Would you ever go out with your best friend's siblings?

I see nothing wrong with it, but then again it may ruin your relationship with your best friend. I actually had a big crush on my best friends brother and even though we tried it out for a little while i.e dating, I just had an inkling that my best friend didn't like the thought of me dating her brother! it was always ackward when we were together with her, and we sort of drifted apart. I didn't want to lose my friendship with my best friend, so I stopped dating her brother. To this day we are still best of friends, she lives in Hawaii and I live in USA. We keep in contact regularly via email, msn and bebo.

Yes I would and have done it. Only with permission though. I dated my best friend to this day ( her older brother ) for about 1 year. Him and I remain friends to this day as well. We just parted ways because of school and interest that kept us apart. I still think of him though as someone I would date again in a heart beat if I was not married. Sometimes when you date someone in a situation like this, it can make you more mature in the break up because you don't want things to be nasty. My best friend and I at the time made a promise that no matter what happened between her brother and I , her and I would always remain friends!!!