The Caretaker

Note- previous descriptions of my fantasies were those that I imagined as a young teen. This one is a bit different as I imagined this happening when I was in my late twenties. Like the others the fantasy is woven into reality.

The Caretaker

Part One

I'd been working on the country estate for over a year. The property consisted of a well-kept brick farmhouse from the 1800's, a camp down by a large stream and a cottage on the other side of stream. There were also a few old sheds and also a new horse barn with an apartment above, the residence for the caretaker. I'd received the job mainly for my experience with horses. Mrs.G, the owner, had three horses and a pony. Caring for them gave me the apartment rent and utility free. I also had some useful skills like putting up fence and building sheds for the horse pastures. I was paid an hourly wage for labor outside of caretaking chores. In addition I held a part-time job, eight to one Monday through Friday and played in a band on weekends.

Mrs. G kept a list of projects that I was to complete as I had agreed to work 20 hours a week during decent weather. It consisted of readying gardens for planting, building projects, brush cutting, etc. The list was never ending. As I finished one project it seemed two would take its place. At this particular point I was falling behind. Poor weather didn't help. Neither did three or four band jobs on a weekend. A bar job on Friday night, a wedding Saturday afternoon, another bar job on Saturday night and getting home at two or three am did not lend itself to working on a Sunday.

Mrs. G arrived from the city for the weekend. It happened that I had no gig until evening so I was busying myself with the list. Mrs. G made her usual walk around the property and checking the horses. I was cleaning stalls. The property is looking good. Thank you for what you have done.. You're welcome Mrs. G, glad you're pleased. Well, not entirely. Honestly, I thought you would have more done. I'm sorry maam. I decided to give no excuses and to accept the responsibility. I will definitely pick up the pace. And as you know, the part time job shuts down in the summer, I'll have that time to dedicate here. Mrs. G looked at me, I certainly hope so. But that is a month away and some things need doing now. I understand maam. I'll do better.

Mrs. G left Sunday to return to the city. I plan on being back in two weeks. I will see you then.

Part Two

Over the next two weeks I applied myself to the work. Some things got done, others didn't. Several days of rain didn't help. Drilling holes for fence posts which should have taken one day took three days due to rocky soil. So again some tasks were completed, others not. However I felt I had done what I could and once again I would offer no excuses to Mrs. G.

She arrived late on a Friday evening as usual. I was on a music job, but was free the rest of the weekend. Saturday morning Mrs. G was inspecting the property. I was busy in the barn cleaning stalls, throwing down hay and getting horses out to the pasture for the day. She entered the barn, good morning. Hi Mrs. G, how are you? I'm fine, delighted to get out of the city for the weekend. I can imagine you would be maam. No band jobs today? No, a Saturday and Sunday off for a change. I see you have the posts all in for the new pasture. Yes maam. Looks good, you are doing a great job. Well, thanks, appreciate it. I do need to speak to you, when you finish up please come to the brick house. Yes, I will. About ten minutes? Yes, that's fine.

I finished up in the barn and walked over to the house. As I stepped to the back door Mrs. G called, come in. Would you care for a coffee? That would be great, thanks. She brought a cup of coffee and sat across the table from me. I again want to tell you that the work you have completed is fantastic. However, I really thought you would have more done. It's quite frustrating. So I feel I need to take action to hopefully motivate you and at the same time relieve this frustration I'm feeling. So I am going to propose a solution. It will be your choice to go along. If you are not willing we will need to discuss you moving on so I may find a replacement. Mrs. G, I don't want to lose my position here. You need to hear my solution before you make that determination. So here is what I am proposing. With your acceptance I will begin by giving you a good strapping. Mrs. G I'm not sure I understand. It's very simple, You will take down your pants and I will strap your bare bottom. I believe it may give you the motivation you need and will certainly relieve the frustration I'm feeling. So I need an answer, do you need some time to think about it. No maam, I don't want to leave. I like it here. I'll do as you ask. Very well, I am glad you choose to stay. Please go to your apartment. I will be up in a few minutes. Yes Mrs. G. and I'm sorry for this. And I'm sorry we have to resort to this. But, all will be well after this I'm sure. Now on your way.

Part Three

I headed back to the barn and upstairs to the apartment. What in hell I thought. I just agreed to get a spanking. But what choice did I have? The job was too important to lose especially since I lived rent and utility free. I straightened up the place putting things away as my mind raced. I was feeling nervous to say the least. I heard the entrance door to the barn close. A minute later the tack room door closing and Mrs. G was coming up the stairs. I met her at the door. Come in Mrs. G. She entered holding a saddle cinch strap in one hand and an old looking oblong box and small makeup type bag in the other. She placed the box and bag on the kitchen counter and turned strap in hand. Please go to the bedroom and take down your pants, underwear included. I did as ordered. Pants and underwear were pulled down to my knees as Mrs. G entered strap in hand. Two inches wide, thick, and over two feet long doubled up. Now over the bed, feet on floor and bottom up. I turned, Mrs. G I'll do better I promise. I don't think this is necessary, ok? No it's not ok at all. If you have changed your mind say so now and we will move on to finding a replacement for you. No maam. That's not what I want. Then do as I asked, now please. I lowered myself over the bed. Are you ready? Yes maam. The strap cracked with a loud snap as it struck my backside. My whole body jerked as the strap struck again. I moaned ooh, I'm sorry. The strap landed again, then again, I covered my butt with both hands. Mrs. G please. Remove your hands. Remove your hands now. You will take this like you agreed. We can take this downstairs to the barn if we need. Do I need to bring you down there to finish? I will tie your hands to the stall and we can continue. No please no. I will do as you say. A few seconds later the strap rained down again repeatedly. My bottom burned, the strap landed with loud cracks. Involuntarily I began to squirm and wiggle over the bed as Mrs. G continued to strap my bare bottom. My moans began turning to sobs. I seemed to lose energy to wiggle and squirm, I lay unmoving as the strap fell over and over. The only sound was my sobbing and the snap of the strap. Five more. I counted silently as the strap landed. The strapping stopped. Stay right where you are. She left the room returning moments later. She returned and sat on the bed next to me. I looked over my shoulder still sobbing a bit and watched as Mrs. G squirted lotion on her hand. It's ok it's over. She began applying the lotion to my burning bottom. Relief. There, is that better? Yes Mrs. G, thank you. She rose from the bed. We are not finished yet. Remain as you are. More strapping I thought? She said it was over?

I heard water running in the kichen, then heard her busying herself in the bathroom. What is going on I thought? She came to the bedroom. Ok, up please and step out of your pants and underwear and come to the bathroom. I did as requested and followed her to the bathroom. I saw that box opened on the counter with Davol printed on the side. What is that? I found out quickly. Entering the bathroom I saw towels spread over the side of the tub with a small jar of vaseline next to them. Hanging from a towel rack was a red rubber bag filled with soapy water with a red hose attached leading to a curved black nozzle that was covered with vaseline. I thought we were finished? Your strapping yes. Next is a good enema. Now over the tub. I lowered myself over the side of the tub. Mrs. G sat next to me, picking up the vaseline and scooping a glob on her finger. I felt my cheeks separated. Relax she said as she gently applied vaseline to my bottom opening. I inhaled sharply as her finger suddenly slipped inside. Withdrawing her finger she took nozzle in hand and nestled it to my bottom and slipped it inside. I moaned quietly, it actually felt good. I heard a click and felt a rush of cool water followed by the rush of warm soapy water. Within a minute I had to go. Badly had to go. Mrs. G, I have to go, I need to go bad. I felt the nozzle being withdrawn. Hurry and go. With no time to even think about embarrassment of Mrs. G watching me release I arose and quickly sat, a rush of water gushed out followed by what needed to go. After a minute the pressure stopped. Are you ok now she asked. I think so. Stand up, turn around and bend over. That was followed by her wiping and cleaning my bottom as if I were a three year old. All right back over the tub. You need to take the rest of this. If we stop again we will start over with a full bag. Back in position the nozzle was reinserted and the enema continued. After several minutes I heard a gurgle and a click. There all in. Good boy. Can I go? No we need to wait a bit to let the enema do its job. I lay over the tub for several minutes as Mrs. G cleaned up the equipment. Cramps began and intensified. I really need to go now. Ok, go ahead. I sat myself down carefully as my bottom was still burning. Mrs. G turned to me. Now I hope this has made an impression on you. It has Mrs. G, really it has. Good. And so you know if this problem continues I will not hesitate to do this again. Do you understand? Yes Mrs. G, absolutely. Very well, I will leave you know. I expect you may want a chance to recuperate a little. I'll take care of the horses later. Let's make this a new start. That sounds good Mrs. G. Ok, I will be up to check on you later.

Part Four

After finishing the enema, I showered, the hot water burned my bottom somewhat. I retreated to the bedroom checking my strapped red bottom in the mirror before lying naked face down on the bed. I fell asleep. Awhile later I awoke to a soft knock on the door as Mrs. G entered. Hi, just wanted to make sure you were ok. Now here I was again naked in front of her. She entered the bedroom, I thought it might be a good idea if I applied more lotion to that bottom. She sat on bed as I watched her apply the cooling lotion to her hand and then to my bare behind. Hard to believe how a bit of lotion could feel so good. There, better? Yes maam, alot better. Good. I feel better as well, that strapping did me good as well. And remember we can do this again if needed. Yes, Mrs. G, I think things will be as you wish. And you know what to do if they aren't.

The End

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