Girls, I have a date! Can you help me with an outfit?

Hi everyone. I have a date!!! I've been crossdressing (MtF) for a little while, but I've never had a chance to get all dressed up to impress SOMEONE ELSE! I'm so excited.

I'm 5'7", 148 lbs. with an pretty athletic, trim body. I love getting out dressed up, in general, but I've never done anything more the basic casual (skirt, top, flats or boots) for going to dinner or to the mall, usually by myself.

Anyway, I recently had a guy (who knows I'm a cd) ask me out. He wants to take me to dinner at this swanky restaurant and then out for a glass of wine afterwards. I've known him for sometime and trust him completely. However, having never been on a date on this side of the table, I'm super excited. I really look forward to being treated like a lady. That said, I've also never really thought about what I'd wear on a date such as this. I'm willing to shop/spend some money on this, since it really is something I'm looking forward to.

Any input would be really appreciated (links to cool stuff would be even better). If there's any other info I can provide, just let me know.

Thank you SO much!
Stephanie


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What Guys Said 1

  • wear something simple not over the top or trashy

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What Girls Said 10

  • So i'm actually a huge fan of rompers, though I think they get mixed reviews.. Just mentioning because you said you usually gor for the standard, but especially if you're slim and have long legs, I think this works for both dinner and a bar.

    www.lulus.com/.../315472.html

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  • I suggest going with a blazer, dress pants, and pointy heels for a more feminine touch.
    s3-eu-west-1.amazonaws.com/.../emma-watson.jpg
    You are a guy cross dresser, I don't think a dress or a skirt would look good on a guy's body. I think it would look too awkward. In my opinion it's better if you went for an androgynous look. To make it seem like you're cross dressing, obviously you're going to shop at the women's section. The fitting of women's blazer is different from the one for men, it accentuates the figure more. If this look option isn't feminine enough for you, then you could always go for really flared pants or culottes.
    st.mngbcn.com/.../71095545_09-99999999_01.jpg
    Here is an example of what to wear if maybe you want something glamorous
    static.zara.net/.../4786258800_1_1_1.jpg
    Ignore the top, just the sequin bottoms
    static.zara.net/.../6189241800_2_5_1.jpg
    Notice how the glam bling bling outfits are more girly, I'm assuming you would like them better, lol. Anyway, if you are cross dressing, stick with pants and something long sleeved.

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  • find something that makes u feel confident. something that makes u feel really good... it will reflect and it'll make u loook amazing :)

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  • http://m.gojane.com/118525.html
    http://m.gojane.com/117973.html
    http://m.gojane.com/118596.html
    http://m.gojane.com/118319.html
    http://m.gojane.com/118256.html
    I prepared an outfit on gojane that is a mix of sexy and cute. Red and gold theme is best for attention.

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  • www1.pictures.zimbio.com/mp/qnIxkhQkHn6l.jpg

    Something comfy but still dressed up. One thing i would def advise you to wear is jeans, top , blazer with high heel

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  • For dates I always think its best to be comfortable :), and a nice dress would be cute I think. Nothing too wow but something nice that makes you feel happy wearing it. I love going to Ross for dresses because there are always tons to choose from and at a pretty good price, if you want to dress more casual wear sandals or flats but heels can also make you look so much classier. Hope this helped :)

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  • always be confident in what you will be wearing! if getting all dressed up makes u confident, then so be it, or going casual. but I definitely recommend something a little sexy tho;)

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  • Cute dress, Heels, necklace, bracelet, Also, if you have pierced ears dangly earings

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  • That black jumpsuit from @unhihellos post below.

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  • Probably something smart casual, a dress or shirt and skirt is something I'd go for, and I always wear flats for comfort but some like to rock the heels. If you wanna dress it up maybe a nice coloured lipstick or something. Good luck on your date and have fun! :)

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