How should I ask this girl out?

[marcscz]

Here's the details:

We're both 29. I went to high school with this girl. I had a crush on her, she seemed to like me a lot. I saw her last year at our 10-year reunion. We talked for awhile, she was real happy to see me. At the time, she was married and had a son. Recently, I been checking her Facebook page out. I noticed she never has any pictures of her with her husband. I noticed her status was single. I was totally shocked. I couldn't believe she was divorced after only 3 years. She is a really intelligent beautiful woman, I never pictured her having marriage problems. I don't know any details of what happened.

I would be interested in going out with this girl. She was somebody I really wanted to go out with years ago. I was so disheartened when I found out she was getting married a few years ago. I never could see myself dating a girl with a kid, but for her, I would be willing to go for it.

I don't know how to approach this. I'm not sure if she is ready to date again. I don't know how to bring up the topic of her getting divorced/separated. It would seem kind of creepy for me to say, "Hey, I saw your status on Facebook is single. Want to go out sometime?"

Going out with her would mean a lot to me. To have a chance to go out with a long-time crush would be a dream come true. I'm hoping that if I can re-connect with this girl, it will make for a very happy 2014.

[david b]

You could start out by simply asking her if she is dating at all. If she is or indicates that she would but just hasn't met anyone yet, it would be completely appropriate to ask her out.

[Bluesguy]

Just start talking to her on facebook, things should happen naturally. After a while you'll know the best way to invite her. Probably she'll talk about her diverce. good luck man.

[Macy B]

Don't just go for it right away, play the friend card first. Get coffee check up more, just feel around if she's ready to move on you'll be able to tell.

[marvelouslew]

You've answered your own question. With New Year's coming up, invite her to go with you to attend any New Year's events being held in your town. That way it you'll have a chance to express how you want her companionship. And it also gives her an opportunity to tell you about her present "status" as far as dating and new relationships are concerned.

A suggestion - ask her if she might like to attend an early evening "family" type New Year's event. (If she wants her kid to enjoy the holiday and fireworks, etc.) This takes care of any baby-sitting concerns and also lets her know you're sensitive to her situation as a young single mother. Have fun!