
By Caitlin Kelly
I know two younger women — one mid-20s, one early 40s, both with no kids — who recently ended their unhappy marriages. I’m thrilled for both of them, smart, adventurous women who know when it’s best to move on and reclaim a happier life.
I was married very briefly, 35 to 37, to an American physician I met in his final year of med school at McGill in Montreal. It was, very unusual for me, love at first sight and we were discussing marriage fairly soon. But by the time we actually did it, it was a very bad idea and I lacked the courage, moral and family support and a separate income that would have made calling it quits a lot easier. Not proud of this, but it is what it is. He ran off with a work colleague and had three kids with her. Good for them.
I was intrigued by this recent NYT essay about staying friendly with one’s ex-partners:
I loved my exes then, and I love them now, only differently. They still have the qualities I loved from the beginning. Most of them think I’m beautiful, and all of them laugh at my jokes. When I was newly separated, still very ill, and in no shape to start up with anyone new, they surrounded me with an affection tinged with romance, but without the complications of an actual relationship.
I’m grateful to them all. Why would I toss them away? If it’s true that you cannot make new old friends, finding new old lovers is harder still.
Along the way, I have developed a few rules. When you’re seeing someone, it is only polite to hit pause on these ex-ships, or at least dial them back. Don’t discuss sex with an ex, especially any sex you’ve had since you split, and certainly not the sex you had with each other.
In Paris last November, after a seven year absence, I looked up two exes from my fellowship year there, when I was 25. One is deep into his second marriage, a grandfather, and one was off in India doing academic research. Jose and I had dinner with the one in Paris and had a good time. It was very odd to see him again after decades, but he’d aged well, having had a prosperous life working in finance — still so handsome, same devilish charm, same quiet wit. It was nice to know I’d chosen well, even briefly, and that we had the goodwill to meet up again. Our break-up wasn’t angry or rancorous as we both knew it wasn’t a lifelong thing.
I’m still in touch with my college sweetheart, five years older, also long happily into his second marriage — as am I. He wanted to marry me, a wonderful compliment, but I knew we were not going to be the best partners long-term. He’s all the things I loved then: handsome, smart, quirky, talented. I’m grateful he still wants to remain friends, as a few exes very much did not!
The man I lived with in my early 20s, still a friend, now lives in rural Nova Scotia and we might have been neighbors had the house I hoped to buy there worked out.
There’s something lovely about still knowing the people who “knew you when”– before the various blows life inevitably deals out to most of us sharpened our edges or dulled our willingness to (re) engage emotionally. I was stunned and saddened to learn that another ex, a successful lawyer, had died early of cancer. A gentle, talented photographer died of AIDS, as that was, then, a scourge none could escape. The lawyer, lovingly, called me “bossyboots,” a phrase I still use about myself.

Jose
I was single ages 18 to 30, and 37 to 43. I know some people like to stay in a relationship for years. Not me. Six months was a long time for me. Few of my exes were ever going to become a husband or long-term partner: too moody, in a different place financially, and/or with few prospects, one a man whose Jewish parents were horrified that I’m not Jewish. That one did break my heart. He was my first post-divorce beau and one of the funniest men I’ve ever met.
Mostly, I really treasured my independence. I didn’t want kids, so had no pressure from biology or my parents to “settle down,” a phrase that still chills my blood. Career came first. And I wanted to move to New York — easy for me then with a green card thanks to my American born mother, but looked impossible to dislodge any Canadian. So for years, de facto, it was a matter of choosing Mr. Right Now, never Mr. Right, someone Canadian who would have wanted me to stay in Toronto or Montreal.
The man I craved (and eventually found!) was someone equally independent, didn’t want kids, was kind and smart and funny — but somehow both modest and highly accomplished. That’s Jose!

But no regrets for the many single/divorced adventures I enjoyed:
- the engineer working in Khartoum I met on an airplane
- the architect whose buildings are well-known big-city landmarks and who proposed within weeks (and lives two towns away now, oops)
- the tempestuous Greek computer nerd who called his parents in Athens every morning
- the Serbian in black leather trousers (really)
- the ship’s engineer whose daily work was ferrying liquid sewage around New York City’s waterways
The people we date or fall in love with or marry or move in with are a road map of our own trajectory, of who we were then. I always wanted to be with men who were funny and smart and interesting, and I was lucky to have found them. And, I guess, for them to have found me!
I would never, today, choose the med student and saw enough red flags, mostly in his family, I should have just said no. The architect was way too bossy for me. The computer nerd finally admitted he needed medication but refused to take it.
Now, 25 years into my relationship with Jose (married since 2011), I know much better who I am, what I want most, what I value — and what I won’t tolerate. As does he.
Are you still in touch with any of your exes?


