Okay, time for a story that may be funny only to me, but was hilarious in person.
In a previous job, my VP (bosses boss) was a pretty hot GILF who split time between a house in Houston and a house in Florida. We had a QBR in Dallas and we're all making small talk in the conference room over breakfast and someone askes her if she flew in and she says "no, I went to Houston first and then drove up". So over more small talk she mentions she has the same Lexus in Florida and Texas, and she drove up in her "Texas Lexus". One of our degenerate drunks walks into the middle of the conversation and says "Wait, what?....oh, I thought you said Alexis Texas" and realized he'd fucked up before he even finished saying it.
Boss: "Who's Alexis Texas"
"Bob": Looking around the room nervously..."Uhhh...Pescado, you know who that is, right?"
Pescado: "Never heard of her...is she a singer or something?"
Boss...Who has figured out something embarrassing is going on with "Bob" and has decided to play along. "Is her stuff on iTunes?" Starts to open her phone
Bob is dying. He's beet red and looking around the room for help, but none is coming. The rest of my team has been filtering out of the room so they don't laugh and blow it.
Pescado: ""let's look her up" Opens browser because his computer is connected to the projector because he's presenting first. Starts typing into google A-L-E-X
Bob "SHE'S A PORN STAR!!"
Everyone still in the room totally loses it laughing.
Boss Lady: "Oh Bob...tsk, tsk. Be careful you don't go blind.
Room goes completely nuts laughing and Bob almost cries.
I guess the punch line is that Bob got fired a few months later for something unrelated, ended up at Nutanix, and made enough money in their IPO to retire early. Fucking Bob.