I've been divorced about three years and have dated here and there since then. Nothing exciting. All the girls I've taken out have been younger and don't have kids, which is always an issue somehow. I've decided that dating ladies with kid(s) may suit me better.

Recently I began to notice this one mom in particular that I continually run in to... either at the grocery store, local coffee house, or somewhere else in the neighborhood. We've never actually spoken, but always seem to engage in these long "I know you from somewhere" stares. I would like to ask her out... but am kind of at a loss as to how. Used to playing "the game" with single girls at a bar or club, but picking up a mommy in the grocery store is new to me. Looking for suggestions...

Find something to talk to her about and go from there.

Ask for advice - food is always a good topic for an ice breaker when kids are around.
If she's got a man at home, she'll know what to say, such as 'my husband loves his meatloaf with a crust on top.'

You're both grown folks, not "girls" and "boys"
Just go up to her and instead of the stare say "hello my name is --- I see you in here all the time and just wanted to introduce myself" It will go from there if she is interested or available

I love it!

It was a dark, and stormy night. Jessica and John happened to both be at the local grocer, Jimbo's, at the same time. He noticed her out the corner of his eye, as she chased her son down the cereal aisle, knocking into a display of lemons, piled into a pyramid. "How cute and funny" he thought.

He continued to pick up frozen He-Man dinners, and was contemplating buying more beans, when suddenly, and without warning, that cute little 4 year old came racing around the corner, and slammed into his cart!

Quickly behind was the little boy's mother, and a sweet little cherub looking toddler, looking totally freaked out.

"OH! I'm so sorry! Josh! You little devil! Look what you've done!" Sure enough, there was a dent in the buggy, and an open bag of oranges was rolling all over the floor. He went to help the little boy up, and slipped on an orange, banging his head on the slippery floor.

Eventually, everybody was upright, and store clerks quickly cleaned up the mess.

Embarrassment and chaos turned to smiles and laughs, when Jessica and John finally exchanged first names, and hand shakes. He felt like a bolt of electricity had gone through him, looking into her beautiful blue, mascara blotched eyes. She in turn, tried her best to smile, despite having been to the dentist that day, with a half swollen face.

As the two cute little kids amused themselves by sampling a dozen or so boxes of cookies, Jessica asked John if he'd like to have coffee sometime. He quickly agreed, and suggested they meet here, in front of Jimbo's, Friday night at 6 p.m. She gave him her phone number, scribbled with a crayon she found in the bottom of her 36 pound purse, and he in turn, borrowed the crayon, and wrote his number on an old receipt he had stuck on his shoe.

And she, was all he imagined her to be, and he, was all she imagined him to be. Both were enjoying each others company over a nice dinner at Delmonico's, and savouring the conversation, by candle light.

When they eventually parted, they agreed to meet again the following week, same time, same place.

And the rest was history.