How was your first time out as a woman?

[Gia]

Hi all.

The idea of going out completely dressed up has been in my mind a lot lately.
Sadly I need to wait until my wife and I move to another flat without flatmates. This means a bit less than a year for now.

I was wondering how did you feel the first time you went out completely feminized?🙂🙂

What were you wearing? Were you alone or with your friends or SO?

[Sandi Beech]

Hi Gia,

For many of us the first time can be quite exciting with many different emotions going on at the same time. They do subside if you go out a lot. For me it has always been complex. I was excited to be dressed up all pretty and yet fearful at the same time. Once I socialized with people in bars and clubs, the fears went away. I still have to dress in secret because of immediate family, but I really do not care if anyone else knows. Over time a lot of that concern goes away. It can be a lot of fun. I have danced with a lot of women while dressed and I wish I could do it now. I have not gone out since I was on a business trip to Las Vegas on Feb 1 since covid hit.

Go for it. You will be hooked. Haha.

Sandi

[kimdl93]

My first time out as a woman ....gosh, it is a bit of a distant memory now and several early outings seem to be blended together now. As all occurred in the summer, certainly a tank top paired with shorts or a light skirt. Undoubtedly by myself, as I had not come out to any friends at that point. So shopping and a few drinks at a TG friendly bar, some positive interactions with other clients and I was hooked. Seems so long ago now!

[Lana Mae]

Way back,ha ha! I went for a transformation and part of that included a shopping trip to get a wig, which I did not have at the time! I wore a skirt and top and borrowed a wig and Jennifer did my make up! We went to Ashboro and had to walk about a block in the city! Jennifer told me to wear flats and I found out why! She literally ran to the wig store! I found a lovely blonde wig and we calmly walked back to the car! The first time is exhilerating to say the least! When you are ready, go for it! Hugs Lana Mae

[paulaprimo]

Hi Gia, My first time out was about 8 years ago. I was out of town and staying in a Hotel alone. I can't remember exactly what I was wearing but I dressed conservative and to blend. I didn't wear a dress or heels because I wasn't looking for anymore attention drawn to me than needed. It was a struggle for me to get out of my room.
I literally stood at the door for hours fighting the urge to go out with being scared! Once I finally left the room and the door shut it was "show-time", no going back now... When I got off of the elevator in the lobby there must of been a convention, I didn't know about, with about 200 men mingling around. I had to walk through this large group of men and have to admit being very intimidated. I noticed a few of the men looking at me but not the "man in a dress look" look, but more of a "checking me out" look. Once I made my way through this crowd and realized that everyone was not starring at me I settled down a bit and will never forget how wonderful I felt. The only thing I lacked at this point was the "confidence". This came in time the more I went out. I would imagine that most of us went through some kind of fear our first time out. Only you will know when the time is right for you. The biggest fear for me, was me! Once you get over that you will be fine. Good luck and I wish you the best. :)

[Robertacd]

My first time out fully dressed was on a Halloween 20 years ago. I was wearing a blue lacy top with a matching dress, my wife was wearing a suit. We had a lot of fun.

[Stephanie47]

I was probably in my mid 30's when I ventured out fully dressed with the intent of mixing with fellow humanoids. Previously I had been going out for evening drives and perhaps a stroll. My first time interacting was a Halloween. I did not go to a party, but went into grocery stores and donuts shops to buy things. At that time I was wearing a shoulder length curly blond wig. I had applied full makeup and nail polish. I wore a knee length jade dress with a black floral pattern, black heels and hosiery, and all the proper undergarments; bra, panty and slip. I got a compliment from the woman working at the donuts shop. At the grocery store the cashier was very young and probably had never encountered a cross dressing man, even on Halloween. She did say a word and seemed to not know how to approach the subject. There was a guy there who was buying beer and probably already had too many brews. He had a good forced laugh. Basically, venturing out on Halloween did satisfy that little urge to be out of the house for quite some time. For a very long time I limited my dressing to in-home as that is my comfort zone. When the opportunity arises I still go for a drive and stroll just to feel the cool breeze across my stocking clad legs.

[NancySue]

I was alone and very nervous, but excited. I drove around for quite a while working up the courage to leave the car. I finally pulled into a shopping center, but sat in the car working up the courage to get out. I waivered back and forth whether to get out or not, but I finally realized I?ve come this far so I got out and went into the mall...still nervous. By the time I walked from one end to the other, I was much more relaxed.
I ventured into Macy?s and went to the hosiery department and bought three pairs of pantyhose. I tried to disguise my voice, but I think the SA knew. She was very nice and gave me a big smile. I wore black slacks with hip my pads, hose, low heels, a blouse, a light sweater, light makeup and my pageboy wig...trying to blend in as much as possible. I think I did. When I got back to the car, I sat for several minutes recalling my first adventure out.

[Jenny22]

I had a forum sister as a mentor. We met for coffee. I was fully dressed with basic makeup and press on nails. She told me to follow her. We were going to a super market To boost my courage she told me to relax (yeah!) and just own it. We walked through the parking lot and entered the store. I needed a shopping cart to hang on to and to put my purse in as women do. We walked every aisle and with each one I gained confidence and began to own it! We were in the super market for about 30 minutes, walking and frequently stopping to look at something but didn't buy anything. As we left, I lost a nail, looked behind and saw it in a drive area, went back and picked it up. We talked. I thanked her for her help in 'pushing' me to do it. I loved the experience!

Ladies, if you have the going out urge, I sincerely recommend doing it with a sister. Find one near you. As they post, see where they are located. Make contact by PM and see if they will mentor you. It CAN be done. Good luck.

[Teresa]

Gia,
I'd taken a few drives and the odd walk but I would consider my first time out was to attend a dinner dance with my social group . My wife knew but didn't wish to see me but she did make sure I left home safely while she waited in her car a few yards down the road . Surprisingly I wasn't nervous , maybe I was well ready to take this step , I wore a full length ballgown and 4" heels both of which I'd never worn before . It was a fantastic evening , I never thought I would dare venture on the dance floor but I did . The worse part was driving home , creeping in and taking it all off without waking my wife . I knew there was no going back after that !

[CharlotteCD]

I went out last night actually. It was somewhat of a "cover of darkness" trip out, which involved sneaking into the car dressed and driving to the city where there would be people around, but not to the point it's in your face.

I had been psyching myself up for a week, and was out of the car and walking around without any real issue. I felt quite confident in how I looked - not that I passed, but I felt that from a distance my face wasn't too obvious (picture from last below, as I preferred the more subtle dark to go out Vs the blonde of my avatar pic)

I had a few different people in couples chatting that I walked past, and I approached with trepidation, but it was actually fine - nobody said anything, nobody stared, I was just a person walking along the street.

Successful first trip. Not to say they'll all be like that, but I can certainly improve my makeup skills, so bring it on!

[Jennylace]

good for you it's so important to be able to get out and just breathe easy there is a point it becomes second nature and you look like you pass with no problems at all good for you.

- - - Updated - - -

omg, that must have been a very nervous moment for sure. a long time ago I did a similar thing but it was in a restaurant I got a table in the back and soon the place filled up and there were people looking then a nice lady came over and says your beautiful. then I was full of confidence. a lot of times some girls start out in a large group and it becomes so easy to relax when you have others feeling the same way. and you have such a fem face it must be easy for you.

[VivianNewkirk]

My maiden voyage was pleasantly uneventful. I made myself as presentable as possible and went out shopping. It was then simply a nice shopping excursion. No one seemed to notice (or possibly care) that I was a man in women's clothing. No one pointed or giggled or did any of the terrible embarrassing things I had imagined. It was exciting for me, of course, but perfectly ordinary as far as the rest of the world was concerned. Which was great, and made it much easier for me to venture out after that.

[Rachelakld]

I was scared as heck.
Never done it before / no internet to show me how / no one to learn from.

[FrannGurl]

The first time out for me was with a guy I was dating at the time who encouraged and supported me, so that I could get up the courage to do it. We went to dinner and I was nervous. No one really seemed to notice, but I was pretty sure the waiter did. After that we went to other places, as well a few weekends together where I went out in public all weekend dressed. I dress to blend in, not stand out which I think really helps too.

[CynthiaD]

My first time wasn't that memorable. I dropped a few things off at Goodwill, and went through the drive up at the coffee place. I was misgendered at both places, but the people quickly corrected themselves. It was pretty dull. Later, though I had a much more exciting trip. I went to several stores and was treated as a lady. As I was driving along I kept hoping that the other drivers were looking at me. I especially hoped they were staring at my boobs (breastforms). I was so proud to be out and about with prominent boobs. But then I went to my favorite clothing store, where I had bought female clothing in male mode several times and was immediately clocked by the security guard. I felt completely humiliated, left the store and went straight home. I got over it pretty quickly though.

For the record, I have long since become completely indifferent about being clocked. I know it happens, but I just don't care anymore. I'm essentially 24/7 now, and I feel like, "this is me, take it or leave it, I don't care either way."

[Lily88]

With my girlfriend at a festival in fancy dress - absolutely brilliant and no one seemed to mind!

[franlee]

I felt overcome with nervousness! Almost shaking to pieces for the 1st 1/2 hour. I was dressed in a black with gray pinstripes 3 piece suit and completely made up by my wife. We had just endured the 1st time of what I considered a real makeover and 1st time with her . We had a heart to heart on my desires to CD. She was wonderful and accepted me without any problems. When we had talked she gave me her pocketbook and told me to come on. It was dark and we live in the country. She drove and we rode for a couple of hours stopping to get a cold-drink at the Jr. Store in another town. It was sinsational.

[Sometimes Steffi]

The first time I went out as a woman, I went to the Maryland Renaissance festival where I rented a "wench" costume. The costume consisted of a mid-calf) long linen skirt, a peasant top and a laced bodice. Everyone working an the rental counter were GGs. When I got to the front of the rental counter, I told the woman that I wanted the "Fair Maiden" costume. she told me that I'd probably be much most comfortable in the wench costume. She said that the only difference was that the wench costume had an underbust bodice whereas the fair Maiden had an overbust bodice.

So, I took the wench costume and went to a changing room and put it on. I had underdressed in panties and a bra and just had to put the forms in. One of the girls from the costume shop laced my bodice. She seemed to have a lot of fun helping me out, and she and some of the of the other GGs checked me out and gave me a lot of confidence. I covered my head with a flowing kerchief. I also carried a crossbody canvas bag that I had just purchased for the Faire.

There must have been 10,000 people at the Faire that day, I was afraid that I would get laughs and smirks from everyone. But very few people even gave me a second look. They were all in their own little world.

The good side. Throughout the day, I would pass groups of GGs. They would either stop to admire me, smile at me, or give me a big thumbs up. The teen GM at the lunch stand gave me a "m'lady" after giving me my food. I gave him a smile and a little curtsey back. On SA in one of the shops I went to wanted to know where I had bought my bodice, because she wanted one like it.

I did have one gut try to take my picture, and I kept turning and walking away. Finally, his GF said to him, "Can't you see she doesn't want her picture taken?" The he let me alone. Towards the end of the day, I wanked past a group of 8 GGs and GMs. One of the GMs turned around and said, "Hey, that girl in a guy." He was really stumbling over himself drunk, and I thought he might make problems for me. But a couple people from his group came back, grabbed his arms and pulled him away from me.

I also saw two other CDs there.

All in all it was a great day, with only a couple of minor incidents that were easily handled. A totally exciting and affirming day.

[Taylor186]

My first time out wearing women's clothes was to a work friends Halloween party many years ago. Black high-heeled boots, tan hosiery, short denim skirt, a plain top, makeup and wig. The execution was a five or six, at best, but the experience was amazingly great. That said, I never thought of myself as "out as a woman." Even today with much better clothes and technique I never consider myself a woman even when dressed head to toe.

[Joni T]

It was scary as Hell but I survived it.

[docrobbysherry]

Sadly, I never have and never will.:sad:

I've been out as a CD, a MIAD, and a trans. But, I'm not a woman----:brolleyes:

[Angela Marie]

After a makeover I drove home and was going to take my makeup off. I looked in the mirror and said "I haven't gone through all this to simply drive home and undress" I scooted back to my car and went shopping at a supermarket a few miles from my house. As I left the car my hands were shaking and my stomach was in knots. As I walked in a few gentlemen passed me and gave me a nice smile. That reduced the tension and increased my confidence. +

[Jillian Faith]

For me it was a little over 10 years ago (May 2010). I went out with my wife on a Saturday night to a couple of stores (Payless, Target and Kohl's). I was wearing a sleeveless, pink top, pink and white skirt, pick flip flops and carrying a borrowed Coach purse from my wife. The first stop was Payless and I was extremely nervous because the little store was crowed with another lady with two teenage daughters. We left Payless and walked down to Target, we were looking at costume jewelry and I started to relax when I looked up and didn't see my wife where I thought she should be and started to have a mini panic attack until I spotted her. We walked around Target for another 20 minutes with my wife telling me to slow my walk and enjoy the experience. My wife picked up a few essentials and we checked out. On the drive home I told her although I had been nervous in both stores I wasn't ready to go home yet, so we pulled into a Kohl's. The store wasn't crowded so we shopped for 20-30 minutes there, I even went into the ladies fitting room and tried on a pair of brown Capri pants. We bought the Capri's and drove home where we had a glass of wine on the patio to celebrate. So how was it? It was nerve wracking, I was was scared to death, but it was also so liberating to be out in public dressed as my wife's BFF enjoying a shopping outing.

Jill

[Helen_Highwater]

I?m going to break my reply down into several parts as each qualifies in its own way but are also incremental steps in my progression.

Like many others I started with night time drives. My attire was often a mismatch of items cobbled together, not so much an outfit as scarecrow dressing. While I would find somewhere quiet to park and although I was dressed wig down to heels, leaving the car for a brief walk could be considered as a first outing fully enfemme it?s also a bit like the old question, if a tree falls in a forest and there?s no-one there to hear it, does it make a sound? Similarly by going out and no-one seeing me is it right to class it as a first outing?

Move forward a few years and now I?ve improved my wardrobe such now I have outfits in the true sense of the word it?s still evening time and I?m now walking streets with the odd other person about, usually a dog walker, we pass like ships in the night with me crossing roads to avoid close contact.

For me I class my first true outing fully enfemme as the first time I went shopping and had to mingle with the muggles. On the earlier occasions anxiety levels were high but this time was another level. Daylight, busy shop, nowhere to hide and as many will testify the butterflies were more like eagles but as many will report those nerves soon settle as the realisation dawns that folks aren?t paying you much if any attention. Nerves are replaced by a desire to do more and that first shop quickly became 8-10 with me actually buying items and interacting with SA?s, loving the newly found sense of freedom I?ve found.

[Charlotte Haynes]

I had a night out in drag over 20 years ago. I was staying with friends in another town, and one of them made me up and lent me her clothes. We hit a few pubs. There was no nervousness, it was just dressing up. I didn?t relate it to my regular crossdressing at all, really.
The first time out as Charlotte was nearly two years ago. I?d had a few too many shots of Tequila and my partner dared me to go out. I took a walk around the block. I passed a couple of people, but on the whole felt pretty confident. When I got back she said she wanted to go to the local shop (we?d just moved into the area btw) to buy some more alcohol. I suggested we go together. I got my wig torn off and had it thrown to the ground by a fellow shopper. I was ridiculed, threatened with violence, had to take refuge in the shop, while trying to refit my wig, wolf-whistled, and had to endure her hysterical laughter. All in about five minutes. The man in the shop was very sympathetic to my plight the next time I visited in my normal guise.

[Cheryl T]

My very first time in public for others to see was at Halloween as many others have done.
That took the edge off my nervousness as I could write it off to the holiday without too many questions.

My first "real" time out was with my wife. We went to a neighboring state to a shopping mall. I was casual, in jeans and a cute top, light jacket and flats. That time I was a nervous wreck. I was sure everyone would be pointing fingers, laughing and maybe I'd even get harassed or beaten up.
Nothing happened. Sure I got a few stares, after all I'm 6' tall. Any man will stare at a woman who is that tall. After a short while I realized others weren't paying me any attention so I was able to relax and go about my business without fear. A few more times out and I realized the world doesn't revolve around me and that everyone else has their own business to attend to and I'm not a part of that.
Be confident and present yourself in a manner that says "I belong here". Others pick up on that.

[Stephanie Julianna]

Old story here. 1979, after a makeover by a famous leader in our community in NYC. I was 30 years old and after the session I left his store on West 10th and 42nd Street in a pretty blue chiffon Spring dress and heels. I left about 4 PM and entered the world for the first time as my complete self and have never looked back again. I was and still is wonderful when I get out even to this day.

[binair10]

Bit of a back story. My wife who has been living away in Wales looking after her very old parents for nearly 3 years,has given me some breathing space. She does not like me dressing, so with her being away has given me a bit of space. I had done the usual going out in the dark but needed a bit more. So, I decided that I would come out to a very good friend and female neighbour (who liked to do the charity shops and various other shops), that I would like to go with her but I would be dressed as a woman. That is not a problem she said. Well she has the car and also needs a bit of help walking as she has arthritis in her legs plus 2 cancers and a stroke. I was 77y/o when I first started going with her and it was great. I have not had any sort of a problem as I can always pass as a family member or a close friend. I dress for my age as I feel that is the best way to go. I did have a worry when we passed around 200 teenagers coming out of the local Secondary school. Mostly girls, but plenty of boys but not one of then noticed me so I must have done something right. She is my mentor and treats me like real woman which I really do appreciate.
So last year was a wonderful year for me, but when we go out shopping this year it is just for food so no need to dress up, as we are not out much over an hour or so.
If any of you girls want to go out in daylight then go for it as you will not regret it. All I would say is do not overdress then you will blend in which is the key to a great journey out.

[Genifer Teal]

Don't put too much stock in the first few outings. They were met with mixed reviews. Once I found the right friends and places to go it got much better. Figure out why you are going out and what you hope to achieve. It can be an emotional time. Best of luck to you.

[rian]

In my case i can say that going out is not an option ,,due to the middle east region ,,,almost forbiden ,,,so my choice unfortunately in secret ,,,i love to go out yet impossible .

[CDJamie2000]

You did a wonderful job with your make up

[Heather2die4]

Hello Gia,
Metaphorically, the threshold of your front door is the threshold into a new, exciting, and fulfilling world. It can be scary. No, it WILL be scary, but once you get out, there is no turning back. The goal is to look confident and own your space, but you will likely be in your head worrying, so take advantage of summer and COVID and wear a mask and sunglasses to cover the fear. Don't go where thugs congregate. COnsider logistics and plan ahead. If you are not prepared to use the ladies restroom, pee first. Museums are a good bet. Sales staff in any store are always friendly and nonjudgmental. As you build confidence, try a used clothing store. Most have unisex changing rooms and are quite safe.

My first time was at age 13, just before puberty hit. Such a freeing experience. Sad that I kept it as my big secret for so long. Now I'm out and accepting.

[DanniBell]

I think it's cool how many of you started dressing so much later in life!

- D

[Krisi]

It's hard for me to pinpoint my first time out dressed as a woman. I started by going for a drive underdressed in a bra. Once I got away from home, I inserted water balloons in my bra so I was basically a dude with boobs. Later I graduated to wearing one of my wife's blouses and a cheap party wig, again dressing after I left my neighborhood and just driving around.

Eventually, I got up the nerve to step out of the car in the dark and walk around a bit.

Fast forward to today and I've got my own clothes, my own wig, boobs and hips, purse, the works. I still have to dress in the car and I don't get out much but it feels almost normal to be out as a woman.

[BrendaPDX]

Hi Gia, I was alone, I was terrified and excited at the same time, my adrenaline was so high my hands were shaking, my breathing was fast, I had to concentrate just to walk. I was wearing a wig (shoulder length), purse, makeup, bra with forms, hip and but pads, pantyhose, knit shirt 3/4 sleeves, skirt just past my knees, and strappy sandals 4" (LOL). Pretty much what I have on in my Avatar, just no sunglasses. It was probably one of the most memorable days of my life. I loved it! Sorry you have to wait so long, but it will be worth it! Take care, and have fun. Brenda

[Nicole Erin]

Summer of 1998. It was to some LGBT club. Since that is a cliche story, I will talk about my first daytime outing.

Yeah it was nerve racking. I wore some black top and skirt with a gold waist belt. Heels, makeup, hair done.
I went to the laundromat to do some clothes then to the grocery store.
No one said anything or seemed to notice.

[Amelie]

I don't think I had a first time out. The way I dressed as a teen male was not much different from a teen girl. There was not much gender difference being a teen punk. Maybe I wore more eyeliner and lip stick but all the rest was the same, the hair and clothes. People still recognized me. I didn't wear a bra or forms till years later, I thought they weren't the real me. Now I sort of have breasts.

[Lori Anne]

Gosh; it was probably 20 or so years ago, and it was incredibly nerve racking. I wore neutral colored bra (with enhancers) and panties, white jeans, peach colored top, women's sandals, toenails polished, full "daytime" makeup, clip-on earrings, lady's watch, and carried an everyday purse. I drove to one of those mailbox rental places to check my mail, then went to a grocery store and did my grocery shopping. I didn't notice any weird looks from anyone, so I feel like my apprehension was unneeded. I've been out a few times since then, and have had no issues come up.

[AllieSF]

I started crossdressing in 2006, and then in May 2007 I found this site. I already knew that I wanted to go out as me, and I didn't even have a favorite name for myself. I decided on a name that was basically a feminization of my true name. That name has now become my legal name, 11 years later. I was reading and learning, actually just vacuuming up all the basic and deeper information here about all of us under the transgender umbrella. Since I knew I wanted/needed a sidekick with more experience than I had, I always looked for members local to me, and even anyone traveling to the area. I finally connected with 2 from this site, RobertaFermina and Windy Cissy. We coordinated when Cissy would be in town and scheduled a "First Night Out" for me.

That night I put on some thrift store clothes (black top and a pleated patterned green skirt that I still have), low strappy heels, a auburn mannequin bob wig and a short black jacket. We met at an informal computer oriented diner in San Francisco, had a quick simple self order dinner. I got there before anyone else, so I ordered a soda to have while waiting, my first interaction as Allie out in the Real World. After that we planned on going to Diva's, a well known trans bar on 3 floors, with bars on each floor and a different style on each floor. I think that we were out on a Wednesday night and Diva's was dead. So, Roberta suggested that we go across the street to Lush Bar to have a drink and talk.

There were only a very few people there when we arrived, a little early for the night owl crowd, which was fine for me. There we just talked, drank, talked some more. Cissy showed me how to walk properly, my feet were killing me. I even went to the bar and ordered a round of drinks and ended up staying there a little while talking to the cute female bartender. Writing this right now I clearly see that by talking so long with a complete stranger and having so much fun doing it, was a clear sign of the future for me! I am an extrovert and as my close friends now joke, a stranger is just a friend that Allie has not yet met! We all enjoyed the evening and later said our goodbyes and left for home ot the hotel.

I can say that I was never afraid of anything. I was anxious and a little nervous about how it would go. However, once there I fit right in and felt so comfortable and thankful for these two wonderful people who let a stranger arrange for all of to meet and go out. Roberta and Cissy were veterans leading the newbie to a new life, which none of us could have imagined at that time. I am now living full time and legally as Allie.

This is a picture of what I wore out that first night. It was taken several years later on another time out with much more practical, stylish and comfortable shoes and a much better wig, though it does look a little too low on my forehead!

[abby054]

First time out was the typical get dressed and drive around in a car for a while. I wore a knee length pencil skirt and a matching patterned tee and a light jacket. It was September near Boston. For my first time interacting with people en femme, I rode public transit into Boston one Saturday in January. I did some shopping and saw some of the sights. Same outfit but with tights, boots, and a heavy coat. It was the coldest day that year. I changed back to drab in my car at the train station. I was so excited and nervous that I barely noticed the chill. Shortly after that, I told my wife about my dressing. That went poorly. I soon purged and got on with establishing my professional career. 17 years passed before I dressed again.

[rian]

I only ventured out around the house couple of times at very early in the morning sneaking without any person around ,,,it was a very lovely time ,,because I felt free even to myself ,,,hopefully one day I will have the courage to do public

[dominique]

I started going out just around where I lived. But the first time in public I wore calf length coat,blouse, black skirt, tights and heels. Also some make up. Felt nervous at first but after a while I relaxed and enjoyed the experience.

[Dannigirl]

My first time fully dressed with makeup turned out to be a little stressful. We lived in the country, nearest neighbours were quite a distance, and I decided to get dressed up in some clothes I borrowed from my girlfriend at the time. I borrowed a white and pink dress and her white cowboy boots to match. She gave me a bunch of makeup as well. Got all dressed and thought I looked pretty good so went for a walk down our driveway. Got to the end of the drive and figured I would go for a walk across the road on some of the trails in the forest, because that's what all girls would do in a white and pink dress and cowboy boots on a warm summer day right !!!??? Doubt it. Anyhoo, as I was walking towards the gate a pickup truck came up over the hill behind me, turned out to be my friends and their dad heading into town, luckily they flew by me and I kind of turned my back to the road. Phew, dodged that bullet. Decided I better head back home and forget about the walk in the forest..... Half way up our drive and doesn't some guy pull in ! So I started to run up our driveway (it was about 800 feet long and had a bend in it) got around the bend and realized he wasn't coming any further and was probably just turning around. Scared the crap out of me anyway so I went inside and got changed and washed all the makeup off. Had to wash my girlfriend's dress because it was soaked from sweat from all the stress. That is the first time I can remember getting dressed and actually venturing out. Fun times !!

[Charlotte Haynes]

I went for a drive last Sunday evening. This was a first, and I would recommend it to others who are a little unsure of stepping out. I had to leave my flat and walk a couple of hundred metres to the car and that was the nerve-wracking part, but once behind the wheel my confidence soared. I felt great. I drove to the city centre and had a stroll around the nearly deserted streets and then back to run the gauntlet of the local neighbourhood. Anyway, go for a drive en femme.

[Val_Blackbird]

I absolutely agree with going for a drive. That's what I've been doing lately, since, frankly, there's nothing else to do. It's unlikely you'll be assaulted while driving, and if you've got a deep tint on your windows (I do), it's a virtual certainty no one will even notice what you're doing. It's a nice way to get out of the house en femme with little to no risk. :)

I'll tell two stories - one is my first first time out, and the other is my first time out in the general population. They were very different experiences.

My actual first time out as a woman was, as is often the case, to a gay bar. This was, obviously, a matter of personal safety, even though technically there's still some issues even with that, but still . . . . Anyway, this was just under two years ago, and I hadn't been doing this long. Makeup was questionable, outfit was kinda meh, wig was nice, but not done exactly properly. So, typical, I guess, lol. Oddly, I went to see a drag KING show that night, and there were quite a few more crossdressers and trans girls in attendance than you might think. Nobody really paid me any mind, which was exactly what I wanted. My pink boots did get several compliments, which was nice. Overall, it was cool, which I think is why I started going back basically weekly (usually for drag QUEEN shows) since, up until they black-flagged Earth.

My first time out in the general population was . . . . TERRIFYING, if you want the absolute truth. It was a Thursday night, and I went to a local tourist area. I knew a place I could park without having to pass through inside, as I worry about what security and surveillance might do if they're paying attention. So, I stayed outside and just shuttled back and forth between the extreme ends of a fairly open area where I could keep some eye on those around me. It was a semi-cool night, so I was wearing a jean jacket over a bodysuit - in part to hide my oddly large biceps - and a pleather skirt with platform high-heel boots. I think the outfit was okay, but the issue was the wig. I like really long hair, and it was kinda breezy that night. So, my hair was just everywhere. I guess the hair and me seeming nervous must've looked weird, because a guy and a girl walked up and asked me if I was okay. I doubt they could actually see my face in the dark and with all that hair whipping around. I didn't want to speak, for obvious reasons, so I just scooted the hell out as quickly as I could. Got back to the car and bounced. It was a long while before I even considered trying that again.

Anyway, for better or worse, that's what my experience was like.

[Natasha.k]

March 2003 I couldn't take only wearing in private. I said he'll with that. I started wearing blue thong bodysuit, suntan, black or off black pantyhose, short shorts and sandals. Then May of the same year I wore that outfit to my family reunion. Had some questions but nothing bad. Then the end of June 2003. I went to my best friends family reunion. It was huge. I got there and almost drove home to change. I said no. Just go. So I figure get there early. Nope. Everyone was already there. So. I just went over to everyone saying hello. Again some questions. But nothing bad. I had such a great time at the two reunions. I never looked back. My girlfriend doesn't mind as long as when she needs my male self she is fine with it. When I am Natasha I am her BFF. My girlfriend and myself, I was dressed as Natasha took my mother antique shopping. Then went for dinner. It outside under a huge tent. We had a great time.

[Connie D50]

Gia

If you can get a make over on that day. Unless your wife is great with make up and does it for you. It helps 100% with confidence. Also dress appropriately, for what ever the activity.

Connie

[Rachel32533]

First time out was in June! Yep, thanks covid! Got all dressed up and my wife and I went to a casino. Face mask required of course, and it helped me tremendously. Now is the best time ever, no one looks at your face, just be lady like and enjoy.

[Alice_2014_B]

My first time out was to the post office at night.
I wore a wig, shirt, boobs, skirt, and high heels.
It was super scary, but not all that scary.

Next thing I know I'm doing stand-up comedy completely dolled up in heels.
Granted, I do not do stand-up as a woman, though I'm completely dressed up as one.
I meant all of that when of course the comedy club was open.

:)

[astrid.lee.16]

My first time out was years ago when I just started college. I was living in Boston and there was a park nearby with some secluded spots. Rode my bike out at night wearing some cute panties and a sports bra under a dark men's shirt, with a summer dress, breast forms and wig in my backpack. Changed into my summer dress behind some bushes at the park then biked around the place for 5 miles. That feeling when the wind blew through my summer dress was just unbelievable. I wasn't too concerned with getting caught because it was dark out and I was biking fast enough that no one would get the chance to take a second look. I started doing that almost every week for close to two years.

[lingerieLiz]

I didn't go out until I moved away from home. I had a job and friends in my teens. I've written about it, but a friend talked me into going in fem to a contest. When I finally agreed everything fell together. My friend's mother bought the outfit including lingerie. My landlady volunteered to do my makeup and hair. I was supposed to be Sandra Dee. Riding around in a covetable was fun. After that I started shopping for girls clothes. Eventually I got some of my sisters' clothes. I found that I could pass. I've traveled all over as a woman and enjoyed every minute of it. Seldom a problem. Enjoy

[_jenni_]

Nerve racking as one would assume. Drove few towns away and on the return trip went to pass a vehicle on the interstate and subconsciously thought I know that car. Then realized &!?$@ I know that car just as we were nose to nose. Worst fear confirmed a GG who doesn?t know this about me. Luckily she was engrossed in a phone call and I pulled back in line and decided back way home from there. Geez oh Pete!

[Yinlingyen]

Really scared.
I drove out , parked and was too scared to get out and walk.
I sat in the car for a long time debating.
I had full make up on and was dressed in a summer mini-dress with high heeled sandals.
I told myself I had come all this way and spent so much time doing my make up, manicure and pedicure I can't let this opportunity be wasted.
I gathered my courage, took a deep breath, stepped out of the car , got my handbag and shut the car door.
I saw my reflection from the car window and saw a woman looking back at me and I thought ok I am passable, not too bad.
I turned on my heels and started walking.
The rest is history.

[alwayshave]

My first time out was to a local drag bar, but that was not the scary part. It was walking out of my apartment building and the six blocks to the bar. I walked out the back door of my building to avoid the lobby. Fortunately I did not run into anyone. The walk was uneventful but I was extremely nervous.

[Just Dana]

I can finally respond to this thread! It was just a baby step, but it's a start. THANK YOU to all of you brave ladies for your neverending encouragement.

After lurking for quite a while, I joined the site primarily due to the growing urge to be me - with other people, even if it's just online. But, after reading so many of your stories, I thought I should put on my big girl panties and take that first step out into the real world.

I have some stuff to do downstate tomorrow, so I decided to drive down and spend the night in Urbana-Champaign (college town!). I arrived mid-afternoon. There were two cars at one end of the hotel. I figured that was probably staff. There were no other cars in the lot. Being a smoker (I know, I know!), I found the smoking area with a little bench at the far end of the hotel. Then, I unpacked, got dressed, and put on my makeup.

While planning the trip, I had been thinking about going for a drive or maybe even stopping somewhere for a walk. I also knew that I'd chicken out. After putting myself together and taking some pics so I can ask for everyone's feedback, I thought this was about the best situation I could hope for. While psyching myself up in front of the mirror, I heard a car pull up out front. About six teenageish boys popped out. Grrr... So, I was thinking "No, not tonight." It turns out they're on the floor above me, with someone in the room right above mine. Great. But, they dropped their stuff and headed out. (I'm hoping they're out for a late Saturday night on the town!)

I watched them leave and headed for the door. I was just planning to step out for a cigarette, but brought my car key and DL. I guess, just in case I needed to make a run for it. ??? I had a smoke and said to heck with it. I walked around the front of the hotel, hopped in my car, and went for a short drive. I came back, had another cig and walked back to my room like it was perfectly normal. It wasn't at all grand and glorious and I didn't actually interact with any muggles, but I'm happy to have that first step behind me.

Sorry for rambling! This was half an hour ago and I'm still giddy and dosed with adrenaline.

Dana

[Tammy Lynn Tx]

I was like a long tailed cat in a room full of rocking chairs, even though back then I passed easier with the exception of wide shoulders

[Patience]

My first outing en femme was three years ago. It happened on a Pride weekend and I went out both days (one outfit each day)

On the first day (Saturday), I left home early in the morning wearing my guy clothes, I drove to a local college and changed into my fem outfit (Dark blue top with thin white stripes, long stretch denim dress and black shoes. I hadn't had any makeovers then (I've had 3 since) and I didn't have a wig yet, so I settled for sunglasses and a plain baseball cap. My boobs were the sturdy top part of a 2-piece bikini and nothing else. My boobs were hollow.

I wanted to hang out in the park in a local gayborhood, but I couldn't find any parking, so I had to park further out and walk. I was very nervous taking those first few steps, but it got easier as I realized nothing was going wrong. I walked by plenty of people and had no problem. I got to the park, found an empty bench and just enjoyed being out and seeing other people being out in public. It wasn't all perfect, though. One drunk goofy twenty-something told me a couple times to show him my - quote - fat tits. Fortunately, they moved on before long. I stayed roughly two hours (and got a huge sunburn in the decidedly non-masculine shape of my top). Later, I had been out long enough and interacted with enough people to be more comfortable in my own skin (good times) and went to my favorite art store, where I had been shopping for roughly ten years and showed up there en femme for the first time. The guy checking the bags at the door recognized me as I arrived. He was really surprised, but not in any negative kind of way. I shopped as usual, then went to the part-time job I had at the time. I think I must have changed somewhere before I went there.

I'll write about my Sunday later, maybe.

[Andi.Devine]

My 1st time out in public was about 2 years ago. I had been participating in an online group run by a local female. The group was for local crossdressers to chat online and hopefully meet at a safe location to hang out together. She had been scheduling in person meetups at her home and pretty much no one would ever commit to going. I finally decided, after much debate a lot of research on her, to go to the next one.

On the day of, I shaved nice and smooth all over. Shaped my eyebrows. Applied makeup - Foundation, eyeshadow, eyeliner, eyebrow color, a little contouring in the cheeks and under my chin and finished with lip stick. Put on a short/medium length wig. Then went with super conservative attire - Denim knee length skirt, sleeveless top and black flats.

315749

I got in my vehicle, in the garage so no one would see me, opened the garage door, backed out, closed the door with the remote and drove off. My vehicle has super dark windows, so my neighbors couldn't see.

Drove to her house and parked out front. Sat in my vehicle for what seemed like a long time, then decided I'm here, I should do this. Walked to the door and knocked, she answered, It really was her, I'm safe. Went inside and it was just her and a 2 other CD friends not in the online group. No one else from the online group showed. Had a great time hanging with them and talking and getting some advice on makeup application.

On the way home I decided to really take a risk and stopped at an outdoor mall. Walked the mall, went into a few stores, didn't talk to anyone. Didn't notice anyone laughing or looking at me weird. All in all it was Amazing.

[Sometimes Steffi]

Stressful and exciting, like doing it for the first time.

- - - Updated - - -

@Just Dana

I always knew that smoking could kill. Now I know that CDing can kill. Three cigs for a short ride.

Soon you won't need the stress relief of 3 cigs for a short ride.

[Just Dana]

Well, a couple of pints was out of the question for that particular outing! :)

I'm sure/hoping it will get easier the more I do it. That first step was a doozy, though!

Dana

[Sometimes Steffi]

I don't dress and drink. DWI has severe consequences in my state, but none so severe as being misgendered and put in the wrong drunk tank for how I'm presenting.

[Sallee]

That was a long time ago but I do remember it. I drove to the City Boston, which was about an hour + north of my home, Maybe 65 miles. I went to a gay bar the Outside, that I had check out before where they had drag shows. Went in had a drinks no problem, The club then asked all the girls to parade across the stage I chickened out on that one of the queens gave me grief about it but only in jest. Now came for the drive one, I got about 1/2 way when I realized I needed gas pulled in to the station which had an attendant who had to tell me to turn the car off. I was so nervous but it was no problem. I paid for the gas and continued the drive home.
Looking back It was great fun and I had no problem. I still get a good thrill out of going out with the civilians. Don't know if I get clocked or not but just like then nobody really cares. So get out enjoy yourself and have fun

[Kimberly A.]

Gia, I remember my first time out dressed very well..... It was YEARS ago, I was in the US Air Force and stationed in Washington state. I was married at the time and my now ex-wife had a friend who sold Avon, so those two, plus a few other women threw a big Avon party at our house and they wanted me out of the house for the night. So, I packed a bag, went into town in Spokane, WA and got a hotel room. Then, I went to Walmart and bought a lot of feminine items..... Makeup, a dress, bra, something to stuff the bra with, some pantyhose, shoes and I think a small purse as well. Then, I went to a different store in Spokane that sold wigs and I bought a crappy, shoulder-length blonde wig. LOL I forgot what kind of dress and shoes I wore for this first time out en femme, though.

I spent a few hours in the hotel room, shaving off my facial hair, arm hair and the hair off of the top half of my chest, then I put on makeup, which at the time, I was NOT good with at all. LOL Then, I mustered up the courage to go out the door of that hotel room, went to a couple of stores just to look around, then back to the hotel room.

That first time out was VERY nerve-racking, but I got SUCH a rush! LOL I wanted to keep doing it, but that morning when I got home, my ex-wife noticed that I had a little makeup still on my face, (all I did was scrub it off best I could with soap and water, it didn't all come off) and she noticed the top half of my chest was smooth, of course. She asked me what happened, I told her and she did not like that one bit. That was one of the biggest fights that my ex-wife and I ever had..... So, I went for years and years without dressing after that.

Now, skipping ahead about 15 or so years..... After that first time, the (second) first time I went out dressed, (if that makes any sense), was almost a year ago. It'll be a year this November since I started back up CD'ing and going out dressed. When I went out dressed for the first time in years, it was pretty much the same nervousness and the same rush that I felt when I went out dressed in Spokane, WA. LOL All I did that first time was though, I just drove around in my car in town for a while, got really low on gas, so I went to a gas station and filled up my gas tank. I was nervous doing that as well. Then, with the blood still rushing from the excitement of being out in full femme, I didn't want to go home, so I went to the park in town and sat down at a table for a few minutes..... Now, this was kinda late at night, so no one else was really around. But, I heard someone behind me, opening up the door to the men's room at the park. I thought, "Ok, time to go", so I just went on back home. LOL That night, I wore a black hoodie dress with kinda white designs on it, pink stripes going down the sides, gray Sheertex pantyhose and black booties.

Both of these times I went out dressed, I was alone.

And now, I have gone out dressed so much and I'm SO comfortable with it, it's like second nature to me. :D