I realize this is an old topic, but I'd like to leave this for anyone who may come upon this in the future.
I think most players who weren't introduced to DaS through DeS felt like they were just pissing in the wind when it came to damage at first.
1. With STR or DEX below twenty, weapon scaling damage is usually quite paltry, so feeling weaker is to be expected. Look at all the weapons you pick up and see what their Scaling (below ParamBonus in the weapon's Stats) is graded at. Really early, you'll probably only have Grade C, but a little further in you'll find B and A, and very rarely, S scaling weapons. Try to find a weapon with a moveset you like as well as one with a good scaling grade. For instance, with high Dexterity, you'll probably want to go to Blighttown and find the Falchion as early as you are able. It has A grade scaling with Dex.
2. The Prowling/Titaninte Demon, which is that one-legged thing, is not required to progress, and there are quite a number of them in the game. Most people skip him the first few times. I usually don't fight him unless I have good ranged damage, or have high enough END to block his swings. He drops Demon Titanite, which unless you're using a Demon Weapon (which you won't have access to unless you either got lucky at the Asylum/Taurus/Capra or bought one from Shiva in Blighttown, or forging some boss weapons in Anor Londo) is totally worthless to you to even pick up. In fact unless you use a Demon weapon, the only real reason for you to kill it is for a few measly souls and so that he's not in your way between Darkroot and the blacksmith.
2. If it's your first playthrough you're better off just raising weapons to +10 and advancing them to Lightning damage or Fire damage aspect.
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