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I Want To Be Forced To Go To Work As A Sexy Secretary

Personal Stories, Advice, and Support 414 People

    Would Love It!

    If it was my choice, I would dress in a beautiful pair of white panties with matching bra, a white cami, white suspenders,silky seamed stockings, a nice knee length straight skirt and a white semi see through blouse so that my white undies can be seen through the material. I...
    SusanMarina SusanMarina
    1 Response Jul 15, 2012

    Oh How I Wish....

    My fantasy is to be forced by my girlfriend/mistress to have to go to work as a sexy secretary, i would have to travel in everyday by public transport but i would only be allowed to wear the following... from the feet up, a minimum of Four inch black patent sandals, with red...
    stephaniejonson stephaniejonson
    36-40, M
    5 Responses Feb 15, 2010


    I work in a one man office from home so I dress up as a sexy secretary when I am in the mood it makes me more prodoctive and feels so nice.
    mazzz77 mazzz77
    18-21, M
    1 Response Mar 2, 2010

    I Love Dressing As A Secretary...

    ...and under the guise of doing it for charity did indeed do that at my work a few years ago - no one there did, or indeed does (as far as I know), know I am really a crossdresser who got a kick out of doing it in full view of everyone! It wasn't strictly speaking 'proper...
    babyrosie68 babyrosie68
    41-45, M
    3 Responses Feb 11, 2011

    Sexy Little Secretary

    One of my fantasies is to have a 2 week or more vacation and live totally as a woman with my wife's support. We would get our nails done together like we do now, but I would get a full set and have her paint them outrageously. We would go shoe shopping together and she would pick...
    billycuck billycuck
    41-45, M
    Jan 26, 2011

    My Cruel Aunt Made Me A Secretary!

    Raised by a cruel aunt who cross-dressed me from the age of ten, even sending me to a "specialised" girls' school, when I attained young womanhood I was sent to work as a secretary at one of her companies. On my first day, my small pathetic manhood (if you can call it that!) was...
    Silkendreams Silkendreams
    46-50, M
    11 Responses Oct 29, 2010

    Jenni My Pa

    I know that women often complain about having fewer job opportunities, etc especially now with the recession. My solution was to start my own business with a women only policy. I now have three women and another T-girl working for me. The T-girl actually came to her first...
    sammi11 sammi11
    41-45, T
    9 Responses Dec 10, 2010
    Josie06 Josie06
    56-60, F
    1 Response Nov 8, 2010

    A Fantasy Of Mine

    I am a crossdresser andI have always fantasized about being a sexy secretary in an office. One of my favorite outfits is a satin blouse with a tight fitting satin skirt with of course all the silky sexy lingerie underneath. I would love to be hit on by the men and taken as a...
    Lori234 Lori234
    51-55, M
    1 Response Sep 21, 2013

    Been Looking For A New Job

    I have been looking for a job where I can go to work en femme for some time. I never quite seemed to find what I am looking for but, there have been a few jobs where I have been alone in the office so long, I thought about it. Once, I even braught in a pair of my patent leather...
    41-45, M
    5 Responses Sep 22, 2010

    Training The Receptionist Is Actually A Novel On Kindle About This Fantasy

    Training the Receptionist is a novel by Juniper Bell. The reviews are good: It’s her naughty dream job—if they’re satisfied with her performance… Eager to escape her miserable existence in Low-Life, Long Island, street-wise Dana Arthur jumps at an entry...
    ShyBlonde ShyBlonde
    1 Response Oct 3, 2010

    In Secretary Outfit In The City.

    When I´m able to spent some time en femme, I often go in the city in a nice business suit and go shopping there. I pretend to be a secretary after work. Sometimes I find nice peaple making some pictures of me (you find these at:
    MarieChristineTV MarieChristineTV
    36-40, T
    4 Responses Apr 21, 2010

    Wanna Be A Sexy Secretary

    I'm a secretary, that's what I do. I never dress up sexy to a degree that draws people's attention but I still get much. My boss is a very busy guy, married of course but I don't think I'm not of his interest as a woman. My husband on the other hand is one of those guys who...
    npanagopoulou npanagopoulou
    26-30, F
    Sep 16, 2011

    Friends Mother.

    My best friends mother caught me dressed in her daughters clothes and having sex with her son one day. A couple months later when her hubby had taken the kids to Texas for the summer, she asked if I wanted to spend the summer with her, she was gorgeous, and she would keep me...
    girdlequeen22 girdlequeen22
    46-50, T
    4 Responses Jan 29, 2013
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