View Full Version : Work Trip
jjjjohanne
08-16-2025, 08:06 AM
I was able to go on a trip recently. I dressed pretty (man in a skirt) on the flight to my destination. I arrived at the hotel pretty. I ended up doing something kind of crazy. I went to a conference during this trip and dressed pretty all day. I had to come out to someone that I know in order to do this. It was amazing to be able to leave the hotel dressed pretty, walk to public transit with someone who knows me, ride the train, and spend all day around lots of people while just being free! Other than occasional glances at my outfit, no one reacted any differently to me than on the previous day when I did all of these things in menswear.
One neat aspect of this was that I did not take any "safety clothes". Normally, I start my outings in menswear and change at some point into a dress or skirt. This time, I had no men's clothes with me. I was just out there. I was dressed pretty in public for almost 12 hours. :)
Joey
Helen_Highwater
08-16-2025, 09:18 AM
Wow, talk about jumping in at the deep end! Sounds like a wonderful experience.
chelyann
08-16-2025, 10:14 AM
way to go, glad you had fun
docrobbysherry
08-16-2025, 01:47 PM
I think u mite understand why dressers enjoy week long dressing events in places like Vegas and Chicago now, JJ!:battingeyelashes:
DianeT
08-16-2025, 05:34 PM
Congratulations Johanne. If I was in the assistance I would probably have a glance too then get back to my routine.
alwayshave
08-17-2025, 05:44 AM
Johanne, That is great. Sounds like a wonderful trip.
Christie ann
08-18-2025, 04:10 PM
Wow. You will remember that day. Glad it all worked out for you.
Mercedes
08-18-2025, 05:11 PM
Sounds like it was a great experience and glad to hear there were no issues. Without giving anything away, was this conference for a group that would generally be more accepting of CD's and the 2SLGBTQ+ community?
Jillcder
08-19-2025, 06:37 AM
Sounds like an incredible outing Im definitely very envious some of my favorite crossdressing memories are from dressing on business trips but I never had the courage to come out to anyone I knew. I do remember the rush I would get leaving my hotel for the day or evening without any backup male clothes so much fun.
April Rose
08-19-2025, 10:19 AM
I would never have the courage to do that at a work conference: not in a million years!
jennifergreencd
08-21-2025, 01:55 PM
I have done a few work conferences over the years and they are wonderful. To fly in fem, check in, meals, meetings and trade floor all in few. What a great time a feeling. Often times, I would register under my fem name to not get any notices in that way. It is funny though, when I get emails from some suppliers it says Dear Jennifer, I get a little butterfly in the stomach each time
bridget thronton
08-22-2025, 11:41 PM
Well done - talk about owning it
Petals
08-25-2025, 04:54 PM
Wow! I am so jealous of you, I wish I had the courage to go out dressed up in heels and a nice mini skirt, I think one of my best assets are my legs and I would love to show them off! But I just can?t do it. It must feel so liberating? Well done
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