a smooth mat of tight brown curls. She had long brown hair, much like mine, and the body of an athlete. "Let's try this one more time," she said as she straddled the tub again, this time facing me, and shampooed my hair as though nothing had happened. I couldn't take my eyes off the wet curls between her legs. "I bet your mom has never even shown you how to properly wash yourselves, has she," asked Elizabeth. We both muttered, "Idunno" under our breaths. "OK. Well, I'll show you this time, but next time I'll expect you to do it to each other. Oh yes. It's much easier to bathe someone else properly than it is to bathe yourself," she added at our astonished faces. "I always try to bathe with someone else when I can." "Ashley, stand up. I'll start with you this time." I stood up and shivered as the air hit my wet body. "Now some people prefer to use a wash cloth. I prefer to use my hands. It's much more gentle," she said, back in her lecturing mode. "First, you rub the bar of soap all over your body." The hard smooth bar of Dove slid up my extended arm, under my armpit, around and down my back, around and down my chest and stomach, around my hips, thighs, and calves. "Then you have to work up a full lather." She sat the Dove down and began rubbing my body with her soft hands. I'd never felt anything like it before. Gently she massaged my arms, back and chest, creating a glistening lather of soap. She then started low on my legs and worked her way up to my crotch and rear. "Now, your bottom and crotch should always be the last thing you wash, but it's also the most important. You have to really get it clean in order to keep yourself healthy. That means rubbing it really well inside and out. Now Brad watch carefully, because this is the part that's the hardest to do by yourself. Ashley, spread your legs a little. She turned me so that I was facing her. She gently rubbed two soapy fingers between my legs, opening the folds of my pussy. With one hand she held my pussy lips open while gently rubbing it with the other. "This tiny bump here," she lectured, "is your clitoris. It's what feels so good when you rub it." She pinched it softly and rolled her thumb over it. A shiver ran up my spine. "Now you also need to clean inside." While continuing to rub my clitoris she slid a finger into my pussy, sliding in until she touched my hymen. "Be careful not to push too hard or you'll break her hymen," she told Brad. "She isn't ready for that yet." "Make sure and clean it really well," she continued as she swirled her finger around inside me, wiggling it, sliding it up and down. Her other hand continued to rub my clit. "Now Brad, my hands are full. Why don't you wash her asshole?" "What?" he stuttered. "Wash her asshole. First, get your hand really soapy." I felt like I was losing touch with reality. Elizabeth's voice sounded so far away. I was vaguely aware of Brad picking up the soap and rubbing his hands with it. Elizabeth turned me slightly so that my rear was facing Brad. "Now get one finger really soapy. Put it right up against that little pucker spot between her cheeks." I felt something press against my ass. "Now Ashley, sometimes this feels uncomfortable for just a moment, but it'll pass and then we'll get you really clean. Brad, press your finger into her." I felt him push harder into my ass, but I was so far into some other world that I didn't care. He pressed again. Then again. Then I felt his finger slide right up into me. "Now, Brad, slowly twirl it around like I'm doing." I had never masturbated before. I'd never seen a nude woman before. I'd never seen a nude boy before. Now I was in the tub with my brother, his finger sliding around in my ass, my baby-sitter rubbing my clit and finger fucking me! With a tremendous shudder my eyes rolled up into my head and I collapsed onto Brad's and Elizabeth's hands as wave after wave of pleasure flowed through. I felt Brad start to withdraw in alarm. "No. Stay." I muttered as I reached behind me and forced his finger back into my asshole. It wouldn't stop. My whole body seemed to vibrate. My pussy felt like it was on fire. I felt alive. Really alive. Like I could see and feel and hear everything yet was aware of nothing. I knew I was yelling, moaning, groaning. And still she rubbed my clit and fingered my pussy. Still Brad pumped his finger into my ass. And still those waves of glory flowed through my soapy, bare, naked body. I realized that my entire body was resting on Elizabeth's arm. At a nod from her, Brad slid his finger out of my ass. Gently she removed her own finger from my pussy. I slowly slid back into the tub. "And that, my dear little Ashley," whispered Elizabeth, "was your very first orgasm." I lay back letting the warm water caress my body. I'd never felt anything like this before. I can't even begin to describe it. Elizabeth was looking at me with sparkling eyes and a huge grin. Brad had a look of wonder on his face. "Stand up, Brad," she said, turning her nude body towards him and picking up the Dove. Silently she rubbed the bar all over his body. Then setting it down, she began lathering him up. His was still rock hard, pointing straight ahead as she rubbed his arms, chest, back and legs until he resembled a melting snowman. "It is very important to wash your penis really well," whispered Elizabeth as she cupped his balls in her soapy hands. Gently she covered his cock with her hands and rubbed them all together, creating a cloud of soap. I heard Brad moan quietly. She walked him a couple of steps closer to me so that I could see better and so that she could reach his rear end. "You also need to clean you rear really well." With one motion she pushed her soapy middle finger all the way into Brad's asshole. Brad gasped, sucking air into his open mouth, eyes widening. "Sit up close, Ashley," said Elizabeth. "Watch closely and when he starts to squirt open your mouth and see how much you can catch." Unsure what was about to happen I sat up and watched as Elizabeth washed Brad's cock. One finger was in his asshole. The other hand was soaping his cock, gripping it tightly and sliding all the off the top then all the way down to his balls. Brad's legs were trembling. One hand was leaning against the wall for support. His whole body tensed, legs, arms, chest, everything. I heard him suck in breath again and then he groaned, one long loud moan. Then it happened! His cock started leaping and bouncing as though it was alive. And white stuff started squirting out of it. My face was less than two inches from it. The first shot landed right across my nose. As instructed, I opened wide and caught the next shots right on my tongue! I didn't know what it was. Didn't know what was happening except that it was somehow related to what happened to me early. I wasn't sure whether I liked the taste or not, but it wasn't bad. Salty. Warm. Sort of creamy. I don't know how long it lasted, but when he stopped squirting my mouth was full of his white stuff. "Let's see," said Elizabeth. I turned and looked at her, mouth open wide. "Wonderful!" she exclaimed. "Now swallow." I closed my mouth and felt the creamy fluid coat my mouth and slide down my throat. Brad was slowly sinking down into the tub. "And that, my dear Brad, was your first orgasm," Elizabeth laughed triumphantly. "A lot of boys your age can't do that yet." Both of us lay back into the water and closed our eyes, totally spent. Elizabeth let us relax for a few moments before telling us to stand up so she could shower the soap out of our hair. Once done she handed each of us a towel then got one for herself, since she was almost as wet as we were. "OK kids," she said cheerily. "I'm going to go put my clothes in the dryer. They're drenched. Remember, rule number two is always be as comfortable as possible. As far as I'm concerned, nothing is as comfortable as my skin. You two can stay nude until bedtime or you can wear the pajamas I set out for you. I'll meet you downstairs." I never found out what pajamas Elizabeth set out for Brad that night. She'd found a nightshirt that I hadn't worn since I was seven. It was so short that it didn't even reach my crotch. No panties were included. I figured it was pointless, left them on the bed, and went downstairs nude. Brad had done the same. All three of us, naked as the day we were born, cuddled up together on Dad's big recliner and watched outlaw TV. She even let us stay up late enough to watch some show on HBO about sex. It was so cool. About 11:00 she took us upstairs and dressed us in appropriate pajamas. "What's rule number one?" she asked. "What happens here stays here," we both announced in unison. Elizabeth kissed my forehead, turned out the light, and headed downstairs, still nude. Elizabeth babysat for us until I was 13. There were a lot of other rules to come. Maybe I'll share them with you sometime. Send comments to nightchallenger999atgmail.com