To Tell or Not To Tell?

Dear Jazzy,

So this past weekend, I had a little too much to drink and ended up sleeping with my brother's best friend. Now, I've known him since high school and we've partied many many times in the past with nothing like this happening. So, do I tell my brother about it or not and why? Second, why in the world would I do this? Yeah, that's a rhetorical question but I still had to throw it out there.

- Say It Isn’t So

Dear Say It Isn’t So,

Haha really though, do ;)

1. You dirty girl! 
2. Bad! 
3. DON’T TELL HIM.

I’d be willing to bet your brother’s friend is having the same thoughts as you. Wait I lied. I bet he’s thinking “God, please don’t let her tell him” . Having 2 brothers myself, I can only imagine that they’d never want to know what I do with guys in the first place, let alone their best friend. I can also bet that they’d be so disgusted with their friend that it just might end their friendship.

I find most men aren’t cool with their friends courting their sisters, just as much as they hate their friends sleeping with their ex girlfriends. Although I try not to generalize, this seems to be one of those situations in which it’s pretty safe to say, your brother won’t be happy. (Who knows though, maybe he’s more mature than most men I know and have read about, and he’d be willing to accept that you guys were having harmless fun).

I’d talk to his friend and come to a decision of whether to kiss and tell or keep it locked away and make sure you stick the same story. I don’t think you need to tell everyone everything. So if it was just a night of fun and you don’t feel attached to this guy and vice versa, maybe keep it your own dirty secret. Something you can laugh about and leave your brother guessing :)

Friends, What would you all do? Tell or not tell? Maybe there are some guys out here that are brothers and have been in this position (the receiving end) and can offer some advice.

 ~Jazzy~