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How Does A Young Guy Dress For A Date With An Older Woman?
For the first time in my life, I am going out on a date with a woman much older than me. I am eighteen, and she is thirty-four. We hit it off extremely well, and I nerved it up and asked her out. I should mention that this date is just getting lunch at a casual-but-upscale restaurant.
I have no idea how to dress. Should I wear more formal clothes? I was leaning towards a basic high-end dark collared shirt and designer jeans. I only have one pair of Tennis Shoes and one pair of Leather Loafers. Will the Leather Shoes be pretentious? Please help.
Also, any general dating advice is great (since I am not a pro), and specifically advice for a guy going out with an older woman for the first time will definitely get best answer.
i don't think she cares, she just wants sex.
or, ask your mom for advice 
New shoes are a half-size too big?
I got these gorgeous leather loafers at a thrift store today for $3 (!) but they're a 7.5 and I'm a 7. What kind of insoles do I need to make them fit better?
I also have a pair of heels that have the same issue (my mom gave them to me).
And my feet are done growing, haha.
I always use those sponges you find for make-up. Just slip a couple in and make sure it's comfortable and there you go. works for me........................................