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Work attire is totally fine. Wearing a suit on a first date, especially something like a museum, can feel like overkill.

Apart from all the useful tips we got from them, there's one more that really stands out. Trying to get into a trendy nightclub after dinner? A man with a great sense of style can make any girl go weak in the knees, but if you think your college hoodie and sneakers will save the day for you, you couldn't be more wrong. In Conclusion A man going on a first date should ensure he is well groomed, dressed sharp, and then he should forget about his appearance and have a great time.



Okay so this is a question that came in. I have a date on Friday night and I cannot decide what to wear. The restaurant is not too fancy but above the average. This is our first date. I thought the sports jacket, black shoes, dark blue shirt and light cream pants combination as seen in the attached photo would be appropriate but a friend of mine said I should wear a light colored shirt instead. I hope you can help me. And the story goes that a boy and a man and a donkey are walking to town. You have a perfectly good donkey, why is this old man making this poor little boy walk? Then the next person passing by, they see the young boy riding the donkey with the old man walking. That old man, he should be on the donkey and the little boy should be leading the donkey. And then somebody else sees this. It looks like it can barely stand. But you know what? Also, check with your date. A woman does not like it when she shows up or when you show up to the door and you out dress her. And another thing you could do, do some reconnaissance. Go visit the restaurant. I remember when I was in the dating pool. I would actually go to the restaurant before and I would look at and see what other people are wearing. When I go to Chicago, I hang out with a lot of Bulgarians, Russians, Ukrainians and I find that they dress really nice when they go out on the weekends so look around. Are you going to a place that they dress a little bit more upscale? And let your date know, again. Understand what makes you look good and go with it. All right, best of luck. He is a former US Marine Officer with an MBA from UT Austin and BA from Cornell College.

Women from as close as New York City, to as far away as Tokyo, Hiroshima, and Tehran. Because it just might. It made such an impression on her that it has survived a good 5 closet purges. Bring something to loosen up your work clothes a bit. Jess: Comfort is key no matter what. Wear them to your date and he will be met off his feet.