Hey DGS, Have any dating advice for men? I’d like to know how to approach a shy woman who is turned off by a confident, outgoing, slightly aggressive guy such as myself.   OK, here’s the deal—the honest truth. Yesterday, I was at my son�...

Jackie, I'm a single dad dating, and I want to know: Why do women look at dating a guy with kids as having an albatross hung around his neck? Are they that superficial?   This is the kind of question that has me thinking, ‘Huh?’ The reason...

When I got a question from a reader asking, Is it normal to have second thoughts about divorce? I smiled sadly, and answered to myself, “I don’t think it’s normal NOT to have second thoughts about divorce.”   The question brought m...

Jackie, I’m recently single and I’ve been in a relationship for so long that I forgot how to talk to women. Also, will I have patience for the games?   Recently single is a tough place to be. It’s scary, your self-esteem probably isn’t...

Being newly separated consists of a lot of firsts, which includes being a single dad on holidays for the first time, like…ahem…Fathers Day.   I’m not a man, but I am a single mom, and so I know what it feels like to wake up on Mother...

Jackie, I have been married for over 15 years and I'm thinking of separating. After 8 years, my wife decided to sleep in the spare room sighting that I snore and that she is not getting enough sleep. We have not slept together sexually since. I had a...

Here is an email I received from a married guy thinking of cheating: Here’s one for you. I’ve been married to my wife for almost 25 years. I honestly love her to death because I see how we have aged and become one together. The problem is, I�...

My ex seems to be obsessed with what I’m doing, where I’m living and my relationship status. She’s the one who wanted a divorce and it’s been final for over a year. Why do you think she’s like that and do you have any divorce advice on how ...

Jackie, I need some dating advice. Say you go out on two first dates on two consecutive nights and they’re both awesome. How do I not F* this up?   Do you realize how many men and women would KILL to be in your shoes? Over and over aga...

This divorced dad needs some divorce advice: My ex mother in law let me have dinner with my kids while my ex-wife was working. She found out and told me her feelings were hurt that we did this behind her back. I told her I’m sorry, but it hurts ...