dating after 40

7 Great Tips For Women Dating After 40

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

dating as a single parent

Dating As A Single Parent: 15 Fifteen-Minute Date Ideas

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

dating a single dad

Dating A Single Dad: 5 Ways To Make Things Easier

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

boost your body image

3 Ways To Boost Your Body Image

Do you ever look in the mirror and focus on a particular body part you are unhappy about and then start to be hypercritical and notice and worry about other parts of your body too? You wish your bum wasn’t quite as big in those jeans and then you notice your thighs and the wrinkles … Read more

dating a divorced dad

Woman Dating A Divorced Dad Is Clueless And Needs To Get A Grip

No one can prepare someone for dating a divorced dad (or mom). I can say that because when I started dating divorced dads (a decade ago) I was clueless. This was new territory for me. That said, I had an advantage because I was a divorced mom, so I did understand the complexity and challenges … Read more

single dad dating

Single Dad Dating Needs Advice For Confidence

This single dad dating needs some help. Read his story and feel free to offer him your advice! I’m 33 and a single father. My wife left me for a woman. I find the dating game terrifying, with Tinder, Snapchat and all the latest dating tools I don’t understand. My confidence is shattered and I … Read more

cougar relationships

Can Cougar Relationships Last Through Old Age?

I’d have to say most divorced women I know have experienced one or more cougar relationships, or if they haven’t, they want to. I myself had a relationship with a man who was 13 years younger than me when I was a newly divorced woman several years ago, and I have to confess, it was … Read more

dating advice

Dating Advice: It’s Not You, It’s Me!

When it comes to offering divorce and dating advice, the most common question I get asked is, “How do you meet normal guys/women?” People who are dating after divorce all constantly telling me how hard it is and how everyone who is on dating sites are losers and they can’t take it anymore. The ironic … Read more

mary tyler moore

Single Is Spectacular According To Mary Tyler Moore

Mary Tyler Moore Offered Empowerment To Those Who Are Single  by Jackie Pilossoph for Chicago Tribune Pioneer Press There are several reasons I didn’t get married until I was 35, but I can honestly attribute one of them to “The Mary Tyler Moore Show,” which I watched regularly with my family while growing up during … Read more

women over 40

Women Over 40: Do You Love Your Body? You Better!

I seriously cannot remember a single time in my life when I haven’t critiqued my body – either positively or negatively while catching a glimpse of it in the mirror. There have been times I spotted things that made me gasp, like a new wrinkle, some pronounced varicose veins or a larger than usual muffin … Read more

Relationship Advice: What To Expect When you Expect Too Much

“Don’t expect anything and you’ll never be disappointed.” That was said to me by a friend a long, long time ago. At the time, I felt like she was being pessimistic and negative. I was very very wrong. Not only is this not a negative way of thinking, but it’s smart, and here is why. … Read more

meet single men

Want To Meet Single Men? Here’s A BIG Tip!

“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