Stepping out publicly as a woman is a powerful way to validate your female self.
In fact, I recently published a poll asking “How often do you go out in public as a woman?”
I was happy to see that the majority of my readers (transgender women and crossdressers) go out at least occasionally.
No matter how often you do it, I’m sure you can remember your first time presenting as a woman or crossdressing in public.
Since this is such an important gender-affirming step, I’d love to hear about it!
When was it? Where did you go? And what was your experience?
Please share with us in the comments below!
And if you’ve never been en femme in public, I’m sure you’ll find lots of inspiration in these stories.
As always, thank you for reading and participating!
Love,
Lucille
P.S. If you liked this article, you will love my FREE Unleash Your Inner Woman hypnosis mini session.
I use to go every summer holiday to stay for some time with my grand mom. At the time when I was 8 years old my parents moved into new home and I spend longer time with my grand mom. I have 6,5 older sister which was not coming to stay any more with me there.
I always have been with slim body, longish blonde hair and blue eyes and now and again have been mistaken for a girl and much more often on the phone when friends of my parents looked for them.
One day I was with a few friends at playground with a slide that was damaged at the bottom and when we took turns going down almost all of us jagged our shorts including me. I even went home couple of times to put on a new pair and manage to damage all of them. Later in the day my grand mom washed my clothes and as I had nothing to put on she looked true my sister clothes and give me a shortish orange dress with shoulder straps, white panties and white sandals with inch maybe 1,5 in heels. In no time I got transformed into a little girl. She left me alone and said she will go to buy me new shorts.
As I was seating on the veranda I was seen by a older boy (15 y old) living next door. It took him long time to realize it wasn’t any twin looking younger sister of mine but in fact me. He called me to get close to the fence and I made my first steps on heels and that shortish thigh dress. He start talking to me as never before ever so kindly. His eyes were at all time on my thin body.
I was asked to go over their house and watch TV with him. It took some convincing as I want very keen to be seen on the street dressed as girl, but he made me go out. He was withing for me at the gate and just before getting in their house we seen a friend of his who looked me in the very same way and when we talked he had no idea I was the boy from next door….
That was the moment I realize I was born in the wrong body and ever since been so sad I can’t change that.
My first trip out was to see a girlfriend. I spent ages fixing my makeup. Setting my undies and getting my stockings just right. I drive to her house and parked around the corner. I slipped my trousers and shoes off then put my heels and wig on and then set my dress to get out of he car. I bent over to get my handbag and as I did a bloke came round the corner and got an eyeful of my stockings.bi carried on and walked to the door. I was so nervous. I rang the door bell and she took ages to answer the door, by then several cars and a few groups of people had seen me dressed up. It was so good
I was about 16 years old when my gf dared me to go to the shop with her dressed all girly & honestly, it was so empowering and meaningful to my feminine side & despite never opening my mouth, I passed with flying colors and more than a couple comments about holding hands with another girl. That first time was truly a magical experience for me <3
When I got my flat I dressed only indoors for the first 5 yrs..I used to think about building a a long shed by my back door so I could walk down the side of the building without my neighbors seeing…Then when I hit 40 a light bulb went off in my head..it was a f##k it moment..dressed casual..jeans,Flat shoes,blouse and short duffel coat ..mission..to get a pint of milk..So many times I would have had to remove make up, get mens clothes back on, just to do simple chores like that,then I said to myself ,this is silly, stop worrying about what people think, you only got one life, do it. Now, I’m out and about when ever I can, shopping, stopping at cafes for coffee, going to a local bar, Sunbathing, Swimming, I love it, but unfortunately I still haven’t had the nerve to transition…
When I entered high school I was tapped for a club and the initiation required me to dress in a costume that they chose. I had to dress up as Aunt Jermima from the Syrup. Mom actually helped me with that, thought that might mean I could later confide in her but I was smart enough to test the waters first (smart move, too). Anyway it was fun and I overheard two black girls talking and one asked the other if I was black or white and if I was a boy or a girl. I got a real kick out of that. though I wish they could have chosen a more prettily dressed character, but then as the saying goes ‘beggers can’t be choosers’ and I relished the opportunity to dress up in public without fear of any ramifications. My next chance wouldn’t occur for almost five years during Halloween where a lady friend dressed me up as ‘Minnie Pearl’ complete with hat and price tag. That was also fun.
My first time going out as a women was bowling with my friends a few months ago I’m 16 and I hate being at home cause I’m scared about what people would say but wasn’t scared anymore so I went bowling dressed as as the women I’ve always been and it was amazing a little nerve wracking but so fun and the Adrenaline was bumping
As A Young Teenager, I Would Always Get Into My Mom’s Make-Up, Jewelry, Dresses, Bras, Heels & Perfume; When I Had 1.5 Hours To Myself Every Day Before My Dad Got Home From Work. So After I Had “Perfected” My Sexy, “Teenage Girl” Look With A New, Secretly Purchased, Brunette “Fall” (Not A Full Wig) That I Clipped Right Behind My Brushed Down Bangs, I Applied Plenty Of Lipstick, Eye-Shadow, Eyeliner & Mascara, Walked Down The 2 Flights From My Brooklyn Apartment, Lit A Cigarette, And Tentatively Stepped Outside At Dusk For My 1st Walk Around The Block! I Had Downed One Of My Dad’s Beers To Give Me Courage & Calm My Nerves And Being Only 13 Shaving Was Not An Issue Yet. It Was An Exhilarating, Sensual Experience And My Femininity Blossomed As I Provocatively Strolled In 3″ Heels, Taking Long Slow Drags On The Cigarette With Slow Seductive Exhales Through My Deeply Red-Stained Pouting Lips! I Watched My Pretty Appearance And Naturally Blooming Feminine Mannerisms In Every Car & Storefront Window Reflection I Passed, And This Quick Walk Soon Became An Almost Daily Occurrence. I Am Not Sure Who Saw Me On These Fun Excursions, But I Chose To Remain In The Closet Because Of The Tough Neighborhood I Grew Up In. Soon The Round The Block Excursions Became Several Block Walks To A Millinery Store That Sold Wigs; I Was Thrilled To Be Treated Like A Young Lady So Buying My Own Stylish Clothes, Jewelry & Make-Up Came Next. I Have Been A Crossdresser For The Rest Of My Life & Based On The Hetero Relationships This Healthy Obsession Has Trashed, I Live By The Motto, “If You Can’t Have The Girl Of Your Dreams, You Can Be The “Girl” Of Your Dreams!” AND As I Found Out Later In Life On Many Business Trips Around The US, You Can Be The “Girl” Of Any Man’s Dreams Once He Lights Your Cigarette, Buys You A Drink, Dance Slow & Sultry Cheek To Cheek, Enjoy A Passionate Kiss, And Give Each Other A Romantic, Fun Loving Pleasurable Evening! It All Starts With That 1st Semi-Public Walk And Slowly Grows Over The Years Into Trans-formative Womanhood.
My first time dressed as a female I was quite older but it felt really good. I walked downtown during lunch break wearing a blouse, short skirt, black pantyhose and black pumps. It felt exciting.