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Instructorxxx 57M
44 posts
9/11/2022 4:50 pm
The Assignment

Hi everyone. I typed up this story ten years ago. My how time flies. Enjoy!



Instructorxxx 57M

9/11/2022 4:51 pm

The Assignment

Tanya glanced nervously around the dining area of the restaurant. She was right on time for her scheduled meeting. She was dressed to kill in her sexiest skirt and blouse. She was dressed the way she always dressed when she interviewed for a job as a secretary. But this was a type of meeting unlike any she had ever had before.

“This way, Miss Jones”, the hostess chimed.

Tanya followed her across the floor of the restaurant towards a banquet room. Tanya’s nervousness returned as they entered the large room. It was empty except for a gentleman sitting at a table at the far corner of the room. She had assumed the lunch meeting would take place in a more public part of the restaurant. The gentleman left his seat and pulled out a chair for her.

“Hello, Tanya. I am pleased that you could make it.”

Tanya returned the greeting and took her seat at the table. The hostess offered her and the gentleman menus, and brusquely walked out of the room.

“I apologize for the accommodations. I know that you were probably expecting something a little more public, but our conversation will definitely require a little discretion.”

“This is okay. I am okay with this.” Tanya was caught off guard by the gentleman’s business tone. But her uneasiness subsided with the waitress’s arrival. She watched him look over the drink menu. He was a fairly attractive man, and his interaction with the waiter was comforting. The waiter left with their requests for water.

“ I am really genuinely pleased to see you, Tanya. I would love to spend a lot of time with you today, but I have a pressing engagement this afternoon. So, are you ready to discuss business?”

“Yes, Mr. Seven”, Tanya responded.

“Call me Instructor, Tanya. Just Instructor. I like to discuss business in a less formal manner. Don’t you?”

“Yes, --Instructor” Tanya stuttered.

The waitress returned with two glasses of water and asked if they were ready to order. The gentleman asked for more time. As the waitress walked away, Instructor returned to their discussion.

“As you already know, I have a business proposition for you, Tanya. I have read your profile on alt.com, and I think that you would be an excellent choice to do a job for me.”

“What do you want me to do?”, Tanya asked.

“Well, that is a bit of a problem, Tanya. You see, I do a type of work that requires a great deal of discretion. I have to be very careful about who I bring into my circle of associates. I cannot simply discuss my business to anyone. Do you understand our situation?”

Tanya nodded even though she was a little unsure.

“I offered to pay you a fee of $500.00 to perform a task for me. Will that be sufficient to get you out of trouble with your creditors?”

Tanya blushed at the reminder of her financial problems. For awhile, she had been able to set them aside. Now she contemplated her situation as the waitress arrived to take their order. Her car had been impounded that morning. She was on foot. Without a way to get to work, her situation was only going to get worse. She fumbled with the menu for a few seconds before stating that she would have what Instructor ordered. Once again, the waitress repeated the routine of brusquely walking out of the room. As she walked out of the doorway, Instructor returned again to the discussion.

“I am taking up the tab for our meeting. I have offered to pay you well for your services. And, I am taking the risk of bringing you into my private world. But, before I offer the details of the assignment I have for you, you must prove to me that you are up to the job.”

Instructor paused and waited for Tanya to respond.

“How do I do that?” Tanya inquired.

“The waitress will be returning in a few minutes with our salads. When she leaves, you will have the option of proving your commitment to me or leaving.”

Instructor reached across the table and placed a fifty dollar bill.

“I will pay your cab fare, if you decide to leave. When the waitress leaves after serving us, you will stand up and go to the ladies room. When you get there, you will enter one of the stalls and remove the panties I asked you to wear. Did you wear the red ones I asked you about earlier?”

Tanya blushed again as she nodded.

“Good! Remove them and bring them to me. Hand them to me under the table. Once you have done that, I will explain to you what I will pay you for. Okay?”

Tanya nodded again.

There was an ominous silence as Tanya tried to comprehend what she had just been asked to do. It was quickly replaced with the arrival of the waitress to serve the first course. When she left, Tanya got up and walked out of the room. In the main hall, she weighed her options. To her left was the front door, freedom, and the problems that she still faced. Who knows what she would have to face if she stepped into the bathroom on her right. She made her move for the door.

The waitress had just placed Instructor’s main course of clam shells down in front of him when Tanya returned to the banquet hall. As she passed the waitress crossing the hall, she noticed the blushing expression on the waitress’s face. Did she know what was going on or had she just been the victim of some playful banter from her customer? Tanya pushed it from her mind as she sat back down. She reached under the table and handed Instructor her panties. Instructor examined them under the table before placing them in his jacket pocket. Meanwhile, Tanya was trying to stretch extra length out of a skirt that was far too short to be safely worn au natural.

“Excellent! I am pleased that you found the courage to trust me with such an intimate item. I will give them back to you in due time, my dear.”

Instructor reached for his glass of water and took a sip before continuing.

“I took the liberty of having my main course brought in early. Take your time and enjoy your salad. Unfortunately, I will have to leave soon but I want you to remain here and enjoy the rest of the meal.”

Instructor returned to his meal and they ate in silence for several minutes before Tanya worked up the nerve to ask about the assignment she had gone so far to unearth.

“Yes, it is time to discuss that, my dear Tanya. I provide special services to a select group of wealthy clients. Today, I have a client who feels that his submissive wife needs some training in fellatio. He has asked me to train her personally in the art of fellatio.”

Instructor paused and smiled before continuing.

“They came into the restaurant on their way to the hotel while you were away. Anyways, he is giving her explicit instructions to obey anyone who comes into the room. I saw him walk out and get in a cab just a few minutes ago. Right now, his sub is sitting on the bed upstairs waiting for me to begin the training session in the penthouse upstairs.”

Tanya was now getting visibly nervous. She had not expected her ordeal to involve anyone other than Instructor. Now, it appeared that this assignment was going to be too much for her to handle. She had no experience in these matters regarding BDSM training. And sex with other women was something else she had not considered.

“Relax, Tanya. I am not asking you to train anyone. But our prissy little sub upstairs needs to experience a little humiliation. So I am hiring you to watch and comment on her training session. I want you to knock on the door of room 715 in about thirty minutes. That should give you enough time to finish your lunch. When you knock on the door, I will let you in and offer you a seat. From that point on, all you have to do is watch. You do not have to do anything but watch and offer a few suggestions to my slave. Of course, I expect you to watch intently. And feel free to comment on whatever you see. You are a spectator that is free to participate any way you wish. Beyond that, I think you will know what to do. When the session is over, I will be glad to pay you your fee. Are you interested?”

Tanya drew a deep breath and paused to think it over.

“I don’t know if I am the right person for this assignment, Mr. Seven.”

“Call me instructor, dear. Think it over and finish your meal. You have plenty of time to think it over. I hope to see you upstairs”.

Tanya started to stand, paused, then smiled slightly as Instructor made a quick exit with her sexiest pair of underwear. She sat back down to finish her meal and ponder her next move. Thirty minutes later, she knocked on the door of suite 715.

The End


meltwill2 72M  
3820 posts
9/11/2022 5:24 pm

Nice I liked that....need to write more to add to it. I have some I wrote much longer than that. A few people have read them, some liked them some did not. I have always kind of thought about posting them on here for others to read. Mine are much, much longer than yours. Thanks for sharing, enjoyed it.


Instructorxxx 57M

9/11/2022 6:15 pm

Thanks for the comments. I also have written longer pieces but I don't think they are suitable for blogging. I think blog posts should take no longer than a few minutes to read. Then you can cover more blogs. At least that is my reasoning.


Kahlan2 87F
285 posts
9/11/2022 8:29 pm

Good story. It held my attention the whole time.


Instructorxxx 57M

9/11/2022 8:33 pm

Can't ask for more than that. Thanks for the post!


0410blossom 52F
708 posts
9/11/2022 11:37 pm

Awww, the joy of innocents! I really enjoyed this short story, it is keeping me intrigued and peaked my curiosity on what’s to come. I guess I’ll have to follow the instructor myself.


Instructorxxx 57M

9/12/2022 6:13 am

Thanks for the encouragement. I must double my efforts



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