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Marriland.. but mainly because I really enjoy his challenge playthroughs, like his Wedlocke and such.
Jwittz is occasionally good; although, I don't particularly care for the TCG and the Top Ten lists. If anything, I vastly prefer his vlogging channel instead.
DeliciousCinnamon's Viet Crystal made me cry with laughter and their speedrun of bootleg Gold was pretty funny as well. Otherwise I don't watch any Let's Plays - it's not quite my thing all in all. PocketMonstersMusic is extremely convenient for soundtracks from the games, anime and movies, though. They have soundtracks from games I hadn't even heard of, including some released only in Japan
All those plus Dookieshed for me, although Tamashii puts out some really mediocre content. Look at her 10 most overrated Pokemon for example. For number two she stated that all/most starters are overrated and most aren't even adequate enough to use, followed by comparing some of them to legendaries...I agree with some of the stuff she says, but she chooses to elaborate too much which makes her reasonings sound impractical.
I also enjoy NintendoFanFTW. Although he doesn't out out too much Pokemon related content, he does put out some respectable stuff.
Shofu and BlameTruth (NotBlameTruth) Those two are hilarious. Marilland is fun to watch and can be funny too but the first two always make me laugh out loud.