Well, if you're a shit-tier pleb then you can get all achievements in Fallout 3 under 10 minutes... by typing in some cheats in console.
Anyways, don't do that, instead go for these:
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Actually, the only one that was slightly difficult was Blackwell Unbound, and that was mostly because of the two achievements for how many cigarettes Lauren smoked during the game. That automatically required at least two playthroughs, more if you messed one up. But you can 100% all four games in 20 hours.
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I am one achievement short of Indie Game: The Movie since I don't own the special edition, all you have to do is play the videos and skip to the end then play the little mini-game they have in it and find the 20 characters as they tell you to.
Organ Trail: Director's Cut has easy achievements if you know how to play but a LOT of them are bugged and do not unlock.
Space Trader: Merchant Marine looks like it would be easy if you just play the game
Thomas was alone seemed really easy but I only played it for an hour while at school
IF I WAS ABLE TO DO ALL THOSE GAMES PERFECT then you should too! it's not like Rogue Legacy is rogue-like (it really is, don't hate yourself too much)
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Poker Night at the Inv isn't easy. You need so much luck to get those two low-chance hands. I tried for ages and then finally just uninstalled it.
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Most people would disagree with Ys I, just because of the achievement for beating on nightmare difficulty and how much luck that requires.
I'd agree with Ys II though, as long as you either get a guide or read the forums.
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In Skyrim it's easy to get all of them but one. Skyrim has "eventually" achievements like Oblivion did (on Xbox, not Steam; Steam doesn't have achievements for that one) but one of them is glitched. "Oblivion Walker" (a Skyrim achievement, don't be confused by the name) requires you to collect all the Daedric (demigod) artifacts. Trouble is, there's a decent chance you won't get the achievement, even if all conditions are met.
My answer: Thomas Was Alone. Great game. Most achievements are for doing levels. A few are for getting these icons in select levels. Absolutely none of them are hard to get at all. You just have to grab them on the way. And you can go back if you missed one for whatever reason.
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Might and Magic: Clash of Heroes - only one achievement is difficult ( win 2 vs 2 battle, hard to find players)
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Little Johnny walked in one day on his daddy in the bathroom. He asked his father what that was hanging between his legs. His father replied that it was the perfect penis. The next day at school, Johnny pulled his pants down in front of his classmates.
''What's that?'' asked Jenny.
''Well,'' said Johnny, ''if it was about 3 inches smaller, it would be the perfect penis.'''
Penis, joke
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Toki Tori. You could litteraly beat all the achievments in the game in only 30 min - 1 hour.
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Fluttabyes
4 Elements
All the Blackwell games (with a walkthrough)
Magical Diary
All the Midnight Mysteries games (especially the third and fourth because they come with the strategy guide, but it's easy to find a walkthrough for the second)
Season of Mystery: The Cherry Blossom Murders
Sherlock Holmes and the Hound of the Baskervilles
All of these can be completed in about 5 or so hours per game.
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I have all the achievements for Texas Cheat 'Em, and only 4 hours logged.
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I found these not to be too difficult for 100% completion:
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Dishonored - Trials will be slightly iritating for some but the story DLC is easily doable if you managed the actual game.
Sleeping Dogs - DLCs are an hour or two each, at most.
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Let's see... Borderlands 2 (if you have all DLC of course, achievements are really easy if you like the game) and Poker Night 2 (currently working on it, but they seem pretty normal if you like poker).
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