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Thread: First Night Out - What did you do?

  1. #1
    Member Lynn Sealy's Avatar
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    First Night Out - What did you do?

    Next month, I will be going out for the first time. Both excited and nervous.

    Curious as to what activities you undertook your first time?
    Lynne

    You can friend me at on Facebook at https://www.facebook.com/lynnesealytx. I don't post often, mainly lurk

  2. #2
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    Unfortunately, I am only able to go out once a year. Every November we go to Maui for our condo association meetings. We spend 2 nights in Waikiki so I can be Dawn.
    First time it was a food court in the Royal Hawaiian shopping Plaza. That was a mistake very crowed and bright felt like all eyes where on me. Then walked the shopping area that was less nerve racking. Now we do the same thing just go to restaurants and go window shopping.

  3. #3
    Aspiring Member dana digs sweaters's Avatar
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    Tri-Ess meeting at age eighteen.

    Eighteen year old Funny Honey.jpg

    This was Not Halloween at fifteen.
    This was not dressed up as a PowderPuff cheerleader in high school.
    This was fully wearing everything that I went out to buy as my own.
    This was letting others know that I was like them.
    A man that completely dressed up as a woman in public.

    pic for reference

    cd meeting small.jpg

  4. #4
    Gold Member Lana Mae's Avatar
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    Very first time was a drive in daylight through town then out in the country and home! No wig or make up that time! With wig and make up, was downtown Asheville, N.C., to a wig shop as part of a transformation! Night time was not until Keystone 2018! Night time can be dangerous! Use care on picking where you will be! Best wishes Hugs Lana Mae
    Life is worth living!
    "Foxy lady! You look so good!!" Jimi Hendrix

  5. #5
    Member Kimberly Adams's Avatar
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    Hmm.. such a long time ago but the first time I ventured out was on a business trip in Little Rock. Just got in my car and drove around, stopped for gas, went through a drive through for dinner. Did that a few times and then gradually started getting more bold. I would probably stick to crossdress friendly venues until you are more comfortable. Gay bars are typically always safe, find a drag show even better or see if you can find a support group or social group in your area. I haven't fully dressed for a while but last time I had the chance I went out to the mall, got my makeup done at Sephora, strolled around, went to some drag shows. All very exhilarating.

  6. #6
    Silver Member Aunt Kelly's Avatar
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    I don't count semi-cloistered events like Tri-Ess chapter meetings. Don't get me wrong. I am an active member and happily support my sisters there, and to be fair, it wasn't that long ago that one committed a crime by being even that "out in public".
    My first truly public outing was a busy Lad Vegas casino in maybe 1996. I don't recommend it for first timers.

  7. #7
    Member Mistyjo's Avatar
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    My first time out was to go and see a drag show at a gay bar the place was packed I remember saying to myself I am not going in there well I did go in and had a great time

  8. #8
    Silver Member Majella St Gerard's Avatar
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    1st time out dressed was at a Halloween party.

  9. #9
    California Dreamin Michaelasfun's Avatar
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    Never been out at night (yet) - first trip was to Target, then the grocery store.
    Michaela


    If you choose not to decide, you still have made a choice. - Rush

  10. #10
    Gold Member Read only Rachael Leigh's Avatar
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    My first time in public was a Halloween party as a French maid but as Kelly said my first non Halloween even though it was close as in late Oct I went out an about in Las Vegas. Ate dinner at a restaurant and then to see a show. It was great but yes very nervous

  11. #11
    Aspiring Member
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    First night out - not counting attending a support group - it would have been going to Diva's in San Fran in my skinny jeans and platform stilettos this year. I was nervous as hell as I walked from my parked car to Diva's. I wish I had more business trips to San Fran so I could go out dressed.

  12. #12
    Junior Member lynnstar's Avatar
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    My first actually night out. I wore a long sleeve turtle neck shirt with a light purple mid calf length skirt and a black wig and hat. I drove through a McDonalds drive thru to get a drink. Then took a drive toward Nashville but stoppef several miled up the hiway to a rest stop. Where I got out, walked to a concession bldg to get a candy bar. Had no problems even though there were cars parked there also. It was at night but the area was fairly well lit with walkways. I was a bit nervous getting out of the car, but at the same time, exciting to get out and walk around dressed as a woman. I am planning on my next outing to go into a small store somewhere, dressed and get a candy bar or something. Still testing waters here. Mid tn. Is still very conservative area and we have many people who frown on any one who dosent own a pick up and or pack heat.

  13. #13
    susie evans susie evans's Avatar
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    First time out was 1977 Hollywood ca never looked back after that

    Susie

  14. #14
    Silver Member Frannie7's Avatar
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    My first time out was lunch with the person who did my makeover. Small restaurant was supposed to be not too busy but it ended up being almost full. Handled it ok though.

  15. #15
    Senior Member Tracy Irving's Avatar
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    If it is the first night out, I went for a walk around a college campus near my home.

  16. #16
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    Divas in San Francisco. I drove. I circled the block for twenty minutes until a spot opened up that was very, very close. I had one drink, and a couple of diet cokes, then went back to my hotel.

  17. #17
    New "old" girl Suzie Petersen's Avatar
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    First time out .. at night .. I walked around the block in the middle of the night. It was very exciting and seemed like a perfectly good idea!!
    First time away from the home area I got in the car and drove to the nearby town. Parked and walked down the main shopping street looking at windows .. at 2 in the morning! Again, very exciting and it seemed like a great plan! (right!!).
    Those times, and many to follow, were fueled by a high dose of Adrenalin combined with a healthy dose of fear of being seen, but nothing actually happened.
    First time out .. at night .. where I felt good and was among other people, was in London. We were at a weekend getaway with 2 other GG/CD couples and I went with one of the other CD girls to pick up dinner for all of us. It was all surprisingly uneventful and I felt really good about the whole thing. I dont think anyone paid us any particular attention and frankly, I dont think I cared much either. It just felt perfectly normal .. but it was still somehow very exciting.

  18. #18
    Silver Member Becky Blue's Avatar
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    First time out was with the GG who did my makeover and another TGal.. the 3 of us were dropped off just by Oxford Street In Darlinghurst Sydney on a warm night, the street was packed full of people, talk about a baptism of fire... a quiet bar to start, then a noisier bar, dinner at a Thai restaurant sitting outside with the people flowing past. Then off to a packed massive gay bar where we chatted to a few nice people. We finished off with a night-cap at a quiet bar.. for those of you thinking 4 bars how did you manage to stand up after? well i wanted to enjoy the experience to the fullest so my drink of choice was Diet Coke I just had a glass of red with my meal..

    I had outing no 26 last week
    A.K.A Rebecca & Bec

  19. #19
    Platinum Member Beverley Sims's Avatar
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    I suppose my first real outing was with five other girls off to a dance after they had prepped and preened me and I had a new low cut dress on that threw anybody off the track that I might not have been a girl. :-)
    Last edited by Beverley Sims; 08-27-2018 at 04:55 AM.
    Work on your elegance,
    and beauty will follow.

  20. #20
    Senior Member SaraLin's Avatar
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    I'm not sure it was actually my FIRST night out, but this is certainly on of my most memorable "first's".

    A local CD support group I went to would go out to a local 'friendly' bar once a month. I'd never been there before, but gathered up my nerve, got all prettied up, and went...

    Only to find out that the group decided to not go that night. I was the ONLY non-muggle in the place. I stayed around long enough to be sure that I wasn't just early, and to finish the drink I'd ordered. Then I retreated back to my car and drove back home.

    Nothing happened - no snickers, glares, or angry comments. the guy at the door who was checking ID's on the way in, didn't have any problem with my male ID. The bartender didn't react when I ordered. All-in-all, it was a non-event in almost all regards. It was just that I wasn't confident enough in myself yet to be in such a setting, and solo.

    And all this was 25+ years ago when the social climate was a lot less accepting than it is these days.

  21. #21
    🙊🙈🙉 Patience's Avatar
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    I've never been out dressed at night. Daylight hours only.

    My first day out was during a pride weekend. I left home in drab and drove to a local university. There, I went to the drama department and changed in the bathroom. Once I was changed, I rushed back to my car and went to a park where a public event was taking place. I hung out for threes hours or so and got quite sunburnt. From there, I went to my favorite art store dressed for the very first time. I was quite nervous. From there, I went to work, where I arrived dressed, but as I was early, no one really saw me arrive. I changed into my work clothes and hummed a happy tune for the rest of the day.

  22. #22
    Silver Member Elizabeth G's Avatar
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    I want terribly adventurous my first night out. I got out and gassed up mht car then I went into a grocery store and picked up something from the cosmetics aisle (I used the self check to pay) then I went to a department store near closing time and browsed the womens clothes.

  23. #23
    Gold Member Jaylyn's Avatar
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    I'm ashamed to say my only outings ( besides wearing panties full time) has been only on my own back porch where I have many plants I water, feed and take care of sometimes fully dressed. The only neighbor is over a 1/4 mile away and they are gone almost all the time so I feel safe there and just have the wind blow my skirt around a bit is relaxing to me.... I know this is not the out your asking about but it is my only out and about dressed.

  24. #24
    Junior Member
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    First time was neighborhood halloween party (in a wedding dress). Second time (1 year later as Caitlyn Jenner) was stepdaughters halloween party.
    Both times mobbed with people that knew me. Feedback was fairly positive and the negatives identified the jackasses in the room.

    Still amazed how many men groped me. The first party "dude, do you realize you're feeling up a sock?" and the second party "dude, you do realize there's a **** up that leg you're grabbing?" Gave me an appreciation for everything that women go through their entire life.
    Last edited by oh to be rachel; 08-27-2018 at 11:01 AM. Reason: a light censoring of a word

  25. #25
    Silver Member Rhonda Jean's Avatar
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    The very first time I must have been about 10 when my parents were out of town and my 19 year old brother was staying with me. I knew he'd be gone until late at night, so when it got dark I put on a dress my (much older) sister had left behind an walked around the block. No makeup. I had long hair and I didn't have time to do anything with it so I just brushed it out an hid most of my face. Walked a few blocks out and back and that was it.

    As far as serious full-on dressing as a woman, kind of depends on where you draw the line. I certainly nudged the line very often from the time I could drive at 16. I went out with elaborate hairstyles or with my hair in curlers, jean shorts cut off to the back pockets, shaved legs all the time, nail polish, makeup (rarely), peasant tops... everything but dresses, skirts, and boobs. I don't think I put everything together and made a full blown effort to pass completely as a woman in public until I was 20, married, and living in a new town. My wife was completely on board and encouraging back then.

    The first time I remember absolutely throwing caution to the wind, we had been married for 2 months and I had to go to Atlanta for work for a week. With my wife's help, we packed 2 wardrobes. Male for work, and an entire female wardrobe for after work. I had my own panties, but everything else was hers. Everything from a jumpsuit to skirts and dresses, heels (we wore the same size shoes), makeup, curlers. We made falsies out of cut off pantyhose full of bird seed. It was a wonderful week of total anonymity, and getting to do this with my new wife's complete knowledge and support was so wonderful!

    The first night I wore a dress and heels and walked from my hotel to a nearby steakhouse and right back to the hotel afterward. I ventured out to downtown and to random shopping centers the following nights. I stayed through Sunday, so I had all day Saturday, too. It was such a phenomenal experience to absolutely not hold back and completely immerse myself into being a girl, even for a short time. It was also wonderful to do this with the full knowledge, help, and support of my new wife, and to tell her about it when I got home and gush about how exciting and wonderful it was without having to downplay my excitement.

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