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I Would Love to Go to Work Crossdressed

Personal Stories, Advice, and Support 471 People

    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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    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 5 Responses Dec 26, 2010

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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 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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    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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    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'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 3 Responses Mar 21

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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 14 Responses Feb 16, 2010

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    The dress code where I work has guidelines

    as far as what can be worn. It specifies certain 'team' colors which must be of a solid pattern, skirts or pants at a certain length etc. But there is absolutely NOTHING that specifies what GENDER can wear them. One day I would love to call them on that and wear a skirt, hose...
    nyloncrush nyloncrush 41-45, M 11 hrs ago

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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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    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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    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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    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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    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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    Related Experiences

    I been single for almost a year now .. I been getting those urges you know .:/ Feeling really lonely at times but , I'm able to last a year .. Don't get me wrong I'm able to get a...
    veenuss veenuss 18-21, F 4 Responses Aug 21

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    Hii. I would love if someone wanted to rplay with meeee
    Cookiemonstersbae Cookiemonstersbae 18-21, F 2 Responses Aug 24

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    If only my husband would take me I would love it time away from kid adult time
    Mamiproud Mamiproud 26-30, F 2 Responses Aug 26

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    I'm home early tonight and would love to chat about anything
    MarkInTexas MarkInTexas 18-21, M 1 Response Sep 5

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    I would love to have the practice of letter -writing back .Also people interacting with each other face to face.
    restored87 restored87 46-50, F 3 Responses Sep 7

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    I would love to visit the Rock Haven Nudist Club in Murfeesboro, TN for a week and I would also like to visit Cap d Adge, France known as "the naked city".
    EastTNNudist EastTNNudist 18-21, M 3 Responses Sep 9

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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 day ago

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    I would massage and make love to her the way a woman should be made love to.
    lovelinessbathes lovelinessbathes 31-35, M 1 hr ago

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    If I could workout every minute of my life... I would... I love the feeling or success, I'm on the treadmill all the time... While I'm online, while I'm eating, reading.. Doing...
    Bflyboo14 Bflyboo14 13-15, F 1 Response Aug 27

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    I did a werewolf spell I know they don't work but I just wanna try it hope it works
    RickyG15 RickyG15 13-15, M 1 Response Sep 8

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    Too bad he's passed.....if I could meet him, I would have shake his hand, ask him to sign my book 'Charlie and The Chocolate Factory' and tell him his works were my childhood.
    Iancharles Iancharles 18-21, M 3 Responses Aug 26

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    As you guys all know my girls go to gymnastics practice 5 days a week, well while they are in practice I go into the weight lifting room, I try to do a 2 hour work out 5...
    jennylovestosmile jennylovestosmile 18-21, F 4 Responses Aug 27

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    If I could have a belly that was one giant ball that stretched at my skin and hung low with a few rolls on the side I would be so happy. It has the potential. Just need to get to...
    goofyg54 goofyg54 18-21, M Sep 12

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    Until today, there are 16 things I wish I could invent for the world. Some may find it great, some may find it workable on people(that's for certain), we'll see how it goes. Does...
    ZADoubleMesser ZADoubleMesser 22-25, F 1 Response Aug 28

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    who loves doing this? Nothing beats working out and sweating after a long day!
    Gunnera87 Gunnera87 26-30, M 2 Responses Sep 5

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    It has only been a few months since my summer job ended and I already miss working with kids. I miss feeling like I am making an impact in someones life while they are also making...
    thereisnothingwrongwithyou thereisnothingwrongwithyou 18-21, F Sep 10

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    Luv the fact I have my own gym and I'm able to work out naked.
    Dazzer2K Dazzer2K 26-30, M 1 Response Aug 26

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    "I be up in the gym just workin on my fitness" - Fergie
    Alylovespuppies Alylovespuppies 16-17, F Aug 27

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    I am working at a children's village. It's the most fulfilling job ever! Everyday, I play with the kids and tell them stories. They ask for my advices. I always have fun when I'm...
    itachiuchiha07 itachiuchiha07 18-21, F 5 days ago

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    Just woke up and enjoying a naked workout, nothing better before breakfast. The joys of having my own gym :-)
    Dazzer2K Dazzer2K 26-30, M 2 days ago

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    This morning for chest workout i did 220 chest dips. I am heading to park now to do sprints and stair runs!!! Getting more cut each day.
    Fitguy1984 Fitguy1984 26-30, M 1 Response 2 days ago

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    don't get me wrong I love my big flabby jiggly fat belly, I love stuffing it with food then rubbing my blubber, but as big as my belly is it is not as big as one would expect for...
    superfat400j superfat400j 18-21, M Sep 7

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    Sorry I thought that said. "I love walking out of the Gym" My mistake lol
    pappharry pappharry 31-35, M 2 Responses Sep 10

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    Dear parents, It's the first day of school and I wish I could show you the look on your faces. You are fearful, in fact, you have more anxiety on your face than your five year...
    breannajust breannajust 18-21, F 5 days ago

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    I did this a couple of times with my wife when we first met. I was fresh out of a passionless five year marriage and met my current wife not long after we split. We were insatiable...
    Tobeme64 Tobeme64 46-50, M 4 Responses 4 days ago

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    Only her though :'( just her :'( no one else :'( she's my love, my angel, my life, my heart, my soul, my everything :'( I cannot live this life without her :'( it hurts way too...
    ywilliam31 ywilliam31 16-17, M Aug 30

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