20 thoughts on “Is wearing dress shoes to dinner as a 20-something dude appropriate or is it too antiquated?

  1. Anonymous says:

    oxfords are too stuffy and formal to be worn without a suit. Wear a chunky brown derby instead, those can be pretty casual

  2. Anonymous says:

    What do you mean by ‘to dinner’? If you mean going out for a nice meal with other people, then they’re fine. If you mean sitting at home eating pizza in front of the tv, then it’s probably overdressing.

  3. Anonymous says:

    Depends on where you’re going to dinner. Olive garden? Yeah you’re gonna look like a tool. Fine dinning restaurant? Totally appropriate and normal.

  4. Anonymous says:

    In my opinion, calfskin oxfords go with a suit and nothing else.
    Suede oxfords can be "business casual".

    The most versatile high quality shoes are:
    black calfskin chelseas (if you are thin)
    suede or grain leather dress boots
    suede chukkas
    penny loafers of any leather type (even cordovan)

    It is very difficult to go wrong with any of these.

  5. Anonymous says:

    Depends on the overall outfit I guess. Also depends on the type of dress shoe. As another anon said I have a pair of chunky derby shoes that I wear casually.

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