Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Would Love to Go to Work Crossdressed

Personal Stories, Advice, and Support 495 People

    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

    Your Response

    Cancel

    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 2 Responses Oct 8, 2013

    Your Response

    Cancel

    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 1 Response Dec 3, 2013

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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 6 Responses Mar 21, 2014

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    I recently came out to a former fashion srylisr

    I know. She loves it we have similar tastes and like she's a hoarder. When she saw my entire wardrobe she said 'babe' I know you make light of wanting to try a day job as Nicole; but honey....you have a stunning wardrobe of what. ..30 smart tailored dresses...I mean you could...
    NicoleTS NicoleTS 41-45, T 5 Responses Nov 2, 2014

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    It is a long time ago now,

    but I did go into work at the weekend and got changed in my room into black tights, heels and a black dress. I sat and did my work for an hour or so, then I needed to go to the toilet. So I ventured out into the corridor and walked along to the loo. I decided to go into the...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 3 Responses Nov 29, 2014

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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.
    DanielleW51CD DanielleW51CD 51-55, T 2 Responses May 28, 2014

    Your Response

    Cancel

    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 8 Responses Dec 26, 2010

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    Your Response

    Cancel

    Related Experiences

    I love Workaholics!!! Lol this is my new favorite show it is SOOO funny! I also like it because you can virtually watch any episode and pick it up (no complex storylines to follow...
    ERMAHGERD1 ERMAHGERD1 22-25, F Feb 12

    Your Response

    Cancel
    I love working with children that have special needs. It's my dream job to be a teacher some day .
    GayLittleFlower GayLittleFlower 13-15, F Feb 18

    Your Response

    Cancel
    About ten years or so past, I had a close female friend. We were very close but we were never seriously involved, she was somebody who I could confide in and she with me. I think...
    InspectorGrey InspectorGrey 41-45, M 4 Responses Feb 8

    Your Response

    Cancel
    I would love to meet someone who likes me for who I am! Would love to find that special someone. Maybe I'll meet someone on here
    Fatbelly22 Fatbelly22 18-21 1 Response Feb 7

    Your Response

    Cancel
    I would love to lick a person's belly button and so much more if they would want me to and let me.
    planter715 planter715 51-55, M 1 day ago

    Your Response

    Cancel
    Would love to find a lady in or near Newark Ohio to nurse off of .
    Wildman43055 Wildman43055 46-50, M Feb 13

    Your Response

    Cancel
    I would love to travel naked! Far away.
    alltimenakedman44 alltimenakedman44 46-50, M 1 Response Feb 16

    Your Response

    Cancel
    Would Love a Delicious Slice of Pizza
    goodnites1011 goodnites1011 22-25, M 2 days ago

    Your Response

    Cancel
    Omg, I thought that I was the only one who felt this way. I too grew up in Bklyn,NY and still have family there, but now as a parent it's not the same . I remember living...
    0intimacy 0intimacy 46-50, F 4 Responses Feb 17

    Your Response

    Cancel
    It has been a long time since I have been so fortunate as to have been an a ANR/ABF situation. Is there anyone in the PNW region, preferably in or near Seattle, that would be...
    SunWishperer SunWishperer 51-55, M Jan 30

    Your Response

    Cancel
    I just know when something won't work and I'm fooling myself. Ive always felt alone even surrounded by other people, I always will
    Sadfate Sadfate 18-21, F Feb 2

    Your Response

    Cancel
    I have been looking for a work from home job for over 2 years with no success everything had an expensive start-up costs that I could not afford. So when I found this site I was...
    kbrowne724 kbrowne724 31-35, F Feb 15

    Your Response

    Cancel
    This is the child your caste system took from my parents...over genocide...this is the child that grew up wondering how she'd fend for herself because of YOUR secrets and YOUR All...
    ONESTARRYSTARRYNIGHT ONESTARRYSTARRYNIGHT 26-30, F Jan 28

    Your Response

    Cancel
    I stopped going to the gym because it was too hard. the "encouragement" and "advice" I got from people only discouraged me, because I was sure I could never be able to "go hard" or...
    Regrets472 Regrets472 26-30, F Feb 2

    Your Response

    Cancel
    My car shut off on me this morning as I was returning home from work. I pulled the engine codes on my 94 accord and I got 2 codes a) crankshaft position sensor and b) idle air...
    rarebreed4u rarebreed4u 36-40, F 2 Responses Feb 5

    Your Response

    Cancel
    Of course I would, who wouldn't? But I must say, I'd have to love her a whole lot first, she'd have to be THE one
    slimvince slimvince 18-21, M Jan 28

    Your Response

    Cancel
    Anyone ever read genesis of the bible and wondered why the serpent was cursed in the garden but not the devil? Why it never really said the devil tempted eve but the serpent which...
    HigherCalling HigherCalling 26-30, F Feb 2

    Your Response

    Cancel
    Just started up again since track starts next Tuesday. So excited btw. I feel the burn, but love the results. Wish I could keep this up outside of track, but I have no motivation.
    CheerleaderEm CheerleaderEm 16-17, F 1 Response Feb 9

    Your Response

    Cancel
    i think i might be in love with Blake <3
    DalaKumono DalaKumono 18-21, F Feb 19

    Your Response

    Cancel
    Stair climber kicks ***! I love it!!!!!!
    DaveFF0178 DaveFF0178 41-45, M 2 days ago

    Your Response

    Cancel
    Okay so I'm hereditary and just experienced my first shift in October of last year (at 21 I was a late bloomer by 3-4 years). I am pretty new at this and am looking for some...
    Hawaiianmoon Hawaiianmoon 18-21, F 1 Response Jan 28

    Your Response

    Cancel
    I soooo would like it to flow right into my mouth several times per day and night.If you want this I'm your man to accept your delicious sweet nectar..
    AfanOfbigNaturals AfanOfbigNaturals 41-45, M 1 Response Feb 2

    Your Response

    Cancel
    I would enjoy this if I knew she new I was watching her, and liked for me too be looking at her. Nice turn on for both.
    ImRaven ImRaven 66-70, M Feb 7

    Your Response

    Cancel
    I'm just sick of staying in the town where I live. I haven't been out of here in five or six years and it's just getting to me. I did go for a short school trip this November but...
    EvanescentIridescent EvanescentIridescent 16-17, F Feb 18

    Your Response

    Cancel
    Here in New Zealand :) I don't know why I'm thinking about this now... I'm way to young to even be thinking about that. But i know IF I get married, it would be a beach wedding. I...
    trappedgirl17 trappedgirl17 16-17, F 1 day ago

    Your Response

    Cancel