This is a true story happened to a friend of mine in the prehistoric era when cellphones were uncommon, and roommates shared landlines.
Sara and Esty were roommates. A shadchan set Sara up with Yossi. On Sunday, Yossi called Sara at work and they set up a date for Wednesday night.
On Monday night, the phone rang in Sara’s apartment. She answered it, and the person calling asked for Esty.
“Esty’s not here, can I take a message?”
“Yes, tell her that Yossi called.”
“Uh, Yossi, do you know who this is?”
Yossi bursts out laughing when he realizes, and embarrassedly explains that he was was only in Israel for another week, so he wanted to get in as many dates as possible.
Moral of the story: If you’re going to double-date, at least make sure the girls/boys aren’t roommates.