NOTE: This is an ongoing story of the past two days.
For the last couple of years, I have had a housekeeper come in and spruce up the apartment I moved to after selling my house. My apartment was a two-bedroom, with a joining shower and bath, a large living room, and a separate kitchen.
One day, she came early in the morning instead of her normal early afternoon. I had given myself an enema the night before, prior to using my dildo, and had hung the enema bag in the shower, with the dildo on the small shelf, also in the shower. Forgot all about them. When she went in to clean the bath, there they were, in all of their glory.
Now Magdalena, that was her name, was a slightly older woman, about 40ish, and was a very professional and pleasant person. She did a marvelous job on the apartment, generally simply dusting, cleaning, and neatening up everything. This day was no different, until she came over to my desk at the end of the living, looking puzzled.
I looked up and asked, “Something wrong Magdalena?”
“Well Mister Jack,” she answered, “Well, nothing, that is are you OK?"
“Sure, I responded, ”Why would you ask?"
As she started to speak, my mind went to the bath, and my face quickly turned red. I knew she had seen the enema equipment and the dildo I forgot to put away.
“What should I do with your enema equipment?” she asked, quietly, almost in embarrassment.
“Sorry, Magdalena,” I responded, “I have been having some constipation, and, when I called the doctor, they recommended an enema. That's all”
“Are you OK now,” she said quickly, “Do you need more?”
“Well, I am supposed to do it again this evening,” I admitted.
“Well, you are a busy young man, perhaps too busy,” she offered. “No wonder you get bound up. and doing it yourself must be hard.”
“It is a bit clumsy, I must admit,” I said. “Living alone has some issues at times.”
Magdalena looked at me for a moment or two and answered, “Mister Jack, I have been working for you for many years. This has been my only job since High School, and when I came to you two years ago, I said I would do a good job for you.”
“Yes, you have, Magdalena,” I responded, “In fact, I don't know what I would have done if you were not here to keep me in this place, clean and comfortable. I appreciate you more than you know.”
“Thank you, Mister Jack,” said Magdalena, “I love working here keeping things good for you.” As she spoke, she came closer until she was beside me, then added as she put her hand on Jack's shoulder. “I came from a family, a large family, as you know. We all took care of each other, and our mother taught us well. When you are not feeling well, you tell me. I can care for you better than yourself, perhaps.” Magdalena smiled as Jack turned to face her.
Answering, I said, “I truly appreciate you, Magdalena,” putting my hand on hers as she stood next to me. “Thank you for the wonderful work you do.”
“Thank you as well, Mister Jack,” she responded, “So let us talk about your current problems. What can I do to help? Are you feeling better or do you need more help?”
I knew what Magdalena spoke about since she had seen the enema bag hanging in the bathroom. I thought about my response, then looked over at Magdalena. I saw her now in a different way, as a woman more than a housekeeper. She was a tall, shapely figure, with a pretty smile, and, above all, a person of great sincerity. I knew they were both talking around the enema bag, and pondered what to say next.
“Magdalena,” I responded slowly, “I am still feeling off from my usual self. Most of that is a real case of constipation. Sometimes, it really hurts. It hurt yesterday afternoon and I decided to try an enema to break things up.”
“And did it work for you?” asked Magdalena.
“Well, Yes and No,” came my response. “I might need to do it again, and have been waiting to see the results.”
“And did you have any results?” Magdalena asked. “Did it work for you?”
I lowered my head a bit, and said, “Not really, I guess. I still have an ache in the stomach. Actually, I forgot you were coming today and left the enema bag out to take another one today.”
Magdalena came closer, put her arm around Jack, and leaned over, saying, “Do you want me to give you the enema, Mister Jack?”
I took in a big breath, then answered, “I would love that if you would Magdalena. Do you know how to do enemas? Should you do this?”
Magdalena put her hands on my head, turning it toward her, and looked into my eyes, saying, “Mister Jack I have great experience in taking care of people. I have given many enemas to my brothers and sisters before I came to you. You will be safe in my hands. So, do you want me to give you your enema?” Slowly, she brought my head over to her and rubbed slowly as my head rested on her chest.
“I… ah….would, like to have you, ah, give me an enema please,” I half-mumbled as my head felt the warmness of her breasts.
“My little boy,” responded Magdalena, "If that is what you need, I would be happy to give it to you." She looked down and smiled, then kissed me on the head.
“Go into your bedroom and I will be in shortly. get undressed and be comfortable,” she added, again patting my head with her hand. Really, I did not want to separate from her. I loved being near her breasts and feeling them seem to harden.
I did as she asked and went to my bedroom, took off my shirt and shorts, then lay down on my bed and waited. In the bathroom next door, I heard the water running and the smell of soap. Within a minute or two, Magdalena was back in my bedroom, a towel over one arm, the enema bag, and tube in the other, along with a jar of vaseline.
“Mister Jack, you need to put this towel under you, then turn on your right side, please,” she said as she entered. She passed me the towel as she reached the bed. I put it under me, and she added, “Now roll over on your side and take down your undershorts, please.”
I started to pull down my shorts, but apparently did not do so as quickly as she wanted, so Magdalena slapped my ass, saying, “Do it faster, Mister Jack.”
Once in position for her, Magdalena dropped the enema bag on the bed, then took the jar of vaseline, opened it, and moved over closer to me and the bed.
“I need to get your lubricated for this, Mister Jack. You might feel some cold, then my finger entering you.” She reached over with her hand and separated my cheeks, then took her other hand and scooped up some vaseline and reached over to me, placing it on my asshole. She rubbed it around a bit for a few seconds.
“Take a big breath, Mister Jack, and let it out when I tell you,” she ordered.
I took a big breath and waited for what was coming next.
“Let out the breath,” said Magdalena, and I did so at once. As I did so, I could feel her finger entering deeply into my ass. i reacted with a low moan. Magdalena moved the finger around and in and out, causing a few more moans.
Magdalena left her finger in my ass for a short time. She leaned over to me and asked quietly, “Does that feel good for you, Mister Jack?”
My face must have been bright red from embarrassment, as I answered, “Yes, it, ah, does feel good.”
Magdalena slowly removed her finger, replacing it with the enema tube. “I am glad,” she said close to my ear. “An enema should be good for you, not something painful.”
Holding the enema bag about two to three feet above me, I felt the soapy water going in quickly. It moved into my bowels and felt very warm, but I didn't get the cramps I had when giving it to myself the prior day.
"Is everything all right," she asked, as she started to rub my stomach and tried to push the water higher into me. That felt good as well, particularly as she rubbed lower toward my dick, which was quickly rising. Finally, the rubbing lower and lower reached my dick.
“You have a wonderful penis, Mister Jack,” said Magdalena, seemingly enthralled. She grasped my dick and started to rub it slightly up and down. Then, she took one hand and grasped the enema tube, moving it in and out along with her stroking of my dick. I felt an orgasm coming soon and my mind went crazy over my conflicted thoughts on my housekeeper.
“Does this feel good, Mister Jack?” Magdalena as quietly.
I moaned, and my dick throbbed from this unexpected experience. “Magdalena, you are giving me just amazing feelings, not expected, but sincerely appreciated.”
“Good,” she responded, “I am so glad you will feel better in so many ways. I wanted to help you because you are my employer, and also my friend. Now, just finish what we are doing to make you better.”
The bag emptied, and Magdalena put it down on the bed, then started to remove the tube from my ass. Feeling it come out was intense, and I started to come in her hand, still on my dick. She felt the impending orgasm, and, as I found out shortly, was about to have an intense one herself.
She quickened her rubbing up and down my dick, and started to feel her breasts through her dress, saying slowly to me, “Let me see how much you can give me.” I erupted again, and again in an orgasm the likes which I had never experienced.
Reaching over behind her, I rubbed her back, then lower and lower until I reached her ass. It felt so good through the dress and I sorely wanted more but was not sure of her feelings about going further than we already had already experienced. I rubbed softly, and Magdalena bent her head toward mine and then kissed me hard on the lips. At the same time, I moved my hand over her cheeks, then down, reaching the hem of her dress. I brought my hand tentatively up under her dress, then higher and higher slowly until I had reached her ass again. Using my other hand, I pulled her closer to me as we continued to kiss.
I realized Magdalena was wearing a thong of some type, and that excited me even more. As I rubbed her ass, and eventually her thighs, she moved her legs apart and I took it as a sign to go for the gold. I continued rubbing softly along her ass and down to her thigh again, this time moving my fingers slowly toward her inner thigh.