Dear Dr. Strangelove,
I’m becoming very close with my boyfriend’s family. His sister and I get along really well, and I finally feel comfortable with him and his folks. His sister’s boyfriend is also one of my good friends. We have been buddies since elementary school. I’m happy to be “in” with my boyfriend’s fam, and don’t want to mess it up. Here’s the problem: I saw his sister with another guy. I want to tell my friend because he doesn’t deserve to be cheated on (and yes, I’m sure she was cheating). I just don’t want to screw things up with my boyfriend and his family. If I rat out his sister, she’ll hate me forever. I don’t know how to handle this. Should I help my friend or just stay out of it? -Friend or Family
Dear Friend or Family,
This seems like a tough one, but it can be solved. You can please both sides: let your friend know without your boyfriend’s sister finding out. It’s that simple. There are many ways to tell your friend. One: you can simply tell him and let him say he found out from someone else. Two: tell someone else that will pass on the info. Three: you can always write an anonymous letter (with visual proof of course). As long as his sister doesn’t find out, you’ll be in the clear. Sounds shady, but I would definitely advise you not to let your friend down. -Dr. Strangelove