Oh boy!! What a topic!
First of all....everyone listen to what Kaplods has said in this thread...she is SO right!
Our family has about a decades worth of experience with this one! I think it's over now.
When our son was little (he's 11 now)....my mother in law decided to tell us that she was dating a guy in prison.....this was NOT easy for us to accept. He was in prison for murder (found out on our own), and had been there since he was 19. Then we found out that he was barely older than my husband....oh dear god...
This whole thing spiraled, causing unbearable family tension. They said they were getting married. It was suggested we call him "grandpa" and they wanted him to meet our kids (NEVER). I've never met him myself, and glad of it! My husband was ambushed into meeting him once...an emotional disaster...
Over the years he'd get released into a halfway house, screw up, cheat on, or take money from my MIL, and get sent back in. He was the kind of guy that spent a LOT of time in solitary confinement, and was also suspected of a fellow inmates death.
It has really traumatized our family (the kids know nothing). I hold a lot of anger toward my MIL for being weak..and a little nuts, and my husband was terribly hurt by the whole ordeal. Like I said, I think it's over now, but you never know.
Listen to Kaplods is all I can say
I hope your friend is open to listening...you're a good friend to be concerned!
Linda