Highwayman (Oblivion)

The highwayman is a slight variation of the standard bandit. Highwaymen have the same loot, equipment, and stats that regular Bandits do.

Highwaymen are Khajiits two levels above your own that will usually hide near one of the great roads and jump out at you as you pass, demanding a toll. If you don't pay up, they will attack. None of them will be that difficult to defeat, however, as they usually travel alone. They can also be easily avoided by speeding past them on a fairly quick horse, such as Shadowmere.

Another way to deal with them is to pay the toll of 100 then when he turns his back on you, power attack him, although this will count as an assault. Once you pay up you can talk to him as you could any non-hostile NPC. However, should you leave and return he will again demand gold.

The last option is to plead poverty if you have less than 100. If you wear clothing that is extremely poor in appearance, or you wear no clothing at all, the highwayman will leave you alone. If you are a Vampire of a level of at least 50%, a highwayman will approach you, however, he will react with fear like many other NPCs rather than demanding money.

Locations

 * Outside of Fort Ash.
 * At the south end of the Gold Road between Anvil and the Brina Cross Inn.
 * On the long bridge on the Red Ring Road at the southeast corner of Lake Rumare.
 * On the Gold Road just east of Skingrad.
 * On the Yellow Road between the Panther River and Corbolo River.
 * On the Green Road on Pell's Gate's side of the Old Bridge