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
How long should you wait to date after a divorce? When I first got separated, it bothered me when people tried to give me advice about dating and my love life, along with when the right time was to start dating again. I felt like saying, “I’m the only person who has the right to … Read more
Check out my article about the benefits of taking a vacation from dating if you feel hopeless and frustrated. It was recently published in ESME, a great site for single moms! Can’t Meet Mr. Right? Try Taking a Break by Jackie Pilossoph for ESME Why a hiatus from dating can actually help you fall … Read more
Planning a date takes effort. First you have to decide what you want to do. Eating dinner at a trendy restaurant, catching the new movie everyone’s talking about, seeing a concert, or going to a Bulls game are all great options, but there is a downside. Dates like these require planning in advance, a babysitter … Read more
“How do I meet single men?” is probably one of the questions I get asked most by my readers. I’m not sure I have the answer, but I can offer a big tip I think will drastically increase the chances of getting more dates: PUT YOUR CELL PHONE AWAY! Let me explain. Recently, I was … Read more
When The Bachelor premiered in 2002 I was 37 years old, so I wasn’t young, but I was still in touch with the whole dating scene, as I had only been married for a year or so. My ex-husband and I looked forward to every episode, rushed to the TV to catch the beginning (remember, … Read more
Dating, especially dating after divorce can feel like you’re in unfamiliar territory. It’s hard to recall what’s going on in the minds of the men you are now going on dates with. But honestly, dating and men probably haven’t changed much since the last time you were in the dating scene. To help offer you … Read more
As I was walking out the door yesterday morning, heading to the gym, I got a text from a girlfriend that read, “Whatcha doing? Meet for coffee?” I loved it. No planning, scheduling, cancelling and rescheduling, all I had to do was shift a few things around and an hour later (straight from the gym) … Read more
A DGS reader asks: What do you think I can do to draw a healthy, stable, loving relationship into my life and stop dating losers? Is it me, or is this a nicer way of asking, “How can I avoid picking complete losers and meet someone who is normal and who treats me well?” In … Read more
What would you do if you found a great guy (or girl), who you adored, and who your kids LOVED, but when it was just the two of you, you had zero interest in taking your clothes off? In other words, there was no passion. That’s what I address in this week’s “Love Essentially” column, … Read more
There’s nothing more romantic than sneaking into a supply closet at work with your new boyfriend or girlfriend — who is also your coworker — to start kissing. Your secret relationship from the rest of the office is sexy, exciting and fun. But, dating a coworker has its challenges, including the risk of damaging your … Read more
One of the most complicated aspects of dating after divorce with kids is deciding when and how often your new guy (or girl) will be around your kids. Is it going to be one of those relationships that you keep separate from your kids and only get together when the kids are with your ex? … Read more
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