How do you say "Do you prefer me wearing the hat to me not wearing the hat"?

Question

Answer

"Would you prefer me to wear a hat or not wear a hat?"

Answer

Like others have said, many ways to express it.

Do/would you prefer me wearing the hat ?
Do/would you prefer me wearing the hat, or not ? 
Should I wear a hat ?
Should I wear a hat, or not ?

Answer

I think there are a few different ways to say it. 
1. Do you prefer me to wear the hat or not?
2. Do you prefer that I wear the hat or not?
3. Do your prefer me wearing the hat or not?

We use "to" when talking about a choice between two things ("I prefer coffee to tea"), but your example is more of a either-or question which doesn't need the "prefer one to the other" structure.

Answer

Do you prefer if I wear the hat or not?

Answer

Voce prefere que eu use chapeu ou nao?

Verpassen Sie nicht die Gelegenheit, bequem von zu Hause aus eine Sprache zu lernen. Stöbern Sie in unserer Auswahl an erfahrenen Sprachlehrern und melden Sie sich jetzt zu Ihrer ersten Unterrichtsstunde an!