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I Would Love to Go to Work Dressed As a Woman All the Time

Personal Stories, Advice, and Support 644 People

    A Life Goal

    Yes, I most definetly would like to go to work dressed as a woman ... each and every day. I'm an accountant and I can do my work in any type of clothing. My preference would be as a woman. With years of experience I have achieved a good degree of acceptance and my words and...
    Josie06 Josie06
    56-60, F
    1 Response Jul 24, 2008

    Dressed At Work

    A while back I started my own business and had a small office. I realized I needed a secretary, so I hired an older woman to help me. She worked for me for five years and never once did either of us talk about sex or our personal lives. I have been a crossdresser since I was...
    pantiescouple pantiescouple
    Aug 19, 2010

    Where Or Where...

    I need a dream job like this. I guess you can do it anywhere but kind of hard when you work factory/warehouse jobs in Kentucky. I need a new career change and move also but I just turned 42. Any great suggestions out there? Lol
    InTransitionM2F InTransitionM2F
    41-45, T
    1 Response Nov 22, 2013

    What to Wear to Work

    Today I secretly wore Karren's undies to work under my uniform. I had on black lace trimmed panties, black nylon stockings with a matching lace garter belt. I slipped on a nice short half slip and off to work I went. I went to my office and slid into my leather chair and...
    Karrenfuchmee Karrenfuchmee
    2 Responses Jul 20, 2009

    Soon This Will Come To Be

    In my place of work I am a robotics programmer, the dily tasks involve meeting and talking to highly schooled People with multi-masters degrees and top notch Engineers. The 4 people I have out'd with this past week actually support me fully, much to my suprise and elation. The...
    Alasandra Alasandra
    51-55, F
    Feb 15, 2012

    Cloths At Work

    I would love to where girl close to work. I hate haveing guy cloths on. I am starting to tell people who I really am. May be one day I might dress totaly up and go into work.
    shanon01 shanon01
    22-25, F
    Feb 20, 2009

    Looking Nice For Work

    I am self employed under contract in a client services business. The fellow that owns the company is a right wing christian fundamentalist (yes, we have them in Canada!). There is no way I would ever show up for work dressed entirely en femme. That being said, I always keep my...
    qweerone qweerone
    41-45, M
    6 Responses Jan 11, 2011

    I Feel I Should Be a Woman

    I have felt this way since I was 13 or 14. I have worn a woman's bodyliner I purchased online with tights to work. I have quite a few times. I am going to do it again. You want to know something I would just love to dress completely in a body shaper, put my breast forms in...
    dani916 dani916
    26-30, T
    1 Response Aug 15, 2009

    Dressing For Work

    i would love to be able to wear my prettiest dress and go to my job but untill the attitude of the population accepts us in the mainstream i just wear all my lingerie under my drabs and i feel very feminine all day and no one suspects anything.this is my way of feeling my...
    phylisanne phylisanne
    70+, F
    4 Responses Nov 25, 2008

    I Employ A Great Guy Who Dresses As A Sweet Girl

    One of the guys here in the office likes to be a girl. Unbeknown to us he liked to call himself Tiffany but he didn’t openly admit his desire to dress in womens clothing until he had worked here for over a year. We all knew he was effeminate and some of his clothes were unisex...
    Stick2me Stick2me
    41-45, F
    4 Responses Jun 20, 2013

    Working As Woman Every Day

    I recently retired from an office of all men except one very efficient secretary. I just learned that she will be taking another job soon. One of the men knows how much I enjoy dressing as a woman and has dated me as a woman. I know the operations of the office inside out and...
    deleted deleted
    Feb 3, 2011

    I Want a Crossdress Friend Too

    How many of us have done this?  At 12 or 13, I wondered what it would be like to be a girl.  Curious, I tried on my moms' stockings.  The world swirled around me when I tried them on.  The world explolded when I slipped her panties over my silky legs...
    obesa obesa
    4 Responses Aug 6, 2009

    Full Time Girl

    I actually applied for a job in my feminine persona and got the job as a Sales Assistant in a Womens Clothing store. I have met some lovely girls who have taken me under their wing and provided me with friendship. I couldn't be happier.
    steamytiff steamytiff
    26-30, T
    14 Responses Oct 9, 2008

    Its A Dream...

    Weak up in the morning, get out of a silk or satin nightie, put on a sexy pantie, then go to the bathroom for long-long minutes, applying makeups, doing my hair... Then go to my big wardrobe, get in a sexy blouse, and a costume. Select a high heel and a handbag with matching...
    VivienXX VivienXX
    26-30, T
    Aug 15, 2010

    Alone In The Office

    I recently enjoyed 3 hours in the office dressed in my full femme attire. It was wonderful sitting at my desk and imagining the other women were sitting at there desks also.
    Faye2407 Faye2407
    2 Responses Oct 17, 2009

    Being An Author...

    Actually, since I'm a full-time author I work from home. But after all the contact I've had with men who enjoy wearing women's clothes and those who have gone through sex changes or had breast implants while still retaining their male genitals, I wonder sometimes what kind of...
    NewLifeAuthor NewLifeAuthor
    46-50, M
    4 Responses Aug 6, 2011

    In My Business Suits..

    ..oh gosh how wonderful would it to be able to dress in white bra and panties, a white semi see through blouse, silky, soft pantyhose and a knee length skirt, either straight or pleated and high heels and go to work like that. Of course my nails would be painted, my breasts would...
    SusanMarina SusanMarina
    3 Responses May 11, 2013

    A Place For Us Part2

     I have just recently purchased a 160 acres of land in South Dakota that will become a community for alternative lifestyle people.I would like to know who would like to enjoy joining this community?My dreams & fantasies are one step closer to becoming reality.
    xkblonde50 xkblonde50
    51-55, T
    4 Responses Jul 28, 2011
    Juliette2009 Juliette2009
    66-70, M
    3 Responses Mar 11, 2014

    Working In Heels

    I would love to spend every day working in heels. While this could improve my effectiveness the public nor my co-workers are not ready for that. Most days, I work in panties, often in panty hose. I love the feeling of being tucked all day. I have had the occasion to go into the...
    martij martij
    41-45, T
    4 Responses Jun 11, 2009

    My Last Day Was The Best.

    When I reached the point where I had enough age and time in service to retire I put in my papers. As if I had planned it my last day was Halloween and the agency head set aside the day for costumed play. I shopped all week and on the day left for work in full femme clothing...
    Juliette2009 Juliette2009
    66-70, M
    Jan 17, 2010

    Being Myself At Work

    I am fortunate to have my own business, a small retail/service store that I mostly run by myself. I am in my own building, on a busy street, and I can have anywhere from a handful to dozens of customers a day. I dress when I can, and alot of days I wear my woman's underwear...
    LindaTG LindaTG
    41-45, T
    2 Responses Jan 18, 2012

    Need A New Job

    I've been cross dressing in private my whole life, and now want to be able to do it all the time, and not have to worry about what everyone else thinks of me. I would love to find a new job where I could work full time as a female. I don't know what type of employer would take...
    femininityforme femininityforme
    46-50, T
    2 Responses Nov 2, 2010

    Work Isn't Time Out From Life, So It Shouldn't Be Time Out From Selfhood

    In every other aspect of work, employment of otherwise, we regard the most meaningful and fulfilling aspects as being those that express ourselves. Whether caring roles, or analytical thinking, strong, skilful or whatever makes the work most suited to ourselves and making the...
    Fullcircle Fullcircle
    51-55, F
    Mar 27, 2011

    A Day In Pantyhose

    It has been many years that Jessica has been suppressed. She went away to save a marriage and rid herself of all her femme clothes, pics, mags, make up, wigs, and toys. I cannot say why, but this year she is fighting to come out again. Wife does not approve or encourage, and...
    51-55, T
    Jul 23, 2010

    Work Dressed As a Woman

    I was working as a security guard for a while and always went to work wearing a full set of undies,one sunday I was asked to work in a bank,knowing no one other than me was going to be there for 12hrs,i took my wig and a pair of heels,i knew that one of the women that worked...
    shirleyjean shirleyjean
    2 Responses Sep 30, 2009

    How I Dress Is Not Always How I Feel!

    For me dressing is a form of self expression. I was always envious of girls and the clothes they wore. I felt that I was supposed to be on the girls line at my beginning but was mistaken for a boy and forced to live as one and placed on the wrong line. I am tough but also very...
    emmicd emmicd
    51-55, T
    5 Responses Jul 24, 2008

    Been There, Done That, Changed My Outlook

    I wrote a story under- Love to crossdress- about Holloween lasted 2 weeks. I got to fill in for a co-worker who was in a car accident. It was great being able to fully dress for 2 weeks. I know thats every girls dream. But we forget the little things that add to that enjoyment...
    femboy4u femboy4u
    2 Responses Apr 16, 2011

    If Only

    sarahj sarahj
    46-50, M
    6 Responses Aug 19, 2008

    The Office Gurl

    If you read the office gurl you know how I was able to dress up when working in the office and if not you can read it either now or later if you wish. Simply I was a guy who found himself doing a more feminine role mostly in a small office and I was left by myself for a month...
    amandatrane amandatrane
    1 Response Apr 18, 2012


    I'm lucky, I work at home about half the time.  However I do have two assistants when I'm in Nevada.  One very female and the other almost female.  Both do come to my home office dressed very feminine, and always in heels.  Both are also comfortable if I dress...
    deleted deleted
    Jun 23, 2010

    Often In My Womans Leather Pants...

    I ever dreamt about going to work en femme. My final dream is to be a nice and elegant secretary for some days wearing nothing but the most elegant skirtsuits and nice silky blouses. But that´s still a dream... But I was at work on some days in female clothing without...
    MarieChristineTV MarieChristineTV
    36-40, T
    1 Response Apr 22, 2010

    Today's Undies

    I don't wear women's outer clothing to work, but today I am wearing panties, lacy thigh trimmer and a cute white cami!
    jennietv89 jennietv89
    41-45, T
    Aug 18, 2009


    I have gone to work before wearing a skirt to my knees ,blouse,panties,bra,pantiehose and did not care if what other people thought about me because it felt really great and will do it again.
    panties64 panties64
    41-45, M
    Apr 22, 2009

    "i Would Love To Go To Work Dressed As A Woman All The Time"

    "I Would Love to Go to Work Dressed As a Woman All the Time" had to go into work one weekend when i was already dressed in red dress, matching high heels 4" red satin bra,red satin panties,garter belt and black stockings with lacey tops!it felt so good to be...
    mandiejune mandiejune
    51-55, M
    Dec 28, 2009

    I Did Go To Work Dressed As A Woman

    I used to go to work dressed as a woman, and to tell the truth I had no problem with it, I know a few co workers were uncomfortable, but they dealt with it, but when I quit that job, I had to go back to dressing in male clothing again, I wish I could dress femme for work now...
    mistresscathy mistresscathy
    46-50, T
    2 Responses Jun 5, 2010

    I Went To Work Dressed As A (t) Gurl For 30 Years.

     i grew up learning to appreciate being told i had a "birth defect" which caused me to need to wear diapers all the time, and be better off in life wearing dresses and skirts. when my mom passed away, i was almost 19 years old, and very comfortable going out dressed as...
    AlanisAlicetoo AlanisAlicetoo
    56-60, T
    Jan 16, 2010

    Going to Work Dressed As Awoman

    It started as a bet. A colleague was talking about seeing a man dressed as a girl. Saying how good she looked. I said so what I could do that too.  His response was $50 says you cant. I made the arrangements for the following Friday. I arrived at the car park wearingall...
    Carolaus Carolaus
    51-55, T
    2 Responses Oct 30, 2008

    Aplace For Us

    I would like to open a store where TG,TS,TV&CD" scould come & get dressed,have there mkeup done hair fixed or wig. Rent there clothes & go out on the town then return the rental items. I could go to work evry day dressed & enjoy my work. Would like to hear others opinion about...
    xkblonde50 xkblonde50
    51-55, T
    1 Response Mar 23, 2011

    Working Late In Heels

    I needed to get some work done last night so I decided that it would feel wonderful to do this in femme. I left the office around 4 went home and changed into me alter ego. I chose to wear a nice pair of tight jeans with a red sweater. I put on my favorite ash...
    martij martij
    41-45, T
    2 Responses Sep 10, 2009
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