My weird experience? I saw "tank" in medium armor and destro staff and some weird people hitting Ayleid pillars with hammers in Stormhold and talking about Pillars of Truth, or that this pillars will tell us the truth. I don't remember and I love this community.

Weirdest experience with randoms must be that time I had a dk healer in medium armor. Don't know how that happened.

I pug a lot for farming and pledges and I think I've seen it of all kind by now but if you are interested in something on the funny-side as yours there is one specific run that comes to mind.
Banished Cell 2, me with healer character 500+, a tank 800+ and two very weak DDs around 250cp but very decent as persons, easy-going and friendly.
Those guys were struggling with the basic trash mobs, it was actually a desperate situation with me as healer doing average 36% damage not even trying and I guess the tank was doing as much if not more; in short I didn't left and the tank either, we continued and faced the first boss.
As every fight in that run it's been a long fight, at the end I was worried the tank would have left, instead he typed in chat:
"You guys, so badass, so much badassery".
I smiled and thought: this guy is too awesome to be true, let's hope he's not waiting for the minutes to pass to avoid penalty and then leave. We continued. Second boss.
He typed again at the end:
"guys, I can't believe, so badass" I don't recall the exact words, I'm not even native speaker but it was pretty hilarious, the situation was so messed up and he kept saying that after every boss and middleboss fight, I was cry-laughing.
During the run I was explaining the mechanics to the guys, giving some tips, the tank was not typing anything other than those words after the fights. For that alone he truly achieved a special aura of awesomeness.
It was too hilarious to read such words after such ridiculously long and messed up fights. He also kept waiting until I was done explaining, very patiently.
So he patiently stayed until the end and we faced last boss in hm, fortunately the dungeon was bugged back then, it was right after morrowind, so the daedroots were not around and things were a bit easier for everyone, we finished.
He typed again something even more hilarious, with final compliments other than badass, he said: fantastic, outstanding and things like that, he lastly thanked for showing him so much badassery . I truly was laughing and so the others, that guy was a very skilled tank and has been one of the coolest players I ever met.

The rule of dungeon pugs is to,be the first one to talk trash in chat about how worthless everyone is. Make sure to tell every one what percent of group damage they are doing and that 54 percent of nothing is nothing.

Lol

My personal favorite happened when I was doing normal blessed crucible as a random daily for my (at the time) level 45 healer magplar. That toon was a skyreach baby and I wasn't the best yet at the rotation, but a heal specced magplar in a normal dungeon really isn't that hard to play...

Still, I came into it with lots of disclaimers and told my group mates that this was my first time doing a dungeon as a healer (which was true). The group proceeded to give me lots of advice, most of which was terrible, but there were a few gems thrown in there.

One of them asked me if I wanted to do PvP and I said yes and that I really liked the BGs, and he started saying that I shouldn't worry about impen trait for a magplar since I can use dmg shields. Another groupmate said that was a bad idea and they started arguing. I jumped in and said that not running impen or impreg on a healplar that will get focused often in the BGs is a bad idea. The first groupmate said that I didn't know what I was talking about and that I was a noob who should listen to more experienced players. (As you can probably guess from his opinion on impen, he was a sorc)

I should probably point out that at this exact moment, my own sorc was literally ranked #1 on the PC NA deathmatch leaderboards, and I was ahead of #2 by a significant amount due to some gratuitous kill stealing (lol)

So I told him that I do BGs quite a lot and I'm actually ranked #1 right now and that I was fairly confident in my opinion. The other groupmate really enjoyed this new fact and started spamming "LOL REKT" in chat

But the guy telling me not to run impen didn't respond with the usual "leaderboards don't mean anything" (which is true imo). Instead he went a different route:

"That's not your character!"

My templars name is thogarde. DK is thogard. Sorc is Thogyaler, and warden is Thogsalot. There's a theme here...

He then proceeded to tell me that I was just copying the name of the top player because I wanted to be like him.

Dungeon ended after that so I logged on my sorc and sent him a message saying "hey i heard there was someone pretending to be me?" And he said "yeah some noob in this dungeon" and then I said "stupid noobs! at least he doesn't try to run a healplar without impen though!" And then put him on ignore.

But the more that I think about it, the more that seems like the nicest thing anyone has ever said to me in a video game... that I'm a player whose name is worth copying, and for that to be such a common occurrence that this random pug guy thought I was doing it.

10/10 day imo.

That guy with the flute was just there to waste everyone's time and be inconsiderate. I don't normally believe in vote-kicking people, but I sure as heck would have done it for that idiot.