Skyrim thread's pretty dead and this is as much Own as WTF, so here goes.
As a leadup to the final Dark Brotherhood quest, I have to assassinate the son of a guard captain as he goes on an inspection tour of Skyrim, then plant evidence that incriminates him in a fake plot. Seems kinda iffy, but the goal is mostly to make the guard captain depressed so fine.
But if I murder him within a city the frame job will work better, somehow? O...k... I don't get it, but they offer me a macguffin good for one fortune reading. Mysterious, I'll bite.
I steal his itinerary but follow him out of camp anyway, figuring I'll just pick some flowers on the way to whatever city he's headed to. How long could it possibly take.
"Soon", I'm discarding some fairly valuable equipment to make room for more mountain-flowers when the target wanders straight into a large bandit camp. Like, it's one of those forts build partially *over* the road, presumably for guardsmen but permanently occupied by bandits instead. Kinda stupid, but funny enough that I'm willing to lose my bonus. ...Ah, he's got that situational immortality like allies, where only the player can deliver the final blow. fiiiine, I kill the bandits. He tells me I'm creepy and to leave him alone. (I also tried dealing the deathblow myself - the bandits reported my assault to the local authorities, heh. I want the bonus though.)
I'm out of patience at this point and fast travel around a bit to mop up other quests. Eventually I'm in Riften and realize he's approaching, so I wait for an hour which teleports him into the bar with me. Quite a bit further than I expected from walking with him, but all the better. I sneak into the pantry of the crowded bar, poke my head out, and fire a deadly poisoned arrow into his head before ducking back! Hehe, the perfect crime!
...Frick that's less than a fifth of his health. Curse my inoptimal leveling! No matter, I... keep doing that. The patrons wander around with various degrees of concern (this is Riften) but one of them accidentally wanders straight into me without raising any alarm. Again, Riften XD However he seems to regenerate rapidly if I let him calm down while at critical health. Hrm.
Oh no, 20 bounty, I guess someone saw me! He doesn't, though. In fact he seems preoccupied assaulting... Sapphire, one of my Thieves Guildmates! Ah, TES faction mechanics. I think they're both essential, but just in case I snipe him another couple times as they fight. Eventually dealing the deathblow. Hail Sithis!
I stroll out of the bar, only to be accosted by a guard. It's cool, I'm with the thieves guild - here's 20gp for that assault charge. All good.
Skyrim 5: The Elder Scrolls (Normal Edition but with that one mod that fixes all the glaring script issues they don't bother to patch, and the other mod that makes the UI at all appropriate for a mouse&keyboard)