"I need a boyfriend discretion is a must.
I am a closet transsexual.
I prefer to be called by my female name and to be dressed up as a woman. For discretion reasons I cannot always do that.
I need a man in my life to satisfy my sexual needs on a very regular basis.
I need to be forced to submit to your cock. To be forced to worship it. To be made to service it orally and to be taken anally.
As you can see from the photos, this is how I prefer to dress and my penis is small. You need to be much more well endowed than me.
You need to be muscular, well built and respectful.
I am attached so as I said, discretion is a must.
If this turns you on and you can be the man for me, please get back to me."
"Perfect," exclaimed Denise. "This text includes the edits that Naughty wanted," she added.
"Ok, here goes," I muttered hesitantly as I clicked 'update' and then clicked the 'post' button so that my profile would go live. My profile. On a transsexual dating site. My stomach twisted into a knot. Naughty was adding a regular boyfriend to my humiliation. Or rather I was being forced to find myself a boyfriend.
"Well, I've got to get back to work," stated Denise, my super hot brunette secretary. The one I was being forced to have an affair with. Forced by Naughty.
I watched her as she slipped out of my office. Such a hot brunette. Every man's fantasy. Today her shapely body was covered by a light blue frilly blouse, unbuttoned just enough that you could catch a glimpse of her lacy dark blue bra. She also wore a pleated navy blue skirt that almost came down to her knees. It hid the lacy dark blue garter belt that held up her dark blue stockings. Her feet were clad in dark blue heels. Hoop earrings and large thick bracelets completed her look.
As the door closed behind her I returned to my thoughts. I looked back on the past five weeks and how things had progressed. From being blackmailed into masturbating while wearing lacy lingerie, like I have under my suit now, at the beginning to last week when on our business trip I was transformed into a 'woman' and was forced to seduce men and submit to their cocks. Naughty had said I was being trained. That I was his/her favourite project. Project being trained for what? That was something I really did not want to dwell on too much. Especially after meeting Jerome and Janine.
I shuddered.
My penis stirred.
Denise had also been gang banged. She had wanted more big black cocks. Until then. She really did not want that to happen. Naughty showed that he/she would not only push the limits but that Naughty could cross the line. To protect Denise from that ever happening again I asked Naughty to work out a deal. Part of this deal hinged on me getting myself a regular boyfriend to service.
Dolled up as a girl.
Weekly.
My stomach churned.
My penis stirred more.
It was Monday, 1 pm in the afternoon. I too should be refocusing on work. But I couldn't. I thought about the fact that I still did not know who Naughty was. I also thought back to last Friday and to making the deal. Part of me remembered that Naughty did not have to do this but he/she did. Still it did not make me happy to accept the conditions.
And when on the car ride home Denise finally asked what deal I had made to protect her, I couldn't even tell her. That was part of the deal. We had been holding hands all the way home and when she brought up the deal, she held my hand tighter and thanked me for taking care of her.
She rightly figured out that the boyfriend thing was part of it. Almost as soon as she read the chat posting this morning that Naughty wanted me to pick myself out one. She again tried to pry the details out from me and again I reminded her that I could not. All that I could admit was that I had made a deal to protect her from gang bangs and that more details than that could void the deal.
That had brought about a loving and passionate kiss from my secretary.
As I breathed in, I could still taste Denise's juices and her boyfriend's cum in my mouth. My mind flashed back to the beginning of lunch when I had been told to eat her out on my couch as usual. She was as horny as ever since her boyfriend had not made her climax over the weekend.
He just filled her with his cum.
Again and again and again.
Only fake climaxes for her.
Again.
She desperately had needed my tongue. I could tell that she was well fucked, six times she claimed, and that she had not cleaned herself down there. Naughty had forbade her to, until after I had eaten her and cleaned her out with my tongue.
As I shifted in my seat I felt the butt plug vibrating away in my ass. It reminded me of my situation. It made me feel horny. I thought of the matching egg buried in Denise's pussy. Vibrating away to keep her horny too. My conflicting emotions over my love for my wife Emma and for my girlfriend Denise welled up in me.
Thoughts of the this upcoming weekend's party slipped into my mind. When I had asked Naughty for more details I didn't find out too much. I was to be away from my family from 4 pm Saturday till maybe Sunday afternoon.
Naughty also said: "I will give you more details about the party later. Rest assured though by the end both your jaw and ass will be quite sore."
That did not reassure me. Not at all. Sounded worse than my night with the Japanese businessmen.
Since Emma had a yoga thing too, I would have to make arrangements for my children, and Denise would have to tell her boyfriend something.
I had to get focused on my work. Even if just to give me a respite from these issues. I really did have lots to do after having been away from the office for a week.
Somehow I managed to get myself into my work. I had loaded a client's information into my brain and seemed to be getting the head space to focus on it.
"Ding!"
My phone went off. I looked at the screen, it was from the dating site. Someone had replied to my ad. Naughty had said that I needed that setting on. I needed to know when a man sent me a reply. Why? To know how many were interested Naughty had said.
It was only 1:15.
It only took 15 minutes to get my first reply.
My heart leapt into my stomach, this was really going to happen. I was going to get a steady boyfriend. Forced to get, I corrected myself. Images of a muscular man with a large cock wanting regular servicing flooded my mind.
My penis stirred.
I needed to not think about it. I got back to my client's file again. No problems but still I had stuff to take care of.
"Ding!"
I looked at my phone. Another reply. I had just got my work focus back. Once again I began thinking of the prospect that lay before me. Another man was interested in my sexual services.
I had to work. It needed to get done. I began to re-read my notes. My work came back to me.
"Ding!"
A third man had replied to my ad. Looking at my phone confirmed it. I really had hoped that no one would reply or that they would not be suitable in Naughty's eyes. I had hoped that-
"Ding!"
A fourth man.
It was 1:30.
Four in 15 minutes. Yes Four.
