Anonymous wrote:My best friend since grade school is interested in dating my older brother. We're both 25 years old and she is like a sister to me. My brother has a history of being unfaithful to the ladies that he dated. I love my brother but he is a complete douche bag. Should I tell my best friend about this?

Yes, you should tell your friend that she should not date your jerk brother. In fact, even if your brother was a prince, you should tell your best friend not to date him.

Anonymous wrote:

Anonymous wrote:In the 15+ years that you've been best friends, this topic hasn't come up dozens of times??

NP -of course it must have, and that's very likely exactly why the friend wants to 'date' him.

goes to show, women will willingly f*ck the the bad boys...and not put out for the "good guy but safe" (aka boring) DHs

Oh, look, it's a "nice guy" who probably lives in his mom's basement and wonders why nobody will date him despite his neckbeard and poor hygiene. Head back to your incel website.

Anonymous wrote:

Anonymous wrote:Of course you tell her. Wouldn't you want to know if you were about to date a cheater?

OP here. Thank you for all of your advises. I will tell my BFF about my douche bag brother.

Friend over family? I hope you die in a fire. Threaten your brother before you disparage him to others.

Anonymous wrote:In the 15+ years that you've been best friends, this topic hasn't come up dozens of times??

NP -of course it must have, and that's very likely exactly why the friend wants to 'date' him.

goes to show, women will willingly f*ck the the bad boys...and not put out for the "good guy but safe" (aka boring) DHs

Anonymous wrote:Of course you tell her. Wouldn't you want to know if you were about to date a cheater?

OP here. Thank you for all of your advises. I will tell my BFF about my douche bag brother.

Of course you tell her. Wouldn't you want to know if you were about to date a cheater?

"Well, best of luck! Since you are by BFF, I won't want you to be with a guy like my brother. He has been a douche bag in all his relationships. He has cheated on all girlfriends, stalked them, posted revenge porn and has 3 restraining orders against him and has given Herpes and HPV to all his girlfriends and affair partners. If knowing all this does not deter you, then all the best to you. I will not be discussing any aspect of your relationship with my brother or be there for you when you want to vent. I will also not be in the same event, venue, celebration where both of you attend as a couple. Apart from that I am ok."

Anonymous wrote:

Anonymous wrote:I wouldn't go into detail about douchebaggery, because you are not an objective source. Say something light. "Well, just FYI, he has a bit of a wandering eye."

Or she could say “He’s cheated on every girlfriend he ever had”. Why downplay it?

I like this statement because it sticks to the facts. Calling him names or making euphemisms does not.

If you don’t tell her and then she dates him and gets screwed, how will that affect your friendship? Tell her to steer clear and tell her why.