Do you clean the official dlc?

Do you Wyre bash?

128 esps only right?

Ive modded skyrim, but not Oblivion and am not sure how different or not different it is.

Do you clean the official dlc? -- Yes.

Do you Wyre bash? -- Yes.

128 esps only right? -- No. 255 active esm's & esps, including Oblivion.esm and your save game file. There's also a weird limit of 400 total esm, esp and bsa files in your data folder, even if they're inactive.

Ive modded skyrim, but not Oblivion and am not sure how different or not different it is. -- Pretty much the same. Oblivion is infinitely more forgiving though. If you try a mod out and decide you don't like it, 99 times out of 100 you can just remove it with no damage to your savegame. NMM doesn't play well with Oblivion, but you should use WryeBash to install mods anyway. BOSS to sort your load order.