Continuity mistake: David Spade just sat down with the prankster blind date. When she (kinda accurately) says "By the way, the age thing..." his hand in a blink goes from the table to the back of the couch. (00:02:20)
Visible crew/equipment: On the shark boat, just before they take off without Missy, the cast is standing on the rear. To the left, near the end of the scene, the shadow of the boom mic is visible.
Answer: Because he had both girls in his phone as "Missy" and he didn't check which Missy he was texting or forgot he had the "wrong" Missy in his phone.
Bishop73