How did it take you to get the guts to finally dress?

[noleen111]

Hello all

Did anyone else have these feeling before they finally dressed the first time?

I am still a newbie to this, I don't have the guts to dress fully. At the moment I only really wear pantyhose. I wear them quite a lot. I have the feeling under my pants :-). I am actually wearing a pair now :-)

I have even choosen an outfit I want to wear, it a lovely blue nice length skirt and top, with it I want to wear a nice pair of black thigh highs. I have even choosen a nice panty and bra set with nice body shapper with suspenders :-) I intend to wear at least C or D cup. I am quite broad and I will look better with a bigger bust and for shoes it will either be boots for pumps (with a 2.5 inch heel) I have found a nice pair of boots on-line with a 2.5 inch heel. They come up just below my knees.

I have read other posts and I actually long to dress. I have read some of the posting of girls like Barbie and Donnabobhair and I think wow. I want to do that to :-).

Then I go to the website, where my outfit is sold and I cant just proceed to the payment area. I dream about dressing the process of dressing the first time, shaving my legs, putting on makeup, nail polish, tucking, putting on my breasts and bra on and putting the panties on and finally putting the skirt on :-))))))

I really want to know what it feels like to be a girl, girls clothes are more fun than mens clothes. I even want to pierce my ears so I can wear earrings to make the experience more real. I have even found a cute pair I want to wear. Woman have told me it not sore getting your ears pierced, it kinda a weird feeling when the earring go in the first time.

Did any else have these type of feeling before dressing the first time?

[tekla]

I don't recall.  I dressed often as a kid and was going out when I was 16 on occasion.  Been shopping for myself since college and going out steady since then too.

[Sally Stone]

Noleen,

I think we have all experienced the same feelings that you are experiencing now.  For me, the best thing about crossdressing is the excitement I feel just before and as I am dressing up.  When I get ready for an outing I still get butterflies.  It's a feeling I never get tired of.

As for you; I think you should stop dreaming about dressing like a girl and do it for real.  The sooner you get started the more quickly you will master the techniques and tricks of the trade.  Don't be a wallflower girl!  Get in there and dance with the rest of us.

I wish you all the best and I actually envy you a little because dressing up completely for the first time is a wonderful experience.

Hugs,

Sally

[Bethany W]

Iv been dressing since I was little but Ive n.ever work full makeup. I think Ive worn lipstick about 5 times. Id love to learn how to do it right though. My family and friends would be very unaccepting.

[Louise]

Noleen,

I have been dressing in women's clothing since I was a child, but until I was in my 50's I never owned my own feminine clothing.  When I was younger I wore my mom's things; when I was first married I wore my wife's things.  I know the hesitation that you speak about.  The only way to get over it is to do it.  Once you do there will be no turning back.  I dress fully, including makeup, about once a week at home.  By the way, I am in my 60's.

Why are you hesitating?  Do you think that if you put on a skirt you will melt or something?

Louise

[gennee]

I started dressing 3 1/2 years ago. I put on a skirt which set the wheel in motion. I bought my own clothing and dressed in private only. Unable to contain myself, I needed to go out in public. I did so a couple of months later and I haven't looked back.

Gennee

[luv2Bfem]

Once I got my drivers license in high school I started driving to a mall about 40 miles away. I would go in and buy pantyhose in one store and then try on clothes in another where I would put the pantyhose on. After several trips I got the courage to try on shoes. My heart raced as I removed my shoe and revealed my nylon covered foot. The sales girl slipped on my shoe, I walked around then told her the heel slipped. She asked if I always wore thin socks? I told her yes. A month or two later I went back and chickened out on the high heels I looked at. After telling another sales women my heels were slipping she calmly suggested I try a shoe with straps to hold it in place. I was frozen when she got up and returned with the open toe ankle strap heels I had been looking at. She sat down opened the box and then slipped the size 10 high heels on my foot and then buckled the ankle strap around my ankle. After doing the same with my other foot she insisted I walk around the store to see if my heels slipped when I walked? My legs were so weak I could hardly stand. I was dizzy as I walked around the store in the 3 1/2 inch heels but it felt so good! Looking down at my exposed feet and my nylon covered toes felt like a dream. She told me they looked cute on me and asked if the straps kept my heels from slipping? She then said, they are you, do you want me to ring them up? I said, yes! She then said, I'll put your other shoes in the box so you can wear them out. She grabbed my shoes and the box before I could speak and went to the cash register. I thought I was going to passout as I walked over and paid for my new high heels. She smiled and told me to come back. I can't even remember the walk through the mall. I remember how hard my heart was pounding as I stepped into the main mall and heard my heels click on the tile as I walked.
I kept going back to tha mall with the idea of wearing a dress but I always got scared. Finally I bought a pair of pantyhose and went into a dressing room with a dress and high heels in a bag. I put on my new hose, my dress and heels and then I took a pair of scissors and cut up the shirt, pants and old tennis shoes I had worn in so that I had no choice but to walk out. Before hand I hid my car keys at the far end of the mall so that I would have to walk the entire mall to get them and then walk all the way back to get to my car. It was the most wonderful feeling I have ever experienced as I walked from the dressing room. The feeling of the air on my nylon covered legs, my high heels and the hem of my dress as it brushed my legs was like a dream. I had a mustache at the time because I wanted to look masculine to hide how I really felt. So in looking back I must have looked pretty bad as I walked that very long mall, but I never felt better. I was 17. After high school I started shaving my entire body and used weight lifting as an excuse.
You are missing so much by waiting! No one has the right to decide what's right for you! You don't have to look perfect the first time and I think you're trying for to much? The most important thing in my opinion is to take the first step!!! Whether that means going out in pantyhose and shorts, high heels and pants or pants and ballett flats or just eye make-up. It will get easier each time.
Let us know how it goes???

[Skymning]

Well, I always had a curiosity with dressing. Of course, I've been wearing tighter, spandex-laced jeans for as long as I can remember. Just last summer I wanted to know how I'd look in a dress, so I checked that out. Since, I've tried and bought a few articles of clothing, but nothing too much. I'd like a bigger wardrobe.

I've only gone out in public on a few occasions, and no one has really noticed.

[Vanessa]

I undercover cross-dressed from about puberty... like 15+?

Then at 19, first Halloween away from the family, I went out and went full out. White Skirt, Pink Halter, Shaved Chest, the whole spiel.

Now I got some dresses and stuff I occasionally slip into when I feel particularly feminine.

-Van.

[DawnAlicia]

I first began dressing around puberty.  For me it really started with wearing my mom's pantyhose but it quickly escalated to dressing fully as early as age 12.  I wish I had some of the knowledge then that I have now as it was very easy to pass as a girl with a twelve year old body even without any skills!  Even if I didn't dress completely, I would go out with pantyose under my sweats and see if other girls would notice I was wearing them.

  From that age on, I always had a stash of clothes and would occassionally go out when I had the house to myself but I would dress often in private.  In college, I mostly lived in the dorm with a roommate so I would have stashes of clothes around town and would occassionally go to the mall, second hand stores, and shoe stores.

  When I finised college I got married and quit dressing altogether but it gave rise to many destructive sexual behaviors that led to a divorce.  After that I began dressing with reckless abandon and started to strive to actually perfect the many tricks that are used to look like a beautiful girl.  I started to earn some income as well which helped in buying a lot of the necessary items such as wigs, good makeup, etc.  Fortunately, there was a period of time when I was still small enough and learned the skills that I could pass as a woman in public.

For various reasons, I have not dressed for a couple of years.  However, I am still drawn to all things feminine especially pantyhose, heels, dresses, lipstick, skirts, makeup, etc.  I still wear women's robes and slippers and occassionally pantyhose.

I think in the end it all comes from within as to how often you dress and how far you want to take it.  For me, it has also changed as my life circumstances have changed. I used to go out dressed quite often during much more conservative times and in areas that were and remain conservative.  Now with the internet etc. the transgendered community has raised awareness one thousand fold and I hardly ever dress let alone go out.  However, if you are young, I say take advantage of it while you can.  Good luck to you!

[luvfrills]

I soooo understand how you feel.  I was always trying to get the nerve and finding the right time or right place.  I would go into department stores to buy pantyhose and was absolutely convinced the clerk knew they were for me.  And, I don't know how long I stood in an aisle with a bra hidden in my pocket until I found just the right time when no one else was in-line or coming towards the register before I got up the nerve to buy it.

However, like anything else, it takes practice.  I started by buying pantyhose at a convenience store - LEGGS.  I was so nervous I was shaking and once actually thought I was going to get sick.  Wearing them though was the real reward.  The next time was easier and then of course I wanted panties to wear with them.  I found it better to go to stores.  I would drive a long way and they would be smaller stores but the contact was usually reassuring.

In the end, it was doing a little more each time until I was totally dressed, visited make-up places to learn that and finally I ventured out.

Good luck, it will be worth it.

[Constance]

I'm 39, and it took me until Halloween of this year to go out completely crossdressed for the first time, and that was a spur-of-the-moment decision. I'd been wearing pantyhose under my pants, mostly in cold months, for years. But, only my wife and I knew they were there.

Last Friday, 6 December, I went out dressed in women's clothes, not not really crossdressed as I wasn't trying to look like a woman (see my avatar for the outfit I wore). The shoes were I wore were the first pair of women's shoes I bought. When I was at the shoe store, I was dismayed that the women's size 11 & 12 section was visible from the cash register. Then I just said to myself, what's she gonna do, throw me out of the store? I tried on a couple of pairs, made my choice, paid and left.

Most of the clothes in that outfit are my wife's. My kids didn't even bat an eye to seem me dressed this way. That, in and of itself, was a confidence booster.

I'm not quite ready to go to work thusly dressed. But, that might be coming soon. Who knows?

[julogden]

In my case, it wasn't a lack of guts that kept me from dressing entirely, it was opportunity.

I never had the opportunity to really dress 100% completely until I was 26. After my divorce, I temporarily moved back home with my parents and younger brother. I got a P.O. box so that I could buy clothes via mail-order with some privacy, and I finally was able to assemble a complete wardrobe and stashed them at home with other stuff I had bought in local stores.

I finally got the chance to put the whole package together when my parents went on a long vacation leaving me and my brother home. My brother had a job that required a long commute, so he was gone from early morning until evening. At that time, I had a brief period of unemployment, so I had my days free, and I dressed almost every day. I was in Heaven! I didn't hesitate, I was finally doing what I had wanted to do all my life.

Carol

[krisalyx]

this week i got my first pair of jeans & i really like them i just hope i can find the shirts & the panties & the hose and socks that i want.

[stacy2001]

I remember playing dressup with my sister when I was younger.  Than went on to stealing my moms clothes and pantie hose.  When I started working I started buying my own clothing.  My girlfriends would let me dress and do my make up for me.  It always felt right to me.

[Kelsey]

I started when I was about 5, my sister would have us swap clothes for a day etc. At the time I didnt know what it was or anything like that so I went along with it.
Then it stopped at 7.
Then it started up again when I was 13, and now im in my teens and try to do it on a regular basis. 

[chrysalis]

I've been doing ti since I was very young. I used to play in my mom's clothing as a child, and even ruined a very expensive makeup kit one day trying to make myself look like a pretty girl but ending up like a Jackson Pollock painting.

It kept up as I got older. Not ever present, but fading in and out. Here and there I would sneak into her closet and try something on. Eventually puberty hit and like most TV's that's when it really hit me.

I had to make sure that I really was home alone before I actually tried it. I knew there was noone around and our house was empty, but I had to check every room anyway and make sure the pets were outside.

Finally I did it, and I can't quite describe the feeling but I don;t have to, you all know what I'm talking about. It just fits.

Slowly over about a year I pilfered little pieces here and there until I had a little cache hidden beneath some old never used linens in the cupboard in my mom's bathroom (the only one in our house which had a shower). I would spend 20-30 minutes with the shower running the first 20 of which were devoted to getting dressed, perfecting technique, posing, and then quickly hiding everything.

The shower operation was kept well under wraps, because the odds of getting caught were very high but I got cocky when I was home alone. It became pretty obvious something was up because I would always ask when to expect somebody home etc. One day I lost track of time and was in full regalia when I heard a car pull in.

I had no time and had to prioritize. I hid everything in my secret stash spot but sadly missed a few things.

I had long ago figured out that you could "unpop" pantyhose by quickly stretching them lengthwise a few times, yet in my mad rush I had forgotten that. Though it was the eyeshadow compact I had left out on by the mirror that tipped my mother off.

Then I had to start seeing a therapist again. They told me I meant to leave it out which I still think is absolute nonsense. I've tried a few times since then, but nothing major, I'm too scared of getting caught.It's odd I haven't thought about any of this since then. Sorry for the long rant, that's my story.

[tekla]

When my mom finally took me to therapy after getting caught for years, his advice was 'so buy him a dress' - never did thank that guy enough.

When I go out, I try to dress as a woman of my age, weight and income would dress. Stylish and not exaggerated, nothing that screams out at anyone. I don't know if I "pass" or not and I really I don't even care and it not my intention or goal. I just out being me that's all and if someone has a problem with it, it is really their problem, not mine. So long as I feel gracious and act dignified, I'm cool with myself. I try to take myself seriously, (maybe seriously isn't quite the right word, because I don't mean it in the sense of grave or important - I'm thinking of credible, plausible and really, something more along the lines of legitimate) and find that in order to be taken reasonably I need to first present myself as a reasonable person. In order to lessen the public perception of dressing as some sort of perversion it is necessary to go out in public wearing suitable styles and maintaining a dignified bearing ( i.e. not dressed or acting like a pervert) with gracious manners and pleasant mannerisms. Extolling an attitude of Please and I beg your pardon and even, if necessary, By your leave, and less one of IN YOUR FACE. People often agree to things when nicely asked, that they strongly object to when they are just rudely shoved in their face. Too many people think that manners are only a means of having to beg and plead, and that is not the point, at their best, manners are a method of subtle corrosion that operate under the guise of a social lubricant. People liked to be asked, or even better, to think that its their idea in the first place

For the most part you are free to do it as you wish to be - once you consider the situation and the circumstances. If you want to dress up and go out to a modern techno rock concert in a trendy nightclub you will probably be OK. But think twice about dressing up for Homecoming in College Station - Texas A&M vs. Oklahoma State. (Actually think twice about that little slice of life, even dressed as a male, hell – even dressed as a cowboy.)

Last time I went out in New York all dressed up I walked about 10 blocks, and those are huge blocks, including having to traverse the entire length of Times Square, the only people who seemed to notice at all were obviously tourists. The natives all have that uniquely big city attitude of ... Big deal, your the fifth guy in a dress I've seen ... In the last half hour! San Francisco in the 1980's was even more blasé, if that is possible. On more than one occasion in SF I was almost assaulted by people who wanted me to know how cool they thought I was for dressing up like that, going out in public and Challenging the stereotypical roles that society has arbitrarily created for men and women.... blah, blah, blah .... on and on for forty five minutes, you know the type. And that's not what I thought I was doing anyway. I just wanted to feel pretty, grab a beer and dance a little bit.  I doubt that New York is any different now than SF is, in that no one really cares much at all.

The worst treatment I get as a general rule is dirty little looks from uptight Christian Right types and I really don't give much thought to what they think anyway. Yeah, I've got a few catcalls, hoots and hollers over the years, but that's no big deal. I've never got into a fight, or arrested or anything bad. So I guess that the worst part of all this is what? Potential embarrassment? A few people don't much care for it, and might even call you on it? OK, so what? They probably voted a straight Republican ticket and I'm not too wild about that - heck, I'm not all that thrilled about Democrats either these days.

As long as you do no harm, you should free to feel about it as you wish. But that does not necessarily imply that everyone is going to get up and cheer for you or start a national holiday to celebrate the wonder that is you. To expect society to change (which it is always doing anyway) on this point is shallow, superficial and particularly self-absorbed. Besides, what is this "Society" thing anyway? No "society" ever showed up on my door to tell me a damn thing. For the most part, I think "society" is really the voice of your parents and yourself. Clear that up and you will find, as you have, that "society" doesn't have as much of a problem with this as you think.

[MarySue]

Like Noleen, I was terrified the first few times. It took me a while to work up enough nerve to go to a store and buy outfits for my "wife" -- no internet shopping back then. At first I only did it at "acceptable" times of the year, like Christmas, Valentine's Day and Mother's Day.

After a few years, I got over those fears. Now I rarely get nervous when shopping -- even for lingerie. However, while I'm not afraid of the clerks, I do worry about running into someone I know, so I travel far enough away to make that unlikely.

But I still haven't gotten the nerve to go out in public when dressed. I know it's all about attitude. As I read Tekla's excellent post, I found myself nodding. Sure, I know I'd look like an idiot if I went to a bookstore in a miniskirt, spike heels and fishnets. But I do look decent if I dress my age -- low heels, stockings, sweater and skirt, jacket dress, etc. I might not pass up close, but I wouldn't look like a freak. I started to tell myself, Yes, of course! I can do that!

And then the old fears kicked back in. No way could I pull that off! Everyone would laugh at me! I retreated in abject, whimpering terror. Sigh.

Although in my area (the suburban outskirts of a major city), I don't see guys wearing dresses. Never. Nadda. At least not in the places I frequent -- malls, bookstores, libraries, theaters, etc, but not bars or clubs. Either guys just don't, or they all pass well enough that I can't spot them. So I'm afraid I would stand out. And I don't think I could handle that.

Oh yes, one question for Tekla. I realize that if you get some "hoots and hollers" from the uptight folks, you can just ignore them. But what about officials -- like cops? Granted, most cops are busy enough that they couldn't be bothered. But what if you run into one who's in a bad mood? Or get stopped while driving?

[tekla]

Well I dealt with cops both in California and in Iowa, as well as a few other places (and by dealt, I'm using that in an interaction sense, not always an official action sense).  In SF, as you might imagine, where they have TS officers and a TS commissioner of Police, and I'm sure mandatory sensitivity training up the wazoo I've never had any problems.  I got a wise-assed comment from one once, shot back my own wise assed comment, cracked up his partner and strolled on my way.  And its a unique deal, and they are aware that there is some degree, not huge, but big enough, of TG tourism in SF too.  And that helps.  So there have never been any problems here.

But the standard rule of cops is - and it works for just about everything - the bigger the city, the more real stuff the cops have to worry about and the less problem you are.  Still I was stopped by county mounties late night in Iowa, and even that was no big deal.  Cops, for the most part, are trying to do a job and your more a distraction than a problem. 

And, I'm not really going out except in pretty big - NYC, Chicago, Minn/St.Paul, SF, Seattle - cities, and I do go to clubs, to bars (I love bars, and kind of like clubs too) and more ALT type bookstores, second hand shops, trendy boutiques, and stuff like that.  In the 'burbs?  Less likely I'm sure.