I have a major project at one of our satellite offices. I was traveling to that office for about two years. Got to the point that I knew everyone at the hotel by name.
The maid was a heavy set woman in her 50's at the time, I was 34. really didn't think much of her other than she was a nice person. One weekend she came into the room as I was coming out of the bathroom after a shower. I made a weak attempt to cover up and she left. I got dressed and was leaving to go around town. As I walked down the hall I saw her and we each said sorry. No big deal.
The following weekend, I was ready for her and fully dressed as she knocked. We joked about what happened the week prior. The entire week I started thinking about it and it was driving me wild. Being away from home and knowing this woman saw me naked just had me all worked up. Weekend came and I thought I would see how far I could go. I setup my laptop and webcam to record, pretended to be sleeping, naked and uncovered. She came in, turned the corner and there I was. She started to leave when she realized I was sleeping. She stood near the wall and was watching me. I started to get hard and figured better roll over on to my stomach so not to make it look to obvious. She left shortly after.
She came back a little later, this time I was waiting with a towel on. She knocked and I opened the door. Told her she could come in if she didn't mind. I joked that at least this time I had a towel on.
I was getting my stuff together while she was doing her routine. Thinking about her standing there earlier watching me and having her around with just a towel on had me as aroused as could be and pointing straight out. No hiding it. Towel clearly was in a tent position. She would glance over at me and I finally said, do you want this towel, she laughed. And off it came. I walked over and handed it to her. She got a little flustered and said the door was open and people could see. I replied with a corny line, so what, I'm just happy to see you. Point at my pointer. She laughed at the line but also blushed. I go towards the bed out of view of the door, didn't want her to get in trouble. I asked if it bothers her, I could get dressed. She replied with her own corny line of its ok and its nice to know you are appreciated. We chuckled.
When she was about to leave, she walked over to me and gave me a kiss on the cheek, a tight hug and said thank you. When she pulled away, I could see the wet spot on her uniform from my pre-cum. I pointed and said sorry. She looked at it came back and gave me another hug, held me by my waist really tight against her, I lost it and came. With each pulse she held me tighter.