Log in

View Full Version : Have you ever been dressed like a girl? What if you had accepted?



marieclaire
04-10-2025, 03:08 PM
This article will address two topics that may be interconnected. Perhaps someone has dressed you, or wanted to dress you as a woman or girl? And maybe you didn?t accept it, but ended up regretting it? ? or not!

Sometimes, people don?t introduce crossdressing into their lives themselves ? it is introduced to them by other people. Imagine some hypothetical situations.

? When you were a child, your mother, sister or someone dressed you as a girl. Whether it was to take you to a party, as a punishment, for a bet, or just for fun. Or maybe you, now grown up, are a police investigator and your superior tells you to disguise yourself as a woman to work on a case. You enjoyed the experience, but you never admit that to anyone.

? Your school had a ?Womanless? event ? or your friends simply decided to have a ?sex change day? (where teenage students dress up as the opposite sex) and you were invited to participate. But you refused, even though you already like crossdressing.

? Someone wanted to put you in some lingerie: your mother lent you a pair of your sister?s panties because all your underwear was still in the wash; or when you were a teenager, she suggested a bra for your gynecomastia; or, years later, your girlfriend or wife asks you to try on some of her intimates because she has a fetish. And you come to a standstill: boys and men don?t wear lingerie.

But is masculinity so fragile that it can be compromised by simple items of clothing?

You may never have even thought about wearing something of the opposite sex until you were presented with one of the situations described above. You may like it and repeat the experience (even if secretly), or not. You may simply refuse out of fear and shame. Another situation is that you like crossdressing, but refuse to participate in events with the theme, out of fear and shame of doing it in public.

Generally, mothers who dress their sons as girls for parties, do not expect them to like feminine clothes so much that they would want to dress up at other times. Perhaps mothers who turned their sons into princesses to win a charity Womanless would freak out if they caught them wearing feminine things in another context. The ?problem? is that it was probably the mother herself who made her son discover this pleasurable hobby of wearing things of the opposite sex, when she put him in a dress, jewellery, shoes, makeup and even lingerie, so that he could win a simple contest. But the boy likes the experience and wants to do it again ? after all, Womanless parades do not happen every day ? but he needs to hide it, even from those who encouraged him to do it.

But what if you refused to participate in a Womanless parade or a school gender-reassignment day, when even the bullies in class dressed as girls?

On the one hand, you missed out on an experience that you might have enjoyed if you had never done it. Or worse, you missed out on an experience that you know you would have enjoyed, and that you could do in public without being frowned upon by society. But there is another side. You might have been ridiculed by the bullies (even if they were also dressed as girls). Plus, today we have the internet and social media ? it is normal for teenagers to post pictures of events they attend and things they see. Imagine, years later, your prospective girlfriend or boss checking you out online and finding pictures of you from 10 years ago, wearing a dress, wig and bra. That could be embarrassing.

Isn?t an easy choice. Either you miss out on enjoyment, possibly of something really amazing, or you could deal with a future problem.

In addition, there is the issue of masculinity. A boy may refuse to wear his sister?s panties even if his own underwear is dirty, for example. Underwear is for boys, panties are for girls. A teenager with gynecomastia may rebel if his mother or sister suggests he wear a bra. Bras are for girls. A man may even be suspicious of his girlfriend?s or wife?s intentions if she asks him to try on panties during an intimate or fetishistic moment. He may think that trying on panties is an attack on his masculinity.

But is someone?s masculinity so sensitive that it can be shaken by a simple piece of clothing? Not a real and strong masculinity; that wouldn?t stop someone from having this new experience.

On the other hand, if your sister finds out that you wear panties, she may use this against you. If you accept your wife?s challenge and start wearing panties during intimate moments, she may use this to attack you when your relationship is going through a difficult time.

There is no easy answer.

If in the past someone dressed you as a girl and you liked and enjoyed the experience, that was amazing. If in the past someone wanted to dress you as a girl or woman and you didn?t let them, even though you wanted to or were curious, don?t blame yourself. You had your reasons ? which, considering the society we have, are more than fair!

But remember: it is not a simple piece of clothing that defines your masculinity or who you are.

Do what makes you feel good.



? Have you ever been dressed as a woman or a girl by someone else?

? Have you ever had the opportunity to be dressed as a woman by someone, but didn?t accept? Why?

? If you could go back in time, would you now have accepted being dressed as a woman where you had previously been invited but refused?

Michaela Jane
04-10-2025, 03:23 PM
My answer is NO to all your questions. I began crossdressing in my early 50s. Purely by accident when I needed some new thongs to replace my aging old mens ones. I couldn't find any that were nice, so asked my wife if she would be OK with me looking in the womens section. Her "That's fine" wasn't quite what I expected, but I found some that fit and kept everything in place. These thongs led me down the rabbit hole to where I am now.

MarinaTwelve200
04-10-2025, 04:09 PM
I had the opportunity when I was younger 12-13 YO in the early 1960s. We had recently moved to the South, so there was BOTH Halloween and Mardi Gras as dress up times. I discovered Dressing as GIRLS was THE big thing there at those times. I had started Secret CDing by age 12, and would have loved it. Nearly ALL my Male friends Dressed like Girls for Halloween trick or treating and the Mardi Gras parades. But I was scared at the time to do it. I dressed like "Death" while three of my friends I went out with in Halloween in 1962 dressed as ladies. Another friend wanted to dress me as a woman for Mardi Gras. But I refused. Of course I want To KICK myself today. My mother would have been all for it and likely helped.

In a few years, though a lot of media got into "homosexuality" stories, etc. and the straight cross dressing for the holidays soon fizzled out. (Not that CD is somehow "homosexual" but everybody got lerry of it and being 'suspect').
By 2004 I dressed up as a "Sexy Gypsy fortune teller" for Halloween And a few years later was in my Church's" Womanless Beauty Contest". But I still regret missing out on my "free ticket" back in the 60's

KrissyTN
04-10-2025, 05:13 PM
Visiting a cousin with my sister when I was about 12. My cousin was very much into gymnastics and there was a room in my aunt & uncle's house that had brand new carpet - but no furniture yet. I watched the two of them doing gymnastics, but I was wearing jeans and a polo shirt. My cousin said why don't you join us - I have a leotard and tights for you. I refused vehemently, mostly because I knew the tights especially would turn me on....so, I sadly declined.

Another time that same cousin wanted me to try on lipstick with she and my sister.....another lost opportunity I suppose!

alwayshave
04-11-2025, 05:12 AM
I have all older sisters, so yes to being dressed as a girl when I was a toddler and slightly older.

Monique65
04-11-2025, 07:59 AM
My other dressed me as a girl for Halloween one time. I throughly enjoyed it, but it never happened again.

RichardTO
04-11-2025, 03:39 PM
I was the one who said 'Yes' and looking back maybe I shouldn't have. I was 12, and had grown tired of feeling like my sister and stepsisters always got away with stuff I was punished for. I was tired of their excuses being that I had no idea what it was like to be a girl.

I asked my mom what it was like to be a girl. She wanted to dress me up, to just give me a taste, and I agreed. She asked me what I thought, and I told her I liked the clothes and how I felt in them. I asked her what she thought and she said that I looked good enough that maybe she should start buying me dresses and skirts. She qualified it a minute later, saying that she would only do it if I would wear them, then asked if I would. It took me a couple hours to come out and say I would.

As an adult, knowing a lot more now than I did as a child back then, maybe I should have said 'No'. I didn't understand then that mom was a raging narcissist, or that her bitter hatred of my father after their nasty divorce might come into play with it all. All I can do now is to look back on my experiences to use them to try and be a better husband, father, and person overall.

Meg
04-12-2025, 02:29 PM
My first time dressed was for a Cub Scout Halloween party. No one recognized me. A few years later, (5th grade) I was asked by the Mother's club at my grade school if I would dress for a variety show they were entering. Reprised that role the following year. My older sister dressed me. Late sixties. I remember it well. Mini skirt, yellow fishnets, heels, garters, wig and full make-up. I was hooked. I cannot say that is why I dress today, but I think the seed was planted and blossomed from there.

BobbiKay
04-13-2025, 02:40 PM
Back in the day, my mother was annoyed by my seeming inability to keep my shirttails tucked into my pants. On more than one occasion she threatened to sew lace onto my shirttails to embarrass me into keeping them hidden.

Never actually happened, though. And, knowing myself better these days, I wonder if it would have had her desired affect.

jjjjohanne
04-21-2025, 08:55 AM
Once, my mom had me wear a top she was making for my sister. I had to stand there in that top while she pinned it up, or something. It had sleeves that poofed up at the shoulder. I was SO embarrassed. My uncle and cousin were in the room and they laughed and smiled about it. I was very young.
Once, my sister's friend asked if they could dress me as a girl. I said no.
Once, a college friend asked if I would wear a costume for a thing he was organizing. I would wear the costume in a shopping mall, and people were looking for several people who matched the description. He recommended a pregnant woman. He later listed other options. I said yes. A lot of firsts happened: I bought pantyhose at the store and said they were for me. I borrowed a maternity dress from a woman at work. I went to my girlfriend's place and used the bathroom (and changed into the blue pantyhose that I bought) and was seen in pantyhose by someone who knows me. My mom had me put on the outfit when my sister and her husband were visiting. (Just the dress and hose, no makeup or padding). My mom helped me with my costume (padded bra and baby bump), and she even let me try on some of her pantyhose so I could try the different colors. While I was wearing her pantyhose and shorts, I went into the living room and watched TV with my dad. I don't think he knew. My girlfriend helped me do my makeup and style my wig on the day of the event. She went to the event with me and sat on a bench in the mall with me. She did not know that I was a crossdresser at the time. (She is my wife now.)
Now, I buy clothes for myself in stores while dressed pretty, or in drab. Sometimes the sales people will bring me things to try on. I have a friendship with one shop owner and she will ask me to try on outfits. She normally says they are "fabulous", but I think, "I can't wear this!" I'm too traditional, I think. I cannot wear funky things like bell sleeves, or slitted trousers, flashy colors, etc.

Joey

Alexa502
04-29-2025, 04:30 PM
I have two older sisters, I was dressed up a few times, and nails painted, makeup a couple times.