1 comments/ 159436 views/ 3 favorites Once Upon a First Time By: slave2seven It all started one day when I had noticed our next door neighbor, Myra, working in her backyard. I was 18 and as usual doing various chores around the house. We have a swimming pool so our fences are built slightly higher than the rest of the neighbors for privacy, which, as I found out, also means the neighbors get a bit of privacy as well. As I sat on the roof, taking a break from trimming back tree limbs off the roof for winter, I watched her in her blue jean cut offs and tank top. Myra, not exactly a looker, with dark hair that tangled down her back, she had rather large thighs and big hips that actually tapered to a sort of chubby waist and smaller upper body. I could see her ass sticking out of the shorts as she bent to move the sprinklers around the grass. She then went inside and I sat fantasizing about her. I was wearing shorts and pulled my hard cock out the side of them. A bit of pre-cum had already begun oozing out the tip. I had already jerked off this morning with a prolonged taking over of the bathroom, running the shower to cover my moans and the whacking noise, while I sat on my knees jerking away till I spurted all over the floor, so I was in a constant state of arousal it seemed. As I fondled my cock lost in my daydream, Myra came back outside, this time wearing a bathing suit, her meaty thighs shaking as she walked, her pale skin nearly reflecting the sun, and bouncing in their bathing top were two tits that absolutely captivated me. I barely could take my eyes off of them. She carried a magazine, towel and glass of some type of drink. She spread the towel out on her lawn at an angle sort of facing me and then as she bent over her tits looked enormous as they hung down and I was mesmerized as she lay down. It was either my bad eye sight or my imagination but I could swear I could see her black haired muff sticking slightly out of her suit as she lay down. I sat there silently staring at her stroking my cock, dreaming of her looking up at me and asking me to come over. As she was wearing mirrored sunglasses it looked as if she were staring right at me, though hidden as I was I thought it impossible. Just as I was cumming from jerking I moved and the hand saw went tumbling down the roof and off the gutter, embarrassed I tried to pretend like nothing was happening, and I guiltily glanced Myra's way and she waved and said, "Hi there, working hard?" Not knowing if she had actually seen me or not and out of embarrassment I climbed the ladder down to retrieve the saw barely mumbling a reply. I went inside to get a coke and when I finally got back on the roof, Myra had rolled over; she had pulled her bathing suit into her butt cheeks so it resembled a thong and I sat there staring at those wonderful huge globes once again dreaming of fondling them. Putting my mind off of things I climbed up and went back to work, occasionally glancing over to see what kind of view she might give me next. Now at night I would go out and party with my friends and would come home stoned or drunk or both and horny as hell. Knowing my parents, like clockwork, would be in bed by 11:30 Pm, I would get something to eat and kick it in my room listening to tunes with my headphones. But by 11:45 I had the porno magazines laid out across my bed with my favorite pics and stories before me. My bed was pushed up against the wall under a big window facing the fence that separated Myra's and our house. Straight across was a room that as far as I knew was not used very much as her Master bedroom was on the other side of the house. I guess because with the lights on in my room, the reflection and the darkness of her house, I thought I was alone and safe and that no one could possibly be watching me as I sat on my knees stroking my cock looking at my favorite porn stars. I would walk around naked all night in my room, posing in my mirror and doing exercises etc. One horny night, I was following my ritual and was in mid-stroke with my hand all oiled up, when I heard my parent's bedroom door open. In a panic I threw the covers over the magazines and threw some shorts on and quickly turned off the light. As I felt busted and guilty as hell my Mom poked her head in the door and asked if I were asleep, and reminded me, "to make sure I came straight home from school as I had a dentist appointment at four." "Yeah, yeah, yeah!" I said. I listened as my mom's footsteps retreated and her bedroom door closed. But I was not thinking about my Mom at that point. I was in shock because when I turned off my light and ran to my bed I was looking straight across at Myra, who was standing in her window staring at me behind curtains. Because without the light the glare was gone immediately, I caught a glimpse of her as she tried to back away from view. Interesting, I thought, so she has been watching me jack off. I lay in bed staring over the fence at the window wondering if she was still standing there. My cock grew so hard I thought it was going to burst at the thought of her watching me. I was so horny that I lay on my back in the dark and stroked till I shot my load straight up in the air. I slid my magazines under the mattress, cleaned myself off and called it a night. All day the next day all I could think about was Myra watching me. I was a walking hard on in a daydream as I imagined all kinds of scenarios with her. When I got home that afternoon, I went to my room and looked over but there was no sign of curtains moving or anything and most likely she was still at work. I continuously pranced around my room naked keeping my cock half erect most of the time just in case she might be there watching. I went out that night and came home buzzed. This time I kept my lights off as I suddenly had stage fright; I kept glancing over wondering if she was there but saw no signs of her. The next day, I was walking around with a hard on thinking of her watching me; it was all I could think about. That and the impressions of her in her bathing suit that day. All I could think about is the sight of her lying there and the tufts of hair protruding out from her bathing suit just like in the magazines. The only time I had seen a pussy up close besides in a magazine was the summer before. I was at a neighbors pool party and families around our end of the block were there as the husbands had gone abalone diving and they were cooking a big BBQ. All the adults were drinking while we kids played in the pool. As dinner approached, I was asked to run across the street to Jim and Marty's house to get some stuff from their kitchen. I entered the house and went back to the kitchen to gather what they wanted. On my way out the door I took a detour to the bathroom to take a pee. As I entered the bathroom it opened on the other side to the master bedroom and lying face down was Marty naked. I couldn't believe it. I stood and stared and then crept up closer for a better view. My heart was pounding in my chest as I stood over her. Her legs were somewhat spread in the odd way she had fell asleep and I stared at her ass and her pussy. Thick hair grew around her pussy and up the crack of her ass and around her butt hole; of course these were the days when shaving was not the norm. I would have given anything for her to turn over so I could see her tits or more of her body. Guiltily I crept out of her bedroom and back to the pool party as I had now seen my first live pussy and what would become something I fantasized about for years. Later that night I went out with friends and came home horny and stoned as hell. Once I got past the parental nightly grilling, I went to bed and faked going to sleep. As soon as I heard my parents go to bed I hopped out of bed and turned on the light. I oiled up my hands and my cock and stroked it to a raging hard on, I walked around my room acting like I was busy, the whole time thinking she might be watching. I abruptly turned the lights out and spun to see if she watching and as before I caught a glimpse of her moving away from the curtains as they moved ever so slightly as she retreated. Again I finished myself off in the dark promising myself I would be brave next time and stand on my bed and jerk off facing her. Oddly enough, I pretty much avoided her, staying indoors keeping away from any chance of seeing her, but in the safety of my bedroom I was a brave exhibitionist. I had no idea what I would say to her if I saw her and it really scared me to death. I mean what could I say if confronted by her? Deny it completely? Claim ignorance that I didn't realize my window was wide open and that she could look right in. Well, that was the truth wasn't it? At least it was at first. The weekend came and I was forced to do my usual chores, mowing the lawns and gardening, and as I was pushing the mower I saw Myra's garage door open and she backed her car out. As she drove away she waved to me smiling just like any other day. Maybe it was all in my head and I really wasn't seeing her hiding behind the curtains at night. I don't know now. That night I got pretty stoned and drunk and came home really buzzing and as usual horny as hell. This time I was throwing caution to the wind. I turned on my light, tore my clothes off, my cock already hard, I grabbed some Vaseline and stood on my bed facing the window and Myra's window. I leaned against the window sill as I stroked my cock for all I was worth. I shot streams of cum onto my window and down the wall. I stood there cupping my balls and stroking every last bit of cum out of my cock before I hopped down off the bed and turned off the light. But completely disappointed as there were no signs of Myra watching me at all. I finally got brave enough to put on a show and there was no audience. A few nights later, horny as hell, I did the same thing standing on my bed staring right at what I thought would be Myra if she was watching me and cumming on my window. Again after turning the light off I still saw no signs of her. Maybe it really was all a fantasy. Embarrassment and guilt was all I felt as I laid in the dark thinking what if someone else had seen what I was doing. Friends of mine would sometimes hop the fence late at night and come over to my window to wake me up to sneak out and party. I was risking a lot of potential embarrassment. But when my hormones kicked in I would get so focused and horny I could not think of anything else but satisfying my fantasies and cumming. Walking down the street coming home from a friends I came to the edge of Myra's property just as she was struggling taking the garbage cans out to the curb. She had her hair pulled back into a ponytail and was wearing a sweatshirt and jeans. I could not help looking at her chest and then making matters worse I could see the outline of her nipples reacting to the cold early evening as they poked against the sweatshirt fabric. She asked if I could help her with the trash cans as they were full and really heavy. As I helped her lift the can and drag it out, I was so embarrassed as I was standing this close to her; she kept glancing at me as she made small talk about school and things. I kept glancing down to catch another glimpse at her chest; I simply could not help myself. I kept wondering if it was all in my head, was she really watching me through my window, but she didn't say anything. Because I had gone days without seeing her or thinking I saw her at the window I had quit jerking off so dramatically. At this point masturbating for her, if she even was there, was starting to lose it's appeal as I had no signs at all that she was even watching, so what was the point. Eager to get away from her and any conversation, I quickly helped her get the garbage out and mumbled that I had to go. I could not even make eye contact with her as my nervousness increased full tilt. She started to say something to me, but I was already running towards my house acting as if I had not heard anything.. All day long the next day all I could think about were her hard nipples through that sweatshirt and what they must look and feel like. The next night I got out my magazines and knelt on the bed, my cock hard as can be as I rocked back in forth fucking my hand and then I heard my parents door open again, this time I hopped out of bed and clicked the light off and as I turned around there was no mistaking Myra in the window, and this time, either because I caught her or because she wanted me to see her, she only backed away slowly and I caught a full view of a dark bush of pussy hair and a glimpse of her large sagging breasts with huge areolas dark brown in color. But her eyes were what got me. She has eyes that are washed out sky blue, so intimidating looking. It still played with my head, was she really there, was I imagining it? No, she was there, no question. When my parents went to bed I was too chicken shit to turn the lights back on and finished myself off in the dark. Now I knew she was watching. The next couple of nights I had lost my courage as it no longer were a question if she was there, she was there and I was too nervous about it to do anything. Each day that I left my house I always went the opposite direction from her house in a hurry. I avoided as much as I could being outside when I was home. I even took to closing my drapes so she couldn't see in and know I was home or not. I knew, inevitably I would have to face her, especially as Saturday chores were unavoidable and what would be worse facing her and my embarrassment or facing my Dad for not doing my work? And then the worst case scenario hit me; what if she was to tell my parents? I had no idea what to do but to keep acting like it never happened. Saturday rolled around again and there was no getting out of mowing the lawns and doing my chores. As I was doing my laps with the mower, Myra came walking out, I looked up to see her in old jean shorts and a white top with no sleeves, her whole body seemed to bounce with every step she took. She walked right up to me. As I could barely hear her over the mowers engine she leaned real close and I could feel her cool breath and those intimidating eyes upon me. "Would you mind doing my yard and the back for me, I will make it worth your while." She smiled as she said it. I looked immediately down as my eyes met hers and swept across her chest, but no sign of nipples this time. As I had done it before it was not an out of the ordinary question to mow her lawns, so I nodded my assent and went back to mowing, trying to avoid any conversation. When I had finished I was rolling her garbage cans out along the side of her house for her when I felt an icy wet hand on my arm. She had brought out a coke for me and the coolness startled me. I was trapped and here whatever she had to say was coming, and my stomach knotted up in worry. "So......" she said. I looked at her wondering what she may say, trying to avoid eye contact. "Well, I don't know what to say. I am so disappointed." She hesitated and I looked up into those eyes." I was so enjoying your little shows you were putting on for me and then you just stopped." "I .... "I stuttered shaking my head. "Oh! No! You know just what I am talking about. I was there watching you as you masturbated for me, staring right at me, cumming all over your window, night after night. I was enjoying it and now you have stopped." She stared glaring at me. "Is that fair?" Those eyes burning holes in me. Again I was at a loss for words, she was controlling the situation and I had no idea what to do. "Well if you aren't going to put on a show for me at night, then I think you had better come inside right now and do it." "Right... now? I can't ....I..." trying to think of anything, but she grabbed me by the arm tugging me forcefully and said "Right Now!" We walked into her house through the side door and she walked over to the living room and closed the curtains. She sat on her couch pulling her feet under her and sat staring at me. "Well, let me see your show. Get naked! Now! And show me your penis." I was only wearing shorts, tighty whiteys and a tank top. I was scared to death, my knees were shaking I was so nervous. I just stood there frozen, unable to move. Should I do it? Should I leave? This is what I have been dreaming and thinking about for weeks and here I am. "Don't you think you owe me? You have the balls to do it in front of my window and be a peeping Tom in my backyard. I should tell your parents about this." She said this forcefully, menacing, really commanding. "Oh No!" I thought she saw me up on the roof that day, too. In complete confusion of being embarrassed, my parents finding out, and her presence commanding me, I did not know what to do. "Get naked now I said!" she demanded once again, sounding much like my Mother she added, "I'm not going to tell you again!" I slid off my tank top and pulled my shorts down. I could feel the cool air surround my nakedness and those penetrating ice blue eyes on me. Standing in front of her, I felt my cock shriveled up and my balls were trying to join it in hiding. "Now the underwear, everything off!" she stared coldly at me, expectantly. As I slid my underwear down to my ankles and stood up and kicked them away I stood up and faced her only to find her laughing. "Will you look at that pathetic little cock of yours, why it is almost too small to measure the way it is. Come here!" I walked up close to her and stood. She reached out and held it between her fingers and tugged on it. "It looked so much bigger in the window. It is soooo cute!" she continued to tug on it, stretching it. "Why are you so scared? Weren't you big and brave jacking off for me in the window? But now you are a coward all shriveled up and useless. Now I want you to put on a show for me or I am gonna punish you, believe me, I am not kidding!" She let go of my cock and sat back. I backed up and stood there with my hands in front of me trying to hide my penis and my embarrassment. "Come on now, it is just me. You have done this how many times? Just pretend I am looking through a window at you." Her demeanor had changed a bit and she was now being a bit nicer so it seemed. I gave in to my desires over my embarrassment and started tugging and pulling on my cock, begging for it to get hard, and my balls remained shriveled up and tight nothing seemed to work. "I need my oil" I said. Myra got up and left down the hall. I started thinking about seeing her naked and those tits and I started to get that horny feeling. She came back with a bottle of baby oil and a towel. She spread the towel on the floor. "Hold out your hands." She said and squirted a generous amount of oil onto my palms. "Now get it hard!" she demanded as she sat down again on the couch. The oil had a magical effect on my cock as it got slick and started to grow in my hand. Soon my cock was fully erect and pointing at the ceiling. "Ah! It really is small, even hard, but so cute..... Mmmmm. Now stroke it for me." I stood on the towel and took my right hand and slowly rubbed my hand up my cock and over the head. I kept repeating the same motion and my cock seemed to pulse and throb each time I rubbed over the tip. "Here, Let Me." she said. I walked over to her with my cock pointing out stretching up to her as she reached out slid her hands up and down the shaft. I found myself humping up and down with the rhythm of her hand. She released me and told me to get on my knees and finish. I got on my knees on the towel and with my left hand holding my balance I started fucking my hand in earnest, humping up as I pumped it. I could feel the orgasm building explosively and I shot like a cannon a big streak of cum across the room, a second and third and so on till it trailed back to my cock as it still leaked out it's orgasm of cum. She got up in amazement and followed the cum trail. "That was like a world record!" she exclaimed. She crouched down and started wiping up the cum, dabbing some on her finger and tasting it. "Mmmm" she announced to herself. Once Upon a First Time "You were supposed to get your mess on the towel. That is what I brought it out for. Now you will have to learn to obey me and what I expect." I started to put my underwear on when in very scary and demanding voice she said, "Who told you you could put your clothes on? You think we are finished? No! No! This is just the beginning." "Have you ever seen a naked woman, besides your Mom that is?" she asked as she started to remove her tank top. I immediately said, "Yes". "You haven't had you? I bet you are a virgin too?" She stared at me. "No, I mean yes." I stammered not wanting to admit it. As she took off her top exposing these big pale tits that were not really round not really anything like I had seen in my magazines except for these enormous large areolas with big eraser-head nipples poking out. She had no bra on underneath and her belly pushed out a little on the sides of her shorts with a couple small rolls of fat. She pulled down her shorts and I saw hair work it's way ever so slightly from her belly button down to what was exposed as a thick forest of dark brown hair. She turned around as she put her clothes on the couch and I got a quick glimpse of her ass and I could see even along her crack there was hair growing there as well, just like what I saw before with Marty's ass.. Her ass was really big compared to these magazines, hell even compared to the only other Woman I had seen naked, Marty! Now naked she walked up to me and took my cock in her hand and told me that tonight I was gonna become a man even if I was hung like a boy. My cock had shriveled down and was covered in a mixture of cum and oil. She held my cock between her thumb and fingers and slid her index finger over the head using the lube mixture. She put the index finger over the tip and I jerked away as it was really sensitive still. She took my dick in her hand as we walked down the hallway to her bedroom she guided me by pulling my cock. She had a big four poster bed that sat high off the floor. She had me sit on the edge.... My feet did not touch the floor and she got on the bed and spun me around. My feet in the air, my cock slightly getting hard and my ass exposed up in the air, she crawled up between my legs and started licking my balls. She held my legs up in the air and spread as her tongue made it's way from the rim of my ass to the base of my balls and then sucked each one into her mouth. As my cock grew hard right above her nose she said, "I can't get over how small your cock is compared to your balls. But don't worry, I love it just the same." I really was not aware if my dick was small or not, aside from what I saw in my magazines and everyone knew about John Holmes so I had no idea. She started sucking my cock into her mouth. What an incredible sensation feeling her hot mouth and tongue wrap itself around my cock as she buried her face in my pubic hair as she sucked my cock deep into her throat and then back out again. I already felt as if I was gonna cum when she squeezed the base of my cock real hard and held it. "You can't cum yet." She said. "Now I am gonna teach you how to eat pussy." This whole concept was a mystery. I had heard guys talk about it but I did not know, so I dove in as if I did licking her engorged lips, licking her ass and anything else I could find with hair on it. But most assuredly I was not hitting her clit as she in mild frustration pointed out. So she slowed me down and guided me through it having me back up and use my fingers to examine her pussy and see the wonders of what she was talking about. I was amazed at how wet she was and my face was covered in her juices as if I had bit into a ripe peach. She patted the bed and told me to sit here. I sat on my knees about half way up her body and she told me to straddle her facing her feet. I climbed over her nearly kicking her in the head as I moved my feet over her head. "Now eat my pussy." She said as I buried my face in that bush. She in turn pulled at my hips pulling me back and I felt her mouth on my cock and my head jerked up in surprise. she slapped my ass and then kept spreading my ass cheeks open as I couldn't help myself trying to keep my tongue going on her clit and find a rhythm of her sucking and my humping her mouth. And then she throws me completely off as I feel her fingers sliding along my crack along my butt hole. As soon as she touched my anus I started coming and she nearly bench pressed me off of her as she must not have been prepared for it and my cum was a mess on her face. Laughing she rolled over and fell on top of me and kissed me. "Well, you are still a virgin. Technically, but I am sure we will change that soon. It was the first time she was smiling and happy it seemed. We lay there on top of the covers of her bed. I felt very uncomfortable with nothing to say. She played with my cock flipping it about and rolling my balls between her fingers. I was not getting excited and my mind was racing a mile a minute. Oh the stories I could brag about. Or could I? She must have caught on to whatever signals I was putting out as she sat up and said we need to talk, "No one must know of what we are doing, it is our little secret, you want to keep having fun don't ya? I nodded oh yeah I do. The next day was Sunday and all day long I hung outside shooting hoops and hanging out hoping I would see her. Too chicken to just go over and knock on her door. I was a walking hard on all day and was so tempted to lock myself in the bathroom and take care of things. Just after dinner I was outside throwing the football off our roof when her garage door abruptly started to open. I looked up and her car was just entering her driveway, she waved at me and smiled just like any other day. I was definitely disappointed when the garage door shut and she had not said anything to me. I went in the house disappointed and to my room. As I reached for the light I saw out of the corner of my eye that Myra was standing naked in her window across from me. Her fingers buried in that dark brown triangle of bush. I stood and stared as my dick started to get hard. She fondled her tits and pinched her nipples. With her left hand she made a jerking motion and I knew she wanted to see me jerk off like before. I was a bit paranoid about my parents walking in as it was still early and they were awake and nodded my head that I couldn't do it. She made a mad face and put her hands on her hips staring at me. I could see her mouth moving but could not hear what she was saying. She pointed at me and then at herself and then wiggled her finger in a beckoning manner. I pushed out the screen and went out my window and hopped over the fence. She met me at her back door and all I could see was her outline from the glare as I approached. As I opened the door and went inside, there she was standing completely naked in front of me. I just stood staring mesmerized by her tits and then I would look down at her mesh of hair around her pussy back to her tits and finally up at her eyes. "When I tell you to come over here I expect you to obey. When I tell you to jerk off for me in the window, you jerk off. And right now we will have a new rule, anytime you are in my house you will not wear any clothing unless I approve it. For now on you will do whatever I ask you to do. Understand?" While she was speaking she had walked over to me staring me straight in the eye as she spoke. I felt very intimidated by her. "Next time I have to ask you twice to do something or you disobey you will be punished and you will not like it, believe me!" I had lost concentration on what she was saying as I was staring at her erect nipples, the large brown areolas just begging to be licked and sucked. Suddenly she grabbed my left wrist and pulled down and turned me and before I knew it she had swatted my ass about 5 times hard. "Are you paying attention now?" She asked again staring at me with those eyes. "Y-yes" I stammered. "Apparently not! You are in my house and you still have your clothing on!" she said as if in disgust. She then turned on her heels and walked away from me across the room and down the hall. I stood there flabbergasted not sure what to do. I took my t-shirt off and then my shorts and underwear. I stood there naked tugging on my flaccid penis as it seems to be as nervous as I was and I didn't want to be told how small I was again. So I tried, in vain, to make it bigger. "Come here, now! She yelled from somewhere down the hall. I walked down the hall and found her sitting on the edge of her bed. She patted the bed and told me to sit next to her. As I sat down she reached across my lap grabbing my cock in her fingers and pulling on it stretching it. "Oh my goodness, it looks even smaller than yesterday." Sitting on the bed hunched like that did make it look smaller of course. "Come out and play little pee pee." She said as she pulled on my cock some more. Flicking it away frustrated she said, "well we are gonna have to teach you to respond better than this if you are gonna please me. But there are lots of things we can do." She turned toward me and pushed me back on the bed. She started to kiss me, sticking her tongue deep into my mouth as she lay astride me. She then sat up and straddled me sitting right on my limp cock placing her hands on my chest and then she leaned forward. "Suck my nipples, honey." As she leaned forward I grasped each breast in my hand and squeezed them bringing each one to my mouth for me to suck on. I could feel her nipples hard against my lips and tongue. She leaned further forward and started to kiss me more. As she leaned forward her weight came off my cock as it started to grow and get hard. As she sat back down she felt my cock poking her in the ass and reached back behind her. "Well, hello there. I see you are ready to be a man now." Reaching back with right hand she grasped my cock in her hand while she balanced on my chest with her left. She lifted her ass off of me and squatted over my cock holding it erect right under her pussy lips, teasing herself with my cock head. "Are you ready to feel a wet pussy?" All I could do was nod my head, God yes I wanted to feel it. She lowered herself a little and slowly slid down until I was fully in her. She gasped a little and giggled and then moved her hips a bit grinding down on my cock. It felt so warm and so tight and sooooooo good. She placed both her hands on my chest and lifted herself off my cock and then slowly back down. She increased her pace a bit until each time she came down on me a slapping noise was issued. Every time she came down I pumped my hips up into her trying to catch on to the rhythm of her body. It seemed each time we got going fast though and really get going my dick would pop out and ruin our rhythm. It felt terrible flopping in the cold air and I sighed every time she put my cock back in her. She would groan and reach behind her pulling my rock hard cock back under and engulfed in her pussy. The next time I "popped" out she climbed off me and sat astride me. She took my cock in her hands and started stroking it getting it harder. She let go of it and lay back on her back. She grabbed my arms and positioned me in front of her. She reached out between her legs and grabbed my cock and pulled me towards her. "Fuck me this way." She told me as she slid my cock in. I started fucking away driving my cock into her like a pile driver. Holding my body up as each hand was on each side of her body."Fuck me, baby. Hard.mmmmm. harder, come on fuck me good.""Kiss Me" she whispered to me. And I leaned forward pushing my dick in deeper as she gasped and started to moan a bit. "Right there. Yes! Right there." She started to moan and yell. "Oh! God! Fuck me!" and to kiss me passionately and wildly with her tongue and lips. I was humping for all I was worth and felt her hands on my ass cheeks pushing me into her when before I could give warning that I was cumming I just got numb and started squirting into her pussy. Exhausted I collapsed on top of her, "Oh did my little baby cum inside me? You did really good for your first time. Went longer than I thought you were going to." I just lay drained across her chest laying my head on her shoulder as my cock went limp inside her. "I have so many things to teach you." She said. My breathing just getting under control I lifted myself off of her as my dick slipped out of its warm cocoon covered in our juices. I lay beside her and she turned putting her arm around me and spooning her ass into my crotch. She seemed to drift off asleep as I laid there thinking how amazing it is to be with this woman, naked. I just got laid! We lay there silently for quite awhile. I moved my hand so I could cup one of her tits in my hand and as I fingered her nipple she grinded against me moaning softly. As I ran my hands over her skin caressing her soft skin I started to get hard again. I wanted to wake her so we could fuck again, but was afraid I would make her mad. I played with myself for awhile and then tried to relax and let my hard on go down. She rolled back into me and this time she grinded her ass right onto my hard dick crushing it slightly between us. She moaned softly and I saw a hint of a smile on her face. She lifted a leg up over mine and reached down between us grabbing my cock. She pulled on it a few times making it nice and hard and then aimed my cock into her pussy. Both of us laying on our sides I slid my cock in slowly trying to match her grinding her ass back into me. She patted a pillow at the head of the bed the same time she moved her body forward slipping my penis out of her. I lay there wondering why. She told me to sit in front of her. I climbed up the bed and sat where she had placed the pillow with my back to the headboard. "I want to watch you cum. Jerk it for me like you do at home." With her face about six inches from my cock I slid my right hand down my cock and then licked the palm to get it wet and then started sliding it up and down and over the head. I used my left hand to massage my balls as I kept stroking. "Tell me when you are about to cum." She whispered as I continued pounding my hard meat. In my mind I was thinking that this sucks I could be fucking I could jerk off anytime, but this is what she wants. I picked up the pace, licking my palm occasionally, and then back to masturbating. I felt my orgasm building and told her I was about to cum. "Cum for me, baby" she said. And right after the first bit of my load shot up in the air she pushed my hand off my cock and clamped her mouth over my cock sucking my cum out. She opened her mouth showing me my cum all over her tongue then she closed it and swallowed opening it again and saying, "all gone." Well I sort of just experience my first time of getting head. As time went on she taught me how to fuck, different positions, how to eat her pussy and other acts. As the days passed she slowly changed from the thoughtful teacher to a bossy slave driver. She made demands on me and threatened punishments if I did not accept or do what she wanted. Her mood swings varied quite a bit and she became more and more abusive with her verbal attacks on me. Oddly enough I came to enjoy these outbursts and would do things to provoke her. I just never knew what to expect from her and I sensed that either she was getting bored with me and didn't like me anymore or I wasn't pleasing her enough. The idea that outside influences such as guilt, work and life in general never really crossed my mind. I just knew things were changing between us and it happened so quickly it seemed She had set rules for me to obey. Her first rule being my nudity whenever I was under her roof was established early. She demanded that I come over at least three times a week causing me to be creative not only with my friends, but with my parents as well as to where I was going and who with. My parents were not really that strict however and rarely asked questions. She had demanded that I be at her house at 8pm if I was late there would be punishment. I was to enter from the back door of the house so no one in the neighborhood would notice anything peculiar. At times I would see her in her window looking over at me and sometimes she would beckon me to come over other times she would make me repeat my jerking off on the window performances for her. Despite the threat of punishment, aside from the quick smacks on my butt I took that one time, she really did not indicate what kind of punishments she would dole out, but I soon found out. Hanging out with my friends and then trying to make it to her house on time became a chore, despite the thrills of my new found sexual experiences. I arrived back in the neighborhood at nearly nine. I snuck around her back fence and let myself in the back door. I hadn't felt this nervous since the very first time I had come through this door. I immediately started to shed my clothes hoping to find her in a good mood and understanding. The house was silent and no lights were on as I tip-toed across the floor in search of Myra. "It's about fucking time!" I heard her angry voice state from the darkness as she stood in the hallway her hands on her hips staring at me. "I... "I stammered. "Save the excuses. I warned you that you would be punished if you were ever late. Didn't you think I meant it?" she asked still a voice in the darkness. "I'm sorry, "was all I was able to muster in a shaky voice. "You're sorry? Bullshit!" she hissed at me. I had no idea what to do and just stood there staring into the chasm from which her voice emanated. I felt cold and nervous not knowing what to expect. There was a click as she turned on the light next to the couch and she stood there dressed in sweats like she was ready to crash soon. She sat back down in the middle of the couch and told me to stand before her. My cock shriveled from the cold of the room and the nervous energy. "I think tonight's punishment will fit the crime. I'm gonna spank your ass raw so you will remember this tomorrow. Maybe next time you will think twice before being late!" she stared at me with ice blue eyes as she said it." Now bend your ass over my knees before I get any madder." I hesitated, thinking she must be kidding. But the look on her face told me she was dead serious. I reached out for the end of the couch for balance as I placed my bare bottom face up on her lap. I could feel my penis trapped between her legs as I lay there. She placed on hand on the small of my back and then I felt her right hand caress each of my butt cheeks. She ran a finger gently along my crack sending my body tingling. I heard her take in a sharp breath and steeled myself as her hand smacked down on my left cheek then right as she alternated between cheeks sometimes hitting between then and sometimes hitting down on my thighs. It felt as if my ass was on fire and I could just picture her red hand marks across my ass. I was moaning and crying out with every swat. Without even realizing it the friction of my cock between Myra's legs and the excitement of the spanking I found my dick was rock hard between her legs. Myra felt this too and kept trapping it between her thighs and squeezing before she would hit me with another wallop. She would yell things asking if I would be a good boy and obey her rules for now on as she spanked me. Suddenly she stopped. My ass seemed to throb as well as my cock. "AH look at your ass so nice and red." She said as she gently ran her hands over my ass cheeks. I felt her spreading my ass cheeks apart as cold air hit my ass hole. My cock remained hard between her legs as I heard her sucking on what I found was her finger apparently getting it wet. As her left hand held my cheeks apart she took her right hand and slowly rubbed around the rim of my ass and then I felt her finger worming its way in my tight virgin hole. I don't know if she made it to the knuckle before I started spasming cumming all over her sweat pants. While I came she wiggled her finger a bit and then pulled it out. Once Upon a First Time Standing up and rolling me off of her she yelled "What the hell are you doing? Look at the mess you made on me!" I stared up at her in horror from lying on the floor wondering what punishment I would have to endure next for this. Her sweat pants were soaked with my cum on both thighs. "Stand up" she demanded. Reaching out she grabbed my cock and squeezed the head a bit oozing out a drop of cum she idly licked it off her finger. Staring down at my crotch she said," I think our fun and games are over. You can never satisfy me with that tiny cock of yours. Can you?" she asked staring at me, but not really waiting for an answer," I think you should take your little cock and go home." "No, Myra, please." I begged her. "You don't listen to me, or obey simple rules. What good are you?" she asked. "Please." I pleaded." I will do anything you ask. I promise." She stood there as if she was thinking about it. "Anything?" I nodded my head, yes. "And you will be a good boy? On time and always do what I say? I nodded my head a vigorous yes. "I promise. Please don't make me leave." She seemed to stare at me for an eternity and then proclaimed. "You are now going to be my little slave boy. How does that sound?" I was about to answer but she continued." For now on you will obey everything I say and do whatever I ask of you. If you don't, then you will be jerking your little cock at home alone again." I felt a wave of relief come over me as I was not getting sent home and was able to swallow my anger and pride to keep getting laid. It ran through my mind what was I thinking? This chick is not even hot. But whatever she had, she had control over me. In my mind, that was how I first viewed it. She took off her sweat clothes and threw them at me, "put these out by the washing machine and then come to my room." I stood holding the clothes once again transfixed staring at her from her tits to her hairy pussy. She was slightly smiling as I shyly looked up into her eyes. "Go" she gestured shooing me away with her hands. And off I went to the laundry room. As I approached the bedroom I heard a humming sound. Myra was sitting against the headboard with pillows propped up behind her, her legs were spread wide and she held a white dick shaped device lost in deep black hairs of her pussy. She seemed lost in total concentration as I climbed up on the bed next to her. I was fascinated as she teased her pussy lips gently with the vibrator. She never seemed to insert the vibrator but had it hover over her pussy in her hands. Occasionally, she would reach down with her other hand and rub her nipples and squeeze them and she would also just rub her hand down her thighs as she would buck and thrash under the vibrator. Her moans increased as her intensity grew and her orgasm built. God, a woman moaning in intense pleasure turns me on. I got closer to get a good view of things, and possibly learn a thing or two as well. I could see the juices coming out as she came in an extended change of breath. As she came back to Earth she looked over at me. I was lying on my side with my face a few inches from her pussy. She took the vibrator up to her mouth and sucked her juices off of it, another thing I find very sexy to this day. She handed me the vibrator and I sniffed it for her odor and then I leaned over her legs and tried to imitate what I saw. "Why don't you stick it in you?" I asked. "I get off by the contact on my clit not the penetration." She responded. As I had been eating her pussy for days now, I lusted after and wanted to taste her. I kept at her pussy with the vibrator and she slowly fell into her concentration on the sensations and not of me. I placed the vibrator slightly in her pussy and leaned forward and licked at her clit. She rubbed the back of my head pulling my face in deeper to her, which I guess meant she liked it. With my right hand I slowly inserted the vibrator and worked it in and out as I maintained licking her pussy at the same time. I could sense things building within her and she soon increased her breathing and her moaning as she put her hand on my wrist to stop me as she came hard her juices glazing my face. Her face fully flushed, she looked at me and smiled. I think it was the happiest I had seen her. "That was amazing." She told me as my ego and cock both started to rise.