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I Would Love to Go to Work Crossdressed

Personal Stories, Advice, and Support 468 People

    Another Day In Paradise

    Went to work again today wearing a bra under my blazer, complete with falsies. Modest 38B cup, seam free under a dark shirt. Blazer was chequered so it masked the adjusters in the back. Even had an hours feedback from my boss sat two feet way. Someone even put their hand on my...
    Deuteronomy58 Deuteronomy58 46-50 Sep 21, 2012

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    Working Crossdressed

    I work for my father and after I came out a few years ago he told me that I could not come to work crossdressed under any circumstances which I accepted at the time. His attitude has softened over the past few months however as I am getting closer to becoming the woman I have...
    Jennianne Jennianne 41-45, T 13 Responses Feb 16, 2010

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    Wearing Pantyhose to Work

    I have gone to work in Panties also.  I use to call it Panties Friday, no possibility of panty lines with typical male jeans.  Pantyhose are another item all together, it's no real problem to wear them to work if you wear regular socks.  The only thing which I was...
    rickinskirt rickinskirt 41-45, M 4 Responses Feb 11, 2009

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    Yes Indeed

    Yes I would and would not hesitate. From the panties and bra out to a dress and high heels. Some jewelry and a dab of perfume. Only I guess for me it's not crossdressing as this is how I see myself all the time. As a woman. Call it crossdressing, call it natural ... I just want...
    Josie06 Josie06 56-60, F 7 Responses Jul 24, 2008

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    Crossdressed At Work

    Before I was laid off and working I would Cross dressed on the weekends. As there were so many things going on at the same time I'd go into work to do a little catch up. I love to wear dresses so I went into the office in women's clothes, shoes, watch and jewelry. There were a...
    jml2000 jml2000 56-60, M 3 Responses Mar 20, 2013

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    I've been to work dressed on Halloween twice

    before in an office environment. Now I work on the weekends at my friends lingerie store. On Halloween I wear a costume like French maid, nurse and even a bride.
    Daniellew51 Daniellew51 51-55, T 2 Responses May 28

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    At Work and At Play

    Yes, I surely would! At work: At play:   Special times:   I would absolutely love it!!!!! Ahhh, the freedom!
    Josie06 Josie06 56-60, F 2 Responses Jul 27, 2009

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    New Wig

    I was determined to buy a wig today. Difficult for a crossdresser. I went shopping in male mode and walked past two shops I targeted plucking up courage to go in. One had a hairdressers attached to it with a couple of women serving. The other just a wig shop but with a man behind...
    Deuteronomy58 Deuteronomy58 46-50 Jul 17, 2013

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    I Have Been Fully Crossdressed At Work! Part II

    I used to work for a company where I had the chance to crossdress on occasion. You can read about this in an earlier story in this group. I would fully crossdress other than make up in case someone would show up and I had to do a quick change and this is why I have my face...
    jamie50 jamie50 51-55 1 Response Jan 12, 2013

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    I Have Been Fully Crossdressed At Work!

    The company I worked for 3 years ago, carried highly classified materials and was somewhat like a fortress. Very few people had access to this building during non working hours and once inside you could deadbolt the main access and no one could enter. If somebody should want in...
    jamie50 jamie50 51-55 6 Responses Dec 26, 2010

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    Easy To Do If You Work From Home

    Thanks to an understanding wife and a job where I can telecommute, I go to work in my favorite dress every day!  When I do have to go to the office I at least wear a comfortable slip and pantyhose under my "man suit" :-)
    CDralph2010 CDralph2010 46-50, M 2 Responses Sep 14, 2011

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    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 6 Responses Dec 10, 2010

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    Working Girl

    I think every one of us had had this thought at one time or another, whether as a fantasy or actually doing it. I know I would love to go to work as a woman. That would really help to complete me being in the womans role. When I was self-employeed, I could go to work...
    fayeanneleigh fayeanneleigh 51-55, T Nov 30, 2009

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    Walking To Work

    i only live 10 minutes walk from work and i walk with a friend every day and just looking at her wearing a skirt i always keep saying to my self i wish i could wear a skirt to work .
    georgiacd georgiacd 41-45 6 Responses Sep 10, 2011

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    I'm working on it. Planning on 3 informal

    interviews for internships - unpaid. I am just going to turn up perfect;ly femme and see what happens, For me - this is the 'final hurdle'' and can do anything after this!
    NicoleTS NicoleTS 41-45, T 4 Responses Mar 21

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    Going One Step Further!

    I have always had a fantasy of becoming a Manager of one of the large scale shoe stores like Shoe Carnival, Payless etc. I make a great living in what I do today, but the fringe benefits of being a manager of one of these stores would be great. Locking the doors after closing...
    jamie50 jamie50 51-55 2 Responses Dec 3, 2013

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    I Would Love To Go To Work Crossdressed

    I would so love to do this! I think I would have to find a job in a sex shop to do this though. Dressed in a tight blouse and short skirt, I would mince around in high heels straightening the shelves and serving customers. I would be fully made up and perfumed. Long nails would...
    phantomime phantomime 46-50 1 Response Oct 8, 2013

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    Oh, To Be One Of The "Girls At Work!"

    I want to turn up at the office one morning clad in a smart, stylishly-cut suit of navy jacket and skirt. The skirt is a tight pencil, shrink-wrapped to my hips, thighs and bottom. It restricts my thighs and gives me a sexy hobbling gait, as do my black patent high heels that...
    Silkendreams Silkendreams 46-50, M 7 Responses Apr 24, 2013

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    Work As Yourself Is A Fulfilment

    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 2 Responses Mar 27, 2011

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    One Can Only Hope

    I would love to go to work crossdressed. Women do it all the time. If I went to work in a skirt I would get fired. But I can hope that one day that will change.
    Adam59 Adam59 56-60, M 1 Response Mar 30, 2013

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    I Like To Go To Work Crazy Dressed But Need To Be Careful

    I am a big man and I never try to pass as woman, and never would, but I have a passion for tight and body hugging sports clothing and one-piece clothing from swimsuits to snowsuits, be it labeled mens, unisex, or most often, female. It started from curiosity when I was about 13...
    tightsvirus tightsvirus 41-45, M Oct 24, 2012

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    More Pictures Of Being Crossdressed At Work

    I loved to crossdress at work on the weekends when no one was there. Here is a couple more pic's. This particular day I decided to really work comfortable in my White Babydoll, pantyhose and gold T-strap Jolene Mary Janes.
    jamie50 jamie50 51-55 2 Responses Mar 30, 2013

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    Related Experiences

    weekend I stay home all day in pajamas until evening I shower and then replace another clean pair else I don't want only a pair for whole day even in the end of the day then during...
    genteel genteel 46-50, M 1 Response 4 days ago

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    you are know the thing I would love to do is go to the shop clothing if I have free time I always looking and noticed somewhere there is shop clothing when I was past and me...
    genteel genteel 46-50, M 1 Response Sep 27

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    so I could boss her around and we could get into shenanigans together, and then cover for each other and be on each other's teams. I would lover to have a little sister! I think...
    Theworldisminenow Theworldisminenow 18-21, F 1 Response a week ago

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    It would be nice to do a Nudist club in France for a week or two. Something I would love to do but have never even experienced being a proper nudist
    Thesoutherner Thesoutherner 66-70, M 1 Response Sep 20

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    I would LOVE to be put otk and spanked long and hard by a mistress
    Naughtykay14 Naughtykay14 22-25, F 4 Responses Sep 24

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    I would love to write to someone about random stupid things in life. A pen pal where can write our own stories to each other and share our life experiences with. Please message me...
    strawberriful strawberriful 18-21, M 2 Responses Oct 1

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    I would love a pen pal! Someone who also suffers with CFS/ME.. If that could be you, please comment :')
    MrsKAura MrsKAura 18-21, F Oct 1

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    So, I'm not all that social, but I would love to have some new friends! I am a teen mother and when I got pregnant, all my previous friends were no where to be found.. And now, as...
    KaylaSilva2 KaylaSilva2 16-17, F 1 Response Oct 1

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    I would love to hear the wild taboo stories yall have experienced 😜
    mikew4358 mikew4358 22-25, M 6 days ago

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    Today's workout consisted of Jillian Michael's "No More Trouble Zone's- Complete Workout". Man was that tough! There were times where I had to stop because my body just couldn't...
    getfitjourney getfitjourney 18-21, F Oct 10

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    Let me hold you for a moment and you'll know that you're desired. Let me kiss your pretty lips and begin to start a fire. Feel the passion of my touch,feel my hands upon your skin...
    bignatbreastluver bignatbreastluver 46-50, M 2 Responses 6 days ago

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    It's the best feeling... makes me feel so numb after I've worked myself hard that I forget about my achey heart. Thank you workouts! "You can be sad or you can work your...
    Summerandroses Summerandroses 22-25, F 1 Response 4 days ago

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    It's been that long I can't even remember how long ago it was. I've only ever done this with my husband. I thinking it was in 2007 after he'd been in Europe on business for nearly...
    Ladygrey79 Ladygrey79 31-35, F 1 Response 1 day ago

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    When working out music is important to me, especially if its a good hard rock song or even a rap song with decent beats. Anything to help the intensity of the workout!
    Fitguy1984 Fitguy1984 26-30, M Sep 22

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    I am in love with working out it makes me feel great
    oilchick1488 oilchick1488 18-21, F 1 Response Oct 1

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    I feel so much better when I'm working than when I'm home. My son stresses me out and there are days where my husband makes me feel like I'm not enough. At least at work I'm...
    weeniegirl weeniegirl 22-25, F 3 Responses Oct 3

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    Ya working out is great:D love it:)
    KatAttack91 KatAttack91 22-25, F 1 Response 5 days ago

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    If you don't make yourself a priority than you got them allllllll wrong!! When I first started my journey it was all about the weight loss now it's more about living better and...
    Anngeleyes Anngeleyes 26-30, F 9 hrs ago

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    I haven't been able to workout the past couple of weeks because of a shoulder injury and it really sucks! The gym was my go to place for zen! Running couldn't cut it. I am cleared...
    LilBoyBluu LilBoyBluu 22-25, M Sep 29

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    ..... And my tongue ... I like working with my tongue
    wolffive wolffive 51-55, M Oct 2

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    Working out feels so good. It helps me physically and mentally. It's good for the mind, body and soul
    mattywheels25 mattywheels25 26-30, M Oct 3

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    started workout today after about 6 year,right now my body is in full pain. I am very determined to come to the shape and have six packs :)
    hussein85 hussein85 26-30, M Oct 9

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    started workout today after about 6 year,right now my body is in full pain. I am very determined to come to the shape and have six packs :)
    hussein85 hussein85 26-30, M 1 Response Oct 9

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    I love doing art projects.
    gardengirl17 gardengirl17 22-25, F Oct 1

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    People take this titled section the wrong way I just seen someone say and tongue. This world one day won't be filled with so much sexual desires. But yea I love crafting and...
    cittykatluv cittykatluv 18-21, F 2 Responses Oct 2

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    I have so many amazing friends on EP, many from different countries. I think it would be incredibly fun to meet them in person, because I would get to see what they look like and...
    DrKittyNinjaBunny DrKittyNinjaBunny 16-17, F 3 Responses a week ago

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    My fave machine is the treadmill! I love it!
    naddo630 naddo630 18-21, F 3 days ago

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