should I tell my best friend that my brother is a douche bag?

[Anonymous]

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?

[Anonymous]

Yes. I’m surprised it hasn’t come up in conversation before.

[Anonymous]

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."

[Anonymous]

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."

OP here. Trust me when I say that my brother is a complete douche bag and that's an understatement. Our mother said the same thing about him.

[Anonymous]

Yes

[Anonymous]

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?

[Anonymous]

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?

THIS. This is your BEST FRIEND. Tell her.

[Anonymous]

Not a very observant or smart best friend if she hasn’t figured this out herself...

[Anonymous]

Tell your best friend what he is like. Don’t say he “has a wandering eye”, because that could mean he only looks at other women. If he’s a cheater or treats girlfriends badly, tell her in confidence.

[Anonymous]

Of course

[Anonymous]

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

[Anonymous]

MYOB.

[Anonymous]

Likely she's determined to date him, op.

[Anonymous]

Anonymous wrote:MYOB.

Don’t c0ckblock your brother.

[Anonymous]

You could tell your brother that he’s losing out on great women because he’s not an honest broker and it would benefit him if he’d get his act together regarding not cheating.