Let me start by saying how much I love to jack off, but not just jack off but to get caught doing and being humiliated is such a turn on for me.
So as I check into a room at a local hotel I asked for a ground floor one so I could start my plan on getting caught. First I wrote a note to put on the outside of my door saying "Be Right Back" and taped it just above that new card key thing slot. Then proceeded to get naked and start rubbing my cock to full mast, after I was all worked up I called the Front desk, and told them the room they had given me had no towels. The women on the phone sounded so sexy I almost shot my load on the spot, so I released my cock, I was so hard at this point it hurt. She was so apologetic say "Sir, I am so sorry I will send a maid right away". Now my plan was on the move.
The maid thinking there was nobody in the room she never knocked thanks to my little note and came right in. She didn't see me right away till the door had shut behind her. She was a beauty. How they got her to work here looking like she did I don't know. But she was speechless her eyes got big she tried to talk but nothing came out. That is when I reassured her while stroking my cock, "It is alright can you please just stand her and watch" she came right back with a sharp "NO" but she made no move to leave. I think she was memorized at the sight of my stroking my cock up and down. Then I had to tell her " You can make fun of me and joke" "If you want to go get some of your friends and you can make a party of it."
Now she was getting into it. She said "OK" without taking an eye off me and walked toward the door. All she could muster was "Don't you even think about cumming till I get back you dirty little boy" WOW that was awesome I had to stop before I blew it. A few minutes later the door opened again and a group of 4 maids came into the room. All of them giggling and pointing at me stroking my cock and covering their mouths. The one that came in the first time got brave and started saying "Look how cute he has a hard on" "then they would all chime in "AWWWWWW" "How cute"
Then it started more then I bargained for they surrounded my bed One of the maids went to the bathroom and returned with the toilet brush saying "Let's fuck him with this and really make him cum and feel like a dirty boy". The other maids approached me and bent me in half, so my cock was pointed inches from my face. They started to spank me while laughing and saying, "Look at how pathetic he is with a hard on and beating off can't even have sex with a woman has to jack off in front of women to get off." "Oh is that cute his cock in hand stroking it looking at him getting spanked like a little boy".