Chapter 1

She had at all times been a controlling lady but now divorced and in her 50s, she no longer cared what others wondered. So, after much consideration, she decided to place an ad online for a tenant to move in to her lavish home to help with the up keep and bills, as well as entertain, amuse and satisfy her more darker personal desires. However, she was used to having her own life and home just as she liked it and she had no intention of allowing anyone to intrude upon her lifestyle or compromise her freedom around her own home. She therefore needed a very special type of person to fill the role and her plan was to ensnare her eager victim with an online ad.

“Male tenant required for a unique opportunity to serve a strict, intensely controlling, mature lady”, she stated in the ad. It was carefully worded to attract submissive males and applicants would receive a carefully designed questionnaire to help shortlist prospective candidates so that she could then subject them to further assessment in person.

The ad had continued on to explain that the “successful” candidate will be required to accept extremely strict rules of the house to ensure that the Mistress is satisfactorily served in the manner which she desires. It openly stated that the role will require someone who is aware of their inferiority as they will not treated as an equal human being, but instead will take up a role akin to that of “an abused slave to a harsh bitch”. She set out clearly that :

“The successful candidate will be a submissive wimp. You should expect to be treated with cold hearted contempt and a lack of compassion. I will NEVER be nice to the person I seek! You, on the other hand will become very adept at grovelling, begging and worshipping your superior Mistress”.

Additionally, her requirements included an ability to either work from home constantly or be sufficiently financially secure that he did not need to work.

She doubted whether anyone qualified could actually exist but it seemed like an exciting prospect for her to try.

She ended her ad with an invitation for interested submissive males to submit their application with a recent picture. No other guidance was present so it was left up to the applicants to stand out and try to get her attention.

She had mischievously included a pic in her ad showing simply a rear view of her in black shiny leggings and boots up to her knees. The camera angle was taken from the floor as if looking up at her Ass sticking out towards the camera. It didn’t show her face but she included it to illustrate how they should they her. She knew that for the right male, that image have a profound affect.

It was an amazing image showing stunning curves and a shiny clad rear that I suddenly had an urge to kiss but whilst I hoped that I was wrong, I doubted that it was actually her in the picture.

She figured that no ordinary man would consider such a role but she wasn’t seeking normality. In her mind, most men were pathetic creatures trying to pretend to be alpha males. She however had little respect or time for such egos.Hers was to be a household with only one alpha and that could only be her. In some methods she had quite a disdain for men following her difficult marriage and bitter divorce so she now wanted a man in the house who could accept her overtly bitchy and unfair treatment and live under her unrelenting and ruthless regime of abject service and control. It certainly wasn’t for the faint hearted.

Chapter 2

I stumbled upon her ad on a dominant personals site and read her words with amazement.I anticipated that the ad would have generated a lot of replies from time wasters and fantasists so I tried to be honest with my application in the hope that I atleast sounded genuine and sincere. At this point however I wasn’t totally sure that she was even genuine so I didn’t hold much hope for a reply but it would no doubt be interesting to explore.

“Dear Madame,

I was struck by your ad and even though I wondered if it was genuine, I found myself eager to apply for the role you described. I am 49 years of age and am fortunate that I need only to work two days per week online in a role which can be undertaken from any location. I feel this might lend itself to giving you sufficient time as your servant or slave. I must confess that I do feel very nervous writing those words as I don’t yet fully understand all that you seek but I am also extremely intrigued to understand more about what you require to see if I am compatible with your needs. I would add also that I have never replied to an ad like this before Madame.”

I went on to explain about my personal situation, namely that I am unmarried, no children and reasonably well off financially but that I felt I needed the guidance of a strong lady. I was unsure whether to admit that I had many fantasies of such a lady but I resisted the urge to tell her at this stage as I didn’t want to make myself sound like someone seeking a quick sexual thrill.

I sent my email to the cryptic email address listed, calling herself “TheMistress” and nervously awaited a reply.

It took three days before that reply arrived however and I was shocked by its tone and content :

“OK worm, you did well to get my attention. Now, when you reply to me, you will do so completely naked whilst kneeling and staring at my attached picture. “

There was indeed a picture attached showing a lady of around 50 years, looking down towards the camera which must have been placed again on the floor facing upwards to her. It felt like she was looking down at me on my knees and she was dressed casually in jeans and boots. She did however seem to have a very angry expression on her face as if she was shouting at me. It was certainly a picture of a formidable lady but I couldn’t be certain it was actually her or whether she was even female.

“I want to know how you feel while reading my email as you look at my pic” she said.

“You will also complete the attached questionnaire in full and attach a pic of yourself naked and on your knees. You may exclude your face this time for obvious reasons and address me ALWAYS as Mistress!,” she continued.

She was very deliberately trying to get a sense of my submissive nature and personality through my reply and I felt somewhat reassured that I could exclude my face from the humiliating pic she wanted.

Again I decided to be very honest and opened up about how that email and image of her truthfully made me feel. I was quite worried that this may be too honest but I figured it best to be open with her as she had requested.

“Thank you Mistress for your reply. I can honestly say that I was very excited, nervous and honoured to receive it. I hope I am not being too sexual when I admit that as I type this response, naked and on my knees, looking up at your pic, I also feel very aroused by you and very eager to kiss your boots. I don’t know why I feel like that as it is not something I’ve ever experienced before and I certainly do not feel like an equal to you. Far from it really as I feel an urge to beg for your forgiveness even though I haven’t done anything to be forgiven for. I hope that doesn’t sound too strange to you and I sincerely hope it has not put you off considering me for your role.”

I had never written anything sounding quite so pathetic and inferior but it was honest. I completed her very detailed questions which covered everything I could think of, from my work, home, relationships, assets, social media presence, social life, interests, sexual experience and fetishes. There was little she wouldn’t know about me by the end of this I wondered but I didn’t feel like I’d given away any confidential details so I was happy to send it. I had opened up about some very submissive fantasies however which was something I’d never done before but this was the first time I had been asked very direct questions about them.

Unbeknownst to me, she was secretly very pleased by my responses but it would not be evident from her reply which this time came a little faster. I began to sense that she may be becoming interested in me, if she was indeed real.

“Good boy. Again, strip naked and kneel before you read any more wimp. NOW!”

This was a very embarrassing instruction to me but I found myself obeying it before I read any further.

“Now, if you are suitably naked,and kneeling you may read on….

I am interested in you boy as you appear to be genuine and possessing some of the qualities I require. I can see that you really do need the control of a strict, unrelenting bitch like me but you probably don’t even realise how truly pathetic and inferior you really are. If you are successful in obtaining this role, you will soon learn that however!”

I again felt nervous reading her words as she gave an impression of being someone who could be quite mean or harsh and I didn’t know if I could handle her attitude in real life. I knew that I couldn’t help but feel drawn to her though.

“Now, this is a graduated application and interview process, you have successfully filtered through some initial weeding out of the rubbish I received and can now move towards communication by messenger. Install the following app and log into it using the already created username of “ownedwimp” and password of “pleaseMistress1965”. Note that the capital M is needed.

Be online at 5pm this evening and I will message you. You will be naked and kneeling whenever you communicate with me!”

I was now beginning to see her attitude towards control developing as this was unlike any online communication I had ever had before. She had created the profile and password in advance just for me it seemed. I noted also that there was no polite signing off at the end of the message either. It just ended abruptly with no pleasantries or courtesy shown at all but I was also getting used to her authoritative style, the more she messaged me. It was strangely, starting to seem ordinary to be talked to in this extremely curt manner.

Of course, I couldn’t wait the five hours until 5pm and I wanted to log in to this messaging app as soon as I could to make sure that the log in details worked and to familiarise myself with it.

As I logged in using the details she gave me, I noticed that a account pic had already been uploaded for me. It was the pic of me naked on my knees with my face cut off. I immediately felt extremely embarrassed. As I stared at the screen I was startled when a message appeared from a user called ” TheMistress”…

“I told you 5pm boy! If you don’t log off this instant there will be no further communication!”

I felt awful like I had seriously disobeyed her as I responded with a feeble “sorry Mistress” and logged out. I barely even had time to look at her account picture which looked like a cryptic image of a lock and key.

I now had an even more nervous wait until 5pm to figure out whether I had blown it and contact was ceased…