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If she prefers not to go out when her kids are home, or doesn’t like to hire a babysitter on school nights, she’ll tell you. If you’re out and she is paying for a sitter it is really nice if you get the check. But if you explicitly ask these details on the first or second date you will appear reluctant about dating a woman with kids.

If you don’t ask her out — no matter how innocuous or considerate the reason — she will assume you don’t want to see her. Leave the ask to the last minute, she has to scramble to find a sitter and that’s really uncool. This shows interest in one of the most important things in her life. Sounds cliche’, but I always appreciate it when a guy goes on about how much he adores his niece, or spends time with a friend’s baby. This isn’t necessary, and especially after you have been involved for a while you will likely sort out the who-pays-when conundrum. Which you may be – but if you ask too fast, she will know.

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I go out with single dads and childless men alike, and some of the latter admit (while others appear) to be uncertain about the logistics of dating single moms.

Don’t assume she’s not free when her kids are home. If you’re interested and want to see her, ask her out. They have a dad, regardless of whether he is in the picture, in the can, or in and out of the psych hospital. Of course you want to know when she is free, if she has the kids all the time and whether the dad is involved.

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More often than not, people did not want to converse on the phone (which I totally get), so I would have to deal with their anger, irritation, and lots of hang ups. After college, I worked for Medicaid doing prior authorization for nursing visits and home medical equipment.

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If it were not permissible to date them in our turn, we would have had no one to date.

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