If you really want to get with her your best bet is to show her how you are with her son. That little boy means the world to her as a child does to a mother (assuming she's not a sh*tty mom). If you can play with him but only do it if you actually enjoy that sort of thing. Most women who have children worry about guys not wanting to date them because they have a kid. They want to make sure the guy is good for them and would make a good step dad for their kid in the long run. Act casual. Don't go up to her acting like all you want is to date her. Let her know that you would like to get to know her AND her son. Then when you do ask her out, make sure that the first date involves her son too. Then once you get to know each other better then you can ask for a private date so that you two can go somewhere more fancy. Personally, I'd be way more impressed with a guy if he involved my child in the relationship right off the bat because the kids obviously not going anywhere any time soon. Good luck!
This is a tough one to prepare for because you are already emotional about it. Pull up your head and keep it as just dating when she is available and has a baby sitter. In this way you two will both get what you want from each other some time out together. That's it and all it should be, none of this down the road stuff you are not even close for all that mess.
Ask her out. When you meet her son, interact with him a lot and demonstrate that you're good with kids.
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