Dating someone who is hot and cold is seriously the worst. I was there. More than a decade later, I can still remember how I felt when I was dating a guy who was hot and cold. On our first date, he took me to a really nice restaurant where the ambience was romantic, the … Read more
A friend of mine who was dating a guy with kids said to me, “Today is my boyfriend’s daughter’s 16th birthday. I got her a dozen roses and a box of her favorite chocolates.” I replied, “That’s nice.” My friend responded, “What does it matter? She’ll still hate me.” Dating a guy with kids can … Read more
Tell someone you are divorced (or getting divorced) and you are sure to get an earful, most times without even asking! “I had a feeling…” “Men are such jerks!” “I never liked him anyhow” “Oh, I’m so sorry, was he cheating?” and my favorite, (and this is usually accompanied by the person putting his or … Read more
Although they can be hopeful, exciting and fun, let’s be honest, first dates can consist of massive moments of awkward silence. For example, feeling like you have food between your teeth, wondering if he is noticing your nervousness, regretting your choice in what you wore, thinking you said something really stupid and wishing you could … Read more
Read the email below from a divorced guy with kids whose divorced girlfriend with kids started pressuring him to get married after knowing each other for only 9 months. Is she really in love with him? Or, is she just desperate for marriage number two? I have been with my current girlfriend for 9 months. … Read more
Anyone who is dating after 40 will attest to the fact that it can be really challenging for many reasons. These include anything from juggling kids’ schedules to the insecurities and fear that come with divorce and just being older, in general. Below is a video blog in which I asked a few women … Read more
When I hear someone say, “I got dumped” I cringe. Why? Because the word “dumped” sounds really harsh, mean and insensitive. I recently received this text from a friend: “I got dumped. He said there just wasn’t a spark.” First of all, I don’t believe that people “dump” people. I think that is … Read more
When I heard about a recent Stanford University study about what women are attracted to, and that revealed the fact that women are more attracted to men who make them laugh, I had to laugh. They had to do a study to figure that out? Isn’t it common knowledge? Yes, if men want to know … Read more
I can still remember some amazing dates I had before I was married—the kind of dates that started in the afternoon at a Cubs game or a museum, that continued into dinner, followed by an after-dinner cocktail at a little Lincoln Park Pub or a piano bar. Then, after the drinks, a walk home, which … Read more
Jackie, I’m wondering if you can write about dating as a single mom when your ex is especially difficult. In any divorce, when you think about dating again, you get overwhelmed, but what if you add to that worries about your ex actually trying to sabotage any attempt to move on, just to “get even.” … Read more
Dating a single dad can be complicated. It can make you feel sad, frustrated, infuriated and can possibly drive you crazy, at times. Why? Because there are so many different relationships going on at the same time, and some or all can be intense and sensitive and complex. Let’s look at the dynamics of dating … Read more
You got divorced and began dating. You never thought you’d meet someone you’d fall in love with again. And then you did!! Things couldn’t be better. You’ve never been happier. So, how do you stay happy? Here is my advice for a wonderfully healthy relationship, and how to not get dumped. How to not get dumped … Read more
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