Choosing a gift can be complicated if you don’t know the recipient well. Your choice of gift will speak volumes about what you’ve been paying attention to over the course of the relationship (guys – I’m talking to you.) Yes, your gift choice matters, so don’t delegate the task to someone who is not familiar with the person you’re giving to. Be sure that she’s a football fan before giving tickets to the game; be sure he eats meat before gifting a steak house certificate. It’s almost always a good idea to make the gift substantial enough for two, even if the recipient isn’t married. No one likes to lunch or dine alone, and there’s no guarantee that her friends can afford to go with her.