She came back in as I was cumming. I could see she was interested. I would've love for her to come over and suck me hard again. But that's just wishful thinking for next time I suppose.

Ya think?

Haha...

I would have tried and coaxed her into talking first.

What would be a good "line" to start the ball rolling, as it were?

I lived with a girl who while in college, worked as a maid in Miami Beach, right there on Collins. She told me she walked in on so many people over the 3 years she was there. The clients there ranged from the Spring Breakers to the Snow Birds-in-waiting. She would knock but I know she doesn't have the patience to wait for a proper answer. She had seen guys jacking, girls jilling, 3 college guys sharing a bed and all as nekkid as can be. Valentines day meant that couples could mess up the hotel sheets. It pissed her off that she would deal with such nasty sheets that she would purposely walk in as couples doing the deed.

She said her worst day was when there was a HS band headed for the Orange Bowl. Four boys to a room. She opened up four consecutive doors with a boy playing his own instrument. She heard "OH GODS!" and "I'M SORRY!" and "WHOA THERE LADY." and "aaaaaaaaaiiiiiiiiiiiii!!!!"

What fingering did he use? Lol...

I guess "practice" does make perfect after all...

I have only gotten lucky one time on my many trips and hotel stays. I don't have the guts to just get caught stroking by an unintential maid. What I do is let them catch me in the room in shorts/t shirt at first to see their reaction and to determine if the maid is hot enough to stroke to if it was a possibility. Usually, the maids will excuse themselves and come back later even when I'm clothed. But on one of my last trips, I did the same routine. I waited until the maid was in the area cleaning and she came to my room. She knocked but i did not respond; again, I was in shorts/shirt. A young fairly attractive latin girl came in and when i "noticed" her, she excused herself but asked if it was ok for her to clean. I told her it was fine and she went about her duties as I worked on my laptop and perved on her. I noticed she kept glancing in my direction and smiling and seemed to be making sure she bent as much as possible in my direction. Obviously, I was hard as hell and had a nice bulge going but it was covered. I did manage to make sure it was visible to her and I noted she kept looking over towards it. She finished the room and asked if I was here for a few more days; I told her I was and she said maybe she'd see me the next day. I was sure that was going to happen!! The next day, she came to the room and just used the key to walk in , no knock. She saw me and smiled saying she was glad to see me again and started her work. I decided to see how much she was open to so I got a nice boner and angled myself so she could see it. She eventually noticed it and smiled at me and started to spend more time cleaning in my area, and directly looking at my crotch. I decided it was time to see what she would go for so i slowly let my cock peek out from the leg of my shorts. She saw it and smiled, looking directly at my cock. So, i went for it and pulled the shorts down...revealing my hard dick to her. She said it was nice and walked over to put the lock on the door and then sat on the bed opposite me and watched as i started to stroke for her. She just watched but eventually pulled down her slacks and slipped her hand in her panties. I told her to let me watch too and she pulled her panties off and fingered herself as I looked at her bare delicious pussy.It didn't take long before I felt my cum ready to shoot and let it fly as she fucked her fingers harder, cumming herself. After, she walked over, got a washcloth and cleaned me off, feeling my still hard cock. She kissed me, said it was fun and then left the room... Believe me, she got a great tip for that!!

You lived my dream. I will have to do a combo of these things, headphones and room cleaning cock displaying, etc.

Wow! That would be awesome.

Great story Chgojim2.

Glad you took that one in a million shot.