SHOULD I CHEAT WITH MY MUCH OLDER BOSS?
Dear Coleen
I’m a 28-year-old man in a happy six-year relationship with my partner, who’s 29. I started a new job a few months ago and quickly settled in, becoming good friends with my boss who is 55.
The banter was great and, to be honest, I thought she looked great for her age.
However, at a work function she let it be known she was seriously attracted to me and wanted to start an affair.
I said no, but we began flirting at work and it’s become more serious. I’ll be honest, I’m tempted.
Is it wrong to be attracted to an older woman? What should I do?
Coleen says
Of course it’s not wrong to be attracted to this woman – it’s human nature to find people attractive, whether we’re in a relationship or not.
But you say you’re in a happy long-term relationship, so why even contemplate starting anything with this woman?
She’s suggested an affair, so what kind of person does that make her? She must know you’ve got a girlfriend.
It sounds to me like she wants a bit of no-strings fun with a younger guy, which is fine if the guy is single.
Think about your girlfriend and if you really want your relationship to last. How will you feel if you cheat and she finds out?
Affairs aren’t easy to come back from and you might find yourself dumped by your girlfriend and by your boss once she’s had enough of the affair.
If your relationship is lacking something, then focus on that or admit it’s time to move on.
Also, a workplace fling is a risky business – if it turns sour, you could find yourself looking for another job.