Hi Boss, I’m Trans. Any questions?

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I wanted to talk to my boss about my transition last week, but sadly he lost his father and it obviously wasn’t the best time to tell him so I waited until he came back to the office.

I knew I wanted to tell him before my trip to FL with my family, but wasn’t sure if waiting until Wednesday was the best choice since anything could potentially happen between Mon-Wed and I really didn’t want that to happen.

After giving it some thought and asking a friend for advice ( I wanted to know if a heads up was a good plan since I don’t officially have a T start date or surgery planned) and the friend agreed that if the relationship is solid between he and I, that I should include him in the process and a heads up would make him feel included.

Coincidentally, my boss called me into a meeting late in the day yesterday after all of the staff had left.  After speaking about some work stuff, I sort of just said it.

I told him I was transgender and he asked me to explain.  I almost laughed when he said is that when you feel like a man trapped inside a woman’s body? I said that’s the basic feeling I guess, but less dramatic. I gave him some background and told him the plan.

The conversation went really well, and to sum it up, he has my back and thinks I have some major cohones.  He said that if anyone did anything f#cked up to me that they’d end up face first in the parking lot by his hand.  I thought that was a pretty cool thing to hear.

We discussed bathroom options for when the time comes.  One option is to install a “unisex” restroom somewhere in the building (this would also benefit others when the restrooms are closed for cleaning so it wouldn’t be “for me”).  The other is for me to begin using the mens room when I am legally male and when that happens, they’d take a no-fuss approach and just post a memo in the mens room explaining to the guys that they’d see me in there rather than a broadcast email to the entire building.

I personally don’t want any special treatment and either situation would be cool.  The privacy of a single stall restroom would be pretty damn awesome I must say.

Anyway, I thanked him for his support and understanding.  I told him that I’d do whatever I could to help explain it and to feel free to ask questions.  He told me he gets it and that just really said alot.

I left to go home for the day after that meeting.  When I got in my car I was so happy.  I couldn’t believe that I had done the unthinkable. This was a huge step for me and I got it out of the way.

I called my beautiful wife and shared the news with her.  Her excitement for me was so reassuring.  It felt so good.

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19 Comments on "Hi Boss, I’m Trans. Any questions?"

  1. Tina-cious.com
    19/05/2009 at 10:35 am Permalink

    I’m so proud of you baby. I think you have MASSIVE cohones. LOL

    Seriously though. That’s a big step and I’m proud of “the boss” too for how he handled it.

    You look awesome in “light”. :)

  2. greg
    19/05/2009 at 11:14 am Permalink

    Wow man, good for you! Good for him too, it sounds like he handled that just right.

    Have a fun and safe trip buddy!

  3. CAB
    19/05/2009 at 11:23 am Permalink

    Congrats Jess – that’s a big deal and the fact that your boss was cool with it is even better.

  4. Anna
    19/05/2009 at 12:31 pm Permalink

    That’s fantastic!

    I love that you are so well supported.

  5. haizey
    19/05/2009 at 12:43 pm Permalink

    Wow Jess congratulations, that was a huge step and I am glad it worked out the way it did for you.

  6. Holden
    19/05/2009 at 1:09 pm Permalink

    That’s excellent. A really big step and such an important one, sounds like you have a great boss. And thank you, very much for sharing all of this.

  7. TQE / Adam
    19/05/2009 at 2:25 pm Permalink

    I’m glad to hear everything went so well with the boss…

  8. natalie
    19/05/2009 at 4:54 pm Permalink

    what a great boss. glad he was so understanding!

  9. Jennie
    19/05/2009 at 5:57 pm Permalink

    Way to Go, Jess!

  10. G
    19/05/2009 at 7:47 pm Permalink

    What a serious milestone for you. Kudos to you for taking a brave step, and kudos to your boss for responding so positively.

  11. Dharma Kelleher
    19/05/2009 at 9:35 pm Permalink

    Very different from my experiences 16 years ago. I’m so happy for you, Jess.

  12. JR
    20/05/2009 at 12:27 pm Permalink

    What a huge step — good for you! I’m glad your boss didn’t give you any cr@p about it.

  13. leo
    20/05/2009 at 2:08 pm Permalink

    excellent step forward, sounds like he’s taking a commonsense approach, which is just right imo.

  14. lori
    20/05/2009 at 8:11 pm Permalink

    Jess – you make me so proud, not that it matters, but you are a great couple and you sure have a great boss. Here’s to blue skies and green lights.

  15. jesse james
    21/05/2009 at 2:18 am Permalink

    wow Jess, I am really proud of you! That is a huge step. Good for you!

  16. kraftykay
    21/05/2009 at 7:20 pm Permalink

    Wow, congrats to you on taking such a big step forward!

  17. janet
    24/05/2009 at 8:51 am Permalink

    That’s really wonderful. Congratulations to you!

  18. Val
    26/05/2009 at 2:08 pm Permalink

    SO awesome about your boss’ reaction and for you just doing what you had to do.
    Hope your path continues to be a smooth one, my friend.

  19. Snooker
    27/05/2009 at 9:12 am Permalink

    Way to go Jess!
    And Way to Go BOSS!
    This is another milestone in your transition, one which you can thankfully look back and be positive about.

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