Post challenges for other players in Skyrim so that they can attempt them! Say which challenge you completed and maybe even give another one of your own!
Challenge-
Hunt down 25 animals and then either sell, forge or keep.
Challenge 2-
After completing the Civil War Storyline Arc, go down into the basemant in the Blue Palace or the Palace of Kings and begin a fight with the Essential characters down there. Time yourself to see how long you can last! (I imagine some of you will last forever! )
So go out and give heaps of challenges to awaiting challengers!

How are you supposed to fight essential characters in the Blue Palace if went with the Legion? Fight the disposed Stormcloak Jarls in the Palace of Kings?

I swear over Skyrim I was about to make a similar thread.

Nevermind!
Challenge - Defeat a Dragon on Master difficulty as 2h warrior while completely naked. Check (I cheated, he got into a fight with giants, I stole the kill and ren for my life)

But here is a Challenge I would like to offer to someone bold enough to do it;
Remove HUD, completely, face a dragon priest on Expert difficulty as archer. Do not use pots or healing spells or broken enchanting, while under level 40.

I'll do the 'Naked Warrior' one. Might die!!!

Fancy yourself a true assassin or expert ninja? Then I have some challenges for you! See how many reputation points you can earn at the Challenge Slate!

Contract 01. Kill any bandit chief with your bare hands on expert difficulty or higher. No enchantments. No shouts. Just you, your claws/fists, and a chiefs neck.
? Reputation points- 150

Contract 02. As a true assassin you must be able to be both light on your feet and very effective with any weapon in the field. Using just an un enchanted/smithed steel dagger, down but do not kill a frost troll on Expert difficulty. As the frost troll recovers disappear unseen to it.
? Reputation points- 100

Contract 03. Marksmanship is a key role in almost any assassination. Hone your skills by using a hunting bow to shoot down 10 hawks.
? Reputation points- 25

Kill an Elder Dragon using only these two weapons-no shouts or magic. You ready? Okay, a prison shiv, and THE WABBAJACK

Challenge Slate: Conjurers only

Challenge 01. Battle Vets. You and 1 summon must kill at least 3 enemies each without either you or your summon dying/dispelling.
Rules: No dead thralls.
Difficulty: Master
? Reputation Points- 250

Challenge 02. Aetherial Reaper. Using any antronach kill one nightstalker or higher lvl vampire in just two summons.
Rules: No aiding your summon(s).
Difficulty: adept or higher.
? Reputation Points- 150

Challenge 03. Retributal Rising. Kill a Master vampire, dead thrall it, and have it completely wipe out any bandit camp without it dying once.
Rules: No assistance allowed.
Difficulty: Master.
? Reputation Points- 450