Sign up for the Divorced Girl Smiling newsletter to receive weekly articles that might help you during and after your divorce!

Love Essentially
is Jackie Pilossoph's dating and relationships column, published weekly in Better Magazine
(previously in Chicago Tribune Pioneer Press)

Column: 8 things to know if you're in a new relationship
Chicago Tribune Media Group

By Jackie Pilossoph, January 26, 2017

On a recent Saturday night, three couples had dinner together at a restaurant in Glenview. One couple has been happily married for 16 years. The second couple was my boyfriend and myself. We have been together for over a year. The third couple is the topic of this column. They have been dating for nine weeks, and yes, they are still counting it in weeks.

Gazing into each other's eyes and giggling as they told us all how they met, I found myself soaking up the warmth of my friends' fairy tale, and enjoying it like a romantic comedy movie or a good Jennifer Weiner novel.

Read the entire Love Essentially article

Love Essentially: The single married person – unhappy or just looking for fun?
Chicago Tribune Media Group

By Jackie Pilossoph, January 11, 2017

I know a guy who has been married for about 15 years. I don't know him well enough to say if he is happily married but I do know that the seven or eight times I have seen him out over the years – either at bars or at parties, the guy is alone, meaning his wife is not with him.

Known by his friends as the party guy, the fun, gregarious guy who always knows where the best parties are, this guy likes to have a few drinks and laughs and enjoys hanging out with his divorced bachelor buddies. I asked a friend of mine if she thought he ever cheated on his wife and my friend said "definitely not."

Read the entire Love Essentially article

Love Essentially: 6-minute date has newly single guy doubting dating apps
Chicago Tribune Media Group

By Jackie Pilossoph, November 17, 2016

A friend of mine said he had heard some horror stories about internet dating, but decided to keep an open mind and give it a try. Recently out of a three-year relationship, Mark Kulczak, a 47-year-old Denver-based mortgage broker said at his age, online dating seemed to make sense.

After noticing a recent Facebook post he made about a less-than-ideal date he recently had, I talked with him a bit about his experience with online dating.

Read the entire Love Essentially article

Love Essentially: Questions from a married man thinking of separating
Chicago Tribune Media Group

By Jackie Pilossoph, November 3, 2016

Deciding whether or not to stay in a marriage is not only daunting, but the tormenting dilemma can feel hopeless, since both options – leaving or staying might seem depressing or wrong.

A time of complete uncertainty, confusion and second-guessing oneself, those thinking of separating have countless questions running through their minds, and often times no one to turn to for answers, mostly because the matter is so private. That's why they sometimes turn to me – a divorced, single mom, and a dating and relationship columnist.

Read the entire Love Essentially article