Level of Concern Puns

Some of them were pretty strange: only he could understand them and explaining the 'pun' to somebody else would take like half an hour. Anyway-

He said, "So I'll go first?"

I said sure.

I think he took "pun-a-thon" a bit too literally - he took out a marker and drew a point, and then he kept drawing this straight line (he's good at drawing straight lines) while taking how many ever steps back. I for one was concerned, because first off I didn't know how long I'd have to stick around for this, and second of all, I didn't know if I could clean the mess he'd inevitably leave behind.

He kept drawing this line! We stepped out of my living room, then my apartment which was on ground-level, and he kept drawing it. He drew his line all the way through the corridor, up until the entrance to the building, and when I kept asking him if he's done yet, he didn't say a word. I had to keep subtly reassuring security and everyone who was staring at my friend hunched over like that robot from Wall-E.

He stepped out of the building and kept on drawing his line. At this point I was trying to guess what the hell is the outcome. I kept screaming punchlines at him like "is this where you draw the line?", "are you going to punch me after this so this is a punchline?" and shit like that. There were people following us and two were taking videos and it was really fucking uncomfortable.

Right after he was outside the building and the premises, he started to draw this stunning drawing of the building right on the pavement. It was almost magical, as if he had been commissioned to make an ad for my place but for a million bucks. At this point the people who were following us didn't even get pissed off because they were so engrossed in his drawing. I was surprised the marker kept going on.

After about 20 minutes - he was a real quick draw (no pun intended) - he stood up and a crowd of two dozen clapped and cheered for him.

I told him, "Dude that looks fucking amazing, but I thought we were in a pun-a-thon. Why such a long set-up?"

He replied, "Yeah it was pretty drawn out."

(for more drawn-out jokes like this, visit r/feghoot!)

As part of my job (I'm a cashier) I'm required to ask people how everything was. Almost every Dad says the exact same thing: "terrible". They then stare at me to see my reaction. When I laugh it off, they say "but what if I Had been serious?" In a very condescending way and make me feel bad for laughing. What I usually do is say "You're not being serious are you?" They say no with a little laugh and an awkward silence follows.

My friends suggested I take my acting to the next level and act genuinely concerned, turning the situation around. But I think there's a funnier solution. Any help?

Another thing: Our food rocks. There's no way they're being serious.