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SS2 does not support weather, conveyor belts, some of Thief's AI types (burricks, frogs)...
...there is no visibility gem...
I doubt leaning into doors to listen at them will work.
It does not support the concept of knocking out AIs, which is rather an important Thief gameplay element. It would probably be possible to hack this in, though.
SS2 doesn't have a 'creature type' (joint setup) for a player's bow arm, so the bow would probably be impossible to implement. I'm not exactly sure how the SS2 multiplayer models work, but I can't imagine it being possible to get them to wield bows properly, either.
SS2 doesn't understand the concept of 'loot' as it works in Thief (an object with loot values, which get combined when picked up), but it could probably be hacked in. A standard stack wouldn't really work, since if you pick up a vase worth 50 gold, you shouldn't be able to then drop 50 vases worth 1 gold each...
SS2 doesn't support zooming or scouting orbs.
Cooperative thieving doesn't exactly make that much sense from a gameplay perspective, either. If any player is seen, the guards are alerted, and chances are that you're all dead and have probably seriously messed up your job. Thieves respawning doesn't exactly make sense either.The gameplay of Thief just doesn't conform with the standard fight-die-respawn-repeat methodology that works in SS2.