5. Tony Vs Bobby - The Sopranos
Awkward moments have always been intense to me. The anxiety is extremely intense. Ever been with two of your best friends and things get a little out of hand between the two of them? How do you feel? You can't take sides can you? Well what about when the two are not your best friends but rather your mob boss and your wife who just so happens to be your mob boss's sister? Quite the conundrum isn't it? Now throw in the fact that the siblings are New Yorkers of Italian descent and, well, you're faced with extreme perturbation. Google it. In the mean time go ahead and check out how Tony and Bobby would handle that situation.