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Unlocked two at the same time in Crash Bandicoot 4: It's About Time. The first one was Ladies First, which is achieved by playing as Coco for the first time. The second one is A/V Club Founder, which I got for finding one of the flashback tapes in a level. Both achievements I got in the level...

Most recently, I got the "Throw Money At It" trophy in Trials of Mana. I started a second playthrough in it, as I've currently hit a wall in my main playthrough (having trouble beating Ludgar at Chartmoon Tower), so that means I'll have to grind a bit more. Mostly the second playthrough is to...