This is exactly the question that more than one single mom has asked us.
The most recent came from a single mom who was out of town for work when she met up with some friends in the evening. It was a rare night out to herself and she was having a great time when a nice-looking guy started to chat with her. “I ended up giving my number to this guy, who was also from out of town. He was really cute, and I was pleasantly surprised when he texted me!”
“We’ve actually kept in touch, just a quick text message here and there to see if our work/travel plans will cross paths. I have family in the city that he’s from, so I hinted that I’d love to grab dinner or a drink with him the next time I’m in town.”
So, what’s the problem? “I don’t think he knows I have a son,” she says. “I’m not at all embarrassed about my single mom status, and it’s usually the first thing I tell a guy when he shows interest in me. It’s also not generally something I have to worry about telling people because I live in a really small town and everyone already knows.”
Up until now, most of their conversations have been via text. “I haven’t held off from mentioning my son because I’m afraid of what he’ll think,” she explains.” I just don’t know if I throw it in a text—or wait until we actually meet to tell him.”
So, thanks for helping this single mom out. She wonders: Should she give this guy the head’s up about her single mom status before they meet? … Or wait?
She’d appreciate any advice you might have. If you’re dating, do you always tell the guy that you’re a single mom—right off the bat? Or, do you wait?
Is there an ideal way on a date to bring up the fact that you’re a single mom?