posh shoes or trainers? jeans or sweat pants? loose boxershorts or tight briefs? shirt or t-shirt? hair gel or not?
It is really going to depend on what/where the date is. Dress according to that. If you are doing something like going to a park to walk and have a picnic, then have comfortable shoes and take a look at the weather. You don’t want to wear fancy for something like that.
If you are going to a nice restaurant, that is a different story. Then you want to dress according to what kind of place you are going. I will let you in on a secret that my fiancé did when we were dating that I just loved.
He would say “I got us reservations at ____________. I think I am just going to wear _________”. Now, that may not seem like a big deal, but it was to me. By him telling me how he was going to dress, I was able to figure out what I was going to wear and not be uncomfortably overdressed or underdressed. I always appreciated that.
Doubt very much choice of underwear is going to matter at all. Also, wear your hair the way you normally would or like to. Just don’t overthink it too much.
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What Girls Said
I don't think there should be such patterns. But it is important and sufficient for him to dress in a way that shows that he cares about that person and that the date is important to him. :)
Jeans a rugby shirt for me please! Drives me crazy.
Clean, non torn shoes
Jeans or regular pants
No hair gel
Whatever top fits his style.
Just a shirt and trousers in black, dark blue, or grey
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