Going through old posts that I've never read before and saw this one.
I've had lots of fun over the years with my diapers in hotels / motels. If possible I always stay in a motel where the rooms open to the sidewalk and parking lot instead of to an inner hallway. I then like to open the drapes, while wearing my thick cloth diapers / plastic pants and a t-shirt (if I'm daring I don't even wear the t-shirt) and lay on the bed watching TV. As people walk by, sometimes the look in the window and see me in my diapers and I get some interesting looks!
Since I wear cloth, I always take my diaper pail with me. It's a white plastic kitchen garbage can that I've had for over ten years and only used for a diaper pail. I only put pee diapers in there, have never washed it out and it has that nice sweet diaper pail smell. When in a motel I just put it in the corner or in the bathroom and I'm sure that when the maids have come in to clean the room, they probably think it's trash and look in there and see all of my wet diapers.
In recent years I've gotten more brave and now I just leave my diapers / plastic pants out, folded and stacked up near the diaper pail. On one occasion I could tell that the maid re-stacked my diapers because they were much neater when I came back to the room than before I left.
Usually in a motel if I want to poop I'll put on a disposable, do it, enjoy it a while then throw away the diaper. But if I poop my cloth diapers (or if I'm on a long stay and wet them all) I will wash them in the motel washing machines. This is kind of a rush because anybody could come along and look in the washer / dryer and see them in there.
After staying a day or two I learn who the maids are and if they seem fairly cool, I'll sometimes make sure that when they arrive to do the room I'm sitting there at the table in a t-shirt and my diapers. The times I've done this I've gotten a few smiles but nobody has ever said anything.
Other times I'll get daring and go out to get something from the car that way. Once, at night, I even went out and walked all the way around the perimeter of the motel wearing NOTHING but my diapers (that was scary and one hell of a rush, but nobody saw me). Another time when my wife was with me I went out and sat on the sidewalk in front of the motel room that way and she took some pictures. (One of them is my avatar picture!)
I still one day hope to get up the courage to just tell them at the desk that I wear diapers and, tell the maids so they won't be shocked if they see me, etc. Or maybe make a sign that says "My Stinky Diapers" and tape it on my diaper pail or something. LOL.
Another thing I always do is, I always ask every maid "What's the weirdest thing you've ever seen when working here?" I keep hoping one day to hear "Well one time we had a guest here who wore diapers" but never have. (One DID tell me that she was cleaning a room and found that the guests had gone off and left a bag full of dildoes in one of the drawers.)
As for the question in the original post, no I wouldn't pay someone to diaper me because my wife will do this. And, if I just want to be seen that way, all I need to do is get up some nerve and then I can experience that for free.