Cross dressed at work

Discussion in 'Lesbian, Gay, Bi, Trans, etc.' started by SandBook, Jul 9, 2025.

  1. SandBook

    SandBook Members

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    Went into my office the other day tucked and wearing women's underwear under my usual clothes. I felt like nothing could fucking touch me. ❤️✊️‍⚧️✊❤️.
     
    Sir Arthur and MasseurNaturel like this.
  2. MasseurNaturel

    MasseurNaturel Members

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    Fortunately, as I co-own my company, I can go to work all dressed up in a complete outfit including lingerie underneath, as well as make-up and a wig. I vary the look I go for frequently.
    Everyone accepts me and many enjoy my variation of outfits and styles so I'm not restricted on what I wear.
     
    Jumper58 likes this.
  3. Barefoot Scout

    Barefoot Scout Members

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    Not sure if it counts, but I've dared to wear a pair of ladies' nylon pantyhose to work on one occasion, not too long ago. Since I'm wearing long pants to work, no one could really tell, though, and they also happened to be a bit more opaque and dark in color. I'm unfortunately also required to wear footwear at work... but in this case, this worked in my favor, since I just happen to wear a pair of Birkenstock sandals that I change into every morning (and they're very easy to take off and put on again, which is something I'm quite keen to demonstrate on an everyday basis).

    Still, it's not like it was very obvious - the rest of my work attire is such that a guy wearing what appeared to be sheer socks is not exactly that big of a deal. I do work with quite a number of people around, so it gave me quite the rush, nonetheless! I'm planning on doing something like this again soon, but with a combination that's even more conspicuous!
     
  4. DarNY

    DarNY Members

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    I wear panties and a bra almost everyday to work under my sweatshirts. I’m heavier so most people just think I’m just fat. But they’ve grown so big they fit in a C or D cup.
     
  5. raynolds

    raynolds Members

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    so bold!
     
    MasseurNaturel likes this.
  6. spankablebob

    spankablebob Members

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    In the past I frequently wore my wife's bra, panties, and thigh high stockings. One day she told me to wear a pair of her panties to work. I worked in consulting, and was going to be at a client site all day. Everything about it aroused me. She told me to wear them, and I was working with client staff, and conducting meetings while wearing a pair of Victoria's Secret briefs. I was pretty aroused most of the day with my cock hard. It was an erotic work day.
     
    MichaelThom60 and JeffT like this.
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