9. The One with the Blackout (Season 1, Episode 7)
So many men relate to Chandler. His awkward mannerisms, his over-compensation with humour, his lack of confidence with women – the skinny guy knows him intimately. Personally, I always felt that Ross is more interesting, and ultimately funnier, but The One with the Blackout does show how brilliant Chandler is (“I am trapped. In an ATM vestibule. With Jill Goodacre!”). This is also the episode introducing Italian scumbag Paulo and the first man-to-man conversation between Ross and Joey regarding Rachel. “Ne-e-ever gonna happen…”