If she prefers not to go out when her kids are home, or doesn’t like to hire a babysitter on school nights, she’ll tell you. If you’re out and she is paying for a sitter it is really nice if you get the check. But if you explicitly ask these details on the first or second date you will appear reluctant about dating a woman with kids.
If you don’t ask her out — no matter how innocuous or considerate the reason — she will assume you don’t want to see her. Leave the ask to the last minute, she has to scramble to find a sitter and that’s really uncool. This shows interest in one of the most important things in her life. Sounds cliche’, but I always appreciate it when a guy goes on about how much he adores his niece, or spends time with a friend’s baby. This isn’t necessary, and especially after you have been involved for a while you will likely sort out the who-pays-when conundrum. Which you may be – but if you ask too fast, she will know.
The best and only way to win a single mom over is with your sincerity. Don’t be afraid that you are giving too much away too soon.
Remember that she is a single mom and she has got much more at stake than you do and she is bound to be unsure of you unless you make her feel comfortable.
You want to make sure that you don't rebound too badly, which is avoided by giving some space between the end of your marriage and the beginning of the new phase of dating, and you also want to make sure that the men you are dating, even casually, are people who will be good role models for your son, in case they ever are introduced. Just my suggestion, but are there other activities that you can engage yourself in to get yourself out of the chuck e cheese, park, work mode? I do wish you and your son and situation well, and I applaud you in wanting to protect your son at all costs. I am in the same situation as you, and have been doing the 50/50 split for several years now.
So to accommodate our imperfect world there are things we as single mothers have to take into consideration when dating.Since i dont have my son everyday, when i do have him, i dont like to rely on babysitters or daycares. It is very hard on children to have people come in and out of their lives when relationships end on top of the parents being divorced.They need stability, and they need to know that the people they care about are going to be around.Also, while I understand the loneliness, I would suggest for your sake and your son's that you seriously consider avoiding even casual dating until a few more months have gone by. You say that you have been asked out..can you go out when your ex-husband has your son.Remember, relationships are complicated enough, but when you have a child, they are stuck with whoever you bring into their lives. Laura a lot, and she suggests your first issue is to address the needs of your son, and he's only little for so long. I've never been in your situation, so I cannot speak from experience.