Mr. Simpleton
The first enema had been administered and expelled as I returned from the bathroom to find Lisa laying on the bed, bottom side up, thumbing through an old copy of Water Works magazine. I eased myself down on top of her, nestling my cock between the cheeks of her ass and snuggled against her back. Lisa giggled and asked if I felt better now. She knew the answer to her question. After all, Lisa had given me enough enemas to know what they did for me. As I looked over her shoulder, Lisa continued to flip the pages of the magazine, stopping occasionally to ask if this picture or that picture excited me.
I loved the intimacy we shared during our enema encounters. I would loose myself in the hours we spent together, taking in every sensation I could as it may be weeks before I would see her again, and I wanted to create wonderful memories in my mind. I buried my face in her hair and took in the soft scent of her femininity. My cock twitched between her ass cheeks as my nipples rested against the naked flesh of her back. Suddenly, I heard Lisa whisper to me "are you ready for another enema? I kissed the back of her head and told her I was.
The second enema was always larger than the first. I never knew how Lisa would position me or how she would administer the enema. She knew I enjoyed a slight bit of humiliation and would always find a way to put me in a vulnerable position which would add to my excitement. This time she decided to place two chairs in front of the dressing room sink and instructed me to kneel on them, one knee on each of the chair seats. She then told me to lean all the way over, placing my elbows on the floor as she moved the chairs about 2 feet apart. This position caused me to be spread wide for her viewing pleasure and caused me to be at her mercy. What was even worse was that my backside was facing the mirror over the sink so that Lisa could see every inch of me as she prepared my enema. I could feel her eyes on my ass and felt quite exposed as she watched my balls hanging between my legs.
Lisa began to run the water in the sink. In the position she had placed me in I was able to look backwards towards the vanity, but was only able to see her feet and the lower portion of her legs. I supposed she knew this and there was some sort of subliminal message hidden in her choice of positions. As the water ran in the sink I heard Lisa snap the top off of the jar of Vaseline. In a moment I felt her long, slender finger rest against my anus as she began to massage small circles, slowly working her finger inside of me. I closed my eyes and enjoyed her touch, feeling each joint of her finger as it penetrated me deeper and deeper. Soon she began to work her finger in and out of my anus, taking great care to apply pressure against my prostate with each stroke. She used her other hand to caress my swollen cock, keeping it warm and excited as the water continued to fill the sink.
I was on the verge of having an orgasm when Lisa slipped her finger out of my backside and returned her interest to the enema bag laying on the counter top. Somehow she knew exactly when to stop. Maybe she could sense the tightening of my anus around her finger, or maybe it was my breathing, or the way in which my cock would respond to her touch. However she measured it, she possessed the ability to bring me right to the edge of orgasm, yet prevent me from going over that edge until she was ready for me to do so.
As she filled the enema bag, I opened eyes and watched the movement of her bare feet on the carpet. Suddenly, like a man falling through the trap door of a gallows, I saw the nozzle dangling from the hose and swinging back and forth in front of me. It had obviously fallen off the counter top as Lisa hung the bag from the towel bar next to the sink. I wondered to myself if she had done this on purpose, showing me what was to come and taunting me with the control she held over me.
Lisa had selected one of my larger nozzles which was semi-flexible. It was one I had made from a rubber dildo which had a hole through the center of it. Lisa used the hose to pull the nozzle back up and asked if I was ready. All I could do at this point was moan. I took a deep breath and Lisa pressed the nozzle against my opening. I was surprised at how easily it slipped into me. She had done a wonderful job of lubricating me and her good work had paid off. I felt the full 7 inches of the nozzle work its way into my backside. Lisa teased me, pushing it forward and then pulling it backwards a few times before finally allowing it to come to rest at the base of this huge nozzle.
I thought she would then open the clamp and allow the filling to begin, but Lisa had other plans. With me turned on my head, ass up, knees on the two chairs and my elbows planted firmly on the floor, holding the weight of my body, Lisa decided it was time for a cigarette. She left me in this position as she took her time smoking and talking to me about how nice a shower would be right now. She sure could be cruel when she knew it would add to my excitement and humiliation.
Lisa finished her cigarette and said she would be right back. I thought to myself "now what? Is she really going to take a shower?" I turned my head and watched as she walked into the bathroom. She sat on the toilet and emptied her bladder, teasing me beyond belief, knowing that I was most uncomfortable in this position. She saw me watching her and gave me one of those sexy smiles I was used to seeing from her. Lisa reached between her legs and massaged her clitoris for a few moments before flushing the toilet and returning to my enema. She knew I enjoyed watching her masturbate and I suppose she wanted to add to my discomfort.
I heard the "click" of the clamp and felt the water begin to course into me. Lisa wrapped her thumb and index finger around my scrotum, just above my hanging testicles, thus isolating my balls from my cock. This felt absolutely wonderful to me as it tightened the skin of my cock and allowed her to squeeze my balls with a firm pressure. I could feel her begin to tickle my balls with her free hand, stopping occasionally to reposition the nozzle as it wanted to slip out as I filled up. My cock was twitching and jerking with every movement of her talented hands. I wanted her to relieve the pressure so badly. I needed to cum.
After a few minutes, and when the bag had completely emptied, Lisa clamped the hose and reposition herself directly behind me. She instructed me to place the palms of my hands on the seat of the chairs, shifting the angle of my hips and positioning me in the "doggie" position. She moved her hips close to my ass and held the nozzle with one hand, wrapping her other hand around my cock. She began to slowly rock back and forth against my ass, moving the nozzle in and out as though it were attached to her pelvis, fucking me ever so slowly. She held my cock with a very light grip and slid her hand up and down the shaft in concert with the movement of her hips. Each time the cock-nozzle slid into my ass, her hand would slid toward the head of my cock. As she pulled the nozzle backwards, her hand would slid down to the base of my cock. I was absolutely dizzy with pleasure.
Lisa continued this motion until I could not hold back any longer. I began to spray semen from the head of my cock and felt my anus tighten around the nozzle with each spasm of ejaculation. It felt as though it would never stop. Lisa encouraged me to empty my load for her and urged me on with each contraction. She squeezed the last few drops of semen from the base of my cock and slowly eased the nozzle from my behind. I nearly fell off the chairs I had been perched on, but Lisa helped steady me and walked with me to the bathroom.
I no sooner sat on the toilet when the water began to drain from my behind. It came in a flood at first, but soon diminished to a slow drain as the pressure within my abdomen subsided. Lisa knelt in front of me and snuggled her face into my chest, wrapping her arms around me. She stayed with me while I drained, kissing my nipples and brushing her cheeks against the hair on my chest. This was my 5th enema of the day and I had long since been cleaned out. Lisa knew that I made it a point to clean out before she came to visit.
After I had emptied myself, Lisa helped me to the bed and we lay in each
other's arms for a few minutes before she left for the night. I was
unable to walk her to the door, but she understood it was not because I
had forgotten my manners, but rather that she had been successful with
regard to bringing me pleasure. I smiled at her from the bed and thanked
her for coming to see me. Lisa knew how much I appreciated what she did
for me as I always made sure she was reimbursed handsomely for her
time. I loved the relationship we shared, save the part when she had to
leave. I was always left wanting for more of her company.
