He’s from the Upper West Side
What to expect: He may or may not still live with his mother. Don’t ask for a date on a Friday night, unless your idea of a sexy night out is Shabbat dinner with his cousins from Great Neck.
How to take him home: Work in a quote from Annie Hall, Manhattan, or Hannah and Her Sisters. His mother knows best, so impress the pants off her, and his will shortly follow.