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Whether you're doing free-building, SMP or something completely different as long as your server is running Bukkit you can get the most out of these mods and/or plugins. I have hand-picked these all myself and they all work with the latest version of Bukkit, all plugins that as of the 19th February don't work with Bukkit will not be listed.
If you havn't yet for some strange reason got Bukkit, you can acquire it
You must login or register to view this content.(direct download link). Instructions on installation etc... just Google it :p
Anyway, here's the list

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mcMMO// To start off the list we have quite a drastic plugin, but it can really add a lot to the game. It will add a few new RPG elements to your server, such as the ability to gain skill in various new fields and repair armor and weapons.
Download it
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Essentials// This plugin enhances numerous new features, as well as over 50 new commands.
Check out all the server commands
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HeroicDeath// Does it annoy you on SMP when your friend dies deep down in a cave by a monster or by falling but you don't know how? That's where this nifty plugin comes into play, however you manage to die a notification will pop-up in the chat informing the world of how you ended up with 3 arrows in your head or how your body is sprawled across 6 pieces of bedrock. However you die, this plugin will be there.
Download it
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iStick// Are you a free-builder constricted by the speed of the game? Or are you just trying to de-grief some damage done by some f*cking tw*ts that joined your game with the sole purpose of being little ****s?
A full list of commands and download
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Pickboat// Hate seeing your hard worked-on boat break down into raw sticks when destroyed? This small plugin fixes that for you, with minimal to no hassle
View a few additional features and download it
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Flashlight// A light in the dark.
Download it
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SignColours// Allowing you to easily add colour to your signs, this plugin is a temporary replacement for SignEdit while it's being updated for the latest version of Bukkit.
Download it
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WorldEdit// This plugin does so much I'm going to do some shameful copy/pasting =D
Originally posted by another user
Some of the things that WorldEdit can do include:
Replace an area with different blocks and randomly distribute blocks in the area
Restore an arbitrary selected area from a backup in-game
Build from far away by just swinging at a location
Generate spheres, cylinders, cuboids, forests, pumpkin patches, and snowy areas
Copy cuboids, paste them, rotate them, mirror them, and save them to file (MCEdit-compatible)
Smooth regions, fix non-stationary water, extinguish fires, kill mobs
Build from far away, mine instantly, generate trees with a right click
Delete chunks, find out which chunks were in a region, look up your current chunk
Count the statistical variation of blocks inside an area
Teleport to the location that you are looking at, ascend through ceilings, pass through walls
Tie in with WorldGuard (currently not ported) to protect areas
And much more!
Full list of features, commands, instructions and downloads
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ExtendDay// Make day or night last as long or as little as you like with a simple edit of a .txt file. Simples!
Download it
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godPowers// The final plugin to make the list, godPowers easily adds the ability to maim, heal, god mode and even Jesus players.
If that made no sense to you at all, download it
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Enjoy! :bat:
Note to mods: I figured links to the MC forums would be OK for this, if not then just let me know and I'll rectify the problem with alternate links. Thanks.