Note: This is my first story submission and many thanks to Literotica volunteer editor, mrwriterfromd, for his help with grammar, tense and general tips. I hope you enjoy it.
I sprayed a little aftershave and checked my hair in the mirror before getting out of my car. A week after our first meeting I was back to see Miss Smythe again, and as I walked up the path of a very well kept front garden I reflected on how a therapist could afford such a lovely detached house. I had asked her about what area of therapy she practiced in, yet she only replied to say that she helped clients find their place in life. I didn't quite understand what she meant by that, but she quickly moved on without giving me the opportunity to delve further.
She had recently contacted me as she was looking for a new financial advisor to look after her investments. As a wealthy lady that gave me the potential to earn very well, so I was delighted when she called to let me know she had chosen me, as I knew she had spoken to other advisors. She was also a very attractive woman in her early forties, thus the thought of spending time in her company was an added bonus to the money. Despite her good looks and super fit body, I had found her a little intimidating in our first meeting, and had got a little tongue tied on a couple of occasions. Being 15 years her junior she had that air of authority that took me back to my school days and my old maths teacher who could silence a class of adolescent boys with a couple of words and a glare. She would definitely have been the subject of many a schoolboy's fantasies.
I rang the doorbell and, unusually, some of the nerves that had me tongue tied in our first meeting came back. The door swung open, and Miss Smythe stood before me. If I had thought she was hot last week she had upped her game. She wore a white blouse which struggled to contain her ample breasts, and a tight fitting grey pencil skirt with her black hair tied back in a bun. She looked like the stereotypical female boss that you saw in porn.
"Hi Miss Smythe, good to see you again."
"Hello Josh, do come in. You can call me Jessica," she said turning around and walking down the hallway.
"Err, ok. Thanks Jessica," It felt a little strange calling her by her first name after the formal atmosphere of our previous meeting, but maybe now that we would be working together she felt it more appropriate.
I followed her into the hallway, closing the door behind me. We entered the lounge, and I noticed that the curtains were drawn, although due to the bright sun it was still light. I couldn't help but sneak a look at her great arse and shapely calves protruding below her tight skirt. I was definitely going to enjoy spending time in her company. She didn't have kids, but otherwise was the perfect definition of a milf.
"Thanks for giving me the opportunity to look after your investments Jessica, rest assured I will be working very hard to get you maximum returns." I was starting to feel good about this relationship already.
Jessica stopped abruptly and turned sharply to look at me. I hadn't previously realised that in her heels she was a good four inches taller than me, and now at less than twelve inches between us she could look down on me.
"Well, you had better perform for me," she said, looking me straight in the eye. I wasn't sure if she was simply being firm, or if she perhaps meant something more.
"Erm... err no, I mean, yes of course Miss Smythe. Jessica, sorry." I suddenly felt like I was back in a maths lesson!
"Is that a 'no you won't perform' or a 'yes you will?'" she replied curtly.
"Sorry, sorry of course I mean I will perform, I mean - make your investments perform," God, what was happening to me?
"Are you ok, Josh? You look a little flustered." she sneered.
"Yes, I'm fine." I insisted, "I'm looking forward to getting started with your investment and making you good money." My attempt at regaining composure was betrayed by a little nervous laugh.
We were still stood very close to each other; normally if someone had invaded my space as she had I would have backed away, but my feet felt rooted to the spot. Jessica really was a stunning lady and simply had this... aura about her. Was it my imagination or was there some sexual chemistry in the air? Perhaps that was just wishful thinking on my part?
"There's something we need to discuss before we start, just so we are both clear on the terms of this relationship," her tone made it clear that she was in business mode.
"Sure Jessica. I'm happy to clarify and answer any questions you may have."
"Your fees."
Well, she was straight to the point, and my heart sank a bit as that normally meant only one thing. I had already given her a generous discount as I had really wanted to work for her.
I tried to meet this head on, "OK, well Jessica, as I explained in our first meeting, the fees I charge are based on the services I provide, plus a percentage of your investment portfolio, which I have discounted from the usual rates. That was all laid out in the follow up email I sent you. I appreciate that it looks like a lot of money, but my quote really is very competitive, and you will get a great return on it."
I was happy that I had regained my composure and was sure that I was coming across confident.
"Well, the problem is," Jessica paused and looked me straight in the eyes with a fixed gaze, "that I don't pay men anything to do things for me. Men do things for me for free."
I waited for what she was going to say next, but nothing came. She just stood there with that alluring gaze. What was she saying? Was she offering me sexual favours in return for financial advice? I mean I would love to have sex with this hot milf, but I couldn't just gift my services for free in exchange for a fuck.
"I don't understand."
"It's quite simple Josh. I have a gardener, a chauffeur, a handy man, and a cleaner. They all serve me for free."
I had no idea where this was going, or quite what she meant by serve.
I laughed nervously, "Well, I guess you must have some very good friends. You are a lucky lady." I laughed again, but Jessica remained straight faced, fixing me with her glare.
"They are not my friends, Josh. They are my slaves."
What the hell did she just say?! I was shocked. Was she messing around, was this a joke? I really wasn't sure how to react, or what to say. Her features gave nothing away and she was starting to make me uneasy, and a little vulnerable.
"I'm not sure what you mean..." My mouth was going dry, and I felt like I was losing control of the situation.
"Well, I told you I was a therapist. I teach men their place in life." Jessica continued, "You look confused Josh, let me explain. I am a lifestyle dominatrix. Men pay me to let them be my slave. You, however, are in luck. I am offering you the same opportunity for free. Of course, you are expected to work for that privilege, which is why you will be managing my investments for free."
Now I was truly shocked, but at the same time, I could now easily see her as a dominatrix. I knew about the scene beforehand and have to confess to being turned on by watching some porn, but I had never met or visited a dominatrix. The thought had never crossed my mind. This was all very surreal, and I really should have just left and forgotten about the deal. Yet for some reason I was still rooted to the spot, looking up at Jessica.
"This is not what I want," I began, "or what I am into, Jessica. I'm not sure if you are winding me up with this, but if you and your friends play games then that is your business, but it's not for me."
"Slaves Josh!" she corrected.
"Sorry?"
"You said my friends. I have already told you that they are not my friends, they are my slaves. Don't you listen?"
"Yes, I do listen, sorry."
"You say sorry a lot, Josh. That's normally a sign of somebody who has low self-esteem. Do you have low self-esteem Josh? Do you often consider yourself not good enough?"
"No, I don't. Look, I'm sorry, I'm just a bit confused."
"There you go again, Josh. Saying 'sorry'."
"I'm just being polite, I don't know what you want me to say?"
