The Cave

This is awarded for collecting all cave paintings AND watching both the good and bad endings of each character.

The cave paintings will come naturally as you play through the game with each character. None of them are particularly "hidden" in a "this location I would never have reached w/o excessive searching"-way. Just keep in mind that there are 3 paintings in each character-specific dungeon.

Though if you miss any cave paintings, have a look at this great solution from Krystal109 (Neoseeker), who made a very good description of where to find each particular painting throughout the game: http://faqs.neoseeker.com/html/228419/ w/o the need of watching a bazillion movies etc. :)

There are 7 characters in total and you can carry 3 of them through the cave at once which results in 14/3 = 5 playthroughs

When you reach the end of the cave, choose to carry your personal object of desire with you outside for all 7 characters. On your 3rd playthrough only the character you haven't played yet has to carry his/her object of desire out of the cave. The other two characters must reject their gift (press "X" 3 times in front of the shop keeper) and leave the cave w/o their "OoD".

Do the same for the rest of the characters, that previously carried their OoD out of the cave, and the achievement will pop as soon as the last character leaves the cave, along with the achievements for watching all the good/bad endings and for every character reaching the bottom of the cave as well:





Example:
Characters 1-7

PT1: 1+2+3 (all accept OoD)
PT2: 4+5+6 (all accept OoD)
PT3: 7+1+2 (7 accepts OoD, 1+2 reject OoD)
PT4: 3+4+5 (all reject OoD)
PT5: 6+7+1 (6+7 reject OoD, 1 can do either)

Numbers are only for clarification and do not represent any specific character.

If you plan proper, you can also get every other achievement in the game in these 5 playthroughs as well. Simply start with the Hillbilly, the Knight and the Time Traveller for



and then do PT2+3 with the other characters AND the Hillbilly for



These are the only achievements that require a special constellation of characters.

FINDING THE MISSING 5TH PAINTING (HILLBILLY).

To add to both solutions - and solve the problem many people have (as all the other paintings are fairly obvious if you explore everywhere).

There's an underwater passage in one of the lakes you fall into after the mine puzzle (before the Adventurer's/ Twins'/ Time Traveller's puzzles IIRC) - that has one of the Hillbilly's paintings - and will solve the missing 5th painting issue - even though the one it triggers is the 4th - the next one you find in the progression of the game will be the 5th painting. You just have to swim to the bottom of the lake with the Hillbilly and along the passage to get it.

ok so in respect of the solution by Novalion, the one problem it lacks is exactly where the cave paintings are and didn't help me at all. One I particularly struggled on was the Hillbilly's fifth painting. After some carefull research online it seams that many people were. I managed to find mine in the time travelers future zone when travling with the twins as well. However rather than me sit here and explain were every painting, I found a rather useful video OF WHICH I TAKE NO CREDIT FOR, on youtube.

It helped me a lot as I needed to know which combinations to use. Follow the video's and eventually you should pop every cheevo one by one as you progress with the story.

A link to the entire guide to the cave is here
Entire Guide
http://goo.gl/GYfHt

I will try and add all the videos separately so you can enjoy the TA experience without leaving the site.

Again I must state that I take no credit for any video guides. I am sharing as I really struggled with parts of the cave paintings.

Hope it helps!