Miss Ellen

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

He scoffed, "Insult the woman who's going to make all of my dreams come true? Not likely." With more courage, he began to undress himself.

"One day, Michael, we will be sisters. I look forward to that day. Fold your clothing. Do not make a mess of Mistress's home."

He scrambled to pick up the few articles he'd carelessly dropped to fold them correctly and shelve them.

Once we were both undressed, I looked over at him, and he had his hands over his groin, blushing and trying very hard to not stare at me. "I'm sorry," he whispered.

I gave him a comforting grin, grasped his hand and began to pull him along after me. "I'm flattered, Michael. Compared to Mistress, I am as nothing. You do me a great compliment."

Stopping just outside of the room I'd prepared, I turned to my companion. "Remember, Michael. Mistress is always the most important person in the room. Your attention must be on her. Are you ready?"

Michael nodded, unable to speak at the moment. I opened the door, and led him inside.

I had constructed a chair to greet her new servant that would fit my Mistress's regality, Mistress laughingly referred to it as her 'Throne'. That description was not far from accurate.

Dark wood with deep red cushioning. Very high-backed, cushioned armrests. Perched on the throne was Mistress, adorned in a purple silk dress reminiscent of Ancient Rome. I had curled her hair into loose, bouncy curls, and her makeup was immaculate.

Michael had forgotten how to breathe at his first glance of her.

Mistress grinned and rose, gliding down to meet him far more smoothly than one as large as she should have been able to.

"Michael," she smiled down at him, "I am so happy to meet you." Scooping up his little body and holding him close, she walked back over to her chair and sat, laying him down in her lap and talking softly to him.

I could not hear what was said from my position by the door, but after a time Mistress moved the side of her dress inward, baring her immense breast, and coaxed Michael to drink from her.

I smiled broadly at the sight. Michael would be a welcome addition to my Mistress's household, and would bring not only skills I did not possess to Mistress, but would give her another person to interact with.

In perhaps six months, when Michael was well along the way in his transformation, I would bring up taking on yet another servant. If my Mistress would not bring herself to go into the world, I would bring some of the world to my Mistress.

Already I had vague plans to remodel some of the unused rooms into a strip club and movie theatre. Michael's skill in electrical work will be very welcome in completing those projects. Teaching him to strip once he had enough curves of his own would not be so difficult.

Yes, Mistress would be as happy and content as I could accomplish.

Nothing mattered more.

1...345678
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
22 Comments
MadMausMadMausabout 2 years ago

Wonderful story. It is longer than most stories I have seen but it's not drawn out and unnecessarily wordy. Wonderful characters that I just enjoyed reading about.

At the end I was wishing people like Miss Ellen was real and that I could find myself in her service as well.

mammoetmammoetover 2 years ago

reading it again, i'm still hoping for another chapter

Monalott69Monalott69almost 3 years ago

I have been on this site for awhile now and doing a lot of reading, this story really hit a home run. Excellent work developing the characters, enough details to make it erotic. Excellent job

bbwssbbwluvrbbwssbbwluvralmost 3 years ago

Amazing! I honestly wish. Was in Holly’s shoes.

AnonymousAnonymousabout 3 years ago

I needed this story. I empathize with Miss Ellen in her larger stature causing her to be self conscious. She struggles with leaving home to interact with the general public and I do too. I seek to be adored, understood, and cared for in a similar manner. The intimate encounters were well written. Lots of care was taken while describing the closeness, passion and familiarity. Thank you.

WeezyfWeezyfabout 3 years ago

So there is one person in the world that was kind and interested in you and having financial difficulties and you decide to hire him as your sex slave.. sigh

AnonymousAnonymousover 3 years ago
Perfect

Finally, somebody who knows how to really write erotic fiction. Well done.

WestfjordianWestfjordianover 3 years ago
Amazing!

This is an amazing story, I must say. Extremely erotic, and I love wholesome, gentle domination. I wonder how hot a story of Holly training a new servant's holes for her mistress would be?

AnonymousAnonymousover 3 years ago
Absolutely the best story on this site.

I cant even put into words how much this story turned me on and enthralled me. This is like, my personal 50 shades of gray story. If you expanded this into a full on book, I would absolutely buy it. I want more!

AnonymousAnonymousover 3 years ago

I wasn’t sure if this was my kind of story but after falling in love with your longer chapter driven stories, I gave this a try and thought it was excellent. You allowed the flaws in the characters to not only show but to shine and make them more endearing due to those flaws and the way that they managed to overcome those flaws. I guess I shall spend the next few days/weeks reading everything else you have written on Literotica and see what other gems I can enjoy.

Mitchell

Show More
Share this Story

Similar Stories

Futa House A boy unwittingly discovers a gold mine of girlcock.in Transgender & Crossdressers
In Time for Summer A boy gets seduced by his "lesbian", packing roommate.in Transgender & Crossdressers
My Transgender Neighbor Mike falls for his blonde transgender neighbor, Caroline.in Transgender & Crossdressers
The Big Mature Shemale Next Door Little guy is fed cum and seduced.in Transgender & Crossdressers
My New Trainer Workouts will never be quite the same.in Transgender & Crossdressers
More Stories