I was really looking forward to this trip. I had chatted with my friend Eric for a few months now, and with some vacation time coming up I decided to take the plunge and visit him. I had always wondered if I could travel en femme on an airplane, and this was my time to try.
Before the trip, I splurged on myself, loving every minute of it. First I made an appointment with a hair stylist to get braids put in my hair, which I had been growing out for a few weeks. I didn't know how best to approach this, so I simply called a few salons and asked if a stylist could make a house visit. I did not disguise my voice, leaving it to the salon to wonder why a guy would want braids. Then I went to a local hair supply store and bought a couple of packages of red hair, matching my own color. Next I made an appointment with a t-friendly nail salon, asking for one-inch French nail tips. The experience there was fine, and the store owners made me feel very comfortable. A few days later the stylist, named Shirelle, came by and I commenced six hours of work on my hair. Naturally Shirelle was curious as to why I wanted extensions, and I simply told her that I'd always wanted to try this look. Looking at my nails, she asked me if I was one of those cross-dressers, and I said yes. Of course, she asked me if I was gay and I said no, I just liked to work on my presentation. We chatted about children and hairstyles, she told me about her two sons, and recommended a contemporary style, parted on the side and falling a bit in my face. When she was done, I looked at her work and loved it.
Next I decided to take another plunge and shave myself. I'm fairly hairy, so it took a lot of work to make my body smooth, including my underarms. With the new nails shaving was a bit difficult, and I cut myself a few times. But the end result was acceptable, at least to my eyes. Finally I went to the mall, en femme, and purchased a nice spring outfit, a two-piece skirt set with a jewel neckline (I don't have that much cleavage to show off) and some matching sandals. I also got my ears pierced. It was a bit painful but the thought of being able to wear longer earrings was worth it. All the while I wore my buttplug, which was a neat feeling. It filled me up and also gave me a nice swish to my walk. I was so aroused thinking of Eric being able to fill me up, entering me so easily.
I was finally ready to pack! I do not travel light, so I knew I would check a bag with ten of my favorite outfits. Dressing for the flight, I decided to take some precautions. I wore my Route 66 jeans with flats and a sweatshirt, loose-fitting so my breast forms would not be too obvious. I wore no makeup except for a little foundation, and wrapped my hair in a ponytail underneath a baseball hat. Arriving at the airport, I went to the ticket counter and checked in. I used my real name and when the lady waiting on me did a double take I simply said that I was a crossdresser traveling as a woman. She sighed to herself and continued her work.
The flight boarded, and fortunately the seat next to mine was not taken. I'm a chatty Kathy, but I didn't want to make anybody uncomfortable talking in a voice not my own. The flight was about two hours, and I was so anxious I didn't get a bit of sleep. The flight attendants were very nice, and I simply ordered my soft drink in a lighter slightly higher version of my own voice. During the flight I fantasized about meeting Eric at the gate, and wondered if he'd look as good in person as he did in his pictures.
After the flight landed, I got off and saw Eric in the waiting area. He looked good, I guess, not a knockout, but what I wanted--tall and casually well-dressed. He had light brown skin and a goatee. I wondered what it would be like to nuzzle next to a goatee; I'd never done it before. He saw me and a wide smile creased his face. I walked a bit more quickly and before I knew it he had me in his arms, greeting me with a hug and a kiss. It was wonderful. I couldn't wait to pick up my bags and go to his place. This was going to be a great vacation!