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The Caretaker-The story continues

Chapter Five

"Now before we begin you need to tell me something. It seems to me you have developed a like for enemas, have you not? So tell me."

"I'm not sure what you want me to tell you."

"It's quite simple. Look at me and say, I like enemas."

I mumbled, "I like enemas."

"Now say it again clearly please."

"Is this necessary Jenn?" I asked.

"No, of course it's not necessary. Regardless, I want to hear it. I'm seriously beginning to think I need the strap." was my answer.

"No, please. No strap. I like enemas."

"There that wasn't so difficult was it? Now ask me for your enema like this. Jenn please give me an enema because I have been naughty."

Arguing was no use and the thought of the strap being used was more than enough for me to comply. "Jenn, please give me an enema, ahh, because I have been naughty."

"Thank you, now bend over the counter and spread your legs."

I did as she asked and a moment later felt my cheeks separated and vaseline applied followed by a gloved finger sliding inside my bottom. I found myself moaning with anticipation and pleasure as Jenn gently probed my ass. Jenn spread a towel over the counter and folded one for my head and retrieved a small step stool placing it by the counter. "Ok, up on the counter on your back."

"On my back? So totally exposed? I guessed it was for further embarrassment and it worked, A moment later I was in place.

"Lift your legs and bend your knees, I want them pulled up to your chest."

Again I did as requested without complaint. I watched as Jenn picked up the nozzle and place it against my bottom. With a bit of pressure the nozzle slipped in. I closed my eyes as I awaited for the inevitable click followed by the rush of soapy water. I did not wait long. The enema flowed freely for a minute or so before I felt the first cramp. I tried to breathe through it unsuccessfully.

"I have to go please, I have to go Jenn."

"We have just started-"

"I know but I can't help it please Jenn?"

The nozzle was removed and I made a dash to the bathroom. With a rush soapy water I began to expel. the enema releasing what was blocking further water to flow. Jenn entered to take a washcloth off the shelf. "Are you all right?"

"Yes, I'm ok."

"Then finish up so we can complete your enema."

I returned to the kitchen as Jenn was preparing the washcloth. "Bend over the counter again, and spread your legs for me so I can get you cleaned up."

So back over I went with Jenn beginning to clean my bottom with the soapy washcloth. It felt so good. It was getting to the point there wasn't much to be embarrassed about I thought or at least hoped. What else could she do? My thoughts were cut short as Jenn ordered me back in place.

"Ok legs up as before," as she dipped a finger into the vaseline. Without hesitation she applied a bit before sliding her gloved finger inside. She slowly slid her finger in and out and in doing so began to give yet another erection. Her finger slipped out to be replaced by the nozzle. My erection surged to its fullest.

"Well, you seem to be liking this, at least part of of you anyway," Jenn smiled. "Now you will hold this. I expected you would need to release quickly so I allowed it. Not this time. You will take it all. If you plead with me to stop I will. And I will allow you to use the bathroom. But when you return you will find a full bag waiting for you and we will try again." With a click she began to administer the enema.

I closed my eyes as the water flowed slowly filling me. Then looking up I watched the bag slowly empty and began to feel full. I can do this I thought, relax.

"You are almost finished, just a bit more," Jenn gave me a smile. A minute later I heard the click. "Now stay where you are and hold in your enema,"

As I lay there under her gaze she began to gently rub my stomach, her hand brushing my cock at times. My God I thought, the fine line between pleasure and pain. The cramps that were beginning were offset by her touch. My erection surged again.

"My, you are a very naughty boy. Look at you." Jenn slipped the nozzle from my behind, "Get yourself to the bathroom."

It seemed I could not have waited a second longer as I begin to empty as soon as sitting down. The first expel ended, as my stomach rumbled letting me know I was far from being finished. A cramp hit hard. I began to groan involuntarily before I began to expel again with a rush.Jenn stepped in, \

"Are you all right? Having some cramps? I hope so as this was not meant for your pleasure. Take your time and come out when you are finished."

After a few more cramps and several releases I actually seemed to feel what was remaining making its way out. After several minutes and a strong cramp I released again knowing I was completely flushed out. I remained for a few minutes feeling a bit wiped out. Getting up I cleaned my self before joining Jenn in the kitchen.The towels which were on the counter were now spread out on the floor. The red enema bag was full and hanging

from a a floor lamp next to the towels.

"Bet you weren't expecting this were you?" Jenn added, "I am giving you another enema to rinse you out AND because I can and because I want to. Now down on the towels this time on your hands and knees, then lower your head down and butt up,"

I did as told with no argument. I had conceded that Jenn had the authority to do as she wished with me.I got myself in position as required and Jenn knelt next to me and readied me for my second enema. Lubed and ready the douche nozzle was again inserted and the click followed by the rush of water. Cool water. It felt so good. Little did I know what the effect of that would be. I could feel it slowly invading my insides.

"You are going to take all of this as well, There will be no stopping whatsoever."Jenn began to slide the nozzle in and out. Out to the point the tip barely inserted before slipping its full length back inside. Obviously, I thought, she is enjoying this.Before long I heard the click.

"All in young man. Now we wait a bit."I felt a cramp beginning, the discomfort increased as the cramp seemed to grow to the point I began moaning.

"Oh, oooh, Jenn it hurts. It HURTS! Bad."

"Just as I expected it would, it's the the result of that cool water. It causes severe cramps. Just what is needed for a naughty boy's enema. It seemed you might be enjoying things a bit too much. Get to the bathroom."

Back to the bathroom and wracked by severe cramps before each release I got rid of the enema with much groaning and doubling over on the toilet. When finally finished I felt weak as I cleaned myself up. Would Jenn have another enema waiting? Damn I hope not. I rejoined Jenn who was sitting on the love seat.

"Come here, sit down." she indicated next to her. "Are you ok?"

"Yeah, I'm ok, I am sorry for what I did. I won't do anything like that again."

"You know if you want to borrow something you can always call Mother. I suppose asking to borrow enema equipment would be a bit to ask, but if you took proper care of it I would not be here. And as far as other items I am quite sure she would not object. Now I want to finish up here.She reached behind to pull out a flat wooden spatula that was from my kitchen drawer. "May I please borrow your kitchen utensil? I certainly would not use it without permission though I didn't ask to remove it from your drawer. I did not think you would mind."

I could see where this was going, but was in no position to refuse. "No, it's ok, I don't mind."

"Great. Now, because you have been naughty and you see what I have in hand what do you need to ask me?"

I hesitated before quietly responding, "Jenn, will you please give me a spanking because I was naughty."

"How can I refuse to spank a boy who asks so politely? Over my knee."

I stood only to lay across her lap. The paddle lay across my bare ass.

"Now, a good spanking to remind you to behave." Without a further word Jenn began to spank. Easy at first, seconds between each spank alternating from one side to the other. Such a pleasant change from the strap from the strap Mrs. G used. But soon the force increased and the time between decreased until I began to squirm and cry out.

"You need to stop the wiggling. Give me your hand."I gave her my right hand as I felt her leg enclose mine. "Now you are going to get it good!"

The spanking began again the wooden spatula striking with a loud smack each time it landed. Within seconds I was attempting to wiggle away to no avail.

I began to cry, "Jenn, I'm sorry. Please stop, I'll be good please. it hurts."

"Hush, I will stop when I am ready to stop. Anymore from you will only mean more spanking."

She began again smacking me repeatedly while I lay over her lap sobbing, feeling defeated, feeling so much the naughty boy. After several more minutes it stopped.

"Sit up, right here on my lap.:I did as told still sobbing a bit.Jenn gave me a quick kiss on the cheek. "There now, all over."I felt her hand begin to rub my no doubt, very red bottom."Stand up right here before me." She took both hands in hers, "Now all is better. We move on. But I'm sure you understand we can do this again if necessary?"

"Yes Maam, of course.

"Very well, I will be on my way. I do hope you can enjoy the evening. I feel much better from addressing the issue. I will be leaving tomorrow mid afternoon and will return in two weeks. I will see you then. A hug please?"

She stood and we hugged briefly, me feeling a bit embarrassed again at being naked in front of her.

"Bye now, see you in two weeks."

"Good bye Jenn,"

Five days later a UPS truck pulled in to the driveway. The driver got out with a box. "I have a delivery for this address."

Having not ordered anything I assumed it was for Mrs. G, but when checking I saw it was in my name. I brought the box upstairs and opened it. There was a small note card.

Dear Tim, I hope all is well. A little something I thought you could use.Jenn<

/p>Beneath I found a brand new enema bag with hose and several nozzles.

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