I went out crossdressed again! At the airport this time.
I was wearing a sweater, short skirt and tights.
I started the morning packing up to check out at a hotel. I was deliberating on whether to dress in fem clothes or just masc clothes. I said screw it and just went out fem.
I checked out at a hotel with a male employee. No issues there. I walked downtown in a big city. Didn't notice any glances, but I was wearing a hat and face mask, and have shoulder length hair.
I rode a train to the airport. One or two people looked at me as I entered the train.
I entered the airport, took off my hat and proceeded to security. Most people didn't look or care. A few people gave quick glances when they were close to me. I took off my shoes, put my bag, electronics, and belongings through security and the agents didn't care or look at me funny. One lady turned her head and stared at me for a second or two after I exited security.
I put my hat back on. I ordered lunch and the employee didn't seem to care. I went to my gate and only saw very few people looking along the way. As I arrived at my gate and a few people took a quick look at me. I sat at a seat and one lady passing shot me a glare. My bag had to be checked in and one female employee addressed me as "ma'am". I got a few looks while waiting in line.
Inside the plane, I look my hat off again and sat next to two males. I could see that they were periodically making quick looks at me and the clothes I was wearing.
After flying, I got off and went to my next flight. I didn't catch many looks or stares if at all. I went inside a men's bathroom to get changed into masc clothes because the flight I was boarding next was small, and where I was going was a small town and I didn't want to meet anyone I knew dressed like that. Inside the male bathroom I DEFINITELY got stares. I entered a stall and changed. As I exited, I saw two young teens (?) smiling and laughing in my direction from a distance.
Overall it was a good / fairly ok experience. I definitely want to do that again!
P.S: This was a flight from a city in a very liberal state in the US to another city in a liberal state. Also be careful at night in shady alleyways because I got asked for sexual favors once.