I can wear it to open presents, out to a holiday buffet if we end up going or out to dinner. And I should be able to wear it for a few years. I don’t wear black above the waist and look terrible in gold, so I always pounce on non-black holiday wear in silver.

Are you in Canada? (One of my Canadian colleagues just told me – only a little joking – that they revoke your citizenship if you cannot skate unless you live in Vancouver).

My MO: When in doubt, wear black. So I’d go with the black dress, along with a cashmere scarf/wrap if you get cold.

I just lol’d.

Please take this with a grain of salt, because all I know about your husband and your situation is just this tiny, tiny snippet. In my experience, this kind of behavior often stems from embarrassment, or self-consciousness. He might be afraid that focusing on his appearance will make him appear foolish, or that wearing something outside his comfort zone will feel costume-y. I know you mentioned that you’re not particularly fashion-oriented, but perhaps you have a good friend (even better if it’s a guy!) who can recommend a good store. I would do a little research first … find a store (in your price range!) and a good salesperson … introduce yourself, make sure it’s someone who will be very kind and patient and give your husband good advice. Then just tell you husband that wearing suits is something grown ups do and he is going to have to suck it up and come with you to the appointed place at the appointed time. Then take him to store and have your amazing salesperson fit him for a suit. Encourage him with lots of positive feedback about how great he looks! I am a big believer in how the right clothing can really make a person feel incredibly confident … with luck, your husband may have the same experience. A great fitting suit can be comfortable, and feel like a suit of armor to take on the world! Or a work cocktail party ;) Good luck!!!