Cicero

Cicero is a jester and the keeper of the Night Mother's coffin. He is found on the road north of Whiterun, near Loreius Farm, transporting the coffin of his "mother".

Personality
Widely regarded as bothersome, obnoxious, strange,mad and quite a odd fellow. Cicero sports flamboyant attire and speaks in high-pitched voices. Because he seemingly speaks to himself (when, in reality, he is speaking to the Night Mother's remains), he is considered insane. As Keeper of the Night Mother, Cicero takes his vocation very seriously, willing to wound and kill anyone who questions or ignores the Night Mother's authority.

The Cure for Madness
Cicero is suspected of treason against the Dark Brotherhood when he continuously locks himself in a room with the Night Mother. He can be heard mumbling, but no one can hear what he is saying. Suspecting that Cicero and another member of the brotherhood are conspiring to betray the other members, Astrid sends the Dragonborn to investigate. The Dragonborn hides in the Night Mother's coffin, eavesdropping on Cicero and his conspirator. While hiding, the Dragonborn learns that Cicero is, in fact, speaking to the Night Mother's remains, although she does not speak back; his private sessions with her were his attempts to verify himself as being the Listener, the one person who can hear the Night Mother speak. Shortly after this discovery, the Dragonborn hears the Night Mother's voice, becoming the Listener. Exiting the coffin, Cicero at first suspects the Dragonborn of defiling the Night Mother's remain, but soon realizes that she has selected the Dragonborn as the Listener. Bitter that he was not made Listener, he still congratulates the Dragonborn.

Astrid barges into the room, accusing Cicero of conspiring against the Brotherhood,Cicero explains that the Dragonborn is the new Listener,however despite this Astrid gets ready to attack him but violence is thwarted when the Dragonborn explains that the Night Mother spoke to them. Astrid sends the Dragonborn on several contracts, until she can sort out the mess.

After killing Vittoria Vici at her own wedding, the Dragonborn returns to the Falkreath Sanctuary, finding Veezara wounded, Arnbjorn missing, and Astrid quite disgruntled. In a fit of defiance, Cicero attacked Astrid, but was intercepted by Veezara. Cicero attacked Astrid because she claimed higher authority than the Night Mother. Surviving the skirmish, Cicero fled to the Dawnstar Sanctuary, Arnbjorn following close behind. Arriving at the sanctuary, the Dragonborn finds Arnbjorn bleeding heavily and searches the sanctuary for Cicero. Battling through several Spectral Assassins, the Dragonborn finds Cicero, wounded and babbling. The Dragonborn has the option to kill Cicero, but if they decide not to, Cicero remains at the Dawnstar Sanctuary, even after the Penitus Oculatus destroys the Falkreath Sanctuary.

Cicero's Journal
Cicero has five journals that are scattered throughout his room at the Sanctuary telling his story and of his slow descent into madness.

Background
As is detailed by his journals, Cicero was an accepted member of the Cheydinhal Sanctuary, renowned for his cloak-and-dagger killing style. He mentions riots in Bravil leading to the death of Alisanne Dupre, the Night Mother's previous Listener and the desecration of the Night Mother's crypt beneath The Lucky Old Lady. Voted Keeper of the Night Mother by the remaining brotherhood members, Cicero fulfilled one last contract before transporting his Unholy Matron to Skyrim; he was scheduled to kill a jester, with whom he became obsessed. His attire and flamboyant manner mimic this jester. Trapped alone in the Cheydinal Sanctuary, Cicero grew insane trying to talk to the Night Mother and become her Listener. He killed another assassin of the guild, who claimed to be the next Listener.

As a Follower
If the Dragonborn chose to spare his life, Cicero waits for them to return to the Dawnstar Sanctuary and becomes a possible follower.

While following the Dragonborn, he makes several off-beat jokes and humorous observations about the current location or quest. While not following the Dragonborn, he lurks around the sanctuary near the Night Mother's sarcophagus, talking to himself and tending her.

Attributes
His skills are that of an assassin, similar to other Dark Brotherhood initiates

Equipment
His default armor, the Jester's Outfit, has no defense and he will wear any armor given to him.

It is still possible to get Cicero's clothes after sparing him. Although it is not possible to take his clothing while he has it equipped (even if with the Perfect Touch perk) by telling him to follow and then giving him any armor. He equips it, making it possible to pickpocket his clothing if he is relieved as a follower. Having him follow the Dragonborn once more allows for their armor to be retrieved. This can be used to get multiple sets of Cicero's clothes since each time armor is removed from him, his original clothes return.

Quests

 * Delayed Burial
 * The Cure for Madness