@
fastmatt613 The restaurant idea is great.
Another one is the Central Park Proposal. Since you want to do in December, I'd do it near the Ice Skating rink (Wollman rink) because it's just such a perfect place in the winter. Quintessential NYC, you know what I mean?
Have your friends meet you near the rink with Rocco, while you and your girlfriend take a carriage ride, or just a walk around Central Park making your way to the ice skating rink.
Dress Rocco up in a little tux, and have a sign standing near him read- "Daddy wants to make you my mommy, will you marry him?" As she's reading the sign and freaking out, get down on your knee and give her the ring. Make sure your friends
are taping and taking pictures of the whole thing.
That would be my ideal proposal in the winter.