Signs You Should Go On A Second Date

Feeling comfortable with your date is usually a positive thing, but sometimes, it's because they're similar to people you've dated in the past. Relationship expert Julienne Derichs told me, "I was working with a woman who seemed to pick the same type of guys over and over again. Part of how she chose to go out on a second date was by how comfortable she felt on the first date. She ended up with addicted, critical men, who broke it off with her abruptly."

Derichs and her client worked to "reset her 'picker'" for dating. Derichs told me, "We began to unpack what 'comfortable' meant to her and what we came to was that 'comfortable' felt familiar and familiar wasn't healthy. So she had to change the way she was acting in those first few dates."  If you find yourself unsuccessfully dating the same type of people over and over again, it's probably time to make a shift.

Stef Safran, "Chicago's Introductionista" and owner of Stef and the City, agreed. She told me, "One of my recent engagements came from a client who called me after the first two dates and said, 'Well he's not what I dated in the past.' I told her that the guys from the past didn't work and by dating this guy it didn't mean she had to marry him, however after giving him a chance, she is!"