I have two examples that I think is quite funny.
First example: Mjoll and Aerin in Riften. The backstory here is that Aerin(clearly a couple of years younger than Mjoll), saved Mjoll's life in a dungeon. Mjoll feels she owes Aerin her life and they spend lots of time together. Now it starts to be awkward. They live in the same house(Aerin's house), but they don't seem to have a romantic relationship. Aerin, that whelp is following Mjoll like a dog, and I have seriously thought about getting rid of him. It's possible to marry Mjoll, and living in her house. That means you can live with both Aerin and Mjoll... Clearly when they talk in The bee and barb, Aerin has more than friendly feelings for her, and Mjoll seem to only appreciate the fact that he helped her.
The other relationship is Verner and Anekke Crag-Jumper in Darkwater crossing. They are married. But she is the adventurous type, and always wanted to experience new things and go on adventures. Her miner husband has the most dreary look I have seen. He seem negative, all in all a [censored].
My satisfaction was therefore great when I after building my new house(Heartfire), could hire her as a steward and drag her away from her boring and gloomy husband. A most satisfying moment.
Which interesting/strange/funny human relations did you experience in Skyrim?
Funny conversation maybe or the awkward silence with a family at the dinner table?