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Views: 411 Created: 8 months ago Updated: 8 months ago

The Caretaker- Over My Head

Chapter Two

As usual I awoke to the sound of the horses rattling the grain boxes in their stalls. Feed us! So I got dressed and went downstairs where I fed and watered the horses leaving them content for awhile and headed back upstairs for coffee and a check on the news and weather. After my initial cup of coffee I had something to eat, cleaned up the kitchen and poured another coffee before going down to put the horses out to pasture for the day. I was just finishing the stall cleaning when Jenn entered.

"Good morning Tim."

"Good morning Jenn, sleep well ?"

"I absolutely did. I love the quietness here. Morning chores done already I see?"

"Yeah, the horses are a pretty good alarm clock."

"So let me ask a question, how are feeling today?"

Well, that didn't take long I thought. I turned to look at Jenn seeing a sly smile on her face. "I'm not sick." I replied. Was that a look of some disappointment I saw on her face? "But," I hesitated. Here goes I thought. "My stomach does seem to be bothering me a little."

"Oh, I'm sorry to hear that. We can't have you not feeling well now can we?"

"Well, I'm not really sick, just a bit off."

"Regardless, I should see if I can't get you feeling better. So if your stomach is bothering you I need to give you an enema."

Even though I knew that would be her answer hearing her say I need to give you an enema gave me the butterflies in the stomach feeling.

"I will most likely need to give at least two enemas. But I'm sure you will feel better after. So no need to put this off. Please go upstairs and get ready. I am going next door to prepare and will be up in a few minutes. I want you find you bare bottomed when I arrive. And I need to you to have my latest gift available. Understand?"

"Yes Jenn, " I replied. With that I returned to the apartment to wait.

Upstairs I decided it would be a good idea for a quick shower. I retrieved the enema bulb still unopened. I undressed, showered quickly and pulled on a Tshirt then sat on the couch waiting for Jenn. You are getting an enema I thought. More than one. Those butterflies again and I began to stiffen as I imagined what was to come. Enemas. Just thinking the word was a turn on.

In a matter of minutes I heard Jenn on her way upstairs followed by a knock at the door. I remained seated not wanting to answer the door bare bottomed. "Come in please."

Jenn entered with a terry clothed robe draped over her arm. "Please put this on and follow me. Ah, the gift I sent and completely unopened. Just as I requested. I was thinking I might find it opened and if that were the case someone would get a spanking for not following directions. Ok, come with me."

I had put on the robe, but had no idea what was going on. I guessed she wanted me to go next door with her. "Jenn, what are we doing?"

"Just follow me please," she ordered.

I followed her downstairs and out to the covered concrete walkway behind the barn. Jenn had brought a straight backed chair and small folding stand from the brick house porch. A towel was folded over the chair and a jar of vaseline and paper towels were placed on the stand. A basin of soapy water along with a hairbrush was also standing ready. I was quite certain she had no plans in using it to brush my hair.

Jenn turned. "It's such a nice morning I thought we should do this outside."

I was taken aback. "But Jenn, what if someone comes? I don't want to be seen like this."

"We will hear anyone arriving in plenty of time and you can slip on the robe and hurry upstairs while I take care of the equipment. No problem. And no argument. If needed I will use my hairbrush on your bare bottom." Jenn sat arranging the towel across her lap then removed the bulb syringe from the box. I stood by watching as she applied vaseline to the nozzle.

"Ok Hon, take off the robe and over my lap.

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