...As we were all milling around the lobby and getting the all clear to return to our rooms, a very embarrassed guy wearing nothing but a bath towel was getting a key to his room from the front desk. He had gone out in the hall to see what was going on and his room door had ... closed ... and ... locked ... behind him.
Not sure I can quite beat that story, but close...
Big conference. I was helping out with some of the organizing, and I was rewarded with a nice suite. It was next door to the "hospitality suite" where the big-shots hosted social events in the evening. This was back in the days when everyone dressed up; suites and ties, gowns, the works.
I found I could come and go to these events pretty easily, since the adjoining rooms were connected by two doors, one in my suite and one in the hospitality suite.
One night I turned in early. But something came up and there was a knock at the adjoining door. I threw on a pair of workout shorts and a t-shirt and opened it. Standing in the doorway solving whatever minor crisis had come up, I didn't notice that the door on "my" side was swinging shut...
Yup. There I was, no shoes, no socks, bed-head, shorts and a t-shirt. At the social event of the evening. I didn't even have an ID to go ask for a new card at the front desk.
Pretty soon, everyone at the party was in on the attempt to get me back into my room. It was probably the high point of the evening. Even the maintenance guy we called couldn't open the adjoining door from the other side. I didn't even have my pocket comb (which I've used to open a hundred doors over the years.) Someone had a nail file or credit card or something flat I was able to use to slide down between the plunger and the striker plate, and I proceeded to slink back into my room. They were all impressed by my breaking-and-entering skills.