“You Pretty Much Want To Nail Them Too!” An Honest Look at opposite-sex friendships

45539

April 6th, 2018 . Jackie Pilossoph

Opposite-sex friendships got big attention in the 1989 Nora Ephron romantic comedy “When Harry Met Sally,” one of my all-time favorite movies about a man and woman (played by Billy Crystal and Meg Ryan) who develop a meaningful platonic friendshi...

Continue Reading

Second Marriage Over 50: Is It For You?

45201

January 29th, 2018 . Jackie Pilossoph

Recently, four couples, including myself and my boyfriend, met at a bar to have some drinks. Of the eight people who were there, all are divorced with kids, and seven out of the eight are over 50. None are in a second marriage.   Here is w...

Continue Reading

Divorce Advice: Here’s What Happens When You Move On Too Fast

45166

January 2nd, 2018 . Jackie Pilossoph

  This reader is seeking divorce advice: I have been divorced for two years (no kids), and I have since gotten remarried to an amazing lady and we have a child together.  You would think all of the emotion would be gone regarding my first...

Continue Reading

What Was This Guy Thinking Getting Engaged In Front Of His Kids?

45044

November 2nd, 2017 . Jackie Pilossoph

There are so many romantic ways to get engaged: on a boat, in a park, at a romantic dinner, on vacation, or my favorite-- in the place where you met or fell in love. Getting engaged is such a beautiful occasion, and something that the couple will rem...

Continue Reading

Considering A Second Marriage? Let’s Talk About The Wedding

44943

September 23rd, 2017 . Jackie Pilossoph

Those considering second marriage might benefit from reading my Love Essentially column, published in the Chicago Tribune Pioneer Press. When it comes to the actual wedding, there are big differences from a first wedding. Here are my thoughts on a re...

Continue Reading