[Jenn1fer82]

I'm back in the dating scene after a year of being single. So what are some key questions to ask someone about their values in regards to:
Life
Love
Family
Work

I don't want to just come out and ask those questions straight forward and scare off the guy. What are some subtle key questions that can give answers to important question when getting to know someone

[Harley47]

I'd tell you to "sneak" it into friendly, polite banter. Just try to steer the conversation in the direction of those topics, and see if he takes the bait. A lot of the information you want will come with simple conversation.

Getting to know someone is a combination of time spent, talking, and observation of their habits and personality.

[shezbut]

In my opinion, the Q's depend on exactly what you're trying to figure out.

Family = children ~ does he want or have any? how does he get along with his family? is family important to him?
Life = what are his views towards why human beings are alive? is he pro-choice or pro-life? what are his goals in life?
Love = does he believe in love and commitment? has he experienced heartbreak before? how far is he willing to go to please a woman that he loves?
Work = what kind of work does he do? does he have further goals in work, or does he just want to play it by ear? take his work life as it comes? is income an important aspect of his job goals, or are enjoyment/pride in his work the more important factors?

I do agree with Harley that asking a subtle Q here and there throughout the dates would probably be the smart way to figure out how well-matched you two are. Of course, attraction should be felt somewhere in there as well. Sometimes, we meet a man who has all that we want, other than sharing a physical attraction towards one another. Keep that little tip in mind.

Best wishes!