I have some plugins that can make the server more fun, and make the server more serious, so here I go
(Remember, these are from my own words so if I forget something important you can just look at the bukkit link I give to you.
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First: AnCasino - This plugin allows you to make your own casino/slot machines for money and points. Once you get the setup of AnCasino finished, you hit the note block and the 3 lines spin until you can get a prize of money or items.
Second: CraftBukkitUpToDate - This Plugins will help you in many, many, ways. It allows you to go to your plugins folder and show what is updated and what isn't. And to make it even better, it gives you the plugins to update in the plugins folder!
NOTE: Plugin is not updated to lastest build, so it is on 1185, but still works perfectly and correctly.
Third: HeroicRebuke - This plugin allows you to warn people with an acknowledgement. They can not move until they confirm they have done what they have done. Great and usful plugin to have!
NOTE: Plugin is not updated but works correctly.
Fourth: SimpleSpleef - This plugin is a fun game where people can break blocks under them to drop them down to the next level, once they are at the last level, and someone drops down, they loose the game.
Fifth - MobDisguise - This Plugin will allow you to identify yourself as a mob like a Creeper, Enderman, or a Pig (Lawernce lol) If comes in handy if your tired of being invisible with Vanish.
EDIT: Haha, I just found out that I can't post links for another week. If any staff of SwaggerCraft needs the links, I will be happy to send them in a PM, Email, Facebook, Skype, or Twitter.