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We appreciate the solidarity, but when it comes to stressing kid-related issues, take your cues from us.
We'll react appropriately, and then you'll know how serious something is (or is not).
Especially in the early days of dating, talk to her about anything and everything else, just like you would anyone else, and let her show you how much she does (or doesn't) want her mom life to be a part of her dating life.
The truth is, booking a babysitter is a minor, easily attainable detail about dating as a single mom compared to the actual big variable we have to deal with: the people we date. As if existing as a woman isn't an inherently foreign enough concept for dudes, throw the element of parenthood int the mix and they are wildly shooting in the dark when it comes to understanding our lives. Turns out, a lot of things about how women parent and date have changed in the last 30 years.
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Did we mention that we told the babysitter we'd be home by p.m., but there's hella traffic, and there's no way we're getting home anywhere close to on time?
Don't freak out, especially if it's just to show us that you take the responsibilities of parenthood seriously.
The idea that all single moms are dating with the exclusive goal of finding someone to marry us and alleviate some of the parenting burden and keep our kids from growing up in a Broken Home™ (*insert overly dramatic anguish face here*) is offensive, in addition to being laughably wrong in so many cases.