I have seen a few google searches with this question pointing to my blog. Not sure why they’re taking you here, but it’s a very valid question. So here goes.

My friend Abby has been a single mom for over three years now and one night when we were on a crazy girls night, I had struck up a conversation with a charming dentist. He seemed interested so I thought, “better get it out on the table.” But this is how I phrased it, “Well, you’ll never actually be able to date me.” He looked surprised, “why not?”

“Because I have a baby.”

“Oh. Well, that must be fun.” After some awkward small talk he disappeared.

I ran up to Abby. “That guy just vanished after I told him about Benjamin!” She pulled me aside and whispered, “Oh no. You can’t tell them that right away. You’ve got to wait until at least a couple of dates.” What? I was floored. She just didn’t tell them.

“They have to fall for you first,” she insisted, “and then the baby thing is just like an added bonus – and ‘oh by the way, I do all of this and I’m an amazing single mom.’ It works!”

I am skeptical of Abbey’s theory. Here’s why, if the baby thing is too much for them to handle, why find that out two dates in? And wouldn’t that be a form of dishonesty?

I’ve decided that it depends on a few factors. If you are out for a night filled with multiple encounters with men on the dance floor or behind a bar – don’t mention it. Unless one of these men grabs your attention, you end up hitting it off and you feel like there’s potential for a future date – then dish. But make sure you frame it positively. The dentist was scared off because of the way I phrased it. I made it an obstacle when it really isn’t and I made it sound like Benjamin was a hinderance.

Having a baby or a child in your life is an amazing thing. Sure it’s an obstacle to dating men who don’t care about you, but not when you’re dating men who are genuinely into you. Beware of scaring off the good ones by making it sound like a bad thing, one of my nasty little habits.

Here’s a male perspective. My single friend Dave was out recently and called me the next day after bumping into a few single moms at a bar. “We were hitting it off and then they told me they have a baby. But they made it sound like it was a horrible thing. Their bad attitude was totally unattractive and I just had to walk away.”

When I told my new boyfriend about Benjamin it was the first night we met. But I waited until the end of the night, when I knew I would want to see him again. I brought it up within the flow of conversation and had a smile on my face. “So…I have a little bit of baggage, and he weighs 22 pounds. If you want to see me again, I just thought I should get that out there..so…” I trailed off and looked down into my lap, hoping I wouldn’t see fear in his eyes. “Do you have a picture?” He looked at Benjamin on my phone and smiled, a genuine smile. “He’s a cutie. Want to play another game of pool?”

My conclusion – having a child is as big of deal as you make it. And we can’t expect a man who’s never had a child before to possibly understand on a first date or on a first encounter. That comes later. But there’s no sense in not giving him a chance to understand.

When do you tell a man you’re a single mom?

Related posts:

1. Being a Single Mom With a Glass Half Full
2. Single Mom Night Out
3. Single Mom Dating Tips, Part 1