What Was Your First Favorite Outfit?

[brassieres]

For me it was a dress that had stretching ruffles and frilly. It was similar to the dress in Madonna's video "Borderline," if you even remember that video. Wearing that with a teddy underneath, pantyhose and high heels was the best!:daydreaming:

[Vanessa Winters]

My first favorite outfit was a little black dress with an above knee hem, pantyhose and black heels.

[joanna4]

My first completed outfit was my fave. It was liquid leggings, with a black lace/velvet top, faux leather bomber jacket, and patent peep toe pumps.

[t-girlxsophie]

My first favourite was my Mothers pink angora jumper worn with satin pencil skirt,funnily enough I have such an outfit in my wardrobe now :)

The first I owned was pink sparkly cowl neck top and black leather skirt,not quite sure it worked together,but hey! was early pink fog days

Sophie

[GBJoker]

Psh, this question is so obvious for me that it... Okay, I don't know.

Of all things, the first thing I wore that was feminine. My sister had a light green... Blouse/shirt thingy... And a skirt that went to my knees that was black at the top for about 2ish inches, then dark green 2 inches, then the same light green the rest of the way. Why, do you ask? Simple. It fit me better than anything I have ever worn since. Really.

Unfortunately... She was cleaning her room to go live with her husband about a year ago, and I walked by and asked my mom about it (A few months after coming out) and it was revealed to have been donated to Goodwill about a month before she started cleaning... I was pissed and depressed. If I ever find it, or something similiar to it again, I won't care how bad it messes up my credit rating, by the ancestors, I am grabbing it!

EDIT: Oh... what was your FIRST favourite outfit... Eh, it still works, because it remains at the top to this day.

[Kritsin]

My first favorite outfit was a blue floral print dress that a girlfriend gave me. I loved the way it fit/looked but I think what really was special about it was that giving it to me was her way of saying that she accepted me. Unfortunately it was lost in the great purge of '06 but that's a different story

[Tasha McIntyre]

My first fave outfit was a blue denim mini skirt and pink T shirt I bought when I was in my mid teens. I had just started working part time after school, and this was my first purchase with my first paycheck. An awsome memory :daydreaming:

Tash :)

[Sally24]

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This was my first favorite outfit and my first "pretty" picture. It looks much nicer in person as it is very sparkly in regular lighting. Blue sequined, made out of silk, my favorite fabric! It clings to your body and looks shorter than it really is. I still have it and take it out for a spin every few years!

[susancheerleader]

Mine was a REAL cheerleading uniform compleat with everything. (Not one of those COSTUMES you can buy.) I stil have it any many others.
That is what started me cross dressing but I have added much more to my wardrobe. Dresses, skirts, tops, pants. I pretty much never wear men's underwear or pants any more.

[Tina B.]

My first favorite was a 50's style strapless formal, in mint green with yards and yard of Tull that held the skirt out away from you, it was worn with a hoop skirt, and lots of pretty slips. It belonged to my big sister, and when I was 8 or 9, I fell in love with that dress and a lot of the other formals she had, but that green one was my favorite. This was in about 1953 or 54. The first thing that I owned that I fell madly in love with was a bright orange dress with a full skirt, and V neck line, that my wife bought me the day I told her I was a crossdresser. The dress was not that great, but that, that's how she took the news, she was married to a crossdresser made it a favorite for a few years.
Tina B.

[sinead]

a Catholic girls school uniform bottle green in colour with white knee high socks and Mary jane shoes

[ilovepanties]

My first favorite outfit was a white blouse and a blue dress that was above the knee with black pantyhose. I loved it. It was so cute. Unfortunately i don't know what happened to it. I used to wear it when I was growing up.

[kassy]

Mine was my sisters jean skirt, thi hi's and her heeled boots. the top was one of those late 80's things. I loved wearing it when she was not home. Actually all her clothes were great to wear.

[Cristi]

I started dressing early, but most of what I could get my hands on were worn out cast-offs from my sisters that didn't really fit me well (or look all that nice).

My first real outfit that was new, fit me well, and actually looked good on me I got when I was about 15 years old.

I won't go into details on how, but I managed to get my hands on everything from a nice up-scale clothing store in town. The outfit was:
A nice green tartan skirt, knee-length, pleated with a side-zipper.
White blouse, sheer enough that you could just see hints of the bra's lace through it
Forest green tights that looked really nice with the skirt
'Mary Jane' shoes
and of course a nice matching bra/panty set.

Having an entire outfit that all fit and all went together, after years of ill-fitting things, was pure heaven. I think of that skirt often.

I see photos of myself back then and realize in retrospect that at that age I would have been very passable with minimal or even no makeup beyond a touch of lipstick, but I never went out in public. :(

[docrobbysherry]

When I started dressing about 15 years ago, I bought this old, conservative house dress at Goodwill. It had a long zipper up the back and a tite, closed neck. I rigged a zipper puller using a yardstick. The dress was small and very tite. But, somehow I got the zipper all the way up!

I was first taken by the tite, trapped feeling. Very exciting! Then, I looked in the mirror! OMG! June Cleaver!
Sherry's come a LONG WAY since then! Ha ha!

[Leanne2]

When I was 3 or 4 years old I found a sack of hand me downs from my cousin intended for my sister. In that sack I found a little girl's nylon party dress. It was blue and had a full skirt with underskirt attached. It buttoned up the back and had a sash at the waist to be tied in the back. In the 1950s little girls wore one or two petticoats under a party dress to make the skirt stand out. I didn't have any petticoats, then, but I do now. I was in heaven wearing that dress and twirling around. My sister never saw that dress; it was mine. I wore it for several years until it wouldn't fit any more. Leanne

[JenniferR771]

Oh Yes! My first farorite would have to be the beige suit, (with brown satin blouse--the blouse had some kind of straps that you tied to make a big bow at the neck). One of the reasons that it was special was that I was shopping at Salvation Army that day. I told the girls that I was in a male-model fashion show at the country club, (not really).

It so happened that some young girls were there and were being trained as retail clerks. They were so nice, and found me items that fit perfectly. Then found a blouse, shoes and accessories that matched perfectly. And of course, I had to step out of the fitting room to show them. They said I looked just so chic! Nervous, but I conquered my fears, and was treated royally. Good day. Thanks girls.

[BillieJoEllen]

The first outfit that I had that I could definitely call a favorite was a darkish blue business suit. It had a slim skirt with the kick slit in the front. I wore a silk blouse with a large tie underneath the jacket. Wearing a full slip underneath (also with a frontal kick slit) and my best girdle and nylons was an experience that I'll never forget. At that point in time I didn't have any women's shoes and never ventured outside. Nor did I as of yet try any makeup. I desparately wanted to know what it was like to be a woman and walk around in front of other people wearing something like that. It was absolutely the most feminine outfit that I ever wore at that time. The jacket also had white piping.
Regrettably I had to get rid of it before I went into the army.

[Susan_Xdress]

Not my first outfit, but my first favorite outfit has to be the one I first stepped into the outside world in. A cream colored, high neck, long sleeved fitted sweater that came down to my hips, over a charcoal grey concertina pleated skirt. (Still have that skirt), Sheer black hose with black ankle-strap 2” heels. Aside from the sheer terror of walking down a city street fully dressed for the first time, came the simple joy of feeling those pleats swinging around my legs.

[Dixie]

My first favorite was a very vary short pink and black tartan mini skirt with a black lacy top. I wore my first garters and stockings and thong with this outfit black chunky heeled shoes and an auburn wig. The only thing to survive the purges are the shoes. Oh how I miss that skirt :daydreaming:

[Eryn]

My first "favorite dress" was this one:

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I love it for several reasons. It was given to me by my wife, I wore it on my first real "out in the world" outing, and it earned me two "That's a beautiful dress" compliments from GGs on that outing!

[leotard fan]

leotard! and pantyhose! was so long time ago... but i always feel who i real are with it! until now and 4ever...

[Michaela42]

Well, when I 'borrowed' clothes from my Mother, it was her dark green sweater dress that I paired with a a black stretch belt, nylons, and a pair of simple black pumps (just like she did). I am sort of excited to see the style coming back.

When I bought my own clothes my favorite was a red dress that was more on the 'office environment' side of style. It may not have been very 'sexy' or anything like that, but it was mine and I loved it.

[insearchofme]

This was from my first makeover. Too bad I had to give it back.

167915

I goofed this up and am having trouble getting rid of the face pic so here's a full body shot.
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[minalost]

Easy one! A long demim sirt with a red satin blouse held together with a wide leather belt. In retrospect it was a little "trashy" but I loved it!

[Phylis Nicole Schuyler]

Sally, you look awesome in your blue sequined dress and I love the dress. Where did you get it?
As always;
Phylis

[Nancie64]

I normally do not buy dresses but for our trip to Vegas my SO bought us each a new dress from Home Shopping, a L for Nancie and a M for herself, mine in purple and hers in blue. Well, mine was to big and hers fit Nancie better than it fit her. After trying it on I feel in love with it. Fits nice and my SO tells me it looks hot. Well, we got back this Tuesday and had to go to the VA in Madison on Thursday and of course you can not go to the big city without doing a little shopping. Pennys has these amazing sweater dresses and my SO was checking them out and I guess I was too, and yes I did buy one. It's gray with pockets and had to wait until we got home to try it on. It has to be a tie now, blue or gray, boots or heels. choices is what it must be about. I love it.:thumbsup:

[rhonda]

My first dress when I was 11 I don't know why I had to put it on I did, blue silky hooked I was , I wanted to be a girl now I want to be dressed as a girl all the time

[Dana7]

My first favorite outfit was the one I'm wearing in my avatar and profile pictures, which I put together for Halloween the first time I went out public. It combined a blue silk skirt and matching blue stretch belt with a sheer white blouse. I finished it off with clear acrylic heels, my best sparkly necklace and of course my favorite hairdo.

I still smile when I think about how wonderful it felt going out feeling beautiful. That day I had gone to the salon to have my hair done. They also did my makeup and waxing. Then I ducked into the back room to change and I came out in that outfit--the ladies were very complimentary. You might not be able to tell in my pictures, but the material of the blouse is quite sheer, as was my bra. So with the anatomically-correct silicone forms in place, the effect was that although the outfit looked elegant, it was also very revealing so I had to wear a wrap for modesty's sake. The girls at the salon also commented on that too!

I ended up going out to several places that Halloween night, including a local casino. I described all that in an earlier post that shows the outfit in more detail:
http://www.crossdressers.com/forums/showthread.php?162609-My-First-Halloween-Outing&highlight=

I really loved that outfit!

[beccaturner]

Here is my favourite. I especially love the shoes as they are so comfortable to wear.
http://i1192.photobucket.com/albums/aa339/sexychick1944/DSCF3521.jpg
http://i1192.photobucket.com/albums/aa339/sexychick1944/DSCF3520.jpg

[Wendy_Marie]

My first favorite outfit was a pair of very short Khaki Shorts...you know the kind worn in the old NAIR Commericals..."Who wears Short Shorts..? We wear Short Shorts."

Anyway, enough of the product endorsements....I also had this very cute red spaghetti strapped tank and a pair of Espidrill Wedges....what I loved so much about this otherwise summery out fit was how good and long my legs looked...this was a big issue to me back at the age of fifeteen because as a guy I have always been considered short...but at 5'8" as a girl I am considered to be rather tall...these short shorts and the wedges just elongated my legs so much that I would wear them every chance I had even on the coldest days....

[natalie james]

L.E.I mini skirt with a pink button front. had capped sleeves.
big hoops in ears

[Diane Smith]

A purple, long-sleeved, knee-length dress with a pleated skirt that my mom inherited from her late aunt. It was too big for my mother but fit me perfectly, and I wore it off and on for years, usually with pantyhose and black pumps. This would have been in the late '70s - early '80s.

- Diane

[Jessica_Babe]

Favourite outfit? That is a really tough question but probably my first favourite outfit would be the first "full" outfit I had due to the significance of it. Pretty simple though, jeans, 4 inch black heels and a hot pink summery top!

[Sally24]

Sally, you look awesome in your blue sequined dress and I love the dress. Where did you get it?
As always;
Phylis
It's vintage, I'd say probably from the late 1970s. I love old classic clothing!