This category contains articles about dating relationships and sex.
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
This email came from a DGS reader who is about to go through a divorce, and is looking for advice about dating with a disability: I have been married to my second husband for 15 years. Several years into the marriage, I was diagnosed with a rare condition that has impacted my vision – mostly … 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
Question from a reader: I have a question about dating at 50. For some reason, men in their 50s are judged by different criteria, not looks alone, whereas for women, physical appearance still is a primary criteria. I am 52. I hear feedback from many men my age that they are simply not attracted to … Read more
Healing after a breakup takes time. It isn’t easy. BUT, there is one thing that will prolong your sadness, and might even keep you sad forever. Let me explain… HAVE YOU EVER LOST SOMEONE YOU LOVE? Someone who touched you at the core of your being and who in your wildest dreams, you never thought … Read more
My clients often tell me about people in their lives who are challenging and thus cause them to be walking on eggshells. My question to my clients is always, “Whose eggshells are they?” What I am trying to ask my clients is, “Who is responsible for the feelings and reactions of others?” If … Read more
I have written many articles on the importance of trust, respect, attraction and other things needed for a healthy, loving relationship. But couples will not be able to sustain these things without one component. In other words, what’s the one word that makes the difference between staying happy together or being unhappy together and/or getting … 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
What is it about finding and keeping good love that seems so difficult and/or challenging for some of us? Wondering how to find real love and keep it? You hear about the divorce rate being at an all-time high- especially for people over 50 who are becoming empty nesters and losing the glue that held … Read more
You can’t shake the feelings once you’ve been cheated on. The disbelief; the shock; the devastation. The disorienting sensation that you don’t know what’s true—all compounded by a surreal realization that you don’t know who your cheating spouse is anymore. It’s an entirely bewildering experience. You might start questioning your every move. Am I being too … Read more
In this week’s Love Essentially, I feature what I think is a great book for couples. It’s meant to foster conversation and bring couples closer together. Here is the article: New relationship book is all questions, no advice by Jackie Pilossoph for Chicago Tribune Media Group How well do you really know your partner? Do … Read more
A common refrain of toddlers and adults alike is, “You made me so angry.” Or “You made me so sad.” Or “Because you acted that way, you made me act this way back to you.” It’s a version of, “The devil made me do it.” It’s a complete lack of personal responsibility and doomed to … Read more
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