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Guest jennifer_m

what to wear?

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Guest jennifer_m

going shopping for the first time with a woman friend of mine, and i'm not sure what i want to buy... undergarments are a given, but do i go with a shirt/jean combo, or a blouse/skirt combo... i'm totally lost.

for a person approaching 30, who's tall (6'2"), and not quite in the best of shape, what should i pick out as my first outfit?

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It's so much fun Jennifer, you are very fortunate to have a friend to go out shopping with. The good news for us tall gals (I'm 6'4") is there are more choices than ever before. Long inseam pants for women are everywhere it seems now. More selection of shoes are available in larger sizes, etc. I would start with a skirt blouse combo, a solid colored skirt, goes great with patterned tops for example, don't forget the stockings. Pants - girl styled jeans are always a good choice, with a nice belt. Here is nice link to go virtual shopping with. I have found gems starting out here.


Enjoy, shopping for clothes is one of life's true pleasures.

Cindy -

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Guest *Charlotte P*

I'll second Cindy's recommendation, a good solid color skirt is a great wardrobe builder, one skirt can go with many different blouses.

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Guest rita63

While new is nice for your first time. But I find thrift shops allow me to get both the skirt and the jeans and several tops at budget prices. Most have plus sizes seperated out and if it doesn't work you can donate it back. That gives you an excuse to go in the store and buy more.

hugs rita

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Guest jennifer_m

thanks for the replies. i went shopping at the mall with my friend, but i didn't buy anything yet. i must say, i did learn a bit though.

there was one question she posed to me, which was how i wanted to look (clothing-wise). in all honesty, i didn't really think about it. womens clothes come in so many varieties and looks... shopping for mens clothes is easy, you grab a shirt off the shelf and hit the checkout... i didn't think womens shopping would be so difficult.

i've been looking at online catalogues of various clothing stores and i still can't figure out something to wear... i've really been considering jeans and a tank-top just to get me started, but that doesn't really stray far from how i dress as a male around the house (jeans and a undershirt, a normal shirt if its cold or if i'm going out)... on one hand, i should wear something that feels like "me", but i'm worried about looking "butch" (pardon the expression). i feel like i'm spinning my wheels...


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Guest Sarah1967

Tank tops an Jeans are good for starting out, don't forget panties and shoes . All of my jeans are girls jean, they fit so much better, I don't even have a pair of mens jeans anymore. all my tank tops are girls an I have the graphic T shirts. I have one pair of mens underwear that I never wear, what I wear is panties, thongs, bikini's, boyshorts an hipsters. womens socks, and tights. My favorite outfit is a Tank top, pink bra an my jean mini skirt , thong with or without the black tights. .

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Guest Eve Caillard

Hi Jennifer

In my extremely short history as a 'new' cross-dresser I didn't actually worry about how I wanted to look. I did it the other way! I'm a great E-bay user and that is one gigantic catalogue with loads of low-cost clothes in it. I just bought what caught my fancy and then started afterwards to match up things to make a look. I started out looking a bit hit-and-miss, but after a couple of skirts I found I could choose blouses to match and have not looked back (well - apart from looking at my bank balance). Now I have some lovely combinations I feel really good in. I can dress slovenly, elegantly, sexily and even like a 'biker chick' and enjoy it all. I love to choose the look for a day. :)

Just have fun! I found starting with skirts is a good way forward.



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Guest otter-girl

Just remember shopping is like the magic turkish delight in 'The lion the witch and the wardrobe' by CS lewis, Once you bite , you'll want more and more :)



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