What to wear on coffee date?

First date going for coffee after work. What do I wear? Dark skinny jeans tucked into black suede wedge boots? A mid thigh black skirt with boots? Or do I stay in my work clothes? (blouse, tucked in pencil skirt right above knee, and pumps). He is a career man and he's 30 so I want to make a good impression. I want him to think I'm an attractive young lady and I want a sophisticated and subtly sexy look. Any advice? Would the work clothes be too formal?

I have big boobs and a big ass so I don't want to look cheap.

Updates:
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Most Helpful Guy

  • While all three sound good ... I'd maybe save the mid thigh skirt and boots (probably the hottest tbh) for something more then a coffee date. I'd probably stick with the work outfit which is probably sexier then the jeans yet still suggests 'oh I just happened to be wearing this' which is the right vibe for grabbing coffee.

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What Guys Said 2

  • dress comfortable and it will make him feel like you didn't work to hard to catch his attention in the wrong way..if it cold where your at winter gear is a turn on for some guys we love to see girls in there little wooly boots and fuzzy hat...or maybe that's just me my bad...hope I help.

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  • Most guys are not going to care what you wear.

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What Girls Said 2

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    If you don't want the jeans to extenuate too much of your butt you could go for more boot cut or bell bottom jeans to balance out your bottom

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    Overall just wear something your are comfortable and confident in, you don't want to be too formal because it's just a coffee date not fine dining.

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  • stay in your work clothes since it's after work. you don't want to come off as trying too hard for a first date.

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    • I don't see why you're anonymous?

      It's not like you said anything wrong, a lot of anonymous users say some pretty impressive stuff that I want to give accolades to but thus they are anonymous.

    • you do realize that my username means nothing. this entire site is full of anonymous people. UN or not

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