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Thread: Guys: What should I wear on a date? page 4

  1. #31
    PrimalPumpkin's Avatar
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    Don't discount the younger men. I thought no way in heck I would date a younger man but I gave it a try. He ended up being very smart and mature. Sometimes too mature. I ended up married to a 70 year old man trapped in a very hot 28 year old's body. I am 36.

    I also vote for comfortable, but neat looking, and something that makes you feel confident. I wore skinny jeans, tall boots (it was winter) and a long but tailored sweater, a necklace and a cute beret hat. Seemed to work

  2. #32
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    Quote Originally Posted by RichMahogany View Post
    I'm 31 as well, and I've been dating older women almost exclusively for the past 4 years. I find women in their mid-late 30's to be less clingy, more realistic in their expectations, and more libidoistically compatible and sexually comfortable with themselves. Obviously it becomes more important that they've made good choices with regards to taking care of themselves, but that's important to me anyway. So I +1 your manfriend's choice.
    Does that mean I'm too young for you then? DAMN

    (I'm nearly 32? )
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  3. #33
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    To the OP

    I like a woman that shows confidence without desperation. Usually this means something that shows SHAPE, but not SKIN. Strippers show skin.

    Also for me, on a FIRST date, I wouldn't go with jeans. They are often pretty masculine looking on all but the most shapely women. If one is trying to impress, I cannot imagine jeans doing it better than a dress or dress pants.

    Lastly, no cleavage. That reeks of trashiness to me as a first impression. Wear something skin tight over something with the top half of your mountain range flying around Good luck.
    "Man is born free.....but everywhere he is in chains."

  4. #34
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    Quote Originally Posted by RichMahogany View Post
    Yes yes yes and yes. Please and yes. And yes.



    I'm 31 as well, and I've been dating older women almost exclusively for the past 4 years. I find women in their mid-late 30's to be less clingy, more realistic in their expectations, and more libidoistically compatible and sexually comfortable with themselves. Obviously it becomes more important that they've made good choices with regards to taking care of themselves, but that's important to me anyway. So I +1 your manfriend's choice.
    Hmmmm.....here I though I was too old for you. Maybe not
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  5. #35
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    Quote Originally Posted by turquoisepassion View Post
    I'm not a dude, but I worked as a stylist so I got this question a lot.

    Always wear an old favorite (not too trendy, something classic) rather than a new dress/outfit. You need to troubleshoot your outfit (ie. if it rides up constantly, if there is tons of static, if it wrinkles easily, etc. etc.) before a date.

    I always wear a t-shirt dress that's kind of clingy, one piece of jewelry, and heels (unless we are walking a ton...in which case some cute oxfords). Simple, not FASHUN, but you made an effort.

    Hair down.
    spoken like a true stylistdid you work as a stylist in ny, austin, or both? i do some styling on the side. unfortunately, most of my clients are plain bagels and kind of blah.

  6. #36
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    Is it a sitting down or a standing/moving date? Comfy, but stylish, shoes will ensure that you're not tottering or hobbling around. I'm a skirt/dress girl and therefore that's what I would wear on a date. Echo what others have said - don't wear something out of your usual style range, aim for comfort rather than discomfort - tugging at your clothes is not attractive. Style rather than sexiness. Understated rather than underdressed.
    Good luck and let us know how it goes!
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  7. #37
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    Quote Originally Posted by ginafirenze View Post
    spoken like a true stylistdid you work as a stylist in ny, austin, or both? i do some styling on the side. unfortunately, most of my clients are plain bagels and kind of blah.
    Styling in Austin and then some projects in NYC for Marie Claire.
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  8. #38
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    Quote Originally Posted by PrimalPumpkin View Post
    Don't discount the younger men. I thought no way in heck I would date a younger man but I gave it a try. He ended up being very smart and mature. Sometimes too mature. I ended up married to a 70 year old man trapped in a very hot 28 year old's body. I am 36.
    Hahahaha! That is awesome. Well, I guess kinda sad in some ways. But just the mental image of an old man in a young dude's body.

  9. #39
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    Figured I should update-- I ended up wearing a sleeveless purple dress with sandals and my hair down. No idea what he thought of my outfit, but the date went great! Definite non-douche! Thank goodness.

    I think I should clarify that it's not that I'm attracted to dbags, it's that a) I seem to attract/encourage them, and b) people I know set me up with them a lot. They go, "oh, I know this guy at my office who works out! You work out! It's a great match!"

    I've been going on pretty much exclusively first dates all year. Because I know within ten seconds if the guy is going to be able to converse at the level I need, or if he's going to have opinions that are going to make me want to punch him. (I once had a date who said he was a really big Civil War buff--which, cool, I'm into history as well--and then went on to "teach" me very condescendingly about how the whole thing could have been avoided if Lincoln had just bought all the slaves from the South and set them free. And this was one of the smarter first dates I've had.)

  10. #40
    diene's Avatar
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    Quote Originally Posted by Mr. Anthony View Post
    Edited!

    Sorry; totally kidding, Magnolia, Diene, turquoisepassion, other forum crushes...I'm forum-monogamous to all of you...
    That's okay. I don't believe in monogamy anymore anyway.

    Quote Originally Posted by YogaBare View Post
    Leggings / skirt, flats, funky top. Make sure you're comfortable.

    Two words: martial arts! I think it attracts a really interesting kind of man... Fit, yet sensitive / spiritual in their own way.
    Lol! When I saw this, I thought, you mean like RichMahogany?

    And then I saw this:

    Quote Originally Posted by YogaBare View Post
    Does that mean I'm too young for you then? DAMN

    (I'm nearly 32? )
    Quote Originally Posted by Jefferson1775 View Post
    I agree with you on this. I'm a country boy, so seeing a good-looking girl in some boots and jeans does something for me. There was this one time, though, where I saw a girl wearing a "Guns Save Lives" t-shirt. I knew right then that I wanted to talk to her, but she was already jogging away.
    Aw, you should have run after her!


    Quote Originally Posted by heatseeker View Post
    Figured I should update-- I ended up wearing a sleeveless purple dress with sandals and my hair down. No idea what he thought of my outfit, but the date went great! Definite non-douche! Thank goodness.

    I think I should clarify that it's not that I'm attracted to dbags, it's that a) I seem to attract/encourage them, and b) people I know set me up with them a lot. They go, "oh, I know this guy at my office who works out! You work out! It's a great match!"

    I've been going on pretty much exclusively first dates all year. Because I know within ten seconds if the guy is going to be able to converse at the level I need, or if he's going to have opinions that are going to make me want to punch him. (I once had a date who said he was a really big Civil War buff--which, cool, I'm into history as well--and then went on to "teach" me very condescendingly about how the whole thing could have been avoided if Lincoln had just bought all the slaves from the South and set them free. And this was one of the smarter first dates I've had.)
    I'm sure you looked amazing in the purple dress!

    Lol, re the Civil War guy. Maybe that's why I have such a hard time dating normal people. Usually, within the first three dates, I would bring up the fact that the Civil War could have been avoided if the North had just allowed the South to secede. And I would then give a long-winded explanation of how slavery would not have been economically feasible in the absence of the Fugitive Slave Clause (in the Constitution, yeah) and the Fugitive Slave Act, which was passed later on. Thus, had the North allowed the South to secede, the Northern states would not longer be required to return escaped slaves to the South, and slavery would not have been sustainable for long in the South. By the time I'm done, their eyes would have glazed over, or they would argue that Lincoln needed to preserve the Union. I'm sure a lot of them secretly wanted to punch me too.

    Edited to add: For further information on the above topic (regarding the economic sustainability of slavery), I recommend the following book by Jeff Hummel: http://www.amazon.com/exec/obidos/tg...52931?v=glance
    Last edited by diene; 09-11-2013 at 07:34 AM.

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