I wouldn't tell my friend anything just yet. No sense in making her more upset than she likely already is. I would, however, make it a point to go over and tell the ex-husband how great I think it is that he's started volunteering with troubled teens.

I would pity him that he went for a woman purely out of lust and/or boost to his ego as opposed to a woman of substance.

Not trying to offend any young ladies out there, but with age comes a wisdom one can only get from life experience. You will be there, too, just as I was where you are at now, so please don't be offended. It's just life.

I would do nothing. Telling your friend would only upset her. I would rather bank on the possibility she won't find out at all and spare her the grief. In some cases, ignorance truly is bliss.

In all probability, I already would have counseled my friend through the entire divorce process. I would have tried to convey to her how the final divorce decree should be seen as a point of closure to something painful from the past, and a rebirth of sorts for her happiness going forward.

Having already touted how divorce should have brought closure to her past with that man, I would see no reason to comment to her on whatever sightings I may have had of him. The way I see it, he's ancient history, what he does, does not do, with whomever he does it with is now his realm, and his realm alone. I would rather spend my time helping my friend enjoy her new life and trust enough to find a new relationship if she is so inclined.

As a father of a teenager who looks way beyond her age i would assume it was his daughter.Unless they were showing public display of affection. If by chance you just feel the need to disclose such information what good will come of it? Will your best friend have a better day because of the news? My wife and i are 17 years of age difference. Im 44 shes 26 so im sure lots of people think im just a "dirty old man". I on the other hand know that when it comes to relationships it best to keep trivial stuff like spying on someone elses ex to yourself. Did this person do something directly to you to deserve such attention? If this man is employed and paying any support to his ex what do you think will happen if he looses his job? maybe it was his neice or cousin?. making assumptions at a glance does no one good. It wont make you look like a hero especially if your friend is trying to move on .

I would not tell my friend anything. Given that you would not know all the facts of the situation (it could be a perfectly innocent situation or not), there is no reason to bring up citing your friend's ex in any circumstance. You would only be causing her undue pain.

Now, if you did observe a minor (that you knew to be a minor) engaging in romantic behavior (not just a kiss on the cheek) with your ex's husband...then the person you should talk to is your friend's ex. Ask him if he's aware that the woman he's seeing is also the sophmore in your daughter's calculus class. But again -- make sure that you know all the facts (like who she is and how old she is).