The acting in this is honestly insane. The awkwardness after the player got himself killed and then blamed the others and left was so realistic it HURT

Jacobs ability to embody these cringe characters is both insanely impressive and mildly disturbing.

It's super impressive how he can run around the table so fast while also changing his clothes,

That last one was a lot more painful than I could have ever anticipated. As a DM I pray to never do anything half as cringey as that.

One of our players was so....unique with his rp he got a custom "cringe" stat. Any time he digs himself too much of a hole with a friendly npc he can roll cringe and the npc will just walk away

The last one is so disappointing for players who just actually found out the way to solve the situation.

At least he RP’d his own girlfriend NPC’s actions. Even worse when a player just looks at the DM and is like “hey you’re RPing sex with me now”

The one where he said "I made such a great mystery" hit me in the stomach. Like, some people don't understand that a good mystery is made to be solved and if it isn't solvable right now you should drop additional clues

The way the dm speaks in the first skit PERFECTLY captures how i and probably other dms who just started out spoke. Dude is a legit amazing actor.

The last one hurt me on a spiritual level. Don't get me wrong, the one where a player acts dumb and gets mad when he dies was uncomfortable, but that last one... Fear.

I liked how this literally ended with "Death by cringe"

Imagine you play a game with Jacob and then 3 months later you see that one of his skits has a story scarily similar to your game. Just to realize he's roasting the fuck outta you.

Had the "lone wolf" rogue split off from the group in a military base in my sci-fi campaign. Picked a fight with 4 well-armed men, and was burnt to death with a flamethrower. He was very upset because "Well that isn't fair! Why would they even be there!?". Inside a military base. That's owned by the guards' faction. That are selling weapons and goods under the radar. And don't want to be caught. He was upset that they posted guards near the illegal goods.

He still complains about it and compares situations to that one years later.

“Even with sharpshooter” after rolling really grinds my gears.

“you walk into the building and you see a human” incredible description from the dm

I was like "Oh this is starting off a bit uncomfortable but nothing too bad" and then you managed to hit me harder with each consecutive cringe-swing. I now lie dead on the pavement. God

I love that you made the DMPC a cringery marvel character, it just fits so well. From the eye brow raise to the awful one liners , you truly embodied the cringe

Story 2 is, in my opinion, the worst kind of sin a DM can commit. A DM who wants a specific thing to happen in the story, so they're deliberately obtuse and working against the players, so that their desired story outcome can happen "naturally". "Oh, it's not my fault you missed that key detail. You just didn't look hard enough."

that last one hit too close to home
we had a battle for a keep and basically won, the only enemy left was the main bad guy of the arc and we had already beat hiim twice at that point but he always got away
this time tho, he couldn't get away, it was do or die for him. and as we slowly got closer to him, the DM suddenly drops a half-demon on the field, says "timer is up, your buddy that was being turned into a demon somehow regains his personality and comes to help you, he also instakills the badguy you've been hunting for months IRL now"
I just sat there slackjawed and unable to speak

The second to last one resonates with me...

One time me and a ranger got into a combat with a bunch of super weak slimes in a sewer, I was a rogue and I just started killing the slimes. The ranger on the other hand decided to try to grapple one of the slimes, which he failed because it was a -4 because the slime was so slimy. Then on the next turn he tried AGAIN and miraculously succeeded. The next turn he decided to take a bite out of it and before he did the dm warned him that it was a caustic slime, but he did it anyway. He ate a chunk of the slime, and it burned his throat and did a good amount of damage, about 1/4 his health. The dm clearly designed this battle to be ranged focused since the slimes were much slower than us, but since he had taken 3 turns to bite the slime, he was surrounded by the others. He then tried to argue that the other slimes would be intimidated by him biting it, but the dm said that they were pretty much mindless. Anyway he almost died and before he died he basically was just like "why didn't you help me... If I die I'm done I'm not making a new character this is stupid" everyone at the table was dumbfounded.