The best friend could either be from childhood (she's from New York) or someone she met since moving to LA which was about 20 years ago, so the timeline is open. She's also best friends with careerwoman so there's that connection too. The recent hook up is someone she got together with as of Saturday night. They met while she was out with the girls and ended up going back to his place. It would be an organic line of sorts where they get to know each other in game and see where it leads.