I put boxers on to let room service in...they look like shorts, had a tricky problem one time putting the tray out in the hall way. I was naked and the door closed and locked me out. I took the neighbors newpaper to call the front desk from the hallway phone... They said not to worry they could see me on the camara moniters and would send someone right up with a key.
When I checked out the guy at the front desk gave me a big smile and said
"Nice to see you"
Hilarious - the same thing happened to me when I was staying at a hotel in San D about 10 years ago. Went to put the tray in the hall, lost my balance and when I heard the heavy "click" sound I remember saying, "Oh SHIT" rather loudly. It was late, around 1am-ish so thankfully not much activity was going on. However this hotel was being remodeled, so the cameras weren't working, nor were the phones they put next to the elevators.
So I actually had to go to the lobby to alert someone what had happened.
Imagine me slinking from the elevators to the lobby carrying a fake fern in front of my business end and hissing, "Psst! Hey! I need some help!"
Riding the elevator back to my room with the front desk guy and a new key he had a barely concealed grin on his face the entire time, and at one point looked at me and said, "Would you like me to carry that for you sir?" We both laughed our asses off. He also told me something like this happens several times a year.
Anyway, to answer the OP, yes I frequently "hang out" in hotel rooms.