So, I left Riften via the Side Door (the one by the dock like area) and a courier spawns and begins walking towards me, but at the same time a Group of Hired Thugs spawn. I had no weapons or armor atm (I had just stored all of them in Honeyside) because my character was going to go "Undercover" as part of my RP..
So, my only choice at the time was to go Werewolf and worry about the bounty afterwards. once I go werewolf I knock towards one of the Thugs but I hit the Courier and he lands on a nearby building (The Fishery roof).
So, I take care of the thugs but am then hit by an onslaught of guards. I quickly ran out of time in Beast Form (I refuse to eat people to prolong it, goes against my RP), So I have No choice but to dive in the water and swim for the far shore.
But to my surprise, when I turn around, the Courier is following me, but when I try to talk to him I get no Dialogue...
He continued to follow me for about an hour, running off everytime a hostile began attacking, but returning shortly after.
it was bothering me so I fast Traveled and it seems to have fixed it, but the whole event was making me laugh hysterically.