I hope you enjoy this fictional story and you can comment at bttm4u2@yahoo.com including any transgender ladies.
I serve a transgender lady sexually and I love having my ass at her disposal and it hasn't always been like that.
I saw an ad needing a man for this house for escort service and I noticed it was a transgendered escort services and that got me intrigued. I just graduated out of high school so I wrote down the address and went there to pick up an application and hopefully schedule an interview.
I got there I noticed it was a large white Victorian style house and I climbed up the steps on-to the front porch and I rang the door bell.
About a minute later the door opened and there stood a smartly dressed lady who looked to be in her late 30's maybe early 40's but was knockout. She was tall she stood about 5'11" probably weighed about 130 lbs had shoulder length red-hair and the most beautiful blue eyes.
I said," I came here to apply for the job you are advertising if you haven't filled it yet."
She said," You look a little young how old are you?"
I said," I just turned 18 and also just graduated high school."
She said," You know what my business is do you?"
I said," Yes I do mam."
She said," If you this job does not entail you to sample my girls they are my employees and they fill out W2 Forms and pay their taxes also."
I asked," What tasks will you expect me to do?"
She said," Well, here it is, you will be expected to do maintenance work here and drive my girls to wherever they may have to go, which I have a car for that and if I expect you to drive me anywhere you are to do that. I will pay you starting out $800 a month and that includes your room and board here and when you eat your meals at the table you will be required to dine at the table in a presentable manner. You won't have to wear a suit and tie but you will be required to wear pants that don't have stains rips or tears on them and a clean shirt and clean shoes and that will include when driving me or the girls to where they have to go. I expect this because this is an upscale business with an upscale clientèle do you understand?"
I said," Yes mam."
She said," Good and I do appreciate that you have been raised with manners and knowing how to address those in respect. When we are one on one you can address me by my first name Samantha. When the girls are present or if there happens to be a client you will address me as Miss Philips."
I looked at her quizzically not knowing if I was hired or not.
She said," I am a good judge of character and I can tell when I can trust someone you are hired if you want the job."
I said," Yes, this job sounds great."
She gave this most beautiful laugh and said," Well, I will keep you quiet busy but if you still want the job, you can follow me to my office."
We walked to the first room on the left and she opened the door into a large room and in there was an executive style desk with a computer and a multi-line phone and with file cabinets next to it.
She reached into a drawer and brought out a W2 form and handed it to me. She said," Do you know know what post-op transgender woman?"
I said," Not really."
She said ," These girls are all women even though they have cocks and they do like using them occasionally and I have a nice cock. Now you will have access to a communal bathroom that means if you don't want to tempt these girls I would advise you to lock the door after yourself when you are relieving yourself or taking a shower because even though these girls do like being penetrated they do like taking advantage of a nice ass. From what I see in your jeans you do have a nice ass."
I blushed after she made the statement.
She told me the rules and than said," All the girls are here and why don't I call them down and you can meet them."
I met all 10 girls brunettes redheads and blondes and even though they were born males they were beautiful.
Miss Phillips said," Some required some plastic surgery but they are all feminine and feminine looking so you can't tell there were once males until their skirts and panties come off. You won't believe how many straight men love the thought of going out with and having sex with transgender women. If any man decides he will allow one of these to penetrate them why I will consider giving him a discount. The clients go through a careful screening process to make sure they are disease free and if they hire the services of another prostitute they can no longer come here I don't want to take a chance you know. And it is for that reason I can allow them to go bareback with my girls."
She asked," Do you still want the job?"
I said," Yes, I do want the job."
She said," Well, good I am glad I can take you over to get your things."
I said," I don't know if my parents would understand if I told them what your business is."
She said," Well I will just tell them that we design and sell high end clothing for women I do that also. About 4-5 women help me with that even though they do love the escort aspect of the business. I will also tell them that I supply the room and board for the girls and yourself."
We got over to my parent's house and she told my parents about the job and her business and my parents were so happy. Since it was my parents she told me I could call her Samantha.
She said," Your son has definitely been raised well and he has shown nothing but respect. We are here to get his stuff. I will be supplying the room and board and also paying him $800 a month."
My dad said," Son, I don't want you to let Samantha down this is a good job for you."
I said," I know dad I won't."
We got my stuff together and headed out to Samantha's company mini-van and put my stuff in and I closed the door and climbed in.
Samantha said," Jake, I am an easy employer and you will have enough free time to have fun. Do you have a girlfriend?"
I said," Not a regular girl-friend I do go out occasionally
She said," I am surprised at that a strapping young man like you well if you have a date you can bring her here."
We pulled up in front of my new home and work and got my stuff out and headed to the house. By the time I put my stuff away it was time for bed so I stripped to my underwear and crawled into bed and went to sleep.