Personally enjoy playing Rammus now and again, even WW just for nostalgic reasons (my first jungler.. he'll always have a place in my heart <3). Have a friend who enjoys AD Sion which he'll pick quite often and he still wins his lane more often than not and we'll still win the game more often than not. Then there's Styles who loves playing GP, who we all know is outdated and pretty poor, 9/10 he'll still win his lane and we'll still win the game. Play whatever champion you want as long as it's not trolly as fuck (read: AP Cait) and as long as you try your hardest in-game, playing, decision-making building, reading up on masteries, runes, choosing the proper summoner spells, then you're fine and you've done enough.