

I worked with one of my exes for over a year. I tried being friends with him, but within a week of re-engaging, he had left flowers on my desk and walked two extra feet just to touch my arm. We are both attending the same work trip next month, which is out of the country and for ten days. I will be actively avoiding him because I will not be friends with that guy.
When I was doing online dating, I remember matching with a guy who told me, “My ex-wife is my best friend.” Freshly separated, the last thing I wanted to deal with was someone with some weird relationship with their ex. I imagined as soon as we finished our date, he’d call his ex-wife to dissect it. Gross.
For most people I know, having a friendship with their ex required a.) a considerable break and b.) maturity.
I have friends who were friends, became more, broke up, and then went back to being friends some amount of time later. The time that they were friends far outweighed the time they were “more.”
I also have friends who have maintained a friendship with their ex in the hopes of getting back together with them and then been stuck in a really unhealthy on-and-off-again thing over years.
My ex-husband and I always struggled as a couple. It never felt right. In my first year of marriage, I told my optometrist I’d recently gotten married, he said, “Congratulations! Marriage is wonderful!” Something must have registered on my face because he then lowered his voice and said, “The first year is always the hardest, honey.”
I probably would have continued in that marriage, never knowing any different, if I hadn’t made the discovery I did.
Some people have said to me, “You never know what might happen. He might get it together and you might put your family back together a couple of years from now.”
I have looked at them like they were insane. “Nooooooooo,” I’ve said every time in a hushed whisper of dread. This ship has sailed to the Caribbean and will never go back to Antarctica.
I went on my first date with my co-worker five days after I left my ex-husband. We’d been engaged in basically an emotional affair for the preceding week, and when I realized I wanted it to become more, I ended my marriage.
My coworker was 18 years older than me and had a very different value system from me along with several nasty personality traits. Time would just make him older. Time could change his values or personality, but that was a crapshoot.
In my case, I have to be friendly with my ex-husband. We have children together. We shared a mutual group of friends. But if, some time later, we move to being friends, there would have to be a.) boundaries in place and b.) no romantic feelings toward each other.
Before I remarried, he told a shared group of friends in front of me that he was really hurting because his actions caused him to lose his family (read: me). I felt sad for him, but that’s the burden he had to bear.
That was also a sign to me that I needed to put some new boundaries in place. If he shows up to events or places I am at, I leave. I don’t make a scene. I just quietly slip out. He could process his feelings of guilt and remorse without involving me in it. This ship is docked on the coast of Jamaica, and it is loving it.
I was not even friendly with my coworker because I didn’t have to be. He literally worked five feet from me (I know. I make great choices sometimes.). Just because he worked with me, just because I saw him everyday did NOT mean I had to be friends with him. I tried that and I got flowers and my arm touched. Nope.
We date people because they have qualities we like. And we might think of continuing to be friends with them after a break-up because of those qualities, but an ended romance can ruin that. There may be resentment. You may now know more about them that shades the qualities you originally liked. You might still have unresolved feelings.
Being friends with your ex IS possible, but, for your own sake, take a good long break from communicating with them and move on with your life. Then maybe revisit it after considering what boundaries would be good. You definitely want to make sure you don’t get sucked into something again that’s never going to work.
—
This post was previously published on Hello, Love.
***
You Might Also Like These From The Good Men Project
![]() |
![]() |
![]() |
![]() |
Join The Good Men Project as a Premium Member today.
All Premium Members get to view The Good Men Project with NO ADS.
A $50 annual membership gives you an all access pass. You can be a part of every call, group, class and community.
A $25 annual membership gives you access to one class, one Social Interest group and our online communities.
A $12 annual membership gives you access to our Friday calls with the publisher, our online community.
Register New Account
Need more info? A complete list of benefits is here.
—
Photo credit: Unsplash



