Picture Perfect (1997)

Continuity mistake: There is a scene where Kate comes home and her mother is standing right there. Kate starts yelling at her mom. When Kate first comes in the door she puts her purse behind her back on the counter and the purse is leaning on her back. If Kate were to move, the purse would have fallen on the floor. In the next shot, Kate is further away from the counter and the purse is standing straight up as if it was put there like that.

Darcy O'Neal: I was born married, baby.

Question: Kate says that Sam will always be a guy who sees what someone else ordered at a restaurant, and wishes he ordered that. What does she mean?