I remember this like it was yesterday. It was a very hot day in the end of June in 1989, I just turned eighteen. It was a special year, I was well on the way to becoming a young man. Growing up, I was a thin, shy boy. I was five foot nine and one hundred thirty pounds with blue eyes and short hair. One of the things I had going for me besides the blue eyes was my very spankable bottom. I was going through puberty and didn't fully understand the changes I was feeling. I was curious but felt funny asking anyone about it. See, I was sheltered growing up in Brooklyn and didn't hang out with the regular crowd due to all the trouble they constantly got into. To make some fun money, I did odd jobs for the neighbors. There was one lady that I really liked and enjoyed being around her. She was divorced with three children that were still in grade school. Her name was Sandy. She was around thirty eight and was a tall lady. Standing next to me she towered over me by about nine inches. She had dirty blond hair and was about two hundred and thirty pounds. Her kids were well behaved and respectful, a far cry from the other people that lived nearby. Sandy lived in a three story walkup on the top floor. She did not have much in the way of furniture but her apartment was clean as a whistle. She believed being clean inside and out was the only way to live. When I was over her house doing whatever she needed to be done, I felt weird like she had a spell over me. Later on in my life, I discovered that I was a submissive in the presence of a strong lady but did not understand it then.

It was a Friday, I was returning home from one of my few friends I had at the time. I was walking past Sandy's house and I heard Sandy yell out for me. "Jimmy, can you come up and help me with lifting some things?" It was like a jolt of electricity went through me. I said sure and made an about face to her door. She buzzed me in and I climbed up the three flights of stairs and arrived at her door. One of her neighbors was cooking some fried chicken and it smelled so good. Before I got the chance to knock on the door, Sandy opened up the door and greeted me. I stepped into her apartment and she was boxing up some books and needed help lifting the boxes into the closet. For her size and build, Sandy had little upper strength so I was happy to assist her in the lift. It was really warm in her apartment and was glad that I was wearing just a tee shirt ,shorts and sneakers. Sandy offered me some cold water and I drank it down very fast, so fast that I got a case of the cramps. It also could have been due to the fact that I was not eating right for a couple of days. I asked if I could use the bathroom and Sandy said sure. I was in there for what seemed to be a long time for Sandy. While I was in there, I noticed this red rubber bag that looked like a hot water bottle but this had a hose connected to it. I was curious as to what it was and its use. It would not be long before I would find out what it was used for. I came out of the bathroom no better then when I went in. Sandy asked what was wrong and I told her about my poor diet and the cramps that I had. Then she said that she had a quick fix for my problem and I could feel better in about twenty minutes!. I said great! What could she do to make me feel better? Sandy said that she would give me a warm enema and I would feel better in no time. She gives them to her kids whenever they had digestion problems. I didn't know what an ENEMA was and she explained what it was and how it is done. I must have turned ten different shades of red!!!. At first I was shocked and embarrassed. Then I had the nerve to ask what that rubber bag was for and as the words left my lips, Sandy came out of the bathroom carrying the bag!. I followed her into the kitchen as she ran the water, adjusting the temperature, at the same time she went into the cabinet and took out a plastic pitcher and filled it with the warm water. Then she took the bar of Ivory soap and swished it in the pitcher until the water looked like milk!!! Then her demeanor changed into a different lady. She was authoritative and no nonsense. Unscrewed the stopper that the hose was connected to and filled the bag from the pitcher all the way to the top, then reattached the stopper to the bag. It had a metal clamp on the hose that was closed. She put down the bag on the sink and went back into the bathroom to get something. She came out with the glass jar of Vaseline and this short black nozzle. She attached the nozzle to the hose, lifted the bag up and opened the clamp and the milky water shot out of the nozzle then she quickly clamped it closed again. At this point, I had butterflies in my stomach. She said follow me into the bedroom and I did. When we entered the room, Sandy took the bag and hung it from a hook she had me install about six months ago. I did not have any idea what it was for. Then Sandy went into the dresser and removed this big towel and laid it out over the bed. Then she said for me to remove my sneakers, socks, shorts and underwear. I almost chickened out but at the same time the excitement got the worst of me and I started to get an erection. I was redder than a fire truck!!!

I nervously undid my belt buckle and pulled on the belt to release the tongue that held the leather together and it made a metallic ding. Sandy asked me if I ever had an enema and I said no, in fact I did not know what an enema was, and she said it was an injection of warm soapy water injected through the rectum to help flush out whatever made you not feel good. I will admit that I was scared but also very turned on over this. I had a very strong attraction to Sandy that I could not explain. After I released my belt, I opened the button of my pants and pulled then open that made the familiar sound of metal rubbing. The weight of the shorts and the belt made them fall to the floor. Sandy said how cutie I looked in the white briefs. "WOW" she said. You have such a spankable little bottom and I can't wait to see it!. I did not know it at the time but I was a born spanko and enjoyed having my buttocks spanked. I was spanked as a kid and did not like it but as I got older and developed, I always wanted Sandy to spank me. With my face beat red and embarrassed, I admitted to Sandy that I did like spanking and wondered what it would be like if she spanked me. She got very excited and admitted that she wanted to spank my buttocks for a long time but I was too young to even think about it. The expression on her face was priceless. You are now eighteen and of legal consenting age so I can spank you!. I am standing in Sandy's bedroom by her bed with this full red enema bag hanging from the hook in just my briefs with a raging erection as Sandy leaves the room and comes back with an armless wooden chair and puts it down next to the bed. She sits down on the chair and with an authoritative voice says come over and stand by my right side. As I stand there, she lifts her house dress up exposing her ample legs. She takes me by my left arm and "guides" me over her lap. I am across her lap, looking down at the floor when she adjusts my angle for maximum angle forcing my buttocks to stick out. Her breathing also gets more rapid and deeper. As I lay there, she says "Look what we have here, a very naughty boy laying across my legs with nothing but his briefs on." Do you know why you are here in this position? DO YOU! You are here and going to get the spanking of your life all because you are now seventeen and you need direction from this day forward!!!. I will admit, I was feeling things in my body that I never felt before. Sandy then grabbed my right arm and pinned it so I couldn't move. Without warning, she raised her right arm high in the air and brought her open hand down hard on both buttocks!!!!! She spanked me with a slow and deliberate rhythm. Left cheek, right cheek, left cheek, right cheek. The sound of buttocks being struck filled the room but it was a bit muffled due to the briefs still on. After about twenty spanks, Sandy stopped spanking me. I thought it was over but I was wrong. Still pinning my arm back with her right hand I felt her fingers go between the elastic band of the briefs and the skin on my back then a quick tug and down came the briefs,,,,,,all the way down to my knees. My buttocks were on fire and between the heat of the buttocks and the cool air I just laid there feeling so helpless. Sandy's breathing was deeper and faster then before. WOW She said, toy have such a plump spankable little bottom, I never thought it was so chubby!!!!. Then the spanking really started. She spanked me so fast and hard it sounded like a machine gum going off. I started to well up from the stinging pain and embarrassment and before long I was crying like a baby!!. Between the stinging heat on my buttocks and the hot feeling of her legs on my penis, I started shaking uncontrollably and had my first orgasm. I did not know what I did but the total feeling was the greatest thing I ever felt!!!! Shortly after that Sandy shook uncontrollably too. With that she released her grip on me and I just laid there. Your little heinie is so red !!!!!. I see you made a mess on my legs so now I will clean up inside and out !!!!. She helped me up off her lap and had me lay face down on her bed. Sandy got a couple of tissues and wiped my discharge from her legs and said you are a healthy young man indeed. She picked up the glass jar of Vaseline and unscrewed the metal cap from the jar and put it down on the chair she spanked me on. It made a tinny sound on the wood. She reached over and took the hose and nozzle that was curled up on the hook, I felt it as it rubbed across my red buttocks. She took out a small blob of the Vaseline on her finger then coated the nozzle and with the remainder I felt her fingers part my hot buttocks then felt the coolness on my rosebud. She slid her finger in my ass causing me to jump!. Don't worry, you will feel better in a few minutes. I am going to slide the nozzle on your heinie hole then let the water run into you. If you cramp just tell me and I will stop or slow the enema down BUT YOU WILL TAKE THE WHOLE BAG or you will get another spanking, but this time I will use my hairbrush on you. As I lay there, I started to feel this cold thing slide into me deep. Sandy said oh look how cutie you look with the white hose running between your very red buttocks in a laughing voice. With that I heard a metallic click and at first a cool then warm gush of water start to fill me back there. I got excited all over, between the feeling of this thing in my butt, the heat and pressure of the water and also knowing that Sandy was seeing my naked ass and controlling me I was in heaven!!!. Oh, I have a cramp! then I heard the click of the clamp shut off the flow. I laid there for a few seconds and it went away then Sandy restarted the flow. She held the nozzle and hose in me with an open hand like she was holding a cigarette. I will admit it, I really liked the feeling of my first enema!!!!. The cramps started then went away just as fast. I looked back to see Sandy with this evil grin on her face as the red enema bag finally went flat. Then she closed the clamp but made me hold the enema. The soapy water churned inside me and I begged Sandy to let me go to the bathroom. After a while, she slowly slid the nozzle out of me and I got up and ran to the bathroom. As I ran, she was laughing. I was in the bathroom for about I think ten minutes. As I sat on the bowl I heard the water running in the kitchen. I had no idea what she was doing. I finished up after a couple of false alarms and returned to the kitchen and Sandy was not there. Come back to the bedroom she bellowed out to me. I entered the room and there was the enema bag hanging on the hook FULL AGAIN !!!!!. Come back and lay down I have to give you a rinsing enema. So much just happened in such a short time I didn't know which way was up !!!. I also saw the hairbrush within easy reach of Sandy. IF YOU DON"T LAY BACK DOWN, I WILL APPLY THE HAIRBRUSH TO YOUR ALREADY SORE ASS !!!!.

I obediently laid back down on the bed and Sandy repeated the procedure. This time I was able to take the full bag with no problem. As I laid there taking my enema, I had a second orgasm and it was more powerful than the first one. After the bag was empty, she slid the nozzle out of me and as I ran to the bathroom, Sandy delivered a couple of swats with the hairbrush for making a mess on the towel.

After I finished up in the bathroom, I came out and this time Sandy was sitting in the living room couch. I came in and she had me sit down next to her. I think she was scared that I was going to say something to my parents and I told her that this was our little secret and I would never tell anyone. She asked me how I felt about what just happened. I told her that I never had an enema much less even knowing what it was AND I LOVED it. I did admit that I liked her and wondered how a spanking from her would feel like. I had witnessed her spanking her kids and she believed in spanking as a punishment. That is why my children are well behaved. I told Sandy that for some reason I liked getting spanked and she spanked well. The enemas were off the charts and I was then and still are totally hooked on enemas. I thanked her for making me better and opening me up to such an enjoyable activity. She said to me that she wanted to spank me since we first met about ten years ago. She told me that she would spank me whenever she felt I needed it and will keep me always clean......inside and out !!!!!!! We were very good friends until she moved to California.