1. Overnight Apprentice: Greasing The Tranny Specialist.


    Date: 8/23/2017, Categories: Fantasy, Consensual Sex, Job/Place-of-work, Pregnant, Author: Speedinator72, Rating: 80, Source: sexstories.com

    Otis would have a heart attack. If there's one thing that both Mr. Finlay and I don't like, it's people dressing in drag. There's no place for that kind of shit in my culture. Now, daddy's little girl is a busty cougar. Virginia Finlay also goes by her nickname 'Vi-Fi'. Vi-Fi only stands about 5',3" and weighs about 140. She is also slender, nicely tanned, has natural dirty blond hair that goes down just below shoulder length. She also has baby blue eyes that you could clearly see from a distance. She wears a set of high-heeled shoes, dresses classy like a natural business woman. But man oh man, what really turned me on was her nice set of tubes. They've got to be a natural D cups. But whatever she's wearing underneath her nice, silky white blouse is holding them up just right, because they look nice and firm. Although she doesn't look it, she's 44 years old. I found out from an assistant who's work with her for over 20 years, before she retired. But finally after a quick 15 minute discussion about the ground work of what's gonna happen in just over a month, they all signed the contract. Then Virginia said, "Well Mr. McMillan, you've got the job." At that point, I was at a loss for words, so I simply said, " Thank you guys. This whole thing means sooo much to me." "You're welcome," Mr. Jackson said. "Why don't you take the rest of the afternoon and the rest of the week off. Well take care of your stuff in your locker so when you come to our new factory." "Sounds good to me," ...
    I said. I'm looking forward to working with you, Miss Finlay." "Same here," Virginia said, "By the way, you can call me Virginia." "Okay Virginia," I said, "see you in August." And with that, I dashed out of the office, got my stuff at my station and I was gone. Now I really have something to look forward to. But I couldn't keep my eyes off Virginia, but how can I? Now if it's one of the many things that I have, it's an eye for detail - especially when it comes to examining women. Something I've noticed that caught my eye about Virginia, it's what she wasn't wearing that really got my attention- and I'm not talking about underwear either. What she wasn't wearing was a rock on her finger, this means she has to be single. Now her being a cougar, she had to've been married and she's either widowed or divorced. But then again, none of that's any of my business or primary concern. But now, I had even bigger fish to fry. Now, I've been out of high school about eight years. I went to college and got a double major in marketing and engineering. In addition, I learned some tools to the trade by taking some vocational courses. Thats how I was able to got the job after college, with an apprenticeship. Possibly the main reason I've got promoted. They know I can walk the walk, instead of just talking the talk. And at age 28, I was ready to endure greater tasks and the challenges that came with it. Now, it's August and the day has come. I drove to the new facility, but I got there maybe a ...
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