I was bartending and this couple came in. It was around noon when they came in; they had just checked in. They wanted some champagne. There was no one else there, so they kept talking to me and trying to buy me a drink. Over and over, they kept saying the same type of thing to me: "We want to get into crazy trouble tonight, what are you doing?" I just thought they wanted to go to a club, so I said, "I'm not really cool.  I'll ask a cool person where the good clubs are." But they were like, "What are you doing?" 

"Me personally? Probably going home and watching television."

They laughed at that and kept repeating "We want to go crazy! We want to get into trouble!" I thought maybe they wanted me to get them drugs, but I was unsure. They left without further incident, but returned in the evening.

We were chatting again and all of a sudden this crazy bald dude with a weird comb over came in accompanied by a 6'5" trans woman. The got his zipper stuck on his jacket and they started arguing about it. She kept yelling that she was going to leave him, though it wasn't really clear why, as he struggled to get his jacket off.

She then walked over the the couple and handed them a card that said, "Da'von Cumz" and told them, "Once you see my cock you'll never forget me." At this point, it's only like 6 PM, so this is such an insane scene with the comb over dude complaining and still trying to remove his outerwear and this extremely tall sex worker trying to get a new client right in front of him. They accepted her card and she eventually left.  

The couple was about to leave. They came up to me and said "We want to get crazy tonight, so if you or a friend or a friend of a friend is around, just call us." So I was wondering if they just wanted coke. But then they said, "Room 806," left a copy of their roommate key on the bar, and winked at me very elaborately and I finally realized that wanted to have a threesome with me.

—Robert

One really rich guy wanted to throw his girlfriend a surprise birthday party in a private space we have available for rental. He seemed like such a sweet guy. He had us buy all sorts of roses and balloons to decorate the entire room and kept double checking to make sure everything was perfect. Once we were done it was just utterly romantic, with pink balloons everywhere and little macaroons on trays.

So hours later the party begins. She's surprised and so happy. The whole thing is adorable. All their ritzy friends show up and it's open bar, so people are getting sloshed, but it was one of the more enjoyable parties I've worked. Now the birthday girl and the rich guy start leaving over and over to go to the bathroom, if you know what I mean. And they start getting really amped. After a while they come back to the party and she's changed into this totally see-through gown that probably cost more than my rent.

An hour later they leave and come back and start strutting around the party getting really weird. When I walk back in the room he is wearing a collar and has a ball gag in his mouth and she is leading him around the party on a chain wearing her transparent outfit. He is crawling around like a dog. All their friends are still there, just totally blase about the scene unfolding in front of them. I think that's the best party I ever worked.

—Sandra