The first time I did this it was nerve wracking but ultimately, it went very smoothly for me. A couple of unexpected benefits. 1. I didn’t pack any boy clothes, so my only choice was female attire, there and back. 2. No boy clothes means more room in your luggage for girl clothes.
TSA had no issue with my male license and my female presentation. I do have TSA pre check, so I only had to go through the metal detector and not the body scanner.
I rode public transportation, light rail, to the airport while dressed. Got a compliment on my nails from the baggage check attendant. Nothin at all during TSA documentation check. I was wearing foam breast forms so my silicone breast forms did get double checked going through the x ray machine. Otherwise nobody gave me a 2nd glance. Well maybe they did, I don’t pass that well in real life, but nobody called me out.
Be aware of what you are wearing when you go through TSA. Slip off shoes are easier, don’t wear a lot of metal jewelry. Think about things like underwire in your bra, is it metal or plastic. Things like that.
Most of all just enjoy the experience. Don’t get in your head about who thinks what. What’s important is how you feel about it, so just savor the opportunity and have fun.
