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Thread: Flying Pretty Again

  1. #1
    Aspiring Member jjjjohanne's Avatar
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    Flying Pretty Again

    I ended up having a need to take a short trip across country. I decided to bring some pretty clothes along. My wife asked me, "Are you planning on dressing?" I told her I was. She is not very comfortable with my dressing, but she is willing to talk about it some.

    The busy men's room
    As I flew out of my home city, I was dressed in drab. In my carry-on bag, I had my pretty outfit. When I got to the airport where my connecting flight was, I changed into my pretty clothes in the men's room. I put on a black and white, striped maxi skirt, a bright orange lightweight blouse, and a black cardigan. I never wear a bra or makeup or a wig. The men's room was rather busy, but I was mostly comfortable. I walked out of the stall and washed my hands in the sink with men all around me. No one behaved any differently toward me than if I were dressed masculine. Maybe the crowd helped.

    inStore.jpg

    Walking the airport concourse
    I had a long layover. I went to the gate for my flight. The concourse was mostly deserted. The only people there were like me, people with a long layover. I walked the whole concourse looking for something to do with my time and also for a place to eat lunch. I felt like a lot of people looked at me. I was particularly self conscious. That probably made me more aware of glances. However, I was not very stressed. I know that because I did not sweat heavily.

    Compliments
    While passing the time, I went into a store. An employee said, "That's a pretty dress." Some airline workers told me I looked fine when I drummed up a conversation and confessed how I sometimes feel awkward when dressed. I became less nervous. As I walked in the concourse, I saw a woman walking in my direction. As she approached, she suddenly smiled and said something kind about my skirt. It might have been, "I like your skirt" or "Nice skirt." I could not hear her well. This was a nice way to start my dressing outing.

    I walked to the other end of the concourse. It was busy. It took more nerve. Some people did not pay me any attention. Some did not pay me much attention, other groups of people who were sitting down would suddenly all turn and look my way.

    I eventually made my way back to my gate and sat down. There were only about a dozen people scattered around the many seats. Only a few appeared to notice me. Those who noticed me seemed to go on about their business soon after noticing me. I sat and read a book. About twenty minutes later, I got bored and decided it was late enough to go eat lunch. I walked down the mostly deserted concourse to a restaurant I had chosen earlier.

    Chatting with a stranger at a restaurant
    At the restaurant, I ordered my food and found a seat. I did not hide in the back. I sat near an entrance and even started talking to a nearby female customer. We talked for fifteen minutes. Eventually, I walked back to my gate. I had grown very comfortable. I had stopped looking in everyones faces. If they looked at me or not, I did not bother to find out.

    When I returned to my gate, there were a lot more people there. I returned to my previous seat. There was a man straight across from me using his phone. He lifted his phone up as though to photograph me. I moved and he followed me with his camera. If he took my picture, I may have had a very angry face . I got up and walked to a seat where he could not photograph me. I started reading a book. At one point, a young man across the aisle to my left started talking to me about my book. We chatted for 20 minutes. After he left, I spoke to the big, muscular man across from me. We had been on the same first flight. He talked comfortably with me for five minutes until we got up to go board our plane.

    Two CD/TG airline employees?
    On the plane, I sat next to a professional woman. We talked, but nothing interesting happened with her. While our plane was still at the gate, I saw a woman come onto the plane to give the attendant something. She was a tall, large framed woman. She had on a wig. Around her neck, she had a stretchy band right where an Adam's apple would be. I think she was a transgender woman. She was dressed in her airline uniform dress and reasonable heels. She turned and left the plane a moment later.

    After my flight, on my way to the baggage claim area, I noticed that someone was walking behind me. After the moving walkway, the person came along side of me. We looked at each other. It was an airline employee in a shirt and pants uniform, long black hair, feminine flats, black hose, red finger nails, breasts, but apparently a man. No make up. I spoke and he responded with masculine voice. No further conversation. I do not know if this person identifies as a a transgender person or as a man like me who dresses feminine and stays masculine. Later, at the baggage claim area, I saw this person waiting with a woman and a child.

    Police officer and a rental car facility
    When I got to the conveyor for my flight's baggage, I saw the big, muscular guy from earlier. We started talking. It turns out, he is a police officer. We talked for a long time while standing there waiting for our luggage. He seemed comfortable talking to me and did not seem to mind that it was just the two of us standing there for a long time.

    Next, I walked to the rental car shuttle, and rode it to the rental car facility. I did my business at the counter and walked out. I went to my car. An older couple were getting into the next car. They took the time to watch me walk around my car and look for damage. It was awkward walking around my car while they sat and watched me. Then, she had her husband get out of their car and walk around it inspecting it for damage. She did not make him put on a skirt, though.

    Busy store and someone laughed outloud
    I drove toward my destination. I stopped at big store to get a couple things I wanted. There were long lines at registers. I got into one line for a while and then remembered something else I wanted. As I walked along, I heard laughing. There was a teenage girl with her mother. The girl was laughing at me uncontrollably. That was the worst thing that happened on my trip. I found what else I needed and then got back into line. I used the self checkout (because of the crowds) and left. Later, I stopped in a fast food restaurant for an early supper. I got it to go.

    I drove on, and stopped at a couple other stores. At one store, I asked an employee to take my picture (above). She politely helped me and even took another set when the first set was blurry. She suggested a better backdrop. She was completely comfortable. I think I was too. Then, I changed and went the rest of my way to my destination dressed in men's clothes.

    Return flight
    On the day of my return flight, I put on an orange maxi skirt, my black flats, and a black and gray top with 3/4 sleeves. I made no stops on my way to the airport. I drove my car to the rental car facility. The girl who received my car was bright and friendly. She was professional and efficient. I went to the shuttle bus and got on. I was the only person on the shuttle bus. He dropped me off at the airport and I checked in at my airline. Some people looked as I went along, but by this point, I was not that concerned with it.

    Searched in security
    There was a corral at security, no problem. I was double-checked in security. No big deal. I hurried to my plane and may have been the last one to board. On my flight, I sat by a doctor. We talked the whole time. He was completely comfortable being friendly with a man in a skirt.

    At the next airport, I planned on changing back into menswear. I realized that I forgot to get a picture of me in my pretty outfit. I asked a worker if she would take my picture and she did. Then I changed and went to my gate to catch my flight home.

    inAirport.jpg
    I am sorry this picture is so blurry. There was a bit of a language barrier between the nice lady who took this picture and myself. I decided it would have to be sufficient.
    I am a man who presents male and wears feminine clothes.
    I blog about my outings: https://joeypress.wordpress.com/

  2. #2
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    You really need either a wig or non military hair style. You like to push boundaries, what's wrong with this one?

  3. #3
    TrueNorth Strong & Fierce Princess Chantal's Avatar
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    Awesome pics and sounds like the experience was very satisfying! Wish I could accomplish such a descent look without the feminizing shaping, wig and make up.

  4. #4
    There's that smile! CarlaWestin's Avatar
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    I've had a similar adventure fully underdressed with forms and shoes in the carry on. It's nerve wracking and exciting all at once. I do hope your adventure will inspire you to explore the whole feminine experience. Extend your travels by one day on either end and rent a motel room near the airport as a launch pad to perfect your presentation before heading to the gate. You'll avoid all the restroom activity.

    Good job and keep up the enjoyment!
    I've waited so long for this time. Makeup is so frustrating. Shaking hands and I look so old. This was a mistake.
    My new maid's outfit is cute. Sure fits tight.
    And then I step into the bedroom and in the mirror, I see a beautiful woman looking back at me.
    Smile, Honey! You look fabulous!

  5. #5
    Silver Member
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    Sounds like you got the attention you were looking for. Generally, I would expect that you were very safe. Any aggressive behavior would have had security there like white on rice.

    I am curious, however, why you blurred your photos here, after being seen by a couple of thousand people, and photographed and filmed by who knows how many cell phones. Very inconsistent approach to security and privacy.

  6. #6
    Junior Member Sweetalex's Avatar
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    I wish I had your bravery, it sounds like an awesome trip though. You should be able to be able wear what you want when you want and it's good you are

  7. #7
    Aspiring Member jjjjohanne's Avatar
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    It was a good trip. I have done this kind of outing many times. Normally around town, not at airports. I do not want to be feminine. I suppose I could be described as part of the "fashion freedom" community instead of in the "crossdressers" community.... but I know I am really a crossdresser. If they made skirts for men, I would still want to wear women's skirts. I did not want attention. But, when I go out, I am nervous at first and look to see who is looking at me. I used to worry more. I also used to worry more about being photographed. I think the whole marriage equality movement on Facebook, then the legalized gay marriage changes in the U.S., and then the Caitlin thing (and perhaps that Transparent show) have all nudged the society where I live toward more understanding and familiarity with "odd" people like myself. I don't want to draw attention, I just want to be dressed pretty and doing normal things. More and more, I am feeling comfortable doing just that. I only saw one person who looked like they were trying to take my picture. I sat near teenagers and they did not pull out their phones. But even if a few people did take my picture, I am not going to post my face on the Internet while pretty. That's my security plan.
    I am a man who presents male and wears feminine clothes.
    I blog about my outings: https://joeypress.wordpress.com/

  8. #8
    Junior Member Robinadress's Avatar
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    I love to read stories like this, and it gives me inspiration for myself to further push my own boundaries. It really sounds like a wonderful trip you did.

    I have flown pretty a couple of times before too, but that was many years ago when I hid behind my wig and make up. It was a wonderful to be able to do that. As you already know I have also started a while ago to go out as a man in a dress without the make up and the wig. The last times I have entered an airport I have also tried to plan to go in a skirt or a dress next time. I don’t know why the airports and flying are so appealing to me. I think it is because I have nowhere to hide or back up possibilities, and also having to show my id and doing ordinary things that have to be done like the women do without thinking about it.

    In November I am going to fly alone from my home town, and I have planned to do it in a skirt and heels with my man head. I, as you, don’t do it to draw attention, but to be able to be my self in this situation too. Your story really inspired me to keep on planning. The trip doesn’t involve a connection plane so I would have to leave from my local airport. That is what scares me because I can meet someone who knows me that doesn’t know about this side of me. I haven’t planed yet if I’m going to do the hole trip dressed, or if I should change in the airport.

    Some times when I’m out dressed someone tries to snap a picture of me. I try to avoid it, but it is impossible to escape all the time. In an airport with many people it will be almost impossible to avoid all the cameras. I know I can end up on the Facebook or Instagram account to someone who knows me without knowing it myself. I have just decided to my self that I have to take that chance and take the consequence if it happens. This fear can not stop us going out being our self and educating the people out there that we also exist in normal settings in the society.

    Thank you again for this story. You looked great, are very brave and an inspiration.

  9. #9
    Transgender Person Pat's Avatar
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    Very cool adventure. Thanks for sharing.

  10. #10
    Aspiring Member Joni T's Avatar
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    You didn't want attention?!?!? H-E-L-L-O!!!!!
    Jon

  11. #11
    Aspiring Member jjjjohanne's Avatar
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    Robininadress, think long and hard about wearing heels to the airport. At least bring a pair of comfortable flats as backup!! To me, the airport is a nice place to crossdress because there are fewer rough people who might confront me or "single me out". Also, you are not really on anyone else's turf there. Everyone is out of their element. Finally, it is nice because you aren't the only person there dressed like a woman. The flight attendants dress like ladies as well!
    I am a man who presents male and wears feminine clothes.
    I blog about my outings: https://joeypress.wordpress.com/

  12. #12
    Aspiring Member jjjjohanne's Avatar
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    Oh, I forgot to add one event that happened. While I was waiting at the baggage claim at the airport, while I was talking to the muscular man, something happened... A female voice behind me said, "Joey, turn around." The hairs that I had shaved off of the back of my neck stood up! "Joey," she said again. I guess I accepted that I was caught, so I turned around. I saw a woman standing there facing in another direction. Then, she yelled out, "JOEY!" Then, Joey turned around and came to her.

    Let me tell you, that was a scary scenario, but it wasn't as unsettling as I would have predicted. I didn't need to go sit down or change clothes. I just turned around and went on like nothing happened. I am a bit surprised that it did not scare me more.

    But, I lived. And then I forgot to tell you all about it.
    I am a man who presents male and wears feminine clothes.
    I blog about my outings: https://joeypress.wordpress.com/

  13. #13
    Junior Member Robinadress's Avatar
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    Thank you for the tip Johanne. I still think I am going to wear heels with my skirt. The airport isn’t that big so I don’t think my legs would be too tired if I choose high heels. I still haven’t decide 100% if I am going to go skirted from my home town, but I am definitely flying home dressed. I already feel it in my stomach as I am writing this. If I go I will let you know how it went. It isn’t going to happen before November.

    As I read your last comment on this thread I really realize how like we are. I’m maybe using a more feminine style than you, but I don’t try to be anything else but a man when I’m dressed. I am also concerned about meeting someone I know, but I know that if this happens I just have to deal with it. I can just imagine how your heart jumped a bit extra when you heard someone shout out your name. My SO isn’t exited about my dressing, but I have told her that I can meet someone we know some day. It helps to know she is also prepared if it’s going to happen.

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