Dear Renee,

I was out for dinner with one of my good friends and his hot younger sister joined us. There was a very strong attraction for both of us. After flirting and talking for about an hour, she slipped me her phone number and told me to call her soon, but not to tell her brother. Is it cool to go out with one of my best friends' sister? Do I need to tell him if we go out? Any thoughts?

A confused friend 

Dear Confused Friend,

This is a touchy subject. You need to be sure of your intentions before you begin a relationship that has the potential to harm a great friendship if it doesn't work out. Since I have three protective brothers who were always on the lookout for me, I am quite familiar with the "don't mess with my sister" subject.

I would suggest you ask yourself a few key questions before going there:

1- Is this girl 18 years or older? If so, she is a big girl and can make up her own mind.

2- Why didn't she want you to tell her brother? This is not a good sign because she knows he might not approve, and he will probably be upset at you for not being up front and asking him for his feedback.

3- Is she someone that you will see often if it doesn't work out? Running into her at every party for the rest of your life (if you know she is not a keeper) can be a pain!

4- Do you think that if she were your sister, you would want her going out with you or one of your friends? Be honest; would you want this happening if it were your little sister?

5- Are you a player who just wants to hit and run? If so, be cool and sleep with someone else... it's not worth the risk of losing a good friend -- even for some hot booty!

I have talked about Road Partners in my Love Mechanics book and believe me, friends come first! If you really like her that much ask, her brother straight up if he would mind if you hit on his sister. Some brothers just don't worry and figure that their sisters can determine their own dating fate. I am into honest communication and asking for what you want. I think your best bet is being up front about it with your friend, and then see what his response is. I hope this will help you make the right decision.
{sidebar id=1}
Renee

Need a Love Tune-Up? Send your questions love and dating challenges to This e-mail address is being protected from spam bots, you need JavaScript enabled to view it Check out Renee's book “Love Mechanics”, Tune-Up Kit, seminars and phone consultations at www.LoveMechanics.com. Or Call to order at: 310-656-7099