Cicero's Outfit

Cicero's Outfit is a set of clothing that resembles a jester's outfit, worn by Cicero of the Dark Brotherhood.

Advantages
His clothing, known in the game as Cicero's Clothes, Cicero's Boots, Cicero's Gloves and Cicero's Hat; all provide significant bonuses to someone playing as a Thief-Styled character, especially the gloves and hat. The boots become somewhat insignificant later in game if you have a highly leveled sneak ability, due to the unlocking a perk which allows for the same effect.

Pickpocketing the outfit
The boots and gloves can be pickpocketed with the misdirection perk. But the success rate for the hats and armor may always be zero (tested with 100skill. 5points in light fingers. +65% pickpocket gear), although it is possible to pickpocket the clothes without any pickpocket gear equipped, and at 100 skill level, with a 25% chance for the armor, and 1% chance for the hat.

Jester's Outfit
The armor set is similar to the Jester's outfit found in the Dawnstar Sanctuary. The enchantments on the Jester's outfit are weaker and the value is less, yet it is worn for aesthetic reasons.